Vacation Homes in Florida Keys

Search among 900 available vacation homes in Florida Keys from 50+ providers

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1-100 out of 900
8.6
Great68 reviews
4 adults
1 bedroom
1 bed
Lower Sugarloaf Key is within 8 minutes' walk of the Sugarloaf Lodge, while Old Finds Bight is approximately a 10-minute drive away.
FromUS$ 299 /nightSelect
9.0
Perfect23 reviews
6 adults
2 bedrooms
3 beds
Located in Duval district and 0.5 miles from Audubon House and Tropical Gardens, this villa offers 7 rooms along with a Jacuzzi and an outdoor swimming pool.
FromUS$ 499 /nightSelect
8.8
Great37 reviews
4 adults
1 bedroom
2 beds
Located relatively near Everglades National Park, the Bay Harbor Lodge Key Largo features an outdoor swimming pool and 10 rooms plus it is within easy walking distance of The Botanic Gardens at Kona Kai Resort.
FromUS$ 365 /nightSelect
9.0
Perfect10 reviews
6 adults
3 bedrooms
3 beds
This villa with a swimming pool is located just 10 minutes' walk from San Pablo Catholic Church.
FromUS$ 581 /nightSelect
7.8
Very good186 reviews
4 adults
1 bedroom
2 beds
While staying at the pet-friendly Tropical Cottages you are invited to discover Sunset Park, set about a 10-minute drive away, or Marathon Community Park, which is 10 minutes away by car.
FromUS$ 135 /nightSelect
6 adults
2 bedrooms
4 beds
Set a 10-minute stroll from Key West AIDS Memorial, the rooms in the Coconut Palms have views of sea.
FromUS$ 408 /nightSelect
8.8
Great13 reviews
6 adults
3 bedrooms
3 beds
The property is 0.9 miles from USCGC Ingham Maritime Museum and boasts views of pool as well as 6 rooms.
FromUS$ 376 /nightSelect
9.0
Perfect2 reviews
6 adults
3 bedrooms
3 beds
Set merely 850 feet from Mallory Square in the Duval district of Key West, the Last Minute features a private pool.
FromUS$ 1 338 /nightSelect
8 adults
3 bedrooms
4 beds
Situated nearly a 10-minute stroll from Sombrero Beach, the Sombrero Beach Retreat also offers a swimming pool.
FromUS$ 526 /nightSelect
10 adults
4 bedrooms
4 beds
Set 7 km from Florida Keys Aquarium Encounters, this 4-bedroom property boasts a rooftop swimming pool.
FromUS$ 708 /nightSelect
4 adults
2 bedrooms
3 beds
Situated a 10-minute drive to Key West International Airport, this villa features balcony and a terrace.
FromUS$ 64 /nightSelect
5 adults
2 bedrooms
3 beds
Long Key and Conch Key, Florida are located 2.5 miles and 2.6 miles from the Zane Grey Layton respectively.
FromUS$ 1 022 /nightSelect
8.8
Great14 reviews
8 adults
3 bedrooms
3 beds
The Amelia House is a good starting point to Key West's sights including Duval Street, which is only a 7-minute stroll away.
FromUS$ 270 /nightSelect
8.6
Great21 reviews
6 adults
2 bedrooms
4 beds
The Old Wooden Bridge Marina Big Pine Key features an outdoor pool and 20 rooms facing the marina.
FromUS$ 149 /nightSelect
4 adults
2 bedrooms
2 beds
Ripley's Believe It or Not is 10 minutes by foot from the Passover Cottage Key West and Red Barn Theatre is around 0.3 miles away.
FromUS$ 828 /nightSelect
6 adults
2 bedrooms
3 beds
Ripley's Believe It or Not is within 0.7 miles of the Conch Casa, while Key West Cemetery is about 9 minutes' stroll away.
FromUS$ 910 /nightSelect
8.4
Great10 reviews
6 adults
2 bedrooms
2 beds
The Windward Isle is located 0.5 miles from Key West International airport and within 0.2 miles of Simonton Street & Petronia Street bus stop.
FromUS$ 312 /nightSelect
FromUS$ 249 /nightSelect
6 adults
2 bedrooms
3 beds
The intimate Grand Marina Suite By Brightwild-Waterfront Condo with a swimming pool is within 4 miles of Key West Firehouse Museum.
FromUS$ 325 /nightSelect
4 adults
2 bedrooms
2 beds
Set in Duval district and 0.9 miles from Key West Aquarium, this villa provides a kitchen with a microwave oven, tea and coffee making facilities, and a fridge.
FromUS$ 227 /nightSelect
Southernmost Point of the Continental US is 3 miles from this villa that offers 2 bedrooms along with a kitchen.
