Discover a selection of 1,000 vacation rentals in Old Town Key West that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $90 per night, and houses and cottages are popular options for a stay in Old Town Key West. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Old Town Key West
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How many vacation rentals are available around Old Town Key West?

Our 2021 property listings offer a large selection of 1,203 vacation rentals around Old Town Key West. From 619 house rentals to 87 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.