Anna Maria Main House & Guest House with Pool Bay Beach Across the Street

Experience the ultimate coastal retreat that boasts a luxurious and expansive vacation estate offering eight bedrooms and six bathrooms! Located just across the street from the pristine Tampa Bay, this home embodies beachside elegance with breathtaking water views, a private pool, and a sprawling backyard. Take a short stroll and explore Pine Avenue’s local shops, top rated restaurants, and island attractions. This wonderful private residence combines comfort, luxury, and seamless bay and beach access for the ultimate island escape!

• 2-minute walk to Pine Avenue’s shops, boutiques, restaurants, and water activities

The lush backyard is a true haven for families and groups, featuring a sparkling heated swimming pool complete with an in-pool tiki table, a soothing spa, and plenty of lounge chairs. Whether you're planning a lively family BBQ feast, playing a game of ping pong, or enjoying panoramic views from several balconies, this backyard oasis provides everything you need to make lasting memories together!

Inside the main residence, you'll find a spacious, elegant living area perfect for gatherings. The chic, comfortable seating invites relaxation for movie nights or casual chats. The formal dining table offers plenty of space for family dinners, while the fully equipped kitchen, with deluxe appliances and a large island with additional bar seating, an area where everyone can come together.

The main home boasts a spacious primary suite on the third floor, featuring a plush king bed, private balcony with stunning bay views, and an ensuite with a walk-in shower, double vanity, and soaking tub, an ideal sanctuary. This home is perfect for accommodating large groups with four additional king bedrooms. A fun bunk room consists of a full-over-full bunk with a trundle, a cozy area for kids or extra guests.

Across the backyard, the guest house adds flexibility, featuring two king bedrooms that share an ensuite, Jack-and-Jill style, bathroom with a walk-in shower, modern, coastal decor, TVs for entertainment, and generous storage.

• Primary Bedroom (3rd floor): King bed, ensuite with walk-in shower

• Second Bedroom (3rd floor): King bed, Shared hallway full bath

• Third Bedroom (3rd floor): King bed, Shared hallway full bath

• Fourth Bedroom (3rd floor): King bed, ensuite with walk-in shower

• Fifth Bedroom (2nd floor): King bed, ensuite with walk-in shower

• Sixth Bedroom (2nd floor) Full-over-full bunk and twin trundle

• Seventh Bedroom: King bed, Jack-and-Jill style bathroom

• Eighth Bedroom: King bed, Jack-and-Jill style bathroom

Book today and enjoy a luxurious, Bayfront escape perfect for large groups or family reunions. With stunning water views, outdoor paradise amenities, and easy access to beaches, shops, and waterfront dining, this estate offers everything you need for an unforgettable Anna Maria Island vacation! Reserve now and create lifelong memories in this premier coastal retreat!

This home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company.

4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.

With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our Anna Maria Island Accommodations Rental Policies for full details.

Please Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

• 2-minute walk to Pine Avenue’s shops, boutiques, restaurants, and water activities

Please note that this two-building property has a main house and guest house situated on the island's north end right across the street from Tampa Bay! The tropical backyard oasis has a heated pool, spa, and generous lounging space. You will be able to gaze upon the beautiful bay water views from the home which is just a block away from Pine Avenue’s featured local restaurants and boutiques.

*Please note: 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

This property allows pets - there will be an additional pet fee associated.