Large group vacation rentals in Big Pine Key, FL

Explore 266 large group vacation rentals, homes, and villas in Big Pine Key, FL 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 Best Affordable Homes. 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 $104 per night and homes offering up to 8 bedrooms and 8 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.

266 Great for Groups in Big Pine Key

Fishermen’s Paradise | Pool, 220’ Dock & Open-Water Views

Big Pine Key, FL, US
3 Bedrooms 8 Guests
Aug 31 - Sep 2
$638 night

Welcome to Fishermen’s Paradise, a beautifully appointed open-water retreat on Big Pine Key. Enjoy a private heated pool, 220 feet of dockage for one guest boat, outstanding access to the backcountry, Gulf and Atlantic, and frequent visits from the island’s famous Key Deer. This Lower Keys escape is designed for unforgettable days on and off the water. Welcome to your perfect island retreat on Big Pine Key. Freshly remodeled and thoughtfully designed, this three-bedroom, four-bath waterfront home combines modern comfort with the natural beauty of the Lower Florida Keys. With 2,000 square feet of elevated living space, a private resort-style pool, private dockage for one guest boat and sweeping open-water views, this is the ideal place to relax, explore and enjoy life on the water. Boaters and anglers will appreciate the exceptional waterfront setup. Guests are welcome to dock one boat at the property during their stay, in accordance with Monroe County regulations. The 220-foot dock offers some of the best boating access in the Lower Keys, with approximately 5 feet of water depth at the end of the dock. Amenities include a step-down platform, swim ladder, power, water and an outdoor shower for rinsing off after a day on the water. From here, you’ll enjoy quick access to the backcountry flats, Gulf waters and the Atlantic, making it easy to spend your days fishing, diving, snorkeling or exploring the countless islands and sandbars that make the Lower Keys so special. Anglers will appreciate the dedicated bait freezer located in the downstairs storage, along with a selection of fishing rods available for guest use. After a day on the water, enjoy a game of cornhole while taking in the waterfront setting. Want to explore beyond the boat? A local outfitter can deliver bikes, kayaks and paddleboards directly to the property. Your property manager can also provide recommendations for fishing charters, boat rentals and other local adventures. Inside, you’ll find a beautifully updated kitchen equipped for everything from quick breakfasts to fresh-catch dinners. A wine cooler and small ice maker make entertaining easy. To make your arrival even more relaxing, guests may arrange grocery delivery through their preferred delivery service before check-in, and we’ll gladly place everything inside the home so your vacation can begin the moment you walk through the door. Each bedroom serves as a private retreat with its own en-suite bathroom, generous storage space and smart TV with DirecTV Stream. Outside, unwind by the resort-style pool and take in the open-water views. The pool is heated from mid-October through mid-April, making it comfortable to enjoy during the cooler months. A selection of pool toys adds to the fun for guests of all ages. Keep an eye out for the island’s famous Key Deer, which are frequently spotted passing through the property. Found only in the Lower Florida Keys, these endangered miniature deer provide a unique wildlife-viewing opportunity that many guests remember long after their stay. **Sleeping Accommodations** • Primary Suite: King bed and large tub/shower combination • Guest Suite 1: Queen bed plus oversized twin chair/sleeper and tub/shower combination • Guest Suite 2: Queen bed with private shower • Living Room: Queen sleeper sofa Big Pine Key is home to the National Key Deer Refuge, miles of scenic bike paths, excellent kayaking trails and some of the most pristine natural landscapes in the Florida Keys. Conveniently located near local restaurants, shops and marinas, the home is just 20 miles from Marathon, 31 miles from Key West and only 5 miles from Bahia Honda State Park, widely regarded as one of the most beautiful beaches in the Florida Keys. Spend your days boating, fishing, snorkeling, kayaking, wildlife watching or simply relaxing poolside with water views. Whether you’re planning a fishing trip, a family getaway or a relaxing escape by the water, this exceptional waterfront home offers the perfect setting for an unforgettable Keys vacation. **Good to Know** • Primary renter must be at least 25 years old and sign a rental agreement. • Maximum overnight occupancy is 8 guests. • All guests must be registered with the property manager. • No smoking or pets permitted. • Guests may bring and dock one boat and trailer during their stay, in accordance with Monroe County regulations. • The home is fully licensed for short-term vacation rentals, and all required county and state taxes are collected regardless of booking platform. • Shorter stays may be available when calendar openings permit.

Manatee Watch | 5 bedrooms, pool, ocean access

Big Pine Key, FL, US
5 Bedrooms 12 Guests
Sep 13 - Oct 11
$415 night

Gorgeous pool, big dock & easy ocean access from this 5 bed/4 bath home on Big Pine Key Discover your dream waterfront getaway on Big Pine Key! This impeccably updated 5-bedroom, 4-bathroom boating home offers unparalleled luxury and convenience, just seconds away from Pine Channel on the oceanside of Big Pine Key. Nestled just four houses in from Pine Channel, this stunning property features a breathtaking custom pool and spa, perfect for unwinding after a day of exploring the pristine waters. With a 60-foot concrete dock equipped with large piles with fenders, accommodating your big boat has never been easier. Convenient steps lead down into the deep water 70-foot wide canal, providing effortless access for swimming, kayaking, or paddleboarding. And keep your eyes peeled for endangered manatees, frequent visitors to the clear, deep canal. Boasting 2,400 square feet of meticulously designed living space, this isn’t your average Keys rental! The main floor features a king en suite with walk-in closet and a second king bedroom, plus a full bath off the hall. Upstairs, discover three additional bedrooms, including a king en suite with sleeper sofa, desk, large TV with game console and balcony with panoramic open water views. With two queen beds in the 2nd upstairs bedroom, another queen bed in the third and a full bath and seating area off the hall, there’s ample space for everyone to relax in comfort. Indulge your culinary aspirations in the fully equipped kitchen, complete with modern appliances including an instant pot, sous vide, and KitchenAid stand-alone mixer. Enjoy meals at the breakfast bar for three or gather around the dining room table that comfortably seats six. For outdoor dining, head to the poolside area. Unwind on one of the two covered porches, each offering peekaboo views of the open water. The waterfront custom pool and spa, featuring a waterfall and tanning ledge, provide the ultimate relaxation spot. Completed in March 2023, the pool measures 14 by 30 feet and boasts a stunning finish with pebble tech and custom tile. The spa backs up to a custom bar with a quartzite countertop, offering the perfect vantage point for soaking in the views of the pool and canal. There’s lockable storage downstairs for all of your gear, plus parking for three vehicles and a boat trailer. Experience luxury living on Big Pine Key – book your stay at this spectacular vacation rental today! The primary guest must sign a rental agreement. This is a minimum 28-day rental per county ordinance. Proper county and state taxes are collected regardless of booking platform. Renter must be 25 or older. Overnight occupancy is limited to a maximum of 12 people, and all overnight guests need to be registered with the property manager. Well-behaved dog permitted with manager’s approval and payment of nonrefundable $250 fee. No smoking. There’s a cap on electricity ($300) and water/sewer ($200). Pool heat available upon request for an additional charge.

Hellenga Haven | Waterfront pool home

Big Pine Key, FL, US
3 Bedrooms 8 Guests
Aug 31 - Sep 28
$415 night

Amazing 3 bed/3 bath waterfront retreat with pool & dockage on Big Pine Key Indulge in the ultimate escape at this secluded monthly vacation rental on Big Pine Key. Nestled in serenity, this hidden gem sits on the open water close to Bogie Channel and offers a tranquil retreat away from the hustle and bustle. Immerse yourself in luxury with a private pool, perfect for refreshing dips on warm days. Situated on a large lot, this property boasts 100 feet of dockage, providing ample space for water enthusiasts to dock their boats and embark on aquatic adventures. The primary suite is a haven of comfort, featuring a king bed, an en-suite bathroom and a day bed with trundle. The 2nd and 3rd bedrooms are equally inviting and outfitted with two queen beds each to ensure a restful night’s sleep for all. The living area is generously spacious, providing a comfortable setting for socializing and relaxation. Step outside to the covered porch, where you can unwind amidst the beauty of the natural surroundings. This vacation rental seamlessly combines convenience and luxury for a truly rejuvenating stay. Escape to the tranquility of Big Pine Key and experience the epitome of relaxation at this secluded oasis, complete with a pool, open water views, and all the amenities needed for an unforgettable vacation. Big Pine Key strikes a perfect balance between nature and convenience, with stores and restaurants surrounded by miles of biking and walking trails, tropical hardwood, and pine forests. The island’s National Key Deer Refuge, home to 20 endangered species, including the iconic Key Deer, enhances the natural beauty of this open water retreat. The primary guest must sign a rental agreement. This is a 28-day minimum rental per county ordinance. Proper county and state taxes are collected regardless of booking platform. Renter must be 25 or older. Overnight occupancy is limited to a maximum of 8 people, and all guests need to be registered with the property manager. Absolutely no smoking or pets. There’s a cap on electric ($300) and water/sewer ($200). Pool heat is available upon request at an additional cost of $400 per month.

