Top Vacation rentals in Florida Keys
Find the Top Vacation rentals in Florida Keys – 50+ Quality Options from Leading Providers
1-20 out of 55 vacation rentals
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Lodge
4 adults
1 bedroom
1 bed
From
US$ 159
/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$ 165
/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
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
Villa
- Heated pool
- Private balconies
- Pet-friendly
From
US$ 709
/night
- Heated outdoor swimming pool
- Fully equipped kitchens in each villa
- Steps from Duval Street dining
Holiday home
- Outdoor pool
- Private bathrooms
- Fully equipped kitchen
From
US$ 408
/night
- Private entrance to all units
- Outdoor swimming pool available
- Staff assist with cycling activities
Villa
- Outdoor Pool
- Kitchen
- Sun Loungers
From
US$ 581
/night
- Outdoor swimming pool with sun loungers
- Fully equipped kitchen in all units
- Complimentary parking for guests
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
- 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
- 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
Holiday home
- Private Entrance
- Coffee Machine
- Air Conditioning
From
US$ 64
/night
- Private entrance for guest convenience
- Well-equipped kitchen utensils provided
- Proximity to popular beaches and attractions
- 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
- Tiki bar
- Private shower
- Peaceful gardens
From
US$ 135
/night
- Charming Tiki bar with local drinks
- Tropical gardens for tranquil relaxation
- Private cottages for adventurous guests
Holiday home
- Private Entrance
- Fitness Centre
- Outdoor Pool
From
US$ 325
/night
- Outdoor swimming pool with city views
- Private entrance for enhanced privacy
- Access to fitness centre and cycling
From
US$ 446
/night
Located right in the centre of Key West, the Casita De Catherine By Avantstay 1 Block To Duval St W Hot Tub offers fast access to USCGC Ingham Maritime Museum, a mere 10 minutes' stroll 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
- Fully equipped kitchenette
- Living room
- Non-smoking accommodation
From
US$ 281
/night
- Close to Southernmost Point
- Air-conditioned holiday home
- Pets allowed
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
Holiday home
From
US$ 382
/night
Indian Key State Historic Site is set within 4.3 miles of the Anglers Reef Paradise.
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