Vacation rentals in Florida Keys, FL with a pool

Explore 86 vacation rentals, homes, and villas with pools in Florida Keys, FL for your next getaway or business trip. Step outside to your own private or shared pool and into a home filled with premium amenities such as Air Condition Homes, Best Affordable Homes and Great for Groups. Throughout your stay, unwind poolside, soak up the sun, and enjoy an outdoor space designed for relaxation. With options starting as low as $103 per night and homes offering up to 8 bedrooms and 8 bathrooms, it's easy to book a comfortable, personalized stay. You'll also have access to high-speed Wi-Fi and 24/7 local support, creating a more secure, connected atmosphere for your trip. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, so each trip's more rewarding than the last. Book your next poolside escape with Homes & Villas by Marriott.

86 Homes with Pools in Florida Keys

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

Luxury Residence in Old Town Key West w Pool

Key West, FL, US
4 Bedrooms 10 Guests
Aug 31 - Sep 28
$435 night

Welcome to The Watson House, a historic gem at 522 Simonton Street, where old-world luxury seamlessly blends with modern elegance in Old Town Key West. This expansive two-story, 4-bedroom, 4.5-bath retreat is ideally situated just steps from Duval Street and the iconic Conch Harbor. The main-floor master suite boasts a king bed and luxurious ensuite bath. The spacious living room and additional seating area lead into an open-plan kitchen and living space, seamlessly extending to the outdoor terrace through 20-foot retractable glass doors. The gourmet chef’s kitchen is equipped with top-of-the-line appliances. Upstairs, you’ll find three more ensuite bedrooms: one with a queen bed, another with a full bed, and a kids’ room offering a queen bed and bunk bed. Assigned parking is a valuable bonus. Outside, indulge in the outdoor kitchen with a built-in grill, and unwind in the pool, illuminated by LED lights, or relax in the jacuzzi. This is Key West living at its finest! The Watson House offers a spacious, historic home with four bedrooms and 4.5 bathrooms. The main floor features a master suite, large living and seating areas, and an open kitchen with retractable glass doors leading to an outdoor terrace. Upstairs, three ensuite bedrooms include a mix of queen, full, and bunk beds. The property boasts a gourmet kitchen, assigned parking, an outdoor grill, a pool with LED lights, and a relaxing jacuzzi. Private Entry Key will be available when check in. Most visitors get around Old Town Key West by walking, biking, or using golf carts, as everything is close by. Taxis, rideshares, and the Duval Loop shuttle are also convenient options for exploring the island. 🚲🌴

Casa Azul | Open Concept, Pool & Pets!

Key West, FL, US
2 Bedrooms 4 Guests
Aug 31 - Sep 28
$288 night

Casa Azul is a luxe modern cottage with an open-concept living area that ends up filled with natural sunlight. Take a dip in the heated saltwater plunge pool with waterfall feature and night lighting. The best of Key West is at your fingertips - in Old Town only two blocks from Duval Street! Pet friendly, private parking & perfect for your next extended stay in Key West. Casa Azul is the perfect mix of comfort and stylish. Sleek grey quartz countertops, stainless steel appliances and loads of storage space await you! Get ready to cook with state-of-the-art appliances where you can serve up your goods at the breakfast bar offering up a spot for morning coffee or switch on over to the six-top kitchen table. Bedroom 1: Queen bed Features: Full bathroom with walk-in shower and plunge tub, private porch facing Elizabeth street, wardrobe, smart TV & closet. Bedroom 2: Full bed Features: Modern full bathroom, smart TV, blackout shades & closet. Unwind with high-speed wifi, a third full bathroom for guest use & an 80 inch TV for entertaining. Or sit in the sun loungers by the amazing pool to soak in the afternoon rays. Our self check-in makes the process seamless. Guests will receive a personalized access code prior to arrival and direct contact to a local guest experience manager for any questions, needs or recommendations during their stay. Parking for 1 vehicle in the driveway and a corresponding space in front of the driveway on the street, both of which are reserved for this property. Any additional street parking is first come first serve and can be difficult to find. There are a variety of great ways to explore Key West including by bicycle, pedi-cab, moke, scooter, golf cart, Uber, Taxi or by feet. This unit is located in downtown Key West and many attractions are within walking distance. Feel free to ask us for recommendations! - 28-night minimum rental only - Private laundry room - Entire home is Solar powered with back up energy - Pets welcomed

Evershore House | Pool, Parking, Dock!

