filters

Search results; Over 1,000 homes in Key West

Photo 1 of 6
Guest favourite
Boat in Key West
Stay on Roxie - free transport & snacks, BYOB.
1 bedroom, 2 beds, 1 private bathroom
1–6 Sept
,
4.9 out of 5 average rating, 245 reviews
Photo 1 of 6
Guest favourite
Apartment in Key West
Waterfront Dock Pool Near Duval St Penthouse
4 bedrooms, 9 beds, 4 bathrooms
24–29 Sept
4.92 out of 5 average rating, 214 reviews
Photo 1 of 6
Top guest favourite
Home in Key West
Casa Calypso 3bed3bath sleeps 8 beautiful decorate
3 bedrooms, 5 beds, 3 bathrooms
14–19 Sept
5.0 out of 5 average rating, 39 reviews
Photo 1 of 6
Boat in Key West
Serenova - 58' Leopard Catamaran
3 bedrooms, 3 queen beds, 2 bathrooms
14–19 Sept
New place to stay
Photo 1 of 6
Guest favourite
Apartment in Key West
Penthouse Waterfront Dock Pool Condo Near Duval St
4 bedrooms, 11 beds, 4 bathrooms
4–9 Oct
4.9 out of 5 average rating, 265 reviews
Photo 1 of 6
Top guest favourite
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 double beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 14 reviews
Photo 1 of 6
Superhost
Apartment in Key West
2BR suite | Pool | Hot Tub | Tennis | W/D
2 bedrooms, 2 beds, 2 bathrooms
1–6 Sept
New place to stay
Photo 1 of 6
Top guest favourite
Apartment in Key West
Boat Slip - Waterfront Condo - Key West Pool
2 bedrooms, 4 beds, 2 bathrooms
4–9 Sept
5.0 out of 5 average rating, 7 reviews
Photo 1 of 6
Top guest favourite
Casa particular in Key West
Amazing Canal front home in KW!
4 bedrooms, 5 beds, 3 bathrooms
9–14 Sept
5.0 out of 5 average rating, 41 reviews
Photo 1 of 6
Top guest favourite
Home in Key West
Pilar House
3 bedrooms, 3 beds, 2 bathrooms
13–18 Dec
4.96 out of 5 average rating, 46 reviews
Photo 1 of 6
Guest favourite
Boat in Key West
3BR In Resort Village, Pools, Free Kayak & Shuttle
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.81 out of 5 average rating, 27 reviews
Photo 1 of 6
Home in Key West
Walk to Duval St-Private Pool Oasis
3 bedrooms, 4 beds, 2 bathrooms
2–9 Sept
5.0 out of 5 average rating, 3 reviews
Photo 1 of 6
Guest favourite
Flat in Key West
Castaway Cove: Pet-friendly 2/2 condo near beach!
2 bedrooms, 3 beds, 2 bathrooms
28 Sept – 3 Oct
4.89 out of 5 average rating, 120 reviews
Photo 1 of 6
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed, 1 bathroom
13–18 Sept
4.91 out of 5 average rating, 560 reviews
Photo 1 of 6
Guest favourite
Home in Key West
Paradise found
3 bedrooms, 4 beds, 3 bathrooms
7–12 Sept
4.94 out of 5 average rating, 157 reviews
Photo 1 of 6
Guest favourite
Home in Key West
MERMAID COVE- Funky Getaway on Duval
4 bedrooms, 5 beds, 4 bathrooms
22–27 Sept
4.9 out of 5 average rating, 250 reviews
Photo 1 of 6
Luxe
Home in Key West
The Dreamside House at Lunara Bay
8 bedrooms, 8 king beds, 8.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 15 reviews
Photo 1 of 6
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
2 bedrooms, 3 beds, 2 bathrooms
24–29 Oct
4.96 out of 5 average rating, 209 reviews
Photo 1 of 6
Luxe
Home in Key West
The Greenmoor House at Lunara Bay
6 bedrooms, 9 beds, 6.5 bathrooms
25–30 Oct
5.0 out of 5 average rating, 11 reviews