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

Properties in Key West
(97 reviews)

Showing all properties. Taxes & fees included.
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Big Coppitt Key (1) Big Pine Key (7) Cudjoe Key (8) Monthly Rentals (37) Ramrod Key (4) Sugarloaf Key (3) Summerland Key (3) Torch Keys (1)
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$15220 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
2,882 sq ft.
$5429 month
Location: Key West
Rating: 5 Stars
Rising Sun: Unique, Round Canal Home on Big Pine Key, Offering Dock & Dog-Friendly Accommodations!
4 Beds
2 Baths
Sleeps 8
889 sq ft.
$5115 month
Location: Key West
Barbados Bungalow: Waterfront Paradise, Canal Front, Boat Ramp, Dogs OK, Prime Ramrod Key Corner Lot
3 Beds
2 Baths
Sleeps 6
1,050 sq ft.
$9389 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
1,760 sq ft.
$5951 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
2,376 sq ft.
$5233 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.
$6061 month
Location: Key West
Endless Summer Retreat: Dog-Friendly 3BR Canal Front Oasis, Dockage & Easy Atlantic/Gulf Access
4 Beds
2 Baths
Sleeps 8
1,745 sq ft.
$9167 month
Location: Key West
Rating: 5 Stars
The Salty Sailfish: Live the Keys Life, Stunning Canal Front Home, Pool, Dock & Dog-Friendly Bliss!
5 Beds
2 Baths
Sleeps 8
1,428 sq ft.
$498 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.
$11296 month
Location: Key West
Rating: 5 Stars
Sunset Serenity – Open Water Paradise | Dockage, Sunset Views, Dog Friendly & Minutes to Key West
5 Beds
2 Baths
Sleeps 8
1,664 sq ft.
$8349 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.
$17652 month
Location: Key West
Rating: 4.7 Stars
Paradise Point: Your Luxurious Waterfront Getaway with Pool, Tiki, Dockage, and Dog-Friendly Perks!
4 Beds
3.5 Baths
Sleeps 10
2,668 sq ft.
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