Key West, FL, US
4 Bedrooms 12 Guests
Aug 30 - Sep 1
$959 night

Evershore Estate is a waterfront 4-bedroom, 4-bath home at Lunara Bay - a collection of 26 luxury homes in a gated community. Perfect for activity and relaxation, it features a private pool and dock, parking, a pet-friendly gated yard, and fitness amenities including a Peloton, free weights, and yoga mats. Tailored itineraries help you uncover hidden gems and local favorites for an unforgettable Lunara Bay experience. Indulge in luxury with our private boat excursions and chauffeur services. Sail away on tailored aquatic adventures or arrive in style with our elite transportation solutions. Experience excellence, tailored just for your stay. Please reach out for more information! The open concept floor plan makes entertaining a breeze and encourages family time around the dining room table. A fully equipped kitchen awaits your home cooked meals or private chef experience. With high speed internet access and keyless entry vacation has never been more convenient and easy. The spacious fenced in yard and gated dock access are perfect for children and your furry friends. Or enjoy an outdoor workout with at-home gym equipment. Evershore House is a four-bedroom, four-bath home sleeping up to 12 guests with stunning decor. Bedroom 1: King Bed Bedroom 2: King Bed Bedroom 3: King Bed Bedroom 4: King bed & twin over twin trundle bed Extra Sleeping: Queen pull-out couch in the living room Our contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival. Boating: We encourage boating. Here’s what you need to know in order to do so safely: - Private dock can accommodate boats up to 50’ in length. Maximum one boat per dock. - There is no power or pump out service to the slips. - The Florida Keys are a notoriously difficult place to navigate. How to Access: Stair access only the home is elevated above sea level Travel by car, boat, or plane to Evershore House, The driveway allows parking for up to 4 vehicles and your boat trailer. If you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. Rent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations! - Extend your stay 7+ nights for 10% off your entire stay! - Elevate your stay and ask us about our Private Chauffeur services. - Private washer/dryer - Located in gated community. - Comes with free gym access to FYT. - Pets are welcome! Our requirements are as follows: •40lb maximum per pet •$250/stay •2 pet maximum

The Dreamside House at Lunara Bay

Key West, FL, US
8 Bedrooms 16 Guests
Aug 30 - Sep 1
$1,518 night

Discover a luxurious new waterfront home, 8 spacious bedrooms and a private pool at Lunara Bay - a collection of 26 Luxury homes in a gated community! . This stunning home offers exceptional amenities, including free gym access and ample living space perfect for relaxation and entertainment. Dock boats up to 40’ at private slips, relax in your private pool, access the FYT gym, and enjoy itineraries from our local guest experience team. Extend your stay 7+ nights for 10% off your entire stay! Experience luxury with our private boat excursions and chauffeur services. Enjoy customized aquatic adventures or arrive in style with our premium transportation options. Expect excellence tailored to your stay. For more information, please reach out! The open-concept floor plan, both indoors and outdoors, creates a warm atmosphere ideal for entertaining and quality time with loved ones. Whether you’re relaxing by the pool, playing games, grilling, or dining in various areas, there’s something for everyone. The fully equipped kitchen is perfect for home-cooked meals or for a private chef to elevate your culinary experience. With high-speed internet and keyless entry, your vacation will be seamless and convenient. Outside, the spacious fenced yard provides a safe play area for children and a perfect space for your pets. This property features eight bedrooms, each with a king bed and ensuite bathroom. Our self check-in makes the process seamless. Guests will receive a personalized access code prior to arrival and direct contact to a local guest experience manager for any questions, needs or recommendations during their stay. Boating & Private Dock Slip: We encourage boating. Here’s what you need to know in order to do so safely: - Dock accommodates a boats up to 50’ in length. Travel by car, boat, or plane to Modern Keys, The driveway allows parking for up to 4 vehicles and your boat trailer. If you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. Rent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations! - Private washer/dryer - Located in a gated community - Free gym access at FYT - Pets are welcome! Our requirements are as follows: •40lb maximum per pet •$250/stay •2 pet maximum

Spindrift House | Huge Pool, Dock

Key West, FL, US
4 Bedrooms 12 Guests
Aug 23 - 25
$719 night

Spindrift House is a beautiful waterfront 4-bedroom, 4-bath home at Lunara Bay—a collection of 26 luxury homes in a gated community. With a private pool and dock, parking, and a pet-friendly gated yard, it’s perfect for enjoying all that Key West has to offer. Your stay includes complimentary FYT gym access, plus tailored itineraries to uncover hidden gems and local favorites for unforgettable memories. Indulge in luxury with our private boat excursions and chauffeur services. Sail away on tailored aquatic adventures or arrive in style with our elite transportation solutions. Experience excellence, tailored just for your stay. Please reach out for more information! The open concept floor plan makes entertaining a breeze and encourages family time around the dining room table. A fully equipped kitchen awaits your home cooked meals or private chef experience. With high speed internet access and keyless entry vacation has never been more convenient and easy. The spacious fenced in yard and gated dock access are perfect for children and your furry friends. Spindrift House is a four-bedroom, four-bath home accommodating up to 12 guests with sleek contemporary decor. Bedroom 1 - King bed Bedroom 2 - King bed Bedroom 3 - King bed Bedroom 4 - King bed & twin over twin trundle Extra Sleeping - Queen pull-out couch in living area Our contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival. Boating: We encourage boating. Here’s what you need to know in order to do so safely: - Private dock can accommodate boats up to 50’ in length. Maximum one boat per dock. - There is no power or pump out service to the slips. - The Florida Keys are a notoriously difficult place to navigate. How to Access: Stair access only the home is elevated above sea level Travel by car, boat, or plane to Spindrift House. The driveway allows parking for up to 4 vehicles and your boat trailer. If you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. Rent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations! - Extend your stay 7+ nights for 10% off your entire stay! - Elevate your stay and ask us about our Private Chauffeur services. - Private washer/dryer - Located in gated community. - Comes with free gym access to FYT. - Pets are welcome! Our requirements are as follows: •40lb maximum per pet •$250/stay •2 pet maximum

