Welcome to DOCKTAILS - direct Bayfront - tropical private island - PRIVATE DOCK
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.
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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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
About the area
Placida
Located in Placida, this holiday home is on the waterfront. Lemon Bay Playhouse and Boca Grande Lighthouse Museum are cultural highlights, and some of the area's activities can be experienced at Gasparilla Marina and Uncle Henrys Marina. Looking to get your feet wet? Kayaking, power boating and fishing adventures can be found near the property.
Little Gasparilla Island Beach - 5 min walk - 0.4 km
Boca Grande Beach - 39 min drive - 17.0 km
Gasparilla Island State Park - 40 min drive - 18.0 km
Englewood Beach - 44 min drive - 23.9 km
Getting around
Punta Gorda Airport (PGD) - 49 min drive
Restaurants
Steamers Oyster Bar - 39 min drive
Cool Pickle In Paradise - 33 min drive
The Lighthouse Grill - 40 min drive
Rotonda Elks - 39 min drive
Ken & Barb's Grove City Kitchen - 41 min drive
Frequently asked questions
Is Welcome to DOCKTAILS - direct Bayfront - tropical private island - PRIVATE DOCK pet-friendly?
Yes, pets are allowed at this property.
How much does it cost to stay at Welcome to DOCKTAILS - direct Bayfront - tropical private island - PRIVATE DOCK?
As of 11 May 2026, prices found for a 1-night stay for 2 adults at Welcome to DOCKTAILS - direct Bayfront - tropical private island - PRIVATE DOCK on 12 May 2026 start from AU$726, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
What time is check-in at Welcome to DOCKTAILS - direct Bayfront - tropical private island - PRIVATE DOCK?
Check-in begins at 4:00 PM.
What time is check-out at Welcome to DOCKTAILS - direct Bayfront - tropical private island - PRIVATE DOCK?
Checkout is at 10:00 AM.
Where is Welcome to DOCKTAILS - direct Bayfront - tropical private island - PRIVATE DOCK located?
Situated on the waterfront, this holiday home is within a 5-minute walk of Don Pedro Island State Park and Little Gasparilla Island Beach. Tails and Scales Charters and Gasparilla Marina are also within 6 miles (10 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
We loved being able to see the boat. Fish cleaning station and dock area are great!. The house is fully equipped with toys for young and old, indoor and outdoor toys. Clean. And……we love the island wildlife!
Mike and Mona E.
Stayed 13 nights in Mar 2024
Response from VrboOwner on 6 May 2024
Thank you Mike & Mona for being valued repeat guests!
We have been vacationing on LGI for almost 20 years but this was our first visit to Docktails and it was wonderful. The house is well stocked and comfortable - lots of beach gear, towels, puzzles, etc. and a short walk to the beach. But as the name implies, the real star is the dock and outside porch; it is really perfect for hanging out and enjoying the peace of LGI. Tarpon Realty was terrific to work with, too, and very communicative. We will definitely be back!
Angela A.
Stayed 9 nights in Jun 2023
Response from VrboOwner on 30 June 2023
Angela,
So glad you had a wonderful time. Docktails is a gem, please come back!!
Thank you
Judy
This home was perfect for our family. We have been visiting the Island for 25+ years and found this house to check all the boxes! The location is wonderful, so private and quiet with a wonderful dock providing shaded and fan cooled sitting area and more ,ample, comfortable outside space , an amazing outside shower and any thing you may need for your beach trip! The home is well appointed and stocked with anything you could possibly need! We Will Be Back!!!
Larry (Keith) M.
Stayed 4 nights in May 2024
Response from VrboOwner on 18 June 2024
We are absolutely delighted to hear that our home was the perfect fit for your family's vacation! Knowing that you've been visiting the island for over 25 years makes your praise even more special to us. It's wonderful to learn that the quiet privacy, comfortable outdoor spaces, and convenience of the dock area contributed to making your stay enjoyable.
We take great pride in ensuring our guests have everything they need, from a cool shaded area to relax by the water to a well-stocked home ready for your every need – including those fun beach trips! The outside shower is definitely a favorite feature, and we're glad you loved it too.
Hearing that you'd like to return is the highest compliment we could receive. Rest assured, when you're ready to come back, our home will be here to welcome you for another memorable island getaway.
Thank you so much for staying with us! We’re thrilled to hear your family had a wonderful week and can’t wait to welcome you back. If there’s anything we can have ready for your next visit, just let me know!
About the host
Hosted by David
What makes this property unique
Guest house, private dock
Languages:
English
Premier Host
They consistently provide great experiences for their guests