
Luxury rentals in Florida Keys
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Top-rated luxury holiday rentals in Florida Keys
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New Waterfront Luxe: Pool-Spa-Dock-Beach-Gulf View
The Gulfside Retreat is the perfect tropical luxury location to unwind in the sun, enjoy endless activities, and stay a while. This 4-bedroom, 5-bathroom 1.5 acre Gulf-front home offers the ideal private resort experience. Our home features an open layout with massive outdoor space and amazing Gulf views. You will have your own private beach, boat dockage, protected lagoon, and a long private pier to enjoy the gulf breezes. Plus, easy access to the oceanside in minutes by boat via the Vaca Cut.

Oceanfront Mangrove Manor at SeaGlass Cove FL Keys
Mangrove Manor at SeaGlass Cove is a luxury oceanfront retreat in Marathon, Florida. This modern five-bedroom home features panoramic Atlantic views, refined coastal interiors, and seamless indoor-outdoor living. Sleeps twelve with a chef’s kitchen, ocean-view terrace, and access to resort-style amenities including a pool and pickleball courts. Located near marinas, dining, boating, fishing, and snorkeling, with concierge services for charters and private chefs. Perfect for relaxed Keys escapes.

Private Beach, Pickleball Court and Tiki Bar
Hidden in the heart of Islamorada, this oceanfront villa offers an unmatched privilege of a secluded private beach—an experience few can claim. Expansive terraces stretch across both levels, framing ocean views. This haven's open design and spacious rooms blend seamlessly with serene surroundings. A lush tropical yard meets the oceanfront, where swaying palms and vibrant greenery create a private oasis, crafting a retreat as rare as it is extraordinary. Enhanced cleaning practices implemented.

The Dreamside House at Lunara Bay
Discover a luxurious new waterfront home, 8 spacious bedrooms and a private pool at Lunara Bay - a collection of 26 Luxury homes in a gated community! . This stunning home offers exceptional amenities, including free gym access and ample living space perfect for relaxation and entertainment. Dock boats up to 40’ at private slips, relax in your private pool, access the FYT gym, and enjoy itineraries from our local guest experience team. Extend your stay 7+ nights for 10% off your entire stay!

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!

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.

Amazing private retreat w/lake+htd pool+firetable
Gorgeous, modern & unique single family home situated on a corner lot with a private pool & wrap around yard + beautiful palm lined walkway that leads you to the majestic Enchanted lake. Feel free to use either of the two Kayaks provided. With the combination of the stucco walls and trees surrounding the property you will feel like you have your own private oasis located just minutes from Aventura mall, shops, the best of Aventura's fine dining and of course the beach.

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.

Villa Sapphire
Waves unfurl across the walls of this wood-and-glass modern Miami retreat. Covered living and dining areas and an outdoor kitchen frame a pool and hot tub in the private backyard. Statement-making pieces define the rooms: a sage-green sectional bubbles up in the great room, echoed by the curving shape of the dining table. The North Miami Beach location is a 15-minute drive from Hollywood Beach. Copyright © Luxury Retreats. All rights reserved.

Luxury Bayfront Villa with Pool New Construction
Welcome to Villa Treasure! Step into this stunning, newly constructed modern masterpiece, boasting 60 feet of bayfront and awe-inspiring views of the open bay and Miami skyline. With its 5 bedrooms and 5.5 bathrooms, this property exudes elegance, featuring impeccable finishes and luxurious furnishings throughout.Indulge in the array of amenities offered, including a heated pool, terrace, Sonos sound system, outdoor BBQ, and more.

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
Oceanfront Private Residence at The Setai -2208
Floor-to-ceiling, corner-to-corner windows align with the rows of beach chairs below this corner suite in South Beach. A white Eames lounger parked in front of the glass sets the tone for this residence: cool, collected, and modern. Go downstairs for a tea-inspired spa treatment and Asian flavors under a retractable roof at the Setai’s spa and restaurant, and walk to white-sand Miami Beach.
Popular amenities for Florida Keys luxury holiday rentals
Other great luxury holiday rentals in Florida Keys

Stunning Private Residence at W South Beach - 804

Private Oasis with Pool sleeps 12, Brand new !

New Luxury estate, Pool / Jacuzzi / GYM, Sleeps 16

Oceanview Private Condo at The Setai -2604

Luxury Oceanview Private Residence at W Hotel-1114

Sophisticated 9BR Villa Ruby

Oceanview Private Condo at 1 Hotel & Homes -1115

Oceanview Private Townhouse at The Setai -THB
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
- Havana Holiday rentals
- Fort Lauderdale Holiday rentals
- Four Corners Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Ski-in/ski-out rentals Florida Keys
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- Luxury rentals Florida
- Luxury rentals United States
- Bayfront Park
- Bayside Marketplace
- Brickell City Centre
- Kaseya Center
- Everglades National Park
- University of Miami
- Sombrero Beach
- LoanDepot Park
- Florida International University
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Dolphin Mall
- Key Biscayne Beach
- Biscayne National Park
- Crandon Beach
- Biltmore Golf Course Miami
- Phillip and Patricia Frost Museum of Science
- Coral Castle
- Fairchild Tropical Botanic Garden
- Sea Oats Beach
- Schnebly Redland's Winery & Brewery
- Miami Seaquarium
- Everglades Alligator Farm
- Deering Estate
- Things to do Florida Keys
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- Nature and outdoors Florida Keys
- Art and culture Florida Keys
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- Things to do Florida
- Art and culture Florida
- Tours Florida
- Wellness Florida
- Sightseeing Florida
- Entertainment Florida
- Nature and outdoors Florida
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- Things to do United States
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