Bahama Breeze in the Keys

Cudjoe Key, FL, US
2 Bedrooms 6 Guests
Aug 31 - Sep 28
$249 night

Oceanside monthly rental in the Lower Florida Keys with 60 feet of concrete dockage, bait freezer, fish-cleaning station, and quick open-water access — ideal for anglers, boaters, and extended Keys stays. Welcome to Bahama Breeze in the Keys, a relaxed oceanside retreat designed for extended stays in the heart of Cudjoe Key. Tucked into a quiet residential neighborhood, this waterfront home blends island comfort with excellent boating access and easygoing coastal living. Inside, the open and airy layout features warm pine floors, vaulted ceilings, and two distinct living areas — perfect for spreading out, entertaining, or unwinding after a day on the water. The updated kitchen is equipped with stainless-steel appliances and quartz countertops, making everything from casual breakfasts to sunset dinners effortless. The main level offers two king bedrooms, comfortably furnished for restful nights, along with a shared full bathroom. A spiral staircase leads to a cozy open loft with a full-size bed, ideal for additional guests. The great room also includes a comfortable fold-out sofa, plus a convenient half bath off the living area. Outdoor living is where Bahama Breeze in the Keys truly shines. A wrap-around covered porch, accessible from every room, invites you to enjoy cooling sea breezes throughout the winter months. Boaters and anglers will appreciate: - 60 feet of concrete dockage - Swim ladder - Fish-cleaning station - Bait freezer and ice maker - Lots of outdoor seating - Outdoor shower with hot and cold water - Gas grill - Fully fenced yard Whether you’re heading out at sunrise or winding down dockside in the evening, everything is in place for effortless Keys living. Comforts & Amenities: - High-speed internet - Smart TVs in the living room, both bedrooms and the loft - Lockable storage shed for personal items or outdoor gear - Contact-free check-in and check-out Important Notes & Rental Details: - Minimum 28-day stay required by Monroe County ordinance - Primary guest must sign a rental agreement, regardless of booking platform - Proper county and state taxes collected, regardless of booking platform - Primary renter must be 25+ years old - Maximum overnight occupancy: 6 guests - No smoking on the property - One small or medium dog permitted with manager approval and a $250 nonrefundable fee. No cats. - The downstairs storage, davits and kayaks are not available for renter use. - Utilities included with caps on usage of $300 for electric and $150 for water Bahama Breeze in the Keys is ideal for guests seeking a true long-term oceanside Keys experience — where boating days, porch evenings and unhurried island living come together effortlessly. Guests have exclusive use of the entire home. A car is recommended. There is a city bus that runs from Key West to Marathon several times a day. The Lower Keys have ride-share services and limited taxi service.

Paradise Found | Pet friendly, boating on Cudjoe

Cudjoe Key, FL, US
3 Bedrooms 6 Guests
Aug 31 - Sep 28
$188 night

Pet-friendly 3 bed/2 bath boating home on Cudjoe Key Canalfront 3 bedroom/2 bathroom home with excellent oceanside boating access. Open floor plan with a large kitchen, stainless appliances, plank flooring, beautiful tray ceiling over the living area and large windows. French doors out to the covered porch with seating overlooking the canal. Super-comfortable reclining sectional with 55-inch TV in the living room. Satellite TV and high-speed Internet and WiFi. Master suite has a king bed, walk-in closet, double sinks and a shower. Second bedroom (king bed) and third bedroom (queen bed) share the hall bathroom with a shower/tub combo. 30-foot concrete dock. Concrete pad underneath the house. Plenty of off-street parking for your vehicles and trailer. No outside storage. Please note: This home requires a minimum 28-day stay per county ordinance. Proper county and state taxes are collected regardless of booking platform. Primary renter must be 25 or older. Overnight occupancy is limited to 6 people, and all overnight guests need to be registered with the property manager. No smoking. One pet permitted with manager approval and nonrefundable $250 pet fee. There’s a cap on electric ($250) and water/sewer ($150). Guests have the house to themselves. A car is recommended. There is a city bus that runs from Key West to Marathon several times a day. The Lower Keys have limited taxi service and Uber/Lyft.

Sailfish Retreat | Cudjoe Key canalfront getaway

Cudjoe Key, FL, US
3 Bedrooms 6 Guests
Sep 30 - Oct 28
$232 night

Beautiful 3 bedroom, 2 bathroom canalfront home on Cudjoe Key Welcome to your perfect waterfront retreat on Cudjoe Key! This like-new 3 bedroom/2 bathroom monthly rental is situated on a boating canal with a short run to open water, offering you a slice of paradise with endless opportunities for relaxation and adventure. As you step into the spacious living area, you’ll immediately feel at home with a huge leather reclining sectional. The well-stocked kitchen and dining area, with seating for 4 at the table and 4 at the breakfast bar, make mealtime a breeze. The three large bedrooms provide comfort and privacy in the following setup: - King bed in the primary, with en-suite bath with soaking tub, separate shower and walk-in closet. - Queen bed in the 2nd bedroom (shared full bath off hallway) - 2 twin beds in the 3rd bedroom (shared full bath off hallway) Step outside onto the covered porch to soak in the tropical atmosphere. Stay connected with high-speed Internet and WiFi. Bring your own streaming services or enjoy the offerings on the flat-screen smart TVs in the living area and each bedroom. A ride down the canal from the concrete dock takes you to Cudjoe Bay and a 20-minute run to the reef, or take a short journey through Bow or Kemp channels, which open up the backcountry for your exploration. Cook your catch on the gas grill and dine al fresco in the shade. The boat lift (not pictured) and downstairs storage are for owner use only. There’s room for a 25-foot boat at the dock. Whether you’re an angler or just looking for a serene waterfront escape, this monthly rental on Cudjoe Key is your gateway to the ultimate Florida Keys experience. Book now and create lasting memories in this waterfront paradise! Cudjoe Key is a laid-back island just 22 miles away from the excitement of downtown Key West. Some of the best restaurants in the Lower Keys are found here, including the famous Square Grouper and island steakhouse Broil. There are public and private boat ramps nearby. A large grocery store is just a few miles away. Please note: The primary guest must sign a rental agreement regardless of booking platform. This home requires a minimum 28-day stay per county ordinance. Proper county and state taxes are collected regardless of booking platform. Renter must be 25 or older. Overnight occupancy is limited to a maximum of 6 people, and all guests need to be registered with the property manager. No smoking. One small dog permitted with $250 pet fee and manager approval. There’s a cap on electric ($250) and water/sewer ($150).

Villa Jekjak

Summerland Key, FL, US
4 Bedrooms 8 Guests
Oct 31 - Nov 28
$746 night

Villa Jekjak- 4 BDR, luxury residence with pool & beach Enjoy the unobstructed 270-degree ocean view in this newly renovated beachfront residence. Located in the most exclusive part of Cudjoe Gardens this 2- story house is surrounded by the water on 3 sides. Three bedrooms and two bathrooms are impressively decorated in a soft coastal palette and are located on the second main living floor. Amble of natural light emphasizes the open and easy-flowing design of the main floor. Well-equipped chefs kitchen has top-of-the-line appliances and is a perfect retreat for culinary-inspired guests. Highlighted by the walls of glass doors, Family Friendly floorplan combines the living room, dining room and opens to the oceanfront terrace.  The vaulted ceiling adds great drama to the space. Light & Airy Master Suite features King Bed, a private Master Bathroom with a stand-up shower, and a large walk-in closet. The guest wing offers generously scaled 2 bedrooms and a shared bathroom. The downstairs Guest Quarter enclosure has an additional private queen bedroom, rec room, TV area, and a wet bar and full bathroom. The private pool is nestled on a sandy beach and surrounded by meticulously maintained grounds. Deep access to world class fishing and free dockage makes this house a boaters paradise! This house is truly Paradise Found! The property is PET-friendly with a non-refundable PET fee. Additional features: Washer & Dryer Central AC & ceiling fans throughout Starter supply paper products Starter set cleaning products Linens, bath, and pool towels Kitchen cookware, dishes, flatware, glassware Wireless high-speed internet Fully fenced private residence Housekeeping services available Original Art Private dock Private Beach and a hammock Outdoor Shower BEDROOMS>>Master- King Bed Guest Bedroom #1- Queen Bed Kids Room- Bunk Bed Downstairs Guest Quarter- 1 Queen Bed

Canal-Front Gem w/ Peekaboo Views in Cudjoe Key!

Cudjoe Key, FL, US
2 Bedrooms 6 Guests
Aug 24 - Sep 21
$178 night

Spectacular Sunsets & Bay View | Waterfront Lounge Area | 2 Kayaks Planning a long-term stay in the Florida Keys? Book this 2-bedroom, 2-bath Cudjoe Key vacation rental! Enjoy slow mornings with coffee on the spacious deck, then take the provided kayaks out for a spin or beachcomb at Bahia Honda State Park. Later, gather around the fire pit and savor the sunset. No matter who you’re traveling with, this home offers the perfect base for a memorable month in the Sunshine State! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Living Room: 1 queen sleeper sofa - Additional Sleeping: 1 queen air mattress OUTDOOR LIVING - Bay & sunset views - Deck w/ seating & Smart TV - Gravel patio, wood-burning fire pit, gas grill - 2 kayaks - Private dock, canal access INDOOR LIVING - 3 Smart TVs - Dining table, dry bar KITCHEN - Refrigerator, stove/oven, dishwasher - Dishware/flatware, children’s dinnerware, cooking basics - Keurig coffee maker (starter pods provided) - Blender, ice maker - Microwave, toaster, toaster oven GENERAL - Free WiFi - Central A/C, ceiling fans - Central/electric heating - Linens/towels, iron/board - Washer/dryer (detergent provided) - Trash bags, paper towels - Hair dryer, complimentary toiletries FAQ - Pet fee (paid pre-trip) - 4 exterior security cameras (facing out) ACCESSIBILITY - Single-story home, exterior stairs required PARKING - Carport (2 vehicles) - Gravel driveway (2 vehicles) -- THE LOCATION -- - Walk to grocery store, coffee shop & restaurant - Near kayaking areas, boat rentals & fishing charters - 11 miles to Sugarloaf Beach & 14 miles to Bahia Honda State Park - 19 miles to Key West Tropical Forest & Botanical Garden - 22 miles to Key West: Smathers Beach, parks, shops, galleries, cafes, bars, restaurants - 21 miles to Key West International Airport & 138 miles to Miami International Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking or vaping of any kind, including marijuana - Pet friendly w/ $90 fee (+ fees & taxes; dogs only, 1 max) - No events, parties, or large gatherings - Per Florida guidelines, guests must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This property sleeps 4 guests in 2 beds, with room for 6 total by using the queen air mattress - This single-story home requires exterior stairs to enter - Your safety matters. This property features 4 exterior security cameras: 1 camera is on the side facing the homeowner’s boat, 1 camera is in the carport facing the front yard and street, 1 camera is at the top of the entry stairs facing the staircase and side yard, and 1 camera is on the back facing the backyard and dock area. These cameras are outward facing and do not look into any interior spaces. They record sound and video when activated by motion

