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

Properties in Key West
(73 reviews)

Showing all properties. Taxes & fees included.
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Big Pine Key (9) Cudjoe Key (10) Monthly Rentals (43) Ramrod Key (3) Sugarloaf Key (5) Summerland Key (5) Torch Keys (1)
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$9651 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
$5863 month
Location: Key West
Rating: 5 Stars
Lookout On Long Beach: Discover Serenity at Your Private Waterfront Sanctuary, Amazing Sunset Views!
3 Beds
2 Baths
Sleeps 6
$5139 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
$7924 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
$9646 month
Location: Key West
Sugarloaf Bay Retreat: Tropical Canal Front 3BR Home, Private Pool, Open Water Views & Boat Dockage!
4 Beds
2.5 Baths
Sleeps 6
$9730 month
Location: Key West
Rating: 5 Stars
The Pinder House: Historic Charm w/ Pool, Steps from Duval St & the Seaport
3 Beds
2.5 Baths
Sleeps 6
$8001 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
$8347 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
$8242 month
Location: Key West
Tropical Treasures - Beautiful Canal Front Home On Cudjoe Key With Quick Open Water Access and Pool!
3 Beds
2 Baths
Sleeps 7
$290 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
$16997 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
$8254 month
Location: Key West
Big Pine Paradise: Beautiful Updated 4BR Canal Front Home, Pool, Dockage, Easy Gulf/Atlantic Access
5 Beds
3 Baths
Sleeps 8
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