Take a relaxing break to enjoy the natural beauty and carefree lifestyle of the Florida Keys! This network of islands is part of the southeast US and is home to numerous museums, state parks, local art galleries, and more! You will also find an abundance of wildlife, turquoise blue waters, isolated unspoiled beaches, and palm trees that sway in the pleasant breeze. Tourists can enjoy a wide range of activities, including snorkeling, diving, fishing, colorful boat parades, and guided eco-tours.
Have fun kayaking through the mangroves at John Pennekamp Coral Reef State Park or taking a panoramic drive along Seven Mile Bridge. You may also head to Key West’s Duval Street to experience thrilling nightlife in the city’s classiest row of clubs, bars, and restaurants!
While here, why not stay in a plush accommodation to enhance your experience? Scroll down to find the top mansion rentals in Florida Keys, Florida, for a great stay!
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 13, 2024.
1. Gulf-facing estate with a private tennis court; Marathon (from USD 1500)
Boasting gorgeous views of the Gulf of Mexico, this 1.75-acre (0.7-hectare) estate features a full-size private tennis court, a basketball hoop, and a boat dock with access to a private lagoon. Inside, it has a huge kitchen with shiny marble countertops, two dining areas to seat a total of 12, and lounging space with gulf views. At the back of the property, there’s a bean-shaped heated pool tucked amidst greenery.
Top guest reviews
Amenities & Room:
we loved cooking on the pristine grill the kitchen has 3 ovens all immaculateCleanliness:
the pool was well heated and the house was clean inside and outHost:
great caretaker who made sure everything was smooththe owners were very responsive and helpful with restaurant suggestions and questionsit's easy to see that the owner takes great pride in keeping this home in excellent conditionRead more reviewsLocation:
that and the incredible location were the crown jewels not to mention the amazing sunset
2. Majestic estate facing the ocean; Key Largo (from USD 999)
This enormous estate is located about 45 minutes from Miami International Airport and exudes exquisite grandeur. As soon as you enter, you’ll notice the beautiful, opulent decor, which includes polished marble flooring, elegant spiral staircases, and leather sofas.
All the rooms boast grand chandeliers and glass windows that let in natural light. You can watch TV or play the piano in the living room whenever you like. The two large outdoor balconies with views of the ocean offer the perfect setting for al fresco dining. An outdoor pool is also available, where you can swim while admiring the views.
Top guest reviews
Host:
we thoroughly enjoyed our stay and thank the hosts for sharing this exquisite property and home with usrob was fantastic as property manager and couldn't have been more helpful and responsiveRead more reviewsLocation:
the home is beautifully situated on a cul-de-sac offering privacy and ample space to park cars
3. Luxury property with a gorgeous pool area; Key Largo (from USD 1514)
This luxury mansion sprawling over 5,000 square feet (1524 square meters) is surrounded by lush greenery and boasts breathtaking views of the Atlantic Ocean from every room. In the well-lit art kitchen, you’ll find a double refrigerator, beautiful wooden cabinetry, granite countertops, and 18 seats, which are ideal for an elaborate meal with family or friends.
For those who’d like to spend a beautiful day outside, the pool area with the tiki hut and loungers is excellent. It’s nestled amidst greenery and affords gorgeous water views.
Top guest reviews
Amenities & Room:
the pool was very nice and the yard was great to chillthe screened in area off the kitchen was a favorite place to sit and relaxRead more reviewsLocation:
restaurants within walking distance for local seafood and drinks was a nice changethere were fishing snorkeling charters going out etc yet was really quiet and peacefulbeing in the location it is had a lot of boat traffic which was greatwe look for a beautiful house which is well located and large enough for our entire family
4. Waterfront estate surrounded by nature; Islamorada (from USD 2179)
You’ll fall in love with this luxurious oceanfront mansion that has been beautifully refurbished and is framed by lush palm trees. There are hammocks, loungers, and a private pool in the five-bedroom house, guaranteeing complete relaxation. You can enjoy yourself by fishing from the pier or going kayaking right from your backyard! Two kayaks and two paddleboards are at your disposal. A basketball court has also been provided for your enjoyment.
