Key West Vacation Rentals
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Search nearly 100 Key West vacation rentals ranging from intimate 2 bedroom cottages to large 6 bedroom homes. With properties in popular Key West communities like Truman Annex, Key West Golf Club, and 1800 Atlantic plus a variety of pet friendly and monthly rentals, we are sure we have the perfect fit for your trip. Our local Key West team of vacation rental experts has been helping travelers plan amazing vacations for decades and loves to share their local knowledge. Don't hesitate to contact us with questions or for help finding the perfect rental and booking your Key West vacation!
View passing ships and sunsets from your own balcony in the Truman Annex’s most prestigious building!
Daily - Weekly / PoolGrillWasher/DryerGated Community
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.
30 Day RentalPoolGrillWasher/DryerPets Allowed
This charming, clean and nicely decorated vacation rental home is located in Coral Hammock, one of Key West newest communities, very close to restaurants, boating and water adventure!
30 Day RentalPoolGrillWasher/DryerGated Community
For the golfer in the family and for those who just want an idyllic vacation spot, Coral Breeze is the logical choice!
30 Day RentalPoolGrillWasher/DryerGated CommunityPets Allowed
Location! Location! Location! Duval Breeze offers the best location in town! Walking distance to restaurants, bars and galleries and easy biking distance to the beaches!
Daily - Weekly / PoolWasher/DryerGated CommunityElevator
This perfect spot offers plenty of private outdoor space within walking distance of great restaurants and shops.
30 Day RentalPoolGrillPets Allowed