Large group vacation rentals in East End, Cayman Islands

Explore 261 large group vacation rentals, homes, and villas in East End for your next getaway or business trip. With space for everyone, enjoy the comfort and privacy of a home designed for gathering, alongside premium amenities such as Air Condition Homes, Homes with Pools and Homes with Free Parking. Throughout your stay, spend time together, share meals, and relax in spacious living areas that make group travel feel cohesive. With options starting as low as $30 per night and homes offering up to 12 bedrooms and 14 bathrooms, it's easy to book a stay that fits your group. And with 24/7 local support and high-speed Wi-Fi, everyone stays connected and protected. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, making each trip more rewarding than the last. Book your next group getaway with Homes & Villas by Marriott.

261 Great for Groups in East End

Cayman Paradise Villa #1 - 4BR Oceanfront, Pool & Quiet East End

East End, East End, KY
4 Bedrooms 10 Guests
Aug 26 - 30
$327 night

Welcome to Cayman Paradise Villa #1, a colorful 4 bedroom, 3.5 bath, three level direct oceanfront villa in laid back East End. This cozy Caribbean style home sleeps up to 10 guests and blends bright, island inspired décor with modern comforts, set right on a quiet, natural white sand beach. Guests also enjoy access to a fantastic 5 tier freshwater pool with three waterfalls and a non-heated whirlpool just a short walk away, plus easy driving access to East End restaurants, world class diving, and Grand Cayman’s top sites. 4 Bedrooms | 3.5 Bathrooms | Sleeps up to 10 LIVING AREA & ENTERTAINMENT Cayman Paradise Villa #1 is pristine and thoughtfully decorated, with plenty of room for families and groups. The main living area features comfortable seating, a sleeper sofa, TV with cable, and high speed Wi Fi, so it’s easy to relax after a day in the sun. Central air conditioning and ceiling fans keep the villa cool throughout all three levels. BEDROOMS & BATHROOMS • Master Bedroom (2nd floor): Queen size bed, TV with cable, walk in closet, and en suite bath with shower and dual sinks. A side patio fronts the sea and features an outdoor sofa and coffee table—perfect for sunrises, sunsets, and constant breezes. • Second Bedroom (2nd floor): King size bed with TV and cable. • Third Bedroom (2nd floor): Two twin beds with plenty of storage. • Shared Bath (2nd floor): Dual sinks, shower, and tub shared by the second and third bedrooms. • Third Floor Loft: Accessed via spiral staircase, with a full size futon sleeper, desk, and huge panoramic window facing the sea. • Primary Floor: Large floor with full bath (shower), additional refrigerator, futon full size bed, and sleeper sofa, plus a large window facing the private beach. From the lower level you step out to a covered patio with furniture, grill, and direct access to the natural sandy beach. KITCHEN & ESSENTIALS • Fully equipped kitchen with stove, refrigerator, microwave, dishwasher, toaster, blender, and drip coffee maker. • Essentials starter pack including shampoo, hand soap, dish soap, dishwasher tabs, toilet paper, paper towels, hair dryer, iron, and ironing board. LAUNDRY & BEACH GEAR • Separate laundry room with washer/dryer. • Pool and sea toys, floaters, and a pack and play included. • All towels, beach towels, and basic supplies are provided. OUTDOOR FEATURES & BEACH • Direct access from the villa to a natural white sand beachfront. • Covered patio with seating and grill for outdoor dining and relaxing. • 5 tier freshwater pool with three waterfalls and non-heated whirlpool located within the villa complex, just a short walk away. • Many rooms and outdoor areas feature sweeping views of the Caribbean Sea and beach. BEACH CONDITIONS Properties on the North Side and East End of Grand Cayman may occasionally see sargassum (seaweed) wash ashore, mostly between May and August. This is a natural, seasonal occurrence throughout the Caribbean, and conditions can vary day to day. Grand Cayman offers gorgeous beaches, great snorkeling, and plenty to enjoy island-wide, so we don’t anticipate it impacting your trip, just a heads-up in case you notice it during your visit. DINING & NEARBY ACTIVITIES – EAST END • Tukka East – About a 5–7 minute drive for Aussie Caribbean fusion, fresh local seafood, and ocean views. Great for lunch, dinner, and their popular Sunday brunch. • Eagle Ray’s Bar & Grill – Roughly 5–7 minutes away for casual burgers, tacos (including lionfish), and drinks overlooking the reef. • La Casita – Around a 5–10 minute drive for authentic Mexican food, mezcal, and tequila in a chilled, air conditioned setting. • Over the Edge Café – Approximately a 15–20 minute drive toward North Side for local Caymanian dishes and all day waterfront views. • The Italian Kitchen / David’s at Morritt’s – About 5–10 minutes by car for pizzas, Italian inspired dishes, seafood, and steaks. • Big Tree BBQ, Vivine’s Kitchen, Captain Herman’s, Eastern Star Fish Fry – Within 10–20 minutes’ drive for true local roadside and waterside Caymanian fare. EXPLORE EAST END & BEYOND From Morritt’s Tortuga Club, many of Grand Cayman’s best East End and North Side attractions are within about 20–30 minutes by car: • Crystal Caves, Queen Elizabeth II Botanical Garden, Blow Holes, and Cayman Parrot Sanctuary. • Rum Point, Kaibo, and Bioluminescent Bay for beach clubs, dining, and night time kayak tours. • Snorkel off Mimi’s Dock or head to Smith’s Barcadere, Eden Rock, Macabuca, or Spotts Beach to see wild turtles. • Day trips to Seven Mile Beach, Cemetery Beach, or the quirky town of Hell, plus horseback riding on the beach or ATV tours along the coast. GROCERIES, SUNDAY CLOSURES & PRACTICAL DETAILS Nearby grocery options such as Foster’s Express and Chisholm’s Grocery are about 10 minutes away by car. Larger supermarkets are also convenient stops on the drive from the airport. Supermarkets are closed on Sundays in Cayman, though most restaurants and gas stations remain open, and some gas stations sell liquor on Sundays. Grocery items can also be pre-ordered and delivered before arrival. Chisholm’s Market is on the Northside, and is open 7 days a week, and is well stocked with food, supplies, beer, wine & liquor. 10 minutes from the condo. TRANSPORTATION • A rental car is highly recommended for this area so guests can easily explore Grand Cayman at their own pace. • Many guests book directly with trusted local providers such as Marshall’s Rent-A-Car, Andy’s Rent-A-Car, or compare options through Kayak. • Due to limited public transportation in East End, having a car offers the greatest convenience and flexibility. ACCESSIBILITY & PARKING • The villa is part of a multi level complex; this unit is spread across three floors, with stair access between levels (no elevator). • One reserved parking space is provided. PROMOTIONS Automatic discounts may apply based on travel dates, including seasonal Stay 7, Pay 6 offers from May 1 to November 1, along with last-minute deals, early booking savings, and extended-stay discounts. Eligible offers are applied automatically, cannot be combined with other promotions or Repeat Guest benefits, and may be subject to blackout dates from December 17 to January 3. CHECK IN & CHECK OUT After booking, you’ll receive detailed arrival information by email, and your unique door code before arrival. Check in is any time after 4:00 PM with keyless entry; early check in may be possible depending on cleaning schedules and can be confirmed with the property manager closer to arrival. Check out is self service at 11:00 AM, with clear instructions provided; late check out is only available if pre arranged, as time is needed to prepare for incoming guests. TRAVEL INSURANCE Travel insurance is recommended, especially during hurricane season from August through October, to help protect against trip interruptions and weather-related disruptions. Stay 7 Pay 6 Cayman Paradise

Blue Moon

Gun Bay, KY
2 Bedrooms 4 Guests
Aug 26 - 31
$339 night

***Property Overview*** Welcome to Blue Moon, a tastefully decorated and charmingly delightful 2-bedroom beachfront cottage in Grand Cayman’s quiet East End. New homeowners have taken the best features of this beautiful home and upgraded them for maximum comfort. Surrounded by mature palms and Casuarina trees on a half-acre lot, Blue Moon offers peaceful relaxation on a sandy beachfront perfect for couples, honeymooners, and small families alike. Located next door to Ocean Frontiers, one of the Caribbean’s world-class dive centers, this villa is a great fit for SCUBA Diving enthusiasts looking for a private villa within walking distance to a 5-star PADI training facility complete with an on-site restaurant and training pool. Two additional restaurants and casual roadside jerk barbeque spots are within a short walk of the home. Blue Moon’s white sandy beachfront is reef-protected making for excellent snorkeling and kayaking. Explore a vibrant underwater world just steps off your backyard! Although the water is usually clear, water shoes are highly recommended for foot protection. Two single kayaks and two bicycles are provided for use during your stay. The villa’s interiors feature an oceanfront living room with multiple windows flooding the home with natural light and panoramic ocean views. The open living room allows guests to become one with the ocean while providing all the comforts of home. Sofa seating plus a 60-inch Smart TV with cable programming and a soundbar will keep you entertained after a day of fun under the sun. Equipped with superfast fiber internet speeds guests can stream their favorite movies and music with ease. The home’s two queen suites are located on the upper level and sleep four guests comfortably. The primary suite includes a safe for storing valuables. *** Sleeping Arrangements *** (Licensed to sleep 4 guests total) -- Primary Suite: upper level, oceanfront views, queen bed, ensuite with shower bath. -- Guest Suite: upper level, oceanfront views, queen bed, ensuite with shower bath. The full kitchen comes equipped with everything you need to prep a home-cooked meal including modern appliances, cookware, flatware, and glassware. A Keurig coffee machine is provided to jumpstart your mornings in paradise. An ice maker and blender are also provided for morning smoothies or frozen cocktails at happy hour. A formal dining table sits off the kitchen with seating for 4-6 guests, along with an alfresco dining table on the covered oceanfront patio. Do not miss the golden hour to view spectacular sunsets from the beach or on the ocean patio. Restaurants within walking distance include Eagle Ray’s next door and La Casita across the street. Tukka East, The Italian Kitchen, and dining options at both the Wyndham Reef and Morritt’s Resorts are a short drive away. For worry-free dinner service, Tukka East provides complimentary door-to-door shuttle service for a night out of surf and turf—dinner reservations are recommended. Blue Moon is conveniently located just minutes away from Health City Hospital. Nearby eco-friendly attractions include the Queen’s Botanical Gardens with Blue Iguana Farm, the Cayman Parrot Sanctuary, and the Crystal Caves. Whether you are looking for a place to dive, recharge, and play, this villa has it all offering a tranquil beach oasis with breathtaking views of the turquoise-blue Caribbean Sea. NOTES: Kayaks & SeaView boards are available for discounted rental. A signed waiver is required. ========================= ***Rate Details*** -- 13% Occupancy Tax added to all rates. -- 10% Guest Service added to all rates. -- Accidental Damage Protection added to all rates. -- A departure cleaning fee is added to all rates. ***Booking Rules*** -- Christmas & New Year’s dates are split into two rental periods. Please inquire about your travel dates before booking. -- Shorter stays may be available but subject to a higher cleaning fee. Please inquire before booking. -- Must be 25 years or older to book and must occupy the property during the entire stay. ***Grand Cayman Villas & Condos Guest Services*** The 10% Guest Service Fee includes your Guest Services Membership. Member Benefits -- Centralized on-island guest services & welcome center -- Unlimited Use of Private Fitness Center (18+ yrs.) -- Business Center Access: computers, printer & FedEx/DHL supplies -- Proprietary Guest benefit & discount card -- 10% advance booking discount for private charter -- Guest parcel receipt & hold for check-in -- Jacques Scott Wine & Spirits pre-order & hold for check-in -- Referral to preferred vendors and reservation assistance -- Complimentary snorkel gear, pack-n-plays, booster seats, and baby gates for checkout At-Villa Benefits -- Complimentary early check-in, if no check-out on the same day -- Day-after-arrival guest services follow-up -- Gilchrist & Soames bath products -- Pre-stocking of groceries & beverages (delivery fee applies) -- Coordinate private chefs, cooks, babysitting & family photographer -- Kayaks available for discounted rental* *Signed waiver required *** Nearby Points of Interest *** -- Next door to Ocean Frontiers & Eagle Ray’s Dive Bar & Grill -- Short walk to La Casita Taco & Tequila Bar -- 3-minute drive to Tukka East and the Cayman Parrot Sanctuary -- 6-minute drive to the nearest supermarket, Foster’s Express, and Jacques Scott Spirits & Wines -- 6-minute drive to The Italian Kitchen, plus Morritt’s Resort and the Wyndham Reef Resort -- 5-minute drive to The Blowholes -- 9-minute drive to Heritage Beach -- 12-minute drive to our Guest Services Welcome Center -- 26-minute drive to the Rum Point Club -- 27-minute drive to Spotts Public Beach -- 43-minutes from the airport, Owen Roberts International (GCM) *** Getting Around *** A rental car is highly recommended. Taxi cabs are unreliable and expensive outside of town and Seven Mile Beach. Plus, there is no Uber or Lyft on the island. For rental cars, we recommend Budget Cayman, Avis, or Marshalls. ***Beach Notes*** All beaches in Grand Cayman are technically public since the Crown owns up to the high watermark. Be advised, the beach or water entry behind your property may vary slightly from the images displayed due to shifting weather and tide patterns. The next-door beach is also always available for your use. We advise guests to wear foot protection (pool socks or aqua shoes) when entering the ocean to avoid injury on coral heads, ironshore, or rocks. ***Ocean Debris & Sargassum Seaweed*** Beaches in Grand Cayman may also experience floating ocean debris and sargassum weed seasonally. Sargassum is a generally harmless floating seaweed that has increased in frequency in recent years. Although sargassum is an unsightly nuisance, it is largely seasonal in summer. Our owners do make efforts to remove heavy sargassum and will have the beach raked prior to your arrival--we try our best to work around Mother Nature.

Bella Vista

East End, KY
5 Bedrooms 11 Guests
Aug 26 - 31
$1,029 night

***Property Overview*** Perched high on a dramatic bluff overlooking the deep blue Caribbean Sea, Bella Vista is a breathtaking 5-bedroom, 5.5-bath masterpiece offering unmatched privacy, serenity, and style. With no neighbors on either side, this 5,000-sq-ft villa delivers uninterrupted ocean panoramas from all five king suites—each with its own spa-quality ensuite and stunning sea views. Designed with impeccable craftsmanship and curated décor, Bella Vista is made for travelers who crave elevated indoor–outdoor living. The expansive oceanfront terrace features a heated spa, oversized pool, multiple shaded verandas, and sweeping sunset views—creating the perfect setting for relaxing, gathering, and entertaining. Every detail has been thoughtfully appointed, including luxury linens, boutique toiletries, a wet bar, and full air-conditioning. Inside, a show-stopping great room welcomes you with soaring ceilings and nearly 40 feet of sliding glass that open seamlessly to the pool deck. The gourmet kitchen centers the home with a large island, premium appliances, and seating for up to 14 guests. Plantation shutters and thoughtful finishes add coastal charm, though with such mesmerizing views, most guests never close them. ***Sleeping Arrangements*** (Sleeps 12 guests total) -- Bedroom 1: lower level, oceanfront, king bed, television, walkout access to the pool deck, ensuite with dual vanity, ocean views, soaking bathtub, and separate shower. -- Bedroom 2: lower level, oceanfront, king bed, television, walkout access to the pool deck, ensuite with dual vanity, ocean views, and shower with dual shower heads. -- Bedroom 3: lower level, oceanfront, king bed, walk-out access to the pool deck, ensuite with ocean views, and a shower bath. -- Bedroom 4: primary suite, upper level, oceanfront, king bed, television, walkout access to a private balcony, ensuite with dual vanity, ocean views, soaking bathtub, and separate shower. -- Bedroom 5: upper level, oceanfront, king bed + twin daybed with trundle, ensuite with ocean views, and a shower. Bella Vista is also just a 15-minute drive from our Welcome & Fitness Center on Frank Sound Road—perfect for guests seeking convenience without sacrificing seclusion. Ideal for families and groups who want generous bedroom suites, dramatic views, and total privacy, Bella Vista delivers refined island living at its finest. ***Rate Details*** -- 13% Occupancy Tax added to all rates. -- 12.90% Villa Concierge & Service Fee added to all rates. -- A Departure Cleaning Fee is added to all rates. ***Booking Rules*** -- Christmas & New Year’s dates are split into two rental periods. Please inquire about your travel dates before booking. -- Shorter stays are welcome but subject to a higher cleaning fee. Please inquire to book. -- Must be 25 years or older to book and must occupy the property during the entire stay. -- Check-in is at 3:00 pm; Check-out is at 10:00 am. ***Grand Cayman Villas & Condos Guest Services*** Your Concierge & Service Fee includes your Guest Membership. Member Benefits -- Centralized on-island Guest Services & Welcome Center -- Unlimited use of Private Fitness Center (18+ yrs.) -- Business Center Access: computers, printer, scanner, & FedEx/DHL supplies -- Proprietary Guest Services Discount Card for savings at local businesses -- 10% advance booking discount for private charter -- Complimentary use of snorkel equipment -- Guest parcel receipt & hold for check-in -- Jacques Scott Wine & Spirits pre-order & hold for check-in -- Referral to preferred vendors, guest services desk assistance -- Airport arrival Fast-Track VIP Process (fee charged by CAA) -- Special event/dinner reservations At-Villa Benefits -- Welcome amenity basket -- Complimentary early check-in, if no check-out on the same day -- Day-after-arrival guest services follow-up -- Hotel-grade bath products -- Pre-stocking of groceries & beverages (delivery fee applies) -- Arrange chefs, cooks, babysitting & family photography -- $5,000 of Accidental Villa Damage Protection -- Complimentary pack-n-plays, booster seats, & baby gates =================== ***Beach Notes*** Bella Vista has No Beach. All beaches in Grand Cayman are technically public since the Crown owns up to the high watermark. Be advised, Bella Vista is located on the ironshore bluff, so for beach swimming, our guests will usually drive to the famous Rum Point Club, where our guests are welcomed to use the sun loungers, swim in the water, dine and drink, or hire watersports... all with a 10% discount earned by renting with our company. All guests will receive a guest benefit card, accepted at select restaurants and vendors throughout Grand Cayman. ***Ocean Debris & Sargassum Seaweed*** Beaches in Grand Cayman may also experience floating ocean debris and sargassum weed seasonally. Sargassum is a generally harmless floating seaweed that has increased in frequency in recent years. Although sargassum is an unsightly nuisance, it is largely seasonal in summer. Our owners do make efforts to remove heavy sargassum and will have the beach raked prior to your arrival--we try our best to work around Mother Nature. ***Getting Around*** A rental car is recommended. Taxis are everywhere, but fares can get expensive, especially for shuttling around George Town and Seven Mile Beach. Plus, there is no Uber or Lyft on the island. We recommend Budget Cayman (20% discount available after booking), Avis, or Marshalls for rental cars.

