Entire home

The Quarterdeck Cottage~Boat dockage available directly across the street

Cottage in Bokeelia with kitchen and balcony

Choose dates to view prices

Where to?

Dates

October 2025

November 2025

Overview
Amenities
Policies
Location

Exceptional

Entire home

1 bedroomSleeps 41000 sq ft

Popular amenities

Parking available
Dryer
Washer
Pool
Air conditioning
Barbecue grill

Explore the area

Bokeelia, FL

Place, Useppa Museum
‪20 min walk‬
Place, Useppa Island
Place, Cayo Costa Beaches
Airport, Fort Myers, FL (RSW-Southwest Florida Intl.)
‪69 min drive‬

Room options

About the neighborhood

Bokeelia

This cottage is located within a mile (2 km) of Goodwins Island and Useppa Museum. The cottage includes a kitchen, a balcony, and a sofa bed.

View more Cottages in Bokeelia

What's nearby

Goodwins Island - 14 min walk - 0.8 miles
Useppa Museum - 20 min walk - 1.1 miles
Sun Splash Water Park - 34 min drive - 19.0 miles

Getting around

Punta Gorda Airport (PGD) - 52 min drive

Restaurants

‪7-Eleven - ‬13 min drive
‪Circle K - ‬13 min drive
‪Eagles Nest - ‬12 min drive
‪Street Eatz And Ale - ‬13 min drive
‪Tarpon Lodge & Restaurant - ‬7 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

The Quarterdeck Cottage~Boat dockage available directly across the street

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 providing 2 individual twin beds for kids. Nice 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 PROPERTIES~

The Lookout Cottage Property ID# 7371979 Bokeelia

The Waterside Cottage Property ID# 7205346 Bokeelia

The Dockside Cottage Property ID# 9462163 St James City

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

The cottage is air-conditioned and features a kitchen and a balcony, and there's space to spread out with a separate bedroom. Other standard amenities include a washer/dryer, a sofa bed, and a private yard. Housekeeping is available on request.

Similar properties

Pool
Kitchen
Washer
Dryer

$355 nightly

Oct 27 - Oct 28

Total with taxes and fees

Pet friendly
Air conditioning
Parking available
Laundry

$169 nightly

Oct 26 - Oct 27

Total with taxes and fees

Fridge, microwave, coffee/tea maker, toaster

Kitchen
Washer
Dryer
Pet friendly

$319 nightly

Nov 7 - Nov 8

Total with taxes and fees

Windsurfing, kayaking, motor boating, fishing

Kitchen
Washer
Dryer
Pet friendly

Property amenities

Beach

Beach loungers
Beach towels

Pool/Spa

Communal pool

Internet

Available in the cottage: WiFi

Parking and transportation

Car required
Parking on site

Kitchen

Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Ice maker
Kitchenette
Microwave
Oven
Paper towels
Refrigerator
Spices
Stovetop
Toaster

Dining

Dining table

Bedrooms

Bedroom
Bedsheets provided
Sofa bed

Bathroom

Hair dryer
Shampoo
Shower
Soap
Toilet paper
Towels provided

Living spaces

Dining table
Living room

Entertainment

Books
Games
Smart TV
Stereo

Outdoor areas

Balcony
Barbecue grill
Garden
Outdoor furniture
Yard

Laundry

Laundry facilities
Washer/dryer

Comfort

Air conditioning
Heating

Pets

No pets allowed

Suitability/Accessibility

Smoking not allowed
Note from host: Please no inside smoking of any kind.

Services and conveniences

Housekeeping (on request)
Iron/ironing board

Location highlights

Near a hospital
Near a zoo
Near an outlet shopping mall
Near the marina

Things to do

Bicycles
Golf
Kayak
Optional golf privileges
Tennis
Birdwatching nearby
Casino nearby
Cycling nearby
Fishing nearby
Golfing nearby
Hiking/biking trails nearby
Scuba diving nearby
Snorkeling nearby
Swimming nearby
Windsurfing nearby

Safety features

Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector (host has indicated there is a smoke detector on the property)
First aid kit
Fire extinguisher
Deadbolt lock

General

Bicycles
Garden
Housekeeping (on request)
Property does not allow children
Unit size: 1,000 square feet

Policies

Check-in

Check-in time starts at 4:00 PM

Contactless check-in available

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Rules

Recycle goes out on Wednesday/Regular garbage on Friday

Pets

This property doesn't allow pets

Children and extra beds

This property doesn't allow children

Events

No events allowed

Smoking

Smoking is not permitted

Please no inside smoking of any kind.

