
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

Miami Retreat w/ Sunset Rooftop, Pool & Game Room
Discover SuCasa Oasis — a newly renovated (Nov 2025) Miami retreat where modern design meets pure relaxation. Start your day with sunrise yoga on the lush, plant-filled rooftop. Lounge by the heated pool and fire up the grill for lunch, and as evening falls, watch sunset movies under the Miami sky. End the night in the moody game room built for connection & unforgettable memories. Designed for up to 14 guests, every detail was curated by SuCasa Vacay to deliver the ultimate Miami experience.

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.

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.

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

Luxe Certified Oasis with Heated Pool and Parking
Modern masterpiece in Miami's vibrant Design District. This new-construction villa offers a private, stylish retreat for families/small groups. Enjoy double-height ceilings, designer furnishings, a dedicated workspace, and a sleek kitchen. Relax in your private heated plunge pool oasis. Steps from world-class shopping, dining, and art. Pet-friendly with free parking. Comfortably fits families/small groups.

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
- Key Biscayne Beach
- 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
- Homestead-Miami Speedway
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