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Search results; Over 1,000 homes in Key West

Top guest favourite
Apartment in Key West
Waterfront Condo | Pool, Dock, Parking, Sleeps 8
2 bedrooms, 4 beds, 2 private bathrooms
1–6 Aug
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4.87 out of 5 average rating, 287 reviews
Guest favourite
Home in Key West
Casa Calypso 3bed3bath sleeps 8 beautiful decorate
5.0 out of 5 average rating, 36 reviews, 3 bedrooms, 5 beds, 3 bathrooms
8–13 Aug
Top 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
Home in Key West
MERMAID COVE- Funky Getaway on Duval
4.9 out of 5 average rating, 243 reviews, 4 bedrooms, 5 beds, 4 bathrooms
26–31 Jul
Top guest favourite
Home in Key West
William Skelton Home - Sleeps 16 just off Duval St
4.98 out of 5 average rating, 55 reviews, 6 bedrooms, 10 beds, 4 bathrooms
30 Aug – 4 Sept
Top guest favourite
Home in Key West
Funky Chicken Cottage with Shared Pool in Paradise
5.0 out of 5 average rating, 40 reviews, 3 bedrooms, 3 beds, 3 bathrooms
12–17 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
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
27 Jul – 1 Aug
Superhost
Houseboat in Key West
Amazing houseboat with 2nd floor observation deck
4.92 out of 5 average rating, 177 reviews, 1 bedroom, 2 beds, 1 bathroom
5–10 Jul
Top guest favourite
Home in Key West
Casa Capri 3 bed 3 bath sleeps 8 tropical decorate
4.97 out of 5 average rating, 60 reviews, 2 bedrooms, 4 beds, 3 bathrooms
9–14 Aug
Hotel in Key West
Minutes to Duval + Free Breakfast. Newly Renovated
4.72 out of 5 average rating, 123 reviews, 1 bedroom, 2 beds, 1 bathroom
5–10 Jul
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
Penthouse Waterfront Dock Pool Condo Near Duval St
4.9 out of 5 average rating, 255 reviews, 4 bedrooms, 11 beds, 4 bathrooms
19–24 Jul
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
Guest favourite
Boat in Key West
“The Easy Way” Comfy, Practical, Convenient
5.0 out of 5 average rating, 24 reviews, 1 bedroom, 1 bed, 1 bathroom
6–11 Jul
Guest favourite
Home in Key West
Gone Coastal 2
4.92 out of 5 average rating, 117 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
16–21 Aug
Featured hotel
Hotel in Key West
La Pensione Inn Adults Only- Deluxe King
4.71 out of 5 average rating, 7 reviews, 1 bedroom, 1 bathroom
5–10 Jul
Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
New place to stay, 1 bedroom, 2 beds, 1 bathroom
12–17 Jul
Guest favourite
Flat in Key West
Key West Condo 2B/2B with Pool & Boat FREE Slip
4.88 out of 5 average rating, 89 reviews, 2 bedrooms, 3 beds, 2 bathrooms
24–29 Sept