Welcome to the Pineapple House on Little Gasparilla Island. If you are looking for true tranquility, quiet beaches on a secluded tropical island this is the perfect place. The Pineapple House is a Key West inspired pool home on the bayside of Little Gasparilla Island. Enjoy incredible views from the screened-in decks, soaring ceilings, fabulous chef's kitchen, and access to the remote white sand beaches, along with fishing, kayaking, snorkeling, and boating.
As you pull up to the private boat dock, discover Pineapple House nestled amid lush tropical vegetation and swaying palm trees on beautiful Little Gasparilla Island. This spectacular 4 bedroom Key West style manor features French doors and inviting screened-in wrap-around verandas throughout allowing you to soak in the majestic views and salty sea breezes. Leave the real world behind as you stroll over to the secluded sandy shores of this island oasis and bask in the warm Florida sunshine.
As you enter Pineapple House you will notice the warm ambiance which is enhanced with tasteful and comfortable beach decor. Organic materials such as rich wood tones and wicker are used throughout to compliment the homes natural surroundings. The natural light and fresh air pour through the multitude of French doors giving an open and airy feeling to the home.
Whip up culinary masterpieces in the fully equipped chef’s kitchen complete with high-end appliances and granite countertops. Enjoy the first coffee of the day at the spacious breakfast bar. Dine alfresco or seated comfortably around the rich wood dining table adjacent to the kitchen.
Pineapple House has four spacious bedrooms and is peaceful, private, and feature luxury linens for ultimate comfort. Stroll into the lower level master suite with its tasteful beach decor, and a large king-size bed. An ensuite master bath accompanies the bedroom and offers double sinks and large tile shower. Step through the French doors and out onto the wrap-around screened-in veranda and enjoy this tropical paradise. The three well-appointed guest bedrooms all feature luxury linens, rich warm tones, and French doors out onto the wrap-around screened-in verandas.
Stroll out onto the brick patio terrace and enjoy the private crystal clear blue pool. When the sun begins to settle, sip a cocktail from either one of the top floor observation decks as you watch the sky come alive with stars.
Whether you’ve come to Little Gasparilla Island for a quiet beach retreat or a grand celebration, Pineapple House is the perfect place to enjoy the best of the island. Upscale shops, restaurants, and nightlife are only a short boat ride to Boca Grande.
Keep in mind there are no cars, paved roads, grocery stores, or other businesses on the island. You will need to purchase your supplies on your way to the marina and bring them with you on the water taxi or boat. Publix grocery store is nearby and has everything you will need.
Features at Pineapple House:
Master Bedroom: 2nd floor with 2 queen beds. Private bath. TV
Second Bedroom: 1st floor with 2 twin beds. TV with DVD player
Third Bedroom: 1st floor with 1 king.
Forth Bedroom: 1st floor trundle bed 2 twins
3 Full Bathrooms
1 Half Bath
1st floor hall bath with shower
1st floor hall bath with tub
2nd floor master bath with shower
2nd floor hall bath
Each bath has linens, towels, soaps and shampoo.
Breakfast Bar, Granite Counters, Drip and Keurig Coffee maker, Sub-Zero refrigerator.
Fully appointed and stocked with glasses, dishes, pots and pans, linens, and towels.
Margaritaville Blender to mix up those frozen concoctions!
1st floor living room with TV and DVD player
2nd floor main living room with TV
2nd Floor with seating for 8
Limited WIFI (extra fee)
Several sun decks to enjoy the views of the island.
Cistern Water System- rain water system.
Golf Cart Rental Available
|Oct - 2019|
|Nov - 2019|
|Dec - 2019|
|Jan - 2020|
|Feb - 2020|
|Mar - 2020|
|Apr - 2020|
|May - 2020|
Rates* Rates are subject to change without notice. Pricing excludes taxes, additional options or fees.
|Vacation Rental Standard Pricing||Night||Weekly||Monthly||Min Nights|
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Check-in time is after 4:00 pm.
Check out is 10:00 am.
We will return your security deposit within 5 business days after departure.
Please start a load of beach towels along with the dishwasher prior to departure.
Turn off all lights, close all windows, and return key to a lockbox.
There are no wired internet services on Little Gasparilla Island. The best solution is using your mobile hotspot especially if you have an unlimited plan. The island has excellent call/ signal service.
There are no cars on Little Gasparilla Island. Parking for Little Gasparilla Island is available at Eldred's Mariana, located just before the Boca Grande toll bridge at 6301 Boca Grande Causeway, Placida, FL 33946. 941-697-1431. This is also where you will find the Pirate's Water Taxi. Parking at the marina is $6 per day. Be sure to put your parking pass in your windshield before heading out on the island. If you arrive after dark and the marina is closed, please contact them the next day and make arrangements to pay for your parking.
Pirate's Water Taxi
It is the best option for island access. We can help you to pre-plan your taxi in advance. The water taxi is available during the day and can be at night (limited usage and extra fees apply) Advanced reservations are best. The cost averages about $10.00 per person during the day 8am-5pm. A minimum trip charge of $20.
Pirate's Water Taxi can be reached at: 941-697-5777
Rental or Owned Boat
We do have one wet slip dock space available at dock #58
Community - Little Gasparilla Island
|Shopping||5 Miles off island|
|Restaurants||3-5 miles off island|
|Golf Course||8 miles off island|
|Airport||75 Miles to Fort Myers International Airport|
|Groceries||3 miles off island|