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  2. USA
  3. FL
  4. Lower Florida Keys
  5. Key West
  6. Lower Florida Keys

Properties in Key West
(78 reviews)

Showing all properties. Taxes & fees included.
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Big Coppitt Key (1) Big Pine Key (7) Cudjoe Key (9) Monthly Rentals (39) Ramrod Key (2) Sugarloaf Key (4) Summerland Key (4) Torch Keys (1)
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$5880 month
Location: Key West
Endless Summer Retreat: Dog-Friendly 3BR Canal Front Oasis, Dockage & Easy Atlantic/Gulf Access
4 Beds
2 Baths
Sleeps 8
$9266 month
Location: Key West
Island Time on Washington : Stylish 4BR Key West Home, Heated Pool, Dogs OK, Parking & Near Beaches
6 Beds
2 Baths
Sleeps 10
$18139 month
Location: Key West
Rating: 5 Stars
Poseidon's Paradise: Luxury Waterfront Rental in Key West, Stunning Backyard Oasis and Private Pool!
6 Beds
4.5 Baths
Sleeps 10
$12201 month
Location: Key West
Rating: 5 Stars
Sunset Bay: Spacious 5BR Getaway, Dockage, Heated Pool, Dog OK, Stunning Views & Minutes to Key West
5 Beds
2 Baths
Sleeps 10
$5820 month
Location: Key West
Rating: 5 Stars
Wahoo Waterway: Charming 3BR Canal Front Home in Cudjoe Key with Dockage & Pet-Friendly Amenities!
4 Beds
2.5 Baths
Sleeps 8
$12227 month
Location: Key West
Rating: 5 Stars
Castaway On The Keys: Experience Spectacular Open Water Living on Bogie Channel, Pool & Dockage!
6 Beds
3.5 Baths
Sleeps 10
$321 night
Location: Key West
Rating: 3.5 Stars
Palm Isle: Tropical 2nd-Floor Unit, Shared Heated Pool, Near Duval St, Historic Seaport & Beaches
2 Beds
1 Bath
Sleeps 4
$10305 month
Location: Key West
Sugarloaf Bay Retreat: Tropical Canal Front 3BR Home, Private Pool, Open Water Views & Boat Dockage!
4 Beds
2.5 Baths
Sleeps 6
$4872 month
Location: Key West
Rating: 4 Stars
Island Escape: Charming Condo Just Steps From Duval Street, Near Southernmost Point, Shared Pool!
2 Beds
2 Baths
Sleeps 4
$10913 month
Location: Key West
Sunset Serenity – 3BR Open Water Oasis On Summerland Key Boat Dockage, Stunning Views & Pet Friendly
5 Beds
2 Baths
Sleeps 8
$10128 month
Location: Key West
Pirate’s Paradise: Waterfront 3BR Retreat on Cudjoe Key with Heated/Chilled Pool & Boat Dockage
4 Beds
2 Baths
Sleeps 6
$4767 month
Location: Key West
Lotus Blossom: Discover Paradise, 3BR Home W/ Tropical Courtyard, Hot Tub & Minutes from Old Town!
3 Beds
2 Baths
Sleeps 6
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