Luxury Vacation Villa Anna Maria Island Golf Cart Private Pool

Welcome to an extraordinary new addition to the luxury vacation landscape of Anna Maria Island — a private coastal retreat where sophisticated design, effortless comfort, and the unmistakable beauty of Old Florida come together. Set in Bradenton Beach and just a short four-minute walk from the Gulf beaches, this spectacular 7-bedroom, 7.5-bath residence delivers the kind of island experience that feels both elevated and completely relaxed. From the moment you arrive, it is clear that this is more than a beach house — it is a destination in itself.

Designed for unforgettable gatherings, the home offers an impressive combination of scale, style, and privacy. Bright, beautifully appointed interiors are paired with timeless coastal architecture, creating an atmosphere that feels fresh, refined, and distinctly Florida. Expansive gathering spaces invite everyone to come together, while multiple balconies and thoughtfully designed outdoor areas provide plenty of opportunities to slip away, breathe in the Gulf air, and enjoy the rhythm of island life.

At the heart of the home is an impressive chef-inspired kitchen designed to make everything from casual breakfasts to celebratory dinners feel effortless. Premium finishes, generous counter space, quality appliances, and an open-concept connection to the dining and living areas create a natural gathering place for the entire group. Whether you're preparing a fresh seafood feast from the local market or simply pouring coffee before a morning at the beach, the kitchen is designed to be as beautiful as it is functional.

The living spaces continue the home's sophisticated coastal aesthetic, offering an inviting setting for conversation, games, movie nights, and relaxing after a day in the sun. Large groups can spread out comfortably without ever feeling disconnected, making the home particularly well suited to families, reunions, milestone celebrations, and multi-generational vacations. Every detail has been selected to balance luxury with the easygoing comfort that makes an Anna Maria Island getaway so special.

Step outside and the home transforms into your own private island playground. The pool and spa create an inviting centerpiece for sunny afternoons, while the outdoor spaces provide room to lounge, dine, play, and reconnect. A putting area, ping pong, cornhole, and oversized Connect 4 give guests plenty of ways to keep the competition going long after the beach day is over. With a gas grill and outdoor dining area, evenings can naturally transition from poolside relaxation to an unforgettable al fresco dinner.

Then there is the rooftop deck — one of the home's true showstoppers. Located off the primary bedroom, this elevated retreat is the perfect place to start or end the day. Enjoy a quiet morning with a cup of coffee, gather with friends for golden-hour cocktails, or watch the sky transform over the island as the sun begins its descent. The rooftop vantage point captures the breezes, light, and laid-back beauty that define Anna Maria Island.

Sleeping accommodations are equally impressive. All seven bedrooms feature their own private en-suite bathrooms, creating a level of comfort and privacy that is exceptionally rare for larger vacation homes. The thoughtful configuration accommodates up to 14 guests while allowing everyone to enjoy their own personal retreat. With six king beds plus a dedicated bunk room with two twin bunk beds, the layout is ideal for families and groups traveling together.

The home's location adds another layer of luxury. The Gulf beaches are only a short walk away, while the complimentary golf cart makes exploring the island wonderfully easy. Cruise over for breakfast, head to the beach with the provided wagon and chairs, browse local shops, stop for an afternoon ice cream, or make your way to dinner without worrying about loading everyone into a car. The golf cart turns the island itself into an extension of your vacation home.

This is the kind of residence where the days begin slowly and somehow become unforgettable. Spend the morning walking barefoot along the Gulf, return home for a swim, challenge the family to a game of ping pong, and gather around the grill as the afternoon fades into sunset. Later, head to the rooftop deck and let the warm island breeze remind you that you have nowhere else you need to be.

Rated in the Ultra tier of its luxury collection, this residence represents a showcase-level Anna Maria Island experience, combining premium finishes, elevated design, exceptional amenities, and a location that places the best of Bradenton Beach within easy reach. It is sophisticated without being formal, luxurious without sacrificing comfort, and perfectly designed for guests who want their island vacation to feel truly exceptional. For those searching for a private coastal escape that delivers the ultimate combination of beach access, resort-style amenities, stylish interiors, and room for everyone to gather, this is Anna Maria Island living at its finest.

Every bedroom features a private en-suite bathroom

The bedroom configuration provides six king beds plus four twin beds in the bunk room, offering an excellent combination of privacy and flexibility for families and larger groups.

Complimentary golf cart for qualifying reservations

A complimentary golf cart is included with reservations made after June 18, 2026, making it easy to explore Anna Maria Island without constantly getting in and out of a car.

Golf cart drivers must be at least 21 years old and provide a valid driver's license and vehicle insurance. Non-U.S. driver's license holders have additional insurance requirements and are subject to the applicable daily golf cart insurance fee.

The Gulf beaches are approximately a four-minute walk from the home, making spontaneous beach mornings, afternoon swims, shell collecting, and spectacular sunset walks incredibly convenient.

Cruise between Bradenton Beach, Holmes Beach, and the City of Anna Maria in the included golf cart. Stop for coffee, browse boutiques, visit local galleries, and explore the island at your own pace.

Spend an afternoon exploring historic Bridge Street in Bradenton Beach, where you'll find restaurants, shops, waterfront attractions, and easy access to the pier and surrounding beach areas.

Head north to Pine Avenue for a classic Anna Maria Island experience. The colorful historic district features locally owned boutiques, galleries, cafés, bakeries, and island shops.

Get out on the Gulf and surrounding waterways for a chance to see wild dolphins while taking in the island from the water. Private and small-group tours are available throughout the area.

A sunset cruise is one of the quintessential Anna Maria Island experiences. Relax aboard the water as the sky turns brilliant shades of gold, pink, and orange over the Gulf.

