Luxury Anna Maria Island Beach House Rental 5-Bedroom Vacation Home with Private Pool

Bedrooms: 5    Bathrooms: 3    Sleeps: 10    Save to Favorites

  • Property 977460
  • Gold (4 Star)
  • Anna Maria Island & Holmes Beach
  • Privately Owned Professionally Managed®
  • Minimum Stay: One Week
  • Average Rate: $816/Night
  • Rates do not reflect taxes and fees and are subject to change without notice.
  • Location: 5 Stars
  • Interior Decor: 4 Stars
  • Distance to Beach: 4 Stars
  • View: 3 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 with private pool seekers will fall in love with this beautifully renovated luxury Anna Maria Island beach house rental, perfectly located within walking distance to the island’s sugar-white beaches, charming boutiques, and local eateries along Pine Avenue. This stunning five-bedroom, three-and-a-half-bath home combines the warmth of coastal living with the elegance of a modern retreat. The open-concept layout and split-floor design make it ideal for large families or multiple couples traveling together. Guests will enjoy a private heated pool, lanai with ample seating, and a canal-side dock for kayaking or paddleboarding adventures. Every detail has been designed for comfort, creating a serene, sun-soaked getaway where lifelong memories are made. Inside, the airy open floor plan welcomes you with coastal-inspired décor, soft neutral tones, and abundant natural light. The spacious living area features plush seating, a large flat-screen TV, and direct access to the lanai, seamlessly blending indoor and outdoor living. Whether you’re gathering for movie night or simply relaxing after a day on the beach, this inviting space makes everyone feel right at home. The fully equipped kitchen is a chef’s delight, featuring sleek granite countertops, stainless steel appliances, and plenty of space to prepare meals for the entire group. A large island doubles as a breakfast bar, perfect for casual dining or evening cocktails. The adjoining dining area offers a bright, welcoming space for family dinners or festive celebrations, all while overlooking the pool and lush tropical landscape beyond. The primary suite provides the ultimate retreat, complete with a king-size bed, flat-screen TV, and an elegant ensuite bathroom featuring a jetted tub and walk-in shower. The combination of plush bedding and soothing tones creates a peaceful haven where guests can unwind after a day exploring the island. Two guest bedrooms are located adjacent to the primary suite, sharing a full-size bathroom and offering the convenience of a pocket door for privacy. Each bedroom features coastal décor, flat-screen TVs, and comfortable beds dressed in soft linens. On the opposite side of the home, two additional guest bedrooms share another full bathroom—perfect for larger groups or extended family members traveling together. Outdoors, the lanai is a highlight of this Anna Maria Island vacation rental with private pool. Spend leisurely afternoons lounging on comfortable patio furniture or enjoy alfresco dining in the warm Gulf breeze. The private heated pool invites you to take a refreshing dip any time of day, while the half pool bath ensures convenience for guests. This tranquil outdoor space is designed for relaxation and easy living under the Florida sun. The canal-side dock provides easy access for kayaks, paddleboards, or simply enjoying a quiet moment by the water. Bring your gear and spend mornings paddling through scenic waterways surrounded by mangroves and coastal wildlife. For the fishing enthusiasts in your group, it’s the perfect place to cast a line and take in the peaceful rhythm of the island. For added convenience, the home includes a full-size washer and dryer, a mini fridge in the laundry room, a barbecue grill, and a beach cart stocked with essentials for a day by the sea. With Wi-Fi throughout, every modern comfort is at your fingertips, making this home both luxurious and practical for your Anna Maria Island getaway. Guests can stroll or take the free island trolley to explore Pine Avenue’s boutiques, cafes, and ice cream shops, or wander to nearby beaches where turquoise waters and soft sands await. The island’s laid-back atmosphere, scenic bike paths, and waterfront dining make it one of Florida’s most sought-after destinations for family vacations and romantic escapes alike. This luxury Anna Maria Island beach house rental offers everything you need for a memorable stay — modern comfort, resort-style amenities, and an unbeatable location near the beach. Whether relaxing poolside, exploring the island by bike, or watching the sunset over the Gulf, this home invites guests to experience the true spirit of Anna Maria Island. Note: Parking is limited to 4 vehicles. 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 preferred 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.