FromUS$ 378 /nightSelect
6 adults
2 bedrooms
3 beds
Situated near Saint Mary Star of the Sea, the vacation home has 2 bedrooms and 1 bathrooms.
FromUS$ 491 /nightSelect
6 adults
2 bedrooms
3 beds
Offering a swimming pool, the beachfront Anglers Reef Getaway is placed in the residential area of Islamorada, just 900 feet from Windley Key Fossil Reef Geological State Park.
FromUS$ 450 /nightSelect
9.0
Perfect1 review
Boasting a swimming pool, the Luna Bay Breeze Marathon is approximately a 5-minute stroll from Tilden's Scuba Center.
FromUS$ 301 /nightSelect
FromUS$ 189 /nightSelect
West Martello Tower is 2.4 miles from the Samana Cay By Brightwild-Private Balcony Key West and Thompson Island is 11 minutes' walk away.
FromUS$ 402 /nightSelect
4 adults
2 bedrooms
3 beds
Indian Key State Historic Site is set within 4.3 miles of the Anglers Reef Paradise.
FromUS$ 382 /nightSelect
8 adults
3 bedrooms
4 beds
Key West Cemetery is 0.5 miles from this villa that offers 3 bedrooms along with a kitchen.
FromUS$ 779 /nightSelect
Squirrels Key Camp is 1.7 miles from this villa that offers 2 bedrooms along with a fully-fitted kitchen.
FromUS$ 250 /nightSelect
Offering setting in Duck Key district, the villa features 2 bedrooms and includes a kitchen with tea and coffee making equipment, and kitchenware.
FromUS$ 188 /nightSelect
Key West Cemetery is 2.9 miles away and West Martello Tower can be reached within 10 minutes by car.
FromUS$ 193 /nightSelect
6 adults
2 bedrooms
3 beds
Set 1.1 miles from Sheriff s Animal Farm, this apartment has a fully-fitted kitchen and 2 bathrooms.
FromUS$ 561 /nightSelect
9 adults
4 bedrooms
3 beds
The Playa Largo Ocean Residences With Resort Privileges is set about 1.5 miles from Island Dolphin Care and 5 minutes by foot from Tavernier Towne II Shopping Center.
FromUS$ 3 054 /nightSelect
12 adults
4 bedrooms
6 beds
Offering a kitchen complete with a dishwasher, coffee/tea making facilities and a fridge, this villa is located close to Key West International Airport.
FromUS$ 1 472 /nightSelect
8 adults
3 bedrooms
4 beds
Southernmost Point of the Continental US is within 900 feet of the Villa Coastal By Brightwild-Pool & Free Parking, while Key West Lighthouse and Keeper's Quarters Museum is 900 feet away.
FromUS$ 1 183 /nightSelect
8 adults
3 bedrooms
4 beds
Situated in the historical district of Key West, the Bahama House Key West features a private pool.
FromUS$ 1 265 /nightSelect
Mallory Square is within 3.6 miles of the Exuma Cay By Brightwild-Pool View & Parking and Higgs Beach is about 2.5 miles away.
FromUS$ 703 /nightSelect
6 adults
2 bedrooms
3 beds
The Indigo By Brightwild-Great Location!, located steps from Duval Street, is also at a proximity to Classic Harbor Line.
FromUS$ 627 /nightSelect
6 adults
2 bedrooms
3 beds
Fort Zachary Taylor and Key West Cemetery are located 1.4 miles and 0.9 miles from the Villa Positano By Brightwild-Rooftop Pool On Duval respectively.
FromUS$ 762 /nightSelect
6 adults
2 bedrooms
2 beds
Featuring a patio and 2 bedrooms, the property is set close to Southernmost Point.
FromUS$ 423 /nightSelect
6 adults
2 bedrooms
3 beds
While staying at the Key Lime Calypso you are invited to discover Mallory Square, set approximately 15 minutes' walk away, or Key West Lighthouse and Keeper's Quarters Museum, which is around 0.2 miles away.
FromUS$ 333 /nightSelect
FromUS$ 187 /nightSelect
FromUS$ 695 /nightSelect
Summerland Key is set around 1.8 miles from the residential Oceania... Water Front Cottage Retreat ~ Cudjoe Key.
FromUS$ 767 /nightSelect
8.8
Great4 reviews
The Curry House Room 9 is located in the center of Key West, boasting a swimming pool on site.
FromUS$ 272 /nightSelect
6 adults
2 bedrooms
3 beds
Set about 1 miles from tripnautic, the rooms in the Licensed Mgr - 2/2 Villa - Oceanfront Beach Resort - Saltwater Lagoon & Marina! Key Largo have views of pool.