Sirena Key | Luxury Oceanfront Estate, Pool, Guest Cottage, Dock, 30min to Key West

Summerland Key, FL, US
5 Bedrooms 14 Guests
Sep 8 - Oct 6
$443 night

🏡 Amenities: Dock, Guest Cottage, Pool, Spa, Outdoor Kitchen, Firepit 🌊 Kayaks, and Paddle Boards 📍 30 Minutes to Key West and Marathon 🐶 Dog Friendly 🤝 24/7 Guest Support Welcome to Sirena Key, a luxury oceanfront gated estate in the exclusive island community of Summerland Key in the Florida Keys. This private vacation rental is designed for families and groups seeking the perfect blend of resort-style amenities and the comforts of home. Step through the gates and you’re greeted by a charming garden with bistro seating, a tranquil spot to relax while children enjoy the open grassy lawn. The estate includes a spacious main house with 4 bedrooms and 3.5 bathrooms, as well as a private guest cottage with a living room, pullout sofa, full kitchen, dining area, bed and bathroom. Together they create the ideal setup for multi-family getaways, offering both elegant gathering spaces and private areas. Outdoors, unwind beside the sparkling pool and spa, complete with hotel-style loungers, a cabana bed, hammock, and umbrellas. A full outdoor kitchen with seating makes alfresco dining effortless, while kayaks and paddleboards invite adventure on the water. Evenings can be spent gathered around the firepit or at the private oceanfront lounge, perched at the edge of the ocean with shaded loungers and breathtaking views. With space for up to 14 guests, Sirena Key offers the ultimate Florida Keys experience, just 30 minutes from both Key West and Marathon. 🍽️ INDOOR MODERN KITCHEN + DINING -Chef’s kitchen with induction cooktop, stainless steel appliances, and beverage fridge -Counter seating for 3, and formal dining table for 6 -Open-concept living room with large sectional, Smart TV, and motorized blackout blinds ✨ ENTERTAINMENT + LOUNGING SPACES -Movie theater with projector, oversized sectional, motorized blackout blinds, and pool + ocean views. -Game room with pool table, shuffleboard, Smart TV, motorized blinds, and direct patio access with chic outdoor dining table. -Secret garden entry with lounge seating and dining table. 🛏️ MAIN HOUSE BEDROOMS All bedrooms feature the following amenities: ✔ Premium beds, pillows, linens, and sheets ✔ Ceiling fans ✔ Tv’s ♛ Primary Suite (2nd Floor): King bed, spa-style ensuite, walk-in closet, desk, seating area, Smart TV, water views, coffee nook, motorized blackout blinds. Ensuite includes double vanity, spa tub, dual shower-heads, and private toilet room. -First-Floor Bunk Room: Four twin bunks, sectional, Smart TV, blackout blinds, private porch with dining table for 4, ensuite bathroom with shower and vanity. -First-Floor Queen Bedroom #1: Queen bed, Smart TV, access to Jack-and-Jill bathroom with shower and vanity. -First-Floor Queen Bedroom #2: Queen bed, desk, Smart TV, Jack-and-Jill bathroom access. 🏡 PRIVATE GUEST COTTAGE The separate guest cottage is a fully equipped retreat of its own, perfect for families traveling together or guests who want more privacy. -Studio layout; Queen bed -Living room with pull-out sofa -Kitchen + dining area -Private bathroom with shower and vanity 🛁 BATHROOMS All full bathrooms are generously stocked with: ✔ Shampoo & conditioner ✔ Body soap ✔ Fluffy towels ✔ Toilet tissue -Primary Ensuite: Spa tub, dual shower heads, double vanity, motorized blackout blinds, private toilet room -Bunk Room Ensuite: Shower and vanity -Jack-and-Jill Bath: Shared by two queen rooms, shower and vanity -Half Bath: Vanity, sink, toilet, washer/dryer and storage -Cottage Bathroom: Shower and vanity 🌴RESORT-STYLE OUTDOOR SPACES Sirena Key’s outdoor spaces are designed like a private resort. -Automatic front gate for secure entry, expansive driveway with space for multiple vehicles. -Pool and spa with cabana-style bed, hotel-style loungers, umbrellas, and hammock -Pergola with large sectional lounge sofa -Full outdoor kitchen with seating, Lynx propane grill, Asado grill, and prep space -Kayaks and paddleboards available for guest use -Garden patio and shaded dining areas 🌊 OCEANFRONT EXPERIENCES ​​​​​​​ This home takes oceanfront living to the next level! -Private dock with fish-cleaning station, running water, and hose -Bait fridge -Separate oceanfront lounge right with firepit, chairs, and 3 loungers featuring built-in personal shade canopies -Boat lifts are for owner use only and not available to guests ⚠️ OCEANFRONT SAFETY NOTE Sirena Key is situated directly on the ocean with a private dock and open water access. Due to the home’s oceanfront setting and pool design, extra care and supervision are required when children are present. Children must be fully supervised at all times when outdoors or near the pool, dock, or water. Parents or guardians are responsible for ensuring the safety of all members of their party during their stay. This home is best suited for guests who are comfortable managing an oceanfront environment. 📍POINTS OF INTEREST + LOCATION HIGHLIGHTS Sirena Key is located in Summerland Key, one of the most desirable islands in the Florida Keys, just 30 minutes from Key West & Marathon. Guests enjoy easy access to marinas, fishing, snorkeling, and world-class attractions. -Big Pine Key & National Key Deer Refuge – 15 minutes -Bahia Honda State Park – 25 minutes -Marathon – 35 minutes -Key West – 30 minutes -Islamorada – 1 hour 15 minutes -Key Largo – 2 hours EXTRA DETAILS -High-speed WiFi throughout the property -Motorized blackout blinds in primary bedroom, primary bathroom, game room, living room, bunk room, and theater -Washer and dryer -EV charger available (requires an adapter for Teslas) -Responsive 24/7 guest support team Book your stay at Sirena Key and enjoy the ultimate Summerland Key vacation rental. A private Florida Keys estate with luxury amenities, a separate guest cottage, and unforgettable waterfront living. Other Things to Note: -Guests are welcome to use the boat dock during their stay. It can accommodate boats up to 40 ft in length. Please note that boats with more than a 3 ft draft may not be suitable. -Boat lifts are for owner use only and not available to guests HOUSE RULES: Check-in time: 4:00 PM Check-out time: 10:00 AM All guests must sign our rental agreement as mandated by Florida Law. -The minimum rental age is 25. A picture ID must be provided to the company no less than 72 hours (about 3 days) before arrival. -If you would like the pool heated during your stay, there is a $40 fee per day or $1,000 per month. Please coordinate with us prior to your arrival so that we can arrange for the heater to be on. -Please provide an accurate guest count. -No smoking or vaping. If evidence is discovered of either smoking or vaping, the guest will be subject to a fine of up to $1,000 -No parties or events. If unauthorized persons are discovered on the premises, guests will be subject to additional fees and/or immediate eviction. -Quiet time is from 10:00 PM - 8:00 AM -This property is equipped with security cameras on the outside of the property at the entrance and pointing at the dock. These cameras are used during the check-in process to verify identity and guest count. If there is an incident, we will review the footage. There are no cameras inside the property or pointing toward the pool area. Starter Supplies: We provide trash bags, paper towels, toilet paper, detergent, and bathroom amenities to accommodate this home’s maximum occupancy for the first three days of your stay. Same-Day Bookings: Same-day bookings require approval from the company. We will ask you to provide information on your group and the purpose of your stay. If your stay is approved, we require a government-issued ID for identity verification. Your phone number must match the phone number on your account, or we will not be able to honor your reservation. Same-day reservations will not be accepted after 2:00 PM. All same-day reservations require at least 3 hours before check-in. We may have to extend check-in time to later than 4:00 PM. Pet Policy: This property is dog-friendly, with an additional $750 per month, per pet. For stays of two months or longer, the fee is $2,000 per month, per pet. While staying with us, you are responsible for the actions of your pet. Please keep your dog(s) off the furniture and pick up all waste. All waste should be bagged and disposed of in the outside trash bin. Failure to comply with our pet policy may result in an additional $100 fee. Please let us know if you will be bringing your dog (only dogs under 25 lbs are permitted, sorry). Baby Bundle: If you have little ones, we offer: Pack-n-play with a thicker mattress & a high chair for $65 per stay. Please make your request at the time of booking or 24 hrs prior to your arrival. Property Care Instructions: Treat this home like your own. -Any/all outdoor umbrella(s) must be placed in the closed position when not in use and at the time of check-out. This must be done in order to prevent breakage due to weather conditions. Failure to comply may result in an additional charge. -Please ensure that the grill is covered when not in use. This helps to maintain the grill’s condition for future guests. Failure to comply may result in a cleaning or maintenance fee. Mid-Stay Cleaning Requirement: For all extended stays of 30 nights or longer, a mandatory mid-stay cleaning is required every 30 days. If your reservation is 60 days, two mid-stay cleanings will be required, and so on. This helps keep the home maintained during longer stays and ensures everything stays in great condition. Mid-Stay Cleaning Fee: $750 (Main House + Cottage) We’ll reach out after booking to schedule the mid-stay cleaning(s) and send the payment link.

