Where to stay around Upper Sugarloaf Key, FL?

Our 2019 property listings offer a large selection of 262 vacation rentals near Upper Sugarloaf Key. From 203 Houses to 27 Bungalows, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Upper Sugarloaf Key for a holiday or a weekend are on VRBO.

What is the best area to stay when traveling to Upper Sugarloaf Key?

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 Upper Sugarloaf Key:

  • New Town: 389 vacation rentals
  • Cutthroat Harbor Estates: 96 vacation rentals
  • Breezeswept Beach Estates: 22 vacation rentals
  • Sugarloaf Shores: 16 vacation rentals
  • Cudjoe Gardens: 39 vacation rentals

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

Can I rent Houses in Upper Sugarloaf Key?

Yes, of course. VRBO has 203 Houses in Upper Sugarloaf Key. Our other popular types of vacation rentals in Upper Sugarloaf Key include:

  • Bungalows: 27 rentals available
  • Cabins: 27 rentals available
  • Cottages: 27 rentals available

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

Can I find a vacation rental with pool in Upper Sugarloaf Key?

Yes, you can select your prefered vacation rental with pool among our 169 vacation rentals with pool available in Upper Sugarloaf Key. Please use our search bar to access the selection of vacation rentals available.