The Starboard House at Solaire Lunara Bay

Key West, FL, US
8 Bedrooms 20 Guests
Aug 25 - 27
$1,439 night

Explore a stunning new build at Lunara Bay—a collection of 26 luxury homes in a gated community. This exceptional eight-bedroom home features a private pool, top-tier amenities including complimentary gym access, and expansive living areas perfect for unwinding and entertaining. With modern design and upscale finishes, Starboard House blends comfort, elegance, and convenience for an elevated stay. Indulge in opulence with our exclusive boat trips and chauffeur services. Experience tailor-made aquatic adventures or travel in elegance with our premium transport options, designed just for you! The spacious open-concept layout, both inside and out, creates a warm setting perfect for entertaining and connecting with loved ones. Relax by the pool, enjoy games, grill, or dine in various charming spots—there’s something for everyone. The fully stocked kitchen is ideal for cooking or hiring a private chef. With high-speed internet and keyless entry, your retreat is seamless. The enclosed yard ensures a safe space for kids and pets. Located right in your backyard, kayaks and paddle boards offer effortless access to water adventures. Bedroom Configuration: This property includes seven king bedrooms and one room with two bunk beds, each featuring ensuite bathrooms. Our self check-in ensures a seamless arrival. Guests will receive a personalized access code before arrival and direct contact with a local guest experience manager for any questions, needs, or recommendations during their stay. Boating & Private Dock Slip: We encourage boating. Here’s what you need to know for a safe experience: - There is shore power available at the dock should you need it. - Dock is private for boats up to 50’ and a limit of one boat per dock. - Navigating the Florida Keys can be challenging, so please proceed with caution. Travel by car, boat, or plane to Modern Keys, The driveway allows parking for up to 4 vehicles and your boat trailer. If you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. Rent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations! - Extend your stay 7+ nights for 10% off your entire stay! - Elevate your stay and ask us about our Private Chauffeur services. - Private washer/dryer - Located in a gated community - Free gym access at FYT - Pets are welcome! Our requirements are as follows: •40lb maximum per pet •$250/stay •2 pet maximum. - We’re excited to provide you with access to the kayaks and paddleboards located on the side of the house. You’ll find the paddles and life jackets in the bin to the left of the kayaks. If they seem low, you will also find an air pump in that bin as well. For your safety, please be sure to wear a life jacket while using the equipment.

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 like-new 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 downstairs, 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. An outdoor refrigerator keeps drinks close at hand, while 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 with large tub/shower combination • Guest Suite 1: Queen bed plus oversized twin chair bed with 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.

Contra House - Private Pool & Steps to Duval St.

Key West, FL, US
4 Bedrooms 12 Guests
Sep 27 - 29
$959 night

This captivating modern home with a striking exterior and vaulted ceilings makes for the perfect vacation home. Just one block from Duval Street in a highly sought-after location, Contra House is a must-see and must-stay in downtown Key West. With an amazing pool, Contra House is comprised of two one-of-a-kind homes, each with two bedrooms and two bathrooms. The galley kitchen in the front house has all of your essentials along with a wine cooler! The back house has a state-of-the-art, open concept living area that is bright and airy as the back sliding doors open up the private pool area. The gourmet kitchen includes a wine cooler and spacious countertops for all of your backyard barbecuing and delicious dinners! Splitting the two homes is a heated in-ground pool with seating. Along with the pool you can find a grill and plenty of backyard entertaining space. The bed layout is as follows: Front House sleeps up to 6 guests: Bedroom 1: Queen (on first floor with shared bathroom access) Bedroom 2: King (on second floor with en-suite bathroom) Extra Sleeping: queen pull out couch in living room Back House sleeps up to 6 guests: Bedroom 1: King (with en-suite bathroom) Bedroom 2: King (with shared bathroom access) Extra Sleeping: Queen pullout couch in living room Our contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to check-in to enter the unit. Parking Information: Two off-street parking spots are included with your stay. If you need additional parking, there are spots along Simonton Street. The other spaces are for neighboring properties. We can provide you with recommendations for parking additional vehicles upon request! There are a variety of great ways to explore Key West including by bicycle, pedi-cab, moke, scooter, golf cart, Uber, Taxi, or by feet. As this unit is located in downtown Key West, many attractions are within walking distance. ​​- Contra House features a private washer/dryer in both the front & back house.

