Anna Maria Island Vacation Rental - Luxury Waterfront Home with Pool & Dock

Bedrooms: 4    Bathrooms: 5    Sleeps: 10    Save to Favorites

  • Property 5157
  • Gold (4 Star)
  • Anna Maria Island & Holmes Beach
  • Privately Owned Professionally Managed®
  • Minimum Stay: One Week
  • Location: 5 Stars
  • Interior Decor: 4 Stars
  • Distance to Beach: 4 Stars
  • View: 4 Stars
  • On-Call Management: 5 Stars

Why Book with Emerald Kite?

Your vacation deserves more than a gamble! When renting with private owner listing platforms it's easy to miss critical details about a property. You may end up in a home that doesn't suit your needs.

Emerald Kite provides detailed, one-on-one consultations BEFORE booking to discuss the property, proximity to attractions, and special requirements.

Why settle for less?

Call Our Local Agent

USA: 941.900.4552

Intl: +1 941.900.4552

7 Days a Week 9am - 10pm EST



Anna Maria Island vacation rentals and luxury waterfront homes on Anna Maria Sound offer travelers a rare combination of modern elegance, coastal charm, and a location that feels both peaceful and connected. This four-bedroom, five-and-a-half-bath retreat is perfectly positioned along the shimmering waters of Sarasota Bay, giving guests panoramic views and direct access to boating, fishing, and paddleboarding adventures. Just minutes from Anna Maria Island’s famous sugar-sand beaches and vibrant attractions, the property offers a private heated pool, expansive deck space, and multiple balconies designed for savoring sunrise coffee or sunset cocktails. Each spacious bedroom features its own ensuite bathroom, ensuring comfort and privacy, while a playful bunk room makes this residence an ideal choice for families traveling with children or groups of friends. Inside, the main living floor is open and airy, with floor-to-ceiling windows framing the sparkling bay. Plush seating invites guests to gather in the great room, while a flat-screen TV and soft coastal décor make the space welcoming and stylish. The gourmet kitchen is a chef’s delight, with high-end appliances, a breakfast bar for casual dining, and a large table for family-style meals. The main-level primary king suite includes an ensuite bathroom and balcony access, offering guests a private sanctuary with breathtaking water views. The second level extends the home’s comfort and functionality with two additional king suites, each featuring ensuite baths and private spaces to unwind. A bunk room with two twin-over-twin bunk beds provides a fun and cozy retreat for kids or teens, sleeping up to four guests. A shared hallway bathroom, a convenient kitchenette, and a laundry room make this floor a practical and comfortable hub for families or groups traveling together. At ground level, the home is designed for fun and relaxation. A large garage holds vacation extras including a ping pong table, basketball hoop, board games, and beach gear, ensuring endless entertainment options. Guests will appreciate the lounge and game space, as well as a full pool bathroom with a walk-in shower for easy access when spending the day outdoors. The outdoor oasis is a highlight of this Anna Maria Island luxury vacation rental. A sparkling heated pool with ample lounge seating invites long days of sunbathing and swimming. A spacious Trex deck creates a perfect spot for evening cocktails or casual outdoor meals, while the private dock makes boating and fishing adventures effortless. A poolside bathroom, outdoor shower, and gas barbecue grill complete the backyard amenities, creating a seamless blend of relaxation and recreation. Guests will love that this home is designed with convenience in mind. Central air conditioning ensures cool comfort throughout, Wi-Fi keeps everyone connected, and televisions in each bedroom provide personal entertainment. Quality linens, hairdryers in each bathroom, and a fully stocked kitchen with cookware, blender, rice cooker, and coffee maker allow guests to enjoy every comfort of home. The property’s location makes it one of the most desirable vacation rentals on Anna Maria Island. From here, you can walk to the beach, explore nearby parks, or hop on the free island trolley to discover local boutiques, ice cream shops, and waterfront restaurants. Just minutes away, the island’s bustling dining scene offers fresh seafood, island cocktails, and sunset views you’ll never forget. Beyond the island, Sarasota Bay and the Gulf Coast provide endless opportunities for adventure. Kayaking and paddleboarding through mangrove estuaries, fishing from your private dock, or exploring nearby preserves give guests a true taste of Florida’s natural beauty. Golf courses, cultural attractions, and family-friendly excursions are all within easy reach, making this home a perfect base for exploration. Whether your plans include boating, beachcombing, or lounging poolside, this Anna Maria Sound waterfront retreat offers the perfect setting. The combination of spacious interiors, multiple balconies, and luxurious finishes creates a home that’s as practical as it is breathtaking. Every detail has been designed to make your stay memorable, whether you’re visiting for a family reunion, couples’ getaway, or week of island adventure with friends. With sweeping views, luxury amenities, and easy access to everything Anna Maria Island is known for, this vacation rental delivers the ultimate Florida experience. From sunrise coffee on the balcony to stargazing from the dock, each day unfolds with beauty and ease in this bayfront paradise. Emerald Kite has been welcoming visitors to Anna Maria Island for over 20 years. We provide one-on-one assistance on our phone line where you can discuss this Anna Maria Sound property or alternate options available for your dates. All guests are VIPs and enjoy complimentary concierge services before and during their stay, ensuring a seamless and memorable Florida vacation.

Available! Call Local Agent - 941.900.4552

Note: Rentals are a minimum of 7 nights, from Saturday to Saturday.

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Photo Disclaimer: Images represent the overall interior and furnishings of a property at the time photographs are taken. Owners do and will continue to decorate and change furnishings, beds, etc. at their discretion and these updates/changes may not be reflected. Views of the property's closest beach, mountain or ski areas may also be represented, however, these images may not reflect the view from the actual accommodation. Views from the property may be limited by natural tree growth outside of our control.