
Luxury rentals in Florida Keys
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Top-rated luxury vacation rentals in Florida Keys
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

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

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.

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.

Wonderlake 7BR Resort – Luxury Stay | Pool_BBQ
Escape to our newly renovated luxury retreat, boasting 7 bedrooms and 7 bathrooms, ideal for large groups and special occasions. Dive into endless entertainment with a heated pool, oversized chess board, fire pit, basketball half-court, tennis court, mini-golf, playground, ping pong, hammocks, sand volleyball beach, kayaks, lake view and mini soccer field! Whether relaxation or excitement calls, our retreat exceeds expectations at every turn.

Evershore Estate at Lunara Bay | Wellness Home
Evershore Estate is a waterfront 4-bedroom, 4-bath home at Lunara Bay - a collection of 26 luxury homes in a gated community. Perfect for activity and relaxation, it features a private pool and dock, parking, a pet-friendly gated yard, and fitness amenities including a Peloton, free weights, and yoga mats. Tailored itineraries help you uncover hidden gems and local favorites for an unforgettable Lunara Bay experience.

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 vacation rentals
Other great luxury vacation rentals in Florida Keys

Bayfront Villa Heated Pool Amazing Views and Beach

Best Bayfront View Villa with Heated Pool

FontaineBleau|Oceanfront w/ Terrace + Private Pool

Oceanview Private Condo at The Setai -2604

Catchlight House at Lunara Bay

1 Hotel Miami Beach Luxury Suite | 1BR & 1.5BA

The Seagate Estate at Lunara Bay

Altair House at Lunara Bay
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