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

Properties in Key West
(94 reviews)

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Big Coppitt Key (1) Big Pine Key (7) Cudjoe Key (8) Monthly Rentals (36) Ramrod Key (3) Sugarloaf Key (3) Summerland Key (3) Torch Keys (1)
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$9519 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.
$6002 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.
$5228 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.
$14975 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.
$4041 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.
$7700 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.
$17507 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.
$14859 month
Location: Key West
The Blue Pearl: Spacious Open Water Retreat, Stunning Sunsets, Boat Bar, Room for Everyone & Fido!
8 Beds
3 Baths
Sleeps 12
4,600 sq ft.
$9809 month
Location: Key West
Rating: 5 Stars
Big Pine Paradise: Beautiful Updated 4BR Canal Front Home, Pool, Dockage, Easy Gulf/Atlantic Access
5 Beds
3 Baths
Sleeps 8
2,000 sq ft.
$5183 month
Location: Key West
Mangrove Hideaway: 3BR Canal Front Ramrod Key Home w/ Dockage, Gulf + Atlantic Access & Parking
4 Beds
2 Baths
Sleeps 8
1,274 sq ft.
$5141 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.
$249 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.
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