HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar

Pine Island Waterfront Condo in Tropical Paradise (506)

4 Reviews
Bedrooms 2
Property type condo
Minimum Stay 3 - 6 nights

Pay with confidence

Your booking will be backed by our Book with Confidence Guarantee when you complete your reservation online and finalise payment on HomeAway.

Learn more


Minimum Stay
3 - 6 nights


Photos and Description of this 2 bedroom holiday condo in Four Winds Marina Condominiums - Four Winds Marina Water Condo

2 bedroom, 2 bath fully stocked condo with water views of marina and pool

Welcome to Southwest Florida's beautiful Pine Island, an 18 mile long tropical island paradise where every morning is magnificent from the sunrises to the sunsets. Pine island is surrounded by mangroves, situated on the Gulf of Mexico and tucked between Sanibel and Captiva islands, with Cape Coral on the mainland and the colorful, quaint fishing village of Matlacha at the entrance to the island. Pine island is fantastic for boaters, fishing enthusiasts, nature lovers, bird watchers, as well as vacationers just looking to get away from the grind and relax and enjoy life. Pine Island has wonderful waterfront restaurants, art galleries and boutique gift shops, as well as a golf course and fantastic live entertainment by many local musicians. We are close to Cape Coral, Ft. Myers Beach, Naples and Sanibel and Captiva Islands where you can take fun-filled day trips from your home base. Pine Island was the home of the Calusa Indians - once the most powerful people in all of South Fl. You can learn all about their history and walk through their actual shell mounds. You'll drive through Matlacha, one of the few, Old Florida towns left, where you'll see colorful cottages and art galleries on the water and drive across the "World's Fishingest Bridge" on your way to our home at the north end of the island.

Welcome to our lovely top floor unit at Four Winds Marina. This exclusive, gated, community has it all - comfort, views, pool, full service marina with boat docks, restaurant and fully stocked ships store.

Our unit (506) is a beautiful single level, top floor (no one above you), corner unit offering the finest in island getaway accommodations. It is a fabulous waterfront condo with a large wrap around, screened-in lanai (ceiling fan on lanai) including three sets of sliding glass doors throughout and cathedral ceilings. The Unit overlooks the marina, boat docks (separate rental through marina), and pool with fantastic views throughout. The unit is light and bright with morning sun and tastefully decorated with an island motive, including the owner's personal professional, nautical photography. It includes two bedrooms, two full bathrooms, and a fully equipped kitchen that provides abundant amenities to round out a relaxing boating / fishing vacation. Kitchen also equipped with filtered water, garbage disposal, ice maker and large pantry. The master suite has a king bed, big closet, double sinks and separate commode area with large tiled shower and stool. Master also has a separate entrance to the lanai. Second bedroom includes twin beds (can pull together into a king bed) and full bathroom right outside in hall. There are large closets with plenty of storage.

The unit comes stocked with dishes, utensils, linens, including beach / pool towels and boating / fishing towels, pool noodles, blow dryer, and portable computer desk for your convenience. Enclosed parking for one vehicle and 6 X 6 locked storage closet is under the unit right next to the boat docks for you to store your boating / fishing gear. An electric grill, and four plastic chairs are available to barbecue your dinner right under the unit by the docks. The Four Winds complex also has a large, outside locked, heated non-chlorinated pool area with a changing bathroom just steps from unit. The pool area is very private surrounded by tropical foliage.

Four Winds Marina is a full service marina with boat facilities, gas, bait, fully stocked ships store and a wonderful restaurant (The Lazy Flamingo) – just walk your fillets in and they will prepare them to your taste and style for a nominal fee. Cayo Costa State Park, a short 20 minute boat ride across Charlotte Harbor, features 7 miles of pristine, sugar sand beaches. Water taxis are available. Boca Grande and other outer islands are just a boat ride away - The Tarpon Capital of the World. Fishing and kayaking also allowed off the seawall in the Four Winds complex.

Wi Fi, Cable TV (package includes Disney and CNN), HBO, Streampix, and digital music included. TV's in living room and both bedrooms. Blue tooth player and weather radio included. Lots of DVDs, games, puzzles, binoculars, and more to make your stay enjoyable.

