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Resort holiday rentals in Florida Keys

Find and book unique resort rentals on Airbnb

Top-rated resort rentals in Florida Keys

Guests agree: these resort rentals are highly rated for location, cleanliness and more.

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Guest favourite
A wide view of the beachfront resort showcases the expansive pool area surrounded by sun loungers and umbrellas. Towering buildings line the background against a clear blue sky, with the gentle waves of the ocean lapping at the sandy shore.
Resort in Sunny Isles Beach
4.91 out of 5 average rating, 22 reviews

2026 Fifa World Cup Beachside Studio/Apartment

This is a newly remodeled Studio right on the Sunny Isles Beach, Florida. Come and enjoy your stay and begin your well-deserved vacation with us! NOTE - In order to access the resort's amenities, fee of $225 is required by the hotel Resort Fee is not included in the final price Around the area.... -Minutes away from local delicious restaurants and grocery stores - 5 Minutes away from Aventura Mall - 5 Minutes away from Gulfstream Park - 25 Minutes away from Hardrock Hotel and Casino dee

Top guest favourite
A spacious balcony features a round wicker table surrounded by two cushioned chairs. The ocean view stretches into the horizon, framed by a clear blue sky and gentle waves lapping against the shore, creating a serene outdoor space for relaxation.
Resort in Hollywood
4.96 out of 5 average rating, 138 reviews

Ocean view luxury condo on 5th FLoor @ LYFE Resort

This ocean front unit offers a breathtaking ocean view with 5-star amenities, fully furnished modern design. Wake up on the bed and see the sunrise through the balcony! 1 bedroom with 1 king size bed, 1 sofa bed in the living room with a 65” Smart TV. For your comfort the king size bed is upgraded with Tempur Ergo power base to help stop snoring, its wave form massage can also help you sleep better. Upgraded Full bathroom with luxury bidet toilet. RESORT FEE: $44/day/Room VALET: $38/day/Car

Superhost
The resort features a large outdoor pool surrounded by lush palm trees and comfortable lounge chairs. The multi-story building is partially visible in the background, showcasing multiple balconies and inviting walkways that enhance the tropical atmosphere.
Resort in Key West

Enticing two Bedroom at Hyatt Sunset Harbor!

We are able to offer reservations in weekly increments with arrivals and departures on Fridays, Saturdays, and Sundays only. Discover a relaxing oasis overlooking the Gulf of Mexico in the heart of Old Town, steps from the shops, galleries, and cafes of Duval Street, and close to the nightly sunset celebration at Mallory Square. Hyatt Sunset Harbor’s spectacular gulf coast setting is matched only by the gracious service, top-tier amenities and meticulous attention to detail.

Guest favourite
A cozy living space is adorned with warm wood paneling and features a comfortable sofa with floral cushions. Two armchairs flank a wooden coffee table, while natural light filters through the windows, illuminating the room. Art depicting vibrant houses hangs on the wall.
Resort in Key West
4.91 out of 5 average rating, 32 reviews

A Katie's Cottage

Relax in this private cottage located in the heart of Old Town Key West. The cottage sports 2 private bedrooms with queen beds, 2 bathrooms, a queen pullout couch, full living room and kitchen, & deck area that surrounds one of our pools. The room is accessible by three steps up. Enjoy our daily complimentary breakfast, 3 pools, wifi, and TV. Perfect for a group of up to 6 or families! We have paid parking first come first serve, or you can find free street parking.

The spacious room features a king bed with a soft headboard, accompanied by a cozy queen sleeper sofa. A desk area with two upholstered chairs is positioned next to a large mirror, while dark wood accents add a touch of elegance.
Resort in Miami Beach
4.78 out of 5 average rating, 302 reviews

Fontainebleau Hotel Jr. Suite Sorrento w/Parking

Experience Miami Beach from our exclusive residences at the legendary Fontainebleau. These privately managed units combine the privacy of a luxury residence with the services and amenities of one of Miami's most iconic oceanfront resorts Jr Suite located at the Fontainebleau Hotel 1 King Bed & Queen Sleeper Sofa Mini Fridge, Microwave, Toaster, Plates, etc 2 spa passes to LAPIS Spa that you can use daily Valet Parking included for 1 car Cleaning fee $155 plus tax

