Top Holiday homes in Florida Keys
Find the Top Holiday homes in Florida Keys – 10+ Quality Options from Leading Providers
1-14 out of 14 holiday homes
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Villa
9.0
Perfect1010 reviews10
6 adults
3 bedrooms
3 beds
From
US$ 581
/night
- Outdoor swimming pool with sun loungers
- Fully equipped kitchen in each room
- Express check-in and check-out services
Holiday home
8.8
Great1414 reviews10
8 adults
3 bedrooms
3 beds
From
US$ 270
/night
- Private entrance holiday home
- On-site hot tub for relaxation
- Pet-friendly accommodation
Villa
9.0
Perfect2323 reviews10
- Heated Pool
- Bicycle Rentals
- Outdoor Jacuzzi
From
US$ 674
/night
- Heated outdoor pool open year-round
- Fully-equipped kitchens in apartments
- Bicycle rentals for local exploration
Lodge
8.8
Great3737 reviews10
- Private Beach
- Heated Pool
- Fishing Pier
From
US$ 242
/night
- Private beach with stunning sunsets
- Heated pool surrounded by lush gardens
- Complimentary kayaks and paddleboards available
Holiday home
7.8
Very good186186 reviews10
- Tiki Bar
- Peaceful Gardens
- Private Entrance
From
US$ 135
/night
- Private outdoor shower for adventurous guests
- Relaxing atmosphere with tranquil gardens
- Tiki bar serving drinks and cold beer
Lodge
8.6
Great6868 reviews10
- Marina
- Outdoor pool
- Tennis court
From
US$ 299
/night
- Marina with kayak rentals and charters
- Outdoor pool open all year round
- Evening entertainment available onsite
Villa
8.8
Great1313 reviews10
- Heated Pool
- Private Villas
- Outdoor Dining
From
US$ 709
/night
- Heated outdoor swimming pool
- Fully equipped kitchen in each villa
- Adjacent to Duval Street shopping
Holiday home
- Outdoor pool
- Private entrance
- Fully equipped kitchen
From
US$ 408
/night
- Private entrance to accommodations
- Outdoor swimming pool for relaxation
- Fully equipped kitchen in each unit
Holiday home
- Snack bar
- Picnic area
- Balanced kitchens
From
US$ 250
/night
- Outdoor dining area with garden views
- On-site barbecue facilities available
- Picnic area for outdoor activities
Holiday home
- Private Pool
- Game Room
- Heated Pool
From
US$ 381
/night
- Private pool with sea view
- Outdoor dining area available
- Pets allowed on property
Villa
- Air conditioning
- Fully equipped kitchen
- Private entrance
From
US$ 188
/night
- Scenic sea view balcony
- Outdoor dining area
- Children's playground area
Holiday home
- Private Entrance
- Coffee Machine
- Fishing Activities
From
US$ 64
/night
- Private entrance for guest convenience
- Close to popular attractions and beaches
- Air-conditioned units with seating areas
Holiday home
8.4
Great1010 reviews10
From
US$ 312
/night
Fort Zachary Taylor and Key West Butterfly and Nature Conservatory are respectively 1.7 km and 750 metres from the Windward Isle Villa.
Holiday home
- Heated pool
- Private entrance
- Outdoor patio
From
US$ 333
/night
- Outdoor heated swimming pool
- Close to Ernest Hemingway Home
- Private entrance for added privacy
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