Resort vacation rentals in Florida Keys

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Top-rated resort rentals in Florida Keys

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An expansive ocean view showcases the vibrant turquoise waters and sandy beach below, lined with beach lounges. Lush greenery borders the beachfront, offering a natural transition from the serene waves to the hotel's amenities.
Resort in Ocean Front
4.81 out of 5 average rating, 132 reviews

Fontainebleau Miami Oceanfront JR Suites

1. 544 SQ FT Oceanfront Jr Suite 2. Access to all hotel amenities 3. 2 FREE Daily Spa Passes At Lapis Spa 4. Direct Beach Access From The Unit 5. Beach Chairs At The Pools And Beach 6. 7 Swimming Pools (w/ 2 bars and pool side restaurant) and 2 Jacuzzies. 7. Kids Pool W/ Water Slide 8. 5,800 SQ Ft State-of-the-Art Gym with Free Access. 9. Free Daily Bike rentals, Kayaks, Paddleboards, Banana Boat 10. Award Winning Restaurants: Hakkasan, Strip Steak, and Pizza & Burger 11. Room Service

The exterior of a modern hotel is showcased with a curved architectural design. Palm trees line the foreground, complemented by several sun loungers and white umbrellas. A clear blue sky enhances the inviting atmosphere of the resort area.
Resort in Ocean Front
4.77 out of 5 average rating, 426 reviews

Jr Suite w/Balcony, + 2 Spa Passes

Experience Miami Beach from our exclusive residences at the legendary FBleau . 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 Tresor Tower 1 King Bed & Sleeper Sofa KitchenetteFridge, Stove Top, Microwave, Toaster, Plates 1 Full Bathroom Access to hotel facilities: gym, beach, pool and 2 spa passes to LAPIS Spa Parking is not included Mandatory cleaning fee $150

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.

Superhost
A sailboat glides across calm waters during sunset, silhouetted against a vibrant sky filled with colorful clouds. The sun sets on the horizon, casting warm hues of orange and yellow, while additional boats are faintly visible in the distance.
Hotel room in Key Largo
4.71 out of 5 average rating, 7 reviews

Key Largo Cottages w/ Free Sailboat, Kayaks + More

The Mermaid is one of the cottages in Key Largo Cottages located on the bay side of Key Largo near some of the best dive/snorkel sites, island excursions, bars, restaurants, & the Everglades. A stay here comes with unlimited use of our kayaks, canoes, paddle boards, snorkel gear, some fishing gear, &, of course, the use of one of our 22' sailboats, if you have recent sailing experience on keel boats! You won't find a better deal in the Keys! (This is NOT a dog friendly cottage.)

Guest favorite
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.

A spacious bedroom is furnished with a large bed and bedside tables adorned with lamps. A sleek television is mounted on the wall. Natural light enters through a large window, while soft curtains frame the views outside. A cozy chair is positioned nearby.
Resort in Ocean Front
4.76 out of 5 average rating, 270 reviews

1 Bedroom Suite w/Balcony

Experience Miami Beach from our exclusive residences . 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 Beautiful one bedroom Corner Suite on the Tresor tower , with wrap around terrace of Miami, the bay area and the ocean. Full kitchen, washer and dryer in the unit and 2 full bathrooms. Parking not included Mandatory cleaning fee $205 + tax

Resort in Key West
4.75 out of 5 average rating, 4 reviews

Don't miss out on this 1br (9/21-9/26)

This is a large, one-bedroom villa with separate living room, kitchen, and dining room at the exclusive Galleon Resort! This villa offers two balconies overlooking the marina and high ceilings - perfect for relaxing after a long day of enjoying Key West! The Galleon is right on the water, so you can enjoy watching boats at the marina, walk over to Duval for a drink, Mallory Square for the sunset, or Schooner's Wharf to mingle with locals.

Superhost
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 Ocean Front
4.78 out of 5 average rating, 23 reviews

Fontainebleau Oceanfront Spa Suite

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.

A multi-level condominium is situated near the Atlantic Ocean, featuring a distinctive architectural design with a peaked roof and multiple balconies. Lush palm trees and a well-maintained garden contribute to the coastal ambiance, with the ocean visible in the background under a clear blue sky.
Resort in Key West
5.0 out of 5 average rating, 4 reviews

Hyatt Windward Pointe - Key West - Amazing Resort!

Atlantic ocean, pool or lush courtyard views and lavish plantation-style decor welcome you to a two-bedroom condominium offering a master suite with king bed and adjoining bath with walk-in shower and jetted tub, and guest bedroom with queen bed and full bath. Deluxe amenities include full kitchen, dining area, living room with TV and stereo CD player, furnished balcony and wireless Internet

Guest favorite
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
4.83 out of 5 average rating, 103 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, 90 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.

Superhost
A large banyan tree takes center stage in a lush garden, surrounded by tropical foliage. A small, dark bench is positioned along a tiled pathway, inviting relaxation amid the greenery. The ambiance reflects the vibrant, natural beauty of the resort's surroundings.
Resort in Key West
4.88 out of 5 average rating, 16 reviews

1BR #405 Banyan Resort Key West, FL

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. This unit has a large deck with a commanding view of the property from 3 stories up.

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