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

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

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!

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

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

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!

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.

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.

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.

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 :)

Lovely cottage on a canal, beautiful sun and moon rises.Good restaurants nearby and Darlene was very nice to work with.

We had the best, relaxing time in this adorable waterside cottage. The host is the best!! We loved everything about this vacation spot.

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!

A quaint little cottage nestled on a canal. Very nice & cozy on the inside. We spent our 20 year anniversary here and it was very relaxing which is just what we needed! Thank you Darlene for your hospitality.