Top Holiday homes in Florida Keys
Find the Top Holiday homes in Florida Keys – 30+ Quality Options from Leading Providers
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Lodge
4 adults
1 bedroom
1 bed
From
US$ 147
/night
- Marina with kayak rentals and charters
- Outdoor pool open all year round
- Evening entertainment available onsite
Lodge
4 adults
1 bedroom
2 beds
From
US$ 333
/night
- Private beach with stunning sunsets
- Heated pool surrounded by lush gardens
- Complimentary kayaks and paddleboards available
Holiday home
- Outdoor Pool
- Bar Area
- Lake Views
From
US$ 205
/night
- On-site bar and outdoor dining area
- Pet-friendly accommodations available
- Outdoor swimming pool with lake views
9.4
Perfect11 review10
- Saltwater Pool
- Grilling Stations
- Kayak Rentals
From
US$ 149
/night
- Largest fleet rentals in the Keys
- Newly remodeled cottages and cabins
- Beautiful saltwater pool access
Villa
- 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
- Hot tub
- Cycling
- Patio
From
US$ 270
/night
- Private entrance holiday home
- On-site hot tub for relaxation
- Pet-friendly accommodation
Holiday home
- 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
From
US$ 950
/night
Situated 4.5 km from Marathon Airport, this venue features a private pool.
Holiday home
From
US$ 564
/night
The Passover Cottage is a good starting point to Key West's sights including Mel Fisher Maritime Heritage Museum, which is less than a 10-minute stroll away.
Villa
- Heated Pool
- Bicycle Rentals
- Outdoor Jacuzzi
From
US$ 561
/night
- Heated outdoor pool open year-round
- Fully-equipped kitchens in apartments
- Bicycle rentals for local exploration
From
US$ 763
/night
Nestled in the Duval district, the Duval Street Suite Overlooking Duval With Parking And Pool is within an easy walking distance to Key West Lighthouse and Keeper's Quarters Museum.
Holiday home
From
US$ 325
/night
You can relax by a swimming pool in the intimate Grand Marina Suite By Brightwild-Waterfront Condo, located at a 4.4 km distance from Smathers Beach.
Holiday home
- Private Beach
- Outdoor Pool
- Tennis Court
From
US$ 160
/night
- Private beach access
- Year-round outdoor pool
- On-site tennis court
Holiday home
From
US$ 1 042
/night
This villa in the Duval district is composed of 3 bedrooms, a kitchen and 2 bathrooms.
Holiday home
- Outdoor dining
- Private entrance
- Cable TV
From
US$ 210
/night
- Cycling and fishing activities available
- Private outdoor dining area for guests
- Air-conditioned rooms with kitchen options
Holiday home
From
US$ 3 054
/night
Offering a kitchen complete with a dishwasher, refrigerators and an oven, this villa is located close to American Outdoors.
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
- 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
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.
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