Playa San Juan Cottage Rentals & Holiday Homes

Find the best cottages in Playa San Juan - We found 320 exact matches

About Playa San Juan Cottage Rentals on PickleTrip

Searching for cottages to rent near Playa San Juan? PickleTrip™ features more than 320 cottages that are perfect for your next pickleball getaway. Plan your ultimate holiday and discover luxury cottage rentals that are a few miles away from the lake or beach and have access to private courts or nearby facilities. These cottage rentals in Playa San Juan have hot baths, are kid-friendly & family-friendly, and are near top local attraction spots, to give guests the best travel experience they could ever wish for. PickleTrip™’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Playa San Juan.

Are you planning to travel to the lakeside, beach, or mountain area? PickleTrip™’s cottage rentals offers a wide selection, giving you direct access to the owners of these cottage rentals, and offering you the best opportunity to find a good price.

PickleTrip™ boasts of 320 holiday cottages and places to stay in Playa San Juan. The site provides unique Airbnb, VRBO, pickleball-ready cottages to fit your trip or get away with your friends and family. This can be a weekend getaway, spring break, summer vacation, or annual holiday — all fitting within your budget.

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Frequently Asked Questions About Playa San Juan Rental Cottages

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

The average cost for a cottage rental in Playa San Juan is $168 per night. PickleTrip has a wide list of great cottages near Playa San Juan that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Yes, here are the top cottage rentals in Playa San Juan that allow you to bring your pet:

See all pet-friendly vacation rentals in Playa San Juan on PickleTrip

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Playa San Juan to find one that works for you.
As of 2025, the data from PickleTrip shows that there are Over 320 private swimming pools or cottages with indoor pools in the Playa San Juan area along with other great amenities.
About 320 cottages in Playa San Juan boast of premium hot tubs. Some of the popular places to stay with hot tubs include:See all holiday vacation rentals in Playa San Juan on PickleTrip
Yes, there are luxury cottages in Playa San Juan. Find more luxury, lakefront, winter, & last-minute cottage rentals near Playa San Juan.