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  2. USA
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  5. Key West
  6. Lower Florida Keys

Properties in Key West
(91 reviews)

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Big Coppitt Key (1) Big Pine Key (7) Cudjoe Key (10) Monthly Rentals (36) Ramrod Key (4) Sugarloaf Key (3) Summerland Key (3)
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$13040 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
2,450 sq ft.
$4069 month
Location: Key West
Rating: 3.5 Stars
Prime Time: A Tropical Paradise on Big Pine Key, Canal Front Duplex, Swift Access to Atlantic & Gulf
4 Beds
2 Baths
Sleeps 6
1,092 sq ft.
$5375 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.
$251 night
Location: Key West
Rating: 5 Stars
J Ferrara #9: Charming Studio Oasis, Steps from Duval Street, Southernmost Point & Shared Pool!
1 Bed
1 Bath
Sleeps 2
138 sq ft.
$17416 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.
$5980 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.
$7917 month
Location: Key West
Rating: 4 Stars
Sea-Esta | Heated Pool • 75' Dock • Deep Water Canal • Boater's Paradise on Big Pine Key
5 Beds
2 Baths
Sleeps 8
1,850 sq ft.
$4008 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.
$23859 month
Location: Key West
Endless Blue: Luxury Cudjoe Key Waterfront Retreat | Heated Pool, Dock, Guest House & Dog-Friendly
6 Beds
6.5 Baths
Sleeps 12
4,976 sq ft.
$9583 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
1,056 sq ft.
$5190 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.
$554 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.
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