Luxury rentals in Florida Keys

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.

View · Decor · Pool · Beach · Hospitality · Indoor spaces · Outdoor spaces · Family · 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.

Hospitality · Cleanliness · Location · Indoor spaces · Comfort · View · Decor · Kitchen · Family · Condition · Amenities · Outdoor spaces · Bathroom · Nearby · Check-in · TV · Quiet · Parking · Walkability · Long stay · Access · Sleep quality

SETAI Oceanview 2/2 Luxury Residence

Travel & Leisures’s #1 in Miami! Wake up & enjoy a Nespresso lounging on a luxurious balcony, South Beach in view with the soothing sounds of the ocean. The condo has a modern feel with smart TVs in every bedroom and living room. Glass lines the great room for ocean views from the living and dining area, and fully equipped kitchen complete with marble flooring. Forget something at home? Need not worry, The Setai offers an incomparable concierge and bell service that can tend to your every need.

Hospitality · Location · Amenities · Cleanliness · View · Comfort · Value · Accuracy · Indoor spaces · Pool · Noise · Sleep quality · Check-in · Beach · Family · Checkout · Decor · Kitchen · Nearby · Walkability · Condition · Access · TV · Bathroom · Layout · Wi-Fi · Laundry · Breakfast · Getting around

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

Hospitality · Family · Outdoor spaces · Location · Cleanliness · Pool · Accuracy · Access · Value · Indoor spaces · Decor · View · Noise · Pets · Comfort · Wi-Fi

Luxury Villa | 5 BR 5 BA | Private Pool & Hot Tub

Proudly vetted as an Airbnb Luxe Home! Experience luxury at Brickell Villa, a beautifully remodeled 5BR/5BA retreat in the heart of Miami. 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.

Hospitality · Location · Cleanliness · Pool · Indoor spaces · Comfort · Bathroom · Backyard · Accuracy · Kitchen · Condition · Hot tub · Nearby · Family · Outdoor spaces · Decor · Sleep quality · Amenities · Walkability · Getting around · Check-in · Value · Beach · Barbecue · Layout · Quiet · Access · Checkout · TV · Long stay · Noise · Air conditioning

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.

Hospitality · Family · Pool · Accuracy · Outdoor spaces · View · Bathroom · Kitchen · Sleep quality · Barbecue · Quiet · Laundry · Cleanliness

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.

Hospitality · Location · View · Cleanliness · Comfort · Amenities · Nearby · Decor · Indoor spaces · Family · Accuracy · Walkability · Sleep quality · Check-in · Value · Checkout · Bathroom · Parking · Getting around · Pool · Condition · Beach · Access · Kitchen · Quiet · Noise · TV · Heating · Wi-Fi · Long stay

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.

Location · Hospitality · Outdoor spaces · Cleanliness · Pool · Parking · Walkability · Bathroom · Comfort · Indoor spaces · Noise · Check-in · Accuracy · Quiet · Nearby · Amenities · Decor · TV · Pets · Kitchen · Family · Backyard · Condition · View · Beach · Sleep quality · Access · Checkout · Value · Air conditioning

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.

Hospitality · Location · Decor · Cleanliness · Outdoor spaces · Indoor spaces · Amenities · Bathroom · Kitchen · Layout · Comfort · Nearby · Walkability · Condition · View · Sleep quality · Accuracy · Quiet · Wi-Fi · Access · Air conditioning

Wonderlake 7BR Resort • Pool_BBQ | Luxury Stay

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.

Hospitality · Amenities · Family · Outdoor spaces · Accuracy · Pool · Backyard · Cleanliness · Indoor spaces · Location · Bathroom · Hot tub · Comfort · Condition · View · Check-in · Kitchen · Nearby · Laundry · Beach · Getting around · Sleep quality · TV · Parks · Quiet · Parking · Long stay · Checkout

Bayfront Villa Heated Pool Amazing Views and Beach

Indulge in Villa Atmosphere, a luxurious Miami bayfront villa. This stunning 4-bedroom, 4-bathroom retreat boasts 60 feet of bayfront access, offering incredible views of the open bay and the Miami skyline. Enjoy high-end finishes, stylish furnishings, and modern amenities for an unforgettable stay. Perfect for families, this villa offers a private pool, outdoor seating, and is near the ocean, ideal for a relaxing getaway.

View · Hospitality · Location · Cleanliness · Indoor spaces · Family · Comfort · Accuracy · Pool · Decor · Kitchen · Quiet · Check-in · Amenities · Outdoor spaces · Getting around · Checkout · Bathroom · Nearby · Backyard · Value · Long stay · Condition · Layout · Sleep quality

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.

Location · Hospitality · Cleanliness · Pool · Family · Indoor spaces · View · Comfort · Outdoor spaces · Accuracy · Kitchen · Check-in · Amenities · Getting around · Nearby · Condition · Noise · TV · Barbecue · Quiet · Bathroom · Layout · Backyard · Access · Sleep quality · Checkout · Value · Decor · Pets · Laundry · Walkability