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Search results; Over 1,000 homes in Key West

Superhost
Cottage in Key West
Colony Sunset- Bright and airy cottage
1 bedroom, 2 beds, 1 shared bathroom
12–17 Oct
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4.81 out of 5 average rating, 31 reviews
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds
13–18 Sept
4.74 out of 5 average rating, 34 reviews
Featured hotel
Room in Key West
Hearing Accessible Classic King City/Balcony
1 king bed
27 Sept – 2 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Key West
Casa Cristol - Truman Annex
3 bedrooms, 3 beds
13–18 Sept
5.0 out of 5 average rating, 21 reviews
Guest favourite
Apartment in Key West
Parking & Shared Pool - Casa Key West
3 bedrooms, 5 beds
14–19 Sept
4.71 out of 5 average rating, 173 reviews
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed
17–22 Sept
4.91 out of 5 average rating, 561 reviews
Top guest favourite
Apartment in Key West
Waterfront Condo Dock Pool Near Duval St
2 bedrooms, 4 beds
25–30 Sept
4.9 out of 5 average rating, 155 reviews
Featured hotel
Room in Key West
Queen Room
1 queen bed
15–20 Sept
5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Key West
MERMAID COVE- Funky Getaway on Duval
4 bedrooms, 5 beds
22–27 Sept
4.9 out of 5 average rating, 250 reviews
Top guest favourite
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
3 bedrooms, 3 queen beds
11–16 Sept
4.88 out of 5 average rating, 177 reviews
Guest favourite
Tiny home in Key West
Downtown Studio half block from Duval w parking
1 bed
26 Sept – 1 Oct
4.86 out of 5 average rating, 478 reviews
Top guest favourite
Houseboat in Key West
Strictly Pleasure | Unique Yacht Stay in the Keys
2 bedrooms, 2 beds
11–16 Sept
5.0 out of 5 average rating, 22 reviews
Guest favourite
Boat in Key West
Waterfront & Heated Pool - Away Awai Floating Vill
2 bedrooms, 2 queen beds
10–15 Sept
4.93 out of 5 average rating, 87 reviews
Superhost
Home in Key West
Poolside Paradise
3 bedrooms, 6 beds
11–16 Oct
Top guest favourite
Flat in Key West
Duval Balcony - Suite Mischief
1 bedroom, 1 king bed
28 Sept – 3 Oct
4.88 out of 5 average rating, 813 reviews
Superhost
Tiny home in Summerland Key
Cottage
2 bedrooms, 2 beds
11–16 Sept
4.94 out of 5 average rating, 81 reviews
Luxe
Home in Key West
Spindrift House at Lunara Bay
4 bedrooms, 7 beds
13–18 Sept
4.85 out of 5 average rating, 99 reviews
Guest favourite
Home in Key West
Gone Coastal 2
3 bedrooms, 5 beds
25–30 Sept
4.93 out of 5 average rating, 128 reviews
Top guest favourite
Home in Key West
Pilar House
3 bedrooms, 3 beds
13–18 Dec
4.96 out of 5 average rating, 47 reviews