Book a private excursion for dolphin watching, snorkeling, sandbar stops, swimming, shelling, or a customized day on the water. Local operators offer flexible experiences designed around your group.

Explore the calmer waters, mangroves, and surrounding waterways by kayak or paddleboard. Guided eco tours are available for guests who want to combine exercise with wildlife and nature viewing.

For something truly memorable, try a clear-bottom kayak experience, including nighttime LED tours that illuminate the water below and offer an unusual perspective on the island's marine environment.

Take a boat excursion to Egmont Key for a full day of Gulf adventure, beach time, snorkeling, wildlife viewing, and exploring one of the area's beautiful barrier islands.

Anna Maria Island and the surrounding Gulf waters are excellent for a variety of fishing experiences, from family-friendly inshore trips to deeper offshore adventures.

Spend a peaceful morning searching the shoreline for shells and other treasures washed ashore by the Gulf.

Explore the island's relatively compact layout by bicycle, with plenty of opportunities to stop for coffee, shopping, beach time, and lunch along the way.

Simply grab the provided beach chairs, walk toward the Gulf, and settle in for one of the island's most spectacular natural shows.

Guests don't have to leave the home to have a great day. Challenge the group to ping pong, cornhole, Connect 4, foosball, or a putting competition before cooling off in the pool and spa.

A classic choice for an elevated island dinner, The Waterfront focuses heavily on seafood and American/continental cuisine in a beautiful bayside setting. It is particularly well suited for a special evening, fresh seafood, cocktails, and a memorable sunset-adjacent dining experience.

For the quintessential toes-in-the-sand experience, Beach House pairs Gulf views with seafood-forward American cuisine. Expect favorites such as grouper, seafood dishes, island-inspired comfort food, and a lively waterfront atmosphere that is especially appealing around sunset.

One of Anna Maria Island's signature beachfront dining experiences, Sandbar offers the rare combination of dining directly on the beach and enjoying fresh seafood with Gulf views. Coconut shrimp, seafood favorites, tropical cocktails, and spectacular sunsets make this a memorable island stop.

Located in the historic Bridge Street district, Blue Marlin is a wonderful choice for a more intimate evening. The menu centers around fresh seafood and New American flavors, with dishes such as grouper, stone crab, and creative seafood preparations in a cozy island setting.

For a casual waterfront meal, head to the pier for fresh seafood, oysters, shrimp, fish, tacos, and other coastal favorites. The pier setting gives the restaurant a lively, distinctly island atmosphere and makes it an easy choice for families and groups.

A fun, casual island favorite, The Ugly Grouper is known for seafood, burgers, tacos, sandwiches, and a lively atmosphere. It is a good option when the group wants something relaxed, energetic, and family-friendly rather than formal.

When everyone wants a break from seafood, Isola Bella delivers an intimate Italian and Sicilian-inspired experience. Fresh pasta, house-made sauces, classic Italian dishes, and a charming atmosphere make it a particularly appealing option for date nights or a more sophisticated dinner.

Located near Bridge Street, this intimate Italian café and bistro is a great choice for classic comfort food. Think pasta, lasagna, bruschetta, charcuterie, and tiramisu in a smaller, more personal setting.

For breakfast, brunch, coffee, or a casual lunch, this beloved island café combines hearty breakfast favorites with a bakery and coastal shop. Breakfast burritos, pancakes, pastries, coffee, sandwiches, and homemade sweets make it an easy morning tradition.

A cozy neighborhood-style breakfast spot offering classic comfort food such as omelets, pancakes, waffles, grits, biscuits and gravy, and breakfast sandwiches. It is ideal for a relaxed start to a beach day.

For a lighter French-inspired breakfast or brunch, La Crêperie specializes in sweet and savory crêpes alongside quiche, omelets, salads, and café favorites. It is a charming alternative to the island's traditional breakfast spots.

A casual Pine Avenue favorite for tacos, burritos, and bowls, Poppo's offers fresh, customizable Mexican-inspired fare in a fast-casual setting. It is an excellent option for a quick lunch between beach time and shopping.

Perfect for a relaxed family dinner, Pizza Social specializes in handcrafted thin-crust pizzas made with scratch dough and house tomato sauce, along with salads and other casual favorites.

When the craving turns toward barbecue, Smoqehouse offers hearty smoked meats, sandwiches, brisket-focused specialties, and casual beach-town dining. It is especially well suited to an easy lunch after a day in the sun.

For a true Old Florida island experience, Skinny's is the kind of casual burger stop that feels like a local tradition. Expect classic burgers, crispy sides, cold drinks, outdoor seating, and an unmistakably laid-back beach atmosphere.

Just across the water in the historic fishing community of Cortez, Tide Tables is worth the short trip for guests who want a relaxed working-waterfront seafood experience. Fresh local fish and seafood are the focus, with a casual dockside atmosphere that captures an authentic slice of Florida's Gulf Coast.

For an especially authentic Old Florida experience, Star Fish Company in nearby Cortez combines a seafood market with informal dockside dining. Fresh local seafood, simple preparations, and picnic-table seating beside the working waterfront make it a favorite for those who prefer character over formality.

Guests are asked to respect the surrounding residential community and maintain reasonable noise levels throughout the day and night.

Minimum-stay requirements vary according to local regulations and may be three nights or more depending on the dates of travel.

The home is located in a residential community, so respectful neighborhood behavior is expected.

Starter linen and amenity supplies are provided for guests, including bath and pool/beach towels, bathroom essentials, paper products, kitchen supplies, dishwasher pods, laundry detergent pods, and basic cleaning supplies.