More Details
  • Long-term Renters Welcome
  • children welcome
  • non smoking only
  • pets not allowed
  • wheelchair inaccessible

Diane Gleason
Member since: 2015
Speaks English
Response time:
Within 12 hours
Response rate:
Calendar last updated:
15 October, 2016
Call Owner

About Diane Gleason

Happily married to my husband, Tim, of 25 years. We read about Pine Island in the Florida Sportsman magazine in 2004, while living in San Diego, and came out for a vacation. We fell in love with everything about the island and bought a second home in 2005. We flew back and forth across country to visit four times a year for over ten years. After several years, we decided to retire here. Our dream finally came true and as of May, 2015, we live on Pine Island full time. We bought a unit at Four Winds when we got here in May, because over the years we enjoyed the marina so much, loved the private Four Winds Condo community, and wanted access to the fishing and outer islands at the north end of Pine Island. We also wanted a place to rent out to guests, have available for family to stay when visiting, and for Tim and I to use whenever it wasn't occupied.

I am active, adventurous woman who loves the outdoors and island lifestyle. My favorite activities are biking, kayaking, fishing, boating and swimming. I'm passionate about traveling all over the world and love to meet people from various places and to learn about diverse cultures. I enjoy eating local ethnic foods. My favorite countries are the Caribbean islands, Europe, Fiji, Bali, Thailand. And of course, my favorite place and home - Pine Island, FL.

Diane Gleason purchased this condo in 2015

Why Diane Gleason chose Bokeelia

Incredible location, both the island and the rental unit. Fabulous fishing and natural setting with fantastic wildlife. Great water views. Your boat can be viewed from unit at all times since unit overlooks the marina and boat docks. Unit is top floor, large, bright and spacious with morning sunrises. Fully accessorized. Owner lives locally and is personally accessible during your stay.

What makes this condo unique

Pine Island is for the nature and wildlife lovers and avid boaters and fishing enthusiasts. To see PI is to fall in love with a place that is supremely it's own. Tim and I flew into Ft. Myers and then drove out to Pine Island in 2004 after reading about it in a magazine, and we knew we had to buy a condo right away and live here full time one day. Our 4 Winds unit is located in a full service marina with a fantastic restaurant and ships store. It's so close to incredible fishing and beaches and the people are wonderful. Out unit gets morning sun so window coverings can be open to the views all day without the arduous sun baking in. You can also see your boat from our unit if you rent a dock at Four Winds Marina. We know you'll love it here as much as we do.


based on 4 holidaymaker reviews

Pine Island Waterfront Condo in Tropical Paradise (506)
average rating of 5.0 based on 4 reviews

Awesome !!

  • 5 of 5

We loved our stay here ! Super nice place I highly recomend it!! The marina has all your boating needs and the lazy flamingo restaurant is only a few steps away!!

  • Review Submitted: Sep 13, 2016
  • Date of Stay: Aug 2016
  • Source: HomeAway
Owner's Response: Thank you Liz. It was a pleasure having you and your family stay.
Did you find this review helpful?
0 0

Great Condo!

  • 5 of 5

Rented this condo for 2 months. Very convenient to the marina and boat. The Owners were accommodating and great to work with. Highly recommend this beautiful condo.

  • Review Submitted: Jul 23, 2016
  • Date of Stay: May 2016
  • Source: VRBO, from HomeAway
Owner's Response: Thank you so much Justin. This means a lot to me. See you in September! Diane
Did you find this review helpful?
0 0

A piece of paradise!

  • 5 of 5

We enjoyed a week of paradise in this beautiful condo that had everything we could wish for! The owners, Diane and Tim, couldn't have been nicer and more helpful. Bokelia is certainly a hidden gem......this is why we are building there!

  • Review Submitted: Nov 14, 2015
  • Date of Stay: Nov 2015
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0

Marina living at it's best!