Luxury 5 Bdr Ocean View Home w/ Pool + Hot Tub

East End, East End, KY
5 Bedrooms 12 Guests
Aug 26 - 29
$316 night

Indulge in the ultimate vacation experience with Southwinds Vacation Home, a stunning luxury retreat boasting 4 bedrooms and 3.5 baths main house plus separate studio apartment, perched perfectly on the East End with proximity to a myriad of attractions, activities, and top-rated dining destinations. Ideal for families and groups of friends, this residence offers an abundance of space, including a serene outdoor oasis complete with a gazebo, sparkling pool, hot tub, and even a hammock to bask in the calming ocean sounds and warm Caribbean sun. Sleeps up to 12 Guests. This beautiful nautical-inspired home boasts stunning ocean views from nearly every angle and is adorned with charming coastal accents throughout. Offering more than 3,550 sq. ft. of living space in the main house, plus an additional 400 sq. ft. in the attached studio, this spacious two-story retreat is designed for comfort, relaxation, and making lasting memories with family and friends. Guests frequently comment that the home feels even larger and more impressive in person than the photos suggest, making it an ideal choice for family gatherings, multi-generational vacations, and group getaways. Nestled in the peaceful East End of Grand Cayman, this private oasis offers a welcome escape from the crowds of Seven Mile Beach while still providing easy access to the island’s top attractions. Surrounded by tropical landscaping and featuring breathtaking ocean views, the property is the perfect place to unwind and embrace the slower pace of island life. The first floor features a large, fully equipped kitchen, dining area, bar, inviting living room, laundry area with a half bath, and a primary bedroom with an ensuite bathroom. Upstairs, you’ll find three additional bedrooms: one with two twin beds, one with a queen bed, and one with a king bed and ensuite bathroom. A large shared bathroom with a shower and tub serves the remaining two upstairs bedrooms. The thoughtful layout makes the home especially well-suited for families traveling together, allowing everyone to spread out while still enjoying plenty of shared gathering spaces. The outdoor living area is often the highlight of guests’ stays. Spend your days cooling off in the private pool, relaxing in the spacious hot tub, or lounging poolside with a tropical drink in hand. Whether you’re enjoying a morning coffee while watching the sunrise over the ocean or gathering with loved ones for an evening under the stars, the outdoor spaces were designed for making vacation memories. The home is exceptionally well-equipped for extended stays and family vacations, with a fully stocked kitchen, beach essentials, and thoughtful touches throughout to help you feel at home from the moment you arrive. Families traveling with young children will also appreciate the property’s spacious layout and family-friendly amenities. For groups larger than 9 guests, the studio apartment may be added to your reservation, accommodating up to 2 additional adults or up to 3 additional guests when one is a child under 12 years old. The studio is ideal for couples, grandparents, teenagers, or anyone in your group who would appreciate a little extra privacy while remaining just steps away from the main house and all shared gathering spaces. The studio itself is a welcoming retreat, thoughtfully designed for comfort and convenience. It features a cozy king-size bed, a comfortable sofa, and a Smart TV for entertainment. The kitchenette includes essentials such as a mini fridge and microwave, while the kitchen island with seating for two serves as the perfect spot for casual dining or catching up on emails, though we highly recommend unplugging and embracing island time. The spacious bathroom features a walk-in shower, while the outdoor deck offers lounge chairs, outdoor seating, a BBQ grill, and a hammock, perfect for enjoying a morning coffee, an afternoon nap, or the gentle Caribbean breeze. Located just steps from the famous East End Blow Holes and a short drive from restaurants, beaches, and North Side attractions, this property offers the perfect balance of seclusion, comfort, and convenience. Whether you’re planning a family reunion, celebrating a special occasion, or simply seeking a peaceful Caribbean escape, this exceptional home provides everything you need for an unforgettable Grand Cayman vacation. Guests will have exclusive access to all indoor and outdoor living spaces, including the studio when booking for groups larger than 9 guess. Please be aware that there is a cat residing outside the property and is not allowed inside the home. To make the most of your stay in East End, we highly recommend renting a car for convenient transportation and the freedom to explore at your own pace. With George Town approximately 50 minutes away, having a car allows you to discover the area’s hidden treasures and embrace the picturesque beauty on your own schedule. Enjoy the convenience and flexibility that a car rental provides during your East End getaway. While this property is not directly situated on the waterfront, it offers breathtaking and unobstructed views of the nearby ocean from its elevated position on the hill. Nearby beaches can be reached with a short drive of 1-5 minutes. To preserve the privacy and exclusivity of the property, the studio apartment is reserved exclusively for larger groups and is only made available when occupancy of the main house exceeds 9 guests. The studio is never rented separately to unrelated guests, ensuring that all reservations enjoy exclusive use of the property and grounds throughout their stay. There will be a separate Cleaning Fee of US$150 charged for bookings that utilize the studio. If the booking website does not collect it directly, a refundable security deposit of US$750 will be collected by the property prior to your stay. We reserve the right to substitute equal or better accommodation in the event of a double booking or if the rental is unavailable for any reason, including but not limited to sale or repair.

Wind Upon The Waves

East End, KY
3 Bedrooms 8 Guests
Aug 30 - Sep 4
$1,259 night

***Property Overview*** Welcome to Wind Upon the Waves, a newly built, single-level home on the island’s South Coast. The owners have designed this 5,000-square-foot gated residence for privacy and exceptional panoramic views of the south coast. For travelers seeking ample living space, home technology, and a contemporary design, Wind Upon The Waves checks all the boxes. Being only 5 minutes from Cayman Health City makes this home a convenient home base for patients seeking cardiac, orthopedic, or stem-cell treatments nearby. The single-level design also makes this villa wheelchair-accessible. The open-concept great room is the central focal point of the home with modern furniture, a formal dining table, and a dreamy gourmet kitchen. The vaulted ceilings dramatically accentuate the space while allowing natural light to fill the room. In-ceiling speakers with Sonos audio keep the vibe going throughout the great room, primary suite, fitness room, and outdoor lanai. Multiple walls of glass windows and doors frame the stunning ocean views from virtually every angle while providing convenient walk-out access to the pool deck. A formal dining table with seating for 8 separates the living area from the gourmet kitchen. Top-of-the-line kitchen appliances are perfect for hiring a private chef or pre-stocking the home with your choice of groceries and beverages. A propane grill and outdoor dining table sit on the pool deck for alfresco sunset dinners. All three bedrooms are oceanfront suites with private attached bathrooms, televisions, and walk-out access to the pool deck. ***Sleeping Arrangements*** (Licensed to sleep 6 adults max, 8 guests total.) -- Primary Suite - king bed, oceanfront, television, walk-out access to the pool deck, ensuite bath with dual vanity, water closet, and walk-in oceanview shower with rainfall shower head. -- West Suite - queen bed, oceanfront, television, walk-out access to the pool deck, ensuite bath with walk-in shower. -- Middle Suite - two twin beds, oceanfront, television, walk-out access to the pool deck, ensuite bath with shower/tub combo. Twin beds can be fitted into a king bed upon request. -- Additional sleeping - queen sleeper sofa in the media room, television, walk-out access to the pool deck, shares hall full bathroom with shower. The villa enjoys fiber-optic internet for streaming devices and remote professionals. The media room, adjacent to the middle suite, comes equipped with a large television and a surround sound audio system perfect for sporting events or family movie nights. Adjacent to the primary suite, the fitness room is a workout paradise with ocean views and the following equipment: -- Freemotion Dual Cable Cross Lite Machine -- Concept2 Rower + Schwinn Airdyne AD7 Bike -- Kettlebells + Dumbbells + Fixed Barbells -- Flat & Adjustable Bench -- Medicine + Bosu + Exercise balls -- Ab Roller + Resistance Bands -- Agility Ladder -- Battle + Jump Rope -- Exercise Mat + Stretching Strap + Yoga Block -- Due to liability concerns, the barbell, plate weights, and treadmill are not available to guests. For the adventurous, the best SCUBA diving can be found in the East End. Meaning you’re only 15 minutes away from some of the best dive sites and operators in the Caribbean. Take the plunge and cross some amazing dives off your bucket list! ============ ***Rate Details*** -- 13% Occupancy Tax added to all rates. -- 12.90% Villa Concierge & Service Fee is added to all rates. -- A Departure Cleaning Fee is added to all rates. ***Booking Rules*** -- Christmas & New Year’s dates are split into two rental periods. Please inquire about your travel dates before booking. -- Shorter stays may be available but are subject to a higher cleaning fee. Please inquire to book. -- Must be 25 years or older to book and must occupy the property during the entire stay. -- Check-in is at 3:00 pm. -- Check-out is at 10:00 am. ***Grand Cayman Villas & Condos Guest Services*** The Villa Concierge & Service Fee includes your Guest Services Membership. Member Benefits -- Centralized on-island Guest Services & Welcome Center -- Unlimited use of Private Fitness Center (18+ yrs.) -- Business Center Access: computers, printer, scanner, & FedEx/DHL supplies -- Proprietary Guest benefit & discount card -- 10% advance booking discount for private charter -- Complimentary use of snorkel equipment* -- Jacques Scott Wine & Spirits pre-order & hold for check-in -- Referral to preferred vendors, guest services desk assistance At-Villa Benefits -- Day-after-arrival guest services follow-up -- Complimentary early check-in, if no check-out on the same day -- Gilchrist & Soames bath products -- Pre-stocking of groceries & beverages (delivery fee applies) -- Arrange chefs, cooks, babysitting & family photography -- $3,000 of Accidental Villa Damage Protection -- Complimentary pack-n-plays, booster seats, & baby gates *Signed waiver required. ***Beach Notes*** Wind Upon the Waves sits on an elevated, iron-shore shelf overlooking the Caribbean Sea. The villa has a sandy backyard beachfront; however, you cannot enter the ocean from the back of the home. Jagged rocks and rough tides make water entry here perilous. Instead, guests should visit nearby Heritage Beach or Colliers Public Beach. We advise guests to wear foot protection (pool socks or aqua shoes) when entering the ocean to avoid injury on coral heads, ironshore, or rocks. ***Ocean Debris & Sargassum Seaweed*** Beaches in Grand Cayman may also experience floating ocean debris and sargassum weed seasonally. Sargassum is a generally harmless floating seaweed that has increased in frequency in recent years. Although sargassum is an unsightly nuisance, it is largely seasonal in summer. Our owners do make efforts to remove heavy sargassum and will have the beach raked prior to your arrival. We try our best to work around Mother Nature.

White Cottage

East End, KY
5 Bedrooms 11 Guests
Aug 30 - Sep 4
$950 night

*** PROPERTY OVERVIEW *** Welcome to White Cottage. This contemporary, open-concept villa offers guests an opportunity to spend their vacation amid sumptuous interiors with smart-home technology, gated privacy, and scenic Caribbean views. An oceanfront wall of glass and a screened porch blend stunning views with protected, intimate spaces for quintessential indoor-outdoor island living. With heavy landscaping and no neighbors on either side, White Cottage will be your private oasis after a day in the sun and water. A 100-foot private dock with a thatched cabana provides a relaxing spot above the waves. Enjoy sunsets, happy hour, or alfresco dining above the waves. Intrepid snorkelers can use the dock ladder for gentle water entry before exploring the nearby reefs. All guests receive free snorkel gear upon check-in at our Welcome Center. Inside, the home’s kitchen comes fully equipped with an electric cooktop, dual ovens, a built-in refrigerator, microwave, dishwasher, and twin wine/beverage fridges. Prepare a home-style dinner or hire a private chef for a night of in-villa fine dining. A large formal indoor dining table seats 8 guests. The outdoor dining table on the screened porch seats 8 guests for meals with oceanfront views. White Cottage’s 5 bedrooms are spread across the home’s upper and lower levels. ***Sleeping Arrangements*** (Sleeps 11 guests total; 10 adults max.) -- Bedroom 1: primary suite, king bed, ocean views, walk-out access to the porch, SmartTV, SONOS audio, ensuite with dual vanity, oversized tub, and separate shower featuring a full body shower spa. -- Bedroom 2: king bed, ocean views, walk-out access to the porch and pool deck, SmartTV, SONOS audio, shares the adjacent bathroom equipped with a shower bath. -- Bedroom 3: twin-over-twin bunk beds with a third twin trundle bed, SmartTV, SONOS audio, shares the adjacent bathroom equipped with a shower bath. -- Bedroom 4: upper-level, queen bed, SmartTV, desk + chair, shares adjacent hall bathroom equipped with full-body shower spa. -- Bedroom 5: upper-level, queen bed, SmartTV, sofa chair, shares adjacent hall bathroom equipped with full-body shower spa. ***White Cottage’s Notable Features*** -- 50-foot, lap-style pool with sundeck furnished with table & chairs, sun loungers, and a large shade umbrella -- Barefoot beachfront with access to shallow water; deeper water requires pool shoes or fins -- L-shaped screened oceanfront porch with dining table, and sitting area -- High-speed fiber internet plus a desk + chair for remote professionals -- SmartTVs in the living area and all bedrooms -- SONOS audio system throughout -- Soft evening LED lighting throughout Located in the middle of the island, you are only 8 minutes from the Botanical Gardens, Cayman Crystal Caves, and the fitness studio at our Welcome Center. Restaurants and 5-star diving experiences in the East End are only 10 minutes away! Note: Additional single/tandem kayaks are available for discounted rental. Signed waiver required. ================== *** RATE DETAILS *** -- 13% Occupancy Tax added to all rates. -- 12.90% Villa Concierge & Service Fee is added to all rates. -- A Departure Cleaning Fee is added to all rates. *** BOOKING RULES *** -- Christmas & New Year’s dates are split into two rental periods. Please inquire about your travel dates before booking. -- Must be 25 years or older to book and must occupy the property during the entire stay. -- Check-in is at 3:00 pm. -- Check-out is at 10:00 am. *** GRAND CAYMAN VILLAS & CONDOS GUEST SERVICES *** The Villa Concierge & Service Fee includes your Guest Services Membership. Member Benefits -- Centralized on-island Guest Services & Welcome Center -- Unlimited use of Private Fitness Center (18+ yrs.) -- Business Center Access: computers, printer, scanner, & FedEx/DHL supplies -- Proprietary Guest benefit & discount card -- 10% advance booking discount for private charter -- Complimentary use of snorkel equipment -- Jacques Scott Wine & Spirits pre-order & hold for check-in -- Referral to preferred vendors, guest services desk assistance At-Villa Benefits -- Day-after-arrival guest services follow-up -- Complimentary early check-in, if no check-out on the same day -- Gilchrist & Soames bath products -- Pre-stocking of groceries & beverages (delivery fee applies) -- Arrange chefs, cooks, babysitting & family photography -- $3,000 of Accidental Villa Damage Protection -- Complimentary pack-n-plays, booster seats, & baby gates -- Single & Tandem kayaks are available for discounted rental (signed waiver required). ====================== ***NEARBY POINTS OF INTEREST*** -- 31 minutes from Owen Roberts Airport (GCM) -- 4 minutes from our Grand Cayman Villas & Condos Welcome Center -- 18 minutes to the nearest supermarket, Foster’s Countryside -- 10 minutes to La Casita restaurant -- 13 minutes to Tukka East restaurant -- 16 minutes to The Italian Kitchen restaurant -- 1 minute to Heritage Beach -- 18 minutes to Spotts Public Beach -- 20 minutes to Rum Point Beach (temporarily closed) -- 24 minutes to the Kaibo Beach Bar & Grill and Starfish Point ***GETTING AROUND*** A rental car is highly recommended. Taxi cabs are unreliable and expensive outside of town and Seven Mile Beach. Plus, there is no Uber or Lyft on the island. For rental cars, we recommend Budget Cayman, Marshalls, or Hertz. *** BEACH NOTES *** All beaches in Grand Cayman are technically public since the Crown owns up to the high watermark. Be advised, the beach or water entry behind your property may vary slightly from the images displayed due to shifting weather and tide patterns. The next-door beach is also always available for your use. We advise guests to wear foot protection (pool socks or aqua shoes) when entering the ocean to avoid injury on coral heads, ironshore, or rocks.

