Where to stay around Jackson Square, Key West?

Our 2018 property listings offer a large selection of 1,489 vacation rentals near Jackson Square. From 641 Houses to 103 Townhouses, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Jackson Square for a holiday or a weekend are on VRBO.

What is the best area to stay near Jackson Square?

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 near Jackson Square:

  • Sunset Key: 178 vacation rentals
  • Truman Annex: 847 vacation rentals
  • Midtown: 434 vacation rentals
  • Downtown: 980 vacation rentals
  • Historic Seaport: 961 vacation rentals

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

Can I rent Houses near Jackson Square?

Yes, of course. VRBO has 641 Houses near Jackson Square. Our other popular types of vacation rentals near Jackson Square include:

  • Townhouses: 103 rentals available
  • Cottages: 81 rentals available
  • Condos/Apartments: 36 rentals available

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

Can I find a vacation rental with pool near Jackson Square?

Yes, you can select your prefered vacation rental with pool among our 1,061 vacation rentals with pool available near Jackson Square. Please use our search bar to access the selection of vacation rentals available.