Reel Caribbean Getaway

Summerland Key, FL, US
5 Bedrooms 10 Guests
Sep 1 - 29
$464 night

Newly renovated & expanded, amazing pool, dockage & boating access on Summerland Key Luxury Waterfront Living on Summerland Key Escape to the Florida Keys and indulge in island living at its finest in this spacious 5-bedroom, 3.5-bath pool home on coveted Caribbean Drive East. Designed for both relaxation and adventure, this gated retreat offers direct deep-water boating, open water views and breathtaking sunset hues. A gorgeous remodel brings modern elegance throughout. The new primary suite is a private sanctuary with a king bed, a spa-inspired en-suite bath featuring a huge walk-in shower, dual vanities, and a soaking tub — plus a private waterfront patio perfect for morning coffee or evening cocktails. Additional guest accommodations include two queen bedrooms on the main level that share an upgraded Jack-and-Jill bathroom, plus thoughtfully designed spaces that balance comfort and style. Gather in the brand-new, top-of-the-line kitchen, enjoy meals in the light-filled dining area with canal views, or relax in the living spaces that open seamlessly to the outdoors. The large screened porch is ideal for al fresco dining, while the open pool deck invites sun-soaked afternoons beside the deep, heated pool. With plenty of dockage, boating enthusiasts will love the easy access to world-class fishing and snorkeling. Ample parking ensures convenience for you and your guests. Home features: - Renovated kitchen with new cabinets, appliances and fixtures - New king primary suite with luxurious ensuite - 4 queen bedrooms with 2 full baths - Canal-view living and dining areas - Large screened porch and multiple waterfront patios - Main-level laundry and half bath - Pool, heat optional in winter - 80 feet of deep-water dockage and a kayak/paddle board ramp Rental Information: This home requires a minimum 28-day stay per county ordinance. Proper county and state taxes are collected regardless of booking platform. Primary renter must be 25 years or older. Overnight occupancy is limited to 10 guests, and all guests must be registered with the property manager. No smoking. Well-behaved dogs are considered with manager approval and a $250 nonrefundable fee. Pool heating is available for an additional $500 per month. Discover your private slice of paradise on Summerland Key, where luxury, comfort and the Florida Keys lifestyle come together. Guests have the house to themselves. A car is recommended. There is a city bus that runs from Key West to Marathon several times a day. The Lower Keys have limited taxi service and Uber/Lyft.

Foster’s Folly | Gorgeous canalfront pool home

Summerland Key, FL, US
3 Bedrooms 6 Guests
Sep 3 - Oct 1
$310 night

Gorgeous canalfront pool home close to open water on Cudjoe Key Escape to a slice of paradise on Cudjoe Key, where luxury meets tranquility in this stunning 3-bedroom, 2-bathroom stilted home with pool on a boating canal. This monthly rental offers a perfect blend of upscale comfort and coastal charm, providing an idyllic retreat for your Key West getaway. Step inside to discover a beautifully appointed interior, where every detail exudes warmth and sophistication. The spacious living area invites you to unwind with plush furnishings and stylish accents, while large windows bathe the space in natural light and offer enchanting views of the surrounding waterfront paradise. Prepare delicious meals in the gourmet kitchen, equipped with modern appliances, sleek countertops, and ample cabinet space. Adjacent to the kitchen, the dining area sets the stage for memorable gatherings with loved ones, while sliding glass doors seamlessly connect the indoor and outdoor living spaces. Venture outside to experience the ultimate in outdoor living, where a waterfront pool beckons you to soak up the Florida sunshine and cool off with a refreshing swim. Lounge on the expansive pool deck, furnished with comfortable seating and dining areas, as you savor the gentle sea breeze. For a truly unforgettable experience, ascend to the rooftop deck and witness the spectacle of the sun rising and setting over the horizon, casting a mesmerizing palette of colors across the sky. Boating enthusiasts will delight in the convenience of the 40 feet of dock space, just steps from your door. Launch your own vessel or explore the surrounding waters by kayak or paddleboard, immersing yourself in the natural beauty and serenity of the Florida Keys. Whether you’re seeking adventure on the water or simply seeking solace amidst the beauty of the outdoors, this exquisite vacation rental offers the perfect blend of luxury, comfort, and coastal living for your Florida Keys escape. Indulge in the ultimate vacation experience at this stunning waterfront oasis on Cudjoe Key. Please note that during your stay, the owner’s boat will be stored on the lift and his vehicle will be parked under the house, but there’s still plenty of room for you to park your vehicles and trailer. The primary guest must sign a rental agreement. This home requires a minimum 28-day stay per county ordinance. Proper county and state taxes are collected regardless of booking platform. Renter must be 25 or older. Overnight occupancy is limited to a maximum of 6 people, and all guests need to be registered with the property manager. No smoking. Small dog permitted with manager approval and nonrefundable fee. There’s a cap on electric ($300) and water/sewer ($150). Pool heat is an additional $15 per day. Guests have the house to themselves. A car is recommended. A car is recommended. There is a city bus that runs from Key West to Marathon several times a day. The Lower Keys have limited taxi service and Uber/Lyft.

Starlight Serenity - Hideaway with Stunning Views

Sugarloaf Key, FL, US
1 Bedrooms 4 Guests
Aug 23 - 25
$283 night

Escape to paradise at this serene 1-bedroom, 1-bath home in beautiful Sugarloaf Key sleeping up to four guests. Enjoy breathtaking views from the expansive wrap-around balcony, perfect for sunrise coffee or sunset cocktails. The spacious outdoor area is ideal for dining, lounging, and soaking in the tropical ambiance. Whether you’re relaxing indoors or savoring the outdoors, this home offers the perfect blend of comfort and tranquility. Book your next getaway for 3 nights or more! Welcome to your perfect getaway! This charming home features a spacious open-concept floor plan designed for relaxation and connection. The main living space includes two twin sleeper sofas, while the bedroom features a queen bed - making it ideal for families or groups of friends. Natural light pours into the airy interior, complementing the seamless flow between the living, dining, and kitchen areas. Whether you’re enjoying quiet moments or gathering for meals, this inviting space offers the comfort and convenience you need for a memorable stay. Bedroom 1: Queen Bed Extra sleeping: two twin sofa beds in living room Our contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival. How to access: Stair access only Parking Information: Private parking is available in front of the home. This home is conveniently located, offering easy access to everything Sugarloaf Key and the surrounding Keys have to offer but still maintaining peacefulness surrounded in nature. A car is recommended for exploring the area, with ample parking available at the property. Enjoy a short drive to nearby beaches, marinas, and local attractions. Key West, with its vibrant nightlife, unique shops, and historic sites, is just a 25-minute drive away. For those looking to explore by bike or foot, the scenic Overseas Highway provides stunning views and plenty of spots to stop and take in the beauty of the Keys. Private Washer/Dryer: Conveniently located in the home. Parking Information: Private parking is available in front of the home. Pet-Friendly Home: Dogs under 25 lbs are welcome! $15 per night, per pet, Maximum of 2 pets This property is a 3-night minimum stay.

Loggerhead Lagoon - Waterfront & Pet Friendly

Sugarloaf Key, FL, US
3 Bedrooms 8 Guests
Aug 23 - Sep 20
$272 night

Loggerhead Lagoon is a stunning, tropically themed, 3-bed 2-bath home located on a large private lot that offers covered parking, a boat dock, and direct access to the Gulf of Mexico. This rare find boasts a lush outdoor area, full of beautiful palms, sun loungers, and tons of FL sunshine! Located in Sugarloaf Key, 19 miles from Key West and world famous Duval Street. Looking to unwind? You won’t find a better option for your month-long (or more) stay in paradise Spread out and spend quality family time in the open floor plan interior. Highlights of this modern home include tall vaulted ceilings, high-end finishings, tile floors, impact windows, sliding glass doors & a walk-in laundry room. Cook homemade meals in the kitchen with stainless steel appliances and custom cabinetry to maximize space. Bedroom 1 - Primary king with en-suite bathroom Bedroom 2 - Queen bed, filled with natural light & closet space Bedroom 3 - Queen size bed, spacious, closet space Extra Sleeping - Queen sleeper sofa for extra guests joining! Relax on the roomy porch perfect for entertaining guests and late night stargazing. Perfect for anyone looking for a month-long getaway that wants to enjoy the true benefits of staying in a waterfront island retreat in the Lower Keys! Our contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival. How to access: Stair access only Travel by water or foot at this waterfront property! Boat docking available in the back of the home along with private vehicle parking. - Private washer/dryer in home. - Parking Information: Off-street covered parking for 2 vehicles. - This home is pet friendly! Dogs must be 40lb or under. $250 per stay. - All advertising should reflect a 28-day minimum stay requirement and monthly rates for rental or lease. All rentals should be for 28+ consecutive days and to the same tenant. It is unlawful for any landlord, tenant, agent, or other representatives to rent, lease, advertise or offer for rent any dwelling unit for vacation rental use in any district where vacation rental use (less than 28 days) is prohibited.

Reel Joy | Florida Keys Waterfront Home + Pool & Private Dock

Marathon, FL, US
4 Bedrooms 10 Guests
Aug 31 - Sep 7
$1,532 night

Experience the ultimate Keys getaway in this stunning 3,000 sq. ft., three-story mansion, perfectly designed for up to 10 guests. With high-end finishes and thoughtful amenities, this home offers comfort, convenience, and breathtaking views at every turn. First Floor: Two king bedrooms with private en-suite bathrooms, a half bath, full laundry area, bait freezer, and spacious living room and garage. An elevator provides easy access to all floors. Second Floor: Open-concept chef’s kitchen featuring a Sub-Zero refrigerator, flowing into a spacious dining and living area. The master suite offers a king bed and private bath, while a second bedroom features four full-over-full bunk beds (child crib included)—ideal for families and groups. Third Floor: Rooftop captain’s lookout with seating, perfect for enjoying spectacular Keys sunsets. Outdoor Amenities: Heated pool with swim-up bar and five submerged seats, outdoor kitchen with grill and smoker combo, and commercial ice machine. Water Access: Private 50-foot dock with 20-amp and 30-amp power, water hookups, and accommodations for boats up to a 3-foot draft. Dedicated jet ski port included (guests will need to provide their own kayaks and paddle boards as they are not provided. Contact us if your vessel requires a deeper draft. The boat and jet skit lifts are off limits to guests. A premiere streaming package is available through FUBO on each TV and there is fast Wi-Fi throughout the house . Also, there are exterior security cameras present but they are inoperable. Lots of parking for cars and trailers in the driveway area. Whether you’re here to relax by the pool, entertain guests, or explore the beautiful waters of the Keys, this mansion offers a luxury waterfront experience you won’t forget. Please note: This property is not pet friendly. The standard occupancy for this home is 8 guests, with a maximum of 10. An additional guest fee of $25 per person, per day applies for each guest beyond 8. No smoking permitted.

