Key West Vacation Rentals

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Displaying 1 - 12 of 15 rentals matching your search criteria

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Old Town

Located in Bahama Village, a quaint neighborhood in Old Town Key West, this beautifully renovated conch home is a romantic island getaway. This rental is a guest house situated in the back yard of a private residence.

Pets Not AllowedWasher/DryerPoolMonthly Rental

Old Town

Key Lime Pie is a private cottage that perfectly encompasses the “Key West vibe” that you’re looking for. The minute you walk in to see the bright, sunny walls and local artwork, you know you are somewhere special.

Pets AllowedWasher/DryerGrillPoolMonthly Rental

Old Town

A beautiful three-story home with private pool, off street parking, and attractive decor, Ecco Domani is a wonderful Key West escape that you will want to come home to year after year.

Pets AllowedWasher/DryerGrillPoolMonthly Rental

Old Town

Enjoy your private front porch in this quiet neighborhood in Old Town Key West. Located in The Colony compound, Ibis is a wonderful one bedroom one bath Key West rental home with a shared pool on property.

Pets AllowedGrillPoolGated CommunityMonthly Rental

Old Town

Your perfect escape to Key West awaits you in the Land of Love.

Pets AllowedWasher/DryerGrillPoolGated CommunityMonthly Rental

Old Town

Located in one of Key West’s historic and most cultural neighborhoods this lovely condominium will give you cause to celebrate the island way of life.

Pets Not AllowedWasher/DryerPoolMonthly Rental

Old Town

Located in the historic Bahama Village neighborhood, nestled amongst the palms, you‘ll find the stately building that houses Treetop Paradise.

Pets AllowedWasher/DryerGrillPoolGated CommunityMonthly Rental

Old Town

A quiet oasis in Old Town Key West that offers a beautiful shared pool and off street parking.

Pets AllowedPets Not AllowedWasher/DryerGrillPoolGated CommunityMonthly Rental

Old Town

Tumi’s Time Out is a 2-bedroom, 2-bathroom town-home in the sought after Windward Park community. A secluded compound that is a tropical hideaway, surrounded by lush palms and balmy breezes.

Pets Not AllowedWasher/DryerPoolGated CommunityMonthly Rental

Old Town

Long considered a sign of hospitality, the pineapple is widely recognized as sign of Welcome and Friendship, and so we welcome YOU to the Perfect Pineapple!

Pets AllowedWasher/DryerGrillPoolMonthly Rental

Old Town

Built in 1889 with original Dade County Pine, history comes alive when you enter this luxurious private home.

Pets AllowedWasher/DryerGrillPoolMonthly Rental

Old Town

Bring the family to this 3 bed, 2 bath private conch home and enjoy your large private pool and outdoor area as the days pass by.

Washer/DryerGrillPoolMonthly Rental

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