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  1. USA
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  4. Key West
  5. Lower Florida Keys

Properties in Key West
(72 reviews)

Showing all properties. Taxes & fees included.
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Big Pine Key (9) Cudjoe Key (10) Monthly Rentals (42) Ramrod Key (3) Sugarloaf Key (5) Summerland Key (5) Torch Keys (1)
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$9858 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
$5616 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
$8839 month
Location: Key West
Rating: 5 Stars
Slice of Paradise: Captivating Open Water Views, Deep Canal, Dockage, Heated Pool, and Pet-Friendly!
6 Beds
3 Baths
Sleeps 8
$8037 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
$8106 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
$3915 month
Location: Key West
Rating: 4 Stars
Prime Time: A Tropical Paradise on Big Pine Key, Canal Front Duplex, Swift Access to Atlantic & Gulf
3 Beds
2 Baths
Sleeps 6
$11076 month
Location: Key West
Rating: 5 Stars
Green Turtle Oasis: Lovely 4BR Canal Front Home, Pool, Dockage, Tiki, Outdoor Dining & Pet Friendly!
5 Beds
2 Baths
Sleeps 8
$15079 month
Location: Key West
Rating: 5 Stars
$and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Private Pool, Dock & Pet-Friendly!
7 Beds
4 Baths
Sleeps 12
$12393 month
Location: Key West
Anchors Aweigh: Stunning Oceanfront Views, Dockage, Private Pool, Tiki Hut, Spacious & Dog-Friendly!
5 Beds
2 Baths
Sleeps 10
$4818 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
$17085 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
$8076 month
Location: Key West
Vahevala: Your Tranquil Mid-Town Key West Oasis, 3BR Home, Pool & Close to Beaches & Duval Street!
3 Beds
2 Baths
Sleeps 6
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