FromUS$ 275 /nightSelect
Conch Key, Florida is 1.9 miles from this villa that offers 2 bedrooms along with a full kitchen.
FromUS$ 236 /nightSelect
FromUS$ 1 296 /nightSelect
Situated 1 miles from Eaa Air Museum, the villa offers snorkeling, diving and fisheries.
FromUS$ 139 /nightSelect
This villa in Duck Key district is composed of 2 bedrooms, a kitchen and 3 bathrooms.
FromUS$ 405 /nightSelect
Set 10 minutes by car from Dolphin Research Center, the Restful Retreat lies in the Duck Key district of Duck Key.
FromUS$ 231 /nightSelect
Situated 1 miles from Sheriff s Animal Farm, this venue features an outdoor pool.
FromUS$ 295 /nightSelect
Composed of 3 bedrooms and 3 bathrooms, this villa is set only 0.4 miles from Crocodile Lake National Wildlife Refuge.
FromUS$ 830 /nightSelect
8 adults
3 bedrooms
5 beds
Tavernier Towne II Shopping Center is 0.3 miles from this villa that offers 3 bedrooms along with a kitchen.
FromUS$ 895 /nightSelect
8 adults
3 bedrooms
4 beds
This is a 3-bedroom villa, set in proximity to Our Beach.
FromUS$ 616 /nightSelect
Key West Aquarium is 0.8 miles from this villa that offers 2 bedrooms along with a kitchen.
FromUS$ 343 /nightSelect
FromUS$ 470 /nightSelect
The Magic is set 2.9 miles from Seven Mile Bridge and within 2.2 miles of Crane Point Museum and Nature Center.
FromUS$ 282 /nightSelect
4 adults
1 bedroom
2 beds
The positioning of the Duval Corner in the center of Key West ensures fast access to Key West Lighthouse and Keeper's Quarters Museum.
FromUS$ 741 /nightSelect
5 adults
2 bedrooms
3 beds
Located in the center of Key West, the Bahama Gardens - Conch House offers fast access to 7 Artists & Friends Gallery within a 17-minute walk.
FromUS$ 599 /nightSelect
4 adults
1 bedroom
1 bed
Set just 11 minutes' walk from Southernmost Point of the Continental US, this villa features a terrace along with a kitchen.
FromUS$ 573 /nightSelect
FromUS$ 817 /nightSelect
FromUS$ 329 /nightSelect
This villa with an outdoor pool and a kitchen is located in Duval district.
FromUS$ 572 /nightSelect
4 adults
2 bedrooms
3 beds
Offering a swimming pool with views of pool, the Baya House Key West is located in the Duval district of Key West.
FromUS$ 321 /nightSelect
6 adults
3 bedrooms
3 beds
The Licensed Mgr - Luxurious Oceanfront Condo W/Stunning Views - Upscale Oceanfront Resort! is a good starting point to Key Largo's sights including American Outdoors, which is 0.4 miles away.
FromUS$ 495 /nightSelect
4 adults
2 bedrooms
2 beds
Featuring a patio along with 2 bedrooms, this villa is set 6 km from Key West International Airport.
FromUS$ 437 /nightSelect
6 adults
3 bedrooms
3 beds
While staying at the Hemingway Hideaway you are invited to discover Duval Street, set a 15-minute drive away, or Fort East Martello Museum, which is about 1.6 miles away.
FromUS$ 909 /nightSelect
9 adults
3 bedrooms
3 beds
The Dream In The Keys is set 0.7 miles from Florida Keys Aquarium Encounters and within a 10-minute drive of Little Crawl Key.
FromUS$ 252 /nightSelect
FromUS$ 339 /nightSelect
The Birds Of A Feather At Custom House Inn By Brightwild is a perfect vacation spot a 20-minute walk from Key West Butterfly and Nature Conservatory and other Key West landmarks.
FromUS$ 325 /nightSelect
FromUS$ 877 /nightSelect
Artists in Paradise Gallery is within 2 miles of the key Deer Retreat/direct gulf access/hot tub, while Grimal Grove is a 10-minute drive away.
FromUS$ 280 /nightSelect
Located in the center of Key West, the Shipyard Treasure by AvantStay Communal Pool Gated Community Great Location Week Long Stays offers fast access to Key West Aquarium within a 16-minute walk.
FromUS$ 438 /nightSelect
FromUS$ 440 /nightSelect
FromUS$ 171 /nightSelect
The positioning of the Duval Breeze By Avantstay Great Location Close To Beach Nightlife Shared Pool Week Long Stays in the center of Key West ensures fast access to Southernmost Point.
FromUS$ 451 /nightSelect

