Discover a selection of 1,500 vacation rentals in Midtown, 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 $147 per night, and condos and bungalows are popular options for a stay in Midtown. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Midtown
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How many vacation rentals are available around Midtown, Key West?

Our 2021 property listings offer a large selection of 1,417 vacation rentals around Midtown. From 593 condo and apartment rentals to 89 bungalow rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Condos/Apartments in Midtown?

Yes, of course. Vrbo has 593 Condos/Apartments in Midtown. Our other popular types of vacation rentals in Midtown include:

  • Bungalows: 89 rentals available
  • Houses: 646 rentals available
  • Cabins: 89 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 Midtown?

Yes, you can select your preferred vacation rental with pool among our 1,127 vacation rentals with pool available in Midtown. Please use our search bar to access the selection of vacation rentals available.