Walk to Beach Retreat Pool Golf Cart Bicycles & Water Views

Santa Rosa Beach, Florida
$0 avg/night
Bed 5

Bed

Bath 5

Bath

Home Private Vacation Home

Property Type

Sleep 16

Max Sleeps

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, 6-seater golf cart, bicycles 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!

This home's best feature is the county owned beach access just steps away. It does offer very limited parking so it doesn't get as busy as other accesses as it is mostly visitors within walking distance!

DETAILS:
This gorgeous new home is set up for pure enjoyment for everyone in your family in beautiful Dune Allen Beach! Featuring 5 bedrooms, 5 ½ bathrooms and accommodations for 16, making the Shady Pineapple the dream vacation. Walk to the beach in less than 5 minutes (1 block) or walk to Gulf Place (approx. 1 mile) or stay home and enjoy the gas grill, heated private pool (can be heated for additional fee) or make a bonfire to enjoy all evening!

The first floor features shiplap walls with professional décor and is flooded with natural light for everyone to enjoy with an open floorplan featuring a gourmet kitchen with an oversized island featuring quartz countertop and wolf gas range, an ice maker to fill up your cooler and a spacious living room, and dining room area. The private pool has lounge chairs and a hammock surrounding it with a privacy fence for pure enjoyment. There is a pool alarm on the French doors leaving the house.

The second floor features suite that boasts king size bed, a balcony with a partial gulf views, private bathroom with shower. The second master bedroom features a king-size bed with a private bath that features a shower. The third bedroom features two twin-size beds with a private bathroom that features a shower and tub combo.

The third floor features an amazing gathering space that offers a sofa sleeper couch, a set of bunk beds and a table for games and a wet bar. All of this space is adjoining to an oversized balcony to enjoy with partial gulf view. The fifth bedroom features a king-size bed with a private bathroom that has a shower and tub combo.

When you're not at the beach that is one block away (less than a 5-minute walk) you can dip into the pool or relax poolside in one of the chaise lounges chairs! This luxury beach home is set up to enjoy all evening too! If you don't want to walk to Gulf Place for dinner, you can grill out in the backyard and enjoy your own private bonfire in the fire pit.

There is approximately 4 parking spots. There is also an attached garage that will have beach chairs, sand toys and bicycles that are available for your use. Due to damage and missing items, the contents are continually changing. We also provide beach towels!

HOME CONFIGURATION + SLEEPING ARRANGEMENTS:
Sleeps: 16 people
5 Bedrooms / 5.5 Baths

FIRST FLOOR: Sleeps 2
-Kitchen, Dining Area, and Living Room
-Primary Bedroom Suite: King Bed with Private Bath (Shower and freestanding bath)

SECOND FLOOR: Sleeps 8
-Bedroom Suite 2: King Bed with Private Bath with shower and balcony
-Bedroom Suite 3: King Bed with Private Bath with shower
-Bedroom 3: 2 sets of bunk beds (totaling 4 twin size beds) with a private bath with a shower/tub combo and balcony

THIRD FLOOR: Sleeps 6
-Bedroom Suite 4: King Bed with bath with shower/tub combo
-Bonus living room with bunk beds: 1 sofa sleeper, with wet bar and adjoining balcony with 1 set of bunk beds tucked away off the living room

HOME HIGHLIGHTS:
- Stunning luxury home
- High-end finishes
- Private Fire pit
- Professionally decorated
- Designed for Maximum Family Fun
- Gathering Room stocked with classic games
- Multiple Beach Accesses one block away
- Private Heated *Pool Heat is available for an additional $300 (pre-tax).
-Must sign golf cart waiver to use golf cart and rental agreement.
- Neighboring Communities – Gulf Place, Dune Allen, Blue Mountain Beach
Guests under 25 must be accompanied by an adult chaperone throughout their entire stay (we require drivers license photo). Parties and events are not allowed on the property. Pool heating is available for an additional fee, and guests must sign a pool waiver prior to staying. Security cameras are on the exterior of the home.

