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

Properties in Key West
(92 reviews)

Showing all properties. Taxes & fees included.
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Big Coppitt Key (1) Big Pine Key (8) Cudjoe Key (9) Monthly Rentals (37) Ramrod Key (2) Sugarloaf Key (3) Summerland Key (3) Torch Keys (1)
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$5075 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
980 sq ft.
$9480 month
Location: Key West
Rating: 5 Stars
The Pinder House: Historic Charm w/ Heated/Chilled Private Pool, Steps from Duval St & the Seaport
3 Beds
2.5 Baths
Sleeps 6
1,411 sq ft.
$3969 month
Location: Key West
Rating: 4.5 Stars
Prime Time 2: Charming Canal Front Duplex, Your Gateway to South Pine Channel & Atlantic/Gulf Waters
3 Beds
1 Bath
Sleeps 6
1,092 sq ft.
$16271 month
Location: Key West
Rating: 5 Stars
$and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Private Pool, Dock & Pet-Friendly!
7 Beds
4 Baths
Sleeps 12
2,943 sq ft.
$12432 month
Location: Key West
Rating: 5 Stars
Sunset Serenity – 3BR Open Water Oasis On Summerland Key Boat Dockage, Stunning Views & Pet Friendly
5 Beds
2 Baths
Sleeps 8
1,664 sq ft.
$8269 month
Location: Key West
Rating: 4.5 Stars
Casa Cudjoe: Tropical Canal Front Retreat on Cudjoe Key, Dockage, Boater's Paradise & Dog-Friendly!
4 Beds
2 Baths
Sleeps 6
2,010 sq ft.
$4884 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
1,032 sq ft.
$505 night
Location: Key West
Rating: 4.7 Stars
Coral Oasis – Spacious 3BR Retreat, Shared Pool, Dog Friendly, Parking, Minutes to Downtown Key West
3 Beds
3 Baths
Sleeps 6
1,392 sq ft.
$5276 month
Location: Key West
Castaway Cove: Charming 2BR Townhome in New Town, Key West with Shared Pool, Private Patio & Kayaks!
2 Beds
1.5 Baths
Sleeps 4
800 sq ft.
$5391 month
Location: Key West
Rating: 5 Stars
Tropical Tee-Time: 2BR Townhome in Key West Golf Club with Two Shared Pools, Fitness Center, Dogs OK
2 Beds
1.5 Baths
Sleeps 4
806 sq ft.
$8525 month
Location: Key West
Vahevala: Your Tranquil Mid-Town Key West Oasis, 3BR Home, Pool & Close to Beaches & Duval Street!
3 Beds
2 Baths
Sleeps 6
1,402 sq ft.
$18444 month
Location: Key West
Ocean Acres: 3BR Oceanfront Estate on 20 Acres w/ Heated/Chilled Pool & Dog-Friendly
6 Beds
2 Baths
Sleeps 8
1,964 sq ft.
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