Springtide House | Waterfront, Pool

Key West, FL, US
4 Bedrooms 10 Guests
Aug 24 - 26
$719 night

Discover your dream Key West vacation at Lunara Bay - a collection of 26 luxury homes in a gated community!! Springtide House is a 4BR, 4.5BA pet-friendly home blending island charm with modern elegance, just minutes from downtown. Dock boats up to 40’ at private slips, relax in your private pool, access the FYT gym, and enjoy curated itineraries from our local guest experience team. Indulge in luxury with our private boat excursions and chauffeur services. Sail away on tailored aquatic adventures or arrive in style with our elite transportation solutions. Experience excellence, tailored just for your stay. Please reach out for more information! The open concept floor plan makes entertaining a breeze and encourages family time around the dining room table. A fully equipped kitchen awaits your home cooked meals or private chef experience. With high speed internet access and keyless entry vacation has never been more convenient and easy. Sleeping up to 10 guest this home features four king beds and a new sleeper sofa. The spacious fenced in yard and gated dock access are perfect for children and your furry friends. Our contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival. Boating: We encourage boating. Here’s what you need to know in order to do so safely: - Private dock can accommodate boats up to 50’ in length. Maximum one boat per dock. - There is no power or pump out service to the slips. - The Florida Keys are a notoriously difficult place to navigate. How to Access: Stair access only the home is elevated above sea level Travel by car, boat, or plane to Springtide House, The driveway allows parking for up to 4 vehicles and your boat trailer. If you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. Rent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations! - Extend your stay 7+ nights for 10% off your entire stay! - Elevate your visit with our Private Chauffeur Service for effortless luxury transportation. - Private washer/dryer - Located in gated community. - Comes with free gym access to FYT. - Pets are welcome! Our requirements are as follows: •40lb maximum per pet •$250/stay •2 pet maximum

Poolside Paradise | Heated Pool!

Key West, FL, US
3 Bedrooms 10 Guests
Aug 30 - Sep 1
$466 night

This 3 bed 2 bath home with an amazing HEATED pool is located right off the quieter end of Duval St. The home consists of 2 separate units "Poolside Suite" and "Poolside Retreat" which are side-by-side and have their own living rooms and kitchens. This property is perfect for larger groups looking for a memorable time in Key West and is walking distance to popular restaurants, attractions, shops and bars! Bring the whole family together for a reunion or holiday celebration at this spacious, Key West home located just a block from the non-stop fun of Duval Street. This rental, with space for up to 10 guests, features an enclosed yard, a private pool, a furnished patio, two full kitchens, and off-street parking for two vehicles (a real rarity in Key West). And dogs up to 40 pounds are welcome for a small nightly fee. Poolside Retreat Bed Layout: Bedroom 1: Queen Living Room: Queen pullout couch Poolside Suite Bed Layout: Bedroom 1: King Bedroom 2: Queen Living Room: Queen pullout couch Ideal for an extended family or a few couples traveling together, this home offers free WiFi, four cable TVs, two full kitchens, and a gas grill for a family cookout on the furnished patio. Our contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival. Parking Information: There are 2 private off street parking spots on the Olivia St side of the property. They are labeled "Poolside Retreat" & "Poolside Suite." There are a variety of great ways to explore Key West including by bicycle, pedi-cab, moke, scooter, golf cart, Uber, Taxi, or by feet. As this unit is located in downtown Key West, many attractions are within walking distance. Feel free to ask us for recommendations! - Private washer/dryer located outside. - This unit is pet friendly. Our requirements are as follows: •40lb maximum per pet •$25/per night •2 pet maximum Please let us know if you plan on bringing your pet. - Are you within 90 days of your check in date a & have a smaller group? Rent just Poolside Retreat or Poolside Suite!

Key Largo Oasis Oceanfront with Pool & Hot Tub

Key Largo, FL, US
3 Bedrooms 9 Guests
Aug 30 - Sep 1
$543 night

Wake up to stunning ocean views in this modern 3-bedroom waterfront home, designed for comfort, relaxation, and unforgettable coastal experiences. Guests can enjoy access to a shared waterfront pool and hot tub, as well as communal kayaks and paddleboards, all just steps from your door, conveniently located within the community. A short walk brings you to a top-rated local seafood restaurant with live music, making it easy to enjoy the best of the area. Perfect for families, groups, and long stays. The space This newly built coastal modern home features 3 bedrooms, 2.5 bathrooms, and spacious interiors designed for comfort. Located in a gated community with full ocean views, the home includes an elevator, premium finishes, and expansive windows that bring in natural light throughout. Guests can explore the calm waters with kayaks and paddleboards or simply enjoy a barbecue at home. For more adventure, jet ski rentals are available nearby. A popular restaurant offering fresh seafood and live entertainment is just a block away—perfect for evenings out. Guest access The entire home is yours to enjoy with communal amenities shared with other residents and guests. We only request that any locked areas remain unopened. Other things to note Whether you’re planning a team retreat, small wedding, or family gathering, we can help arrange group accommodations with five neighboring homes available to book together. Experience a brand-new oceanfront escape and make memories that last a lifetime.

Mastway House | Pool & Dock!

