The Big Pineapple Summer Rentals, Cottages & Cabins

Book a Place to Stay in The Big Pineapple for Your Summer Getaway

About The Big Pineapple Summer Rental on SunSkiResorts

SunSki's selection of summer rentals in The Big Pineapple 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 The Big Pineapple 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 The Big Pineapple Luxury Rentals

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

In 2025, SunSki offers 127 summer rentals in or around The Big Pineapple. 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 The Big Pineapple is $126. Check the full list of summer accommodations in The Big Pineapple.
There are 127 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 The Big Pineapple that have a private or indoor pool:

Check all holiday rentals with a pool in The Big Pineapple on SunSkiResorts.

Yes, We have 127 summer rental homes in The Big Pineapple and types of place to stay in The Big Pineapple include:

  • Vacation Homes: 127 available for rent
  • Villas: 127 Rentals available for rent
  • Holiday Apartments: 127 Rentals available for rent
  • Hotels with Suites: 127 Rentals available for book
Yes, of course! There are many luxury summer rental properties in The Big Pineapple. 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 The Big Pineapple.