Our Cayman Cottage

Old Man Bay, KY
7 Bedrooms 20 Guests
Aug 26 - 31
$1,783 night

***Property Overview*** Welcome to Our Cayman Cottage, a private retreat hidden in the East End along the reef-protected coast. This stunning home features elevated ocean views and luxurious resort-like amenities. Spanning 6,500 sq. ft. across four floors, Our Cayman Cottage is the perfect family vacation home. Guests can take a dip in the oceanfront pool and spa, enjoy alfresco meals with a view on the balcony, or retreat to the lower-level game room for hours of fun. The game room comes equipped with two retro arcade games, plus a shuffleboard table and pool table. There’s also a full-service bar complete with a small fridge, ice maker, wine cooler, and kegerator--contact us two weeks before arrival to arrange a keg! A large TV den rounds out the lower level with French doors providing walk-out access to the villa’s pool deck. The center point of the villa, this fabulous oceanfront pool deck comes complete with an infinity pool and a submerged heated spa. Savor the elevated ocean views as you cool off in the infinity pool. Sun loungers are placed on opposite ends of the pool for sunbathers to enjoy. LED lighting illuminates the water in the evening hours. Steps down from the pool deck is a secluded sandy beachfront accessible via a private stairway. The protected reefs behind the home provide guests an opportunity for exceptional snorkeling expeditions and kayaking adventures. Two complimentary kayaks and three bicycles are provided for guests to enjoy during their stay*. The water here is rarely snorkeled meaning guests often see exotic marine life such as spotted eagle rays and larger schools of juvenile fish. With very little current, this is a great and safe area for children to snorkel in. After a long day of vacation fun, guests can retreat to one of the villa’s six bedrooms spread out across four floors. ***Sleeping Arrangements*** (Sleeps 20 guests, 16 adults max) -- Primary Suite: upper-level, king bed, vaulted ceilings, ocean views, walk-out balcony, ensuite bathroom. -- Upper Suite: upper-level, queen bed, ocean views, balcony, ensuite bathroom. -- Queen Loft: spans entire loft-level, queen bed, ocean views, shares lower landing bathroom. -- West Suite: main level, queen bed, walk-out access to the pool deck, ensuite bath. -- East Suite: main level, queen bed, walk-out access to the pool deck, ensuite bath. -- Pink Bedroom: lower-level, queen bed and twin bed with a trundle bed set, shares hall bath. -- Bunk Room: lower-level, 2 sets of bunk beds (twin over twin + twin over double). One of the best aspects of this home is its privacy while still being close to grocery stores and restaurants. Our Cayman Cottage is only 3 minutes away from Foster’s grocery express and less than 10 minutes from some of the best restaurants on-island that most tourists don’t get to experience! There are also two resorts nearby with barefoot beaches, watersports, and restaurants. ***IMPORTANT NOTES*** -- Additional tandem or single kayaks available for discounted rental. Signed waiver required. ***Rate Details*** -- 13% Occupancy Tax added to all rates. -- 12.90% Villa Concierge & Service Fee is added to all rates. -- A Departure Cleaning Fee is added to all rates. ***Booking Rules*** -- Christmas & New Year’s dates are split into two rental periods. Please inquire with your travel dates prior to booking. -- Shorter stays may be available but subject to a higher cleaning fee. Please inquire before booking. -- Discounts offered for multi-week rentals. -- Must be 25 years or older to book, and must occupy the home during the entire stay. -- Check-in is at 3:00 pm. -- Check-out is at 10:00 am. ***Grand Cayman Villas & Condos Guest Services*** The Villa Concierge & Service Fee includes your Guest Services Membership. Member Benefits -- Centralized on-island Guest Services & Welcome Center -- Unlimited use of Private Fitness Center (18+ yrs.) -- Business Center Access: computers, printer, scanner, & FedEx/DHL supplies -- Proprietary Guest benefit & discount card -- 10% advance booking discount for private charter -- Complimentary use of snorkel equipment -- Guest parcel receipt & hold for check-in -- Jacques Scott Wine & Spirits pre-order & hold for check-in -- Referral to preferred vendors, guest services desk assistance -- Airport arrival Fast-Track VIP Process (fee charged by CAA) -- Special event/dinner reservations At-Villa Benefits -- Welcome amenity basket -- Complimentary early check-in, if no check-out on the same day -- Day-after-arrival guest services follow-up -- Gilchrist & Soames bath products -- Pre-stocking of groceries & beverages (delivery fee applies) -- Arrange chefs, cooks, babysitting & family photography -- $2,500 of Accidental Villa Damage Protection -- Complimentary pack-n-plays, booster seats, & baby gates -- Tandem kayaks available for discounted rental* *Signed waiver required. ================================ ***Villa Cleaning & Sanitation*** -- All villas are cleaned and sanitized prior to each guest’s arrival. We also ask our owners to provide a starter supply of extra cleaning products. Additional housekeeping services can be purchased after booking in 3-hour time blocks. Scheduling may be coordinated with your property manager upon arrival. ***Beach Notes*** All beaches in Grand Cayman are technically public since the Crown owns up to the high watermark. Be advised, the beach or water entry behind your property may vary slightly from the images displayed due to shifting weather and tide patterns. The next-door beach is also always available for your use. We advise guests to wear foot protection (pool socks or aqua shoes) when entering the ocean to avoid injury on coral heads, ironshore, or rocks. ***Ocean Debris & Sargassum Seaweed*** Beaches in Grand Cayman may also experience floating ocean debris and sargassum weed seasonally. Sargassum is a generally harmless floating seaweed that has increased in frequency in recent years. Although sargassum is an unsightly nuisance, it is largely seasonal in summer. Our owners do make efforts to remove heavy sargassum and will have the beach raked prior to your arrival. Should sargassum be extremely heavy behind your property, we will reach out to the owner for alternative solutions which may include a partial refund or relocation. We try our best to work around mother nature.

Blue Serenity

North Side, KY
4 Bedrooms 10 Guests
Aug 26 - 31
$914 night

***Property Overview*** Welcome to Blue Serenity, a luxurious 4-bedroom villa on Cayman’s central south coast. Perfect for active families and groups, this villa offers backyard snorkeling, modern amenities, and three new pickleball courts. The owner offers guests access to the pickleball courts from 9:00 a.m. to 5:00 p.m. daily. Paddles and pickle balls are provided upon request only. Blue Serenity has been meticulously upgraded with a new pool deck, enclosed sunroom, redesigned upper-level king suites, and an entirely new lower-level apartment suite. The stunning new pool and multi-level decks are a sunbather’s dream. The pool features a Baja shelf with submerged loungers, ideal for soaking up the sun. A pergola provides some shade, ensuring enjoyment from dawn to dusk. You’ll likely spend more time by the pool and beach than exploring the rest of the island. With plenty of sun loungers and outdoor seating, every guest will have a spot to unwind and relax under the sun. An outdoor shower on the pool’s west end offers a quick rinse before heading inside. Two elevated decks overlook the pool. One deck is furnished with an alfresco dining table, and the other with comfortable lounge seating—perfect for alfresco happy hours or sunset dinners with sweeping ocean views. Blue Serenity features three upper-level bedroom suites and a lower-level apartment suite, all newly renovated with modern furniture and decor. Both levels are included when booking the home. We do not rent out each level individually. ***Sleeping Arrangements*** (Sleeps 10 guests total, 8 adults max.) -- Bedroom 1: primary suite, upper-level, ocean views, king bed, walk-out sun porch, ensuite with dual vanity and shower. -- Bedroom 2: upper-level, ocean views, king bed, walk-out sun porch, ensuite with dual vanity and shower. -- Bedroom 3: upper-level, ocean views, king bed, walk-out sun porch, ensuite bath with dual vanity and shower. -- Bedroom 4: apartment suite, lower-level, private entrance, kitchenette, king bed, uses hall bathroom with shower. -- Additional Bedding: a queen sleeper sofa in the apartment suite, suitable for two children. The upper-level floor plan includes a 60-foot enclosed sunroom with oceanfront windows, a formal dining table, and two sitting areas. The open-concept family room connects the kitchen and living area, ensuring ocean views from every angle. Fenced pickleball courts are across the street. The owner has some paddles and balls to share. The fully equipped kitchen features new cabinets, modern stainless steel appliances, and an island counter with breakfast bar seating for four. Dishes, cookware, glassware, and cutlery are all provided. The living area is perfect for unwinding at the end of the day. Enjoy the HD television and plush sectional sofa for a movie night after a day of fun in the sun. The lower-level apartment suite has a kitchenette, living area, bedroom, bathroom, and a screened breakfast nook with pool deck access. With its luxurious amenities and breathtaking views, Blue Serenity is perfect for family vacations and group getaways. Reserve your stay today and prepare for an unforgettable Cayman escape. NOTES: Kayaks pictured above are not included with the villa. Kayaks can be rented at discounted rates before arrival. A signed waiver is required. ***Rate Details*** -- 13% Occupancy Tax added to all rates. -- 10% Guest Service Fee is added to all rates. -- Accidental Damage Protection added to all rates. -- A Cleaning Fee is added to all rates. ***Booking Rules*** -- Christmas & New Year’s dates are split into two rental periods. Please inquire about your travel dates before booking. -- Shorter stays may be available but subject to a higher cleaning fee. Please inquire before booking. -- Must be 25 or older to book and must occupy the property during the entire stay. ***Grand Cayman Villas & Condos Guest Services*** The 10% Guest Service charge includes your Guest Services Membership. Member Benefits -- Centralized on-island Guest Services & Welcome Center -- Unlimited use of Private Fitness Center (18+ yrs.) -- Business Center Access: computers, printer, scanner, & FedEx/DHL supplies -- Proprietary Guest Services Discount Card -- 10% advance booking discount for a private charter -- Complimentary use of snorkel equipment -- Complimentary pack-n-plays, booster seats, & baby gates -- Referral to preferred vendors, guest services desk assistance -- Complimentary early check-in, if no check-out on the same day -- Kayaks available for discounted rental* *Signed waiver required. =================== ***Nearby Attractions*** -- 30 minutes from the airport, Owen Roberts International (GCM) -- 5 minutes from our Grand Cayman Villas & Condos Welcome Center -- 20 minutes to the nearest supermarket, Foster’s Countryside -- 10 minutes to La Casita restaurant -- 15 minutes to Tukka East restaurant and the Cayman Parrot Sanctuary -- 20 minutes to The Italian Kitchen restaurant -- 5 minutes to Heritage Beach -- 5 minutes to The Blowholes -- 20 minutes to Spotts Public Beach -- 20 minutes to Rum Point Beach -- 25 minutes to the Kaibo Beach Bar & Grill and Starfish Point -- 40 minutes to Seven Mile Beach ***Getting Around*** A rental car is highly recommended. Taxi cabs are unreliable and expensive outside of town and Seven Mile Beach. Plus, there is no Uber or Lyft on the island. For rental cars, we recommend Budget Cayman, Avis, or Marshalls. ***Beach Notes*** All beaches in Grand Cayman are technically public since the Crown owns up to the high watermark. Be advised, the beach or water entry behind your property may vary slightly from the images displayed due to shifting weather and tide patterns. The next-door beach is also always available for your use. We advise guests to wear foot protection (pool socks or aqua shoes) when entering the ocean to avoid injury on coral heads, ironshore, or rocks. ***Ocean Debris & Sargassum Seaweed*** Beaches in Grand Cayman may also experience floating ocean debris and sargassum weed seasonally. Sargassum is a generally harmless floating seaweed that has increased in frequency in recent years. Although sargassum is an unsightly nuisance, it is largely seasonal in summer. Our owners do make efforts to remove heavy sargassum and will have the beach raked prior to your arrival--we try our best to work around Mother Nature.

The Penthouse at The Cottages 2BR Oceanfront LUXE Condo

East End, East End, KY
2 Bedrooms 4 Guests
Aug 31 - Sep 3
$244 night

The Penthouse at The Cottages is a new to market 2 bedroom, 2.5 bath, 2,000 sq ft luxe ocean view condo set on the second floor of a boutique 10 studio property in Grand Cayman’s East End. Designed for up to 4 guests, it blends spacious, modern interiors with resort style amenities, including an oceanfront pool, excellent snorkelling off the beach, and a new air conditioned gym. With concierge services, nearby restaurants and watersports, and about a 45 minute drive from Owen Roberts International Airport, it’s an ideal home base for couples, friends, or small families seeking a stylish East End escape. 2 Bedrooms | 2.5 Bathrooms | Sleeps 4 | ~2,000 sq ft ACCOMMODATION & LAYOUT • Second floor ocean view condo located in the main Cottages building. • Two bedrooms, each with its own en suite bathroom, plus a half bath with a private laundry room and full size washer/dryer. • Scenic shaded ocean view patio off the living area for morning coffee or sunset drinks. BEDROOMS & BATHROOMS • Primary Suite: Ocean views, lush king size bed, walk in closet, and luxury en suite with walk in shower and free standing slipper soaking tub. • Guest Bedroom: Comfy queen size bed with en suite bathroom featuring a shower/tub combo. • Half Bath & Laundry: Separate half bath plus a laundry room with full size washer and dryer. KITCHEN & LIVING AREA • Large fully equipped kitchen with modern appliances, dishwasher, quartz countertops, breakfast bar, wine fridge, and propane gas stove. • Nespresso coffee maker with coffee, cream, and sugar to get you started (standard drip coffee maker available on request). • Microwave, filtered water and ice maker in the fridge. • Stylish open plan living and dining area flowing out to the shaded patio. COMFORT & AMENITIES IN SUITE • Natural, green, and organic premium toiletries. • Bathrobes, in room safe, luggage rack. • Smart TV, high speed Wi Fi, and Bluetooth clock radio. • Complimentary mid week cleaning and daily towel change available upon request. AMENITIES & SERVICES (ON SITE) • Oceanfront freshwater pool with trellis and loungers. • Fantastic snorkelling right off the beach. • Full service concierge to help arrange attractions and on site experiences, including a Caribbean cooking class (minimum 6 guests). • Complimentary high speed Wi Fi and flat panel HDTV with cable. • New, fully equipped air conditioned gym, plus books and games for downtime. • Ideal for couples, friends, or small families who want a comfortable, luxe East End base. BEACH CONDITIONS Properties on the North Side and East End of Grand Cayman may occasionally see sargassum (seaweed) wash ashore, mostly between May and August. This is a natural, seasonal occurrence throughout the Caribbean, and conditions can vary day to day. Grand Cayman offers gorgeous beaches, great snorkeling, and plenty to enjoy island-wide, so we don’t anticipate it impacting your trip, just a heads-up in case you notice it during your visit. DINING & NEARBY ACTIVITIES – EAST END The Penthouse at The Cottages is in the scenic East End district, close to beaches, watersports, and a cluster of popular local restaurants and bars. Within walking distance or a short drive: • Italian Kitchen at Morritt’s Plaza – Casual Italian inspired fare and pizzas. • David’s Restaurant (Morritt’s) – Sit down dining with seafood and steaks. • Mimi’s Dock Bar (Morritt’s) – Laid back dock bar for drinks and bites over the water. • Tides, Subway, and Coffee Bar at the Wyndham – Additional dining, grab and go, and coffee options. Short drive (approx. 5–15 minutes): • Vivine’s Kitchen – Classic Caymanian home cooking with sea views. • Eagle Ray Grill – Burgers, tacos, and casual fare overlooking the reef. • Big Tree BBQ & other local spots – Authentic roadside barbecue and island dishes. • La Casita – Mexican restaurant where guests receive 10% off, with pick up options available. Guests are also close to watersports and tours, including Stingray City trips, kayak rentals, jet skis, diving, and snorkelling excursions, often with a 10% discount at White Sand Water Sports once booked. GROCERIES, SUNDAY CLOSURES & PRACTICAL DETAILS Nearby grocery options such as Foster’s Express and Chisholm’s Grocery are about 10 minutes away by car. Larger supermarkets are also convenient stops on the drive from the airport. Supermarkets are closed on Sundays in Cayman, though most restaurants and gas stations remain open, and some gas stations sell liquor on Sundays. Grocery items can also be pre-ordered and delivered before arrival. Chisholm’s Market is on the Northside, and is open 7 days a week, and is well stocked with food, supplies, beer, wine & liquor. 10 minutes from the condo. TRANSPORTATION • A rental car is highly recommended for this area so guests can easily explore Grand Cayman at their own pace. • Many guests book directly with trusted local providers such as Marshall’s Rent-A-Car, Andy’s Rent-A-Car, or compare options through Kayak. • Due to limited public transportation in East End, having a car offers the greatest convenience and flexibility. ACCESSIBILITY & PARKING • Accessibility: Second floor condo with one flight of stairs (no elevator). • Parking: Complex parking / spaces for up to two vehicles. PROMOTIONS Automatic discounts may apply based on travel dates, including seasonal Stay 7, Pay 6 offers from May 1 to November 1, along with last-minute deals, early booking savings, and extended-stay discounts. Eligible offers are applied automatically, cannot be combined with other promotions or Repeat Guest benefits, and may be subject to blackout dates from December 17 to January 3. CHECK IN & CHECK OUT After booking, you’ll receive detailed arrival information by email, and your unique door code before arrival. Check in is any time after 3:00 PM with keyless entry; early check in may be possible depending on cleaning schedules and can be confirmed with the property manager closer to arrival. Check out is self service at 11:00 AM, with clear instructions provided; late check out is only available if pre arranged, as time is needed to prepare for incoming guests. TRAVEL INSURANCE Travel insurance is recommended, especially during hurricane season from August through October, to help protect against trip interruptions and weather-related disruptions. Stay 7 Pay 6 The Cottages in East End License number: A-754

