Old Town, Key West, FL, USA

Old Town, Key West, FL, USA

We found 1,235 vacation rentals — enter your dates for availability

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Find the best place to stay — Old Town

Where to stay around Old Town?

Our 2018 property listings offer a large selection of 1,235 vacation rentals near Old Town. From 475 condos to 429 houses, 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 HomeAway.

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:

  • Truman Annex: 834 vacation rentals
  • Sunset Key: 168 vacation rentals
  • Uptown/Upper Duval: 912 vacation rentals
  • Bahama Village: 889 vacation rentals
  • Downtown: 975 vacation rentals

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

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

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

  • Higgs Beach: 1,568 vacation rentals
  • Florida Keys Eco - Discovery Center: 1,573 vacation rentals
  • Nancy Forrester's Secret Garden: 1,564 vacation rentals
  • Custom House Museum: 1,567 vacation rentals
  • Jackson Square: 1,566 vacation rentals

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 vacation rentals available near the point of interest of your choice.

Can I rent condos in Old Town?

Yes, of course. HomeAway has 475 condos in Old Town. Our other popular types of vacation rentals in Old Town include:

  • Houses: 429 rentals available
  • Cottages: 81 rentals available
  • Townhomes: 53 rentals available

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

Can I rent golf rentals in Old Town?

Absolutely, HomeAway has 664 golf rentals in Old Town. You have also many other possibilities in Old Town area, including:

  • Downtown rentals: 522 rentals
  • Near the ocean rentals: 372 rentals
  • Beach rentals: 143 rentals

Please use our search bar to access the selection of vacation rentals.

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

Yes, you can select your preferred vacation rental with pool among our 914 vacation rentals with pool available in Old Town. Please use our search bar to access the selection of vacation rentals available.