Discover a selection of 1,500 vacation rentals in Old Town Key West, 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 $98 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, Key West?

Our 2022 property listings offer a large selection of 1,467 vacation rentals around Old Town Key West. From 663 house rentals to 66 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Houses in Old Town Key West?

Yes, of course. Vrbo has 663 Houses in Old Town Key West. Our other popular types of vacation rentals in Old Town Key West include:

  • Cottages: 66 rentals available
  • Condos/Apartments: 525 rentals available
  • Bungalows: 66 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Townhouses and more.

Can I find a vacation rental with pool in Old Town Key West?

Yes, you can select your preferred vacation rental with pool among our 1,182 vacation rentals with pool available in Old Town Key West. Please use our search bar to access the selection of vacation rentals available.