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Search results; Over 1,000 homes in Key West

Superhost
Villa in Marathon
New Aqua Lodge 2Beds 1 Bath with Full Kitchens
1 bedroom, 2 beds
9–14 Aug
4.86 out of 5 average rating, 600 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
Guest favourite
Boat in Key West
Waterfront Boat Stay + Resort Amenities
1 bedroom, 2 beds
21–26 Aug
4.94 out of 5 average rating, 34 reviews
Guest favourite
Boat in Key West
Waterfront & Heated Pool - Away Awai Floating Vill
2 bedrooms, 2 queen beds
8–13 Aug
4.93 out of 5 average rating, 85 reviews
Top guest favourite
Boat in Key West
3BR In Resort Village, Pools, Free Kayak & Shuttle
3 bedrooms, 3 beds
13–18 Sept
4.94 out of 5 average rating, 18 reviews
Room in Key West
Steps to Duval St + Free Breakfast, Pool & Bar
1 king bed
15–20 Aug
Featured hotel
Room in Key West
Ocean view one king bed accessible
14–19 Aug
New place to stay
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
Featured hotel
Room in Key West
Superior King Pool/Balcony
1 king bed
15–20 Aug
4.73 out of 5 average rating, 15 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
Tiny home in Summerland Key
Cottage
2 bedrooms, 2 beds
9–14 Aug
4.93 out of 5 average rating, 74 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
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
3 bedrooms, 3 queen beds
17–22 Aug
4.88 out of 5 average rating, 176 reviews
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, 9 reviews
Guest favourite
Houseboat in Key West
Tiki Suites~The Grand Tiki~Private Water Stay
1 bedroom, 1 bed
16–21 Aug
4.92 out of 5 average rating, 357 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
Apartment in Key West
Coastline Comfort
2 bedrooms, 4 beds
22–27 Sept
5.0 out of 5 average rating, 7 reviews
Superhost
Apartment in Key West
The Tahiti Suite | Updated Key West Condo w/ Pool!
2 bedrooms, 3 beds
9–14 Aug
New place to stay