Pineapple Beach Rentals & Places to Stay

Find the best beach rentals in Pineapple Beach - We found 1401 exact matches

About Pineapple Beach Beach Home Rentals on PickleTrip

Looking for a pickleball stay or beach rental near Pineapple Beach? PickleTrip™ features more than 1401 pickleball stays or beach rentals that are perfect for your next holiday. Discover properties that are within walking distance away from Pineapple Beach. Several of these vacation rentals in Pineapple Beach 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 Pineapple Beach.

PickleTrip™ Offers 1401 holiday homes and places to stay in Pineapple Beach. 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 Pineapple Beach Beach Rentals

There are a lot of options in Pineapple Beach. If you plan on staying in the Pineapple Beach 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 Pineapple Beach:

The average cost for a beach rental in Pineapple Beach is $515 per night. PickleTrip has a wide assortment of great beachfront homes near Pineapple Beach that would suit your needs.
Yes, we have 1401 beach rentals with pools available in Pineapple Beach. Check our search bar to find a selection of vacation rentals available near Pineapple Beach.
Yes, here are the top beach rentals in Pineapple Beach that allow you to bring your pet:

See all pet-friendly beach rentals in Pineapple Beach 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 Pineapple Beach to find one that works for you.
As of 2025, the data from PickleTrip shows that there are over 1401 properties with private swimming pools or private homes with indoor pools in the Pineapple Beach area.
About 1401 properties in Pineapple Beach boast of having access to hot tubs.