The Shady Pineapple

In Santa Rosa Beach

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We welcome you to

The Shady Pineapple

Welcome to Shady Pineapple! This 3-story luxurious home is 2–3-minute walk (5 houses away) to the beach and features a heated private pool, outdoor kitchen, fire pit and close proximity to Stinky’s Fish Camp, Shunk Gulley’s and Gulf Place! The beach access is just at the end of the street and has no car parking which makes it less busy and one of the best access! Enjoy partial gulf views from the second and third story balconies!

DETAILS:

This gorgeous new home is set up for pure enjoyment for

Experience Your Perfect Getaway

along the shores

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Amenities

At The Shady Pineapple

This home has everything you will need for a comfortable stay. Guests have access to the entire home and everything the space has to offer which includes:
5 Bedrooms
Sleeps 14
5.5 Bathrooms
4 Parking Spots
Air Conditioning, Central Heating
Baking Sheet, Blender, Coffee Maker, Pots & Pans, Dishes & Utensils, Dishwasher, Freezer, Kitchen, Microwave, Oven, Refrigerator, Stove, Toaster, Wine Glasses
Linens Provided, Clothes Dryer, Extra Pillows & Blankets, Hot Water, Washing Machine
Games/Board Games, Video Games, Television
Dining Table, Private Entrance
Hair Dryer, Iron & Board
Deck/Patio (uncovered)
Communal Pool
Shampoo
Free Internet

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Guests

The Details

A Bit More About This Property

Welcome to Shady Pineapple! This 3-story luxurious home is 2–3-minute walk (5 houses away) to the beach and features a heated private pool, outdoor kitchen, fire pit and close proximity to Stinky’s Fish Camp, Shunk Gulley’s and Gulf Place! The beach access is just at the end of the street and has no car parking which makes it less busy and one of the best access! Enjoy partial gulf views from the second and third story balconies!

DETAILS:

This gorgeous new home is set up for pure enjoyment for

 

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Why our guests

LOVE STAYING HERE

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One of the best Airbnbs we’ve ever stayed at! The backyard was the perfect spot to relax and hang out, and the beach was just a short walk away. We loved having the golf cart for quick trips to grab coffee and explore the area. The house was spotless, well-stocked with thoughtful amenities, and felt so comfortable. It truly had everything we needed and more. We absolutely loved our stay—it was perfect for our trip!
Jaime O.
August 2025
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Great proximity to the beach and restaurants. Loved having the golf cart to get around. Lindsay was super helpful in connecting me to get chairs set up at the beach. Some elements of the property could use some TLC
Brooke P.
July 2025
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Great place close to the beach! Lindsay was helpful & the pool was nice. Would definitely stay here again!
Julie O.
May 2025
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Great home for families in Santa Rosa…easy beach access and a wonderful back yard for fun and relaxation!
Kelly S.
April 2025
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The house is beautiful and accommodated our large family perfectly. We thoroughly enjoyed the backyard and pool. The beach is an easy walk from the house. Our family would definitely stay here again!
Lauren E.
April 2025
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Wonderful location and beautiful home! Very friendly and prompt communication as well. As far as location, it's as good as it gets! Super convenient to the beach (very walkable even with small kids). Look forward to staying here again!
Rahul A.
March 2025
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Lindsay's place is beautiful and spacious. You will not want to leave it. Our family had a wonderful time and we enjoyed the backyard space! Plenty of rooms and bathrooms and supplies for the beach. Absolutely loved our stay!
Dawn S.
December 2024
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Perfect size for the number in our party. We could be in the same common areas in the house, and we weren't fumbling over each other. Backyard, deck, pool and surrounding space was perfect for our use. Everything worked and functional. Lots of glassware and plates, silverware, etc. Walk to the beach and local restaurants were convenient.
Chris M.
October 2024
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The perfect home for a family vacation!! Roomy main spaces and kitchen with all the gadgets needed. Spacious bedrooms and bathrooms with a perfect outdoor living space to entertain the whole family. We loved hanging outside in the backyard in the pool and playing cornhole/ping pong. We also loved that the home had bikes and beach equipment to use. Cannot harp on how incredible Lindsay was! The area was expecting a pretty gnarly storm and Lindsay was checking in to make sure we were aware of the weather and what we should expect. We hope to be back with more family next time!
Brooke M.
September 2024
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Our stay was fantastic. Everyone had plenty of space in the house to spread out. It is in a fantastic location, only a short walk from the beach. Overall, we had a great time and would highly recommend this vacation spot.
Sandy A.
September 2024
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Location, location! We loved how close this family friendly house was to the beach. The home was beautiful and the outdoor pool was a major bonus. The large kitchen and living room were lovely to spend quality time together. We enjoyed staying here and hope to come back again.
Rebekah R.
August 2024
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We’ve been renting beach homes for over 20 years. Lindsay is among the best ever. Her home was perfect for us.
Joe P.
August 2024
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Overall, we had a great stay with our group of 13. There was plenty of space for us to spread out, and the pool area was nice. The kids really enjoyed the outdoor ping pong table. The only downside during our stay was the internet; constant signal drops made watching movies or using it for remote work almost impossible. However, we would recommend and stay at the home again.
Julian M.
July 2024
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We really enjoyed the house. It was the right place for the family vacation. The surrounding are great. We look forward to coming back there in the future.
Robert O.
May 2024
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This is an awesome house for a large group. There are so many bedrooms and bathrooms. Our group cooked meals at home and the kitchen is a great size, the fridge is huge! The space was comfortable for all of us to eat and be entertained. The backyard is so comfortable. We loved the fire pit. location is great! It’s a quick walk down to the beach and a quick bike ride to local coffee. Easy access to sidewalks and bike paths
Monica S.
November 2023
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The place was beautiful and the views and amenities were amazing. Loved being able to ride bikes to the beach and restaurants. Enjoyed the backyard watching the games and enjoyed the fire pit (have to buy your own wood). But there were no towels in bathrooms they were all in the drier and washing machine. The third floor and second floor (room to the right had blood tinged comforter/ sheets on bed and noticed some towels had dried round bugs (resembling bed bugs) on towels! There were a few stains on couches and bar stools and some scuff marks around the house. For the price of the cleaning fee it should of been a little cleaner. Other that those few things it’s definitely somewhere I would recommend and stay again.
Madison M.
November 2023
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Highly recommended! The place was absolutely beautiful and spacious. The beds were very comfortable, even the bunk rooms! Perfect for a bachelorette. The beach is 5 min walk away. We couldn’t recommend this place enough!
Vy N.
October 2023
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We had a fabulous stay at this place. So many activities for the beach and otherwise, we had the best time!
Glenn H.
September 2023
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This house has everything you need- it’s location to the beach is perfect! The pool and backyard so relaxing and ideal for kids and adults! Inside is spacious with plenty of room for everyone and the amenities are top notch ! The location is close to shops and restaurants but nicely a mile down the road so you don’t have all the people and traffic! Ideal vacation spot!
Nicole Cheng
April 2023
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850.608.4448
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