
Luxury rentals in Florida Keys
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Top-rated luxury holiday rentals in Florida Keys
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SETAI Oceanview 2/2 Luxury Residence
Travel & Leisures’s #1 in Miami! Wake up & enjoy a Nespresso lounging on a luxurious balcony, South Beach in view with the soothing sounds of the ocean. The condo has a modern feel with smart TVs in every bedroom and living room. Glass lines the great room for ocean views from the living and dining area, and fully equipped kitchen complete with marble flooring. Forget something at home? Need not worry, The Setai offers an incomparable concierge and bell service that can tend to your every need.

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

Luxe Miami Lakefront Mansion - 9BR w Pool & Garden
Welcome to The Resort Estate—Miami’s premier lakefront sanctuary. This exclusive 9-bedroom villa blends luxury, design, and tranquility. Enjoy an Italian-crafted kitchen, spa-style bathrooms, and peaceful lake views. Ideal for family reunions, corporate retreats, and wellness getaways, it offers a perfect balance of sophistication, comfort, and fun in a truly unforgettable setting, ensuring every moment feels elevated and uniquely special for all guests seeking relaxation and joy for everyone!

Luxury Penthouse in Brickell • 6 Bedrooms
Experience Penthouse luxury like never before. Featuring 5 ensuite bedrooms spanning over 7000 sq ft across two levels. Immerse yourself in unparalleled design with soaring 20-foot ceilings; adorned with opulent accents including Spanish white marble and meticulously crafted onyx walls. This penthouse is a true masterpiece, showcasing custom design and finished throughout. Admire unobstructed breathtaking views from the top of the Miami skyline, leaving you awe-inspired and speechless.

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.

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.

Opulent Waterfront Villa by The Glamhomes
✨ Experience a Luxe waterfront villa where modern elegance meets ultimate relaxation! 🌊 Outdoor Paradise 🏊♂️ Lavish Pool surrounded by a sprawling backyard 🌅 Breathtaking Waterfront Views perfect for sunrise or sunset moments 🌴 Expansive outdoor spaces designed for relaxation and entertainment 🏠 Luxe Interiors 5 Bedrooms • 4 ½ Bathrooms • Soaring ceilings that create a grand sense of space • Exquisite Furnishings

Sky lake Pool House
Luxury Miami vacation home with a stunning private pool, perfect for families and groups. This modern 5-bedroom, 3-bath retreat features an open floor plan, designer kitchen, stylish living areas, and seamless indoor-outdoor living. Relax poolside under palm trees with lounge chairs and shaded seating, or entertain in the spacious backyard oasis just minutes from Miami beaches, dining, and nightlife.
Popular amenities for Florida Keys luxury holiday rentals
Other great luxury holiday rentals in Florida Keys

Waterfront Villa / Heated Pool, Gameroom, Sleeps12

Villa Onyx, a modern oasis.

Best Bayfront View Villa with Heated Pool

Luxury Bayfront Villa with Heated Pool & Hot tub

7BR Villa with Pool, Jacuzzi, Pickleball / Bball

New Luxury estate, Pool / Jacuzzi / GYM, Sleeps 18

Modern Villa|heated Pool |gated Island

DreamVilla / Pool! Brand New Modern Construction!
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
- Resort rentals Florida Keys
- Rentals with a kayak Florida Keys
- Condo rentals Florida Keys
- Waterfront rentals Florida Keys
- Bed and breakfasts Florida Keys
- Bungalow rentals Florida Keys
- RV rentals Florida Keys
- Rentals with a hot tub Florida Keys
- Rentals with a home theatre Florida Keys
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- Rentals with a washing machine and dryer Florida Keys
- Rentals with beach access Florida Keys
- Villa rentals Florida Keys
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- Rentals with an accessible height toilet Florida Keys
- Rentals with pools Florida Keys
- Beachfront rentals Florida Keys
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- Holiday home rentals Florida Keys
- Rentals with a sauna Florida Keys
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- Rentals with an accessible height bed Florida Keys
- House rentals Florida Keys
- Rentals with lake access Florida Keys
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- Luxury rentals Florida
- Luxury rentals United States
- Bayfront Park
- Bayside Marketplace
- Kaseya Center
- Brickell City Centre
- Everglades National Park
- University of Miami
- Sombrero Beach
- LoanDepot Park
- Dolphin Mall
- Zoo Miami
- John Pennekamp Coral Reef State Park
- CG Cosmetic Surgery
- Florida International University
- Biscayne National Park
- Key Biscayne Beach
- Crandon Beach
- Jose Marti Park
- Coral Castle
- Mia Aesthetics Miami
- Dadeland Mall
- Schnebly Redland's Winery & Brewery
- Homestead-Miami Speedway
- Phillip and Patricia Frost Museum of Science
- Miami International Mall
- Things to do Florida Keys
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- Nature and outdoors Florida Keys
- Tours Florida Keys
- Things to do Florida
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- Wellness Florida
- Entertainment Florida
- Sightseeing Florida
- Art and culture Florida
- Nature and outdoors Florida
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- Food and drink Florida
- Things to do United States
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- Nature and outdoors United States
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