Entire home

Walk to Beach! Private Heated Pool, Golf Cart, Bikes, Fire Pit & More!

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Exterior - Walk to Beach! Private Heated Pool, Golf Cart, Bikes, Fire Pit & More! (Santa Rosa Beach)
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Exterior - Walk to Beach! Private Heated Pool, Golf Cart, Bikes, Fire Pit & More! (Santa Rosa Beach)
Fridge, microwave, oven, stovetop - Walk to Beach! Private Heated Pool, Golf Cart, Bikes, Fire Pit & More! (Santa Rosa Beach)
Welcome to Shady Pineapple, a luxurious 3-story home in beautiful Dune Allen Beach. Enjoy partial gulf views from the second and third story balconies, walk to the beach in less than 5 minutes or stroll over to Gulf Place. Unwind by the heated private pool, outdoor kitchen or fire pit after a day at Stinky’s Fish Camp and Shunk Gulley’s.

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms6 bathroomsSleeps 163453 sq ft

Popular amenities

  • Ocean view
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Walk to Beach! Private Heated Pool, Golf Cart, Bikes, Fire Pit & More!

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!

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 full-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 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.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 5.5 bathrooms
  • Bathtub
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • Smart TV

Outdoor areas

  • Balcony
  • Fenced yard
  • Firepit
  • Garden
  • Gas grill

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • No lift
  • Smoke-free property

Things to do

  • Heated pool

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Garden
  • Unit size: 3,453 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights, lock the doors and return the keys
Please wash any return any beach towels. Please plug in the golf cart and return the keys to the lockbox.
Failure to complete these may result in a negative review from the host.

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

We should mention

This property does not have any lifts

About the area

Located near the beach, this holiday home is in Dune Allen Beach, a neighbourhood in Santa Rosa Beach. While the natural beauty of Santa Rosa Beach and Grayton Beach State Park can be enjoyed by anyone, those looking for an activity can explore Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links. Sirens at the Beach and Blast Arcade and Laser Maze are also worth visiting. Visit our Santa Rosa Beach travel guide
View more Holiday homes in Santa Rosa Beach
Map
Santa Rosa Beach, FL

What's nearby

  • Its white sand beach for miles by hwy 30A.  And right around sunrise and sunset you get some very nice  Light
    Beach
    3 min walk - 0.3 km
  • SantaRosaBeach_SantaRosaBeachGolfClub_553248621560505600_04
    Santa Rosa Beach Golf Club
    14 min walk - 1.2 km
  • Our first view of the Gulf. Deer & bear can be found in the dunes area. Beautiful water & white sandy beach! #Trovember
    Topsail Hill Preserve State Park
    2 min drive - 1.8 km
  • South Walton Beaches
    3 min walk - 0.3 km
  • Santa Rosa Beach
    3 min walk - 0.3 km

Getting around

  • Fort Walton Beach, FL (VPS-Northwest Florida Regional)
    45 min drive

Restaurants

  • Burger King
    6 min drive
  • Palm Folly Hard Seltzer
    7 min drive
  • Del Taco
    6 min drive
  • Pub Grimes
    17 min walk
  • Outcast Bar & Grill
    6 min drive

Frequently asked questions

Does Walk to Beach! Private Heated Pool, Golf Cart, Bikes, Fire Pit & More! have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Walk to Beach! Private Heated Pool, Golf Cart, Bikes, Fire Pit & More! pet-friendly?

No, pets are not allowed at this property.

How much is parking at Walk to Beach! Private Heated Pool, Golf Cart, Bikes, Fire Pit & More!?

On-site parking is available at the property.

What time is check-in at Walk to Beach! Private Heated Pool, Golf Cart, Bikes, Fire Pit & More!?

Check-in begins at 4:00 PM.

What time is check-out at Walk to Beach! Private Heated Pool, Golf Cart, Bikes, Fire Pit & More!?

Checkout is at 10:00 AM.

Where is Walk to Beach! Private Heated Pool, Golf Cart, Bikes, Fire Pit & More! located?

Located in Dune Allen Beach, this holiday home is within a 5-minute walk of South Walton Beaches and Santa Rosa Beach. Santa Rosa Beach Golf Club and Topsail Hill Preserve State Park are also within 1 mile (2 km).

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Walk to Beach! Private Heated Pool, Golf Cart, Bikes, Fire Pit & More! Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 37 out of 38 reviews
Rating 8 - Good. 1 out of 38 reviews
Rating 6 - Okay. 0 out of 38 reviews
Rating 4 - Poor. 0 out of 38 reviews
Rating 2 - Terrible. 0 out of 38 reviews

9.8

Cleanliness

9.8

Location

Reviews

10/10 Excellent

Colleen U., Defiance, MO

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house for Family Vacation

Shady Pineapple was a perfect home for our family’s stay near the ocean. We loved the pool and backyard area especially for the kids. Beach was close Great location for everything!
Stayed 7 nights in Sep 2023

10/10 Excellent

Brenda B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The ultimate home for a Family getaway!

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.
Stayed 6 nights in May 2025

10/10 Excellent

Danielle K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Killian’s Vacation

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.
Stayed 7 nights in Jul 2024

10/10 Excellent

James D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great spot for multiple families!

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!
Stayed 3 nights in Dec 2024

10/10 Excellent

Bryan E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Shady Pineapple

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.
Stayed 5 nights in Sep 2024

10/10 Excellent

Jolivette W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Birthday Trip

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!
Stayed 2 nights in Oct 2024

10/10 Excellent

Carol M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Multiple generational family vacation

The property was very spacious and clean. Our family of 10 including grandparents, parents, and college age kids had a wonderful time. The Beach was in walking distance. The backyard pool and games were enjoyed by all. We had a wonderful time.
Stayed 4 nights in Aug 2023

10/10 Excellent

Angela C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Stunning!

