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Search results; Over 1,000 places in Key West

Guest favorite
Home in Key West
Romantic Retreat - 2 person K Suite, Pvt deck/Spa!
1 king bed
Apr 21 – 26
4.94 out of 5 average rating, 268 reviews
Home in Key West
Casa Cristol - Family Friendly Classic KW Charm
3 beds
Jul 28 – Aug 2
4.83 out of 5 average rating, 306 reviews
Home in Key West
Waterfront Key West House w/Dock
6 beds
Apr 16 – 22
New place to stay
Home in Key West
Bahamian Reed by AvantStay
4 beds
May 8 – 15
5.0 out of 5 average rating, 17 reviews
Guest favorite
Home in Key Colony Beach
Waterfront Home 37.5-ft dock, Cabana Club Included
3 beds
Apr 6 – 13
4.95 out of 5 average rating, 76 reviews
Home in Key West
2BR | Full Kitchen | Walkable | Near Beach
2 beds
Jun 23 – 28
4.53 out of 5 average rating, 155 reviews
Guest favorite
Home in Key Colony Beach
Captain’s Quarters Ahoy Mateys! Florida, Keys
2 beds
Apr 24 – 29
4.98 out of 5 average rating, 44 reviews
Guest favorite
Home in Key West
Gone Coastal
4 beds
Apr 13 – 18
4.97 out of 5 average rating, 39 reviews
Guest favorite
Home in Cudjoe Key
Paradise and Cudjoe Bay
2 king beds
Apr 22 – 27
4.92 out of 5 average rating, 134 reviews
Guest favorite
Home in Key West
Harrison's Hideaway-Sleeps up to 4, K & F Sl Sofa!
2 beds
May 6 – 11
4.97 out of 5 average rating, 205 reviews
Guest favorite
Home in Key West
Family House, 2 K BR's, Private Spa/Deck, 2 pools.
3 beds
May 15 – 20
4.91 out of 5 average rating, 232 reviews
Superhost
Home in Key West
Charming + Historic Eyebrow Home
Feb 23 – 28
5.0 out of 5 average rating, 3 reviews
Guest favorite
Home in Key West
Downtown Paradise
4 beds
Apr 6 – 11
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Key West
Your clean and cosy family home in Key West
4 beds
Apr 13 – 18
4.84 out of 5 average rating, 45 reviews
Superhost
Home in Key West
Southard Comfort ~ Feel The Key West Vibe
3 beds
May 6 – 11
4.95 out of 5 average rating, 39 reviews
Home in Key West
Lovely dog-friendly 3BR with private pool
4 beds
Aug 17 – 22
4.77 out of 5 average rating, 104 reviews
Guest favorite
Home in Key West
Villa Paradiso: A unique mid-town paradise
4 beds
May 10 – 15
5.0 out of 5 average rating, 13 reviews
Guest favorite
Home in Key West
Casa de Cuba:Beautiful home loaded with style and
4 beds
May 20 – 25
5.0 out of 5 average rating, 10 reviews