San Juan Summer Rentals, Cottages & Cabins

Book a Place to Stay in San Juan for Your Summer Getaway

About San Juan Summer Rental on PickleTrip

PickleTrip™'s summer rentals in San Juan 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 San Juan 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 San Juan Luxury Rentals

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

In 2025, PickleTrip offers 344 summer rentals in or around San Juan. 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 San Juan is $95. Check the full list of summer accommodations in San Juan.
There are 344 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 San Juan that have a private or indoor pool:

Check all holiday rentals with a pool in San Juan on PickleTrip.

Yes, We have 344 summer rental homes in San Juan and types of place to stay in San Juan include:

  • Vacation Homes: 344 available for rent
  • Villas: 344 Rentals available for rent
  • Holiday Apartments: 344 Rentals available for rent
  • Hotels with Suites: 344 Rentals available for book
Yes, of course! There are many luxury summer rental properties in San Juan. 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 San Juan.