Key West, FL, US
4 Bedrooms 12 Guests
Aug 23 - 25
$719 night

Mastway House is a waterfront 4-bedroom, 4-bath home at Lunara Bay - a collection of 26 luxury homes in a gated community! Perfect for both activity and relaxation, it features a private pool and dock, parking, a pet-friendly gated yard, and fitness amenities including a Peloton, free weights, and yoga mats. Tailored itineraries help you uncover hidden gems and local favorites for an unforgettable Key West experience. Indulge in luxury with our private boat excursions and chauffeur services. Sail away on tailored aquatic adventures or arrive in style with our elite transportation solutions. Experience excellence, tailored just for your stay. Please reach out for more information! The open concept floor plan makes entertaining a breeze and encourages family time around the dining room table. A fully equipped kitchen awaits your home cooked meals or private chef experience. With high speed internet access and keyless entry vacation has never been more convenient and easy. The spacious fenced in yard and gated dock access are perfect for children and your furry friends. Mastway House is a four-bedroom, four-bath home with spectacular decor. Bedroom 1: King Bedroom Bedroom 2: King Bedroom Bedroom 3: King Bedroom Bedroom 4: King Bed & Twin over Twin Trundle Extra Sleeping: Queen sleeper sofa in the living area Our contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival. Boating: We encourage boating. Here’s what you need to know in order to do so safely: - Private dock can accommodate boats up to 50’ in length. Maximum one boat per dock. - There is no power or pump out service to the slips. - The Florida Keys are a notoriously difficult place to navigate. How to Access: Stair access only the home is elevated above sea level Travel by car, boat, or plane to Mastway House, The driveway allows parking for up to 4 vehicles and your boat trailer. If you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. Rent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations! - Extend your stay 7+ nights for 10% off your entire stay! - Elevate your stay and ask us about our Private Chauffeur services. - Private washer/dryer - Located in gated community. - New Couch Installed June 2023! - Fans inside bedrooms only operate with the light on. - Comes with free gym acess to FYT.

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.

Aquaria House | Pool & Boat Dock

Key West, FL, US
4 Bedrooms 10 Guests
Aug 30 - Sep 1
$959 night

Experience the Aquaria House at Lunara Bay - a collection of 26 luxury homes in a gated community! This stunning waterfront 4 bedroom, 4.5 bath home is perfect for those looking to embrace all that Key West has to offer. Enjoy a private pool & dock, convenient parking, and a pet-friendly gated yard for a truly relaxing getaway. We provide personalized itineraries to help you and your party make the most of your Lunara Bay experience. Indulge in luxury with our private boat excursions and chauffeur services. Sail away on tailored aquatic adventures or arrive in style with our elite transportation solutions. Experience excellence, tailored just for your stay. Please reach out for more information! The open concept floor plan makes entertaining a breeze and encourages family time around the dining room table. A fully equipped kitchen awaits your home cooked meals or private chef experience. With high speed internet access and keyless entry vacation has never been more convenient and easy. The spacious fenced in yard and gated dock access are perfect for children and your furry friends. Aquaria House is a four-bedroom, four and a half-bath home sleeping up to 10 guests with breathtaking decor. Bedroom 1 - King Bedroom 2 - King Bedroom 3 - King Bedroom 4 - King Extra Sleeping - Queen pull-out couch in the living area Our contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival. Boating: We encourage boating. Here’s what you need to know in order to do so safely: - Private dock can accommodate boats up to 50’ in length. Maximum one boat per dock. - There is no power or pump out service to the slips. - The Florida Keys are a notoriously difficult place to navigate. How to Access: Stair access only the home is elevated above sea level Travel by car, boat, or plane to Aquaria House, The driveway allows parking for up to 4 vehicles and your boat trailer. If you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. Rent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations! - Extend your stay 7+ nights for 10% off your entire stay! - Elevate your stay and ask us about our Private Chauffeur services. - Private washer/dryer - Located in gated community. - Comes with free gym access to FYT. - Pets are welcome! Our requirements are as follows: •40lb maximum per pet •$250/stay •2 pet maximum

The Fairhaven House at Solaire Lunara Bay

Key West, FL, US
8 Bedrooms 16 Guests
Aug 25 - 27
$1,439 night

Explore the Fairhaven House, a new build at Lunara Bay - a collection of 26 luxury homes in a gated community! Featuring eight spacious bedrooms and a private pool. This stunning home offers top-tier amenities, including complimentary gym access and expansive living areas perfect for both relaxation and entertaining. Boasting a modern design and high-end finishes, this property is ideal for those seeking a perfect blend of comfort and style. Experience luxury with our private boat excursions and chauffeur services. Enjoy customized aquatic adventures or arrive in style with premium transport options—all tailored to your stay. The open-concept design, both indoors and outdoors, creates a warm atmosphere for entertaining and spending quality time with loved ones. Relax by the pool, play games, grill, or dine in various areas—there’s something for everyone. The fully equipped kitchen is perfect for home-cooked meals or a private chef. With high-speed internet and keyless entry, your vacation is seamless. Outside, the fenced yard offers a safe space for children and pets. Bed Layout: This property features eight bedrooms, each with a king bed and ensuite bathroom. Discover a new standard of living where elegance meets convenience in an exceptional setting. Get ready to elevate your lifestyle in a space that truly feels like home! Our self check-in ensures a seamless arrival. Guests will receive a personalized access code before arrival, along with direct contact information for a local guest experience manager to assist with any questions, needs, or recommendations during their stay. Boating & Private Dock Slip: We encourage boating! Here’s what you need to know for a safe experience: The dock accommodates boats up to 40 feet long. There is no power or pump-out service at the slips. Navigating the Florida Keys can be challenging, so please proceed with caution. Travel by car, boat, or plane to Modern Keys. The driveway allows parking for up to four vehicles and a boat trailer. If you didn’t travel by water, you can also launch your boat at one of the public ramps in Key Haven or Stock Island. Rent a golf cart, scooter, or bike for the day to explore the area. Feel free to ask us for recommendations! - Extend your stay 7+ nights for 10% off your entire stay! - Elevate your stay and ask us about our Private Chauffeur services. - Private washer/dryer - Located in a gated community - Free gym access at FYT - Pets are welcome! Our requirements are as follows: •40lb maximum per pet •$250/stay •2 pet maximum