FAQs about Florida Keys vacation houses

Take a look at our 15 answers to FAQs if you don't know where to find and how to choose a vacation home in Florida Keys.

What are the best cheap holiday homes in Florida Keys?

If you're searching for a place to stay in Florida Keys on a budget, there are 424 properties to pick from. Among the best budget holiday homes, you may book Casa Bonita @ Duval Square R1 for 386US$ per night. It's set in Duval district. Customers also like Sunrise Suites Tahiti Suite #104, featuring a tennis court, an outdoor swimming pool and snorkeling at a reasonable price of 378US$ per night. If you want more options, check Sunrise Suites Dominican Suite #110, Coconut Palms and Sunrise Suites Grenada Suite #209.

What are the best budget holiday homes in Florida Keys with weekly rates?

Among the best accommodations in Florida Keys, you may book Southernmost Retreat at the cost of 1232US$ per week. It offers a Jacuzzi, complimentary private parking and complimentary parking on site.

What are the best cheap beachfront cottages in Florida Keys?

According to Booked.net travel data, there are 39 accommodations to pick from. You may book Anglers Reef Paradise for about 409US$ per night. It has an outdoor swimming pool, snorkeling and diving on site. As an alternative, check Condo In The Keys with a tennis court, an outdoor swimming pool and an aqua park.

What are the best holiday homes in Florida Keys offering a pool?

According to Booked.net travel data, there are 266 deals offering a pool. We recommend Sunrise Suites Saint Barts Suite #303 (rating: 333US$), the top villa offering a tennis court, an outdoor swimming pool and a Jacuzzi on site. As an alternative, check Sunrise Suites Cayo Cruz Suite #308 at the cost of 210US$ per one night. Other good properties are Sunrise Suites Big Kahuna Suite #202, Sunrise Suites Tierra Bomba Suite #403 and Sunset At Harbour Place.

