A Pineapple Under the Sea in Old Florida Village on 30A

  • 10
  • 3
  • 3


Reasons to Book A Pineapple Under the Sea TODAY:
3 Bedrooms, 3 Bathrooms, Sleeps 10
10 Minute Walk to the Beach!
6-Seater, Street-Legal Golf Cart
4 Adult Bikes
(Seasonally) Pet Friendly!
Walking Distance to the Gulf Place!
Across the Street from 1 (of 2) of the Community Pools!
2 Minute Walk to the Second Community Pool!
2 Covered Patios/Porches
2 Covered Balconies with Seating!
Propane (provided) Grill
Smart TVs in Every Bedroom (+ Living Room)!
Standard (drip-style) & K-Cup Coffee Machines
Full-Size Washer/Dryer
Family-Friendly Community!
Monthly Snowbird Rates Available
24/7 Professional Management
Easy, Safe & Contact-Free Check-in
Located in The Old Florida Village community, in a prime 30A location: minutes from the beach, coffee shops, great shopping & amazing restaurants, as well as overlooking two community pools, you'll find our charming A Pineapple Under the Sea vacation rental home, offering accomodations for up to 10 guests in 3 bedrooms and 3 baths.
This lovely home is not only close to shopping, entertainment and restaraunts nearby, but it is also overlooking one of the two community pools!   
A tropical slice of paradise, A Pineapple Under the Sea is stuffed to the brim with awesome touches! From the South African granite countertops & oil-rubbed bronze finishes in the kitchen, to the tile floors throughout the entire first level & the private porches off each bedroom (and main living room), this home will have your family coming back every year! Decorated in fun beach colors with a distinctive Hemingway style, this elegant home includes all the comforts that you would expect from a world-class vacation: flat screens in every room, comfy furnishings with a coastal flare, and for those who feel the need to 'work' on vacation, you'll appreciate free High-Speed Internet as a 'must-have'!
The Master Suite on the second level, decorated with tranquil sea foam colors and appointed with plush, luxururious King-size bedding and a feathered-topper, you'll feel like you're sleeping on a cloud! Don't forget the covered, private balcony with plenty of seating, so you can watch the sun rise (or set) on your relaxing coastal getaway!
Also on the second floor, the Bunk Room includes TWO (2) sets of Twin-over-Twin Bunk Beds with Pullout Twin Trundles, so there’s plenty of room for the entire family! This is the perfect place for the kids' to hang out, with a flat-screen TV to keep them entertained! The room includes a private bath (in the hall), both decorated in a delightful nautical theme.
The Guest Room on the first floor includes a Queen bed, bright colors and luxury bedding. You'll enjoy delightful mornings sipping coffee on your covered, private porch overlooking the pool.  Don't forget the private bathroom, one for each bedroom means no fighting over the shower on this vacation! 
This home is on our Resort Linen and Terry Package with guaranteed fresh linen and terry placed every turn!
(Excludes beach towels)
Enjoy our street-legal, 6-Seater Golf Cart AND 4 Adult Beach Cruiser Bicycles to cruise down 30A in Style!
Quick rides to the beach, Gulf Place, Grayton Beach and more!!
Sleeping Arrangements (Sleeps 10):
- Master Bedroom, Second Floor: King Bed, Private Bathroom with Walk-in Shower
- Guest Bedroom, First Floor: Queen Bed, Private Bathroom with Shower/Tub Combo
- Bunk Room, Second Floor: Two (2) Sets of Twin-over-Twin Bunk Beds with Pullout Twin Trundles, Private Bathroom with Shower/Tub Combo
- 3 Bedrooms, 3 Bathrooms, Sleeps 10
- 10 Minute Walk to the Beach!
- 6-Seater, Street-Legal Golf Cart
- 4 Adult Bikes
- Walking Distance to the Gulf Place!
- Across the Street from 1 (of 2) of the Community Pools!
- 2 Minute Walk to the Second Community Pool!
- 2 Covered Patios/Porches
- 2 Covered Balconies with Seating!
- (Seasonally) Pet Friendly
- Propane (provided) Grill
- Large Paver Patio with Seating!
- Full Size Refrigerator With Ice Maker
- Full Size Stove With Oven
- Pots, Pans, Dishes & Cooking Utensils Provided For Home Entertainment
- Kitchen Table with Seating for 4
- Kitchen Island with Seating for 3
- Standard (drip-style) & K-Cup Coffee Machines
- Smart TVs in Every Bedroom (+ Living Room)!
- Bathrooms for Every Bedroom!
- Wireless Internet
- Full Size Washer & Dryer
- Parking for TWO (2) Vehicles in the Driveway
- Walking Distance To Local Restaurants & Shops
- Recently Renovated with Comfortable Bedding Throughout
- Easy, Safe & Contact-Free Check-in
- Resort Linens and Terry Program (excludes beach towels)
- 24/7 Professional Management
Bring your Beach Towels and Stay Awhile!!


  • Air conditioning
  • BBQ grill
  • Babysitter recommendations
  • Bathtub
  • Beach
  • Bed linens
  • Bicycles available
  • Carbon monoxide detector
  • Children’s dinnerware
  • Cleaning Disinfection
  • Coffee maker
  • Communal pool
  • Cookware
  • Dishes and silverware
  • Dishwasher
  • Dryer
  • Dryer in common space
  • Emergency exit
  • Essentials
  • Extra pillows and blankets
  • Family/kid friendly
  • Fire extinguisher
  • First aid kit
  • Free parking on premises
  • Garden or backyard
  • Grab-rails for shower and toilet
  • Hair dryer
  • Hangers
  • Heating
  • High touch surfaces disinfected
  • Hot water
  • Internet
  • Iron
  • Kitchen
  • Long term stays allowed
  • Microwave
  • Near Ocean
  • Oven
  • Pack ’n Play/travel crib
  • Parking space
  • Patio or balcony
  • Pets allowed
  • Private entrance
  • Private living room
  • Refrigerator
  • Secured parking space
  • Shampoo
  • Shopping
  • Smoke detector
  • Stove
  • Suitable for children (2-12 years)
  • Suitable for infants (under 2 years)
  • Swimming pool
  • TV
  • Toaster
  • Towels provided
  • Washer
  • Washer in common space
  • Wide hallway clearance
  • Wireless Internet


Jen Brinsmade (5/5)
March 2024

We thoroughly enjoyed our stay in Santa Rosa & would definitely stay at this home again. It’s very comfortable & well appointed. The kitchen has everything a chef would need. The beds are extremely comfortable. The location to the pool was perfect for our teenagers. The beach is a short bike ride or walk away. We loved the natural setting with all the trees & blooming shrubs. There are so many excellent restaurants in Santa Rosa. No need to drive to the busier beaches of 30A unless you choose. Our favorite were Local Fish, Basmatis, Thai on 30A, Goatfeathers & Papa Surf Burger bar (learned it’s owned by Jason Aldean, Brian Kelley & Tom Glavine & wives) Can’t wait to return to this beautiful part of Florida!

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$179 / night

Mon Feb. 14 to Thu Feb 18, 2020 (2 guests)change
Cancelation Policy
$200 cancellation fee up to 60 days. No refund within 60 days of check in.

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