
Luxury rentals in Florida Keys
Find and book unique accommodation on Airbnb
Top-rated luxury holiday rentals in Florida Keys
Guests agree: these stays are highly rated for location, cleanliness and more.

Dolce Vita Estate • Luxury Private Villa • Events
⚜️Welcome to Dolce Vita Estate, a private 5-acre retreat where laid-back luxury meets effortless charm. The space includes a heated pool, 5 beautifully designed bedrooms, a chef’s kitchen, and 3 gardens for reflection, celebration and meditation with serene views in every direction. This is where time slows down. Ideal for intimate escapes or special moments worth celebrating. Step away from the noise and gather with loved ones. Not just a place to stay but a place to experience the Dolce Vita

Exclusive Lakefront outdoor paradise 6/4 htd pool
Time to kick back and relax in this calm, stylish oasis which is sure to take your vacation to the next level. Expansive gorgeous Lake views from all throughout the house. This 6 bedroom 4 bath home is sure to meet all your desires. Beautiful spacious open kitchen, living room and dining room looking out to the breathtaking lake. Multiple hang out areas including the pool area, 2 custom built decks with tons of outdoor options, a game area and more. Its like your own private boutique hotel.

1 Hotel - Direct Ocean View 1 Bedroom/1 Bath Suite
This south-facing 1-bedroom suite is the closest to the ocean, with the best views in the building of all comparable suites. Enjoy breathtaking views of the ocean and the hotel's stunning pool deck from your private balcony. During your stay at the 1 Hotel you will have full access to all of the building's top-notch amenities, private beach, beach club, many dining options and multiple pools, including the rooftop pool. All of this in the heart of South Beach with all Miami has to offer!

Peninsula Villa | Boat Dock | Heated Pool | Sunset
This grand peninsula retreat, embraced by the Ocean and lush mangroves offering utmost privacy, has been designed for ultimate vacationing. Nestled along the tranquil shores of Florida Bay, its array of indoor & outdoor living and lounge areas, heated pool with a tiki bar, expansive sandy playgrounds, dock with ocean-access canal, gazebo boasting sunset views make this magical oasis ideal for serene escapes or vibrant family gatherings. Enhanced cleaning practices implemented.

Oceanview Private Townhouse at The Setai -THB
The Setai offers a serene and intimate atmosphere where guests can fully experience personalized service, privacy, tranquility, and excellence. Enjoy full access to all the amenities of this world-renowned 5-star resort while still retaining all the conveniences of home as you relax and recharge, allowing the worries of the outside world to slowly melt away. Embrace the serenity and tranquility, using this oasis as the perfect launching point for all of your Miami adventures.

5BR Villa Maya in Miami
Welcome to Villa Maya a breathtaking modern estate in North Miami Beach, set on a sprawling 15,000 sq. ft. lot. This brand-new home features 5 bedrooms, 4.5 baths, soaring ceilings, and top-tier indoor and outdoor kitchens. Enjoy a heated saltwater pool, half-court basketball court, billiards table, and Sonos sound system throughout. Gated with ample parking, close to three synagogues, Villa Maya is the ultimate luxury getaway for relaxation and unforgettable gatherings.

2-Story 3BD Brickell Penthouse | Heated Pool | Gym
This incredible penthouse offers the premium amenities and service of a luxury hotel, combined with the space and value of a vacation rental. Enjoy sweeping views of Brickell and Biscayne Bay from the top 2 floors of the building. The first floor has floor-to-ceiling windows, flooding the space with natural light, along with a balcony and the 1st bedroom. The second floor has 2 bedrooms as well as a dedicated work space. The property is located in the heart of Brickell.

Bayfront Escape Poolside Luxury Villa with Sunset
Welcome to Villa Sunset in Miami! Experience the captivating beauty of this fully renovated villa, featuring 70 feet of Bayfront and breathtaking views of the open bay and Miami skyline. Sit back and enjoy the stunning sunsets while seated on the poolside stools. With 4 bedrooms and 4 bathrooms, this property boasts exquisite finishes and stylish furnishings throughout. Escape to Villa Sunset, where tranquility, beauty, and luxury await you in the heart of Miami.

Maya's Secret Treasure at Duval - Unique Condo
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! ** Last Key Realty requires a credit card on file for all reservations. ** Walking along Duval Street dreaming of the ideal Key West vacation destination, scanning the rooftops for possibilities, at first you’ll miss this hidden gem completely…but once you discover MAYA’S SECRET TREASURE, you will know you have found the ultimate home base to enjoy Key West.

Miami Jungle Retreat | Luxury Wellness Oasis
Welcome to Jungle Book House, a one-of-a-kind luxury wellness retreat just 5 minutes from Downtown Miami. Surrounded by lush gardens, century-old trees, and modern tropical design, this home is made for relaxation and reconnection. Enjoy a steam shower, open living spaces, and a stone Caribbean bench under the stars. Whether for a mindful getaway, romantic escape, or stylish city stay, Jungle Book offers serenity steps from Miami’s vibrant heart.