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

Onsite 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 indicated there is a smoke detector on the property

Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock

This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Check-in: 4:00 PM
Check-out: 10:00 AM

We should mention

Details about charges, deposits, or other important information:

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.

Property is also known as

Discount Quarterdeck Cottage boat Dockage golf Cart Bokeelia

Discount Quarterdeck Cottage boat Dockage golf Cart

Discount Quarterdeck boat Dockage golf Cart Bokeelia

Discount Quarterdeck boat Dockage golf Cart

The Quarterdeck Cottage~boat Dockage~golf Cart!!

Discount! The Quarterdeck Cottage~boat Dockage~golf Cart!!

Frequently asked questions

What's there to do around this cottage?

This cottage is located in Bokeelia, close to Useppa Island, Cabbage Key, and Useppa Museum. You'll also find Goodwins Island and Calusa Heritage Trail within a short drive.

Is parking available on site at this cottage?

No, there isn't parking available at the cottage.

Is this cottage associated with a casino?

No, this cottage is not connected to a casino.

Is there an indoor pool at this cottage?

No, there is no indoor pool at this cottage.

What will couples enjoy most about a stay at The Quarterdeck Cottage~Boat dockage available directly across the street?

Amenities that appeal to couples at this historic cottage include a kitchen and a smart TV along with tennis.

Are there hot tubs at The Quarterdeck Cottage~Boat dockage available directly across the street?

No, this cottage doesn't have a spa tub.

Does this cottage include breakfast service?

No, this cottage doesn't offer breakfast.

Does this cottage allow pets to stay free of charge?

No, pets aren't allowed at this cottage.

Does this cottage have connecting rooms?

No, this cottage doesn't feature connecting guestrooms.

What is the closest airport to this cottage?

The closest major airport to this cottage is Punta Gorda Airport (PGD), which is about 17.9 mi away. Another top airport is Southwest Florida Intl. Airport (RSW), which is around 27 mi away.

Are there rooms with balconies at The Quarterdeck Cottage~Boat dockage available directly across the street?

Yes, every accommodation at The Quarterdeck Cottage~Boat dockage available directly across the street comes with a balcony.

The Quarterdeck Cottage~Boat dockage available directly across the street Reviews

Exceptional

10/10

Cleanliness

10/10 Excellent

James W.

Apr 24, 2025

Liked: Cleanliness

Weekend getaway to Bokeelia

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.

Stayed 3 nights in Apr 2025

8/10 Good

Michael B., Arcadia

Apr 14, 2025

Liked: Cleanliness

Small but nice

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.

Stayed 2 nights in Apr 2025

10/10 Excellent

joyce m.

Apr 13, 2025

Liked: Cleanliness

Peace and Quiet

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!

Stayed 10 nights in Mar 2025

10/10 Excellent

Nanette M.

Dec 27, 2024

Liked: Cleanliness

Cute Cottage

The cottage was adorable, and had everything we needed!

Stayed 4 nights in Dec 2024

10/10 Excellent

Clayton V.

Mar 7, 2024

Liked: Cleanliness

Adorable

Adorable little cottage! Super clean and well appointed.

Stayed 3 nights in Mar 2024

10/10 Excellent

Kari P.

Oct 31, 2023

Liked: Cleanliness

Quarterdeck Cottage...picture perfect

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!

Stayed 4 nights in Oct 2023

10/10 Excellent

David L., Massachusetts

Aug 23, 2023

Liked: Cleanliness

Charming, Comfortable House

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!

Stayed 2 nights in Aug 2023

10/10 Excellent

Benjamin C.

Mar 31, 2023

Liked: Cleanliness

Quite and Cozy

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.

Stayed 3 nights in Mar 2023

10/10 Excellent

Jimmy B.

Mar 17, 2023

Liked: Cleanliness

All the comforts of home.

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.

Stayed 5 nights in Mar 2023

10/10 Excellent

Samantha M.

Mar 3, 2023

Liked: Cleanliness

Cute cottage

Excellent experience. The cottage was very cute and comfortable. We had everything we needed. Loved Pine Island - was very relaxing.

Stayed 3 nights in Feb 2023

10/10 Excellent

Janis T.

Feb 15, 2023

Liked: Cleanliness

Bright and cozy

We had a relaxing week at Darlene’s cottage. It was a great place, clean and well equipped and an awesome location, near the canal. The bed is comfortable, living area is spacious, kitchen is remodeled. Nice to come home to this cute place after our adventurous days. We kayaked almost every day and enjoyed the dolphins, pelicans, fishing, and beauty of this special island.

Stayed 7 nights in Feb 2023

10/10 Excellent

Julie D.

