Where to stay around Old Town?

Our 2019 accommodation listings offer a large selection of 1,084 holiday lettings near Old Town. From 509 Houses to 93 Cottages, find unique self catering accommodation for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay near Old Town is on HomeAway.

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

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday accommodations for a long holiday or just a weekend break in Old Town:

  • Truman Annex: 851 holiday homes
  • Sugarloaf Shores: 18 holiday homes
  • New Town: 392 holiday homes
  • Midtown: 1,238 holiday homes
  • Gallery District: 673 holiday homes

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

What are the most popular points of interest and landmarks to stay near when travelling to Old Town?

HomeAway offers a large selection of holiday accommodations near great places in Old Town. From HomeAway travellers, the most popular points of interest to stay near are:

  • Florida Keys Eco - Discovery Center: 1,546 holiday lettings
  • San Carlos Institute - Casa Cuba: 1,543 holiday lettings
  • The Oldest House - Key West: 1,549 holiday lettings
  • Key West Aquarium: 1,546 holiday lettings
  • Custom House Museum: 1,547 holiday lettings

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

Can I rent Houses in Old Town?

Yes, of course. HomeAway offers 509 Houses in Old Town. Our other popular types of Old Town holiday rentals include:

  • Cottages: 93 self catering accommodations
  • Condos/Apartments: 344 self catering accommodations
  • Bungalows: 93 self catering accommodations

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

Can I find a holiday accommodation with pool in Old Town?

Yes, you can select your preferred holiday accommodation with pool among our 745 holiday homes with pool available in Old Town. Please use our search bar to access the selection of holiday rentals available.