1. Cayman Islands
  2. Summer Rental

Cayman Islands Summer Rentals, Cottages & Cabins

Book a Place to Stay in Cayman Islands for Your Summer Getaway

About Cayman Islands Summer Rental on PickleTrip

PickleTrip™'s summer rentals in Cayman Islands 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 Cayman Islands 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 Cayman Islands Luxury Rentals

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

In 2026, PickleTrip offers 2497 summer rentals in or around Cayman Islands. 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 Cayman Islands is $1,098. Check the full list of summer accommodations in Cayman Islands.
There are 2497 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 Cayman Islands that have a private or indoor pool:

Check all holiday rentals with a pool in Cayman Islands on PickleTrip.

Yes, We have 2497 summer rental homes in Cayman Islands and types of place to stay in Cayman Islands include:

  • Vacation Homes: 2497 available for rent
  • Villas: 2497 Rentals available for rent
  • Holiday Apartments: 2497 Rentals available for rent
  • Hotels with Suites: 2497 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Cayman Islands. 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 Cayman Islands.