
Luxury rentals in Florida Keys
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Top-rated luxury holiday rentals in Florida Keys
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Hemingway Oceanfront Luxury: Pool • Marina • Views
Think Hemingway’s Keys spirit, but with a chef’s kitchen, designer interiors, and panoramic Atlantic views. This spacious 5BR waterfront retreat offers nearby marina slips, a resort-style pool, pickleball and generous outdoor living. Enjoy shoreline breezes, middle Keys sunsets, and effortless access to Marathon dining, marinas, and unforgettable ocean adventures throughout your stay. Experience the sun rising over the Atlantic and disappearing over the Gulf, all from one unforgettable location.

Villa Serena - Tranquility Redefined
Nestled along the edge of the majestic Everglades, this refined luxury villa is a quiet sanctuary designed for those who seek both sophistication and serenity. It is fully equipped with everything you’ll need during your visit, a private dock, and easy access to restaurants and outdoor adventures. Whether you're here to visit Everglades National Park, go fishing, birdwatch, or just relax and unwind, Villa Serena offers a true retreat for the soul—this is Everglades living at its most refined.

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.

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!

Brickell Miami Lux Villa | 5 Suites Pool & Hot Tub
Experience luxury at Brickell Villa, a beautifully remodeled 5BR/5BA retreat in the heart of Miami. Proudly vetted as an Airbnb Luxe Home, this upscale villa sleeps up to 14 guests and features a heated pool, hot tub, BBQ, dedicated workspace, and parking for 3 cars. Enjoy stylish interiors, seamless indoor-outdoor living, and a private resort-style backyard oasis just minutes from Brickell City Centre, Downtown Miami, beaches, and MIA. Perfect for families, groups, and corporate retreats.

47th-Floor High-Rise w/ Sunset & Skyline Views
Experience luxury in this stunning 47th-floor Miami condo, offering panoramic skyline & ocean views from a private wraparound balcony. This modern 2-bedroom, 2-bathroom residence comfortably sleeps 6 guests, featuring a fully equipped kitchen, Smart TV, high-speed Wi-Fi, and in-unit laundry. Guests enjoy exclusive access to resort-style building amenities including multiple pools, a state-of-the-art fitness center, yoga studio, and sauna. Perfect for an unforgettable Miami getaway.

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.

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.

7BR Villa with Pool, Jacuzzi, Pickleball / Bball
This exquisite Spanish-style residence, offering over 6000 square feet of luxury living on a sprawling acre lot. With 7 bedrooms, two living areas, two dining areas, a chefs kitchen and a game room, this home provides an abundance of space for both relaxation and entertainment. Step outside to your own private retreat, featuring a resort-style pool, inviting cabanas, a Basketball/Pickleball court, outdoor barbecue/bar area & covered seating.

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.
Popular amenities for Florida Keys luxury holiday rentals
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- Bayfront Park
- Everglades National Park
- Brickell City Centre
- University of Miami
- Dolphin Mall
- Sombrero Beach
- Kaseya Center
- LoanDepot Park
- Bayside Marketplace
- Florida International University
- John Pennekamp Coral Reef State Park
- Zoo Miami
- CG Cosmetic Surgery
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- Biscayne National Park
- Dadeland Mall
- Crandon Beach
- Biltmore Golf Course Miami
- Schnebly Redland's Winery & Brewery
- Coral Castle
- Calusa Campground
- Mia Aesthetics Miami
- Miami International Mall
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