Entire home

NEW!! The “WATERSIDE” COTTAGE~With dockage

Choose dates to view prices

Where to?

Dates

July 2025

August 2025

Overview
Amenities
Policies
Location
Host

Exceptional

Entire home

1 bedroom1 bathroomSleeps 2

Popular amenities

Parking available
Dryer
Washer
Pool
Barbecue grill
Kitchen

Explore the area

Bokeelia, FL

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

Room options

About the neighborhood

Bokeelia

This vacation home places you within a mile (2 km) of Goodwins Island and Useppa Museum. The vacation home includes a kitchen, a patio, and a dining area.

View more Vacation Homes in Bokeelia

What's nearby

Goodwins Island - 15 min walk - 0.8 miles
Useppa Museum - 2 min drive - 1.1 miles
Sun Splash Water Park - 34 min drive - 19.0 miles

Getting around

Punta Gorda Airport (PGD) - 52 min drive

Restaurants

‪Lazy Flamingo 3 - ‬19 min walk
‪Tarpon Lodge - ‬7 min drive
‪Pine Island Pizza - ‬13 min drive
‪Olde Fish House Marina - ‬13 min drive
Cabbage Key Historic Inn & Restaurant

About this property

Entire place

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

NEW!! The “WATERSIDE” COTTAGE~With dockage

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. You can catch Sheephead and Mangrove snapper right off the sea wall out behind this cottage. 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.

The golf carts/kayaks/boats/bikes are available to rent through a local resources! Golf cart approved areas make it a fun addition to the trip! Bike ride the entire island and stop for lunch or views! Kayaking this area is voted as one of the top spots and boating and fishing, what can I say.. both amazing off this island!

Wait till you see this freshly done cottage! Ready for your stay, bring your boat or rent one near by to dock here. Or, simply enjoy sitting by the water with a cup of coffee. New mini split a/c just installed to keep you comfortable on even the hottest of days! Lots of history on this beautiful island with fishing you'll be amazed with! Tarpon capital of the world and Charlotte Harbor moments away from the dock! Boca Grande, Cayo Costa, Useppa, North Captive, Sanibel and Cabbage Key, etc. a short boat ride away! The dock is a shared dock. Occasionally, I have guests from other cottages that may need dockage. These guests are asked to load and unload only.

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 Quarterdeck Cottage Property ID# 4539791 Bokeelia

The Dockside Cottage Property ID# 9462163 St James City

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

The vacation home is air-conditioned and features a kitchen and a patio, and there's space to spread out with a separate bedroom and a dining area. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

Property manager

Darlene Karl

Languages

English

Similar properties

Fridge, microwave, coffee/tea maker, toaster

Kitchen
Washer
Dryer
Pet friendly

$319 nightly

Jul 9 - Jul 10

Total includes taxes and fees

Kitchen
Washer
Dryer
Pet friendly

$142 nightly

Jul 10 - Jul 11

Total includes taxes and fees

Kitchen
Washer
Dryer
Pet friendly

Property amenities

Beach

Beach loungers
Beach towels

Pool/Spa

Communal pool

Internet

Available in the house: WiFi

Parking and transportation

Car recommended
Parking on site

Kitchen

Coffee/tea maker
Cookware, dishware, and utensils
Electric kettle
Ice maker
Microwave
Oven
Paper towels
Refrigerator
Stovetop
Toaster

Dining

Dining table

Bedrooms

Bedroom
Bedsheets provided

Bathroom

1 bathroom
Hair dryer
Shampoo
Shower
Soap
Toilet paper
Towels provided

Living spaces

Dining table
Separate dining area

Entertainment

Smart TV

Outdoor areas

Barbecue grill
Dock
Outdoor furniture
Patio

Laundry

Laundry facilities
Washing machine

Comfort

Air conditioning
Heating

Pets

No pets allowed

Suitability/Accessibility

Smoking not allowed

Services and conveniences

Iron/ironing board

Location highlights

Near a hospital
Near an outlet shopping mall
Near the marina
On the waterfront

Things to do

Water park
Birdwatching nearby
Casino nearby
Cycling nearby
Fishing nearby
Golfing nearby
Hiking/biking trails nearby
Sailing nearby
Scuba diving nearby
Snorkeling nearby
Swimming 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

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

Pets

This property doesn't allow pets

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

New Waterside Cottage dockage golf Cart kayak House Bokeelia

New Waterside Cottage dockage golf Cart kayak House

New Waterside Cottage dockage golf Cart kayak Bokeelia

New Waterside Cottage dockage golf Cart kayak

Discount! The Waterside Cottage~dockage~golf Cart~kayak

New Waterside Cottage dockage golf Cart kayak House Bokeelia

New Waterside Cottage dockage golf Cart kayak House

New Waterside Cottage dockage golf Cart kayak Bokeelia

New Waterside Cottage dockage golf Cart kayak

New!! The Waterside Cottage~dockage~golf Cart~kayak Bokeelia

Waterside Dockage Cart Kayak

Frequently asked questions

What's there to see near this vacation home?

