Entire home

Welcome to DOCKTAILS - direct Bayfront - tropical private island - PRIVATE DOCK

Waterfront holiday home with kitchen and patio

Photo gallery for Welcome to DOCKTAILS - direct Bayfront - tropical private island - PRIVATE DOCK

Terrace/patio
Outdoor dining
Marina
Marina
Aerial view

Reviews

10 out of 10
Exceptional
2 bedrooms3 bathroomsSleeps 8

Popular amenities

  • Pet-friendly
  • Air conditioning
  • Dryer
  • Washer
  • Outdoor space
  • Kitchen

Explore the area

View map
  • Place, Little Gasparilla Island Beach
  • Place, Gasparilla Marina
  • Place, Boca Grande Beach
  • Airport, Punta Gorda Airport (PGD)

Rooms & beds

2 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 Single Bunk Bed and 1 Queen Bed

Bedroom 3

1 Queen Bed

3 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Bathtub or shower · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen

About this property

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!

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning
Outdoor space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
Pets considered by some owners
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Smoking

Smoking is not permitted

Important information

You need to know

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

About the area

Placida

Located in Placida, this holiday home is on the waterfront. Whidden's Marina and Boca Grande Lighthouse Museum are local landmarks, 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.
Map
Placida, FL

What's nearby

  • Little Gasparilla Island Beach - 5 min walk - 0.4 km
  • Don Pedro Island State Park - 1 min drive - 0.0 km
  • Gasparilla Marina - 29 min drive - 6.3 km
  • Don Pedro Island Beach - 34 min drive - 10.4 km
  • Boca Grande Beach - 39 min drive - 17.0 km

Getting around

  • Punta Gorda Airport (PGD) - 49 min drive

Restaurants

  • ‪Steamers Oyster Bar - ‬39 min drive
  • ‪The Lighthouse Grill - ‬40 min drive
  • ‪Manatee Beans & Brews - ‬38 min drive
  • ‪New Faull Inn - ‬24 min drive
  • ‪Smokin Jerry’s - ‬30 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.

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.
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Rating 10 - Excellent. 6 out of 6 reviews
Rating 8 - Good. 0 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

10/10

Cleanliness

9.8/10

Check-in

10/10

Communication

10/10

Location

9.4/10

Listing accuracy

Reviews

10/10 Excellent

Mike and Mona E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect fisherman’s getaway

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!
Stayed 13 nights in Mar 2024

10/10 Excellent

Larry (Keith) M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Everything you want and need

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!!!
Stayed 4 nights in May 2024

10/10 Excellent

Angela A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Return to Paradise

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!
Stayed 9 nights in Jun 2023

10/10 Excellent

JoAnn T.

Liked: Cleanliness, check-in, communication, location

Docktails

This is a great property. We have been renting it for years.
Stayed 4 nights in Aug 2022

10/10 Excellent

Stacy s.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family getaway

Great view of the bay ! Relaxing and peaceful with amazing beach. Plenty of room for the family!
Stayed 8 nights in Mar 2022

10/10 Excellent

Tina N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Apr 2025

About the host

Hosted by David

Host profile image

What makes this property unique

Guest house, private dock

Languages:

English

Premier Host

They consistently provide great experiences for their guests