Port of Spain Summer Rentals, Cottages & Cabins

Book a Place to Stay in Port of Spain for Your Summer Getaway

About Port of Spain Summer Rental on PickleTrip

PickleTrip™'s summer rentals in Port of Spain 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 Port of Spain 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 Port of Spain Luxury Rentals

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

In 2025, PickleTrip offers 145 summer rentals in or around Port of Spain. 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 Port of Spain is $187. Check the full list of summer accommodations in Port of Spain.
There are 145 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 Port of Spain that have a private or indoor pool:

Check all holiday rentals with a pool in Port of Spain on PickleTrip.

Yes, We have 145 summer rental homes in Port of Spain and types of place to stay in Port of Spain include:

  • Vacation Homes: 145 available for rent
  • Villas: 145 Rentals available for rent
  • Holiday Apartments: 145 Rentals available for rent
  • Hotels with Suites: 145 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Port of Spain. 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 Port of Spain.