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Search results; Over 1,000 homes in Key West

Guest favourite
Apartment in Key West
Condo de Paradise/Salt Water Pool/Boat Dock
2 bedrooms, 3 beds, 2 private bathrooms
11–18 Aug
,
4.96 out of 5 average rating, 47 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
Home in Marathon
Luxury Boating Paradise+Pool+Sailing Kayaks
4 bedrooms, 8 beds
24–31 Oct
5.0 out of 5 average rating, 87 reviews
Luxe
Home in Key West
Altair House at Lunara Bay
6 bedrooms, 9 beds
30 Aug – 4 Sept
4.86 out of 5 average rating, 42 reviews
Superhost
Home in Marathon
Keys Marathon Oceanfront, 4BR, 3.5 Bath Pool Home.
4 bedrooms, 4 beds
29 Aug – 5 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Marathon
*NEW!*Life is a Marathon~VIEWS!~Pool~Dock~HotTub!
4 bedrooms, 5 beds
11–18 Sept
New place to stay
Guest favourite
Home in Big Pine Key
Fishermen's Paradise | Pool, 220' Dock & Open-Wate
3 bedrooms, 3 beds
5–10 Oct
4.91 out of 5 average rating, 102 reviews
Guest favourite
Home in Key West
Waterfront Home in Key Cove Landings
4 bedrooms, 6 beds
15–20 Aug
5.0 out of 5 average rating, 24 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
Home in Marathon
Private Island Beach House on Tingler Island
4 bedrooms, 5 beds
15–22 Aug
Luxe
Home in Key West
The Rigby House - Pool, One block from Duval St
6 bedrooms, 6 beds
17–22 Aug
5.0 out of 5 average rating, 28 reviews
Superhost
Home in Key West
Poolside Paradise
3 bedrooms, 6 beds
18–23 Aug
New place to stay
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, 39 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
Guest favourite
Home in Summerland Key
Waterfront Beach House with Dock & Heated Pool!
4 bedrooms, 5 beds
25–30 Sept
5.0 out of 5 average rating, 14 reviews
Guest favourite
Home in Marathon
4BR 3B, Heated Pool & Spa, 60' Dock
4 bedrooms, 7 beds
15–22 Aug
4.95 out of 5 average rating, 108 reviews
Guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
4 bedrooms, 5 beds
17–22 Aug
4.83 out of 5 average rating, 29 reviews
Top guest favourite
Apartment in Key West
Boat Slip - Waterfront Condo - Key West Pool
2 bedrooms, 4 beds
23–28 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Key West
Mango Cottage, a charming Key West home ready for
3 bedrooms, 4 beds
27 Aug – 1 Sept
4.91 out of 5 average rating, 130 reviews