How much does it cost to stay in villa in Florida Keys?

The average prices for Florida Keys properties are: Of course, the prices change in Florida Keys depending on the season, but on average: Sunrise Suites Dominican Suite #110 costs about 410US$ per night. It offers a tennis court, snorkeling and diving on site.

Which vacation houses in Florida Keys are popular among families?

For a perfect family stay, check one of available deals on Booked.net. Consider booking Tropical Cottages, set 700 feet from Crane Point Museum.

What are the best vacation houses in Florida Keys with hot tubs?

Booked.net offers 134 deals providing jacuzzi to pick from. One of the best deals is Sunrise Suites Barbados Suite #204 (rating: 7.2/10) with a tennis court, an outdoor swimming pool and a Jacuzzi on site. Also you may like Key West Villas, a perfect villa with a tennis court, a golf course and concierge service. Other suitable options are Dove Creek Lodge,An Ascend Hotel Collection Member, Key Quest and Sunrise Suites Cristobal Suite #411.

What are the top lakefront vacation houses in Florida Keys?

One of the top accommodations is Sunrise Suites-Sea Breeze Suite 101 at the cost of 416US$ per night with a tennis court, an outdoor swimming pool and a Jacuzzi.

What are the best vacation houses in Florida Keys which are good for couples?

According to Booked.net travel data, there are 15 deals for couples. You may book Sunrise Suites Barbados Suite #204 rated 7.2/10 for 371US$ per night. This villa is set a 5-minute walk from Cow Key Channel and provides a tennis court, an outdoor swimming pool and a Jacuzzi on site. Another great villa is Tropical Cottages at the price of 211US$ per night. Other suitable options for couples are Old Town Garden Villas, Sunrise Suites Cristobal Suite #411 and Key Quest.

What are the best vacation houses in Florida Keys featuring a kitchen?

To enjoy your own meal during an unforgettable stay, Booked.net offers 3 options to pick from. Customers who enjoy cooking may like Coral Lagoon Resort (rating: 9.2/10) with an outdoor swimming pool, cribs and windsurfing at the cost of 409US$ per night. Another recommended vacation house is The Banyan Resort at the cost of 344US$ per night.

What are the cheapest vacation houses in Florida Keys featuring free parking?

According to Booked.net travel data, there are 14 apartments to pick from. Among them, we recommend Sombrero Beach Retreat (rating: 7.2/10) providing an outdoor swimming pool, snorkeling and diving. This villa is located 1.6 miles from Crane Point Museum and Nature Center and offers accommodations at the cost of 328US$ per night. Also you may like Dove Creek Lodge,An Ascend Hotel Collection Member with an outdoor swimming pool, a golf course and newspaper service for 279US$ per one night.

What are the most favored vacation houses in Florida Keys next to Key West Cemetery?

According to Booked.net travel data, there are 146 deals to pick from. We recommend Rose Lane Villas rated 9.2/10, the top villa set a 5-minute walk from the landmark. It offers an outdoor swimming pool and concierge service. Another good option is Last Minute providing an outdoor swimming pool, snorkeling and diving for 624US$ per night.

What are the best luxury vacation houses in Florida Keys?

According to Booked.net travel data, one of the top vacation houses is Key West Harbour Oceanfront Suites set 900 feet from Key West Harbour. It costs 515US$ per night.

What are the best vacation houses in Florida Keys next to Key West International airport?

If you want to stay in Florida Keys next to Key West International airport, check 173 deals on Booked.net. Check Papa'S Hideaway providing a heated pool, a heated swimming pool and ironing on site from 931US$ per week. Alternatively, check Palm Gardens offering rooms for 497US$ per night and a balcony and a coffee machine on site. This vacation house is set 2 miles from Key West International airport.

What are the top vacation houses in Florida Keys?

According to Booked.net travel data, there are 15 deals to pick from. Other top places are Coral Lagoon Resort, Bay Harbor Lodge and Beach House Condo.