In case of hurricanes or bad weather or due to necessary repairs, certain amenities may be closed and unavailable during your stay. We cannot guarantee the availability of each amenity. We do not offer refunds for bad weather unless there is a mandatory evacuation declared by local authorities. Please see evaluate your options for travel insurance at the time of booking through the platform.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 3453 Sq Ft (321 Sq M)
  • KITCHEN

    Blender Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Spices Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Fenced Yard Firepit Garden Gas Grill
  • POOL/SPA

    Fence Around The Pool Heated Pool Private Pool
  • BATHROOMS

    5.5 Bathrooms Bathtub Or Shower Hair Dryer Towels Provided
  • WORKSPACES

    Desk
  • LANGS SPOKEN

    English
  • ENTERTAINMENT

    Smart TV
  • LIVING SPACES

    Fireplace
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Highchair
  • SUITABILITY/ACCESSIBILITY

    No Elevators Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 16

Map Map

School District Availability

Review Review

  • Kelly Z.

    Submitted Mar 31, 2026

    Stayed Mar 2, 2026

    Our stay was a 10/10! After a 5 night stay, we still weren’t ready to leave! The house is STUNNING! It has everything you could possibly imagine to make your stay comfortable and convenient. The backyard was a favorite, as we love spending time outdoors. Our host had all the amenities for a beach day, which made our days at the beach so much fun! Lindsay was very prompt to get back to me with any questions that I had. I told my husband after our stay that I would never need to visit any where else while vacationing! As long as this home is available, we will be back! Thank you Lindsay! You knocked it out of the park!

  • Dana M.

    Submitted Mar 30, 2026

    Stayed Mar 11, 2026

    We had a wonderful time in this beautiful home. It was perfect for our family. Lindsay was fabulous to work with as she was in constant communication with any questions we had.

  • Kyrstin G.

    Submitted Jan 2, 2026

    Stayed Dec 24, 2025

    Very spacious home with plenty of bedrooms and bathrooms. The kitchen was well stocked with supplies and the frig/freezer were huge. The backyard outdoor space was perfect. We enjoyed the heated pool, the firepit, and the backyard games. The golf cart and bikes were also great. The garage has many items for you to use at the beach which was just a block away. We definitely recommend staying here!

  • Amanda Z.

    Submitted Oct 30, 2025

    Stayed Sep 13, 2025

    This is a beautiful house, the bedroom / baths were perfect for us. Owner communicated very quickly and gave us the info we needed. A couple items could be updated: family room furniture is very uncomfortable and not enough seating for the house. There were no storage containers in the kitchen for leftovers. The outdoor ping pong table was very old and not useable. This property had a brand-new golf cart and was very close to the beach, we loved staying here. A lot of thought into everything else in this property.

  • Submitted Oct 21, 2025

    Stayed Oct 11, 2025

    It was a magical week!! No detail has been neglected about the Shady Pineapple!! We will return!!

  • Dess F.

    Submitted Oct 14, 2025

    Stayed Oct 3, 2025

    Perfect home for large families- plenty of room and activities available for all age groups. Everything you need is there - so nice to have towels for the pool available. Home was clean and well supplied. Definitely recommend this beautiful home as close to beach and wonderful backyard with pool.

  • Lisa P.

    Submitted Sep 30, 2025

    Stayed Sep 25, 2025

    Overall the property is nice. Checkin was late after 4 and checkout was ten. I feel like a day was lost. Beach towels had to be washed before leaving. I would think a service would do that to ensure they are deep cleaned.

  • Bryan C.

    Submitted Sep 15, 2025

    Stayed Sep 7, 2025

    Excellent property 10/10

  • Kinzie L.

    Submitted Sep 2, 2025

    Stayed Aug 28, 2025

    Great location and very responsive hosts! The layout of the house was great for bigger groups of people. Loved having access to the golf cart and bikes on site! Only small downfall- the shower water never gets warm (there’s a sign in the bathroom telling you to turn the showers on then go out on a run and come back and it will be warm). Overall great experience!

  • Sara P.

    Submitted Jun 30, 2025

    Stayed Jun 21, 2025

    Very nice house with a short walk to the beach. Golf cart is new and was fun for short trips. Our kiddos loved the pool as well as the small turf area for playing. I enjoyed walking in the neighborhood and felt very safe there. We had plenty of space for our three families to spread out, and the big kitchen allowed for several of us to be in there at once. This property was a great location for our annual family beach vacation.

  • Candice H.

    Submitted Jun 15, 2025

    Stayed Jun 7, 2025

    This is a beautiful home, looks just like the pictures. Quiet street with a convenient, quick walk to the beach. We loved our stay here and will return.

  • Kaley H.

