
Luxury rentals in Florida Keys
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Top-rated luxury holiday rentals in Florida Keys
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Dream Villa, Brand new by Jatina Group
Palm fronds and polished concrete make for a modern oasis in the heart of Miami Shores. Walls of glass link the great room to a covered outdoor kitchen and living and dining area, as well as a lounger-lined terrace around the pool. Sleek wood accents carry through the great room’s built-in bookshelves to headboards in the bedrooms. It’s just under 20 minutes to South Beach shops and restaurants. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: Queen size bed, Ensuite bathroom with 2 stand-alone showers & bathtub, Dual vanity, Walk-in closet, Television, Terrace • Bedroom 2: Queen size bed, Ensuite bathroom with shower/bathtub combo, Heating, Terrace • Bedroom 3: Queen size bed, Ensuite bathroom with shower/bathtub combo, Terrace • Bedroom 4: Queen size bed, Ensuite bathroom with stand-alone shower, Heating, Terrace • Bedroom 5: Queen size bed, Ensuite bathroom with stand-alone shower, Terrace • Bedroom 6: Queen size bed, Ensuite bathroom with stand-alone shower, Terrace FEATURES & AMENITIES • Wine cooler • More under “What this place offers” below OUTDOOR FEATURES • Outdoor living space • Garden STAFF & SERVICES Extra Cost (advance notice may be required): • Activities and excursions • Concierge service • More under “Add-on services” below

Villa Violette by SobeVillas
BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower & bathtub, Television, Safe, Ocean view • Bedroom 2: 2 Queen size beds, Ensuite bathroom with 2 stand-alone showers, Sauna, Terrace, Ocean view • Bedroom 3: Queen size bed, Ensuite bathroom with stand-alone shower, Balcony • Bedroom 4: Queen size bed, Ensuite bathroom with stand-alone shower, Television • Bedroom 5: Queen size bed, Ensuite bathroom with stand-alone shower • Bedroom 5: Queen size bed FEATURES & AMENITIES • Summer kitchen • Wine cooler • Elevator OUTDOOR FEATURES • Dock • More under “What this place offers” below STAFF & SERVICES Extra Cost (advance notice may be required): • Villa manager • More under “Add-on services” below

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.

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.

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!

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.

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.

The Rigby House - Pool, One block from Duval St
Escape to paradise with this stunning 6-bedroom, 6.5 bathroom home nestled in the heart of historic Key West. Walking distance to everything, this home is ideal for families or large groups, this spacious retreat offers the perfect blend of modern amenities and tropical charm. Enjoy your own oasis with a sparkling private pool, surrounded by ample lounging space. Perfect for refreshing dips under the sun or evening cocktails under the stars.

4 Bedroom Oceanfront Accessible Villa – Capacity 8
Enjoy abundant space with spectacular Atlantic Ocean views, and embrace the surrounding natural haven with indoor-outdoor living. At 3,100 SF each, the Villas include 3 in-suite king-bed bedrooms and 1 twin room, a full kitchen, dining room, laundry room, waterfront balconies, a 2-car garage and elevator. *A 5% Monroe county tourism tax will be collected at check in, as Airbnb does not include this tax in there bookings*

FontaineBleau OceanView Terrace | Spa+Private Pool
1. 5300 sq ft (492 sq m) PH Suite w/ 4 BRs and Private Pool 2. Complimentary Spa Access for 6 Guests 3. Pool Cabana Credit 4. Valet for 2 Vehicles 5. Rental Credit at Marina 6. Access to a 5,800 sq ft State-of-the-Art Gym 7. Personal Airport Transfer on Arrival (Seda, SUV and Sprinter - free of charge) 8. 7 Pools w/ Bar & Beach Restaurant 9. Kids Pool w/ Water Slide 10. Dining: Hakkasan|Prime 54|Mirabella|Pizza & Burger

Luxury Bayfront Villa with Heated Pool & Hot tub
Welcome to Villa Dolmia, a newly constructed modern masterpiece nestled on a private, gated island in Miami. This stunning 5-bedroom, 6-bathroom villa offers 70 feet of direct waterfront with breathtaking panoramic views of Biscayne Bay and the iconic Miami skyline. Designed with high-end finishes and curated furnishings, Villa Dolmia is the epitome of elegance, comfort, and exclusivity.

Plantation Tropicale at Casa East
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. ** Resembling a French Plantation, PLANTATION TROPICALE is an impressive island estate that occupies an entire corner block of the desirable Casa East neighborhood of Key West.
Popular amenities for Florida Keys luxury holiday rentals
Other great luxury holiday rentals in Florida Keys

House of the Royal Palms in Old Town
Oceanview Private Residence at The Setai -2401

Peninsula Villa | Boat Dock | Heated Pool | Sunset

The Starboard House at Solaire Lunara Bay

Dream Villa in Coral Gables by Jatina Group

Stunning Oceanfront Condo at The Setai -2707

Oceanview Private Condo at 1 Hotel & Homes -1144

Oceanfront Private Condo at 1 Hotel & Homes -1120
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- Saint 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
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- Bayfront Park
- Everglades National Park
- Sombrero Beach
- Zoo Miami
- John Pennekamp Coral Reef State Park
- Phillip and Patricia Frost Museum of Science
- Crandon Beach
- Biscayne National Park
- Key Biscayne Beach
- Biltmore Golf Course Miami
- Cocoa Plum Beach
- Coral Castle
- Hobie Island Beach Park North
- Cannon Beach
- Fairchild Tropical Botanic Garden
- Far Beach
- Matheson Hammock Park
- Miami Seaquarium
- Theater of the Sea
- Everglades Alligator Farm
- Deering Estate
- Conch Key
- Sea Oats Beach
- Venetian Pool
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