The Island Pineapple

At A Glance

• 2,750 sq feet with open floor plan
• Custom 4 bedroom and 4 bathroom home – sleeps up to 10
• Only 2 blocks from the Gulf beaches
• One of the largest private screen-in heated pool on the island
• Covered lanai with plenty of outdoor seating
• Great central location near shops and restaurants

Are you looking for the ideal vacation rental for your getaway? Look no further, because you have found it at the Island Pineapple House on Anna Maria Island. Island Pineapple is a gorgeous newly renovated 4 bedroom and 4 bathroom home that features everything you want and need for a great vacation.

Located in the center of Holmes Beach, you are close to the amenities of both Holmes Beach and The City of Anna Maria. On this 7-mile long Barrier Reef Island, you are never too far from any of the lovely beaches, local eateries and quaint shops. You can easily explore the Island by foot, bikes, golf cart or by enjoying the free Island Trolley service.  

Relax and unwind in your own backyard oasis at Island Pineapple. Relax in one of the largest privately owned screened-in heated pool or play a fun game of pool-side air hockey. The covered and screened lanai offers plenty of outdoor seating and makes for a great gathering place to enjoy a meal grilled on the BBQ provided for your convenience.

The enormous pool area was truly designed with entertainment in mind. There are three covered open-air lounging areas surrounding the pool for relaxing in the shade! Enjoy grilling and eating outside at the patio dining area or gather round to watch the game on the large flat screen TV-poolside. In addition, a separate large air-conditioned playroom downstairs also provides additional space where everyone can enjoy playing games, competing in ping-pong or pool, and enjoy the big 58” TV with some video games.  Since the beach is only a couple of blocks away, beach towels, beach chairs, umbrella are provided for your use, along with wagons to help you get there and back and enjoy your time at the beach.

The interior of this amazing home is just as fun and inviting. The open concept kitchen, dining and living areas allow everyone to spend some quality time together while still offering enough space for privacy when you want to enjoy some quiet moments. There are generous quantities of dining and cooking utensils, as well as ample linens and towels. Have small children in your party – no need to rent equipment. For your convenience, a highchair, toddler seat and pack-n-play are provided on-site along with a pack ‘n play (stored in the master bedroom closet.) 

No small detail was overlooked to make your vacation time as comfortable and relaxing as possible. Unwind in paradise and take advantage of the incredible location, large open layout and wonderful amenities when you choose to vacation at Island Pineapple. Call our reservations team today to start planning your getaway!