Anna Maria Island Vacation Homes

Welcome to your FantaSea vacation home. With stunning, award-winning gulf sunsets right out the back gate, this home on the North End of Anna Maria Island will have you wishing you could stay forever. 4 Bedrooms, 4 Bathrooms, and unlimited opportunities for the vacation of a lifetime. Even approved pets are welcome to come take in the sunsets on the private patio, stroll down Pine Ave, and take the golf cart out for dinner.

Serendipity 1 is aptly named, as it is a peaceful piece of paradise nestled into the north end of Anna Maria Island. With this house, beachfront really means beachfront. Just a few steps out of the door, your feet will hit the white sands of the beach as your eyes sweep out across the ocean. With 4 bedrooms and picturesque windows giving you a view of the sea, and decor that welcomes you in with open arms, Serendipity 1 has everything that your group could desire for a dreamy beach vacation.

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.

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.

Welcome to paradise! Appropriately named, our home Cloud 9, will have you feeling like you are floating! This beachfront blends modernity with relaxation to give your group a heavenly experience. Located on the North End of Anna Maria Island, the 4 bedrooms are perfectly outfitted with King Beds and En-Suite Bathrooms. Cook up a delicious dinner in the Chef’s Kitchen, open a bottle of wine from the Wine Cooler, and enjoy a sunset meal on your private covered porch.

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!

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.

Welcome to beachfront paradise! LimeFish’s luxurious, bohemian aura makes it the perfect spot for a trip with family or friends. With its recently remodeled 3 bedrooms, direct beach access, and breathtaking views, your group will check in and never want to leave. Take in the sights from the backyard or take out one of the paddleboards to the beautiful beach. When you’re ready for something else, load your group up into the golf cart and head to Pine Ave for world-class dining.

SEA La VIE is a luxurious home featuring an open floor plan. This 3 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 WAVES, this stunning 4-bedroom home is eagerly awaiting your arrival after undergoing a full remodel ensuring a luxurious and comfortable stay for all guests. Waves feature double front porches that offer stunning vistas of sparkling turquoise waters, having your ultimate beach view retreat located across the street from the Beach.

Experience pure bliss at our breathtaking vacation rental situated on the picturesque Anna Maria Island. This property invites you to indulge in the epitome of coastal living, with a pristine new pool and spa, it is ideal for basking in the radiant Florida sunshine. Embrace outdoor adventure with our charming 9-hole putt-putt course, offering hours of enjoyment for all ages. Additionally, our exclusive private dock grants effortless access to the shimmering waters, allowing you to embark on kayaking or paddleboarding escapades, immersing yourself in the natural splendor of the island's scenic waterways.