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  2. USA
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  5. Key West
  6. 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 (8) Monthly Rentals (36) Ramrod Key (2) Sugarloaf Key (3) Summerland Key (3) Torch Keys (1)
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$5235 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.
$10718 month
Location: Key West
The Great Escape: 3BR Waterfront Retreat, Heated Pool, Stunning Sunsets & Just Minutes to Key West
3 Beds
2 Baths
Sleeps 6
1,582 sq ft.
$5365 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.
$5853 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.
$18173 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
3,100 sq ft.
$10140 month
Location: Key West
Rating: 5 Stars
Casa Rosada: Cudjoe Gardens Canal Front Retreat, Pool, Tiki, Deep Dockage & Rapid Open Water Access!
4 Beds
2 Baths
Sleeps 6
1,617 sq ft.
$3952 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.
$5653 month
Location: Key West
Boater's Paradise | 170' Waterfront | 30' Dockage | Ramrod Key Retreat
6 Beds
2 Baths
Sleeps 8
1,280 sq ft.
$288 night
Location: Key West
Rating: 4.6 Stars
Palm Isle: Tropical 2nd-Floor Unit, Shared Heated Pool, Near Duval St, Historic Seaport & Beaches
2 Beds
1 Bath
Sleeps 4
554 sq ft.
$564 night
Location: Key West
Life Is A Breeze | Pool, Parking & Walk to Duval in Old Town Key West
2 Beds
2 Baths
Sleeps 4
1,120 sq ft.
$17366 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.
$8273 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.
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