Your Beach Retreat Awaits

You're just steps away from the Anna Maria Weekly Rental cozy cottages of Holmes Beach Hideaway
Holmes Beach - Anna Maria Island, Florida


Sunny Daze

Brand new renovations and furnishings in 2018 including New hurricane strength windows and doors. Walk onto the white sands and into the clear waters of the Gulf of Mexico from this Anna Maria Beach House, currently renting Sunny Daze and Seascape cottages, nestled in Holmes Beach on picturesque Anna Maria Island, Florida.

We Are Pet Friendly

Don't leave your pooch at home. We allow your under 30 lb dog to join you at our Holmes Beach Weekly Rental for a small fee. Please review our Pet Policy or call us for details.

Destination: Anna Maria Island, FL

Anna Maria Island is a barrier island on Florida’s Gulf Coast just south of Tampa Bay. Just seven miles long and eight blocks wide, it's known for its broad beaches, like Manatee Beach Park. Anna Maria Island’s uniqueness revolves around its gorgeous white powdery beaches and zoning guidelines for both commercial and residential properties. No drive thru’s are allowed on the island. The maximum height for all buildings on the island is 37 feet. Anna Maria Island continues to be considered “old Florida”- a quiet place families come to enjoy. The beach and a simpler life we all aspire to attain full time in our lives is here! Our Anna Maria Island Weekly Rentals are available to book now!

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Sunny Daze

Awesome place! Awesome location! Awesome host!
Pablo and Debi
Atlanta, GA


Holmes Beach Hideaway is our Anna Maria Cottage Rental located right off Gulf Drive perfectly nestled between The Beach and Anna Maria Island Centre. The Shopping area features Publix Supermarket, Walgreen's and a host of restaurants, shopping, rentals, and print and mail services. NO CAR NEEDED, but you can rent a Golf Cart! Walk anywhere or take the free trolley at the pickup only a block from the house.


Our two bedroom/one bath Anna Maria Weekly Rental House have all the comforts of home. We know you'll spend most of your time exploring the island. However we do provide games and On Demand movies for those rainy days. Cook dinner on the back patio grill and eat outside under the sun umbrella. The cottages are equipped with a washer and dryer as well as plenty of parking space and don't worry about losing your keys, there is a digital keypad and your code is the last 4 of your phone number!


Holmes Beach is often overlooked for the North Island but is less congested and offers easy access to shopping and dining. The best part about Holmes Beach is that you are perfectly in between Anna Maria and Bradenton Beach. Once you arrive, you can leave your car behind! Stroll to nearby shops, restaurants, grocery, or the Grassy Point nature preserve. Explore the rest of the island by hopping on the free trolley just one block away. We are station C 27th Street. And if you are really feeling adventurous, shop, eat or play in the surrounding resort towns of Sarasota, St. Pete or Bradenton. Everything you need for your relaxing beach getaway is at your fingertips inside the cottage or just a short walk away on the island. The only thing missing is – YOU!


We are the McIntire-Wolf family... Tavi, Erica and Eli. We are so excited to have the opportunity to share our beach cottages with you. We live in Denver, CO but have been vacationing at the Gulf Coast for our entire lives. We are really thrilled to be working directly with our guests and are very eager to give you the best vacation experience possible! Relax, your Florida Beach Vacation will be AMAZING!


Your host Tavi Wolf is waiting to respond to any question you may have!