Mermaid Manor ~ Waterfront Haven w/ Hot Tub & Dock

Marathon, FL, US
4 Bedrooms 10 Guests
Aug 29 - Sep 5
$341 night

Waterfront luxury at Mermaid Manor, a 4BR retreat in Marathon. Built in 2019, this elevated home features power-adjustable Tempur-Pedic beds, 6-person LED-lit spa, and a private dock with deep water access. Enjoy the outdoor kitchen, cantina bar, paddleboards, and multiple entertainment areas. The deep-water canal provides access to both Atlantic and Gulf waters. Boats over 32 feet require prior approval. Modern amenities include 500Mbps WiFi, smart TVs, and a gourmet kitchen with specialty cookware. This Marathon getaway sits on a waterfront property with clear-water canal access. Built in 2019, this 1,800 sq ft elevated home offers comfortable accommodation for up to 10 guests. The contemporary layout and premium amenities provide a solid combination of comfort and convenience for a Florida Keys trip. The interior has quality furnishings with abundant natural light throughout. The open-concept design combines the living room with the fully equipped kitchen and dining space. Multiple outdoor areas including the illuminated cantina bar and spa deck give you options for relaxation and entertainment. Lounge the day away, soak in the 6-person spa, fire up the BBQ, or play yard games on the artificial turf. Launch paddleboards from the private dock or navigate your boat to either the Atlantic or Gulf. The deep-water canal provides direct water access. Boats over 32 feet require prior approval from Villa Paraiso Vacation Rentals before booking. ★ LIVING ROOM ★ After a day on the water, the contemporary living room is ready with seating and entertainment. ✔ New 65" OLED Smart TV ✔ Cable TV Service ✔ Comfortable Modern Seating ✔ Water Views ✔ Access to Outdoor Areas ✔ High Ceilings with Fans ✔ Abundant Natural Light ★ KITCHEN & DINING ★ The gourmet kitchen combines style with functionality: ✔ Full Modern Appliance Package ✔ Specialty Cookware Including: ✔ 20" Cast Iron Skillet/Paella Pan ✔ Pressure Cooker ✔ Complete Cookware Sets ✔ Full Matching Dish Sets ✔ Dining Table with Ample Seating ✔ Bar Seating ✔ Plenty of Counter Space ✔ Modern Fixtures and Hardware ★ SLEEPING ARRANGEMENTS - 4 BEDROOMS ★ Each bedroom provides luxury comfort with high-end Tempur-Pedic mattresses featuring power incline adjustment and massage capabilities. ♛ Master Bedroom: King Tempur-Pedic with Ensuite Bath ♛ Bedroom 2: Queen Tempur-Pedic ♛ Bedroom 3: Queen Tempur-Pedic + Bunk with Two Full Beds ♛ Bedroom 4: Queen Tempur-Pedic All bedrooms include: ✔ Premium Power-Adjustable Mattresses ✔ Smart TVs ✔ High-Quality Linens ✔ Ceiling Fans ✔ Ample Storage ✔ Bright, Contemporary Design ★ OUTDOOR LIVING ★ The outdoor spaces give this property a private retreat feel: ✔ 6-Person LED-Lit Spa ✔ Illuminated Cantina Bar with Mini-Fridge ✔ Multiple Seating Areas ✔ Outdoor Kitchen with BBQ ✔ Artificial Turf for Games ✔ Private Deep-Water Dock (boats over 32ft require prior approval) ✔ 2 Paddleboards Included ✔ Yard Games Including: Giant Chess Giant Jenga Cornhole ✔ Fitness Accessories: Yoga Mats Weights (Dumbbells) Pickleball Equipment The house is exclusively yours during your stay. Full private access to all indoor and outdoor spaces, including the spa, dock, and entertainment areas. ★ PARKING ★ Free parking is available on-site. Please contact Villa Paraiso Vacation Rentals at (786) 348-1396 or info@paraisovacationrentals.com to confirm parking capacity and trailer arrangements for your stay. Charter services, additional water sports equipment, and fishing gear rentals can be arranged upon request. We recommend having a car for exploring the Florida Keys. Free parking is available on-site. Please contact Villa Paraiso Vacation Rentals at (786) 348-1396 or info@paraisovacationrentals.com to confirm parking capacity and trailer arrangements for your stay. By Water: *Quick canal access to both Atlantic Ocean and Gulf of Mexico *Short boat ride to local marinas, restaurants, and attractions *Paddleboard or kayak to nearby spots including Sombrero Beach via Sisters Creek By Land: *US-1 (Overseas Highway) is easily accessible *Key West is approximately 1 hour drive *Marathon International Airport is nearby for private flights *Local attractions, beaches, and shopping are within minutes by car Transportation services, boat rentals, and fishing charters can be arranged upon request. ★ ARRIVAL & DEPARTURE ★ - Check-in: 4:00 PM - Check-out: 10:00 AM - 7-night minimum stay required (Saturday to Saturday preferred during peak season) ★ SPA INFO ★ - 6-person spa with LED lighting - Please contact Villa Paraiso Vacation Rentals at (786) 348-1396 or info@paraisovacationrentals.com for spa heating details and any applicable fees - Please cover spa when not in use ★ PET POLICY ★ - Pet-friendly ($250 per pet plus tax) - Max 2 dogs (3 with prior approval) - 50 lb weight limit - Please contact Villa Paraiso Vacation Rentals at (786) 348-1396 or info@paraisovacationrentals.com for additional pet policy details and any applicable fees ★ NO SMOKING INSIDE ★ Please refrain from smoking inside the home. Any smoking evidence will result in odor removal and furniture cleaning fees. ★ NO PARTIES/EVENTS ★ We ask that you treat our home as your own to preserve its condition for future guests and your return visits. ★ INCLUDED AMENITIES ★ - High-speed WiFi (500+ Mbps) - Cable TV service - Beach towels - Basic supplies - All power-adjustable beds ★ BOATING INFO ★ - Private deep-water dock - Boats over 32 feet require prior approval - The property features a private dock with water access. Please confirm your vessel’s specifications with us before arrival so we can verify compatibility. Contact Villa Paraiso Vacation Rentals at (786) 348-1396 or info@paraisovacationrentals.com Charter boats, water sports equipment, and fishing gear rentals can be arranged with advance notice.

