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

Bedrooms: 5    Bathrooms: 5    Sleeps: 15    Save to Favorites

  • Property 901608
  • 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 rental and Anna Maria Island luxury home blend bayfront living with refined comfort, offering the ultimate coastal escape for families and groups. Perfectly situated just three blocks from the island’s iconic white sandy beaches and a short stroll to the lively shops and restaurants of Bridge Street, this five-bedroom, five-and-a-half-bath retreat promises the best of both water adventures and island relaxation. Guests will enjoy a private dock on the bay, a heated pool with spa, and a rooftop deck showcasing panoramic views of the Sunshine Skyway Bridge and downtown Sarasota. Designed for those who crave comfort, style, and the outdoors, this vacation home includes two living rooms, gourmet kitchens, and multiple outdoor lounge areas, making it the ideal choice for boaters, beach lovers, and anyone seeking an unforgettable Anna Maria Island vacation rental. Step into a spacious and welcoming interior where two separate living rooms create the perfect setup for families and groups to spread out. Each living area offers plush seating, large windows, and views of the bay where dolphins and manatees are often spotted. Natural light floods the home, creating a bright and airy coastal atmosphere. The fully equipped kitchens are designed for both casual and gourmet cooking, featuring stainless steel appliances, a large prep island, and stylish dining areas. Whether preparing fresh seafood from the local market or enjoying a leisurely breakfast before hitting the beach, these kitchens cater to every need. The primary bedroom on the third level offers a peaceful retreat with a king bed, private balcony overlooking the water, and a spa-inspired ensuite complete with a soaking tub and walk-in shower. After a day of boating or beachcombing, this luxurious suite is the perfect space to relax and recharge. Additional bedrooms ensure comfort and privacy for every guest. The second, third, and fourth bedrooms each feature king beds and ensuite bathrooms with walk-in showers, ideal for couples traveling together. The fifth bedroom is designed for children or larger groups, with three twin-over-twin bunk beds and its own ensuite bathroom. The heated pool with spa and sun shelf offers endless opportunities for relaxation and play. Spend sunny afternoons lounging by the water, enjoy a soothing soak in the spa, or dine al fresco on the patio with seating that overlooks the bay and passing boats. For truly spectacular scenery, head up to the rooftop deck. From sunrise to sunset, this spot offers breathtaking views of the marina, downtown Sarasota, and the Sunshine Skyway Bridge, making it one of the highlights of this Anna Maria Island luxury home. Outdoor enthusiasts will love the private dock, perfect for fishing or launching kayaks, paddleboards, and other water toys. While the boat lift is not available for guest use, the bay provides endless opportunities for water adventures just steps from your door. When it’s time to explore the island, you’re only a short walk to Bradenton Beach, where the Gulf of Mexico’s turquoise waters and powdery sands await. Bridge Street’s boutiques, waterfront dining, and family-friendly activities like mini golf are minutes away, ensuring plenty to do for all ages. This Anna Maria Island vacation rental offers the perfect balance of luxury, location, and leisure. Whether your idea of the perfect day is spent cruising the bay, lounging by the pool, or dining along the waterfront, this home is designed to provide unforgettable experiences. 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 property or explore alternate vacation rental options available for your dates. All guests are treated as VIPs and enjoy complimentary concierge services both before and during their stay.

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.