Feb 6, 2023

Liked: Cleanliness

Wonderful vacation

We had a great time! The cottage was so quaint and very clean. Darlene was a wonderful host.

Stayed 7 nights in Jan 2023

10/10 Excellent

Elizabeth M.

Jan 21, 2023

Liked: Cleanliness

Lovely cottage with updated amenities.

Loved the property . Very easy to execute the rental., checkin & checkout Convenient location.

Stayed 2 nights in Jan 2023

10/10 Excellent

craig g.

Sep 15, 2022

Liked: Cleanliness

Amazing!

Best rental I've ever had!

Stayed 2 nights in Sep 2022

10/10 Excellent

Kati M.

Sep 5, 2022

Liked: Cleanliness

Great Place to make memories

Second time staying here and we had a wonderful time! Will definitely stay again!

Stayed 4 nights in Sep 2022

10/10 Excellent

Kat K., Sarasota

Jun 29, 2022

Liked: Cleanliness

A terrific place and location for fishing!

What a find! Highly recommend. Great location, very well-appointed, clean and comfortable place with everything you need. I planned this trip very last minute and Darlene was available immediately to answer several questions I had about bringing a boat. The place easily accommodated truck and trailer and another car. We also has access to her dock across the street at NO extra charge which was about as convenient as it gets to hop on and off easily. There is also a VERY nice boat ramp around the corner called Lavender’s Landing. You literally can not be in a better spot to reach great fishing. Boca Grande Pass, Captiva, Pine Island Sound, etc. Thank you Darlene, it was a wonderful stay. We will definitely return!!

Stayed 4 nights in Jun 2022

10/10 Excellent

Kati M.

May 31, 2022

Liked: Cleanliness

Cozy Cottage

We had an absolutely great stay here! Very cozy home with everything you might need. Very clean and well kept with the cutest style throughout. The property manager was very easily reached for any questions I had. We would stay here again with our family, we felt very much at home here!!

Stayed 3 nights in May 2022

10/10 Excellent

Chris S.

Apr 28, 2022

Liked: Cleanliness

Awesome Cottage

Great cottage in quiet neighborhood. Very nicely redone with a very cool vibe.

Stayed 2 nights in Apr 2022

10/10 Excellent

WILLIAM J. M.

Apr 1, 2022

Liked: Cleanliness

Tortuga

Very comfortable experience, we felt like we were right at home. Very quiet area.

Stayed 4 nights in Mar 2022

10/10 Excellent

John M.

Mar 24, 2022

Liked: Cleanliness

Terrific place! Terrific host! Thank you Darlene! J&J

Wonderfully relaxing!

Stayed 18 nights in Mar 2022

10/10 Excellent

Tanja L.

Dec 31, 2021

Liked: Cleanliness

A great getaway

This was a great place to rent. It was extremely well equipped. Everything was just as advertised. Loved it.

Stayed 6 nights in Dec 2021

10/10 Excellent

Scott H.

Jun 21, 2021

Liked: Cleanliness

birthday/father day

good times

Stayed 3 nights in Jun 2021

10/10 Excellent

PHILIP B., Osprey, Florida, USA

Jun 1, 2021

Liked: Cleanliness

Memorial Day stay on Pine Island

My family and I spent the long weekend here and really enjoyed it. The house was comfortable and clean and had everything we needed. Riding the golf cart around the neighborhood was a lot of fun. Would definitely recommend this place!

Stayed 3 nights in May 2021

10/10 Excellent

Rob W.

May 21, 2021

Liked: Cleanliness

Amazing time in Bokel ia

We had a great time. Property was beautiful. Darlene was a great host. Very pleased with whole trip. Super easy to rent golf cart through her. Would recommend 100%

Stayed 2 nights in May 2021

10/10 Excellent

TD

May 3, 2021

Liked: Cleanliness

Old Florida, Exceptional Design, and Extraordinary Service

Honestly, I'm not certain where to begin! Pine Island offers a slice of old Florida at its finest. Location, location, location... especially if you want close proximity to the out islands, world-class fishing and cruising, dockside dining, and history at every turn. I rented this cottage (Quarterdeck Cottage) for friends and Waterside Cottage across the street for us. I'm a local captain and would easily come here over and over again. The host, Darlene, is a diamond in the rough re: service. The interior is even better than the pictures! A+ in my book. Quick, book this place. :) Whether you're a boater or not, don't miss Jug Creek Marina. The marina and fish house is the perfect place for fuel, bait, and even a fried mullet plate and cold beverage. Enjoy your stay.

Stayed 1 night in Apr 2021