Ocean Isle Pool Ocean Front Elevator Single Level

Marathon, FL, US
1 Bedrooms 4 Guests
Aug 31 - Sep 7
$191 night

Relax in the Florida Keys at this spacious single-level retreat in Marathon’s gated Ocean Isles Fishing Village. Unlike many homes in the community, this layout offers elevator access, no interior stairs, a fully private bedroom, and over 760 sq ft of comfortable living space. Enjoy the heated pool, fish cleaning station, kayak launch, waterfront picnic area, and oversized outdoor dining area. Perfect for couples, snowbirds, fishing trips, remote work, or longer stays in the Keys. WELCOME TO CARNEY’S REEF – YOUR SPACIOUS SINGLE-LEVEL RETREAT IN OCEAN ISLES FISHING VILLAGE Designed for comfort and easy living, this spacious single-level home offers one of the most functional layouts in Ocean Isles Fishing Village. Unlike many homes in the community, there are no interior stairs, allowing for a larger living area, fully private bedroom, and easy accessibility throughout the home. With elevator access from the ground level, over 760 sq ft of living space, and room to comfortably spread out, this home is perfect for couples, snowbirds, fishing trips, remote work stays, or longer vacations in the Florida Keys. Enjoy the convenience of a king bedroom, queen sleeper sofa, full kitchen, in-home laundry, and access to all Ocean Isles community amenities just steps from the Atlantic. SINGLE-LEVEL LIVING SPACE 🛋️ Living Room: Queen sleeper sofa, two rocker chairs, large Smart TV, Amazon Alexa, and open-concept living space designed for relaxing after a day in the Keys. 🌅 Balcony: Private balcony with bar-height seating and views toward the marina and Atlantic Ocean. 🍳 Kitchen & Dining: Fully equipped kitchen with cookware and dinnerware, large kitchen island with seating for two, dining table for six, stainless steel appliances, dishwasher, refrigerator with ice and water dispenser, Keurig coffee maker (starter pods provided), oven, and air fryer. 🧺 Laundry: Full-size washer and dryer in the home with starter laundry supplies provided. 🚿 Bathroom: Full bathroom with walk-in shower and built-in bench, hair dryer, fresh linens and towels, plus starter shampoo, conditioner, and body wash. PRIMARY BEDROOM 🛌 Bedroom: King bed, seating area with couch, large Smart TV, dresser and closet storage, and a fully private bedroom layout separated from the main living space. 🏖️ Pool towels are also provided for guest use. 💻 Workspace: Spacious layout and high-speed Wi-Fi make this a great option for remote work or extended stays. GROUND LEVEL 🛗 Elevator access from the ground level directly to the home entry. 🚗 Parking for up to three standard vehicles under the home. 🍽️ Large covered outdoor dining area with seating for eight — perfect for outdoor meals, gathering after a day on the water, or extending your living space outdoors. COMMUNITY AMENITIES – OCEAN ISLES FISHING VILLAGE 🏊 Large heated community pool (open sunrise to sunset) 🌊 Waterfront picnic area along the Atlantic 🎣 Fish cleaning station for anglers 🚣 Kayak and canoe launch 🍔 Community clubhouse and grill area 🌴 Open lawn space along the waterfront 🔐 Secure gated community LOCATION HIGHLIGHTS 🏖️ 2 miles to Key Colony Beach 🌴 6 miles to Sombrero Beach 🛒 4 miles to Publix grocery store ✈️ About 65 minutes to Key West Airport (EYW) INSIDER TIP 🍕 Driftwood Pizza is located right next to the property — a local favorite for casual bites after a day on the water. 🏖️ Sombrero Beach is about 6 miles away and is one of the most loved beaches in the Keys. Key Colony Beach is about 2 miles away and offers additional waterfront access and dining options. 🛒 Publix grocery store is approximately 4 miles away 🎾 Marathon Community Park (about 5 miles away) offers public pickleball courts and recreational facilities. Guests have full access to the entire private 1BR / 1BA condo, including the king master suite, bathroom, fully equipped kitchen, and open living and dining area. Enjoy private balconies plus a covered ground-level seating and dining area beneath the home. Guests also have access to the Ocean Isles Fishing Village community amenities, including the heated oceanfront pool, community clubhouse, waterfront picnic area, kayak launch, fish cleaning station, and community grills. Parking is available for two standard vehicles directly under the home. This home is professionally managed by Keys Time Vacation Rentals, operated by hosts Jenny and Kim. Our on-site team member is available during normal business hours if needed. Our team is available 24/7 for any questions or maintenance needs to ensure a smooth and comfortable stay. Most guests arrive by car, enjoying the scenic drive down the Overseas Highway from South Florida. The home is also about 65 minutes from Key West International Airport (EYW) and just 2 miles from Florida Keys Marathon International Airport, where rental cars are available. 🚗 Parking is available for two standard vehicles directly under the home. Boat and trailer parking are not permitted within the community, but street parking may be available along the service road outside the property. 🚲 Many guests enjoy exploring Marathon by bike. You’re welcome to bring your own bicycles, or rentals are available locally in town. 🚕 Uber and Lyft operate throughout Marathon, and limited local bus service is also available. For everyone’s safety, please drive slowly within the community, as many families walk and bike throughout the neighborhood. ⏰ CHECK-IN / CHECK-OUT Check-in is 4:00 PM and check-out is 10:00 AM. The home features secure keyless entry for convenient self check-in. 🚗 PARKING Parking for two standard vehicles is available directly under the home. Boat and trailer parking are not permitted within the community. Limited street parking may be available along the service road outside the front gate. 🐾 PET POLICY Per Ocean Isles Fishing Village HOA rules, pets and emotional support animals are not permitted for short-term rentals. Service animals are permitted as required by law. 👤 AGE REQUIREMENT The primary renter must be at least 25 years old, unless accompanied by a parent or legal guardian. 🏡 LONGER STAYS (30+ NIGHTS) For stays longer than 30 nights, the Ocean Isles HOA requires each guest to complete a background check with a $50 fee per person prior to arrival. 🌴 COMMUNITY GUIDELINES Ocean Isles Fishing Village is a quiet residential community. Guests are expected to respect neighbors and shared spaces during their stay. • Quiet hours are 11 PM – 8 AM • Community speed limit is 5 MPH • Fishing is allowed from the outer seawall and Atlantic-facing dock only (not inside the marina) • Motorized vessels, boats, and jet skis are not permitted inside the gated property • Kayaks, paddleboards, and other non-motorized watercraft may use the launch area 📄 RENTAL LICENSE Marathon Rental License: VACA-23-174

Aqua Verde ~ Waterfront Lux Gem ~ Dock ~ Game Room

Marathon, FL, US
3 Bedrooms 8 Guests
Aug 23 - 30
$536 night

Welcome to this brand-new 3BR 3BA waterfront retreat in Marathon, Florida Keys. This two-story canal-front home pairs modern luxury with island living through its contemporary design, heated pool, game room, and private 50-foot dock with direct ocean access. ✔ 3 Spacious BRs ✔ Heated Swimming Pool ✔ Game Room (Foosball, Arcade, Dominoes Table) ✔ Waterfront Yard (BBQ, Outdoor Dining) ✔ 2 Bicycles (1 Adult & 1 Youth) ✔ 50ft Private Dock (Fishing Station, Water, Electricity) ✔ Free On-Site Parking ✔ High-Speed Wi-Fi This brand-new waterfront home sits on a prime Marathon canal with direct ocean access, built for up to 8 guests. The two-story layout, vibrant exterior, and premium amenities give you plenty of room to spread out and enjoy the Keys. Inside, modern furnishings and natural light fill the space. The open-concept living area combines the living room, fully equipped gourmet kitchen, and dining space into one connected layout. Step outside and you have multiple outdoor living areas built for the Florida Keys sunshine. Lounge by the heated swimming pool, fire up the gas BBQ, or eat al fresco while taking in the canal views. The game room has foosball, an arcade machine, a dominoes table, and more. Families and groups will get plenty of use out of it. From the private 50-foot dock, you can launch fishing or boating adventures with a fish-cleaning station, water, and 50 AMP electrical service on hand. Three comfortable bedrooms round it out, giving everyone a proper place to recharge after a day on the water. ★ LIVING ROOM ★ After a day exploring Marathon, the living room is your go-to spot. Comfortable seating, a smart TV, and board games make it easy to settle in for the evening. ✔ Premium Seating for 8 ✔ Smart TV ✔ Board Games ✔ Stylish Coffee Table ✔ Modern Lighting ★ GAME ROOM ★ A dedicated space for friendly competition and family fun. ✔ Foosball Table ✔ Arcade Machine ✔ Dominoes Table ✔ Additional Gaming Entertainment ✔ Fun for All Ages ★ KITCHEN & DINING ★ The fully equipped kitchen has modern Samsung appliances, spacious countertops, and plenty of cabinet space for preparing meals that might rival your favorite restaurant back home. ✔ Microwave ✔ Electric Oven & Stove ✔ Toaster ✔ Air Fryer ✔ Coffee Maker ✔ Blender ✔ Double Door Refrigerator/Freezer ✔ Dishwasher ✔ Sink (Hot & Cold Water) ✔ Plates ✔ Glasses ✔ Silverware ✔ Pots & Pans ✔ Premium Cookware Gather around the dining table for meals, or take things outside and eat by the canal. ✔ Indoor Dining Area ✔ Outdoor Dining Options ✔ High Chair Available ★ SLEEPING ARRANGEMENTS (3 BEDROOMS) ★ Three bedrooms designed for rest and recovery after a day in the Keys. ♛ Master Bedroom 1: Queen-Size Bed, Ensuite Bathroom, Balcony Access ♛ Bedroom 2: Queen-Size Bed ♛ Bedroom 3: 2 Queen Beds All bedrooms include: ✔ Smart TVs (75" in select rooms) ✔ Premium Mattresses, Pillows, Linens, and Sheets ✔ Closets with Hangers and Shelves ✔ Nightstands with Reading Lamps ✔ Full-Size Mirrors ★ BATHROOMS ★ Three full bathrooms stocked with essentials and fresh towels. ✔ Walk-In Showers ✔ Vanities ✔ Mirrors ✔ Toilets ✔ Towels ✔ Hair Dryers ✔ Essential Toiletries ★ OUTDOORS (POOL, YARD & DOCK) ★ Your private waterfront backyard. The heated swimming pool is right there when you need to cool off, and the spacious yard is set up for outdoor dining and lounging. ✔ Heated Swimming Pool (14’ x 14’) ✔ Salt Water System ✔ Pool Lounges ✔ Outdoor Seating Areas ✔ Gas BBQ Grill ✔ Outdoor Dining Areas ✔ Outdoor Lighting ✔ Beach Towels ✔ Beach Chairs ✔ Coolers ✔ Beach Toys ✔ 2 Bicycles (1 Adult & 1 Youth) Your backyard leads directly to the private 50-foot dock on the canal, with direct ocean access for boating and fishing. ✔ 50-foot Private Dock ✔ Fish Cleaning Station ✔ Water & 50 AMP Electrical Service ✔ Direct Ocean Access ✔ No Bridge Clearance Issues Aqua Verde delivers on everything you want from a Florida Keys stay. Brand-new comfort, modern amenities, waterfront living. The house is exclusively yours for the duration of your stay, without interruption. Beyond the amenities listed above, the home also includes: ✔ High-Speed Wi-Fi ✔ Air Conditioning ✔ Heating ✔ Laundry Facilities (Washer/Dryer, Iron/Board) ✔ Beach Towels ✔ Free On-Site Parking ✔ Keyless Entry ✔ Security Cameras (Exterior Only) We recommend arriving by car for the freedom to explore the Florida Keys at your own pace. Free on-site parking is included with your stay. If you are bringing a boat trailer, please contact us in advance at (786) 348-1396 or info@paraisovacationrentals.com so we can confirm trailer parking arrangements and share any relevant local regulations. For specific dock dimensions and boat size limits, reach out and we will get you the details. Car rental options are available at the Florida Keys Marathon Airport (MTH), about 7 minutes from the property. ★ ADDITIONAL ACCOMMODATION ★ Traveling in a larger group, or your preferred dates are already taken? Villa Paraiso Vacation Rentals has additional professionally managed homes in the area. Browse our host profile for the full list. ★ CLEANING & SANITIZATION ★ We use a thorough cleaning process after each checkout. Health and safety are priorities. ★ PETS ALLOWED ★ We welcome pets. Pet fee: $250 per pet per week. Please review our terms of service or contact us for full details. ★ NO SMOKING INSIDE ★ Please do not smoke inside the home. Any smoking evidence will result in odor removal and furniture cleaning fees. ★ NO PARTIES/EVENTS ★ We ask that you treat the home with care to keep it in great condition for future guests and your own return visits. ★ CONSTRUCTION NOTICE ★ There may be construction noise nearby as this is a developing neighborhood. ★ PARKING ★ Free on-site parking is included. For specific parking capacity, trailer accommodation, or any special vehicle needs, please contact us directly at (786) 348-1396 or info@paraisovacationrentals.com before your arrival. ★ POOL HEATING ★ The pool can be heated for $250 per week plus taxes and applicable credit card processing fees (prorated for longer stays). ★ DOCK ★ The 50-foot private dock provides direct access to the Florida Keys waters with 50 AMP power for your boating needs. For dock size specifications and maximum boat length, please contact us directly. ★ BOOKING TERMS ★ 7-night minimum (and maximum) with Saturday-to-Saturday schedule during peak season. Thank you. We look forward to hosting you!