  • 5 of 5

Had a great week here in this beautiful marina condo! Owners have gone above and beyond to provide everything needed for an extended stay without having to bring your own. Kids loved cooling off in the pool after a long and hot day of fishing. Screened porch overlooking the marina area was great for us to view our boat in the rental slip at all times. Would highly recommend and will be back ourselves!

  • Review Submitted: Jul 20, 2015
  • Date of Stay: Jul 2015
  • Source: VRBO, from HomeAway
Did you find this review helpful?
2 0


Nearest Airport
40 Miles
Regional Southwest - RSW
Nearest Barpub
Lazy Flamingo
Nearest Ferry
Four Winds Marina
Nearest Golf
2 Miles
Alden Pines
Nearest Motorway
20 Miles
Nearest Restaurant
Lazy Flamingo
Nearest Beach
30 Miles
Sanibel Island
Car: recommended

Guide Fishing

Boat Rentals

Boating to Outer Islands

Shopping - art galleries and local gift shops

Great Restaurants



Prices & Availability

Prices for this holiday condo in Four Winds Marina Condominiums, Pine Island

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rental Period Minimum Price Additional Nights Weekend Night Weekly Monthly * Event Price
October / November
1 Oct 2016 - 30 Nov 2016
3 night minimum stay
for 3 nights
2017 Season
1 Dec 2016 - 30 Apr 2017
6 night minimum stay
for 6 nights
My Standard Rate
3 night minimum stay
for 3 nights

Additional pricing information

Cleaning £102
Property Damage Protection £48
Tax Rate 11.0%

Rates are subject to change until reservation is confirmed.
Either $59 damage protection or $500 refundable security deposit (renter's choice)
Rates are based on double occupancy. Owner reserves the right to add up to $15 per night for each additional occupant.

Owner's Cancellation Policy

  • 50% refund for cancellations more than 30 days before check-in date.
  • 100% refund for cancellations more than 60 days before check-in date.
Enter dates for accurate pricing
Enquire Now
Available arrival


Accommodation and facilities for this holiday condo in Four Winds Marina Condominiums in Pine Island

Property Type:
  • condo
  • floor 2
Building Type:
  • building
  • Self-catering
Floor Area:
  • 1100 sq. ft.
Location Type:
  • Water View
  • Waterfront
  • Away From It All
  • Family
  • Sports & Activities
  • Air Conditioning
  • Clothes Dryer
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room ...
  • Parking ...
  • Towels Provided
  • Washing Machine
  • Coffee Maker ...
  • Dishes & Utensils ...
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Oven
  • Pantry Items ...
  • Refrigerator ...
  • Hob
  • Toaster
  • Dining ...
  • Dining Area
  • 2 Bathrooms
  • Bathroom 1 - Toilet , Shower Enclosure , Large tiled shower with glass sliding door
    Bathroom 2 - Toilet , Bath with Shower , Tub and shower combination
  • 2 Bedrooms, Sleeps 5
  • Bedroom 2 - 2 Single Bed
    Bedroom 1 - 1 Extra Lg. Double Bed
  • Large closets Double Sink in Master Suite with separate commode area Remote Controlled Ceiling Fans
  • Books
  • DVD Player
  • Music Library
  • Satellite / Cable
  • Television
  • Video Library
  • Lanai / Gazebo ...
  • Barbecue
  • Long-term Renters Welcome
  • children welcome
  • non smoking only
  • pets not allowed
  • wheelchair inaccessible
Pool / Spa:
  • Communal Pool
  • Heated Pool
  • churches
  • festivals
  • Health/Beauty Spa
  • library
  • marina
  • restaurants
Leisure Activities:
  • beachcombing
  • bird watching
  • Boating
  • eco tourism
  • paddle boating
  • photography
  • scenic drives
  • Shelling
  • sight seeing
  • walking
  • whale watching
  • Wildlife Viewing
Local Services & Businesses:
  • ATM/bank
  • groceries
  • laundrette - serviced
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • fly fishing
  • golf
  • hiking
  • jet skiing
  • Kayaking
  • pier fishing
  • sailing
  • snorkelling
  • bay fishing
  • surf fishing
  • swimming
  • tennis

Partner Offers

Portable wifi hotspot

You might like these similar properties