The house itself was everything we hoped for. The pictures are very true depictions of the space, but it’s somehow even more beautiful in person. Our group had a great time and really enjoyed our stay. The walk to the beach was incredibly short, and the beach itself was incredible. We’d love to come back one day!
Stayed 3 nights in Aug 2023

10/10 Excellent

Mary R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family vacation

This property is very impressive. I have been booking vacation houses all across the East coast for almost 20 years. This the the first place I would definitely stay again. It has a wonderful outdoor area The pool is large and there are plenty of seats surrounding it. We grilled a couple nights and that was great. The kitchen has the best island and refrigerator I have experienced. I had occasion to speak to the owners and they were very friendly and helpful. I definitely recommend this rental
Stayed 7 nights in Jun 2024

10/10 Excellent

Steve S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Property

My family and I had a great time. Beautiful property with an amazing backyard. The kids played in the pool and loved the turf yard to play catch with the football. Minute or so walk to the beach with an access point that does not get busy. Only complaint is my wife says this is the new standard and properties this great are hard to find! Ha! Would for sure book again!
Stayed 7 nights in Mar 2024

10/10 Excellent

Pamela B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent property

The week was great…the house is beautiful, the pool and backyard/porch/grill were perfect. All bedrooms worked great for our family with kids age 2 Mon-7years old. Plenty of room for everyone to enjoy. The beach was an easy walk. We would definitely stay here again. Only issue was the house code we were given never did work so we used the property managers code (he provided) without any problems.
Stayed 7 nights in Jun 2024

10/10 Excellent

Debbie A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fall Break 2023

Our stay was absolutely wonderful. The house was as described with plenty of things for the entire family to do. Everyone enjoyed the pool and the short walk to the beautiful beach. Played corn hole and enjoyed the firepit. The back yard and porch area was a big hit with everyone. The beach equipment and the bicycles was awesome. We grilled and cooked several meals with everything you needed. The house is beautiful and everything detail was thought of for a wonderful stay. Hopefully we can return on another adventure someday.
Stayed 6 nights in Oct 2023

10/10 Excellent

Brenda B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fun and Generously Accomodating across Three Generations

We visitied with our Daughter/Son-in-law and their three children (ages 3-5-8) and their other grandparents. The house had all of the accomodations for an active famiy, plenty of space for together time and also areas for quiet quiet time when needed. It was also convenient that each floor has it's own thermostat to suit varying comfort levels. We also enjoyed the breeze from the balconies. Loved the gourmet kitchen, bicycling around the neighborhood, close proximety to some of our favorite places to eat. We loved this lovely home and location so much that we booked it again for next year within the week of our return home.
Stayed 6 nights in May 2024

10/10 Excellent

David H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fall Break 2023

We had a delightful Fall Break at this property. The house and amenities were as described in the listing. It was nice to have a pool when the kids were ready to return home from the beach and relax before dinner. We cooked most meals at home and enjoyed our dinners on the porch. After dinner, we did smore's at the fire pit while the kids did night swimming. It was a short walk to the beach, but we did rent a golf cart, which helped with shuffling kids and beach equipment back and forth. The homeowners provided great communication and follow-up after our stay. I would stay at this property again and most certainly recommend it for your stay.
Stayed 5 nights in Sep 2023

10/10 Excellent

Becky M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great trip! Beautiful house!

The house is even more beautiful in person than the photos. The outdoor space is amazing as the kitchen and family open right up to covered porch, pool and patio. Great evenings hanging out at night and playing corn hole, ping pong and swimming. One of the best houses we have ever rented. Beach was short walk and we rented a golf cart to carry all the stuff and parked at that access right across with no problem. Only negatives were very small issues and not a big deal to us… washer and dryer are very loud and right off kitchen with no door, outdoor lights did not work due to water in bulbs and mattresses not super comfortable but positives of the house far outweighed those smaller things. Hosts were very responsive and check in and out was very easy. Highly recommend this house!
Stayed 7 nights in Aug 2023

10/10 Excellent

Kristy L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Home

This beach home is beautiful and checked all the boxes for my daughter's bachlorette trip. It has a big kitchen and big bedrooms. The decor is white and very pretty but just hard to keep clean. The pool and backyard are really nice. The walk to the beach is an easy 5 minutes unless you're lugging a bunch of beach stuff and then it takes longer. Beach access has 3 sets of steps. No Ramps...so we found using our beach buggies were more trouble than helpful. It's easy going down to the beach and hard coming back up to the house. Golf cart rental is recommended!
Stayed 4 nights in Aug 2023

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was a magical week!! No detail has been neglected about the Shady Pineapple!! We will return!!
Stayed 7 nights in Oct 2025

10/10 Excellent

Darlene B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay !!

Beautiful home in a great location to the beach. We can’t wait to come back !!
Stayed 6 nights in Apr 2025

10/10 Excellent

Candice H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 7 nights in Jun 2025

10/10 Excellent

Kinzie L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 4 nights in Aug 2025

10/10 Excellent

Amanda Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 9 nights in Sep 2025

10/10 Excellent

Lisa P.

Liked: Cleanliness, communication, location, listing accuracy
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.
Stayed 3 nights in Sep 2025

10/10 Excellent

Lori J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Gorgeous Vacation Home!

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!
Stayed 4 nights in May 2025

10/10 Excellent

Sara P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family vacation

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.
Stayed 7 nights in Jun 2025

10/10 Excellent

Spencer B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Rental!

We loved this house. The backyard is fantastic, the house is as pictured and the short walk to the beach was perfect.
Stayed 7 nights in May 2023