filters

Search results; Over 1,000 homes in Key West

Guest favourite
Apartment in Key West
Sunrise Suites Resort, Key West FL U #408 2bdr2bth
2 bedrooms, 2 beds, 2 private bathrooms
20–25 Jul
,
4.72 out of 5 average rating, 238 reviews
Superhost
Home in Marathon
*NEW!*Life is a Marathon~VIEWS!~Pool~Dock~HotTub!
4 bedrooms, 5 beds
2–9 Aug
New place to stay
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Private Water Stay
1 bedroom, 1 bed
27 Jul – 1 Aug
4.91 out of 5 average rating, 554 reviews
Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds
28 Sept – 3 Oct
New place to stay
Featured hotel
Hotel in Key West
One king bed accessible
1 bedroom
20–25 Aug
New place to stay
Superhost
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 double beds
6–11 Aug
5.0 out of 5 average rating, 4 reviews
Luxe
Home in Key West
Evershore Estate at Lunara Bay | Wellness Home
4 bedrooms, 7 beds
18–23 Jul
4.93 out of 5 average rating, 113 reviews
Top guest favourite
Home in Marathon
World-Class Oceanfront Pool/Hottub Sunset Escape
5 bedrooms, 7 beds
29 Aug – 5 Sept
5.0 out of 5 average rating, 38 reviews
Guest favourite
Boat in Key West
Waterfront & Heated Pool - Awai's Floating Villa
2 bedrooms, 2 queen beds
4–9 Aug
4.93 out of 5 average rating, 84 reviews
Guest favourite
Home in Cudjoe Key
Palm Breezes! Room for Everyone on the Ocean.
5 bedrooms, 6 beds
27 Aug – 1 Sept
4.83 out of 5 average rating, 111 reviews
Guest favourite
Home in Marathon
Beach House in Marathon with Amazing Backyard!
2 bedrooms, 4 beds
9–16 Aug
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Big Pine Key
Fishermen's Paradise | Pool, 220' Dock & Open-Wate
3 bedrooms, 3 beds
22–27 Aug
4.91 out of 5 average rating, 97 reviews
Top guest favourite
Home in Summerland Key
Starlight Serenity - Hideaway with Stunning Views
1 bedroom, 3 beds
24–29 Jul
4.97 out of 5 average rating, 30 reviews
Home in Summerland Key
4BR Gulf-front house with pool & beach access
4 bedrooms, 4 beds
2–7 Aug
4.56 out of 5 average rating, 25 reviews
Guest favourite
Home in Summerland Key
Waterfront Beach House with Dock & Heated Pool!
4 bedrooms, 5 beds
20–25 Sept
5.0 out of 5 average rating, 12 reviews
Featured hotel
Hotel in Key West
Adults-Only Pension – Standard King
1 bedroom, 1 king bed
18–23 Jul
4.81 out of 5 average rating, 21 reviews
Home in Cudjoe Key
Ocean Breeze Retreat w/ Dock| Keys Escape
2 bedrooms, 4 beds
24–29 Aug
5.0 out of 5 average rating, 3 reviews
Luxe
Home in Key West
The Greenmoor House at Lunara Bay
6 bedrooms, 9 beds
1–6 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Flat in Key West
Newly Renovated 2/2 Bath Condo, with shared pool
2 bedrooms, 3 beds
10–15 Aug
4.99 out of 5 average rating, 82 reviews