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Search results; Over 1,000 homes in Key West

Guest favourite
Hotel room in Key West
The Sanchez House Room #2
1 bedroom, 1 bed, 1 shared bathroom
3–8 Oct
,
4.85 out of 5 average rating, 707 reviews
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed
18–23 Aug
4.91 out of 5 average rating, 557 reviews
Top guest favourite
Houseboat in Marathon
b watervibe
1 bedroom, 1 small double bed
27 Sept – 2 Oct
4.92 out of 5 average rating, 90 reviews
Featured hotel
Room in Key West
One queen bed
10–15 Aug
4.67 out of 5 average rating, 3 reviews
Superhost
Villa in Marathon
New Aqua Lodge 2Beds 1 Bath with Full Kitchens
1 bedroom, 2 beds
17–22 Aug
4.86 out of 5 average rating, 602 reviews
Featured hotel
Room in Key West
La Pensione Inn Adults Only- Deluxe King
1 king bed
17–22 Aug
4.78 out of 5 average rating, 9 reviews
Top guest favourite
Boat in Key West
3BR In Resort Village, Pools, Free Kayak & Shuttle
3 bedrooms, 3 beds
13–18 Sept
4.76 out of 5 average rating, 21 reviews
Guest favourite
Boat in Key West
*August/September specials* off Grid Boat Key West
1 queen bed
12–17 Aug
4.96 out of 5 average rating, 92 reviews
Top guest favourite
Home in Summerland Key
Starlight Serenity - Hideaway with Stunning Views
1 bedroom, 3 beds
23–28 Aug
4.97 out of 5 average rating, 32 reviews
Guest favourite
Boat in Key West
Waterfront & Heated Pool - Away Awai Floating Vill
2 bedrooms, 2 queen beds
21–26 Aug
4.93 out of 5 average rating, 85 reviews
Guest favourite
Hotel room in Key West
The Sanchez House Room #1
1 bedroom, 1 queen bed
10–15 Aug
4.86 out of 5 average rating, 671 reviews
Top guest favourite
Home in Key West
Casa Cristol - Truman Annex
3 bedrooms, 3 beds
10–15 Aug
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
18–23 Aug
4.73 out of 5 average rating, 132 reviews
Guest favourite
Boat in Key West
Sailboat Retreat | Resort Amenities
1 bedroom, 1 queen bed
14–19 Aug
4.92 out of 5 average rating, 53 reviews
Superhost
Home in Key West
Fleming Street 2/1 private home Key West getaway
2 bedrooms, 4 beds
17–22 Aug
4.91 out of 5 average rating, 135 reviews
Room in Key West
Steps to Duval St + Free Breakfast, Pool & Bar
1 king bed
15–20 Aug
Guest favourite
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 double beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 10 reviews
Superhost
Tiny home in Summerland Key
Cottage
2 bedrooms, 2 beds
11–16 Aug
4.93 out of 5 average rating, 76 reviews
Flat in Key West
Apartment in Key west
1 bedroom, 1 queen bed
10–15 Aug
4.67 out of 5 average rating, 3 reviews