Seagate House | Waterfront w/Dock

Key West, FL, US
4 Bedrooms 10 Guests
Aug 23 - 25
$719 night

Discover your dream Key West getaway at Lunara Bay - a collection of 26 Luxury homes in a gated community! Seagate Estate is a 4BR, 4.5BA luxury waterfront home blending island charm with modern elegance, just minutes from downtown. Dock your boat right in the backyard, unwind in your pool, enjoy gym access, and enjoy curated itineraries from our local guest experience team. Elevate your visit with our Private Chauffeur Service for effortless transportation. Indulge in luxury with our private boat excursions and chauffeur services. Sail away on tailored aquatic adventures or arrive in style with our elite transportation solutions. Experience excellence, tailored just for your stay. Please reach out for more information! The open concept floor plan makes entertaining a breeze and encourages family time around the dining room table. A fully equipped kitchen awaits your home cooked meals or private chef experience. With high speed internet access and keyless entry vacation has never been more convenient and easy. The spacious fenced in yard and gated dock access are perfect for children and your furry friends. Our dock is equipped with a fish fillet station and hose for an easy clean up after a day at sea! Seagate House is a 4 bedroom, 4.5 bath home sleeping up to 10 guests with sleek contemporary decor. Bedroom 1: King bed with en suite bathroom Bedroom 2: King bed with en suite bathroom Bedroom 3: King bed with en suite bathroom Bedroom 4: King bed with en suite bathroom Extra Sleeping: Queen pull-out couch in living area Our self check-in makes the process seamless. Guests will receive a personalized access code prior to arrival and direct contact to a local guest experience manager for any questions, needs or recommendations during their stay. Boating: We encourage boating. Here’s what you need to know in order to do so safely: - Private dock can accommodate boats up to 50’ in length. Maximum one boat per dock. - There is no power or pump out service to the slips. - The Florida Keys are a notoriously difficult place to navigate. How to Access: Stair access only the home is elevated above sea level Travel by car, boat, or plane to Seagate House, the driveway allows parking for up to 4 vehicles and your boat trailer. If you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. Rent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations! - Private washer/dryer - Located in gated community. - Comes with free gym access to FYT.

Catchlight House at Lunara Bay

Key West, FL, US
6 Bedrooms 16 Guests
Aug 24 - 26
$959 night

Catchlight House is a stunning 6-bedroom, 6.5-bath home at Lunara Bay—a collection of 26 luxury homes in a gated community. Just minutes from Key West’s vibrant center, it offers spacious living areas, beautiful outdoor spaces, and a private marina slip for boats up to 40’. Guests also enjoy complimentary FYT gym access and personalized itineraries curated by our guest experience team for an unforgettable stay. Step inside and be greeted by a beautifully appointed interior featuring modern furnishings and island-inspired décor. The expansive living areas provide ample space for relaxation and entertainment, while large windows flood the rooms with natural light. Each bedroom is a tranquil oasis, complete with plush bedding and en-suite bathrooms for privacy and convenience. The bed layout is as follows: Bedroom 1: King Bed Bedroom 2: Two Bunk Beds with two queen and two twin sized Mattresses Bedroom 3: King Bed Bedroom 4: King Bed Bedroom 5: King Bed Bedroom 6: King Bed All bedrooms have an ensuite bathroom Our self check-in makes the process seamless. Guests will receive a personalized access code prior to arrival and direct contact to a local guest experience manager for any questions, needs or recommendations during their stay. Boating & Private Dock Slip: We encourage boating. Here’s what you need to know in order to do so safely: - Dock in our exclusive marina which accommodate boats up to 50’ in length. Maximum one boat per slip. - There is no power or pump out service to the slips. - The waters of the Florida Keys are notoriously difficult to navigate, so please use extra caution when traveling to and from the property. Travel by car, boat, or plane to Catchlight House. The driveway allows parking for up to 2 vehicles and your boat trailer. Rent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations! - Extend your stay 7+ nights for 10% off your entire stay! - Elevate your stay and ask us about our Private Chauffeur services. - Private washer/dryer - Located in gated community - Free gym access at FYT - Pets are welcome! Our requirements are as follows: •40lb maximum per pet •$250/stay •2 pet maximum

