Simpson Bay Beach Summer Rentals, Cottages & Cabins

Book a Place to Stay in Simpson Bay Beach for Your Summer Getaway

About Simpson Bay Beach Summer Rental on PickleTrip

PickleTrip™'s summer rentals in Simpson Bay Beach 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 Simpson Bay Beach 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™.

Show more
Show less

Frequently Asked Questions About Simpson Bay Beach Luxury Rentals

In 2025, PickleTrip offers 1687 summer rentals in or around Simpson Bay Beach. 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 Simpson Bay Beach is $512. Check the full list of summer accommodations in Simpson Bay Beach.
There are 1687 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with PickleTrip.

Yes, We have 1687 summer rental homes in Simpson Bay Beach and types of place to stay in Simpson Bay Beach include:

  • Vacation Homes: 1687 available for rent
  • Villas: 1687 Rentals available for rent
  • Holiday Apartments: 1687 Rentals available for rent
  • Hotels with Suites: 1687 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Simpson Bay Beach. 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 Simpson Bay Beach.