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 StayAndPlay

Looking for the perfect summer golf trip in Upper Sugarloaf Key? StayAndPlay offers a unique collection of golf villa rentals, including golf cabins, golf resorts, golf retreats, and more. Our properties are equipped with luxurious amenities such as private decks, swimming pools, hot tubs, Wi-Fi, and stunning golf course views. Whether you’re traveling with family, friends, or a larger group, our golf accommodations in Upper Sugarloaf Key provide the ideal setting for an unforgettable golf vacation.

Make the most of your summer golf retreat in Upper Sugarloaf Key with StayAndPlay. Our selection of golf accommodations ensures maximum comfort and relaxation. From elegant golf villas to private golf retreats and cozy golf cabins, each home offers a one-of-a-kind experience on the course. Find your perfect golf villa for the ultimate summer retreat in Upper Sugarloaf Key with StayAndPlay. Ready to make your best swing? Book your dream golf escape with StayAndPlay!

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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, StayAndPlay.com offers 213 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 213 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with StayAndPlay.

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 StayAndPlay.

Yes, We have 213 summer rental homes in Upper Sugarloaf Key and types of place to stay in Upper Sugarloaf Key include:

  • Vacation Homes: 213 available for rent
  • Villas: 213 Rentals available for rent
  • Holiday Apartments: 213 Rentals available for rent
  • Hotels with Suites: 213 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.