The Quarterdeck Cottage~Boat dockage available directly across the street

Bokeelia, Florida
$245 avg/night
Bed 1

Bed

Bath 1

Bath

Home Cottage

Property Type

Sleep 4

Max Sleeps

With dockage (across the street at my privately owned property) and golf carts available for your stay (additional fee)Bring your favorite vinyl records, new record player and vinyls on site to enjoy! Come and visit my home! Once owned by a famous musician, this stunning Pine Island fishing cabin that has been recently remodeled with beautiful details! You will assess in moments Charlotte Harbor, Shell Pass, Pine Island Sound, Boca Grande Pass, Calusa Blueway Paddling Trail. The Calusa Blueway was voted as one of the top ten places to paddle board and/or kayak.

World class tarpon fishing, superb flats fishing for reds, & Snook in the mangroves, Trout in the grass, giant Sharks in the pass, Mackerel in the harbor, Grouper on the wrecks. This cottage has quick access to Shell Pass, Pine Island sound, Charlotte Harbor. There are beautiful sunrises and sunsets, and great kayaking in the area.

Brand New HIGH end quiet split unit air conditioner/heat. With WIFI and full cable, large flat screen wall mounted TV we have all the conveniences of home. A gorgeous gardenesque yard, charming night lighting, across the street from the water with dockage(I must know ahead of time as it is shared dockage with limited space)and trailer parking available, a large property and a beautiful, relaxing atmosphere. There is a king bed in the master bedroom with two door walls and there is also a pull-out sofa. Washer and dryer to keep your items clean. Come and enjoy tropical island life, relax, get some fishing in and just enjoy yourself in the beautiful sunshine. Voted one of the top fishing areas in the country. Tarpon, Redfish, Grouper, Shark, Snapper, Mackerel, Goliath Grouper, Trout, Tilapia and many many more! Several marinas just blocks away to launch your boat or for boat rentals. Charter Captains sprinkle the island and I know the best ones! Bike ride the sidewalk that extends the whole and shopping in beautiful Matlacha. Take ferries or your own boat to Cayo Costa, Sanibel, Boca Grande, Captiva, North Captiva, Useppa, or the legendary Cabbage Key to have lunch or dinner all just minutes away! Don't forget to boat past the Pine Island Sound historic cottages out on the water! Have a romantic dinner at Tarpon Lodge and sip a drink while you watch the best sun set view on the island and within walking distance!
Depending on the time of year, you may be able to enjoy some of the fresh, tropical fruit we have on the property!! Golf carts rental available at local vendors if you’d like to check into that!! So many more things to do and I can help you plan them all!

Boat/golf cart/bike/kayaks available to rent from local resources!

I have several properties all located next to one another for family or friends to vacation together yet have their own space.

All properties have WIFI, locals channels and ROKU.

OTHER PROPERTY ~

The Waterside Cottage Property ID# 7205346 Bokeelia

Please check all four properties! All unique and beautifully decorated!

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Beach Sun Loungers Beach Towels
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    1 Bedroom Bed Sheets Provided Sofa Bed
  • GENERAL

    Property Does Not Allow Children Unit Size: 1000 Sq Ft (93 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Paper Towels Refrigerator Spices Stovetop
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Car Required Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Balcony Barbecue Grill Garden Outdoor Furniture Yard
  • POOL/SPA

    Shared/communal Pool
  • BATHROOMS

    1 Bathroom Hair Dryer Shampoo Shower Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Bicycle On Site Birdwatching Nearby Casino Nearby Fishing Nearby Fitness Facilities Nearby Golf Nearby Golf Privileges Golfing On Site Hiking Nearby Kayak On Site Marina Nearby Scuba Diving Nearby Swimming Nearby Tennis On Site Windsurfing Nearby
  • ENTERTAINMENT

    Books Games Stereo Smart TV
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Playground
  • LOCATION HIGHLIGHTS

    Near A Hospital Near A Zoo Near Outlet Shopping
  • SERVICES AND CONVENIENCES

    Housekeeping (on Request) Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Note From Host: Please No Inside Smoking Of Any Kind. Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 4

Map Map

School District Rates & Availability

Review Review

  • Michael W.

    Submitted Feb 15, 2026

    Stayed Feb 11, 2026

    Darlene’s cozy and comfortable cottage was perfect for us. She is a fantastic host who gave us great advice on how to experience Island life.

  • James W.

    Submitted Apr 24, 2025

    Stayed Apr 17, 2025

    We love the cottage. Had an excellent time. It was very clean. Very comfortable place to stay and we won’t hesitate to go back. The host was excellent to deal with and very friendly and helpful.

  • Michael B.

    Submitted Apr 14, 2025

    Stayed Apr 11, 2025

    The cottage was great. The owner was very attentive. The only drawback is the boat dock being across the street. The road was very busy due to the Tiki Bar at the far end. Overall it was a great place. We plan to book again at the sister property across the street.

  • joyce m.

    Submitted Apr 13, 2025

    Stayed Mar 30, 2025

    When friends and family asked “where are you staying in Florida,” we answered, on Pine Island. “Where is that?” was the frequent response. THAT was the reason we chose this location! The Quarterdeck was very comfortable, very well decorated (to our liking) and certainly made us feel welcome and at home. We LOVED the serenity of the island which allowed us to do as much as we desired, or to do nothing at all. Darlene was a great host—incredibly responsive to any of our questions! We would surely return to this area and this house as we are neither fans of high rises nor crowded streets and restaurants. All the “locals” we met were very friendly and genuine—we had some great conversations with all of these folks. Be sure to feed the large tortoise which lives in Darlene’s yard and say hello to “Uno” the injured dolphin which lives in the marina at the end of the street. I could easily go on and on about this house and this area but you will have to discover all that on your own—safe travels!

  • Nanette M.

    Submitted Dec 27, 2024

    Stayed Dec 23, 2024

    The cottage was adorable, and had everything we needed!

  • Clayton V.

    Submitted Mar 7, 2024

    Stayed Mar 4, 2024

    Adorable little cottage! Super clean and well appointed.

  • Kari P.

    Submitted Oct 31, 2023

    Stayed Oct 27, 2023

    We spent five days at Darlene's Quarterdeck Cottage and we couldn't have been happier with the accommodations! Very clean, was equipped with everything we could have asked for AND the decor, mid century modern, was outstanding. We will be back again in February!

  • David L.

    Submitted Aug 23, 2023

    Stayed Aug 10, 2023

    The cottage is a very comfortable home from which to explore Pine Island's charm and scenic beauty. And be sure to sample the amazing fresh mangos!

  • Benjamin C.

    Submitted Mar 31, 2023

    Stayed Mar 24, 2023

    We greatly enjoyed our stay, the area is quite and the place is clean and cozy. Really enjoyed sitting outside under the tree out front at night.

  • Jimmy B.

    Submitted Mar 17, 2023

    Stayed Mar 11, 2023

    This rental had all the comforts of home with lots of charm. It is an easy drive to St James, Matlacha, Fort Meyer, or even Sanibel Island. Or just hang out at Bookelia and enjoy a meal down at Captain Con’s on the marina. We had a wonderful stay and definitely look forward to booking again.

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Total

Includes taxes and fees
$245+
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