Updated Home with Pool, Spa, and Outdoor Bar! By the Beach!

Pineapple Key by Anna Maria Vacations
4505 Gulf Dr, Holmes Beach, FL 34217
VRC16-000364

Welcome to Pineapple Key, a charming beach house just minutes from the sugar-white sands of the Manatee Beach! This beautifully landscaped four-bedroom, two-bath home features a private pool, in-ground spa, and tropical outdoor living spaces, making it ideal for friends and family gatherings. Located within walking distance of the beach, shops, and restaurants, Pineapple Key embodies relaxed island living with all the comforts you need for a memorable Anna Maria Island escape!

Highlights
• 4-minute walk to Manatee Public Beach
• 4 Bedroom / 2 Bath
• 3 Kings, 2 Twin-over-twin Bunks
• Private pool and in-ground spa
• Outdoor lanai and tiki bar
• BBQ grill
• Pool and Ping Pong Table
• Short walk or trolley ride to shops, waterfront dining, and local attractions
• Washer and dryer
• 8 Parking Spaces

Relax in your lush, tropical backyard featuring a private pool, in-ground spa, and spacious outdoor lounge with a tiki bar, dining table, and hybrid ping pong/pool table. The outdoor living space is perfect for family cookouts, sunbathing, or enjoying evening cocktails. Take a short walk or hop on the trolley to explore the beautiful beaches, waterfront restaurants, and local shops of Holmes Beach, everything is designed for island fun and relaxation.

Inside, discover a vibrant, relaxed coastal decor that captures the essence of island living. The spacious living room is equipped with comfy seating, a TV, and colorful accents, perfect for movie nights or unwinding after a day on the beach. The fully stocked kitchen features high-quality appliances, plenty of counter space, and opens to the dining area. The outdoor lanai offers additional space to relax, dine, and enjoy the tropical atmosphere.

Rest assured in the primary bedroom with a king-sized bed, crisp linens, and an ensuite bathroom with a walk-in shower, your private oasis for rejuvenation. The second and third bedrooms each offer a king bed and premium mattresses, both decorated with colorful coastal decor and storage for your beach essentials. The fourth bedroom has bunk beds with twin over twin configurations, perfect for kids. The hall bathroom with a shower/tub combo provides additional comfort for all guests.

Room Details
• Primary Bedroom: King bed, ensuite bathroom
• Second Bedroom: King bed
• Third Bedroom: King bed
• Fourth Bedroom: Twin-over-twin bunk beds

Book Pineapple Key today and enjoy an unforgettable getaway on Anna Maria Island. With its beautiful water views, private pool and spa, outdoor entertainment, and nearby beaches, this home offers everything you need for a relaxing and memorable escape!


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This property participates in our Professional Linen Program. In Anna Maria Vacation's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high quality linens; including bedding, bath towels, wash cloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology.

This home is managed by Anna Maria Vacations, an Anna Maria Island property management company.

8 cars maximum are able to park at this home. 2 parking spaces are covered while the additional 6 are uncovered. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.

Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.