KEY WEST VACATION HOMES

Stay in a Vacation Home on Key West

Spread out in a spacious Key West Vacation home. Enjoy the luxuries of being home while on your Key West vacation in these house rentals. House rentals in Key West have private pools, state-of-the-art kitchens, sprawling ocean views, and charming coastal decor. Find your home in the bustling hub of Old Town or along a quiet tree-lined street. Have enough space in our Key West houses that feature one to five bedrooms.

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Seabreeze Delight

Seabreeze Delight

2 4 Key West
From $120.00/night
Watson House Grand Estate

Watson House Grand Estate

11 11 22 Key West
From $2,400.00/night
South St. Cottage

South St. Cottage

2 2 4 Key West
From $151.00/night
Ashe Splashe

Ashe Splashe

2 3 6 Key West
From $180.00/night
Catherine House

Catherine House

2 2 4 Key West
From $437.00/night
Tucked Away - Main house

Tucked Away - Main house

2 4 6 Key West
From $0.00/night
Windsong Delight

Windsong Delight

2 2.5 4 Key West
From $166.00/night
Villa de Palmas

Villa de Palmas

3 3 6 Key West
From $165.00/night
My Southernmost Kentucky Home

My Southernmost Kentucky Home

3 3 6 Key West
From $200.00/night
Bahama Dreams

Bahama Dreams

3 2 6 Key West
From $150.00/night
Reynold's Retreat

Reynold's Retreat

3 3 6 Key West
From $228.00/night
Pilar's Secret

Pilar's Secret

3 2 8 Key West
From $694.00/night