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Anna Maria Island Beach House Rentals & Places to Stay

Find the best beach rentals in Anna Maria Island - We found 4160 exact matches

About Anna Maria Island Beach Home Rentals on PickleTrip

Looking for a pickleball stay or beach rental near Anna Maria Island? PickleTrip™ features more than 4160 pickleball stays or beach rentals that are perfect for your next holiday. Discover properties that are within walking distance away from Anna Maria Island. Several of these vacation rentals in Anna Maria Island 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 Anna Maria Island.

PickleTrip™ Offers 4160 holiday homes and places to stay in Anna Maria Island. 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 Anna Maria Island Beach Rentals

The average cost for a beach rental in Anna Maria Island is $564 per night. PickleTrip has a wide assortment of great beachfront homes near Anna Maria Island that would suit your needs.
Yes, we have 4160 beach rentals with pools available in Anna Maria Island. Check our search bar to find a selection of vacation rentals available near Anna Maria Island.
Yes, here are the top beach rentals in Anna Maria Island that allow you to bring your pet:

See all pet-friendly beach rentals in Anna Maria Island 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 Anna Maria Island to find one that works for you.
As of 2025, the data from PickleTrip shows that there are over 4160 properties with private swimming pools or private homes with indoor pools in the Anna Maria Island area.
About 4160 properties in Anna Maria Island boast of having access to hot tubs.