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

Is parking available on site at this vacation home?

No, this vacation home doesn't offer parking.

Is this vacation home adjacent to a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

What amenities will couples enjoy at NEW!! The “WATERSIDE” COTTAGE~With dockage?

At this historic vacation home, amenities that appeal to couples include a kitchen and a smart TV in each accommodation with some featuring kitchens.

Are there hot tubs at NEW!! The “WATERSIDE” COTTAGE~With dockage?

No, this vacation home doesn't have a spa tub.

Does this vacation home offer breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay free of charge?

No, pets aren't allowed at this vacation home.

Does this vacation home have connecting rooms?

No, this vacation home doesn't feature connecting guestrooms.

Where is the closest airport to this vacation home?

The closest major airport to this vacation home 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 NEW!! The “WATERSIDE” COTTAGE~With dockage?

Yes, every accommodation at NEW!! The “WATERSIDE” COTTAGE~With dockage comes with a deck.

NEW!! The “WATERSIDE” COTTAGE~With dockage Reviews

Exceptional

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10 Excellent

Ron R.

Mar 20, 2025

Liked: Cleanliness

As Promised

My wife and I loved our stay at Waterside. The property was clean and well appointed. The area was nice and we loved walking up to the local watering hole for sunset views. I would recommend it highly.

Stayed 3 nights in Mar 2025

10/10 Excellent

Wendy H.

Mar 16, 2025

Liked: Cleanliness

A lovely cottage

We enjoyed our stay very much. We knew the area very well and we're sorry to see that Captain Con restaurant had been destroyed by a hurricane. But enjoyed the Lazy Flamingo and loved Tarpon Lodge, as always. I went kayaking at Carmen's Kayaks. They were super helpful. Darlene, our host, was great. She was always available.

Stayed 3 nights in Mar 2025

10/10 Excellent

Jody R.

Feb 10, 2025

Liked: Cleanliness

Wonderful Stay!

We loved our stay here! Quaint, clean and a great location. Walking distance to Jug Creek Marina where there is live music until 8pm every day. There is also a bike path that runs the entire length of the island and easily accessible from the home. Check in was super simple and the host replied quickly to any questions and was very gracious. Fast access to the water if you have a boat. We will definitely be back!

Stayed 14 nights in Jan 2025

10/10 Excellent

Ramona "Sam" and Mike H.

Nov 9, 2024

Liked: Cleanliness

Coziest Little Cottage!!

My husband and I couldn’t have been more pleased with The Waterside Cottage! It exceeded our expectations and Darlene was the perfect host…made the entire process easy and was always responsive to questions, etc. The cottage was spotless and well stocked. We boated over from the East Coast of Florida and it was so condiment having the boat docked right out back. The cottage was so comfortable with such a great vibe we turned down dinner invites to grill and stay at the Cottage. We will definitely return!

Stayed 2 nights in Oct 2024

10/10 Excellent

Mike a.

Aug 9, 2024

Liked: Cleanliness

Mike and Val

Very nice

Stayed 2 nights in May 2024

10/10 Excellent

Lauren M.

Apr 14, 2023

Liked: Cleanliness

Special spot in secluded paradise!

This tiny house was exactly what my husband and I needed to celebrate a special anniversary. It’s rare for us to get a full weekend away, just the two of us, sans kiddos. We brought our 24 foot boat and had plenty of space to keep it at the dock and had ample space for our trailer. The neighborhood boat launch was also a major bonus. This sweet house is well-equipped and provides access to some of the state’s most beautiful beaches, perfect for island hopping and shelling. Thanks for the great stay and the wonderful memories!

Stayed 3 nights in Mar 2023

10/10 Excellent

Roger J.

Jan 29, 2023

Liked: Cleanliness

Amazing Cottage!

