filters

Search results; Over 1,000 homes in Key West

Photo 1 of 29
Guest favourite
Apartment in Key West
Oceanfront 3 bed condo Ocean Edge w/ optional slip
3 bedrooms, 8 beds, 2 private bathrooms
5–10 Oct
,
4.97 out of 5 average rating, 101 reviews
Photo 1 of 16
Hotel in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
1 king bed
1–6 Oct
4.68 out of 5 average rating, 28 reviews
Photo 1 of 16
Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds
3–8 Oct
4.71 out of 5 average rating, 35 reviews
Photo 1 of 29
Superhost
Home in Key West
Poolside Paradise
6 beds
11–16 Oct
Photo 1 of 29
Guest favourite
Home in Key West
Cathouse Old Town Oasis Huge Heated Pool & Parking
7 beds
11–16 Oct
4.98 out of 5 average rating, 80 reviews
Photo 1 of 29
Top guest favourite
Apartment in Key West
Waterfront Condo Dock Pool Near Duval St
4 beds
9–14 Oct
4.9 out of 5 average rating, 158 reviews
Photo 1 of 17
Hotel in Key West
Silver Palms Inn & Historic Homes, Superior King .
1 king bed
2–7 Oct
4.77 out of 5 average rating, 22 reviews
Photo 1 of 29
Guest favourite
Home in Key West
Gone Coastal 2
5 beds
18–23 Oct
4.93 out of 5 average rating, 130 reviews
Photo 1 of 29
Top guest favourite
Apartment in Key West
Coastline Comfort
4 beds
5–10 Oct
5.0 out of 5 average rating, 11 reviews
Photo 1 of 23
Top guest favourite
Boutique hotel in Key West
Mallory House Room #3
1 queen bed
13–18 Dec
4.89 out of 5 average rating, 528 reviews
Photo 1 of 12
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bed
14–19 Oct
4.91 out of 5 average rating, 562 reviews
Photo 1 of 13
Guest favourite
Apartment in Key West
EYW Getaway
3 beds
30 Oct – 4 Nov
4.99 out of 5 average rating, 86 reviews
Photo 1 of 29
Guest favourite
Flat in Key West
Castaway Cove: Pet-friendly 2/2 condo near beach!
3 beds
1–6 Oct
4.89 out of 5 average rating, 122 reviews
Photo 1 of 29
Top guest favourite
Home in Key West
Casa Cristol - Truman Annex
3 beds
15–20 Nov
5.0 out of 5 average rating, 23 reviews
Photo 1 of 29
Top guest favourite
Home in Key West
Casa Calypso 3bed3bath sleeps 8 beautiful decorate
5 beds
1–6 Oct
5.0 out of 5 average rating, 41 reviews
Photo 1 of 29
Top guest favourite
Home in Marathon
Tropical Keys Retreat | Pool | Hot Tub | Cinema
4 beds
1–8 Oct
5.0 out of 5 average rating, 81 reviews
Photo 1 of 25
Superhost
Home in Key West
Private Parking, Heated Pool - Sweet Caroline
4 beds
1–6 Oct
4.57 out of 5 average rating, 136 reviews
Photo 1 of 29
Superhost
Home in Marathon
NEW! Reel Escape - 4br/No Stairs/Dock/Kayaks/Bikes
7 beds
10–17 Oct
New place to stay
Photo 1 of 25
Guest favourite
Boat in Key West
Waterfront & Heated Pool - Away Awai Floating Vill
2 queen beds
5–10 Oct
4.93 out of 5 average rating, 87 reviews