Welcome to DOCKTAILS - direct Bayfront - tropical private island - PRIVATE DOCK
Isn't it time for Docktails? You bet it is! Sip something refreshing while soaking in calm bay views from this charming waterfront cottage on Little Gasparilla Island.
This 3-bedroom, 3-bath retreat includes a screened porch overlooking the bay, an outdoor shower, and a private dock for boats up to 24 ft. The main home offers an open living area, dining space, and kitchen with two bedrooms-one king and two twins-while a detached bungalow provides two additional queen beds. Enjoy peaceful island walks, watch dolphins and manatees, or head out on the water-this home comes stocked with 5 kayaks, 2 paddle boards, 1 canoe, and a surfboard for your enjoyment. You'll also find 8 beach chairs, 2 beach wagons, a luggage cart, and 16 beach towels to make your beach days effortless. After a sun-soaked adventure, rinse off in the outdoor shower and relax on the screened porch as you take in the tranquil bay views.
Little Gasparilla is a private, bridgeless island-accessed only by boat or water taxi-with no cars or commercial stores, just sandy paths and endless beach. Amenities: A/C, Wi-Fi, Dish TV, washer/dryer, propane grill, dishwasher, microwave, coffeemaker, blender, linens, beach chairs, wagons, beach towels, outdoor shower, and life jackets.
Pets with owner approval $150 non-refundable pet fee per pet (breed/size limits apply)
$500 refundable security deposit
12% tax, cleaning, and reservation fees apply
3% credit card fee (waived for check payments)
5-night minimum; shorter stays at higher nightly rate
No smoking
Escape the mainland and unwind where sunsets, shelling, and serenity await. Stay a week or a lifetime-Docktails makes every day feel like island time. Located directly in between Sarasota and Ft. Myers on Southwest Florida's Gulf Coast, Little Gasparilla is as close as you can get to Old Florida! There are no paved roads or commercial establishments on the island, only miles of sandy trails flanked by tropical foliage. Take long leisurely walks or travel by golf cart down these paths to explore the beauty of the island. The peaceful, uncrowded beach provides plenty of room for you to bathe in the sun all day, enjoy outstanding shelling, bird watching, swimming, playing with your children, and beautiful water views, but best of all, the brilliant sunsets at the end of each perfect day. There is great fishing to be had in Placida Harbor for Snook, Trout, Redfish, Snapper and more, and in the world famous Boca Grande Pass you can try your hand at Tarpon fishing. Little Gasparilla Island is the ideal place to get away from the mainland madness. Come relax and unwind in a secluded tropical paradise.
LGI is for those seeking a respite from the hectic pace of the mainland and the hassles of everyday life. Escape to Little Gasparilla Island where you can Stay a Week or a Lifetime!
**PLEASE NOTE: This is a bridgeless, barrier island that is accessed by water taxi or private boat. Call us for details!
**NO BOOKING IS CONFIRMED/FINALIZED UNTIL you have been contacted by Tarpon Rental Services staff!
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Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning
Outdoor space
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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
We should mention
A car is not required for transport to and from this property
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 27 Mar 2026, prices found for a 1-night stay for 2 adults at Welcome to DOCKTAILS - direct Bayfront - tropical private island - PRIVATE DOCK on 26 Apr 2026 start from AU$386, 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