Stepping Stone 4 BR East End Luxury Oceanfront

East End, East End, KY
4 Bedrooms 8 Guests
Aug 26 - 31
$1,064 night

Discover Stepping Stone, a breathtaking 4 bedroom, 4.5 bath luxury oceanfront villa in Grand Cayman’s scenic East End, welcoming up to 8 guests. Nestled on a private triple sized lot with a pristine sugar sand beach, this Balinese inspired retreat blends elegant architecture, modern amenities, and eco conscious design. With panoramic Caribbean views, seamless indoor outdoor living, and resort style features, it’s ideal for families, couples traveling together, or intimate celebrations—including destination weddings, vow renewals, and multi day events in a dramatic yet intimate oceanfront setting. 4 bedrooms | 4.5 bathrooms | Sleeps up to 8 SPECTACULAR DESIGN & MODERN LUXURY Stepping Stone is thoughtfully designed with globally sourced materials and a strong indoor outdoor connection, creating a calm, contemporary sanctuary on the sea. • Balinese inspired architecture with stone and natural hardwoods • Large pocket sliding doors for true indoor outdoor living • Panoramic Caribbean Sea views from main living areas • Contemporary yet warm ambiance with high end finishes throughout BEDROOMS & BATHROOMS Elegant accommodations make this villa ideal for four couples or an extended family who value privacy and comfort. • Ground floor primary suite: spacious oceanfront sanctuary with king size bed • Three upper floor guest bedrooms: each with a queen size bed • Ensuite bathrooms for each bedroom, plus an additional half bath • Secure safe in every bedroom KITCHEN, DINING & ESSENTIALS The villa is fully equipped for everything from casual breakfasts to celebratory dinners, with a generous starter pack so you can settle in right away. • State of the art kitchen with quartz countertops and stainless steel appliances • Multiple refrigeration options: large refrigerator, full size freezer with ice maker, mini fridge, and two wine coolers • Spacious dining area seating up to 12 with breathtaking ocean views • Kitchen essentials provided: dishwashing liquid and/or dishwasher tabs, basic pantry items (salt, pepper, spices), and coffee filters • Home essentials provided: shampoo, hand soap, toilet paper, paper towels, garbage bags, laundry detergent, blow dryer, iron and ironing board • Ample bath towels, linens, and beach towels for all guests OUTDOOR PARADISE & WATER ADVENTURES The outdoor spaces are designed to make the most of the East End’s beauty, from sun soaked days to starlit evenings. OUTDOOR PARADISE • Private infinity pool overlooking the turquoise Caribbean • Hot tub for relaxing under the stars • Private sugar sand beach with direct ocean access • World class snorkeling right from the dock BEACH CONDITIONS Properties on the North Side and East End of Grand Cayman may occasionally see sargassum (seaweed) wash ashore, mostly between May and August. This is a natural, seasonal occurrence throughout the Caribbean, and conditions can vary day to day. Grand Cayman offers gorgeous beaches, great snorkeling, and plenty to enjoy island-wide, so we don’t anticipate it impacting your trip, just a heads-up in case you notice it during your visit. WATER ADVENTURES & BEACH GEAR • Coral reef snorkeling just steps from shore • Nearby water sports rentals: jet skis, kayaks, paddleboards (via White Sand Water Sports) • Complimentary beach chairs, umbrellas, coolers, and sand toys • Additional snorkel gear, kayaks, and fishing equipment available to rent through local providers such as White Sand Water Sports and Bait A Hook a short distance away. WEDDINGS & SPECIAL EVENTS Stepping Stone is available to host intimate and larger destination weddings, vow renewals, and multi day family events. The combination of dramatic oceanfront setting, generous outdoor space, and stylish interiors makes it an exceptional venue. Please inquire with your specific event details and requests so arrangements and approvals can be tailored to your needs. WHO THIS SUITS Stepping Stone is tailored for guests who want a private, design forward villa experience in a quieter, more authentic part of Grand Cayman. • Families or multi generational groups who value space, privacy, and a safe, swimmable beachfront setting. • Couples traveling together who appreciate four real bedrooms with ensuite baths and resort style outdoor amenities. • Small destination wedding groups, elopements, and vow renewals seeking a dramatic yet intimate oceanfront backdrop. • Retreats or special occasion trips where guests want an elevated, villa style experience rather than a traditional resort. • Ocean and reef lovers who want easy access to snorkeling, kayaking, and water sports right from (or very close to) the property. DINING & NEARBY ACTIVITIES – EAST END Stepping Stone is in the scenic East End district, close to beaches, watersports, and a cluster of popular local restaurants and bars. WITHIN WALKING DISTANCE OR A SHORT DRIVE: • Italian Kitchen at Morritt’s Plaza – Casual Italian inspired fare and pizzas. • David’s Restaurant (Morritt’s) – Sit down dining with seafood and steaks. • Mimi’s Dock Bar (Morritt’s) – Laid back dock bar for drinks and bites over the water. • Tides, Subway, and Coffee Bar at the Wyndham – Additional dining, grab and go, and coffee options. SHORT DRIVE (APPROX. 5–15 MINUTES): • Vivine’s Kitchen – Classic Caymanian home cooking with sea views. • Eagle Ray Grill – Burgers, tacos, and casual fare overlooking the reef. • Big Tree BBQ & other local spots – Authentic roadside barbecue and island dishes. • La Casita – Mexican restaurant where guests receive 10% off, with pick up options available. Guests are also close to watersports and tours, including Stingray City trips, kayak rentals, jet skis, diving, and snorkelling excursions, available through White Sand Water Sports and other local suppliers. GROCERIES, SUNDAY CLOSURES & PRACTICAL DETAILS Nearby grocery options such as Foster’s Express and Chisholm’s Grocery are about 10 minutes away by car. Larger supermarkets are also convenient stops on the drive from the airport. Supermarkets are closed on Sundays in Cayman, though most restaurants and gas stations remain open, and some gas stations sell liquor on Sundays. Grocery items can also be pre-ordered and delivered before arrival. Chisholm’s Market is on the Northside, and is open 7 days a week, and is well stocked with food, supplies, beer, wine & liquor. 10 minutes from the condo. TRANSPORTATION • A rental car is highly recommended for this area so guests can easily explore Grand Cayman at their own pace. • Many guests book directly with trusted local providers such as Marshall’s Rent-A-Car, Andy’s Rent-A-Car, or compare options through Kayak. • Due to limited public transportation in East End, having a car offers the greatest convenience and flexibility. ACCESSIBILITY & PARKING Accessibility: Two-story property, access via steps - no elevator Parking: Complex parking or car spaces available for up to 8 cars maximum. PROMOTIONS Automatic discounts may apply based on travel dates, including seasonal Stay 7, Pay 6 offers from May 1 to November 1, along with last-minute deals, early booking savings, and extended-stay discounts. Eligible offers are applied automatically, cannot be combined with other promotions or Repeat Guest benefits, and may be subject to blackout dates from December 17 to January 3. CHECK IN & CHECK OUT After booking, you’ll receive detailed arrival information by email, and your unique door code before arrival. Check in is any time after 4:00 PM with keyless entry; early check in may be possible depending on cleaning schedules and can be confirmed with the property manager closer to arrival. Check out is self service at 11:00 AM, with clear instructions provided; late check out is only available if pre arranged, as time is needed to prepare for incoming guests. TRAVEL INSURANCE Travel insurance is recommended, especially during hurricane season from August through October, to help protect against trip interruptions and weather-related disruptions. Stay 7 Pay 6

Morritt’s Tortuga Club 1BR/1BA Condo – Sleeps 4

Colliers, East End, KY
1 Bedrooms 4 Guests
Aug 26 - 29
$161 night

Welcome to the deluxe Cayman Getaway at Morritt’s Tortuga Club in Grand Cayman’s East End, a well appointed 1 bedroom, 1 bath third floor condo that blends resort perks with the comforts of home. Guests enjoy access to three pools, hot tubs, tennis, mini golf, daily activities, on site dining, coffee, and cocktails—all right on property. Located directly across from the beach and roughly a 35 minute drive from Owen Roberts International Airport, this condo makes a great base for exploring the East End, Rum Point, Crystal Caves, Bioluminescent Bay, and wild turtle snorkeling, while still offering a relaxing resort setting to come home to. 1 Bedroom | 1 Bathroom | Sleeps 4 LIVING AREA & INTERIOR FEATURES • Bright living and dining area with queen pull out sofa, futon chair, and dining table for four. • Large flat screen TV, board games, and books for cozy evenings in. • Back patio with table and chairs overlooking swaying palms, the resort pool, and glimpses of the ocean—ideal for morning coffee or evening drinks. BEDROOM & BATHROOM • Master suite with queen size bed, dresser, and flat screen TV with DVD. • Spa style bathroom featuring a glass enclosed rain shower, handheld sprayer, and custom onyx tile with ocean inspired décor. • The condo comfortably sleeps up to 4 guests using the queen pull out sofa in the living room. KITCHEN & ESSENTIALS • Full kitchen with new appliances, granite countertops, and all cookware, dishes, and utensils needed to cook or bake like home. • Stocked with a variety of spices and extras to make meal prep easy. ESSENTIALS, INCLUSIONS & HOUSEKEEPING PROPERTY INCLUSIONS • Beach and pool towels can be refreshed at the towel shed as often as you like at no additional charge. • Housekeeping Package - Includes pre-arrival clean with starter supplies (toiletries, paper goods, soaps) and one complimentary mid-stay refresh (fresh linens, towels, light tidying). • Extended stays (7+ nights): Additional weekly housekeeping service is available for $75 per week. Simply arrange your refresher clean through the Morritt’s Front Reception Desk. Each service includes a light refresh with restocked paper products and essentials to keep your condo comfortable throughout your extended stay. LAUNDRY • Washer and dryer are located in a shared common area just outside the building. • Machines operate with tokens purchased at the front desk (cash). • Laundry detergent is available at the grocery store across the street. RESORT HIGHLIGHTS Your stay includes access to the full Morritt’s resort experience: • Three pools, including an oceanfront infinity pool with swim up bar. • Two hot tubs. • Daily activities for all ages: pool games, yoga, water aerobics, and more. • Indoor gym, tennis and pickleball courts, basketball, shuffleboard, bocce ball. • 9 hole mini golf course with equipment available at the front desk. • Free Wi Fi and complimentary beach towels. BEACH CONDITIONS Properties on the North Side and East End of Grand Cayman may occasionally see sargassum (seaweed) wash ashore, mostly between May and August. This is a natural, seasonal occurrence throughout the Caribbean, and conditions can vary day to day. Grand Cayman offers gorgeous beaches, great snorkeling, and plenty to enjoy island-wide, so we don’t anticipate it impacting your trip, just a heads-up in case you notice it during your visit. DINING & DRINKS (ON SITE & NEARBY – EAST END) ON SITE AT MORRITT’S • Mimi’s Dock Bar & Restaurant – Casual oceanfront spot for fresh seafood, grill favorites, and tropical cocktails, plus a lively Monday Night Welcome Party with entertainment and dancing. • David’s Restaurant – Sit down restaurant offering seafood, steak specials, and island inspired dishes. • George’s Coffee Shop – Convenient spot for your morning coffee; a coffee maker and filters are also provided in the condo. • Grocery, liquor, and souvenir shops are within walking distance, and free shuttles run to selected local restaurants at certain times. NEAR MORRITT’S IN EAST END (SHORT DRIVE) • La Casita (East End) – About a 5 minute drive for Mexican fare in the East End area. • Tukka East – About a 5–7 minute drive for Aussie Caribbean fusion, seafood, and ocean views. • Eagle Ray’s Bar & Grill – Roughly 5–7 minutes away for burgers, tacos, and casual fare overlooking the water. • The Italian Kitchen – Approximately a 5–10 minute drive for pizzas and Italian inspired dishes. • Vivine’s Kitchen / other local spots – Within 10–15 minutes’ drive for home style Caymanian cooking. ADVENTURE & WATER SPORTS • Red Sail Sports (on site/nearby) – Offers jet skis, sailing, stand up paddleboarding, kayaking, and other watersports. • Tortuga Divers (on site) – Full service scuba operator for snorkelling trips, dive excursions, and certification courses; snorkel gear available to rent. • Tours & Excursions: Book Stingray City, Starfish Point, reef snorkeling, fishing charters, and private tours with partners such as All Sea Sun Tours, often with special guest rates. EXPLORE EAST END & BEYOND From Morritt’s Tortuga Club, many of Grand Cayman’s best East End and North Side attractions are within about 20–30 minutes by car: • Crystal Caves, Queen Elizabeth II Botanical Garden, Blow Holes, and Cayman Parrot Sanctuary. • Rum Point, Kaibo, and Bioluminescent Bay for beach clubs, dining, and night time kayak tours. • Snorkel off Mimi’s Dock or head to Smith’s Barcadere, Eden Rock, Macabuca, or Spotts Beach to see wild turtles. • Day trips to Seven Mile Beach, Cemetery Beach, or the quirky town of Hell, plus horseback riding on the beach or ATV tours along the coast. GETTING AROUND • Morritt’s Tortuga Club is approximately a 35 minute drive from Owen Roberts International Airport, George Town, and Seven Mile Beach, in the East End district of Grand Cayman. • Public buses and taxis are available, but renting a car at the airport is strongly recommended as the most cost effective and flexible way to explore the island. GROCERIES, SUNDAY CLOSURES & PRACTICAL DETAILS Nearby grocery options such as Foster’s Express and Chisholm’s Grocery are about 10 minutes away by car. Larger supermarkets are also convenient stops on the drive from the airport. Supermarkets are closed on Sundays in Cayman, though most restaurants and gas stations remain open, and some gas stations sell liquor on Sundays. Grocery items can also be pre-ordered and delivered before arrival. Chisholm’s Market is on the Northside, and is open 7 days a week, and is well stocked with food, supplies, beer, wine & liquor. 10 minutes from the condo. TRANSPORTATION • A rental car is highly recommended for this area so guests can easily explore Grand Cayman at their own pace. • Many guests book directly with trusted local providers such as Marshall’s Rent-A-Car, Andy’s Rent-A-Car, or compare options through Kayak. • Due to limited public transportation in Cayman Kai, having a car offers the greatest convenience and flexibility. ACCESSIBILITY & PARKING • Third floor unit with stair access only (no elevator). • One free reserved parking space is provided. PROMOTIONS Automatic discounts may apply based on travel dates, including seasonal Stay 7, Pay 6 offers from May 1 to November 1, along with last-minute deals, early booking savings, and extended-stay discounts. Eligible offers are applied automatically, cannot be combined with other promotions or Repeat Guest benefits, and may be subject to blackout dates from December 17 to January 3. CHECK IN & CHECK OUT • After booking, you’ll receive detailed arrival information by email, and your unique door code before arrival. • Check in is any time after 4:00 PM with keyless entry; early check in may be possible depending on cleaning schedules and can be confirmed with the property manager closer to arrival. • Check out is self service at 11:00 AM, with clear instructions provided; late check out is only available if pre arranged, as time is needed to prepare for incoming guests. Marriott Resort Policy: A $200 credit card hold is required at check-in for incidentals. No charges will be made unless you charge incidentals or resort services to your room. Any applicable charges will be deducted from the hold. TRAVEL INSURANCE Travel insurance is recommended, especially during hurricane season from August through October, to help protect against trip interruptions and weather-related disruptions. Stay 7 Pay 6 Morritt’s Tortuga Club License number: 407863

