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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Watson House Grand Estate

Watson House Grand Estate

11 11 22 Key West
From $2,134.00/night
South St. Cottage

South St. Cottage

2 2 4 Key West
From $190.00/night
Fleming-O

Fleming-O

2 1 6 Key West
From $313.00/night
Ashe Splashe

Ashe Splashe

2 3 6 Key West
From $189.00/night
Catherine House

Catherine House

2 2 4 Key West
From $500.00/night
Tucked Away - Main house

Tucked Away - Main house

2 4 6 Key West
From $188.00/night
A Windsong Delight

A Windsong Delight

2 2.5 4 Key West
From $160.00/night
Louisas Hideaway

Louisas Hideaway

3 3 6 Key West
From $850.00/night
Elizabeth Retreat

Elizabeth Retreat

3 2 6 Key West
From $201.00/night
Villa Paradiso

Villa Paradiso

3 3 6 Key West
From $750.00/night
Casa de Cuba

Casa de Cuba

3 2 6 Key West
From $850.00/night
Coconut Cabana

Coconut Cabana

3 2 6 Key West
From $663.00/night