Located in Bokeelia, this holiday home is near a water park and 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 Cape Royal Golf Club. Tropical Breeze Fun Park and Bowlero Coral are also worth visiting. Discover the area's water adventures with scuba diving and snorkelling nearby, or enjoy the great outdoors with hiking/biking trails and cycling.
Edison and Ford Winter Estates - 49 min drive - 50.5 km
Bell Tower Shops - 52 min drive - 52.9 km
Lee Health Sports Complex - 57 min drive - 59.6 km
Getting around
Punta Gorda Airport (PGD) - 52 min drive
Restaurants
Circle K - 13 min drive
Lazy Flamingo Bokeelia - 19 min walk
Eagles Nest - 12 min drive
Tarpon Lodge Restaurant - 7 min drive
Street Eatz And Ale - 13 min drive
Frequently asked questions
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 11 November 2026, prices found for a 1-night stay for 2 adults at NEW!! The “WATERSIDE” COTTAGE~With dockage on 7 September 2027 start from NZ$760, including 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 at NEW!! The “WATERSIDE” COTTAGE~With dockage?
On-site 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?
Checkout is at 10:00 AM.
Where is NEW!! The “WATERSIDE” COTTAGE~With dockage located?
Situated on the waterfront, this holiday home is 1 mi (1.7 km) from Goodwins Island and within 3 miles (5 km) of Calusa Heritage Trail and Randell Research Center. Koucky Gardens & Gallery and Little Smokehouse Key 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.
Waterside Cottage was immaculate and nicely appointed. The location was great for exploring the area by boat and by car.. Darlene was very responsive and very helpful throughout our stay. We would not hesitate to go back and stay at Waterside again.
We had a lovely stay at the Waterside cottage. The house was perfect….compact but fully functional. We were able to dock our boat in the canal behind the house. There is a cute little restaurant/bar/marina at the end of the street….an easy walk or quick bike ride away. When a storm threatened to keep us there another day (we came by boat), Darlene was very accommodating and understanding! We’ll certainly come back again!
Cute home that was perfect to spend time there as well as go sightseeing. If you stay here be sure to go down to the end of the street to meet UNO.Pictures are very acurate
Stayed 2 nights in Jan 2026
Verified review
10/10 Excellent
Cynthia
2 February 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 cutest, vintage old Florida cottage in a quiet community! It was very clean and Darlene was quick to respond. Be sure to try The Perfect Cup for an amazing breakfast
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
Response from VrboOwner on 21 March 2025
Ron,
It was a pleasure having you! So glad it was the relaxing retreat you were hoping for!
Hope to have you again sometime!
Best,
Darlene
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!
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
Response from VrboOwner on 10 February 2025
I appreciate greatly the kind review, but more importantly that you enjoyed yourselves!
You both are welcome back anytime!
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!!
Stayed 2 nights in Aug 2020
Response from VrboOwner on 16 August 2020
Kierstan,
Thank you for the lovely review, but more importantly I am happy to hear you enjoyed your stay! Hope to have you back in the near future!
Thank you for taking such wonderful care of the cottage. Perfect guests!
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!
Stayed 3 nights in Jan 2021
Response from VrboOwner on 29 January 2021
It is my privilege to host you! You’re are wonderful guests and hope to have you return again soon!
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
Response from VrboOwner on 21 March 2025
Wendy,
Can’t thank you enough for the review. I’m glad it was the retreat you were hoping for! I’d love to have you again sometime.
Thank you for being a wonderful guest!
Best,
Darlene
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
Response from VrboOwner on 9 November 2024
Thank you so much for the lovely review!! You were perfect guests. I thank you! I would love to have you. It’s again sometime!
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
Response from VrboOwner on 22 April 2021
Thank you Chris for the lovely review. Most importantly I’m glad you enjoyed your time there. I welcome you back anytime!
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
Response from VrboOwner on 14 April 2023
You are welcome back anytime!! I’m glad it was a perfect fit for you!!
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
Response from VrboOwner on 29 January 2023
Well it does seem you enjoy the little cottage. I’m so thankful. I can honestly say you were one of the best groups that have come through. Leaving it so clean my girls asked if anyone had actually stayed! Welcome back anytime! Thank you Roger and I hope your wife had a wonderful birthday!
Best,
Darlene
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
Response from VrboOwner on 6 March 2022
Wow! Tom and Cheryl what a lovely review. I really can say you were amazing guests and I do hope you can visit again some other time. Thank you for taking such wonderful care of the cottage and I hope the trip home was uneventful. :)
Best,
Darlene
Very clean, and so cute! Darlene is a helpful responsive host. Tracy with Kustom golf carts was just as friendly & helpful. We came by boat so we rented a golf cart during our stay. It’s not necessary, Uber would have been cheaper, but it was fun! Plus we drove around and found a mango farm and purchased a couple of tasty treats. The people at Jug Marina were very friendly. Not a place for great food, but good enough. Lazy Flamingo was good too. My husband really enjoyed the ribs. Tarpon Lodge is a great place to eat and have a nice drink.
Stayed 5 nights in Jul 2026
Response from VrboOwner on 6 August 2026
I really am thankful for such wonderful guests like yourself.. thank you and glad you enjoyed the little cottage and area