Halcyon Point

Old Man Bay, KY
5 Bedrooms 10 Guests
Aug 26 - 30
$1,374 night

***PROPERTY DESCRIPTION*** Welcome to Halcyon Point, a newly constructed 5-bedroom luxury villa with modern architecture set on the oceanfront in the North Side. With over 200 feet of beachfront and breathtaking ocean views from every room, this villa offers an unparalleled Caribbean getaway. Designed for relaxation and refined living, Halcyon Point combines modern elegance with the island’s natural beauty, creating the perfect escape for families or groups seeking privacy and serenity. The villa’s interiors feature an open-concept design, with expansive front-and-rear windows and doors that fill the space with natural light and perfectly frame the sparkling Caribbean vistas. 16 feet of sliding glass on both the landside and oceanside can allow a wonderful cross-breeze in the cooler months. A gourmet kitchen with modern appliances suitable for an in-villa chef makes meal preparation effortless, whether enjoying a casual breakfast indoors or grilling fresh local seafood on a built-in propane grill by the pool. Step outside onto your private oasis, where a large private pool with a convenient half-bath and an inviting built-in spa await. Optional spa heat is available for $25 per day. Surrounded by lush tropical landscaping, the large veranda includes enough space for your entire group to spread out and relax. Comfortable outdoor seating, loungers, and dining areas provide the ideal setting for savoring sunsets and ocean breezes. Halcyon Point boasts five spacious bedroom suites, including four luxurious primary suites. All bedrooms and ensuites have ocean views, and 4 bedrooms have walk-out access to the beach or a shared balcony with stairs to the beach and pool deck below. This thoughtful design ensures every guest enjoys privacy, comfort, and convenience. ***Sleeping Arrangements*** (Sleeps 10 guests total) -- Bedroom 1: first primary suite, lower level, king bed, ocean views, walkout access to the beach or pool deck, ensuite with shower. -- Bedroom 2: second primary suite, lower level, king bed, ocean views, walkout access to the beach or pool deck, ensuite with shower. -- Bedroom 3: lower level, two XL twin beds, ocean view, television, ensuite with shower; twin beds can be fitted into a king as pictured upon request. -- Bedroom 4: third primary suite, upper level, king bed, ocean views, television, walk-out access to a shared ocean balcony and tanning terrace, ensuite with dual vanity, soaking tub, and separate shower. -- Bedroom 5: fourth primary suite, upper level, king bed, ocean views, television, walk-out access to a shared ocean balcony and tanning terrace, ensuite with dual vanity, soaking tub, and separate shower. Located in the serene North Side, this villa provides direct access to exceptional snorkeling and diving reefs, as well as excellent surf-fishing. For those looking to explore beyond the beach, nearby attractions like the Cayman Crystal Caves, the Queen’s Botanical Park, the Rum Point Club, and the East End offer unique island experiences just a short drive away. Half a mile west of the villa is a public dock and boat ramp for boat or jet-ski pickups. Whether you’re lounging poolside, soaking in the spa, taking a dip in the ocean, or discovering the natural wonders of Grand Cayman, Halcyon Point promises an unforgettable blend of luxury and tranquility for discerning travelers. *Note: A Cleaning Fee is added to all stays due to enhanced cleaning and sanitation practices. **Additional tandem kayaks are available for discounted rental. A signed waiver is required. ======= ***RATE DETAILS*** -- 13% Occupancy Tax added to all rates. -- 12.90% Villa Concierge & Service Fee added to all rates. -- A Departure Cleaning Fee is added for all stays. -- Optional spa heat is available for $25/day. ***BOOKING RULES*** -- Christmas & New Year’s dates are split into two rental periods. Please inquire about your travel dates before booking. -- Shorter stays may be available but subject to a higher cleaning fee. Please inquire before booking. -- Must be 25 years or older to book and must occupy the property during the entire stay. *** GUEST SERVICES *** Your Concierge & Service Fee includes your Guest Services Membership. Member Benefits -- Villa Concierge services - upon confirmation, before arrival, and during your stay. -- Centralized on-island Guest Services & Welcome Center -- Unlimited use of Private Fitness Center (18+ yrs.) -- Business Center Access: computers, printer, scanner, & FedEx/DHL supplies -- Proprietary Guest benefit & discount card -- 10% Advance Booking Discount for private charters -- Complimentary use of snorkel equipment -- Guest parcel receipt & hold for check-in -- Jacques Scott Wine & Spirits pre-order & hold for check-in -- Airport arrival Fast-Track VIP Process (fee charged by CAA) -- Arrange airport pick-up & rental vehicles (fee applies) -- Special event/dinner reservations At-Villa Benefits -- Welcome amenity basket -- Complimentary early check-in, if no check-out on the same day -- Day-after-arrival & mid-week guest services follow-up -- Complimentary use of Apple TVs, Bluetooth speakers, beverage coolers -- Gilchrist & Soames bath products -- Pre-stocking of groceries & beverages (delivery fee applies) -- Arrange chefs, cooks, babysitting & family photography -- $25,000 of Accidental Villa Damage Protection -- Complimentary pack-n-plays, booster seats, & baby gates -- Additional tandem kayaks available for discounted rental* *Signed waiver required. ***Getting Around*** A rental car is highly recommended. Taxi cabs are unreliable and expensive outside of town and Seven Mile Beach. Plus, there is no Uber or Lyft on the island. For rental cars, we recommend Budget Cayman, Avis, or Marshalls. ***Beach Notes*** All beaches in Grand Cayman are technically public since the Crown owns up to the high watermark. Be advised, the beach or water entry behind your property may vary slightly from the images displayed due to shifting weather and tide patterns. The next-door beach is also always available for your use. We advise guests to wear foot protection (pool socks or aqua shoes) when entering the ocean to avoid injury on coral heads, ironshore, or rocks. ***Ocean Debris & Sargassum Seaweed*** Beaches in Grand Cayman may also experience floating ocean debris and sargassum weed seasonally. Sargassum is a generally harmless floating seaweed that has increased in frequency in recent years. Although sargassum is an unsightly nuisance, it is largely seasonal in summer. Our owners do make efforts to remove heavy sargassum and will have the beach raked prior to your arrival. We try our best to work around Mother Nature.

The Cottages Collection - 10 Oceanfront Suites and 2 BR Penthouse

East End, East End, KY
12 Bedrooms 32 Guests
Sep 12 - 15
$2,379 night

Welcome to The Cottages Collection, an exclusive opportunity to reserve the entire property at one of Grand Cayman’s most distinctive oceanfront retreats. Perfect for destination weddings, family reunions, wellness retreats, dive groups, corporate gatherings, and special celebrations, this private collection offers 11 unique accommodations set along the tranquil shores of Grand Cayman’s East End. Your group will enjoy the perfect balance of togetherness and privacy, with beautifully landscaped grounds, breathtaking ocean views, and resort-style amenities throughout. The property consists of ten oceanfront studio cottages and one luxurious two-bedroom penthouse, accommodating up to 32 overnight guests. Don’t need the entire property? We can also accommodate smaller groups by reserving a selection of cottages rather than a full property buyout. Contact us to discuss the best configuration for your group. ACCOMMODATIONS & SLEEPING ARRANGEMENTS: The Cottages Collection features 11 unique oceanfront accommodations, sleeping up to 32 guests and offering event capacity for up to 60 guests. Banana Bird Cottage - 2 Queen Beds - 1 Full Bathroom -Sleeps 4 Blue Iguana Cottage - 1 King Bed - 1 Full Bathroom -Sleeps 2 No Problem Cottage - 2 Queen Beds - 1 Full Bathroom - Sleeps 4 One Love Cottage - 1 King Bed - 1 Full Bathroom - Sleeps 2 Sand Dollar Cottage - 2 Queen Beds - 1 Full Bathroom - Sleeps 4 Sea Spray Cottage - 1 King Bed - 1 Full Bathroom - Sleeps 2 Starfish Cottage - 1 King Bed - 1 Full Bathroom - Sleeps 2 Sunrise Cottage - 1 King Bed - 1 Full Bathroom - Sleeps 2 Tropical Breeze Cottage - 1 King Bed - 1 Full Bathroom - Sleeps 2 Turtle Nest Cottage - 2 Queen Beds - 1 Full Bathroom - Sleeps 4 The Penthouse - Primary Bedroom: 1 King Bed - Second Bedroom: 1 Queen Bed - 2.5 Bathrooms - Sleeps 4 PROPERTY SUMMARY: -11 Oceanfront Accommodations - Accommodates up to 32 Overnight Guests - Event Capacity of up to 60 Guests EXCLUSIVE USE: When reserving The Cottages Collection, your group enjoys exclusive access to: • All 11 accommodations • Oceanfront infinity pool • Beachfront and shoreline access • Complimentary daily breakfast • Fitness center • Complimentary bicycles • Gazebo and outdoor gathering areas • On-site parking • High-speed Wi-Fi throughout the property The Cottages Collection is perfectly suited for destination weddings, family reunions, wellness retreats, dive groups, corporate retreats, and special celebrations. Guests can gather together around the oceanfront infinity pool, beach, and common areas while still enjoying the privacy and comfort of their own cottage. COMFORT & AMENITIES IN SUITE: • Natural, green, and organic premium toiletries. • Bathrobes, in room safe, luggage rack. • Smart TV, high speed Wi Fi, and Bluetooth clock radio. • Complimentary mid week cleaning and daily towel change available upon request. AMENITIES & SERVICES (ON SITE): • Oceanfront freshwater pool with trellis and loungers. • Fantastic snorkelling right off the beach. • Full service concierge to help arrange attractions and on site experiences, including a Caribbean cooking class (minimum 6 guests). • Complimentary high speed Wi Fi and flat panel HDTV with cable. • New, fully equipped air conditioned gym, plus books and games for downtime. • Ideal for couples, friends, or small families who want a comfortable, luxe East End base. BEACH CONDITIONS Properties on the North Side and East End of Grand Cayman may occasionally see sargassum (seaweed) wash ashore, mostly between May and August. This is a natural, seasonal occurrence throughout the Caribbean, and conditions can vary day to day. Grand Cayman offers gorgeous beaches, great snorkeling, and plenty to enjoy island-wide, so we don’t anticipate it impacting your trip, just a heads-up in case you notice it during your visit. DINING & NEARBY ACTIVITIES – EAST END: The Cottages is in the scenic East End district, close to beaches, watersports, and a cluster of popular local restaurants and bars. Within walking distance or a short drive: • Italian Kitchen at Morritt’s Plaza – Casual Italian inspired fare and pizzas. • David’s Restaurant (Morritt’s) – Sit down dining with seafood and steaks. • Mimi’s Dock Bar (Morritt’s) – Laid back dock bar for drinks and bites over the water. • Tides, Subway, and Coffee Bar at the Wyndham – Additional dining, grab and go, and coffee options. Short drive (approx. 5–15 minutes): • La Casita – Mexican restaurant where guests receive 10% off, with pick up options available. • Vivine’s Kitchen – Classic Caymanian home cooking with sea views. • Eagle Ray Grill – Burgers, tacos, and casual fare overlooking the reef. • Big Tree BBQ & other local spots – Authentic roadside barbecue and island dishes. Guests are also close to watersports and tours, including Stingray City trips, kayak rentals, jet skis, diving, and snorkelling excursions, often with a 10% discount at White Sand Water Sports once booked. GROCERIES, SUNDAY CLOSURES & PRACTICAL DETAILS: Nearby grocery options such as Foster’s Express and Chisholm’s Grocery are about 10 minutes away by car. Larger supermarkets are also convenient stops on the drive from the airport. Supermarkets are closed on Sundays in Cayman, though most restaurants and gas stations remain open, and some gas stations sell liquor on Sundays. Grocery items can also be pre-ordered and delivered before arrival. Chisholm’s Market is on the Northside, and is open 7 days a week, and is well stocked with food, supplies, beer, wine & liquor. 10 minutes from the condo. TRANSPORTATION: • A rental car is highly recommended for this area so guests can easily explore Grand Cayman at their own pace. • Many guests book directly with trusted local providers such as Marshall’s Rent-A-Car, Andy’s Rent-A-Car, or compare options through Kayak. • Due to limited public transportation in East End, having a car offers the greatest convenience and flexibility. ACCESSIBILITY & PARKING: • Accessibility: Second floor condo with one flight of stairs (no elevator). • Parking: Complex parking / spaces for up to two vehicles. PROMOTIONS: Automatic discounts may apply based on travel dates, including seasonal Stay 7, Pay 6 offers from May 1 to November 1, along with last-minute deals, early booking savings, and extended-stay discounts. Eligible offers are applied automatically, cannot be combined with other promotions or Repeat Guest benefits, and may be subject to blackout dates from December 17 to January 3. CHECK IN & CHECK OUT: After booking, you’ll receive detailed arrival information by email, and your unique door code before arrival. Check in is any time after 3:00 PM with keyless entry; early check in may be possible depending on cleaning schedules and can be confirmed with the property manager closer to arrival. Check out is self service at 11:00 AM, with clear instructions provided; late check out is only available if pre arranged, as time is needed to prepare for incoming guests. TRAVEL INSURANCE: Travel insurance is recommended, especially during hurricane season from August through October, to help protect against trip interruptions and weather-related disruptions. Stay 7 Pay 6 The Cottages in East End License number: A-754

Villa Caymanas

North Side, KY
4 Bedrooms 8 Guests
Aug 26 - 31
$633 night

***Property Overview*** Welcome to Villa Caymanas! This beautiful oceanfront villa is located in Old Man Bay along the north coast. Boasting four full king suites, an oceanfront freshwater pool, and an expansive balcony, Villa Caymanas is the perfect vacation retreat. Whether you prefer to explore the snorkeling reefs nearby or simply relax by the pool, it’s all just steps off the back door. The beach here is strictly pebbly (rarely sandy), but the owner has a very sandy backyard around the pool deck. The villa is directly in front of Babylon, one of the top 5 dive sites on the entire island. The snorkeling in this area is excellent; however, fins or pool shoes are necessary to protect your feet. Villa Caymanas’ modern, streamlined architecture features many oversized oceanfront windows that flood the interiors with natural sunlight year-round. The kitchen, living, and dining areas open onto a second-floor balcony spanning the full width of the house, providing stunning ocean views. Guests have the option of dining indoors or al fresco off the balcony. A modern kitchen comes equipped with standard appliances, dishware, cookware, cutlery, and a coffee maker. An exercise room and home office are also on the lower level. Bedroom & Bathroom Layout (Sleeps 8 guests total) -- Bedroom 1: primary suite, upper-level, king bed, ocean views, HD cable TV, walkout access to the balcony, walk-in closet, ensuite with dual vanity and double shower. -- Bedroom 2: upper-level, king bed, garden views, HD cable TV, ensuite with shower. -- Bedroom 3: lower level, king bed, ocean views, HD cable TV, walkout access to the pool deck, ensuite with shower. -- Bedroom 4: lower level, king bed, ocean views, HD cable TV, walkout access to the pool deck, ensuite with shower. With gorgeous views throughout, comfortable furnishings, and wonderful outdoor space, Villa Caymanas is sure to please! NOTES: Bicycles and single/tandem kayaks are available for discounted rental; a signed waiver is required. ***Rate Details*** -- 13% Occupancy Tax added to all rates. -- 10% Guest Service added to all rates. -- Accidental Damage Protection added to all rates. -- A Departure Cleaning Fee is added to all rates. ***Booking Rules*** -- Christmas & New Year’s dates are split into two rental periods. Please inquire about your travel dates before booking. -- Shorter stays are welcome but subject to a higher cleaning fee. Please inquire to book. -- Must be 25 or older to book and must occupy the property during the entire stay. ***Grand Cayman Villas & Condos Guest Services*** The 10% Guest Service Fee includes your Guest Services Membership. Member Benefits -- Centralized on-island Guest Services & Welcome Center -- Unlimited use of Private Fitness Center (18+ yrs.) -- Business Center Access: computers, printer, scanner, & FedEx/DHL supplies -- Proprietary Guest benefit & discount card -- 10% advance booking discount for private charter -- Complimentary use of snorkel equipment -- Jacques Scott Wine & Spirits pre-order & hold for check-in -- Referral to preferred vendors, guest services desk assistance At-Villa Benefits -- Day-after-arrival guest services follow-up -- Complimentary early check-in, if no check-out on the same day -- Gilchrist & Soames bath products -- Pre-stocking of groceries & beverages (delivery fee applies) -- Arrange chefs, cooks, babysitting & family photography -- Complimentary pack-n-plays, booster seats, & baby gates -- Additional kayaks available for discounted rental* *Signed waiver required. ***Beach Notes*** All beaches in Grand Cayman are technically public since the Crown owns up to the high watermark. Be advised, the beach or water entry behind your property may vary slightly from the images displayed due to shifting weather and tide patterns. The next-door beach is also always available for your use. We advise guests to wear foot protection (pool socks or aqua shoes) when entering the ocean to avoid injury on coral heads, ironshore, or rocks. ***Ocean Debris & Sargassum Seaweed*** Beaches in Grand Cayman may also experience floating ocean debris and sargassum weed seasonally. Sargassum is a generally harmless floating seaweed that has increased in frequency in recent years. Although sargassum is an unsightly nuisance, it is largely seasonal in summer. Our owners do make efforts to remove heavy sargassum and will have the beach raked prior to your arrival. Should sargassum be extremely heavy behind your property, we will reach out to the owner for alternative solutions, which may include a partial refund or relocation. We try our best to work around Mother Nature.

