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Key West Vacation Homes

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. 

Book Your Key West Vacation Rental Home

 

Age 12 and under.

List View

Ann Street Cottage

House
One Bedroom
1.5 Bathrooms

Tucked away in an inviting compound you'll find the perfect hideaway called Ann Street Cottage, a charming one bedroom cottage.

Canalfront Cottage

House
Bedrooms 2
One Bathroom

28 Day Minimum Rental

Open water access!

Away from the hustle and bustle of Old Town–  behind the coral topped privacy fence– lies this stunning, secluded pied-a-terre overlooking the Riviera canal.

Namaste

House
One Bedroom
2 Bathrooms

Tucked away in an inviting compound you'll find a blissful retreat called Namaste; a tranquil and relaxing one bedroom cottage. The quiet compound is located just one block from Duval Street combining the best of both worlds: relaxing and taking advantage of all that Key West has to offer.

Newton Street Hideaway

House
One Bedroom
2 Bathrooms

28 Day Minimum Rental:  Newton Street Hideaway is located in The Meadows of Key West, a lovely, quiet and historic neighborhood known for it's tranquil tree-lined streets and classic architecture.

Albury Bungalow

House
Bedrooms 2
2 Bathrooms

28 Day Minimum Rental:  A perfect spot for two couples, two singles or others wanting privacy as well as togetherness. This one bedroom, one bathroom house also boasts a separate cottage bedroom with its own bathroom.

Angela Cottage

House
Bedrooms 2
2 Bathrooms

28 Day Minimum Rental:  This cute cottage just off of Frances Street is a great hideaway, still in Old Town, but a great central location to get to the Historic seaport or new town.

Catherine House

House
Bedrooms 2
2 Bathrooms

This charming Key West cottage is just a short walk to a selection of great restaurants, art galleries, and shopping.

Colony Calypso

House
One Bedroom
One Bathroom

Located in The Colony, a secluded compound just steps from Duval Street, Colony Calypso is a peaceful retreat. Enter the home through the tranquil and inviting living space, accented with sage green walls, new tile floors and pops of color from local artwork and photography.

Colony Poolside

House
One Bedroom
One Bathroom

Located in The Colony, a secluded compound just steps from Duval Street, Colony Poolside is a peaceful retreat. Enter the home through the serene and inviting living space, accented with blue and white decor, wood floors and pops of color from nautical-themed accents and artwork.

Map View