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Search results; Over 1,000 homes in Key West

Guest favourite
Flat in Key West
KW Luxury 2/2 Beachfront resort Tropical Oasis
2 bedrooms, 3 beds, 2 private bathrooms
3–8 Jul
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4.92 out of 5 average rating, 200 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
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Private Water Stay
1 bedroom, 1 bed, 1 bathroom
2–7 Jul
4.91 out of 5 average rating, 551 reviews
Guest favourite
Apartment in Key West
Waterfront Dock Pool Pet Friendly Near Duval St
4 bedrooms, 9 beds, 4 bathrooms
1–6 Jul
4.89 out of 5 average rating, 220 reviews
Guest favourite
Boat in Key West
Waterfront & Heated Pool - Awai's Floating Villa
2 bedrooms, 2 queen beds, 2 bathrooms
1–6 Jul
4.93 out of 5 average rating, 82 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
Guest favourite
Boat in Key West
Off Grid HouseBoat "Shanty Pineapple Key West"
1 bed, 1 bathroom
12–17 Jul
4.95 out of 5 average rating, 87 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
Top guest favourite
Home in Key West
Pilar House
3 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
4.94 out of 5 average rating, 36 reviews
Guest favourite
Home in Key West
Paradise found
3 bedrooms, 4 beds, 3 bathrooms
26–31 Aug
4.94 out of 5 average rating, 146 reviews
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
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
4 bedrooms, 5 beds, 4.5 bathrooms
6–11 Jul
5.0 out of 5 average rating, 18 reviews
Hotel in Key West
Minutes to Duval + Free Breakfast. Newly Renovated
1 bedroom, 2 queen beds, 1 bathroom
1–6 Jul
4.72 out of 5 average rating, 122 reviews
Top guest favourite
Home in Key West
Funky Chicken Cottage with Shared Pool in Paradise
3 bedrooms, 3 beds, 3 bathrooms
12–17 Jul
5.0 out of 5 average rating, 40 reviews
Apartment in Key West
Coastline Comfort
2 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
New place to stay
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
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
Hotel in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
1 bedroom, 1 king bed, 1 bathroom
5–10 Jul
New place to stay
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