Top Holiday rentals in Florida Keys
Find the Top Holiday rentals in Florida Keys – 20+ Quality Options from Leading Providers
1-20 out of 27 holiday rentals
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Holiday home
8 adults
3 bedrooms
3 beds
From
US$ 270
/night
- Private entrance holiday home
- On-site hot tub for relaxation
- Pet-friendly accommodation
Villa
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
Apartment
- Private Beach
- Tennis Courts
- Resort Marina
From
US$ 142
/night
- Junior Olympic-size swimming pool
- Private Marina for boating access
- Oceanfront suites with private balconies
Villa
- Heated Pool
- Bicycle Rentals
- Outdoor Jacuzzi
From
US$ 339
/night
- Heated outdoor pool open year-round
- Fully-equipped kitchens in apartments
- Bicycle rentals for local exploration
Lodge
- Private Beach
- Heated Pool
- Fishing Pier
From
US$ 350
/night
- Private beach with stunning sunsets
- Heated pool surrounded by lush gardens
- Complimentary kayaks and paddleboards available
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
Apartment
- Private beach
- Outdoor pools
- Kids' pool
From
US$ 315
/night
- Private beach access
- Pool with ocean views
- Children's play area
Lodge
- Marina
- Outdoor pool
- Tennis court
From
US$ 169
/night
- Marina with kayak rentals and charters
- Outdoor pool open all year round
- Evening entertainment available onsite
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
Apartment
- Private Beach
- Heated Pool
- Tennis Court
From
US$ 223
/night
- Private beach access for guests
- Heated outdoor swimming pool available
- On-site tennis court for activities
Apartment
- Heated pool
- Children's playground
- Private beach
From
US$ 436
/night
- Heated swimming pool with outdoor dining
- Private beach access for exclusive enjoyment
- Children's playground for family fun
- Sea views
- Tennis court
- Private parking
From
US$ 404
/night
- Private entrance and sea views
- On-site tennis court available
- Equipped kitchen for self-catering
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
Apartment
- Outdoor Pool
- Sun Terrace
- Barbecue Facilities
From
US$ 245
/night
- Shared outdoor pool with waterfall
- Tropical decor in individual rooms
- Bicycle rentals available onsite
Holiday home
From
US$ 727
/night
Located within 25 minutes' walk of The Turtle Hospital, the Sombrero Beach Retreat Villa Marathon features a swimming pool.
Apartment
- Private Beach
- Outdoor Pool
- Fully Equipped Kitchen
- Private beach area for guests
- Year-round outdoor swimming pool
- Fully equipped kitchen in apartment
Holiday home
- Outdoor Pool
- Private Parking
- Patio Dining
From
US$ 903
/night
- Outdoor swimming pool for relaxation
- Full kitchen with modern appliances
- Pet-friendly private holiday home
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
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