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NEW!! The “WATERSIDE” COTTAGE~With dockage

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Living area
Example of a golf cart to site-see or take you to dinner.
“Old Florida Cottage “ with modern WIFI and Cable TV! Just Remodeled!
Exterior
Dining

Reviews

10 out of 10
Exceptional
1 bedroom1 bathroomSleeps 2

Popular amenities

  • Porch or lanai
  • Swimming pool
  • Barbecue grill
  • Internet access
  • Air-conditioning
  • Kitchen

Explore the area

View in a map
Bokeelia, FL
  • Place, Goodwins Island
    ‪1 min drive‬
  • Place, Useppa Museum
    ‪2 min drive‬
  • Place, JetBlue Park at Fenway South
    ‪64 min drive‬
  • Airport, Fort Myers, FL (RSW-Southwest Florida Intl.)
    ‪68 min drive‬

Rooms & beds

1 bedroom (sleeps 2)

Bedroom 1

1 Queen Bed

1 bathroom

MAIN

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Dining area

About this property

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!

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House Rules

Check in after 4:00 PM

Check out before 10:00 AM

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Children

Children allowed: ages 0–17

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Events

No events allowed

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Pets

No pets allowed

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Smoking

Smoking is not permitted

Important information

You need to know

Property # 7205346
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
On-site 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 that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Bokeelia

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 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 snorkelling nearby, or enjoy the great outdoors with cycling and hiking/biking trails.
View more Holiday homes in BokeeliaOpens in a new window
Map
Bokeelia, FL

What's nearby

  • Goodwins Island - 1 min drive - 1.4 km
  • Useppa Museum - 2 min drive - 2.1 km
  • Edison Mall - 45 min drive - 49.8 km
  • Lee Health Sports Complex - 59 min drive - 61.7 km
  • JetBlue Park at Fenway South - 64 min drive - 70.5 km

Getting around

  • Punta Gorda Airport (PGD) - 52 min drive

Restaurants

  • ‪Street Eatz And Ale - ‬13 min drive
  • ‪7-Eleven - ‬13 min drive
  • ‪Eagles Nest - ‬12 min drive
  • ‪Lazy Flamingo Bokeelia - ‬19 min walk
  • ‪Circle K - ‬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 28 May, 2026, prices found for a 1-night stay for 2 adults at NEW!! The “WATERSIDE” COTTAGE~With dockage on 3 Aug, 2026 start from S$477, 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 within 1 mile (2 km) of Goodwins Island and Useppa Museum. Calusa Heritage Trail and Randell Research Center are also within 3 miles (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 49 out of 49 reviews
Rating 8 - Good. 0 out of 49 reviews
Rating 6 - Okay. 0 out of 49 reviews
Rating 4 - Poor. 0 out of 49 reviews
Rating 2 - Terrible. 0 out of 49 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Pauline L.

Liked: Location
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.
Stayed 3 nights in Apr 2026
Verified

10/10 Excellent

Veronica T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The space was just as described and pictured. Everything wad very clean and welcoming. I really enjoyed the outdoor seating area!
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

Sandy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great week spent at the Waterside Cottage!
Stayed 7 nights in Mar 2026
Verified

10/10 Excellent

Janice F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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

10/10 Excellent

Merle H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Genevieve S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place, we would definitely come again! Such wonderful hospitality!
Stayed 4 nights in Dec 2025
Verified

10/10 Excellent

Cynthia

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.
Stayed 8 nights in Jan 2026
Verified

10/10 Excellent

Cheryl H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Dreamy Island Cottage

We had the best, relaxing time in this adorable waterside cottage. The host is the best!! We loved everything about this vacation spot.
Stayed 8 nights in Mar 2021
Response from VrboOwner on 16 Mar, 2021
Cheryl, I’m glad you had a great time! It means a lot to me. I’d love to have you again sometime! Darlene
Verified

10/10 Excellent

Ron R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Response from VrboOwner on 21 Mar, 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
Verified

