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Top 4 Anna Maria Island House Rentals

Finding a good vacation rental isn’t always easy. Do you want a top-floor view or street-level convenience? There are plenty of questions to ask yourself before booking a vacation rental. Determine how many beds you need, whether or not you’re bringing a pet, and whether you prefer to be close to the ocean? Or maybe you want an Anna Maria Island rental with a pool? Perhaps most importantly, how many friends or family members are joining you on this trip?

Take a gander at our top four Anna Maria Island rental homes. These vacation homes are perfect for families and groups, with enough beds to go around and enough activities to keep everyone satisfied. Keep reading to learn about some of our favorite Anna Maria Island vacation rentals equipped to house a crowd.

Living room of Anna Maria Island vacation rental

Sea Pearl

Sea Pearl is great rental house for large groups or families. With three bedrooms and two and a half bathrooms, it makes for a perfect rental for all types of travel groups. It is also one of the best pet-friendly places to stay on Anna Maria Island, so be sure to bring Fido along. Sea Pearl comes with a luxurious poolside patio area, an area for kids to play by day, and a cool place for evening drinks by night.

Sea Pearl suite has access to a canal, making it accessible to boats, kayaks, and paddleboards. Avid fishers will love being able to drive their boat right up to their vacation rental after an afternoon cruise around the island. If you’re looking for a rental option with both amenities and water access, then the Sea Pearl is the right spot for you. 

Back yard and pool area of Anna Maria Island rental home

Coconut Bayou

Coconut Bayou is a rental house that sleeps six with three bedrooms and three bathrooms. This beautiful rental is also dog-friendly. Near the North End of Anna Maria Island, Coconut Bayou is located near many shops and restaurants for you to have a night out. Coconut Bayou is also close to many beaches and in a nice and quiet neighborhood. It is a great intimate getaway location if you are looking to relax and unwind. With regular five-star reviews from guests who stay there, you can’t go wrong with Coconut Bayou. 

Plan Your Vacation

Are you ready to start planning your next Anna Maria Island vacation? Check out our vacation rentals on Anna Maria Island, they are perfect for your next family vacation or a romantic getaway! Find the perfect rental for you and your loved ones.

Inside view of Anna Maria Island vacation rental home

The Idle House

The Idle House invites you to sit back, relax, and be idle during your vacation. This Holmes Beach rental unit has four bedrooms and four bathrooms, offering incomparable luxury for large groups. With all brand-new amenities and a homey, ranch-like aesthetic, The Idle House is the perfect getaway for a group of friends or for your family. Enjoy a game of golf at a nearby course or spend the day exploring Holmes Beach. The Idle House offers close proximity to plenty of things to do. This rental is also close to bays and canal fronts, making it an ideal spot to participate in some great boating endeavors. 

Pool and canal view of Anna Maria rental

Sailors Dream

Sailors Dream is a three-bedroom, three-bathroom rental with a stunning waterfront view. Close to fishing, snorkeling, and other seaside activities, this rental makes for an idyllic stay for smaller groups. This is a great place to tune out the world around you and enjoy the ocean. With close proximity to the ocean, this rental is favorite among multi-generational families. Sailors Dream has plenty for both kids and adults to do while on the island.

Celebrating grandma’s birthday on Anna Maria Island? Planning a bachelorette with your friends? Whether you’re looking for a quiet getaway or a fun weekend, our rentals provide spacious accommodations for your crew. We also have multiple Anna Maria pet-friendly vacation rentals too! Spend the day at the beach, an afternoon shopping, and an evening enjoying a delicious meal. No matter what you are looking for, Anna Maria Island has the trip for you.