KiToCay Villa

Old Man Bay, KY
3 Bedrooms 5 Guests
Aug 26 - 31
$454 night

***Property Overview*** Welcome to KiToCay! This 3,000 sq. ft. home is located in the village of Old Man Bay on the island’s beautiful North Side. KiToCay boasts a panoramic oceanfront living area with spectacular views, plus an over-the-water deck with a tiled cabana. Guests have compared the views and feel of this home with that of being on the bow of a cruise ship with the open ocean enveloping your senses from virtually every direction. The over-the-water deck provides access to the waters down below via a spiraling staircase. However, the best and safest way to enter the water will be from either of the sandy beach lots next door. Dubbed Toki Beach, the east lot is furnished with a hammock ringed with palm trees for guests to enjoy seaside relaxation under the shade. Guests have used this beach to host small weddings, rehearsal dinners, and private events. The snorkeling here is incredible. The reef is about 100 yards straight out from Toki Beach. We strongly recommend snorkeling along the east of the boat channel which is marked by two navigation poles. Snorkeling beyond the poles near the reef cut is risky! Powerful undercurrents can prove dangerous even for experienced snorkelers. Inside, the home’s interiors are just as impressive as any on Grand Cayman. The oceanfront living area features an open-concept design with modern decor and furniture including a plush sectional sofa, HD television, and sweeping ocean views that will take your breath away. The villa’s 3 bedrooms are spread across the upper and lower levels with the primary suite upstairs and two bedrooms downstairs. ***Sleeping Arrangements*** (Sleeps 6 adults, 8 guests max.) -- Bedroom 1: primary suite, upper-level, king bed, ocean views, walkout access to a private balcony, television, desk + chair, ensuite with double vanity and shower (bathtub removed). -- Bedroom 2: lower level, queen bed, television, shares hall bath with shower/bath combo. -- Bedroom 3: lower level, queen bed, shares hall bath with shower/bath combo. -- Additional sleeping: lower level sleeper sofa available for 2 children max. The full gourmet kitchen is a vacationing chef’s paradise. Equipped with top-of-the-line appliances--including double ovens, a gas range with grill top, and tons of counter space--guests can enjoy the comforts of a home-cooked meal away from home. Cookware, flatware, glassware, and cutlery are all provided. A small general store, Chisholm’s Grocery, is a short 5-minute drive west to stock up on foods, snacks, and drinks. For dining out, guests can walk down the street to Over the Edge Restaurant for breakfast, lunch, and dinner. KiToCay appeals to small families, traveling couples, and honeymooners. Discount rates are available for smaller groups. Notes: Single or tandem kayaks are available for discounted rental. A signed waiver is required. ==================== ***Rate Details*** -- 13% Occupancy Tax added to all rates. -- 10% Guest Service added to all rates. -- Accidental Damage Protection added to all rates. -- A cleaning fee is added to all rates. ***Booking Rules*** -- Christmas & New Year’s dates are split into two rental periods. Please inquire about your travel dates before booking. -- Shorter stays are subject to a higher cleaning fee. Please inquire before booking. -- Small weddings and events are permitted and require a supplemental refundable damages deposit and a minimum 7-day rental. -- Must be 25 or older to book and occupy the property during the entire stay. ***Grand Cayman Villas & Condos Guest Services*** The 10% Guest Service Fee includes your Guest Services Membership. Member Benefits -- Centralized on-island Guest Services & Welcome Center -- Unlimited use of our Private Fitness Center (18+ yrs.) -- Business Center Access: computers, printer, scanner, & FedEx/DHL supplies -- Guest benefit & 10% discount card good at local restaurants and watersports providers -- 10% Advance Booking Discount towards a private charter -- Complimentary snorkel equipment -- Complimentary pack-n-plays, booster seats, & baby gates -- Referral to preferred vendors, guest services desk assistance -- Complimentary early check-in, if no check-out on the same day -- Kayaks available for discounted rental* *Signed waiver required. ***Nearby Points of Interest*** -- Short walk west to Over the Edge restaurant -- 1-minute drive east to the Cayman Crystal Caves -- 2 miles west to the nearest grocer, Chisholm’s Grocery -- 2.5 miles from our Welcome Center -- 6.4 miles west to the Rum Point Club and Bioluminescent Bay -- 7.4 miles to the Kaibo Beach Bar & Grill and Starfish Point -- 6.2 miles east to the nearest supermarket, Foster’s Express, plus The Italian Kitchen, and two beach resorts, Morritt’s and The Reef. -- 8.5 miles to Tukka East Restaurant & Bar and the Cayman Parrot Sanctuary -- 9.3 miles to La Casita Taco & Tequilla Bar -- 20 miles (40-minute drive) to Owen Roberts Airport (GCM) ***Getting Around*** A rental car is highly recommended. Taxi cabs are unreliable and expensive outside of town and Seven Mile Beach. Plus, there is no Uber or Lyft on the island. For rental cars, we recommend Budget Cayman, Avis, or Marshalls. =================== ***Villa Cleaning & Sanitation*** All villas are cleaned and sanitized before each guest’s arrival. We also ask our owners to provide a starter supply of extra cleaning products. Additional housekeeping services can be purchased after booking in 3-hour time blocks. Scheduling may be coordinated with your property manager upon arrival. ***Beach Notes*** All beaches in Grand Cayman are technically public since the Crown owns up to the high watermark. Be advised, the beach or water entry behind your property may vary slightly from the images displayed due to shifting weather and tide patterns. The next-door beach is also always available for your use. We advise guests to wear foot protection (pool socks or aqua shoes) when entering the ocean to avoid injury on coral heads, ironshore, or rocks. ***Ocean Debris & Sargassum Seaweed*** Beaches in Grand Cayman may also experience floating ocean debris and sargassum weed seasonally. Sargassum is a generally harmless floating seaweed that has increased in frequency in recent years. Although sargassum is an unsightly nuisance, it is largely seasonal in summer. Our owners do make efforts to remove heavy sargassum and will have the beach raked prior to your arrival. We try our best to work around Mother Nature.

Cayman Sands

Old Man Bay, KY
5 Bedrooms 14 Guests
Aug 26 - 31
$914 night

***Property Overview*** Cayman Sands is an oceanfront villa in Old Man Bay along the north coast. This popular villa is one of only 2-3 homes that offer shore scuba diving off the famous Cayman Wall. With an open, one-story design, Cayman Sands offers guests an intimate experience across 4,000 sq ft. of living space, plus a one-bedroom guest cottage. The main house features 4 bedroom suites (king, queen, 2 twin beds, and 4 bunk beds) with ensuite baths that have been completely re-tiled and renovated. For parties with more than 4 adult guests, the 2 twin beds can be converted to a king upon request. Both oceanfront suites have french doors that open up onto the screened pool atrium and sun deck. Cayman Sands was thoughtfully designed to be opened up on cool winter nights when A/C isn’t necessary. The oceanfront freshwater pool is protected by a screened atrium keeping local wildlife and insects at bay from ruining your stay. Optional pool heat is available in the winter months for an additional surcharge. The pool atrium comes furnished with a sectional sofa and dining table perfect for evening cocktails or outdoor dining. The view of the large sandy beach is framed by the two wings of the house, an oceanfront gazebo, and two hammocks ideal for long afternoons relaxing with a book or simply enjoying the views. An oceanfront vaulted great room floods the villa with natural light and stunning views through 30 feet of sliding glass doors. A recently upgraded kitchen offers all the modern appliances you would expect, as well as dishware, cookware, and cutlery. The living area is furnished with a wall-mounted flat-screen TV, plush couches, and a sleeper sofa for small children only. ***Bedroom & Bathroom Layout*** (Sleeps 10 adults max., 14 guests total) -- Primary Suite: ocean views, king bed, desk + chair, walkout access to the pool atrium and sun deck, footpath to the ocean gazebo, ensuite with shower and water wand. -- Queen Suite: ocean views, queen bed, desk + chair, walkout access to the pool atrium and sun deck, ensuite with shower. -- Twin Suite: garden views, 2 twin beds, ensuite with shower bath; Beds can be fitted into a king bed upon request. -- Bunk Suite: garden views, 2 sets of bunk beds, ensuite with a shower bath. -- Guest Cottage: detached cottage, queen bed, kitchenette, television, screened porch, ensuite with shower. -- Additional Sleeping: sleeper sofa in the TV den for small children only. The guest cottage is NEVER rented separately to unrelated guests during your stay--it is there if you need it. ================= ***Rate Details*** -- 13% Occupancy Tax added to all rates. -- 10% Guest Service added to all rates. -- Accidental Damage Protection added to all rates. ***Booking Rules*** -- Christmas & New Year’s dates are split into two rental periods. Please inquire with your travel dates prior to booking. -- Shorter stays may be available but subject to a higher cleaning fee. Please inquire before booking. -- Must be 25 or older to book and must occupy the property during the entire stay. ***Grand Cayman Villas & Condos Guest Services*** The 10% Guest Service Fee includes your Guest Services Membership. Member Benefits -- Centralized on-island Guest Services & Welcome Center -- Unlimited use of Private Fitness Center (18+ yrs.) -- Business Center Access: computers, printer, scanner, & FedEx/DHL supplies -- Proprietary Guest benefit & discount card -- 10% advance booking discount for private charter -- Complimentary use of snorkel equipment -- Jacques Scott Wine & Spirits pre-order & hold for check-in -- Referral to preferred vendors, guest services desk assistance At-Villa Benefits -- Day-after-arrival guest services follow-up -- Complimentary early check-in, if no check out on the same day -- Gilchrist & Soames bath products -- Pre-stocking of groceries & beverages (delivery fee applies) -- Arrange chefs, cooks, babysitting & family photography -- Complimentary pack-n-plays, booster seats, & baby gates -- Additional kayaks available for discounted rental* *Signed waiver required. ================== ***Villa Cleaning & Sanitation*** All villas are cleaned and sanitized prior to each guest’s arrival. We also ask our owners to provide a starter supply of extra cleaning products. Additional housekeeping services can be purchased after booking in 3-hour time blocks. Scheduling may be coordinated with your property manager upon arrival. ***Beach Notes*** All beaches in Grand Cayman are technically public since the Crown owns up to the high watermark. Be advised, the beach or water entry behind your property may vary slightly from the images displayed due to shifting weather and tide patterns. The next-door beach is also always available for your use. We advise guests to wear foot protection (pool socks or aqua shoes) when entering the ocean to avoid injury on coral heads, ironshore, or rocks. ***Ocean Debris & Sargassum*** Beaches in Grand Cayman may also experience floating ocean debris and sargassum seaweed seasonally. Sargassum is a harmless seaweed that has increased in frequency over the summer months. Our owners do make efforts to remove heavy sargassum and will have the beach raked before your arrival. We try our best to work around Mother Nature.

Silver Reef 1 Luxury 2BR Beachfront Retreat with Pool

Old Man Bay, North Side, KY
2 Bedrooms 4 Guests
Aug 26 - 28
$190 night

Welcome to Silver Reef #1, a tranquil ground-floor end unit on Grand Cayman’s North Side. This newly built 2BR/2BA beachfront condo blends modern comfort with soothing ocean views, ideal for guests seeking relaxation, privacy, and a stylish base to explore the island. Within the gated Silver Reef Residences, this corner unit offers abundant natural light, added privacy, easy access to on-site amenities, and a private patio to enjoy sea breezes. Book your stay and experience true North Side calm. Welcome to Silver Reef #1, a peaceful ground-floor end unit tucked along the quiet, natural coastline of Grand Cayman’s North Side. From the moment you arrive, the calm of the sea and the ease of the space invite you to slow down and settle into island life. This newly built two-bedroom, two-bathroom beachfront retreat blends contemporary design with the soothing rhythm of the ocean, ideal for travelers seeking tranquility, open views, and a luxurious home base for exploring Grand Cayman. As part of the intimate, gated Silver Reef Residences, this corner unit offers added privacy, beautiful natural light, and seamless access to the community’s amenities. Inside, the condo unfolds into an airy, open-plan layout crafted for effortless island living. The fully equipped kitchen features European-style cabinetry, quartz countertops, and modern stainless-steel appliances, giving you everything you need to prepare a simple breakfast or a full dinner after a day on the water. The living area flows naturally toward the private patio, where ocean breezes and the sound of the shoreline create the perfect backdrop for coffee at sunrise or a glass of wine at dusk. The bedrooms are designed with relaxation in mind. The primary suite offers a king bed, ample storage, and a spa-inspired en-suite bathroom. The guest bedroom features a queen bed with its own full bathroom just steps away. Plush linens, soft towels, and thoughtful essentials make settling in effortless. As a ground-floor end unit, Silver Reef #1 offers a quieter, more private outdoor experience. Guests can enjoy direct access to the complex’s heated 40’ saltwater pool, complete with a spacious sundeck and shaded cabanas. A short walk brings you to the peaceful, uncrowded coastline of the North Side, perfect for sunbathing, strolling, or simply listening to the waves. The secure gated community and on-site parking add convenience and peace of mind. To help you get settled, we provide a generous starter pack of essentials including dish soap or dishwasher tabs, salt, pepper, and coffee filters. Bathrooms include shampoo, conditioner, hand soap, toilet paper, and fresh towels. Laundry detergent, a blow dryer, an iron and ironing board, high-speed Wi-Fi, cable TV, and beach towels are also provided for your convenience. The entire condo, pool, beach and grounds. To fully embrace the serene ambiance of the North Side, we recommend renting a car for convenient transportation, as public options may be limited. With George Town approximately 50 minutes away, having a car will grant you the freedom to explore the area’s hidden treasures and embrace the picturesque beauty at your own leisurely pace. To help you enjoy the beautiful ocean right in front of the property, we suggest bringing water shoes for easier and more comfortable entry. There is no cable but guests may log in to their own streaming accounts (Netflix etc.) to watch TV. If the booking website does not collect it directly, a refundable security deposit of US$500 will be collected by the property prior to your stay. We reserve the right to substitute equal or better accommodation in the event of a double booking or if the rental is unavailable for any reason, including but not limited to sale or repair.

Rum Point Resort #306

Rum Point, KY
3 Bedrooms 8 Guests
Aug 29 - Sep 1
$672 night

*** PROPERTY DESCRIPTION *** 3rd Floor Condo | 2,250 sq. ft. All Rum Point Resort condos feature sleek finishes, designer decor, and an open-concept layout maximizing space, natural light, and stunning ocean views. All the comforts of home are included in this 2,250 sq. ft. 3-bedroom condo including gourmet kitchen appliances, quartz countertops, SmartTVs, and a private oceanfront balcony. All condos strike the perfect balance of modern luxury and seamless indoor/outdoor island living. Central air conditioning and high-speed wifi will keep you cool and connected during your stay. Beyond the entryway foyer, the home flows into a spacious open-concept great room encompassing the living, dining, and kitchen areas. Forever blue ocean views from the great room and primary suite will leave you breathless. Crisp coastal decor throughout accentuates the island scenery. The living area includes comfy sofa seating, a large SmartTV, a tray ceiling with ceiling fans, and stunning ocean views. Walk out from the living area onto the private roofed balcony overlooking the resort’s pool deck and beachfront. The gourmet kitchen features a suite of Thermador appliances, plus countertop appliances and a kitchen island with breakfast bar seating. Cookware, dishware, glassware, and cutlery also come provided. A formal indoor dining table just off the kitchen seats 6. For meals with sweeping oceanfront views, an outdoor dining table on the balcony seats 6 as well. The Rum Point Resort fits all condos with blackout window shades, the finest Egyptian cotton bedding, hypoallergenic pillows, duvets, and sumptuous robes. ***Sleeping Arrangements*** (Sleeps 8 guests, 6 adults max) -- Primary Suite: king bed, ocean views, walk-out access to a private roofed balcony, SmartTV, walk-in closet, ensuite with dual vanity, soaking tub, and shower. -- Guest Suite: king bed, ensuite with shower. -- Guest Suite #2: queen bed, SmartTV, walk-in closet, ensuite with shower bath. -- Additional bedding: sleeper sofa ideal for 2 children; crib or pack-n-play provided upon request. There is also a rarely used 5th-floor open-air owner’s terrace with dining tables and seating for sunset dinners with 270-degree island views of Cayman Kai, North Sound, and George Town in the distance. The terrace is also a serene setting for a quiet read with elevated island views. Trade the crowds of Seven Mile Beach for an escape to Cayman’s quieter side where life is easy and not so fast. ***Additional Resort Amenities*** -- 500 feet of beachfront with daily beach umbrella, chair, and towel service. -- Resort pool deck with heated infinity pool. -- Resort dock with cabana and ladder for gentle water entry for snorkeling and swimming. -- Our new on-resort restaurant, Blue Flame, is open from 11:00 a.m. to 11:00 p.m. for lunch and dinner service. -- Private chef dining options available*. -- Front desk staff for local recommendations, pre-arrival grocery stocking, chartered excursions, and more*. -- Access to the 5th-floor Owner’s Terrace for group events or sunset dinners*. -- On-site fitness center (18+ and over). -- On-site wellness suite for spa treatments or massage*. -- Xbox Gaming Console or DVD Player Available at the Front Desk+. -- Complimentary snorkel equipment provided during your stay+. -- Complimentary bike share for cruising the Cayman Kai neighborhood+. Discover why the Rum Point Resort is Cayman’s hidden 5-star gem! Resort Amenities Notes: * Pre-arrival reservations are required; additional fees apply. + Provided on a first-come, first-served basis. Cannot be reserved before arrival. *** RATE DETAILS *** -- 13% Occupancy Tax added to all rates. -- 10% Resort Fee is added to all rates. -- Accidental Damage Protection added to all rates. *** BOOKING RULES *** -- Christmas & New Year’s are split into two separate rental periods. Please inquire about your dates before booking for the holidays. -- Guests must be 25 years or older to book and occupy the unit during the entire stay. -- Check-in: 4:00 pm. -- Check-out: 11:00 am. *** NEARBY POINTS OF INTEREST *** -- The resort is next door to the Rum Point Club for food + drinks, snorkeling, watersport rentals, and Stingray City excursions. -- The resort is adjacent to Cayman’s Bioluminescent Bay for nighttime kayak tours. -- 1.2 miles to the Kaibo Beach Bar & Grill and The Kaibo Marina. -- 1.7 miles south to Starfish Point -- 4.4 miles to the nearest market, Chisholm’s Grocery. -- 6.2 miles east to Over the Edge restaurant -- 6.7 miles to Cayman Crystal Caves -- 12.5 miles to the nearest supermarket, Foster’s Market -- 26 miles (49-minute drive) from Owen Roberts Airport (GCM) *** GETTING AROUND *** A rental car is highly recommended. Taxi cabs are unreliable and expensive outside of town. Plus, there is no Uber or Lyft on the island. For rental cars, we recommend Budget, Avis, Marshalls, or Hertz. *** DAY TRIPPING *** Cayman Ferries operates daily water taxis departing from the Kaibo Marina to Camana Bay. Perfect for day trips to Seven Mile Beach or shopping excursions at Camana Bay. Download their app to purchase your tickets in advance. Just be sure to make it back for the return voyage across the sound!

