Top Vacation homes in Florida Keys
Find the Top Vacation homes in Florida Keys – 40+ Quality Options from Leading Providers
1-20 out of 41 vacation homes
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Lodge
4 adults
1 bedroom
1 bed
From
US$ 299
/night
- On-site marina with kayak rentals
- Tennis court with evening entertainment
- Outdoor pool open year-round
Lodge
4 adults
1 bedroom
2 beds
From
US$ 333
/night
- Private beach with stunning sunsets
- Temperature-controlled outdoor pool
- Complimentary use of kayaks and paddleboards
Holiday home
- Swimming Pool
- On-site Bar
- Pet-Friendly
From
US$ 205
/night
- Outdoor swimming pool with lake views
- Air-conditioned rooms with outdoor patios
- On-site bar and lounge area
Villa
- Heated pool
- Private balconies
- Pet-friendly
From
US$ 361
/night
- Heated outdoor swimming pool
- Fully equipped kitchens in each villa
- Steps from Duval Street dining
9.4
Perfect11 review10
- Saltwater pool
- Fishing amenities
- Kayak rentals
From
US$ 149
/night
- Largest fleet in the Keys
- Waterfront views of famous bridge
- Newly remodeled cottages and Aqualodges
Holiday home
- Hot tub
- Patio
- Cycling
From
US$ 270
/night
- Private hot tub for ultimate relaxation
- Air-conditioned accommodation with patio
- Access to cycling and fishing activities
Holiday home
- Heated Pool
- Private Entrance
- Fitness Centre
From
US$ 886
/night
- Heated pool with private entrance
- Fully equipped kitchen with dishwasher
- On-site golf and tennis courts
Holiday home
- Tiki bar
- Private shower
- Peaceful gardens
From
US$ 83
/night
- Charming Tiki bar with local drinks
- Tropical gardens for tranquil relaxation
- Private cottages for adventurous guests
Holiday home
- Outdoor pool
- Private entrance
- Full kitchen
From
US$ 947
/night
- Private entrance for added privacy
- Outdoor swimming pool for relaxation
- Activities like cycling and fishing
- Outdoor pool
- Concierge service
- Heated pool
From
US$ 950
/night
- Outdoor swimming pool with heated options
- On-site activities for families and kids
- Concierge service for personalized support
Holiday home
- Private Pool
- Full Kitchen
- Outdoor Dining
From
US$ 290
/night
- Private pool and outdoor dining area
- Spacious home with three bedrooms
- Activities like cycling and fishing
Holiday home
- Private Pool
- Outdoor Dining
- Fully Equipped Kitchen
From
US$ 564
/night
- Private pool with outdoor dining area
- Fully equipped kitchen with dishwasher
- Pet-friendly accommodation available
Villa
- Outdoor pool
- Hot tub
- Bike rentals
From
US$ 279
/night
- Heated outdoor swimming pool
- Fully-equipped kitchen in apartments
- Bicycle rentals for local exploration
From
US$ 446
/night
The Casita De Catherine By Avantstay 1 Block To Duval St W Hot Tub Key West is nestled in the Duval district, San Carlos Institute is 0.6 km away.
Holiday home
From
US$ 258
/night
Set within walking distance of West Martello Tower, this villa includes 3 bedrooms and a kitchen for guests' convenience.
Holiday home
From
US$ 382
/night
Indian Key State Historic Site is set within 4.3 miles of the Anglers Reef Paradise.
Holiday home
- Outdoor Pool
- Fitness Centre
- Patio
From
US$ 282
/night
- Outdoor pool with private entrance
- Well-equipped kitchen with dishwasher
- Close to popular cycling trails
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