On the shores of Charlotte Harbor, The Dockside Cottage offers a tranquil retreat for nature lovers and fishing enthusiasts. Catch a glimpse of majestic sunrises and sunsets, kayak through mangroves teeming with wildlife or bike ride across the island. With WiFi, local channels, and ROKU available at this charming cottage you'll feel right at home.
Reviews
1010 out of 10
Exceptional
Entire home
1 bedroom1 bathroomSleeps 2
Popular amenities
Pool
Kitchen
Washer
Dryer
Air conditioning
Outdoor Space
The current price is ¥30,783
¥30,783
¥63,586 total
includes taxes & fees
Mar 26 - Mar 27
Add dates for prices
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 Quarterdeck Cottage Property ID# 4539791 Bokeelia
Please check both properties! All unique and beautifully decorated!
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
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)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
Pets not allowed
Children and extra beds
Children are welcome
Events
No events allowed
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
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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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
We should mention
A car is recommended for transportation to and from this property
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
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
About the neighborhood
Located in Bokeelia, this vacation home is on the waterfront. Boca Grande Lighthouse Museum and Whidden's Marina are local landmarks, and some of the area's activities can be experienced at Calusa Heritage Trail and Royal Tee Golf Club. Tropical Breeze Fun Park and Bowland Coral Lanes are also worth visiting. Discover the area's water adventures with scuba diving and snorkeling nearby, or enjoy the great outdoors with cycling and hiking/biking trails. Visit our Bokeelia travel guide
Does NEW!! The “WATERSIDE” COTTAGE~With dockage have a pool?
Yes, this property has a pool.
How much does it cost to stay at NEW!! The “WATERSIDE” COTTAGE~With dockage?
As of Mar 11, 2026, prices found for a 1-night stay for 2 adults at NEW!! The “WATERSIDE” COTTAGE~With dockage on Mar 26, 2026 start from ¥30,783, excluding 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.
Is NEW!! The “WATERSIDE” COTTAGE~With dockage pet-friendly?
No, pets are not allowed at this property.
How much is parking?
Onsite parking is available at the property.
What time is check-in at NEW!! The “WATERSIDE” COTTAGE~With dockage?
Check-in begins at 4:00 PM.
What time is check-out at NEW!! The “WATERSIDE” COTTAGE~With dockage?
Check-out is at 10:00 AM.
Where is NEW!! The “WATERSIDE” COTTAGE~With dockage located?
Situated on the waterfront, this vacation home is within 1 mi (2 km) of Goodwins Island and Useppa Museum. Calusa Heritage Trail and Randell Research Center are also within 3 mi (5 km).
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NEW!! The “WATERSIDE” COTTAGE~With dockage Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
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.
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!
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.
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!
Ramona "Sam" and Mike H.
Stayed 2 nights in Oct 2024
10/10 Excellent
Cynthia
Feb 2, 2026
Liked: Cleanliness, amenities, property conditions & facilities, communication
Cute little cottage in a quiet neighborhood. Updated amenities and super clean. A fun outdoor bar with entertainment and great food within walking distance. A good placw for a quiet getaway.
The experience from booking to checking in was excellent! The owners responded to any questions immediately. The cottage itself is adorable and very clean. It really makes you feel at home. Location is good for things to do in both Bokeelia and Matlacha. Will definitely book this sweet cottage again!
Very impressed with this great little cottage. Extremely clean and prepped for any type of guest. Great backyard area with beach sand and water access, perfect to relax on the dock. Very responsive, kind property manager. Would definitely recommend!!
We are return-renters of this host, and we cannot say enough good things about all of her properties that we have stayed in.
We know the island well, and this little spot is a romantic getaway. We enjoyed our time on the back porch, over looking the water with a bottle of wine.
10/10 recommend!
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.
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.
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!
Lauren M.
Stayed 3 nights in Mar 2023
10/10 Excellent
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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!
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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!!!
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
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.
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.
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.
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!