Villa Emerald
A (sculpted) panther stalks the pool terrace at this sleek white-and-wood Miami home. There are covered living and dining areas, a row of loungers, and a pool and hot tub on the terrace along with the sculpture. A glass wall leads to a sunlit great room with warm wood millwork and geometric accents. The Aventura location is just north of Miami in a quiet residential community. Copyright © Luxury Retreats. All rights reserved.

Opulent Waterfront Villa | The Glamhomes
Discover an extraordinary escape in our meticulously designed waterfront villa, where modern elegance meets ultimate comfort. This stunning residence features soaring ceilings, exquisite furnishings, and a lavish pool surrounded by a sprawling backyard that offers breathtaking waterfront views. Immerse yourself in the unparalleled beauty and sophistication of this architectural masterpiece, and elevate your next getaway
Popular amenities for Florida Keys luxury holiday rentals
Other great luxury holiday rentals in Florida Keys

Villa Onyx, a modern oasis.

Luxurious Private Condo at 1 Hotel & Homes -945

Brand new Villa with Pool/Jacuzzi/GameRoom

Modern waterfront Villa w/ Pool and Gym, Sleeps 8.
Oceanfront Private Condo at 1 Hotel & Homes -1219

DreamVilla / Pool! Brand New Modern Construction!

Luxury Oceanview Private Residence at W Hotel-1114

Oceanview Private Condo at 1 Hotel & Homes -1115
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Havana Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Rentals with a hot tub Florida Keys
- Motorhome rentals Florida Keys
- Rentals with a cinema Florida Keys
- Apartment rentals Florida Keys
- Ski-in/ski-out rentals Florida Keys
- Fitness-friendly rentals Florida Keys
- Boat rentals Florida Keys
- Campsite rentals Florida Keys
- Bed and breakfasts Florida Keys
- Rentals with an EV charger Florida Keys
- Rentals with a washing machine and dryer Florida Keys
- Waterfront rentals Florida Keys
- Rentals with breakfast Florida Keys
- Serviced apartment rentals Florida Keys
- Houseboat rentals Florida Keys
- Townhouse rentals Florida Keys
- Guest house rentals Florida Keys
- Mansion rentals Florida Keys
- House rentals Florida Keys
- Rentals with beach access Florida Keys
- Resort rentals Florida Keys
- Flat rentals Florida Keys
- Family-friendly rentals Florida Keys
- Rentals with a firepit Florida Keys
- Rentals with a fireplace Florida Keys
- Rentals with outdoor seating Florida Keys
- Rentals with a patio Florida Keys
- Beach house rentals Florida Keys
- Rentals with lake access Florida Keys
- Pet-friendly rentals Florida Keys
- Beach apartment rentals Florida Keys
- Rentals with an accessible-height bed Florida Keys
- Rentals with an accessible-height toilet Florida Keys
- Rentals with a sauna Florida Keys
- Bungalow rentals Florida Keys
- Rentals with pools Florida Keys
- Smoking-friendly rentals Florida Keys
- Cottage rentals Florida Keys
- Tiny house rentals Florida Keys
- Boutique hotels Florida Keys
- Hotel rooms Florida Keys
- Beachfront rentals Florida Keys
- Rentals with a kayak Florida Keys
- Villa rentals Florida Keys
- Private suite rentals Florida Keys
- Holiday home rentals Florida Keys
- Luxury rentals Florida
- Luxury rentals United States
- Bayfront Park
- Bayside Marketplace
- Kaseya Center
- Brickell City Centre
- Everglades National Park
- University of Miami
- Calle Ocho Plaza
- Sombrero Beach
- LoanDepot Park
- Dolphin Mall
- Zoo Miami
- John Pennekamp Coral Reef State Park
- Biscayne National Park
- Key Biscayne Beach
- Crandon Beach
- CG Cosmetic Surgery
- Biltmore Golf Course Miami
- Florida International University
- Avana Plastic Surgery
- Phillip and Patricia Frost Museum of Science
- Coral Castle
- Fairchild Tropical Botanic Garden
- Mia Aesthetics Miami
- Schnebly Redland's Winery & Brewery
- Things to do Florida Keys
- Tours Florida Keys
- Art and culture Florida Keys
- Nature and outdoors Florida Keys
- Food and drink Florida Keys
- Sightseeing Florida Keys
- Sports activities Florida Keys
- Things to do Florida
- Entertainment Florida
- Wellness Florida
- Sightseeing Florida
- Art and culture Florida
- Food and drink Florida
- Tours Florida
- Nature and outdoors Florida
- Sports activities Florida
- Things to do United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Sightseeing United States
- Entertainment United States
- Food and drink United States
- Tours United States
- Nature and outdoors United States




