Holmes Beach 40 Anna Maria Island vacation rental with private pool and red door

Anna Maria Island Vacation Rentals

This barrier island off the coast of Manatee County, Florida, feels a world away from the thrills and spills of Orlando and the hustle and bustle of Miami. Anna Maria Island is a place of relaxation, a place to step off the hectic carousel of life and take a breather. One of the biggest draws is the unbroken white sand beach that runs the full 7-mile length of the island, which is the ideal place to kick back and unwind in the soothing rays of the Florida sun. Guests more inclined to an active vacation can rent bikes and cycle around the island, or don diving gear and explore life below the waves.

We have a fantastic selection of beautiful Anna Maria Island vacation rentals, including waterfront homes near all the best attractions, sights, and restaurants on the island. They are perfect for couples and families who are looking for a Florida seaside vacation and with fantastic facilities including private pools, games rooms, and pet-friendly villas all available, your Anna Maria Island villa stay is sure to be luxurious and unforgettable.

Pelican walking along the beach by a pier on Anna Maria Island
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Anna Maria Island vacation homes with Travel Extras

When planning a vacation to Anna Maria Island, Florida, consider using our fabulous Travel Extras service to enhance your stay. These vacation homes offer a range of added services and amenities that make your experience even more enjoyable.

From private chefs to arranging an Anna Maria Island vacation rental with golf cart, and grocery deliveries to attraction tickets, our Travel Extras take your Anna Maria Island vacation rental to the next level, creating custom experiences and services to tailor your trip to your requirements.

Types of Anna Maria Island vacation rentals

Anna Maria Island rentals with a pool - Bradenton Beach 23 wood-clad home with balcony and private pool

Anna Maria Island vacation rentals with private pool

No Floridian retreat is complete without a stunning vacation home with an idyllic pool, where you can simply laze and wile away your day. The properties in Anna Maria Island are varied and crisp, with waterside pools, wrap-around pools, and oblong pools all on offer here. No matter where you stay, the private pools here dominate the grounds of your vacation home, so you are sure to be treated to a stunningly designed outdoor space that you won’t ever want to leave. Explore our Anna Maria Island rentals with pools so you can find the one you’ve been dreaming of.

Whether you're seeking a family-friendly vacation home or a romantic retreat, Anna Maria Island vacation rentals with pools offer the perfect blend of comfort, privacy, and relaxation. After a day of exploring the island's stunning beaches, charming boutiques, and delicious dining options, you can return to your vacation rental and enjoy a refreshing swim or simply unwind by the pool, taking in the beauty of your surroundings.

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Holmes Beach 38 Anna Maria Island vacation rental with game room with foosball table and arcade machine

Anna Maria Island vacation rentals with game rooms

When planning your vacation to Anna Maria Island, Florida, prepare to be bowled over by our vacation homes with game rooms for added entertainment and fun. Anna Maria Island vacation rentals with game rooms offer a fantastic way to keep everyone in your group entertained, especially during downtime or evenings spent indoors.

The game rooms in these vacation rentals are equipped with a variety of entertainment options. including arcade machines, pool tables, foosball tables, or even home theater systems, providing a range of activities to suit different interests and preferences.

Renting a vacation home with a game room allows you to enjoy friendly competitions, engage in family bonding, or simply relax and have a good time with your travel companions. It's a great way to create lasting memories and make your vacation experience even more enjoyable.

Holmes Beach 48 Anna Maria Island pet friendly vacation rental

Pet friendly vacation rentals Anna Maria Island

Planning a vacation to Anna Maria Island, Florida, and want to bring your furry friend along? Look no further than our pet friendly vacation rentals on Anna Maria Island. These accommodations cater to both you and your beloved four-legged companion, ensuring a memorable and enjoyable stay for the entire family.

Pet friendly vacation rentals on Anna Maria Island provide a comfortable and welcoming environment for both you and your pet. These rentals often feature amenities such as fenced yards or designated pet areas, allowing your furry friend to roam and play freely.

The surrounding area of Anna Maria Island is also pet-friendly, with many parks, trails, and beaches welcoming well-behaved dogs. You and your pet can enjoy long walks along the coastline, explore nature trails, or simply relax and soak up the sun together.