Find the best place to stay — Jackson Square

Where to stay around Jackson Square, Key West?

Our 2018 property listings offer a large selection of 1,490 vacation rentals near Jackson Square. From 609 houses to 506 condos, 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:

  • Truman Annex: 826 vacation rentals
  • Sunset Key: 168 vacation rentals
  • Sugarloaf Shores: 18 vacation rentals
  • Historic Seaport: 938 vacation rentals
  • Midtown: 421 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 609 houses near Jackson Square. Our other popular types of vacation rentals near Jackson Square include:

  • Condos: 506 rentals available
  • Townhomes: 86 rentals available
  • Cottages: 81 rentals available

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

Can I find a vacation rental with online bookable near Jackson Square?

Yes, you can select your prefered vacation rental with online bookable among our 1,482 vacation rentals with online bookable available near Jackson Square. Please use our search bar to access the selection of vacation rentals available.