Vacation Rentals

8144 Little Gasparilla Island

8144 Little Gasparilla Island
Placida, FL 33946


Unit Information

Welcome to Docktails-where island time begins the moment you arrive. Tucked away on the tranquil shores of Little Gasparilla Island, this tropical waterfront retreat offers the peaceful, private escape you've been searching for. Accessible only by boat, this bridgeless barrier island invites you to truly disconnect, slow down, and experience Old Florida at its finest. Start your mornings with coffee on the screened porch as the bay comes to life, then step out to your private dock-perfect for fishing, boating, or simply watching dolphins and manatees pass by. Days here are meant to be spent on the water, in the sun, and completely at ease. The main home features a bright, open-concept living space with a fully equipped kitchen, dining area, and comfortable seating for gathering after a day of adventure. The primary bedroom offers a king bed, while the guest bedroom includes a queen bed with twin bunk beds, making it ideal for families or groups. Just outside, the detached bungalow provides a private retreat with a queen bed and its own full bathroom, perfect for guests or those wanting a little extra privacy. This home is fully equipped for island living, including Starlink Wi-Fi and DIRECTV, along with everything you need for outdoor fun-five kayaks, two paddleboards, a canoe, and even a surfboard. Beach days are effortless with chairs, wagons, and plenty of towels provided.

After a day in the sun, rinse off in the outdoor shower, cast a line from the dock, and unwind with a drink as the sky turns shades of pink and gold. Little Gasparilla Island offers a rare kind of getaway with no cars, no crowds, and no distractions-just sandy paths, tropical surroundings, incredible shelling, and breathtaking sunsets. Relax, unwind, and settle into true island living. Once you experience Docktails, you may never want to leave.

Pets are welcome with owner approval; a non-refundable pet fee per pet applies (breed and size restrictions may apply). A $500 refundable security deposit is required. Applicable charges include 12% tax, cleaning, and reservation fees, along with a 3% credit card processing fee (waived for check payments). Skip the extra fees and enjoy more beach days book direct with Tarpon Real Estate. No smoking permitted. Stay a week or a lifetime-Docktails makes every day feel like island time.

Availability Calendar

Rates *

Season Start End Weekly Rate Daily Rate
Off Season- Summer 05-01-2026 10-31-2026 1750.00 250.00
In Season- Fall/ Winter 11-01-2026 12-31-2026 1750.00 250.00
In Season- Winter /Spring 01-01-2027 04-30-2027 1750.00 250.00
Off Season- Summer 05-01-2027 10-31-2027 1750.00 250.00
In Season- Fall/ Winter 11-01-2027 12-31-2027 1750.00 250.00

* Please note that all rates are subject to a 12% tax, reservation fee and cleaning fee. A $500 refundable security deposit is also required. Rental rates & season date breaks may change without notice.

Map

Select arrival and departure dates to check unit availability.

Availability Details



Unit Details

Bedrooms 3
Bedding 1K, 2Q, 2T
Bathrooms 3.0
Occupancy 8
Location Little Gasparilla Island House
Pets Allowed Yes
Pool No
Golf Cart No
Private Dock Yes
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