When you’re hungry, prepare your favorite dinner in the well-stocked kitchen and enjoy an open-air feast on the upstairs terrace. Later, you can sip a drink underneath the lovely tiki hut.
Top guest reviews
Amenities & Room:
we loved the pool paddle boards rooftop deck and chickee hutthe bedrooms with private baths were very comfortablebeds were so comfortableCleanliness:
the house is clean and spacious and the owners provide everything you needHost:
the owner/manager was very responsive to our questions in advanceRead more reviewsLocation:
lo key was probably one of the best places we have ever rented
5. Glamorous Mediterranean-style rental; Key Colony Beach (from USD 1324)
A lovely brick-paved pathway will take you to this Mediterranean-style mansion rental that has a lovely fountain in the front. As soon as you walk in, you’ll notice the gleaming interior, complete with plush furnishings, polished floors, and ornate touches. The huge private pool with a pergola and the ocean can be seen from the back balcony, while the front balcony offers a beautiful view of the clear blue sky and healthy green foliage of various trees and plants.
To unwind, you may take a dip in the hot tub with a view.
Top guest reviews
Cleanliness:
the house was incredible and so cleanalgae growing on the bottom of it and it looked like it hadn’t been cleaned for monthsRead more reviewsLocation:
the neighborhood and location was perfect for our family trip
Superhost
6. Beachfront property with unmatched serenity; Islamorada
Enjoy your stay at this custom-built property, where you may use kayaks, paddle boards, and a 100-foot (30.48-meter) private beach with a tiki hut and hammocks for your enjoyment. There are five comfy bedrooms in total, each with plenty of lighting and space to spread out. There’s also a private pool area that is surrounded by greenery and furnished with wheeled lounge chairs for you to unwind on a nice sunny day while admiring ocean views.
Islamorada, Florida, United States
45.88 km (28.6 mi) from John Pennekamp Coral Reef State ParkAccommodates: 10
Top guest reviews
Amenities & Room:
they really want you to be comfortable and aware of all that the area has to offerRead more reviewsLocation:
great location and perfect for families that want to spend their time outside
7. Luxurious home at Marlin Bay Resort & Marina; Marathon (from USD 1773)
This 3,600-square-foot (334.5-square-meter) home at Marlin Bay Resort and Marina is the ideal setting for relaxation, with a number of balconies providing breathtaking views of Florida Bay. The interior features big glass windows and doors, marble flooring, and expensive décor throughout. Everything is of the highest quality, from the fully equipped kitchen with stainless steel appliances to the bed linens and plush pillows in the bedrooms.
You have access to a heated pool and hot tub, as well as a marina where you can enjoy a barbecue cookout!
Top guest reviews
Cleanliness:
the place was super clean and felt just like homeHost:
staff (especially barbara) was super helpful and friendlyRead more reviewsLocation:
amazing place definitely will be back
8. Spacious rental with a boat dock facility; Key Colony Beach (from USD 1199)
Whether you want to enjoy a fun-filled weekend with your family or friends or a romantic evening with someone special, the exquisite setting of this mansion rental offers everything you could possibly want! Enjoy boating with easy access to a dock or relax in the charming private pool area, which is beautifully lit at night.
Facing the pool, there is also an alfresco kitchen with a barbecue setup and classy seating arrangements. There’s a private hot tub where you may unwind after enjoying an energetic game of tennis.
Top guest reviews
Read more reviewsLocation:
the house is amazingly beautiful the location and neighborhood is perfect
Make the most of your stay in Florida Keys
Whether you’re looking for a tranquil week-long vacation or an action-packed long weekend, this tropical paradise has enough to offer everyone! You can enjoy swimming, snorkeling over coral reefs, or simply lounging while the waves slap gently on white sand beaches. With these mansion rentals mentioned above, it’ll be easy for you to find the ideal home away from home and have an indulgent holiday!
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