Willow Beach

North Side, KY
4 Bedrooms 12 Guests
Aug 26 - 31
$799 night

*** PROPERTY OVERVIEW *** On the quiet North Side of Grand Cayman, you will find this newly built and freshly decorated bespoke villa. Welcome to Willow Beach! This spacious 4-bedroom, 4-bath villa sits on an elevated ridge overlooking a sandy beachfront with amazing backyard snorkeling. Water entry requires fins or pool shoes, as there are rocky ironshore areas along the waterline. Overlooking the ocean, the villa’s freshwater pool and tiled deck are elevated for enhanced privacy. Ample deck furniture, an outdoor shower, artificial grass terraces, plus an outdoor kitchen with a propane grill make for easy island living. The spacious open-concept great room links the living, dining, and kitchen areas with mesmerizing ocean views throughout. Quality furnishings and decor have been used throughout the property for an elegant and contemporary feel. The living area is furnished with a plush sectional sofa and high-definition Samsung Frame television with Cable programming & Sonos soundbar. Folding glass doors provide seamless indoor/outdoor living, allowing you to fill the great room with unobstructed oceanfront views. Each master suite has a vaulted ceiling, a king bed, and a large bathroom with ocean views! The gourmet kitchen comes equipped with modern appliances and everything needed to prep and serve a homemade meal. The formal dining table seats 10 guests easily, while the veranda dining table seats 6. The owner also provides a beachfront picnic table for seaside meals, with your toes in the sand. The villa’s 4-bedroom suites are separated by the great room, with 2 bedrooms on opposite ends of the home. **Sleeping Arrangements** (Licensed to sleep 12 guests or 8 adults max.) -- East Suite: oceanfront views, king bed, walkout access to the beach, vaulted ceilings, dual nightstands, ensuite with dual vanity, soaking tub, plus an open shower with water wand. -- Bunk Suite #1: queen bed + 2 upper twin bunk beds, island views, ensuite with shower. -- Bunk Suite #2: queen bed + 2 upper twin bunk beds, island views, ensuite with shower. -- West Suite: oceanfront views, king bed, walkout access to the beach, vaulted ceilings, dual nightstands, ensuite with dual vanity, soaking tub, plus an open shower with water wand. -- Bunk beds are suitable for children only. Willow Beach is equipped with high-speed internet for work-from-home professionals and multiple streaming devices. Only 10 minutes from the Rum Point Club to the west, Willow Beach is very convenient to a small grocery store, a handful of restaurants, and our Guest Services Welcome Center with a private fitness center. Click the Map tab for other nearby attractions. With its private pool, modern interiors, and central location on North Side, Willow Beach is an ideal home-away-from-home in the Caribbean, with plenty of style. *Note: Single and tandem kayaks are available for discounted rental. A signed waiver is required. ======= ***RATE DETAILS*** -- 13% Occupancy Tax added to all rates. -- 10% Guest Service Fee is added to all rates. -- Accidental Damage Protection added to all rates. -- A Departure Cleaning Fee is required for all stays. ***BOOKING RULES*** -- Christmas & New Year’s dates are split into two rental periods. Please inquire about your travel dates before booking. -- Shorter stays are welcome but subject to a higher cleaning fee. Please inquire to book. -- Must be 25 years or older to book and must occupy the property during the entire stay. *** GUEST SERVICES *** The Service Fee includes your Guest Services Membership. Member Benefits -- Complimentary use of snorkel equipment during your stay -- Complimentary pack-n-plays, booster seats, & baby gates -- 10% Advance Booking Discount towards a private charter -- Guest discount card for 10% savings with local vendors. -- Complimentary early check-in, if no check out on same day -- Centralized on-island Guest Services & Welcome Center -- Unlimited use of our private fitness center (18+ yrs.) -- Business Center Access: computers, printer, scanner, & Fedex/DHL supplies -- Referral to preferred vendors, guest services desk assistance -- Single or tandem kayaks available at discounted rates; signed waiver required. ================= ***Nearby Points of Interest*** -- 2-minute drive west to the nearest grocer, Chisholm’s Grocery -- 2-minute drive east to Over the Edge restaurant and Cayman Crystal Caves -- 3.5 miles from our Guest Services Welcome Center, plus Jacques Scott Wine & Spirits -- 6 miles west to the Rum Point Club and the Bioluminescent Bay -- 6.5 miles to the Kaibo Beach Bar & Grill & Starfish Point -- 7 miles east to the nearest supermarket, Foster’s Express, plus The Italian Kitchen, and two beach resorts, Morritt’s and The Reef. -- 9.5 miles to Tukka East Restaurant & Bar and the Cayman Parrot Sanctuary -- 10 miles to La Casita Taco & Tequilla Bar -- 21 miles (39-minute drive) to Owen Roberts Airport (GCM) ***Getting Around*** A rental car is highly recommended. Taxi cabs are unreliable and expensive outside of town and Seven Mile Beach. Plus, there is no Uber or Lyft on the island. For rental cars, we recommend Budget Cayman, Avis, or Marshalls. ***Beach Notes*** All beaches in Grand Cayman are technically public since the Crown owns up to the high watermark. Be advised, the beach or water entry behind your property may vary slightly from the images displayed due to shifting weather and tide patterns. The next-door beach is also always available for your use. We advise guests to wear foot protection (pool socks or aqua shoes) when entering the ocean to avoid injury on coral heads, ironshore, or rocks. ***Ocean Debris & Sargassum Seaweed*** Beaches in Grand Cayman may also experience floating ocean debris and sargassum weed seasonally. Sargassum is a harmless floating seaweed that has increased in frequency during the summer. Our owners make efforts to remove heavy sargassum and will have the beach raked prior to your arrival. Should sargassum weed be extremely heavy behind your property, we will reach out to the owner for alternative solutions which may include a partial refund or relocation. We try our best to work around Mother Nature.

Evolution

Bodden Town, KY
7 Bedrooms 18 Guests
Aug 26 - 31
$2,243 night

*** PROPERTY OVERVIEW *** Welcome to Evolution, an oceanfront paradise with picture-perfect panoramic views of Grand Cayman’s south coast. Located mid-island, our guests are only 20-25 minutes away from the airport and Seven Mile Beach, the same distance to Rum Point, and 20 minutes to the best kite-boarding, wind-surfing, and scuba diving in the East End. Evolution was specifically designed to offer seven large bedroom suites and a massive vaulted great room, all on one floor and each with direct oceanfront views with walk-out access to the pool and spa. This is a great entertaining villa for hosting a large group. There is only one way to design such a villa… so Evolution is quite wide at 165+ feet. Evolution is situated on over 250’ of sandy beach, adjacent to Bodden Town’s cemetery beach. Choose from two primary suites, four queen suites, and a slumber party suite that sleeps 8 across two sets of full-over-full bunks and an Xbox One gaming console. **Sleeping Arrangements** (Sleeps 20 guests; 16 adults max.) -- Bedroom 1: ocean view, king bed, walk-out access to the pool deck, cable television, Apple TV, Sonos audio, room safe, ensuite with dual vanity, water closet, plus soaking tub and shower. -- Bedroom 2: ocean view, queen bed, walk-out access to the pool deck, cable television with Apple TV, Sonos sound system, ensuite with shower. -- Bedroom 3: ocean view, queen bed, walk-out access to the pool deck, cable television with Apple TV, Sonos sound system, ensuite with shower. -- Bedroom 4: ocean view, queen bed, walk-out access to the pool deck, cable television with Apple TV, Sonos sound system, ensuite with shower. -- Bedroom 5: ocean view, two full over full bunks, Xbox One console, walk-out access to the pool deck, cable television, Apple TV, Sonos audio, ensuite with shower bath. -- Bedroom 6: ocean view, queen bed, walk-out access to the pool deck, cable television with Apple TV, Sonos sound system, ensuite bath with shower. -- Bedroom 7: ocean view, king bed, walk-out access to the pool deck, cable television, Apple TV, Sonos audio, room safe, ensuite with dual vanity, water closet, plus soaking tub and shower. **Key Villa Features** -- Oceanfront great room with vaulted ceilings and stunning ocean views. Contemporary sectional sofa, modern decor, plus a large HD cable TV with a Sonos home audio system. -- The formal dining table seats 12 guests; the kitchen island seats another 7. -- Multiple outdoor dining tables and lounge areas. -- Modern kitchen with high-end appliances plus a full complement of dishware, cookware, cutlery, and small appliances. Our private chefs love this kitchen! -- Elevated pool deck with infinity pool and heated spa. -- Access to a members-only Fitness Studio 15 minutes away. -- Complimentary snorkel equipment is provided for all guests upon request. Wander the secluded shoreline and discover what it’s like to have the beach almost to yourself, or rub elbows with islanders at local spots like the Czech-Inn Grill, South Coast, or Grape Tree Café. *Note: All weekly stays receive a mid-stay light cleaning to be scheduled with the property manager upon arrival. **Single and tandem kayaks are available for discounted rental. A signed waiver is required. ===================== *** NEARBY ATTRACTIONS *** -- 0.5 miles to the Czech Inn Grill -- 4.2 miles to the grocery store, Foster’s Countryside -- 5.1 miles to Spotts Beach -- 6.3 miles from our Welcome Center -- 11.2 miles to Smith’s Barcadere -- 13.0 miles to Seven Mile Beach or shopping & dining at Camana Bay. -- 11.5 miles to La Casita and Tukka East -- 11.0 miles (24 min drive) from Owen Roberts Int’l Airport (GCM) -- 16.0 miles to the Rum Point Club, The Kaibo, or Starfish Point *** GETTING AROUND *** A rental car is highly recommended. Taxi cabs are unreliable and expensive outside of town and Seven Mile Beach. Plus, there is no Uber or Lyft on the island. For rental cars, we recommend Avis, Marshalls, or Hertz. *** RATE DETAILS *** -- 13% Occupancy Tax added to all rates. -- 12.90% Villa Concierge & Service Fee is added to all rates. -- A Departure Cleaning Fee is added to all rates. *** BOOKING RULES *** -- Christmas & New Year’s are split into two rental periods. Please inquire about your travel dates before booking. -- Shorter stays may be available but subject to a higher cleaning fee. Please inquire before booking. -- Must be 25 years or older to book and must occupy the property during the entire stay. -- Check-in is at 3:00 pm. -- Check-out is at 10:00 am. *** GUEST SERVICES PERKS *** The Villa Concierge & Service Fee includes your Guest Services Membership. ***Member Benefits*** -- Free snorkel equipment during your stay for all members of your group -- 10% early bird discount towards a private charter to Stingray City -- Guest Benefits Card for 10% discounts at restaurants, watersport rentals, excursions, and more -- Centralized on-island Welcome Center with guest-only gym and business hub -- Business Hub with iMacs, printer, scanner, & FedEx/DHL supplies -- Guest parcel receipt & hold for check-in -- Jacques Scott Wine & Spirits pre-order & hold for check-in -- Referral to preferred vendors, guest services desk assistance -- Airport arrival Fast-Track VIP Process (fee charged by CAA) -- Special event/dinner reservations At-Villa Benefits -- Welcome amenity basket of locally sourced treats -- Free baby gear for us during your stay: pack-n-plays, booster seats, & baby gates -- Complimentary early check-in, if no check-out on the same day -- Day-after-arrival guest services follow-up -- Gilchrist & Soames bath products -- Mid-stay light cleaning for weekly stays only -- Pre-stocking of groceries & beverages (delivery fee applies) -- Arrange chefs, cooks, babysitting & family photography -- $3,000 of Accidental Villa Damage Protection -- Additional single/tandem kayaks available for discounted rental* *Signed waiver required. *** VILLA CLEANING & SANITATION *** All villas are cleaned and sanitized before each guest’s arrival. We also ask our owners to provide a starter supply of extra cleaning products. Additional housekeeping services can be purchased after booking in 3-hour time blocks. Scheduling may be coordinated with your property manager upon arrival. ***BEACH NOTES*** All beaches in Grand Cayman are technically public since the Crown owns up to the high watermark. Please note that the beach or water entry behind your property may vary slightly from the images displayed due to changes in weather and tide patterns. The next-door beach is also always available for your use. We advise guests to wear foot protection (pool socks or aqua shoes) when entering the ocean to avoid injury on coral heads, ironshore, or rocks. ***SARGASSUM ADVISORY*** Beaches in Grand Cayman may also experience floating ocean debris and sargassum weed seasonally. Sargassum is a generally harmless floating seaweed that has increased in frequency in recent years. Although sargassum is an unsightly nuisance, it is largely seasonal in summer. Our owners do make efforts to remove heavy sargassum and will have the beach raked prior to your arrival--we try our best to work around Mother Nature.

