Upper Sugarloaf Key Summer Rentals, Cottages & Cabins

Book a Place to Stay in Upper Sugarloaf Key for Your Summer Getaway

About Upper Sugarloaf Key Summer Rental on SunSkiResorts

SunSki's selection of summer rentals in Upper Sugarloaf Key promises the ideal setting for your next seasonal escape. We offer a diverse array of properties boasting enticing features such as private pools, indoor/outdoor swimming facilities, hot tubs, WiFi, beachfront access, and more. Whether you're journeying with family, friends, or a larger group, we have a rental perfectly tailored to your requirements.

Immerse yourself in the epitome of summer leisure in Upper Sugarloaf Key with SunSki. Our summer rental accommodations are meticulously curated to ensure utmost comfort and relaxation. From chic condos and opulent resorts to charming villas, quaint bungalows, cozy cabins, RVs, and cottages, we present a spectrum of options to match your vacation vision. Discover your idyllic summer retreat with SunSki.

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Frequently Asked Questions About Upper Sugarloaf Key Luxury Rentals

There are a lot of options in Upper Sugarloaf Key. If you plan on staying in the Upper Sugarloaf Key area, consider making a reservation for a few nights at one of these properties as these have been rated the top Summer Rentals in Upper Sugarloaf Key:

In 2025, SunSki offers 214 summer rentals in or around Upper Sugarloaf Key. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.
The average price per night for a summer rental in Upper Sugarloaf Key is $480. Check the full list of summer accommodations in Upper Sugarloaf Key.
There are 214 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with SunSkiResorts.

Yes, here are some popular summer holiday rentals in Upper Sugarloaf Key that have a private or indoor pool:

Check all holiday rentals with a pool in Upper Sugarloaf Key on SunSkiResorts.

Yes, We have 214 summer rental homes in Upper Sugarloaf Key and types of place to stay in Upper Sugarloaf Key include:

  • Vacation Homes: 214 available for rent
  • Villas: 214 Rentals available for rent
  • Holiday Apartments: 214 Rentals available for rent
  • Hotels with Suites: 214 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Upper Sugarloaf Key. Use our search filter to discover all of our luxury summer accommodations with an indoor/outdoor pool. Sorting by price is another way to find the most and least expensive luxury summer rentals in Upper Sugarloaf Key.