Palmgale Estate at Lunara Bay

Key West, FL, US
6 Bedrooms 16 Guests
Aug 30 - Sep 1
$984 night

Palmgale Estate is a luxurious 6-bedroom, 6.5-bath home at Lunara Bay - a collection of 26 luxury homes in a gated community! Located just minutes from Key West’s vibrant center, it offers a private slip at our exclusive marina for boats up to 40’. Enjoy the convenience of docking steps from your door, plus free access to FYT gym. Our guest experience managers can craft a customized itinerary for your group. Contact us for more info and elevate your vacation experience! Step into a realm where contemporary elegance meets island charm. The expansive living areas invite you to unwind or host gatherings, filled with natural light from generous windows. Each bedroom offers a serene escape, featuring plush bedding and private en-suite bathrooms for ultimate comfort and seclusion. The bed layout is as follows: Bedroom 1: King Bed Bedroom 2: Two Bunk Beds with two queen and two twin sized Mattresses Bedroom 3: King Bed Bedroom 4: King Bed Bedroom 5: King Bed Bedroom 6: King Bed All bedrooms have an ensuite bathroom Our self check-in makes the process seamless. Guests will receive a personalized access code prior to arrival and direct contact to a local guest experience manager for any questions, needs or recommendations during their stay. Boating & Private Dock Slip: We encourage boating. Here’s what you need to know in order to do so safely: - Dock in our exclusive marina which accommodate boats up to 40’ in length. Maximum one boat per slip. - There is no power or pump out service to the slips. - The Florida Keys are a notoriously difficult place to navigate. Travel by car, boat, or plane to Palmgale House. The driveway allows parking for up to 2 vehicles and your boat trailer. If you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. Rent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations! - Extend your stay 7+ nights for 10% off your entire stay! - Elevate your stay and ask us about our Private Chauffeur services. - Private washer/dryer - Located in gated community - Free gym access at FYT - Fans inside bedrooms only operate with the light on. - Pets are welcome! Our requirements are as follows: •40lb maximum per pet •$250/stay •2 pet maximum

Banana Breeze

Key West, FL, US
4 Bedrooms 8 Guests
Aug 26 - 28
$807 night

"Banana Breeze" is an upscale escape by the sea, and considered by some to be a hidden gem. Tucked away in your own oasis in a private waterfront retreat, with your own heated pool. Look out at the open water views while enjoying the professionally decorated interior and spacious outdoor patio. Imagine relaxing at "Banana Breeze" with friends, family or both while listening to island music and casting away into delightful bliss. Key Cove estates is an exclusive group of homes all located on the waterfront and provides hard to find privacy. Centrally located in the middle of Key West, you and your guests will have the convenience of walking to grocery stores as well as shopping just across the street. Old Town, Key West’s Historic area is just a few minutes away by transportation. Whether you bring your own vehicle or rent one of the many local options like mopeds, electric cars, or bikes, you can easily park in one of two garages or your own private driveway. The first floor of the home is located atop of a grand set of exterior stairs which lead you to the front door, through which you will find a expansive floorplan consisting of a professional kitchen fully functional for even the most advanced chefs. This area also consists of a large living room and dining area suitable for all your guests to congregate. The far wall is comprised of glass doors allowing breathtaking views at the Florida Bay and the waters edge below. This floor as a whole is your central area for entertaining guests and gathering families together. Accommodations This home has one master suite located on the top floor. The master bedroom has a King sized bed and a beautiful en-suite bathroom complete with a glass shower, large Jacuzzi tub and separate facilities room. The bedroom opens out to your waterfront balcony, with gorgeous water view. The other rooms are down the hallway, one with a Queen size bed and the other third bedroom has two twin beds that may be converted into 1 King upon request, with ample notice. Both have a glass sliding door with access to the same waterfront balcony and share a full bathroom. On the main floor there is a fourth bedroom with two twin beds that also seamlessly convert to a King bed, upon request and a full bathroom down the hall for convenience. Outdoor Entertaining On the ground floor is one of the highlights of this home: the outdoor landing and entertainment area with a heated kidney shaped pool. The outdoor dining area comfortably seats six for an outdoor meal. The pool is heavenly, with views of the open water and visiting heron on the tropical greenery that surrounds the back yard. There is also a lounge area with comfortable chaises in a piece of deck that gets equal sunshine and shade. The backyard is complete with a large propane grill for BBQs. Additional space under the house also offers another covered indoor/outdoor area for playing, additional storage, etc. Each floor has its own outdoor area with furnishings for what ever your mood might be. Whether you’d like to entertain a larger group on the ground floor, or have a more intimate occasion on the first floor balcony overlooking the water, or if you’d simply like to take in the morning views while sipping coffee out your master suite, Banana Breeze offers numerous different options AMENITIES... Washer & Dryer, Central Heat and A/C, Ceiling Fans, Off-Street Parking in Garage & on Driveway, Flat Screen State-of-the Art Smart HD TVs in all bedrooms and main living area, Fully Equipped Chef’s Kitchen with Gourmet Appliances, Private Pool, Large BBQ Grill, Linens and Towels provided. Interim housekeeping provided upon request. Wireless high-speed Internet access and full cable is included. Pets Considered. This property will accommodate 8 guests. Dockage is not available at this home’s development. RATES: we have 3 night (not always available) and 4 night rates available. We also have a 7 night and 21+ night discounted rate (automatically provided with dates).

