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Search results; Over 1,000 homes in Key West

Guest favourite
Apartment in Key West
Oceanfront 3 bed condo Ocean Edge w/ optional slip
3 bedrooms, 8 beds, 2 private bathrooms
6–11 Jul
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4.97 out of 5 average rating, 98 reviews
Superhost
Houseboat in Key West
Amazing houseboat with 2nd floor observation deck
4.89 out of 5 average rating, 178 reviews, 1 bedroom, 2 beds, 1 bathroom
6–11 Jul
Superhost
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 beds, 2 bathrooms
13–18 Jul
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Private Water Stay
4.91 out of 5 average rating, 553 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 Aug
Guest favourite
Boat in Key West
Glorious Floating Hotel Plus Amenities!
4.88 out of 5 average rating, 8 reviews, 4 bedrooms, 4 beds, 4 bathrooms
6–11 Jul
Featured hotel
Hotel in Key West
La Pensione Inn Adults Only- Deluxe King
4.75 out of 5 average rating, 8 reviews, 1 bedroom, 1 bathroom
6–11 Jul
Luxe
Home in Key West
The Greenmoor House at Lunara Bay
5.0 out of 5 average rating, 10 reviews, 6 bedrooms, 9 beds, 6.5 bathrooms
19–24 Jul
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
4.97 out of 5 average rating, 201 reviews, 2 bedrooms, 3 beds, 2 bathrooms
16–21 Oct
Guest favourite
Apartment in Key West
Beach Club Ocean Front 2BR Condo
4.94 out of 5 average rating, 180 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
6–12 Jul
Guest favourite
Boat in Key West
Sentient Waters: 63’ Boat, Free Snorkel Gear, etc.
4.87 out of 5 average rating, 30 reviews, 2 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
Top guest favourite
Houseboat in Key West
Strictly Pleasure | Unique Yacht Stay in the Keys
5.0 out of 5 average rating, 15 reviews, 2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Boat in Key West
3BR In Resort Village, Pools, Free Kayak & Shuttle
5.0 out of 5 average rating, 15 reviews, 3 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
Guest favourite
Boat in Key West
Off Grid HouseBoat "Shanty Pineapple Key West"
4.95 out of 5 average rating, 88 reviews, 1 bed, 1 bathroom
12–17 Jul
Boat in Key West
Waterfront & Heated Pool - Break Awai Floating Vil
2 bedrooms, 2 beds, 2 bathrooms
6–11 Jul
Top guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
5.0 out of 5 average rating, 20 reviews, 4 bedrooms, 5 beds, 4.5 bathrooms
6–11 Jul
Home in Cudjoe Key
Ocean Breeze Retreat w/ Dock| Keys Escape
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
Guest favourite
Boat in Key West
Waterfront Boat Stay + Resort Amenities
4.93 out of 5 average rating, 30 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Jul
Guest favourite
Apartment in Key West
Tropical Heron Hideaway w/ Hot Tub + Pool
4.93 out of 5 average rating, 113 reviews, 1 bedroom, 2 beds, 1 bathroom
27 Aug – 1 Sept
Apartment in Key West
Ocean Front Suite with Direct Beach Access
4.79 out of 5 average rating, 163 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
12–17 Jul