This awesome little cottage was wonderfully deceptive! It looks small as you pull up, but then you walk in to vaulted ceilings, and modern amenities - while still maintaining that gorgeous nautical feel! Little things like hidden ledge lighting, the bathroom floor's artistic and surprising material, and the gorgeous "propeller" ceiling fan, are just the cherry on top of such a wonderful, modern cottage! We loved it so much, my wife said on multiple occasions, said: "I'd live here!!!" Quick and thoroughly helpful communication with the proprieter, Darlene, helped make this brief get-a-way, way too short!!! #LovedThisPlace!!!

Stayed 1 night in Jan 2023

10/10 Excellent

Kimberly K.

Aug 18, 2022

Liked: Cleanliness

Quaint Cottage

The property was great! We enjoyed exploring other areas of Florida. Communication with the host was ver easy and responsive.

Stayed 3 nights in Aug 2022

10/10 Excellent

Terry G.

Mar 24, 2022

Liked: Cleanliness

Nested in on Pine Island

Quiet neighborhood, lovely home on a small island. Two small beach access points which is kept as a "secret". Nice place to escape to if you want to fish and not be around malls and franchise restaurants.

Stayed 2 nights in Mar 2022

10/10 Excellent

Kelly D., naples fl

Mar 23, 2022

Liked: Cleanliness

weekend away

We had nice time in Bokeelia meeting up with some friends for a long weekend. The cottage is exactly as pictured. The kitchen was well stocked and we found we had everything we needed. The towels and linens were of nice quality which is appreciated. We had fun kayaking and fishing. My husband caught a few snapper right off the dock. The cafe lights out back made for a nice spot down by the water for a night cap.

Stayed 3 nights in Mar 2022

10/10 Excellent

Stephen B., Bradenton, FL.

Mar 15, 2022

Liked: Cleanliness

Nice stay

Charming place

Stayed 2 nights in Mar 2022

10/10 Excellent

Phyllis F., Mobile, AL

Mar 15, 2022

Liked: Cleanliness

Cozy cottage

The waterside cottage is a jewel! It’s immaculately clean and superbly decorated. There’s a very nice boat launch a few blocks away, if you are a boater. You can also dock your boat in the backyard canal. We give this property an A+. I would highly recommend this property for a anyone wanting to get away and relax.

Stayed 3 nights in Mar 2022

10/10 Excellent

TomCheryl M., Bellingham, Washington

Mar 6, 2022

Liked: Cleanliness

Florida adventure 2022!

The Waterside Cottage and Pine Island is a Florida hidden gem! Upon entering the cottage we were in awe by all the thought put into the little touches to make this a destination memory. Waterside Cottage is even more beautiful than the pictures display. Darlene has done an excellent job of restoring and furnishing this vacation home. The cottage was well maintained and super clean. The living/dining area was tastefully and uniquely decorated. Well stocked kitchen with everything one would need. The bed was super comfy and the bathroom and shower were so unique. We loved the nickel flooring and lost count of how many nickels it took to complete that project! Watching the sunrise while enjoying our coffee on the back dock was a treat, especially when the resident manatee floated by. Wish we had morning doves in Washington, so peaceful to listen to. And those pelicans!! So fun to watch as they followed the fishing boats in the canal. The sunsets from the Bokeelia Pier were incredibly awesome! The pier is just a short venture from the cottage and worth the drive. Midnight star gazing from the dock is another plus! Exploring Pine Island was so peaceful. A very relaxing and laid back feeling. And oh my, Matlacha!! So fun!! Darlene was a delight to work with and an amazing host! A very kind and responsive owner. I only wish is that we could have stayed longer. Hopefully we can return again soon

Stayed 3 nights in Mar 2022

10/10 Excellent

Terasa L.

Jan 16, 2022

Liked: Cleanliness

Absolutely Loved!!

Adorable cottage that is decorated so cute! Everything we needed included a boat slip and a very close boat ramp. Will definitely be back.

Stayed 3 nights in Jan 2022

10/10 Excellent

Jane W.

Dec 31, 2021

Liked: Cleanliness

Everything We Needed and More!

Darlene - highly responsive to all correspondence and requests. Savvy, loves her place in all the best ways. Cabin - pristine, bright, well-equipped (especially appreciated W/D unit, toaster, deck out back 10 steps from canal), calming, private. I slept on the sofa (2 nights) - admittedly a little bit of a trick since it's not a sofa-bed, but great recliner :) for an average-sized female. Surrounding area - perfectly quaint; great for folks seeking a glimpse into a bygone time. Loved kayaking (Carmen's Kayaks accommodated us on the fly and were sensitive to our unique needs); unbelievably good breakfast at Nick B's; WynDixie - impressive for such a small island; Learning about the Calusa (spelling?) Indians - humbling; Vietnamese restaurant in Matlacha - great take-out. We probably should have taken the ferry over to ritzy islands, but I couldn't make myself leave Pine Key. Maybe next time. December is a great time to visit this area. No bugs. No heat.