Guest favourite
A spacious balcony offers captivating views of the ocean and city skyline. Two stylish chairs and a small table are positioned prominently, allowing for relaxation. Bright blue skies with scattered clouds provide a vibrant backdrop, enhancing the overall ambiance of the space.
Resort in Miami Beach
4.89 out of 5 average rating, 19 reviews

Fontainebleau Tresor Tower Spa Passes Ocean View

Escape to a luxurious 526 sq. ft. oceanfront suite for 4 at the iconic Resort located at the Tresor Tower Condominium Miami Beach. This private retreat offers stunning ocean and city views from a private balcony. Enjoy a plush king bed, a full kitchenette, and access to world-class resort amenities including 7 pools, a spa, and a state-of-the-art gym. Your resort fees are included in this unforgettable Miami getaway.

Resort in Key West
4.9 out of 5 average rating, 10 reviews

Hyatt Windward Pointe Resort: Beachfront Condo

Experience this tropical paradise as you relax in a family friendly timeshare within the Hyatt Residence Club. Have breakfast on the oceanfront balcony followed by a dip in the pool/hot tub or visit the nearby spa. There are 2 bedrooms and 1 sofa bed which can fit 6 people. 2 bathrooms with a spa tub in master bedroom. Fully functioning kitchen and dining area in addition to an in-home washer/dryer unit.

Guest favourite
A two-story townhouse is surrounded by lush palm trees and tropical plants. The facade features a welcoming porch with white railings and bright accents. A parked car is visible in the gravel driveway, set against a clear blue sky.
Resort in Key Largo
4.82 out of 5 average rating, 101 reviews

Coral Townhome

Built as a townhouse-style apartment with two levels, the Coral Townhome includes one bedroom with a king-size bed and a full bathroom, while the downstairs level offers a private bedroom in the back with a full-size mattress bunk bed, a full kitchen, another bathroom, and a living room equipped with a sofa bed. Featuring two bedrooms, these townhouses accommodate up to five guests.

Superhost
Hotel room in Islamorada

Spacious 1BR Suite w/ Kitchenette | Free Parking

Escape to laid-back island living at La Siesta Resort & Villas in Islamorada. Set on a private beachfront with tropical suites, enjoy poolside cocktails at Sidecar, kayak and paddleboard rentals, and shared access to sister resorts via water taxi or shuttle. Ideal for families, couples, or groups seeking a serene Keys getaway.

A spacious room features a large bed with crisp white linens and light-colored wood furniture. A television is mounted on the wall, and a kitchenette is visible, equipped with modern appliances. Natural light filters in through the glass door leading to a private outdoor area.
Resort in Key Largo
4.9 out of 5 average rating, 20 reviews

Azul Del Mar Garden Queen-size

Key Largo may be famous for its intricate coral reef, the eco-wonderful everglades, spectacular sunsets, mouthwatering seafood or even Bogart and Bacall...but only a select few know that nestled in a tropical garden, far from the hustle and bustle is an intimate all-adult Florida Keys boutique hotel called Azul del Mar.

A historic two-story building is adorned with intricate trim and features a wraparound porch supported by columns. Lush tropical foliage surrounds the exterior, with green-shuttered windows providing an inviting character. The bright façade contrasts with the natural greenery, adding to its charming appeal.
Resort in Key West
5 out of 5 average rating, 3 reviews

Banyan Resort

This suite in a tropical, historic resort has all of the comforts of home including a kitchen complete with all of the amenities necessary to make your island escape a relaxing experience. Perfectly located in the heart of Old Town one block from Duval Street. Resort has two pools, a jacuzzi and a tiki bar.

A view from the terrace reveals a sandy beach bordered by tall palm trees. In the distance, the calm ocean stretches under a clear blue sky, with shaded beach chairs visible along the shoreline.
Resort in Marco Island
4.89 out of 5 average rating, 149 reviews

Beachfront Luxury Condo - Marco Beach Ocean Resort

Luxury is the best way to describe this beautiful beachfront condo located on the garden-level fifth floor of the Marco Beach Ocean Resort. This fully furnished condo features a private garden terrace leading to a pool, hot-tub, and beautiful beach, free WiFi, free covered parking, and a fitness center.

Popular amenities for resort rentals in Florida Keys

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