Home Away from Home Pet Friendly - Marlin Bay

Marathon, FL, US
3 Bedrooms 8 Guests
Aug 23 - 30
$464 night

Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort featuring 13 luxury vacation homes, 74 private marina slips and a centrally located pool deck and clubhouse. We provide unparalleled service in an intimate setting allowing you to relax and unwind. We are located in Marathon in The Middle Keys, so you can easily explore all that The Keys have to offer. THE CLUBHOUSE - On Site Concierge Team - Beach Chairs & Umbrellas - Lounges with Big Screen TVs - Fitness Center with Sauna & Steam Room - Bicycles available to reserve in 2 hour increments (10am - 4pm daily) - Game Rooms with Shuffleboard, Billiards, Poker Table & Board Games THE POOL DECK - Pool Bar - In Ground Hot Tub - Beach Entry Heated Pool - Lounge Furniture & Umbrellas - Corn Hole, Ping Pong & Billiards Table THE MARINA - 74 Slips Available for Rent - Boat Trailer Parking for Rent (limited availability) - Fully Powered Concrete Docks with Water Hookup - On Site Dockmaster & Dockhands to Assist as Needed - Kayaks & Paddleboards available to reserve in 2 hour increments (10am - 4pm daily) - Onsite Fishing in Designated Areas - Unable to accommodate jet skis RESIDENCE #3830 - Pool Front Home next to The Clubhouse - Standalone 3-Story Home with Elevator & Garage - Guest Bedroom on First Floor with King Bed, En Suite Bathroom & Patio - Open Floor Plan on Second Floor with Kitchen, Dining Area, Living Room, Laundry Room & Terrace - Master Bedroom on Third Floor with King Bed, En Suite Bathroom, Wet Bar & Terrace - Guest Bedroom on Third Floor with King Bed & En Suite Bathroom - Queen Sized Sleeper Sofa in Living Room with Linens & Pillows - New Modern High-End Furnishings & Luxury Linens - Pack-n-Plays & Highchairs available upon request - Bright, Open & Airy Layout - Pet Friendly Home (100lbs max, 2 or less, $168.75 non refundable deposit, per pet) RENTAL AGREEMENT A formal Rental Agreement will be sent for e-signature within 24 hours of booking. This must be completed within 48 hours of receiving to confirm and hold a reservation. NEARBY AIRPORTS - Key West, FL (EYW) – 47 miles - Miami, FL (MIA) – 112 miles - Fort Lauderdale, FL (FLL) – 141 miles VACA-21-437

Waterfront 4 Bed Home w/Pool – Marlin Bay

Marathon, FL, US
4 Bedrooms 10 Guests
Aug 23 - 30
$941 night

Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort featuring 13 luxury vacation homes, 74 private marina slips and a centrally located pool deck and clubhouse. We provide unparalleled service in an intimate setting allowing you to relax and unwind. We are located in Marathon in The Middle Keys, so you can easily explore all that The Keys have to offer. THE CLUBHOUSE - On Site Concierge Team - Beach Chairs & Umbrellas - Lounges with Big Screen TVs - Fitness Center with Sauna & Steam Room - Bicycles available to reserve in 2 hour increments (10am - 4pm daily) - Game Rooms with Shuffleboard, Billiards, Poker Table & Board Games THE POOL DECK - Pool Bar - In Ground Hot Tub - Beach Entry Heated Pool - Lounge Furniture & Umbrellas - Corn Hole, Ping Pong & Billiards Table THE MARINA - 74 Slips Available for Rent - Boat Trailer Parking for Rent (limited availability) - Fully Powered Concrete Docks with Water Hookup - On Site Dockmaster & Dockhands to Assist as Needed - Kayaks & Paddleboards available to reserve in 2 hour increments (10am - 4pm daily) - Onsite Fishing in Designated Areas - Unable to accommodate jet skis RESIDENCE #3819 - Marina Front 4 Bed Home with Private Terraces - Standalone 3-Story Home with Elevator & Garage - Guest Bedroom on Second Floor with King Bed, En Suite Bathroom - Open Floor Plan on Second Floor with Kitchen, Dining Area, Living Room with Queen Sleeper Sofa, Laundry Room & Terrace - Master Bedroom on Third Floor with King Bed, En Suite Bathroom, Wet Bar & Terrace - Guest Bedroom on Third Floor with 2 Twin Beds & En Suite Bathroom - Guest Bedroom on Third Floor with King Bed & En Suite Bathroom - New Modern High-End Furnishings & Luxury Linens - Pack-n-Plays & Highchairs available upon request - Bright, Open & Airy Layout - Private Plunge Pool RENTAL AGREEMENT A formal Rental Agreement will be sent for e-signature within 24 hours of booking. This must be completed within 48 hours of receiving to confirm and hold a reservation. NEARBY AIRPORTS - Key West, FL (EYW) – 47 miles - Miami, FL (MIA) – 112 miles - Fort Lauderdale, FL (FLL) – 141 miles VACA-21-425

The Point at Coral Lagoon, Rare End of Canal Single

Key Colony Beach, FL, US
3 Bedrooms 6 Guests
Aug 30 - Sep 2
$481 night

A rare find at Coral Lagoon — the only fully private, standalone villa at the end of the canal, with a dedicated 40 ft boat slip just steps from your door and quick access to both the Atlantic and the Gulf via Vaca Cut. This 3BR / 2.5BA single-family home sleeps 8 (with a queen sleeper sofa) and offers unmatched privacy, multiple parking spaces, and resort-style amenities — all set within six acres of lush, landscaped grounds in the heart of the Middle Keys. Recently Refreshed The villa was recently updated throughout, including new quartz kitchen countertops, new shower tile and flooring, updated lighting and décor, a mini bar, a Margaritaville frozen drink machine, a bait freezer, an electric outdoor grill, and brand-new Polywood outdoor couch, chairs, and dining set. The Layout The first floor opens into a bright kitchen-dining-living space with seating for eight, flowing out to a covered balcony with Polywood seating overlooking the water. A half bath and queen sleeper sofa complete the main level. Upstairs, the primary suite features a king bed, private balcony, smart TV, and ensuite bath (shower only). The two guest rooms each include smart TVs — one with a queen bed, the other with two twins. A Pack and Play is available upon request. Boating & Marina Access Your included dock (Slip #1) sits at the canal’s end for the easiest navigation in and out (right behind the house), accommodating vessels up to 40 ft with electric and water hookups. The Boat House Marina offers trailer parking, a boat ramp (up to 28 ft), fuel, ice, fish cleaning stations, and more — all for separate fees. Only one vessel is permitted per slip; no trailer parking at the villa. Boaters insurance is required a minimum liability limit of $300,000, and a $50 marina registration fee is due upon arrival. For trailer storage and other arrangements, contact the marina directly at 305-481-0653. Resort Amenities Coral Lagoon features an outdoor heated pool with both shaded and sunny seating, plus a private electric grill on the villa’s back porch. House Rules 3-night minimum on weekends; 1–2 night stays may be approved midweek or during non-peak gaps Non-smoking property Pets welcome with prior approval and a $350 pet fee Preferred Charter Partner — Exclusive 10% Guest Discount We’re proud to partner with Captain Jay Charters, one of Marathon’s top-rated and most trusted fishing operations. Captain Jay knows these waters inside and out and delivers an exceptional experience for anglers of all levels. Guests staying at our Coral Lagoon villa receive an exclusive 10% discount when booking with him. Standard occupancy is 6 guests; additional guests permitted up to a maximum of 8, at $25 per night per additional guest

