Key West Vacation Rentals

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Displaying 1 - 12 of 34 rentals matching your search criteria
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Mid Town

Bask in complete privacy in this Key West tropical paradise with a lagoon style pool. This property is pet friendly.

Ocean Side

This two bedroom, two bath condominium is located oceanfront in a gated community with a direct view of the Atlantic Ocean.

Old Town

Make your next Florida vacation something special with this charming home in a quiet, upscale enclave that is close to everything!

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.

Old Town

The location of La Casita cannot be beat -- right in the heart of Old Town yet on a quiet lane, only steps to Duval Street. This property is a monthly rental only. Sleeps 4 people.

Mid Town

Meander down a quiet street in midtown Key West until you come upon a white picket fence on a shady corner lot. Park and walk around to open the gate.

Stock Island

Coral Palm is a lovely 3 bedroom, 3 bathroom, 2 story town home located in the private gated community of Coral Hammock on Stock Island.

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.

Old Town

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

Stock Island

Find serenity in this pleasant and spacious home with tons of Key West charm. Featuring an abundance of back yard space for lounging or entertaining, you will not want to leave this lovely retreat.

Old Town

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

Old Town

Step into a tranquil community on a quiet lane and discover the Boat House, a nautically themed treasure in Old Town Key West.

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