Featured Amenities
- Beachfront

- Private Heated Pool

- Charcoal Grill

- Dune Walkover

- Hammock

- Outdoor Shower

Pineapple Paradise is a stunning beachfront home featuring 5 bedrooms, 7 baths, accommodating up to 14 guests. Boasting luxuries such as a private pool heatable from October to May for $60 per day and beachfront porches across all floors, this home, enhanced by stylish decor and clean lines, offers a serene coastal retreat with breathtaking Gulf-front views.
Some of Our Guests Favorite Amenities:
- Beachfront with Dune Walkover
- 50 Feet of Private Beach
- Private Heatable Pool
- Expansive Porches
- Smart TVs & Complimentary Wi-Fi
The main floor is the center of it all with an open concept living space perfect for gathering and entertainment. A spacious living room with a smart TV and a dining room with extra kitchen island seating are served by a full kitchen. The kitchen is outfitted with a dishwasher, an oven, a full refrigerator, and drip and Keurig coffee makers alongside all the other essentials needed to prepare and serve meals for the entire group. A full bathroom adds functionality and convenience to the floor.
The middle floor has a collection of 3 bedrooms. 2 of these bedrooms feature King beds, private bathrooms, and gorgeous sea views from a shared beachfront porch. The last bedroom serves as a bunkroom for 4 with a Twin-over-Twin bunk and a Twin Daybed with a Trundle. Just across the hall, a full bathroom adds usability and convenience to the bunkroom and the floor. A wet bar with an undercounter ice maker complete the floor.
The top floor begins with a secondary living area with a Twin Daybed and Trundle doubling as seating and extra sleeping space. This space is enhanced with a wet bar and a full hall bathroom. The floor also has 2 more King bedrooms with twinning those on the previous floor with private bathrooms and direct access to a shared porch and Gulf views.
Outside, you’ll first find plenty of room to take in the sea breeze and gorgeous views on the porches across all 3 floors. This is complemented by an expansive ground-floor space featuring space to relax and dine al fresco with a private heatable pool, a picnic table, a charcoal grill, and hammocks. Your own stretch of private beach and all the sun, sea, and sand you could hope for are easily reached via a shared dune walkover. An outdoor shower under the house makes it easy to end your beach days feeling refreshed and spotless.
Located approximately 3.7 miles west of Highway 59, this home offers a peaceful, uncrowded, intimate setting, just minutes away from local restaurants, shops, and attractions.
This property is not available for rental to groups under the age of 25 or for bachelor or bachelorette parties. For Music Festival dates, a refundable damage/cleaning deposit is required to ensure the property is maintained as expected. For more information on what to bring, local events, and activities, visit the Trip Planning tab on our website.
Amenities
Basics
- Avail Monthly January/February
- Beachfront
- Saturday - Saturday Summer Weeks
Outdoor
- Charcoal Grill
- Deck
- Dune Walkover
- Hammock
- Outdoor seating
- Outdoor Shower
- Private Heated Pool
Kitchen
- Coffee Maker
- Cookware
- Crock Pot
- Dishes Utensils
- Full Kitchen
- Keurig Coffee Maker
- Microwave
- Range/Oven
- Refrigerator
- Toaster
- Wet Bar
Entertainment
- FREE Activities & Golf
- Smart TV
Living
- 2 Washers & Dryers
- Air Conditioning & Heat
- Ceiling Fans
- Free Wifi
Supplies
- 2 Rolls Paper Towels per Kitchen
- 2 Rolls Toilet Paper Per Bath
- Beach Sand Chairs
- Bed Linens & Bath Towels
- BRING POOL/BEACH TOWELS!
- Dish Soap & Dishwasher Detergent
- Laundry Detergent
- Soaps & Toiletries Starter Pack
- Trash Bags
Rooms
Availability
Location
Reviews
A Much Needed Family Vacation
Excellent - 5 Stars
Excellent - 5 Stars
Great Time
Good - 4 Stars
Great Vacay
Post Christmas
Wonderful trip!
The electronic concierge didn’t seem to work as we reported a broken garbage disposal. We never heard back from maintenance, but a lack of garbage disposal did not impact our stay. I just wanted to make sure the property management company was aware.
We loved the amount of space and the layout because it allowed those of us that needed to work to do so. The WiFi couldn’t handle the zoom call, but that could have been weather related as we were there when Hurricane Francine was active or due to the number of people working.
I would definitely book this home again!
Orange beach
Great house on the beach
2024 vacation
FANTASTIC
A beautiful home and a great location!
Lots of space
Great Stay
Pineapple Paradise Summer 2023
Fabulous Week
Family Vacation 2023
A Week of Paradise
Pineapple Paradise
Perfect Multi Family Vacation Spot!
Manager's Response
Thank you for the wonderful review! We are so glad to hear you guys had a wonderful stay at Pineapple Paradise and hope to see you again soon!
Christmas with Family at the Beach
Christmas with Family at the Beach
Great Vacation with family
Paradise!!!
Delightful visit
Great House
Great House
Vacation 2022
Family Vacation
Cousin vacation
Multi- Family Spring Break
Beautiful beachfront home - perfect for our trip
Amazing getaway
Best vacation rental ever!
WI/AR/CO Family Gathering
A Fun Week at the Beach
Aug 16th Week Review
Overall, the BEST vacation experience we have had at Gulf Shores!
A couple things that need to be tended to:
1. The Top Rack of the Dishwasher comes off it's rails.
2. The Top drawer (directly to the right of the refrigerator)in the kitchen needs to be re-glued.
3. Ice machine on refrigerator seems to slow.
4. Noticed some blackness around some of the air vents. May want to check for mold and/or cleaning.
5. Couch needs a cleaning.
6. Cushions on outside chairs getting a little worn, foam is going flat.
7. Garbage cans need a rinsing
July 10-17 2021 vacation
Great house for families
The time of our lives
Manager's Response
We are glad to hear you had a wonderful stay at Pineapple Paradise.
Pineapple Paradise (new name, Isle-be-back)
Perfect Beach Paradise!!
Relaxing
Great house that just needs some new furniture!
Perfect beach house
vaca stay
Manager's Response
Thank you for the review! We are happy we were able to fix the air so you guys could continue to enjoy your stay!
Knox Family Vacation
We really enjoyed the property and our stay in the Gulf Shores! Thank you-we would highly recommend!
Manager's Response
Thank you for the great review! We are happy to hear you guys had a great time and enjoyed the home. We look forward to working with you guys in the future.
Great Winter Trip
Great family spot!!
Great House, Right on the Beach
Family Beach Thanksgiving
Family Vacation
Beautiful house and great location right on the beach
Isle Be Back
Taylor family trip
Perfect Family vacation
The pool was perfect after a hot day on the beach. The hammocks were a big plus!
Stormchasers
Great place to stay!
Guest Gallery
FAQs
Leave Only Footprints: the clean beach ordinance requires that everything be removed by sunset each evening. Beach patrol will remove any items left on the beach, and you will not be able to retrieve them. If you are in a beachfront home you may leave items at the base of your dune walkover.
We accept reservations up to 51 weeks before arrival. We do maintain a waiting list for summer weeks and holidays and can contact you if, before that time, we hear your requested beach home will be available.
We provide both Keurig and drip coffee makers that use basket filters! You are welcome to use whichever you prefer for your morning caffeine!
Most of our homes have charcoal grills underneath the house for you to use while you are here! Do South is our only home with a gas grill, which has a permanent propane line so you don't need to purchase any.
















