Deep Blue ~ Waterfront Gem ~ Pool ~ Kayaks ~ Dock

Key Colony Beach, FL, US
4 Bedrooms 10 Guests
Aug 29 - Sep 5
$879 night

Escape to Deep Blue, a 4BR 3BA waterfront retreat in the exclusive Key Colony Beach, Florida Keys. This expansive two-story estate offers the ultimate island getaway with sophisticated design, luxurious amenities, and breathtaking water views from the 112-foot private dock. ✔ 4 Luxurious BRs ✔ Gourmet Kitchen ✔ Pool & Spa (heating available for a fee) ✔ Waterfront Yard (BBQs, Games, Kayaks, Bicycles) ✔ 112ft Private Dock (Fish Cleaning Station, Water, Electricity) ✔ Smart TVs Throughout ✔ High-Speed Wi-Fi ✔ Exclusive Cabana Club Access (Private Beach, Pool, Restaurant & Bar) This magnificent waterfront estate sits on a prime Key Colony Beach lot, designed for a comfortable and memorable stay for up to 10 guests. The contemporary two-story layout, exceptional spaces, and premium amenities provide the relaxation and convenience you need while visiting the Florida Keys. The interior features beautiful furnishings enhanced by abundant natural light that highlights the high-end decor. This is best seen in the open-concept living area, which combines the stylish living room with the fully equipped gourmet kitchen and elegant dining spaces. Additional outdoor living and dining areas extend across the magnificent decks overlooking the stunning waterfront backyard. Lounge the day away, soak up the sun by the pool and spa (heating available for a fee, saltwater system), fire up the Kamado Joe or gas grill, or have hours of fun playing yard games. Grab a kayak and head out from the expansive 112-foot private dock, or hop on a bicycle and explore Key Colony Beach by land. The dock can accommodate boats and includes a fish cleaning station, water hookup, and electrical service. For additional dock capacity details and to confirm your vessel will fit, please contact us directly at (786) 348-1396 or info@paraisovacationrentals.com. Four extremely comfortable bedrooms await you, providing the perfect setting for unwinding after a day filled with thrilling Florida Keys exploits. ★ LIVING ROOM ★ After a busy day of exploring the picturesque surroundings, the living room provides an ideal space to relax and make lasting memories with your loved ones. Take a seat on the comfortable seating, grab some snacks and drinks, and get ready to watch new episodes of your favorite TV show. ✔ Premium Seating for 8 ✔ Large Smart TV with Cable/Streaming Services ✔ Board Games & Entertainment ✔ Stylish Coffee and Side Tables ✔ Sonos Sound System ✔ Access to Upper Deck ★ KITCHEN & DINING ★ Make your way to the fully equipped gourmet kitchen and take advantage of its modern cooking appliances, spacious countertops, and plentiful cabinetry to whip up delicious homemade meals that rival the local restaurants. ✔ Microwave ✔ Electric Oven & Stove ✔ Toaster ✔ Air Fryer ✔ Coffee Maker ✔ Hot Water Kettle ✔ Double Door Refrigerator/Freezer ✔ Dishwasher ✔ Sink (Hot & Cold Water) ✔ Plates, Glasses, Silverware ✔ Pots & Pans ✔ Premium Cookware & Knife Set Open the deck doors and let the entire living space breathe as the designated family chef showcases their culinary skills in the kitchen. The enticing aromas will invite you to the dining table for a tasty homemade meal. ✔ Dining Table with Seating ✔ Additional Seating Areas ✔ High Chair ★ SLEEPING ARRANGEMENTS (4 BEDROOMS) ★ Relax in these cozy, meticulously designed bedrooms that offer all the rest and relaxation you need. ♛ Master Bedroom 1: King-Size Bed, Ensuite Bathroom, Access to Balcony ♛ Master Bedroom 2: Two Queen-Size Beds, Ensuite Bathroom ♛ Bedroom 3: Two Twin Beds ♛ Bedroom 4: King-Size Bed All bedrooms include: ✔ Large Smart TVs ✔ Premium Mattresses, Pillows, Linens, and Sheets ✔ Closets with Hangers and Shelves ✔ Night Stands with Reading Lamps ✔ Full-Size Mirrors ★ BATHROOMS ★ Three full bathrooms, fully stocked with essential toiletries and fresh towels. ✔ Walk-In Showers ✔ Vanities ✔ Mirrors ✔ Toilets ✔ Towels ✔ Hair Dryers ✔ Essential Toiletries ★ OUTDOORS (DECKS, PATIO, YARD & DOCK) ★ Step onto the expansive decks where you can savor tasty al fresco meals while marveling at the views of the spacious waterfront backyard, inviting you to sit back, relax, and enjoy the Florida Keys lifestyle. ✔ Pool (14’ x 32’), heating available for a fee ✔ Spa (7’ x 7’) ✔ Saltwater System ✔ Sun Lounges and Outdoor Seating ✔ Yard Games (Cornhole, Ping-Pong Table) ✔ Outdoor Kitchen with Kamado Joe & Gas Grill ✔ Bar with Stools ✔ Lounge Seating Areas ✔ Tiki Hut with Adirondack Chairs ✔ Outdoor Shower ✔ Upper-Floor Deck (Cozy Seating Area, Dining Table) ✔ Outdoor Lighting The backyard leads to the impressive 112-foot private dock, a perfect starting point for your fishing and boating adventures. ✔ 112-foot Private Dock (accommodates boats) ✔ Fish Cleaning Station ✔ Water & 50 AMP Electrical Service ✔ Excellent Water Depth (6-8 feet) ✔ 1.5 Miles to Ocean Access ✔ No Bridge Clearance Issues For additional dock capacity details and to confirm your vessel will fit, please contact us directly at (786) 348-1396 or info@paraisovacationrentals.com. We provide two kayaks and two bicycles so you can explore the Florida Keys on water and land. ✔ 2 Kayaks ✔ 2 Bicycles Our stunning Deep Blue is the perfect destination for an unforgettable visit to the Florida Keys. We are excited for you to experience its unparalleled comfort and waterfront beauty. The house is exclusively yours, without interruption during your stay, so relax, unwind, and make yourself at home. Beyond the amenities listed above, the home also includes: ✔ High-Speed Wi-Fi ✔ Air Conditioning ✔ Heating ✔ Laundry Facilities (Washer/Dryer, Drying Rack, Iron/Board) ✔ Beach Towels ✔ Free Parking ✔ Keyless Entry ✔ Security System with Exterior Cameras ✔ Sonos Speakers Throughout the Interior ✔ Exclusive Cabana Club Membership (Private Beach, Pool, Restaurant & Bar) For parking capacity and trailer/boat accommodation, please contact us directly at (786) 348-1396 or info@paraisovacationrentals.com so we can help you plan ahead. We recommend arriving by car as it gives you the freedom to explore and enjoy the Florida Keys at your own pace. For parking capacity details, including trailer and boat accommodation, please contact us directly at (786) 348-1396 or info@paraisovacationrentals.com so we can plan ahead for your arrival. ★ ADDITIONAL ACCOMMODATION ★ Traveling in a larger group, or your preferred dates are already taken? We have additional professionally managed accommodations in the area. Please browse our host profile for the complete list of our listings. ★ CABANA CLUB ACCESS INCLUDED ★ Your stay includes access to the Cabana Club, Key Colony Beach’s private oceanfront facility. Enjoy a sandy beach on the Atlantic Ocean, a 65-foot heated/cooled saltwater pool, full-service tiki bar and restaurant with oceanfront dining, game room, shower and changing facilities, complimentary ice water, and lounge chairs. Please confirm current operating hours with us before your visit, as hours may vary by day of the week. This is a $1,200+ value included with your stay. ★ CLEANING & SANITIZATION ★ Health, safety, and well-being of our guests are of the utmost importance. We use a thorough cleaning process after each check-out. ★ PETS ★ Not allowed ★ NO SMOKING INSIDE ★ Please refrain from smoking inside the home. Any smoking evidence will result in odor removal and furniture cleaning fees. ★ NO PARTIES/EVENTS ★ We kindly ask you to treat our home as your own to preserve its condition for future guests and your return visits. ★ PARKING ★ Free parking is available on-site. For specific parking capacity, trailer, and boat accommodation details, please contact us directly at (786) 348-1396 or info@paraisovacationrentals.com so we can plan ahead for your arrival. ★ POOL HEATING ★ The pool can be heated for a fee. Please contact us for current pricing and to arrange heating before your arrival. ★ DOCK ★ The 112-foot dock can accommodate 2 smaller boats or one larger boat, and includes electrical service. For additional dock capacity details, specifications, and to confirm your vessel will fit, please contact us directly at (786) 348-1396 or info@paraisovacationrentals.com. 7-night minimum, and maximum, with Saturday to Saturday only during peak season.; This property has exterior video cameras for the safety and security of our guests and the property. No cameras are inside or facing the interior of the home.

Pet & Family Friendly, Sleeps 8 - Marlin Bay

Marathon, FL, US
3 Bedrooms 8 Guests
Aug 23 - 30
$464 night

Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort featuring 13 luxury vacation homes, 74 private marina slips and a centrally located pool deck and clubhouse. We provide unparalleled service in an intimate setting allowing you to relax and unwind. We are located in Marathon in The Middle Keys, so you can easily explore all that The Keys have to offer. THE CLUBHOUSE - On Site Concierge Team - Beach Chairs & Umbrellas - Lounges with Big Screen TVs - Fitness Center with Sauna & Steam Room - Bicycles available to reserve in 2 hour increments (10am - 4pm daily) - Game Rooms with Shuffleboard, Billiards, Poker Table & Board Games THE POOL DECK - Pool Bar - In Ground Hot Tub - Beach Entry Heated Pool - Lounge Furniture & Umbrellas - Corn Hole, Ping Pong & Billiards Table THE MARINA - 74 Slips Available for Rent - Boat Trailer Parking for Rent (limited availability) - Fully Powered Concrete Docks with Water Hookup - On Site Dockmaster & Dockhands to Assist as Needed - Kayaks & Paddleboards available to reserve in 2 hour increments (10am - 4pm daily) - Onsite Fishing in Designated Areas - Unable to accommodate jet skis RESIDENCE #3828 - Pool Front Home with Three Private Terraces - Standalone 3-Story Home with Elevator & Garage - Guest Bedroom on First Floor with King Bed, En Suite Bathroom & Patio - Open Floor Plan on Second Floor with Kitchen, Dining Area, Living Room with Queen Sleeper Sofa, Laundry Room & Terrace - Master Bedroom on Third Floor with King Bed, En Suite Bathroom, Wet Bar & Terrace - Guest Bedroom on Third Floor with 2 Twin Beds & En Suite Bathroom - New Modern High-End Furnishings & Luxury Linens - Pack-n-Plays & Highchairs available upon request - Bright, Open & Airy Layout - Pet Friendly Home (100lbs max, 2 or less, $168.75 non refundable deposit, per pet) RENTAL AGREEMENT A formal Rental Agreement will be sent for e-signature within 24 hours of booking. This must be completed within 48 hours of receiving to confirm and hold a reservation. NEARBY AIRPORTS - Key West, FL (EYW) – 47 miles - Miami, FL (MIA) – 112 miles - Fort Lauderdale, FL (FLL) – 141 miles VACA-21-435

Vacation Rentals in Big Pine Key by Amenities & Features

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Vacation Rentals Near Big Pine Key

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