filters

Search results; Over 1,000 homes in Key West

Guest favourite
Flat in Key West
Oceanfront Condo in Key West, FL
2 bedrooms, 2 beds, 2 private bathrooms
2–8 Sept
,
4.93 out of 5 average rating, 41 reviews
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds
6–11 Sept
4.86 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
7–12 Sept
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Key West
Another Day in Paradise
3 bedrooms, 6 beds
16–21 Nov
4.94 out of 5 average rating, 68 reviews
Boat in Key West
Serenova - 58' Leopard Catamaran
3 bedrooms, 3 queen beds
14–19 Sept
New place to stay
Top guest favourite
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 double beds
20–25 Sept
5.0 out of 5 average rating, 14 reviews
Superhost
Home in Key West
Poolside Paradise
3 bedrooms, 6 beds
11–16 Oct
New place to stay
Guest favourite
Home in Key West
Casa Calypso 3bed3bath sleeps 8 beautiful decorate
3 bedrooms, 5 beds
14–19 Sept
5.0 out of 5 average rating, 39 reviews
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed
13–18 Sept
4.91 out of 5 average rating, 561 reviews
Guest favourite
Home in Key West
Paradise found
3 bedrooms, 4 beds
7–12 Sept
4.94 out of 5 average rating, 157 reviews
Luxe
Home in Key West
The Rigby House - Pool, One block from Duval St
6 bedrooms, 6 beds
12–17 Oct
5.0 out of 5 average rating, 28 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
Luxe
Home in Key West
Altair House at Lunara Bay
6 bedrooms, 9 beds
7–12 Sept
4.87 out of 5 average rating, 45 reviews
Luxe
Home in Key West
Floralee House at Lunara Bay
6 bedrooms, 9 beds
18–23 Oct
4.95 out of 5 average rating, 40 reviews
Top guest favourite
Houseboat in Key West
Strictly Pleasure | Unique Yacht Stay in the Keys
2 bedrooms, 2 beds
8–13 Sept
5.0 out of 5 average rating, 20 reviews
Guest favourite
Flat in Key West
Castaway Cove: Pet-friendly 2/2 condo near beach!
2 bedrooms, 3 beds
28 Sept – 3 Oct
4.89 out of 5 average rating, 120 reviews
Top guest favourite
Casa particular in Key West
Amazing Canal front home in KW!
4 bedrooms, 5 beds
9–14 Sept
5.0 out of 5 average rating, 41 reviews
Featured hotel
Room in Key West
Classic Double Queen City/Balcony
2 queen beds
13–18 Sept
4.8 out of 5 average rating, 70 reviews
Guest favourite
Boat in Key West
Sentient Waters: 63’ Boat, Free Snorkel Gear, etc.
2 bedrooms, 3 beds
2–7 Sept
4.89 out of 5 average rating, 36 reviews