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Pretty Bay Summer Rentals, Cottages & Cabins

Book a Place to Stay in Pretty Bay for Your Summer Getaway

About Pretty Bay Summer Rental on PickleTrip

PickleTrip™'s summer rentals in Pretty Bay are perfect for your next summer getaway. We offer a wide range of properties to choose from, including homes with top-notch pickleball courts or nearby facilities, private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, and more. Whether you're traveling with family, friends, or a group, we have a rental that will suit your needs.

Enjoy the perfect summer vacation in Pretty Bay with PickleTrip™. Our summer rental homes are designed to provide you with maximum comfort and relaxation. Choose from a variety of properties, including condos, resorts, villas, bungalows, cozy cabins, RVs, and cottages. Stay and play pickleball when you travel with PickleTrip™.

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Frequently Asked Questions About Pretty Bay Luxury Rentals

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

In 2025, PickleTrip offers 376 summer rentals in or around Pretty Bay. 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 Pretty Bay is $202. Check the full list of summer accommodations in Pretty Bay.
There are 376 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with PickleTrip.

Yes, here are some popular summer holiday rentals in Pretty Bay that have a private or indoor pool:

Check all holiday rentals with a pool in Pretty Bay on PickleTrip.

Yes, We have 376 summer rental homes in Pretty Bay and types of place to stay in Pretty Bay include:

  • Vacation Homes: 376 available for rent
  • Villas: 376 Rentals available for rent
  • Holiday Apartments: 376 Rentals available for rent
  • Hotels with Suites: 376 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Pretty Bay. 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 Pretty Bay.