Waterlane House at Lunara Bay

Key West, FL, US
4 Bedrooms 10 Guests
Aug 23 - 25
$719 night

Waterlane House is an inviting waterfront 4-bedroom, 4.5-bath home at Lunara Bay - a collection of 26 luxury homes in a gated community! Enjoy a private pool and dock, parking, and a pet-friendly gated yard for the perfect Key West retreat. Your stay includes complimentary FYT gym access and custom itineraries to uncover hidden gems and local favorites for an unforgettable experience. Indulge in luxury with our private boat excursions and chauffeur services. Sail away on tailored aquatic adventures or arrive in style with our elite transportation solutions. Experience excellence, tailored just for your stay. Please reach out for more information! The open concept floor plan makes entertaining a breeze and encourages family time around the dining room table. A fully equipped kitchen awaits your home cooked meals or private chef experience. With an oven, stove top, toaster oven, grill, microwave and water dispensing fridge, cooking is a breeze. The high speed internet access and keyless entry vacation has never been more convenient and easy. Sleeping up to 10 guest this home features two king beds, four twin beds, and a queen-sized sleeper sofa. The spacious fenced in yard and gated dock access are perfect for children and your furry friends. Our dock is equipped with a fish fillet station and hose for an easy clean up after a day at sea! Our contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival. Boating: We encourage boating. Here’s what you need to know in order to do so safely: - Private dock can accommodate boats up to 50’ in length. Maximum one boat per dock. - There is no power or pump out service to the slips. - The Florida Keys are a notoriously difficult place to navigate. How to Access: Stair access only the home is elevated above sea level Travel by car, boat, or plane to Waterlane House. The driveway allows parking for up to 4 vehicles and your boat trailer. If you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. Rent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations! - Extend your stay 7+ nights for 10% off your entire stay! - Elevate your stay and ask us about our Private Chauffeur services. - Private washer/dryer - Located in gated community. - Comes with free gym access to FYT. - Pets are welcome! Our requirements are as follows: •40lb maximum per pet •$250/stay •2 pet maximum

Coastal Comfort

Key West, FL, US
4 Bedrooms 8 Guests
Aug 19 - 21
$577 night

Luxurious furnishings and spacious interiors centered around the expansive water views perfectly compliment the beautiful outdoor spaces. Slow down, relax and prepare for life the way it should be in Coastal Comfort. This home is located in the private community of Key Cove Landings, on an exclusive lane of waterfront residential homes. The perks of this little-known location are many: walking distance to the essentials such a Publix grocery store and the largest shopping center on the island, while still being tucked away in your own quiet neighborhood. This home includes plenty of off-street parking in the private garages, as well as on the driveways in front of the house. Key Feature: 3 en’suite bedrooms This home’s highlight is the wall of floor-to-ceiling windows facing the water to provide the optimal view from every part of the house. The large open plan living room has a spacious seating area with plush couches around a large HD flat screen Smart TV. One of the couches also pulls out to a Queen-sized sleeper sofa for additional guests. There is a dining table with seating for up to 6 diners, with additional seating for 4 at the kitchen bar. The master bedroom has a King-sized bed, a large flat-screen HD TV, and an en-suite bathroom complete with a glass shower, large Jacuzzi tub and separate room for the facilities. The master bedroom also has a wall of floor-to-ceiling glass doors opening out to your waterfront balcony. The second bedroom has a King-sized bed, a flat-screen HD TV, large walk-in closet, and a glass sliding door with access to the waterfront balcony. The bathroom is en-suite. The third bedroom is also on the 2nd floor with a Queen bed, flat screen TV, balcony access and en-suite bathroom. On the main floor there is a fourth bedroom with trundle bed. There is a half bath down the hall. Out back is one of the highlights of this home: the covered lanai and pool area. The covered outdoor dining area comfortably seats six for a poolside meal. The pool is heavenly, with views of the open water and visiting heron on the tropical greenery that surrounds the back yard. There is also a pool lounge area with comfortable chaises in a piece of deck that gets equal sunshine and shade. The backyard is complete with a large propane grill for a poolside BBQ. AMENITIES: Washer & Dryer, Central Heat and A/C, Ceiling Fans, Off-Street Parking in Garage & on Driveway, Flat Screen State-of-the Art Smart HD TVs in all bedrooms and main living area, Fully Equipped Chef’s Kitchen with Gourmet Appliances, Private Heated Pool, Large BBQ Grill, Linens and Towels provided. Interim housekeeping provided upon request. Wireless high-speed Internet access and full cable is included. Pets Considered. This property will accommodate 8. Dockage is not available at this home’s development. RATES: we have 3 night (not always available) and 4 night rates available. We also have a 7 night and 21+ night discounted rate (automatically provided with dates). DOG FRIENDLY. Please contact us to confirm specific pet policies.

Vacation Rentals in Florida Keys by Amenities & Features

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Vacation Rentals Near Florida Keys

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