    Submitted Jun 8, 2025

    Stayed May 31, 2025

    This house and location could not have been any better! The first floor kitchen/dining/living area was perfect for family night devotions, conversations and card games. The pool area was just off the main living area close to the kitchen making it easy for lunches and snacks out by the pool. The sun shelf was a plus for the little one! Lots of seating by the pool and the older kids enjoyed many games of ping pong and corn hole! The turf grass was awesome! No stickers so you could walk around barefoot! We were shocked to find a garage stocked with bicycles, pool floats, 8-10 beach chairs, lots of beach towels, umbrella, beach wagon, cooler on wheels and many other things that I’m sure I’m missing! The house was an easy 5 minute or less walk with great access to the beach at the end of the street. Older kids and adults enjoyed the coffee shop and breakfast burritos at cafe amore about 1 mile down 30a. By golf cart it only took a few minutes to get there. We’re not big seafood fans so we tried Mimmo’s Italian a 5-10 min drive and it was a fan favorite! My only suggestions would be to put TV back on porch. In the pictures it shows a TV but it was not there during our stay. The kitchen was pretty well stocked with glasses, dishes and utensils but we needed large pots and pans for feeding our large crowd. Would also recommend a complete knife set. We didn’t have enough for steak dinner night! Otherwise our week could not have been more perfect! Book this house!

  • Brenda B.

    Submitted Jun 1, 2025

    Stayed May 7, 2025

    This was our second stay in this home with our children and grandchildren and we can't say enough about how much we love our time here. The amenities of this property saved our vacation due the beach being double red flagged throughout the majority of our stay, due to weather conditions. A few of our favorite things about this property is that there is plenty of areas for everyone to have their space, the fabulous gourmet kitchen, the outdoor space / pool area and the close proximity to the beach. We also enjoyed walks and bike rides with our grandchildren around oyster lake.

  • Lori J.

    Submitted May 20, 2025

    Stayed May 15, 2025

    This house was in the perfect location and provided us with everything we needed! It was well stocked. The extra pool towels were a plus! Having an umbrella in the pool worked out great for those who still wanted to be in the water but not the sun. We will definitely book this gorgeous house again!

  • Darlene B.

    Submitted Apr 26, 2025

    Stayed Apr 20, 2025

    Beautiful home in a great location to the beach. We can’t wait to come back !!

  • James D.

    Submitted Dec 31, 2024

    Stayed Dec 28, 2024

    Had a wonderful time with two families (9 people) staying at the property. Hosts were great and very on top of communication, as was the property manager. House was clean and had plenty of space, including room for several more than we had. Just a few blocks to beach access. Backyard area with pool, turf, fire pit, and covered back porch is among the best you’ll find on 30A. Would definitely stay here again!

  • Bryan E.

    Submitted Oct 15, 2024

    Stayed Sep 29, 2024

    Had a great stay at the property with three families with young kids. Excellent location, super clean, well appointed kitchen. Tons of space to spread out. Backyard is amazing. Would definitely return.

  • Jolivette W.

    Submitted Oct 6, 2024

    Stayed Oct 4, 2024

    This home was perfect for our family getaway. We hired a private chef, and the kitchen fully accommodated the chef’s needs. Perfect location for our beach bonfire. The property owners were very kind and responsive for all of our needs. Check in process was easy, with no issues. 10/10. Great stay!

  • Ann Marie K.

    Submitted Aug 14, 2024

    Stayed Jul 13, 2024

    The home is very nice, however some unfortunate issues popped up that we had to deal with. Main Freezer in kitchen, not working, freezer alarm peeping throughout the week and had to daily mop up the water on the floor, because of a toddler was a bit annoying. Had to use freezer in garage. Not a big issue but it was much smaller and we had a big crew. Also, one hot water heater broke early in our week, owner fixed it as quickly as he could but meant no hot showers for us till the day before we were leaving. Bummer but it happens. And the top floor gets uncomfortably hot, there is AC but it does not make a difference, it was very hot there for the people who used the beds on the 3rd floor. I realize things break, so can’t

  • Danielle K.

    Submitted Aug 5, 2024

    Stayed Jul 27, 2024

    We enjoyed our stay so much! Loved the open concept first floor with pool on the same level. Allow our family to be together even more. The location and beach access was so easy. We hope to return.

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Total

Includes taxes and fees
$1,131+
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