Coastal Charm

North Side, KY
3 Bedrooms 9 Guests
Aug 26 - 31
$604 night

***Property Description*** Welcome to Coastal Charm, a newly constructed 3-bedroom home nestled along Grand Cayman’s tranquil North Side. Thoughtfully designed with modern coastal elegance, this inviting retreat offers the perfect blend of comfort, style, and island serenity—ideal for families or small groups seeking a relaxing Caribbean escape. Step inside to an airy open-concept living space where floor-to-ceiling glass doors frame sweeping ocean views, filling the home with natural light. The seamless flow between the living area, dining area, and gourmet kitchen creates a welcoming gathering space. The kitchen features high-end appliances, a spacious island with seating, and everything needed to prepare meals with ease—whether you’re enjoying a casual breakfast indoors or an island cookout at sunset. The living area is designed for both comfort and style, with plush seating, warm natural textures, and calming neutral tones that reflect the beauty of the surrounding coastline. The home is equipped with central air conditioning, fiber optic wifi, and cable SmartTVs to keep you cool and connected during your stay. Just beyond, the tropical outdoors invites you to unwind, with a private pool, lounge seating, and reef-protected snorkeling in the crystal-clear Caribbean waters—perfect for swimming, kayaking, or simply soaking in the view. Coastal Charm offers three well-appointed bedroom suites designed for cloud-nine comfort. Each room provides a peaceful retreat after a day in the sun, with quality furnishings and a soothing coastal aesthetic. **Sleeping Arrangements** (Sleeps 9 guests, 6 adults max) -- Bedroom 1: lower level, ocean view, king bed, HD TV, walk-out access to pool deck, ensuite with double vanity and shower. -- Bedroom 2: upper level, ocean view, king bed, HD TV, ensuite with shower. -- Bedroom 3: upper level, ocean view, twin over queen bunk bed, HD TV, ensuite with shower. -- Additional Bedding: sleeper sofa in upper den, suitable for 2 children only. Located in the peaceful North Side, Coastal Charm offers a more secluded island experience while still being within easy driving distance of local attractions, dining, and adventure. Spend your days at the Rum Point Club snorkeling along the pier, dining with your toes in the sand, or staying in for a relaxing day in your oceanfront oasis. Whether you’re seeking quiet mornings by the water, memorable family antics, or a stylish island getaway, Coastal Charm delivers a refined yet laid-back Caribbean experience you won’t forget. *Notes: 1) Housekeeping can be added after booking; 2) Cruiser bikes for adults and kids, plus kayaks, are available for discounted rental. A signed waiver is required. =================== ***NEARBY ATTRACTIONS*** -- 2-minute drive east to the nearest grocery, Chisholm’s Grocery. -- 6-minute drive east to Over the Edge restaurant and Cayman Crystal Caves -- 7-minute drive west to Rum Point Beach and Bioluminescent Bay -- 9-minute drive west to the Kaibo Beach Bar & Grill & Starfish Point -- 10-minute drive from our Welcome Center -- 15-minute drive to the nearest supermarket, Foster’s Express -- 19-minute drive to Tukka East Restaurant & Bar and the Cayman Parrot Sanctuary -- 21-minute drive to La Casita Taco & Tequilla Bar -- 45-minute drive from Owen Roberts Airport (GCM) ***GETTING AROUND*** The entire island is only 22 miles wide, so you are never too far from anywhere on Grand Cayman. However, a rental car is highly recommended. Taxis are unreliable and expensive beyond Seven Mile Beach. Plus, there is no Uber or Lyft on the island. For rental cars, we recommend Budget Cayman, Avis, or Marshalls. We’ll provide a 20% promo code for any rentals at Budget Cayman after booking. You can also rent kids’ or adult bikes to cruise the shoreline. Helmets and locks provided. ***RATE DETAILS*** -- 13% Occupancy Tax added to rates. -- 10% Guest Service Fee added to rates. -- Accidental Damage Protection added to rates. -- A Departure Cleaning Fee is required for all stays. ***BOOKING RULES*** -- Christmas & New Year’s dates are split into two rental periods. Please inquire about your travel dates before booking. -- Shorter stays are welcome but subject to a higher cleaning fee. Please inquire to book. -- Must be 25 years or older to book and must occupy the property during the entire stay. ***VILLA CLEANING*** All villas are cleaned and sanitized before each guest’s arrival. We also ask our owners to provide a starter supply of extra cleaning products. Additional housekeeping services can be purchased after booking in 3-hour time blocks. Scheduling will be coordinated with your property manager on arrival. ***BEACH NOTES*** All beaches in Grand Cayman are technically public since the Crown owns up to the high-water mark. The shoreline quality behind your property may vary slightly from the images on our website due to shifting tides and weather patterns. The beach next door is also always available for your use. The homes on the oceanfront in Rum Point offer great reef-protected snorkeling. The beaches usually have plenty of white sand, but can also have spots of rocky “ironshore”. We recommend wearing pool shoes or fins for foot protection. The big draw to this area is the Rum Point Club, a public beachfront destination with beach service, food + drinks, a gift shop, excursions, and snorkeling. Also nearby is the Kaibo, another seaside dining spot with a cafe, beach bar & grill, and a fine dining restaurant. ***OCEAN DEBRIS & SARGASSUM*** Beaches in Grand Cayman may also experience floating ocean debris and sargassum weed seasonally. Sargassum is a generally harmless floating seaweed that has increased in frequency in recent years. Although sargassum is an unsightly nuisance, it is largely seasonal in summer. Our owners do make efforts to remove heavy sargassum and will have the beach raked prior to your arrival-- we try our best to work around Mother Nature.

Fischers Reef

Rum Point, KY
8 Bedrooms 20 Guests
Nov 21 - 28
$6,089 night

***Property Overview*** Located just a mile from the famous Rum Point Club, Fischer’s Reef is a perfectly designed 8-bedroom oceanfront villa ideal for large families or group getaways. The villa’s unique floor plan allows guests to spread out in ample style with multiple living and sleeping areas. A wide staircase separates the floors meaning the noise from one floor won’t reach the others. Renovations completed include luxurious features such as an oceanfront infinity pool with optional heat, beach cabana, multiple indoor and outdoor dining areas, two separate 75-inch LED TVs, and a Sonos home theater system. For remote working professionals, a new high-speed fiber internet connection has been wired to the property. Multiple users and devices can now connect to the web to work or learn remotely with reliable speeds and increased bandwidth. All the attention to detail makes Fischer’s Reef a wonderful venue for entertaining and relaxation. ***Bedroom & Bathroom Layout*** (Sleeps 18 guests total, 14 adults max) -- King Suite #1: Main-level suite with a king bed, garden views, and an ensuite bath. -- King Suite #2: Main-level suite with a king bed, partial ocean views, and an ensuite bath. -- King Suite #3: Pool-level suite with a king bed, ocean views, and an ensuite bath. -- Queen Suite #1: Pool-level suite with a queen bed, ocean views, and an ensuite bath. -- Queen Suite #2: Pool-level suite with a queen bed, ocean views, and an ensuite bath. -- Queen Suite #3: Pool-level suite with a queen bed, garden views, and an ensuite bath with a shower tub combo. -- Twin Bunk Suite: Pool-level suite with two sets of twin over twin bunk beds and an ensuite bath with a shower tub combo. -- The living area also has a sleeper sofa. ***Fischer’s Reef Notable Amenities*** -- Fischer’s Reef is located within a designated marine park teeming with abundant marine life just steps off the infinity pool. Strap on your snorkel gear and go exploring, but please wear pool shoes for protection and avoid damaging the corals! -- Sandy beach with oceanside cabana and hammocks for hours of relaxing by the sea -- Wonderful sunrises and plenty of privacy -- Spectacular stargazing with minimal light interference -- The indoor living and dining areas upstairs are furnished with high-quality upholstered furniture and decor -- Large modern kitchen on the upper level with a spacious refrigerator, small upright freezer, gas range, microwave, two dishwashers, wine fridge, drip coffee makers, a Keurig, a Nespresso, and ample counter space -- Breakfast table for 8 and two large dining room tables seats 20; both with ocean views -- Oversized great room with multiple couches and living areas allow room for large families to spread out -- Exterior spiral staircase connects the balcony with the pool deck while providing wonderful elevated views of the beach and reef -- Pool-level living area features a kitchenette with a coffee center and microwave, dining table with seating for 6, plus a 75" LED TV for movies, games and sporting events -- Blu-Ray player and Apple TV on each level -- Laundry rooms upstairs and downstairs -- Fiber optic wifi connection with increased speed for multiple device streaming -- 7-zone central air conditioning -- Heated pool set to 88 degrees; additional heat to 88-92 degrees available during winter months for $500/week surcharge -- Home security system available -- Small deposit safe for guest valuables -- 1 single kayak & 1 tandem kayak included with the villa -- Additional tandem kayaks are available for discounted rental. Signed waiver is required. A local professional property manager resides on-site in the small cottage near the gated entrance. Manager’s cottage is heavily landscaped and separated from the villa. Close enough to reach out in case of emergency, but far enough away so as to respect your privacy. Owner requires Saturday-to-Saturday bookings unless otherwise pre-approved. ============== ***Rate Details*** -- 13% Occupancy Tax is added to all rates. -- 12.90% Villa Concierge & Service Fee is added to all rates. -- A Departure Cleaning Fee is added to all rates. ***Booking Rules*** -- Christmas & New Year’s dates are split into two rental periods. Please inquire with your travel dates prior to booking. -- Shorter stays may be available but subject to a higher cleaning fee. Please inquire before booking. -- Must be 25 years or older to book and must occupy the property during the entire stay. -- Check-in is at 3:00 pm. -- Check-out is at 10:00 am. ***Grand Cayman Villas & Condos Guest Services*** The Villa Concierge & Service Fee includes your Guest Services Membership. Member Benefits -- Centralized on-island Guest Services & Welcome Center -- Unlimited use of Private Fitness Center (18+ yrs.) -- Business Center Access: computers, printer, scanner, & FedEx/DHL supplies -- Proprietary Guest benefit & discount card -- 10% advance booking discount for private charter -- Complimentary use of snorkel equipment -- Guest parcel receipt & hold for check-in -- Jacques Scott Wine & Spirits pre-order & hold for check-in -- Airport arrival Fast-Track VIP Process (fee charged by CAA) -- Arrange airport pick-up & rental vehicles (fee applies) -- Special event/dinner reservations At-Villa Benefits -- Welcome amenity basket/arrangement -- Complimentary early check-in, if no check-out on the same day -- Day-after-arrival & mid-week guest services follow-up -- Complimentary use of Apple TVs, BlueTooth speakers, beverage coolers -- Gilchrist & Soames bath products -- Pre-stocking of groceries & beverages (delivery fee applies) -- Arrange chefs, cooks, babysitting & family photography -- $2,500 of Accidental Villa Damage Protection -- Complimentary pack-n-plays, booster seats, & baby gates -- Additional kayaks available for discounted rental* *Signed waiver required. ============ ***Villa Cleaning & Sanitation*** All villas are cleaned and sanitized prior to each guest’s arrival. We also ask our owners to provide a starter supply of extra cleaning products. Additional housekeeping services can be purchased after booking in 3-hour time blocks. Scheduling may be coordinated with your property manager upon arrival. ***Beach Notes*** All beaches in Grand Cayman are technically public since the Crown owns up to the high watermark. Be advised, the beach or water entry behind your property may vary slightly from the images displayed due to shifting weather and tide patterns. The next-door beach is also always available for your use. We advise guests to wear foot protection (pool socks or aqua shoes) when entering the ocean to avoid injury on coral heads, ironshore, or rocks. ***Ocean Debris & Sargassum Seaweed*** Beaches in Grand Cayman may also experience floating ocean debris and sargassum weed seasonally. Sargassum is a generally harmless floating seaweed that has increased in frequency in recent years. Although sargassum is an unsightly nuisance, it is largely seasonal in summer. Our owners do make efforts to remove heavy sargassum and will have the beach raked prior to your arrival. We try our best to work around Mother Nature.

Timeless Paradise

Rum Point, KY
11 Bedrooms 28 Guests
Aug 26 - 31
$3,444 night

*** PROPERTY OVERVIEW *** Discover unparalleled Caribbean grandeur and indulge in luxurious island living at this exclusive vacation villa, nestled in the prestigious Rum Point neighborhood. This beachfront paradise is more than just a home; it’s an experience you won’t soon forget. Welcome to Timeless Paradise. This newly constructed, 3-story ocean estate stands 18 feet above sea level and spans an astounding 15,000 square feet. All 11 bedrooms and 13 bathrooms were meticulously designed with lavish fixtures and designer furnishings. Upon entering through the grand entryway, you’ll be greeted with elevated panoramic ocean views that will leave you breathless. The villa’s open floor plan, punctuated with eleven-foot ceilings and a stunning blue granite accent wall, offers seamless flow from the kitchen, dining, and living areas. The villa’s 11-bedroom suites are spread across 3 stories with 2 on the main level, 6 on the upper level, and 3 on the lower level. **Sleeping Arrangements** (Licensed to sleep 24 adults, 28 guests max.) -- Bedroom #1: main level, primary suite, ocean views, king platform bed, television + soundbar, walkout access to the veranda lounge and pool deck, ensuite with dual vanity, deep soaking tub, and glass shower with water wand plus rainfall shower head. -- Bedroom #2: main level, island views, four full-sized beds, ensuite with shower. -- Bedroom #3: upper level, ocean views, king bed, television, walkout access to the west veranda balcony, ensuite with dual vanity and walk-in shower. -- Bedroom #4: upper level, ocean views, king bed, television, walkout access to a shared balcony, ensuite with dual vanity and walk-in shower. -- Bedroom #5: upper level, ocean views, king bed, television, walkout access to a shared balcony, ensuite with dual vanity and walk-in shower. -- Bedroom #6: upper level, ocean views, king bed, television, walkout access to the east veranda balcony, ensuite with dual vanity and walk-in shower. -- Bedroom #7: upper level, island views, king bed, television, ensuite with walk-in shower. -- Bedroom #8: upper level, island views, king bed, television, ensuite with walk-in shower. -- Bedroom #9: lower level, king bed, television, ensuite with walk-in shower. -- Bedroom #10: lower level, king bed + queen daybed, television, ensuite with walk-in shower. -- Bedroom #11: lower level, king bed, television, shares downstairs full bathroom equipped with a walk-in shower. For resort-like features, this villa has it all. Bask along the freshwater pool and sun deck complete with plush loungers, day beds, and comfy lounge seating. The lower level features a 17-seat projection cinema with leather recliners, perfect for movie nights or big sporting events. The lower-level game room is sure to wow younger guests, complete with tabletop games (billiards, ping pong, and air hockey) and a video arcade. A fully-equipped gym with a sauna is also available for vacationing fitness enthusiasts. A 7-zone air conditioning system and high-speed wifi will keep everyone cool and connected throughout their stay. A state-of-the-art kitchen comes equipped with top-of-the-line Thor appliances, quartz countertops, and a full butler’s pantry. A second full kitchen is located on the lower level, complete with appliances, island seating, and a dining table for 10 guests. The outdoor kitchen pavilion along the pool deck will delight grill masters with a suite of appliances and a propane grill. Elevate your stay and hire a private gourmet chef for a night of fine dining or poolside brunch service. The formal dining area seats 14 guests, and the veranda dining tables seat 12. This unmatched beachfront estate is the epitome of luxury, comfort, and smart home technology, offering you an unforgettable vacation experience. *Note: Bike rentals and single/tandem kayaks are available for discounted rental. A signed waiver is required. ==================== *** RATE DETAILS *** -- 13% Occupancy Tax added to all rates. -- 12.90% Service Fee is added to all rates. -- A Departure Cleaning Fee is added to all rates. *** BOOKING RULES *** -- Christmas & New Year’s dates are split into two rental periods. Please inquire about your travel dates before booking. -- Shorter stays are welcome but subject to a higher cleaning fee. Please inquire before booking. -- Must be 25 years or older to book and must occupy the property during the entire stay. -- Check in is 4:00 pm; Check out is 10:00 am ***GCVC GUEST SERVICES*** The 12.90% Service Fee includes your Guest Services Membership. Member Benefits -- Platinum Concierge services - upon confirmation, before arrival, and during your stay. -- Centralized on-island Guest Services and Welcome Center. -- Complimentary use of snorkel equipment. -- 10% Advance Booking Discount towards a private charter. -- Guest benefit card for 10% discount at restaurants and local vendors. -- Unlimited use of our private Fitness Center (must be 18 or over). -- Business Center Access: computers, printer, scanner, & Fedex/DHL supplies. -- Airport fast-track VIP arrival (fee charged by CAA) -- Arrange airport pick-up & rental vehicles (fee applies) -- Guest parcel receipt & hold at check-in -- Jacques Scott Wine & Spirits pre-order & hold for check-in -- Special event/dinner reservations At-Villa Benefits -- Welcome amenity basket with local products. -- Pre-stocking of groceries & beverages (delivery fee applies). -- Complimentary early check-in, if no check-out on the same day. -- Complimentary (delivered) pack-n-plays, booster seats, & baby gates. -- Day-after-arrival & mid-week guest services follow-up. -- Complimentary use of Apple TVs, Bluetooth speakers, beverage coolers, and more. -- Gilchrist & Soames bath products. -- Complimentary memory foam roll-away bed delivery. -- Arrange private chefs, family-style cooks, babysitting, or group photography. -- $5,000 of Accidental Villa Damage Protection. -- Tandem kayaks available for discounted rental; signed waiver required. ***NEARBY ATTRACTIONS*** -- 3-minute drive to the nearest grocery store, Chisholm’s Grocery. -- 7-minute drive east to Over the Edge restaurant and Cayman Crystal Caves -- 6.2 miles from our Guest Services & Welcome Center -- 2.6 miles west to the Rum Point Club and Bioluminescent Bay -- 3.6 miles to the Kaibo Beach Bar & Grill & Starfish Point -- 10 miles east to the nearest supermarket, Foster’s Express, and the resorts at Morritts and Wyndham Reef Resort. -- 12.1 miles to Tukka East Restaurant & Bar and the Cayman Parrot Sanctuary -- 13 miles to La Casita Taco & Tequilla Bar -- 24 miles (45-minute drive) from Owen Roberts Airport (GCM) ***GETTING AROUND*** A rental car is highly recommended. Taxi cabs are unreliable and expensive outside of town and Seven Mile Beach. Plus, there is no Uber or Lyft on the island. For rental cars, we recommend Budget, Marshalls, or Hertz. *** BEACH NOTES *** All beaches in Grand Cayman are technically public, since the Crown extends to the high-water mark. Be advised that the beach or water entry behind your property may vary slightly from the images displayed due to shifting weather and tide patterns. The next-door beach is also always available for your use. We advise guests to wear foot protection (pool socks or aqua shoes) when entering the ocean to avoid injury on coral heads, ironshore, or rocks. *** OCEAN DEBRIS & SARGASSUM SEAWEED *** Beaches in Grand Cayman may also experience floating ocean debris and sargassum weed seasonally. Sargassum is a generally harmless floating seaweed that has increased in frequency in recent years. Although sargassum is an unsightly nuisance, it is largely seasonal in summer. Our owners do make efforts to remove heavy sargassum and will have the beach raked prior to your arrival. We try our best to work around Mother Nature.

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