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Anna Maria Island Summer Rentals, Cottages & Cabins

Book a Place to Stay in Anna Maria Island for Your Summer Getaway

About Anna Maria Island Summer Rental on StayAndPlay

Looking for the perfect summer golf trip in Anna Maria Island? StayAndPlay offers a unique collection of golf villa rentals, including golf cabins, golf resorts, golf retreats, and more. Our properties are equipped with luxurious amenities such as private decks, swimming pools, hot tubs, Wi-Fi, and stunning golf course views. Whether you’re traveling with family, friends, or a larger group, our golf accommodations in Anna Maria Island provide the ideal setting for an unforgettable golf vacation.

Make the most of your summer golf retreat in Anna Maria Island with StayAndPlay. Our selection of golf accommodations ensures maximum comfort and relaxation. From elegant golf villas to private golf retreats and cozy golf cabins, each home offers a one-of-a-kind experience on the course. Find your perfect golf villa for the ultimate summer retreat in Anna Maria Island with StayAndPlay. Ready to make your best swing? Book your dream golf escape with StayAndPlay!

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Frequently Asked Questions About Anna Maria Island Luxury Rentals

In 2025, StayAndPlay.com offers 6908 summer rentals in or around Anna Maria Island. 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 Anna Maria Island is $600. Check the full list of summer accommodations in Anna Maria Island.
There are 6908 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with StayAndPlay.

Yes, here are some popular summer holiday rentals in Anna Maria Island that have a private or indoor pool:

Check all holiday rentals with a pool in Anna Maria Island on StayAndPlay.

Yes, We have 6908 summer rental homes in Anna Maria Island and types of place to stay in Anna Maria Island include:

  • Vacation Homes: 6908 available for rent
  • Villas: 6908 Rentals available for rent
  • Holiday Apartments: 6908 Rentals available for rent
  • Hotels with Suites: 6908 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Anna Maria Island. 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 Anna Maria Island.