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Search results; Over 1,000 homes in Key West

Superhost
Townhouse in Key West
Hemingway First Floor Townhouse @ Suite Dreams Inn
2 bedrooms, 3 beds, 2 private bathrooms
5–10 Jul
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4.78 out of 5 average rating, 23 reviews
Top guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Private Water Stay
1 bedroom, 1 bed, 1 bathroom
7–12 Jul
4.91 out of 5 average rating, 551 reviews
Top guest favourite
Home in Key West
Casa Calypso 3bed3bath sleeps 8 beautiful decorate
3 bedrooms, 5 beds, 3 bathrooms
8–13 Aug
5.0 out of 5 average rating, 36 reviews
Guest favourite
Apartment in Key West
Penthouse Waterfront Dock Pool Condo Near Duval St
4 bedrooms, 11 beds, 4 bathrooms
19–24 Jul
4.9 out of 5 average rating, 255 reviews
Boat in Key West
Private 4BR Boat | Key West Waterfront
4 bedrooms, 6 beds, 4 bathrooms
5–10 Jul
5.0 out of 5 average rating, 3 reviews
Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds, 1 bathroom
5–10 Jul
New place to stay
Superhost
Houseboat in Key West
Amazing houseboat with 2nd floor observation deck
1 bedroom, 2 beds, 1 bathroom
5–10 Jul
4.92 out of 5 average rating, 177 reviews
Guest favourite
Apartment in Key West
Waterfront Dock Pool Near Duval St Penthouse
4 bedrooms, 9 beds, 4 bathrooms
26–31 Jul
4.91 out of 5 average rating, 208 reviews
Top guest favourite
Home in Key West
William Skelton Home - Sleeps 16 just off Duval St
6 bedrooms, 10 beds, 4 bathrooms
30 Aug – 4 Sept
4.98 out of 5 average rating, 55 reviews
Guest favourite
Boat in Key West
“The Easy Way” Comfy, Practical, Convenient
1 bedroom, 1 king bed, 1 bathroom
6–11 Jul
5.0 out of 5 average rating, 24 reviews
Luxe
Home in Key West
Floralee House at Lunara Bay
6 bedrooms, 9 beds, 6.5 bathrooms
2–7 Jul
4.97 out of 5 average rating, 35 reviews
Top guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
4 bedrooms, 5 beds, 4.5 bathrooms
4–9 Jul
5.0 out of 5 average rating, 19 reviews
Luxe
Home in Key West
Altair House at Lunara Bay
6 bedrooms, 9 beds, 6.5 bathrooms
9–14 Jul
4.86 out of 5 average rating, 42 reviews
Top guest favourite
Apartment in Key West
Waterfront Condo Dock Pool Near Duval St
2 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
4.89 out of 5 average rating, 139 reviews
Top guest favourite
Boat in Key West
3BR In Resort Village, Pools, Free Kayak & Shuttle
3 bedrooms, 3 beds, 2 bathrooms
27 Aug – 1 Sept
5.0 out of 5 average rating, 14 reviews
Luxe
Home in Key West
Evershore Estate at Lunara Bay | Wellness Home
4 bedrooms, 7 beds, 4 bathrooms
4–9 Jul
4.93 out of 5 average rating, 111 reviews
Top guest favourite
Room in Key West
Mallory House Room #2
1 queen bed, 1 bathroom
12–17 Jul
4.91 out of 5 average rating, 439 reviews
Home in Cudjoe Key
Ocean Breeze Retreat w/ Dock| Keys Escape
2 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
New place to stay
Hotel in Key West
Tropical Suit
1 bedroom, 3 beds, 1 bathroom
12–17 Jul
New place to stay