Anna Maria Island Vacation Rental 4-Bedroom Cottage with Heated Pool

Bedrooms: 4    Bathrooms: 3    Sleeps: 8    Save to Favorites

  • Property 885107
  • Silver (3 Star)
  • Anna Maria Island & Holmes Beach
  • Privately Owned Professionally Managed®
  • Minimum Stay: One Week
  • Average Rate: $645/Night
  • Rates do not reflect taxes and fees and are subject to change without notice.
  • Location: 5 Stars
  • Interior Decor: 3 Stars
  • Distance to Beach: 4 Stars
  • View: 2 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 Anna Maria Island cottages provide the ultimate island retreat for families and friends seeking a relaxing getaway with modern comforts. This spacious 4-bedroom, 3-bath cottage offers the perfect balance of convenience and charm, just steps from the Bay Beach and only a short stroll from the famous Bean Point Beach. Surrounded by natural beauty and coastal charm, this rental home invites you to unwind by the heated private pool, explore seven miles of pristine beaches, or enjoy endless island adventures. Whether it’s lounging in the backyard oasis, sharing meals around the large dining table, or taking the free trolley to explore local shops and restaurants, every moment spent here brings you closer to the essence of Anna Maria Island living. This thoughtfully designed ground-level cottage provides a relaxed, open atmosphere where comfort and coastal style meet. The backyard patio spans the length of the home, offering plenty of space for sunbathing, outdoor dining, and grilling. With shaded areas as well as sunny lounging spots, guests can enjoy the Florida outdoors in every season. A sparkling heated pool serves as the centerpiece of this backyard paradise, perfect for refreshing swims after a day of beach exploration. Inside, the fully equipped kitchen makes meal preparation effortless. Gather around the dining table with seating for eight, where you can enjoy family dinners, game nights, or morning coffee before setting out for a day of island discovery. The open layout encourages togetherness, while thoughtful details ensure your stay feels easy and carefree. The cottage features four well-appointed bedrooms to accommodate families or groups of friends comfortably. The primary suite offers a king bed, a private bath with dual sinks, and a walk-in shower, along with private outdoor access. Two additional bedrooms each feature queen beds, while the fourth bedroom is ideal for kids or additional guests with a bunk bed setup: twin on top, double on the bottom, plus a twin trundle. With three bathrooms in total, mornings and evenings flow with ease, allowing everyone to get ready for their day or wind down comfortably. The thoughtful design ensures privacy while also offering ample shared spaces to gather and connect. Guests staying at this Anna Maria Island vacation rental will love the location—just one block from Bay Beach and moments from Bean Point Beach, renowned for its tranquil beauty and incredible sunsets. Take leisurely walks to the shoreline, capture photographs of vibrant skies, or relax on the sand as you listen to the soothing Gulf waters. Beyond the beaches, Anna Maria Island offers a free trolley system running from early morning until late evening. This makes it easy to reach local boutiques, galleries, and waterfront restaurants without needing to drive. Whether you’re seeking fresh seafood, charming cafes, or unique island shops, everything is just a trolley ride away. Nature lovers and adventure seekers will appreciate the island’s opportunities for kayaking, paddleboarding, fishing, and dolphin spotting. The nearby piers provide excellent vantage points for sunrise views over Tampa Bay, while the seven-mile stretch of uninterrupted shoreline invites long walks or bike rides through breathtaking coastal scenery. This rental offers all the ingredients for a seamless island stay: comfort, convenience, and proximity to Anna Maria Island’s best attractions. Whether you spend your days lounging poolside, exploring the beaches, or savoring the island’s culinary delights, this cottage is designed to make your vacation memorable from start to finish. Guests often comment on the blend of peaceful seclusion and easy access to the island’s highlights. It’s a place where you can disconnect from the stress of daily life while staying connected to the very best of Anna Maria Island. This balance makes it the perfect choice for families, groups, or couples who want a home-away-from-home atmosphere during their beach escape. 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 alternate options that may be available in Anna Maria Island and open for your dates. All guests are VIPs and will receive complimentary concierge services prior to 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.