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NEW!! The “WATERSIDE” COTTAGE~With dockage

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Sun loungers, beach towels
Smart TV
Pool
Terrace/patio
Property grounds

Reviews

10 out of 10
Exceptional

Entire home

1 bedroom1 bathroomSleeps 2

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space

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.)
    ‪64 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 BokeeliaOpens in a new window

What's nearby

  • Goodwins Island - 1 min drive - 0.9 miles
  • Useppa Museum - 2 min drive - 1.3 miles
  • Edison Mall - 45 min drive - 31.0 miles
  • Lee Health Sports Complex - 59 min drive - 38.3 miles
  • JetBlue Park at Fenway South - 64 min drive - 43.8 miles

Getting around

  • Punta Gorda Airport (PGD) - 52 min drive

Restaurants

  • ‪7-Eleven - ‬13 min drive
  • ‪Street Eatz And Ale - ‬13 min drive
  • ‪Circle K - ‬13 min drive
  • ‪Lazy Flamingo Bokeelia - ‬19 min walk
  • ‪Eagles Nest - ‬12 min drive

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!
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.

Similar properties

Front of property
Angler's Inn
Matlacha
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
9.4 out of 10, Exceptional, 331 reviews
$155 nightly
The price is $173
Jun 8 - Jun 9
Total with taxes and fees
Angler's Inn

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)
  • 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
Information provided by the property may be translated using automated translation tools

Pets

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

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
  • 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.
  • 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.
  • 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
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 Useppa Museum. You'll also find Randell Research Center and Goodwins Island within a short drive.

How much does it cost to stay at NEW!! The “WATERSIDE” COTTAGE~With dockage?

As of Jun 7, 2026, prices found for a 1-night stay for 2 adults at NEW!! The “WATERSIDE” COTTAGE~With dockage on Jun 30, 2026 start from $381, 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 parking available on site at NEW!! The “WATERSIDE” COTTAGE~With dockage?

No, there isn't parking at this vacation home.

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.

Is NEW!! The “WATERSIDE” COTTAGE~With dockage good for couples?

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

Does NEW!! The “WATERSIDE” COTTAGE~With dockage have a hot tub?

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 NEW!! The “WATERSIDE” COTTAGE~With dockage have connecting rooms available?

No, there aren't connecting guestrooms at this vacation home.

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 that I can book at NEW!! The “WATERSIDE” COTTAGE~With dockage?

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

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

Reviews

10

Exceptional

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

Reviews

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

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

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

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
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
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
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
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
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
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
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
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
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
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
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
Verified

10/10 Excellent

ATLsftgAAACqAQICAHhRqf5uyCh4rhrpAEcd0Lr3O2ECPWffSl2fK29sG1pXlAFqHQIXD1HNLn8cqFP5WJVXAAAAcDBuBgkqhkiG9w0BBwagYTBfAgEAMFoGCSqGSIb3DQEHATAeBglghkgBZQMEAS4wEQQMm0HjNWk3DJBE6fBtAgEQgC0lbQU72D6IaBwdKiCnUs8xfXY4Jn0x97uxH+BvM8O7BkMJisp1tqlwyqPlEEZB17pXKEjcQ+JhtYYCcd/nkSNrD4mD0jfgJqvFt93MYcs A.

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
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
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
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
Verified

10/10 Excellent

Terry G.

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

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
Verified

10/10 Excellent

Stephen B.

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

Nice stay

Charming place
Stayed 2 nights in Mar 2022
Verified

10/10 Excellent

Phyllis F.

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

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
Verified

10/10 Excellent

Jane W.

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

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

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