The Pineapple Beach House Rentals & Places to Stay

Find the best beach rentals in The Pineapple - We found 48 exact matches

About The Pineapple Beach Home Rentals on PickleTrip

Looking for a pickleball stay or beach rental near The Pineapple? PickleTrip™ features more than 48 pickleball stays or beach rentals that are perfect for your next holiday. Discover properties that are within walking distance away from The Pineapple. Several of these vacation rentals in The Pineapple are kid-friendly & family-friendly, and are near top local attraction spots, to give guests an unforgettable travel experience. PickleTrip™’s rental listings come in all shapes and sizes for large groups, friends, or couples, or wedding retreats in The Pineapple.

PickleTrip™ Offers 48 holiday homes and places to stay in The Pineapple. The site provides unique Airbnb, VRBO, PickleTrip-style accommodations to fit your trip or get away with your friends and family.

PickleTrip™ beachfront rentals give you the best travel experience that makes it easy to find and book the best place to stay at the best destinations.

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Frequently Asked Questions About The Pineapple Beach Rentals

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

Yes, we have 48 beach rentals with pools available in The Pineapple. Check our search bar to find a selection of vacation rentals available near The Pineapple.
Yes, here are the top beach rentals in The Pineapple that allow you to bring your pet:

See all pet-friendly beach rentals in The Pineapple on PickleTrip

Most of the beach rentals we list are suitable for families or groups. Check out the complete list of the beach houses in The Pineapple to find one that works for you.
As of 2025, the data from PickleTrip shows that there are over 48 properties with private swimming pools or private homes with indoor pools in the The Pineapple area.
About 48 properties in The Pineapple boast of having access to hot tubs.