Cloud 9 is a luxurious beach-front beauty with 4 bedrooms and 4.5 bathrooms. Appropriately named, this home will have you feeling like you are floating on cloud nine. It is beautifully decorated with a shabby chic flair, and all rooms have been finished with king-sized beds and en suite bathrooms.

Located directly on the water, this quaint 2 bedrooms 2 bath cottage is the perfect place to enjoy breathtaking views of the Gulf of Mexico, Tampa Bay, the Egmont Key lighthouse, and the Skyway Bridge. Enjoy the sunset each evening as you relax in the spacious great room that reflects the neutral, peaceful design of the immaculately decorated cottage.

Private oasis back yard with a large heated pool and your own Beach Volleyball Court. Step out the back gate to the Gulf Beaches. Renovated home with all the conveniences. Ground Floor - Four Bedrooms, Four Bathrooms and plenty of toys to enjoy. Bikes, Paddle Boards, Kayak and a Golf Cart Included.

Equipped with a back yard putt putt course, this spacious 4 bedrooms 4 bathroom home is the perfect destination for a trip with family or friends. It’s located just down the street from the lively Pine Avenue, and just a short walk across the street to the beach, boasting amazing views of Tampa Bay, the Sunshine Skyway Bridge, and Anna Maria City Pier.

This unique, elevated island home with 4 bedrooms and 2 bathrooms is the perfect place to enjoy a little R&R at the beach. Located on the north end of Anna Maria Island, it is a short walk to the bustling Pine Avenue with great options for shopping and dining, as well as close to the historic Rod and Reel Pier and Anna Maria City Pier.

Stunning panoramic views from this two-story house right on Tampa Bay overlooking the Sunshine Skyway Bridge and the new Anna Maria City Pier! Watch the bridge light up as the sun sets and cruise ships cross under the bridge on their way out to sea!

This beachfront coastal gem is close to all Pine Avenue shops, eateries, Farmers Market and Piers on the Bay. You can enjoy the ultimate in island living while having the constant presence of the blue, green and teal colors of the magnificent waters of the Gulf of Mexico in your sight. Providing the quintessential ambiance for a sunny getaway or blissful daily life.

Serendipity Deux is a beautiful 4 bedroom, 4.5 bath home with a beachfront pool and spa. Located on the north end of the island, Serendipity Deux provides beautiful views of the entrance to Tampa Bay that you will never forget. The gourmet kitchen and professionally decorated interior are equally as beautiful. It is ready to provide you with both the activity and relaxation you are looking for.

Tropical 3/2 Hideaway on the north end of Anna Maria Island

Bean Point Beach front Beauty... North End of AMI .... 4 Bedrooms

Mintfish is a 4 bedroom, 4 bath ground-level luxury vacation home located on a canal. Enjoy the quiet water view from the dock to watch the sunset. Play in the pool. Being on a large corner lot allows amazing views of the water and a quiet, serene setting. Mintfish is a blend of luxury and nature that you won’t want to miss.

Limefish is a 3 bedroom, 3 bath ground level luxury beachfront home located at the north end of beautiful Holmes Beach. Imagine sitting on the deck with your morning coffee while you watch dolphins play in the Gulf of Mexico. Or walking out of the back door onto the white sand beach to play or relax. You have fantastic views of the water both inside and outside of the home.

Weekly price range only as we are only allowed to rent for 7 days.

SEA La VIE is a luxurious home featuring an open floor plan. This 4 bedroom/3.5 bath home offers unique and well-appointed surroundings to make your stay amazing. Located on the north end of Anna Maria Island, near many activities and restaurants, SEA La VIE is sure to be a new favorite for you!

Welcome to Paradise Point, your idyllic vacation rental in the heart of Holmes Beach, Florida. This stunning property offers a perfect blend of comfort, convenience, and coastal charm, ensuring an unforgettable getaway.
3/2 with a pool, 1 king and 2 Queens

Welcome to Island Hideaway, an exquisite vacation rental nestled on Anna Maria Island. Impeccable in every detail, this stunning home offers an abundance of natural light and showcases superior craftsmanship. Prepare to be captivated by the views of your secluded oasis, complete with a heated saltwater pool and spa, surrounded by native landscaping of vibrant flowers and swaying palm trees.