10/10 Excellent

Jody R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Response from VrboOwner on 10 Feb, 2025
I appreciate greatly the kind review, but more importantly that you enjoyed yourselves! You both are welcome back anytime!
Verified

10/10 Excellent

Terasa L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Response from VrboOwner on 25 Jan, 2022
Terasa, It was an absolute pleasure hosting you! Look forward to having you again! Best, Darlene
Verified

10/10 Excellent

Wendy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Response from VrboOwner on 21 Mar, 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
Verified

10/10 Excellent

Terese P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Adorable cottage with great service!

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!
Stayed 2 nights in Jul 2019
Verified

10/10 Excellent

Kierstan K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cute cottage

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 Aug, 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!
Verified

10/10 Excellent

Chelsea H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Waterfront Bliss

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 Jan, 2021
It is my privilege to host you! You’re are wonderful guests and hope to have you return again soon!
Verified

10/10 Excellent

Mike a.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Mike and Val

Very nice
Stayed 2 nights in May 2024
Response from VrboOwner on 9 Aug, 2024
Mike, I’m so glad you enjoyed the little cottage. You are welcome back anytime! Thank you, Darlene
Verified

10/10 Excellent

Ramona "Sam" and Mike H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Response from VrboOwner on 9 Nov, 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!
Verified

10/10 Excellent

Kelly D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Response from VrboOwner on 18 May, 2022
Kelly, It was a pleasure having you. I’m so happy the cottage fit your needs!! I’d love to have you again sometime! Darlene
Verified

10/10 Excellent

Chris S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Response from VrboOwner on 22 Apr, 2021
Thank you Chris for the lovely review. Most importantly I’m glad you enjoyed your time there. I welcome you back anytime!
Verified

10/10 Excellent

Lauren M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Response from VrboOwner on 14 Apr, 2023
You are welcome back anytime!! I’m glad it was a perfect fit for you!!
Verified

10/10 Excellent

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Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Response from VrboOwner on 26 Jul, 2021
Thank you Cathy for the lovely review!! You were first class guests as well and it was my pleasure having you!
Verified

10/10 Excellent

Roger J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Response from VrboOwner on 29 Jan, 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
Verified

10/10 Excellent

TomCheryl M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Response from VrboOwner on 6 Mar, 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
Verified

10/10 Excellent

Jennifer D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great stay, was exactly as described. The host had great communication and gave great advice for the property and surrounding area.
Stayed 4 nights in Apr 2026
Response from VrboOwner on 4 May, 2026
It was a pleasure hosting you! So glad you enjoyed your visit!
Verified

10/10 Excellent

Kimberly K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

About the host

Hosted by Darlene Karl

Host profile image

Thank you for your interest in my home. 7 years ago, I myself, vacationed here in Bokeelia, FL. I came here knowing that it was a beautiful barrier island, and to my amazement, it was SO much more. I couldn't believe the abundant wildlife, tranquil settings, nature trails and sights there are on this beautiful island. I came here for many of the same reasons you will be coming here for. The fishing, sun, boating, kayaking, nightlife, unique shopping (Downtown Matlacha) and some rest & relaxation. You will enjoy all of that and more, and I would be glad to be a part of making that possible....

Kind reqards,

Darlene

Why they chose this property

Cozy and cute, but most importantly clean. This romantic cottage will give you the full kitchen with setting areas outside to enjoy your coffee or watch your spouse clean his or her catch of the day. Old Florida life style is yours to enjoy!
I have several properties all located next to one another for family or friends to vacation together yet have their own space.
Other properties:
The Lookout Cottage Property ID# 7371979
The Quarterdeck Cottage Property ID# 4539791
The Dockside Cottage Property ID#
Please check all four properties! All unique and beautifully decorated!

What makes this property unique

Walk in shower, real nickel floors, vaulted ceilings with rope lighting for romantic lighting!

Languages:

English

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