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Price per night from
$384
$and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Pool, Hot Tub, D
Sugarloaf Key house
- 4 bedrooms
- 4 bathrooms
- sleeps 12
Responds fast! avg. 2 hours 40 minutes
Price per night from
$179
Responds fast! avg. 24 minutes
Price per night from
$5,720
Tiki Palms - Amazing 4 Bedroom Sugarloaf Key Canal Home, Private Pool and Dockag
Sugarloaf Key house
- 4 bedrooms
- 4 bathrooms
- sleeps 8
Responds fast! avg. 2 hours 40 minutes
Price per night from
$179
Responds fast! avg. 24 minutes
Price per night from
$1,140
Beautiful quiet neighborhood. Sunsets! Huge Pool!
Sugarloaf Key house
- 4 bedrooms
- 2 bathrooms
- sleeps 8
Responds fast! avg. 30 minutes
Price per night from
$320
Tropical Serenity in Sugarloaf: Waterfront 2BR Paradise, Pool, Tiki, Dockage & D
Sugarloaf Key house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 40 minutes
Price per night from
$179
Green Turtle Oasis: Lovely 4BR Canal Front Home, Pool, Dockage, Tiki, Outdoor Di
Sugarloaf Key house
- 4 bedrooms
- 2 bathrooms
- sleeps 8
Responds fast! avg. 2 hours 40 minutes
Price per night from
$179
Bayside Beauty: Tropical Paradise 3BR Home, Panoramic Open Water Views, Private
Sugarloaf Key house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
Responds fast! avg. 2 hours 40 minutes
Price per night from
$179
Great rentals within 20 miles that match your search
Cozy Key West Hideaway with a Pool, Digital Workspace, and Privacy
Key West house
- 2 bedrooms
- 1 bathroom
- sleeps 5
Price per night from
$343
Price per night from
$358
Waterfront Anchor House with Boat Basin and Ramp!
Little Torch Key house
- 4 bedrooms
- 2 bathrooms
- sleeps 10
Price per night from
$756
Price per night from
$233
Boaters Dream House in the Water with 175’ of Sea Wall
Big Pine Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 10
Price per night from
$772
Lower Keys PARADISE 200 Ft of Dockage, Heated Pool, Quick Atlantic Access
Little Torch Key house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
Responds fast! avg. 24 minutes
Price per night from
$401
Key West Bayfront Paradise - House and Private Pool! Steps from shops and food
Key West house
- 4 bedrooms
- 3 bathrooms
- sleeps 8
Price per night from
$612
Price per night from
$1,333
Private House Facing the Ocean with Heated Pool/Spa
Ramrod Key house
- 4 bedrooms
- 2 bathrooms
- sleeps 8
Price per night from
$409
Price per night from
$995
Island Time on Cudjoe Key! 20 miles from Key West. Quick open water access.
Cudjoe Key house
- 4 bedrooms
- 4 bathrooms
- sleeps 8
Price per night from
$515
All-Inclusive Yacht Margarita Flaca: Marina OR Anchor on the Ocean: Free Charter
Stock Island yacht
- 1 bedroom
- 1 bathroom
- sleeps 6
Price per night from
$262
Luxury waterfront rental awaits you. Stunning backyard oasis with a private pool
Stock Island house
- 5 bedrooms
- 5 bathrooms
- sleeps 12
Price per night from
$1,030
Stunning updated home nestled in the heart of Key West's charming Meadows neighb
Key West house
- 4 bedrooms
- 3 bathrooms
- sleeps 10
Price per night from
$853
Unlock the Charm: Your relaxation destination awaits in the heart of Key West!
Key West house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Price per night from
$745
Get an exclusive look at our updated property featuring dockage and dog-friendly
Big Coppitt Key house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
Price per night from
$693
Experience the tranquility of this 3BR home near Old Town attractions
Key West house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
Price per night from
$739
Price per night from
$228
Price per night from
$401
Luxury Oceanview Pool Eco-friendly Villa Near Key West
Summerland Key villa
- 4 bedrooms
- 2 bathrooms
- sleeps 10
Price per night from
$677
Price per night from
$395
Waterfront Captain House with Boat Basin and Ramp!
Little Torch Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
Price per night from
$744
Price per night from
$441