Where to stay around Old Town, Key West?

Our 2018 property listings offer a large selection of 1,123 vacation rentals near Old Town. From 503 Houses to 336 Condos/Apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Old Town for a holiday or a weekend are on VRBO.

What is the best area to stay when traveling to Old Town?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Old Town:

  • Uptown/Upper Duval: 261 vacation rentals
  • Historic Seaport: 820 vacation rentals
  • Bahama Village: 531 vacation rentals
  • Midtown: 1,345 vacation rentals
  • Truman Annex: 869 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

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

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

  • Higgs Beach: 1,652 vacation rentals
  • Key West Cemetery: 1,654 vacation rentals
  • Nancy Forrester's Secret Garden: 1,661 vacation rentals
  • A Key Encounter: 1,646 vacation rentals
  • Florida Keys Eco - Discovery Center: 1,624 vacation rentals

But there are many other points of interest around Old Town 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 Houses in Old Town?

Yes, of course. VRBO has 503 Houses in Old Town. Our other popular types of vacation rentals in Old Town include:

  • Condos/Apartments: 336 rentals available
  • Cabins: 91 rentals available
  • Bungalows: 91 rentals available

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

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

Yes, you can select your prefered vacation rental with pool among our 782 vacation rentals with pool available in Old Town. Please use our search bar to access the selection of vacation rentals available.