Stayed 2 nights in Dec 2021

10/10 Excellent

Gina B., Bradenton, USA

Nov 22, 2021

Liked: Cleanliness

Gorgeous Property!

This property was adorable! My husband and I had such a peaceful retreat! The cottage was impeccably clean, and Darlene, our hostess, was so easy to communicate with. We enjoyed sitting outside on the canal with our morning coffee, throwing a line in for Mangrove Snapper and Snook. The neighborhood was peaceful and quiet, but also close to anything you'd dream of doing. We were so grateful for such a restorative weekend here!! We can't wait to come back again!

Stayed 2 nights in Nov 2021

10/10 Excellent

Michelle X.

Nov 18, 2021

Liked: Cleanliness

Professional decorated with every amenity

Very clean and well appointed. The decor is next level. I’d stay there again.

Stayed 2 nights in Nov 2021

10/10 Excellent

Kurt O.

Jul 18, 2021

Liked: Cleanliness

Insta worthy cottage

Really cute Instagram worthy cottage. Authentic retro style meets cottage chic.

Stayed 2 nights in Jul 2021

10/10 Excellent

ATLsftgAAACqAQICAHhRqf5uyCh4rhrpAEcd0Lr3O2ECPWffSl2fK29sG1pXlAFqHQIXD1HNLn8cqFP5WJVXAAAAcDBuBgkqhkiG9w0BBwagYTBfAgEAMFoGCSqGSIb3DQEHATAeBglghkgBZQMEAS4wEQQMm0HjNWk3DJBE6fBtAgEQgC0lbQU72D6IaBwdKiCnUs8xfXY4Jn0x97uxH+BvM8O7BkMJisp1tqlwyqPlEEZB17pXKEjcQ+JhtYYCcd/nkSNrD4mD0jfgJqvFt93MYcs A., ATLsftgAAACqAQICAHhRqf5uyCh4rhrpAEcd0Lr3O2ECPWffSl2fK29sG1pXlAHTkpAMxMryfAYrovZ29ovIAAAAcDBuBgkqhkiG9w0BBwagYTBfAgEAMFoGCSqGSIb3DQEHATAeBglghkgBZQMEAS4wEQQMkgBZVjoA9NiToibJAgEQgC0Jc6Yo+k8e68ywfk0JjA20VXRjN/WN8Wk4hbgAwu9EviIfv82crlL/j+RwjxREbSI0CHWFUIwmYJdkjkY0hBNVuEo53MzOIhFWl3cGGG3ZNfSMnfQ+hv8

Jun 25, 2021

Liked: Cleanliness

The Waterside Cottage offers Old Florida feel with modern update and comfort.

This comfortable cottage is full of Old Florida charm. Perfect size for the two of us with all the kitchen necessities. Plus, nice linens, ample towels and great lighting throughout. Real comfy sofa too! We’ll definitely return with our boat when the weather is a little cooler so we can use the dock & backyard deck. Thank you again Darlene for answering all of our questions and being such a gracious hostess. PS - loved exploring the entire island - very unique - the rows of all the varieties of palm trees was amazing!

Stayed 2 nights in Jun 2021

10/10 Excellent

Jacob D.

Jun 12, 2021

Liked: Cleanliness

Awesome cottage

This place was great; easy check in/check out. The property manager stayed in communication throughout the entire process. Cottage is right on a canal with lots of things to do around. Place was clean and well kept, if ever in the area again I would book through them and would highly recommend.

Stayed 3 nights in Jun 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 (Waterside Cottage) and Quarterdeck Cottage across the street for friends. 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

10/10 Excellent

Chris S.

Apr 21, 2021

Liked: Cleanliness

Wonderful Place to Recharge

Everything was wonderful. Space is bright and airy and very clean. Darlene was a joy to work with. She took care of everything. Perfectly. Would absolutely recommend this property for anyone wanting some peace and quiet to recharge their batteries. Would definitely stay here again. Thank you Darlene.

Stayed 4 nights in Apr 2021

10/10 Excellent

Verified traveler

Traveled with partner

Apr 7, 2021

Liked: Cleanliness, amenities, property conditions & facilities

Loved this cottage! Sat on dock every night made friends with some beautiful birds and experienced a few nightly dolphin visits! Loved the cottage new fresh exquisite decor. You won't regret staying here :)

Stayed 5 nights in Apr 2021