Discover a selection of 1,000 vacation rentals in Historic Seaport, 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 $104 per night, and condos and houses are popular options for a stay in Historic Seaport. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Historic Seaport
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How many vacation rentals are available around Historic Seaport, Key West?

Our 2021 property listings offer a large selection of 910 vacation rentals around Historic Seaport. From 364 condo and apartment rentals to 448 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the popular point of interests near where I can stay when traveling to Historic Seaport?

Vrbo offers a large selection of vacation rentals near lovely places in Historic Seaport. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Schooner Western Union: 1,834 vacation rentals
  • Mallory Square: 1,819 vacation rentals
  • The Oldest House - Key West: 1,828 vacation rentals
  • Audubon House and Tropical Gardens: 1,819 vacation rentals
  • Red Barn Theater: 1,834 vacation rentals

But there are many other points of interest around Historic Seaport listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Condos/Apartments in Historic Seaport?

Yes, of course. Vrbo has 364 Condos/Apartments in Historic Seaport. Our other popular types of vacation rentals in Historic Seaport include:

  • Houses: 448 rentals available
  • Cottages: 66 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 Historic Seaport?

Yes, you can select your preferred vacation rental with pool among our 699 vacation rentals with pool available in Historic Seaport. Please use our search bar to access the selection of vacation rentals available.