CLICK HERE to see all openings for your dates
telephone iconUSA TOLL FREE
telephone iconUK FREE PHONE
telephone iconDE FREE PHONE

Island Pineapple
- 4 bedrooms and 4 bathrooms in Holmes Beach, FL

Availability and Booking

Click on the calendar to select Check In and Check Out dates. This requires 2 clicks to select your date range.
Available Date
Unavailable Date
Selected Dates
Arrival Date:  
Number of Nights:  

For a customized vacation experience:

Check Out the My AMV App!

At A Glance

  • 2,750 sq feet with open floor plan
  • Custom 4 bedroom and 4 bathroom home
  • Only 2 blocks from the Gulf beaches
  • Private screen-in heated pool
  • Covered lanai with plenty of outdoor seating
  • Great central location near shops and restaraunts
  • Large balcony with perfect outdoor dining area
  • Professionally decorated
  • Gourmet kitchen


Island Pineapple

404 80th Street

Holmes Beach, FL 34217


Island Pineapple is a gorgeous newly renovated 4 bedroom and 4 bathroom home that features a stunning backyard oasis perfect for a large family getaway. Sit back and relax in the tropical oasis of a backyard that features a private screened-in heated pool, a covered lanai and plenty of outdoor seating.

The interior of this amazing home is just as grand. 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. Professionally decorated and renovated in December 2018. No small detail was overlooked for your luxurious Anna Maria Island getaway.

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!

Bedrooms & Bathrooms

This beautiful home features 4 bedrooms and 4 bathrooms--with 1 king, 2 queens and 2 sets of bunk beds.


Relax and unwind in your own backyard oasis at Island Pineapple. Enjoy the large private 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.

** If you would like to have your pool heated, we kindly ask that you please contact AMV at least 10 days prior to your arrival so that it ensures us ample time to fulfill your request. We do offer pool heat as needed as a courtesy to our guests at no additional charge. All of our pools and pool equipment are closely monitored by the pool company for your safety, we kindly ask that the controls not be tampered with- most of the systems are locked for this reason. Due to the island's strict 10pm noise ordinance, the pool heaters will not run overnight. Please remember, outdoor spas are not hot tubs (some properties have a spa, some have a hot tub). Generally speaking, our winter months are considered from November through April. During these months we do our best to ensure that the pools are heated to a temperature of 82 degrees. However, please be aware that even in Central Florida we do occasionally get cold spells that can send the temperatures down into the 30's for a few nights in a row. This will cause the pool water temperature to draw down to in the 70's and a pool pump will automatically shut down if the outside temperature gets too cold. The pump will then kick back on in the morning and begin re-heating of the pool back to 82, which may take several days depending on the severity of the cold spell. Ultimately, these situations are beyond our control. Other issues such as severe weather conditions, equipment malfunction, temporary loss of use of equipment or amenities due to maintenance purposes or other items do happen for time to time. Please be aware that AMV cannot issue refunds during your stay based on acts of God. However, please know that in the rare event of pool equipment malfunction during your stay, AMV will do everything in our power to expedite repairs as quickly as possible as we certainly want you to enjoy your heated pool and Florida sunshine to the fullest extent possible! Anna Maria Vacations thanks you in advance for your understanding on this issue..

Request Information


Perfect big family rental

By: Trip Date: 02/02/2019

My sister and I and our 2 big families stayed here for 3 weeks. We loved it! SO MUCH room and all on one floor. No multiple flights of tiles stairs that we’ve experienced at other rentals. We all had large rooms with our own bathrooms, the kitchen is great, a large relaxing living room, plenty of parking, and an Awesome pool. The pool was so big the kids could kayak in it and they played on the air hockey and ping pong tables for hours. We loved having lunch in the outdoor dining/kitchen area. The house was well stocked with games, movies, and beach supplies. The kitchen was well stocked as well. The master bedroom was Beautiful and we loved the huge soaker tub! It was also a really quiet street. A short walk to the beach…We took White Ave (one street over) out to the beach everyday because they have a shower and a bathroom at that beach entrance. We enjoyed our time here very much! Happy memories made at The Island Pineapple! ❤️🍍❤️

Christy, thank you for the 5 star review of Island Pineapple! We are so glad you enjoyed this property and it’s amenities including the large pool, air hockey and ping pong table, and short walk to White Ave. We thank you for staying with us and hope to have you back soon for more happy memories!