1. USA
  2. Florida
  3. Anna Maria Island
  4. Summer Rental

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 Casai.com

With 6959 summer rental in or near Anna Maria Island? Look no further than Casai for your upcoming summer getaway. Whether you're traveling with family, friends, or a group, we offer a wide selection of holiday homes and villas designed for the perfect summer retreat.

Our holiday homes and villas in Anna Maria Island come with a range of top amenities, including private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, nearby parks, luxurious bedrooms, bathtubs, and pet-friendly environments.

Searching for a relaxing retreat in Anna Maria Island to make unforgettable summer memories? Casai has you covered with a variety of options, including unique condos, luxury resorts, bungalows, cozy cabins, RVs, and cottages in Anna Maria Island.

Show more
Show less

Frequently Asked Questions About Anna Maria Island Luxury Rentals

In 2025, Casai offers 6959 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 $564. Check the full list of summer accommodations in Anna Maria Island.
There are 6959 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Casai.com.

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 Casai.com.

Yes, We have 6959 summer rental homes in Anna Maria Island and types of place to stay in Anna Maria Island include:

  • Vacation Homes: 6959 available for rent
  • Villas: 6959 Rentals available for rent
  • Holiday Apartments: 6959 Rentals available for rent
  • Hotels with Suites: 6959 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.