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 - MANDATORY RESORT FEE IS ALREADY INCLUDED ON THE 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 _5 Minutes away from Margaritaville hotel _5 Minutes away from Hollywood Boardwalk - 25 Minutes from Hardrock Hotel Casino.

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, 139 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

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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, 33 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, 304 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

A private balcony offers ocean views, with green palm trees framing the scene. Beneath, a swimming pool is visible, surrounded by lounge areas and lush landscaping. The sky is bright blue, enhancing the bright and airy feel of the space.

Resort in Sunny Isles Beach

4.82 out of 5 average rating, 176 reviews

Beach Resort Suite with Direct Ocean view!

Welcome to our Deluxe Suite Studio with private balcony & amazing Direct OCEAN VIEW. Located at the BEACH at Trump Resort Miami in Sunny Isles Beach at 5th floor with an equipped kitchenette. Luxurious amenities: Private beach, Swimming pools, Gym, Restaurants, Tennis court, Internet, Business center, 24/7 security. *Daily RESORT FEES of $135 plus 7% tax for the first 2 guests are not included. Check-in age is 21 years old.

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

4.9 out of 5 average rating, 20 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.

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.

A bright living area features large sliding doors opening to a stunning ocean view. The space includes a green sofa, two comfortable chairs, and a glass dining table. Light-colored walls enhance the relaxed, airy ambiance, with tropical-themed artwork adding a touch of color.

Resort in Key West

4.72 out of 5 average rating, 74 reviews

Charming 2 Bedroom Suite Beach Resort

Our private tropical paradise, reminiscent of days gone by, sits quietly and serenely on the Atlantic side of Key West. Here you will find a blend of old island architecture, lush vegetation and quiet walkways flowing onto bright white verandahs. Each of our layouts offers its own touch of uniqueness, be it a high-pitched ceiling, a private balcony or a spectacular panoramic view.

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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 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, 150 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.

A large banyan tree dominates the garden area, with its extensive roots and lush green foliage enveloping the surroundings. A comfortable bench is situated along a brick pathway, inviting guests to enjoy the tropical ambiance framed by various palm plants.

Resort in Key West

4.7 out of 5 average rating, 10 reviews

Studio#202CondoBanyan Tree Key West

With pools, a hot tub, Tiki Bar, BBQ grills, and a kitchen in each unit you can enjoy the lush private surroundings and still be close to the heart of Key West, Hemingway Museum, Sloppy Joe's, 1 block off Duval. ONLY dates on calendar are available.