Features
Map
Availability
Review
Features
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PETS
No Pets Allowed -
BEACH
On The Beach -
SAFETY
Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property) -
BEDROOM
5 Bedrooms Bed Sheets Provided -
GENERAL
Unit Size: 3000 Sq Ft (279 Sq M) -
KITCHEN
Coffee/tea Maker Cookware/dishes/utensils Dishwasher Ice Maker Microwave Oven Refrigerator Stovetop Toaster -
LAUNDRY
Laundry Facilities Washing Machine And Dryer -
INTERNET
WiFi Available -
OUTDOORS
Balcony Barbecue Grill Garden -
POOL/SPA
Hot Tub Private Pool Shared/communal Pool -
BATHROOMS
4.5 Bathrooms Hair Dryer Shower Towels Provided -
WORKSPACES
Office -
LANGS SPOKEN
English -
THINGS TO DO
Bicycle On Site Boat On Site Fishing Nearby Kayak On Site -
ENTERTAINMENT
Foosball Table Games Stereo TV -
LIVING SPACES
Living Room -
CLIMATE CONTROL
Air Conditioning Heating -
FAMILY FRIENDLY
Baby Monitor Children's Dinnerware Pool Toys Travel Crib -
LOCATION HIGHLIGHTS
Near The Ocean On The Waterfront -
SERVICES AND CONVENIENCES
Iron/ironing Board -
SUITABILITY/ACCESSIBILITY
Elevator Smoke-free Property
Map
Availability
Review
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Benjamin H.
Submitted Jun 4, 2026
Stayed May 23, 2026Incredible property steps from the Gulf. Communication with the Vanage team before our arrival made check in a breeze and they were there for our needs throughout the trip. The house is amazing and is located in a premiere location on the island. Highly recommend!
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Herb S.
Submitted Mar 22, 2026
Stayed Mar 14, 2026Great house, laid out well, incredible top floor opens up entirely to the beach. Would 100% rent here again. Everything from meeting us at the marina, to taking us back on departure, was unparalleled hospitality.
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Emily W.
Submitted Mar 14, 2026
Stayed Mar 6, 2026Our stay at Gypsy Wind was absolutely unforgettable. The property has breathtaking ocean views from so many spots, and being just steps from the beach made it incredibly convenient for our whole family to enjoy the water whenever we wanted.There were endless activities for everyone to enjoy together. We had epic foosball competitions, played sand volleyball, built sandcastles, went snorkeling, and spent plenty of time relaxing by the pool. Evenings were perfect for grilling out and watching basketball games on the outdoor TV. The kids loved playing bucket golf, paddleboarding, and exploring the shoreline. We even rented fishing poles and the kids were thrilled to catch fish right from the shore. There were also tons of beautiful seashells to collect.One of our favorite parts of the house was the amazing kitchen with its incredible ocean view. It made preparing family meals fun instead of a chore. Mornings were peaceful and beautiful, starting the day on the covered porch with a great cup of coffee while looking out over the ocean.At night we shared lots of laughs while relaxing in the hot tub under the stars. It was the perfect place to unwind after a full day of beach fun.Most importantly, the time we spent together as a family was priceless. We came home feeling reconnected, refreshed, and incredibly relaxed. Gypsy Wind truly created the perfect setting for making lasting family memories!
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Leigh G.
Submitted Feb 24, 2026
Stayed Feb 16, 2026Everything from the beginning to the end was literally perfect. The home is beautiful and had all the amenities needed for a relaxing and stress free vacation. We arrived and realized we had forgotten diapers…they were delivered first thing the next morning by our host. If I could give more than 5 stars, I would. By far, the best family vacation we have ever had. Lots of time together, beautiful beach right outside the door, pool area so much fun, great gathering areas all over the house/porches, and the third floor view was breathtaking every night. They have thought of everything needed for the perfect vacation on a beautiful island.
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Michele B.
Submitted Feb 10, 2026
Stayed Feb 1, 2026Beautiful home! We had our entire family together and enjoyed every single minute all week long! Kate was very responsive with my many questions. Highly recommend.
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Daddy A.
Submitted Jun 5, 2025
Stayed May 24, 2025Just what we needed!!
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David G.
Submitted Sep 30, 2023
Stayed Sep 17, 2023Our week here at Gypsy Wind has been nothing short of spectacular. I could (and will) go on and on, so hang in there for a full review! First, I was nervous about staying on an island, worrying it would feel too remote. I was also concerned about staying on an island hit by a hurricane less than a year ago. After fighting my fears and coming anyway, my worries were for naught (as they usually are, right?). With some preplanning for food and other essentials, we’ve had everything we needed. And, when I needed brown sugar for spontaneous cookie baking, Kale (property manager) posted it on the local owners' page; I had two bags of brown sugar at my door in less than 15 minutes! The locals and other guests were all so friendly. Kale is at your service for anything you need, 24/7, which eased my overall concerns. The boat ride from the mainland is less than 30 minutes long, and the water is shallow - mainly 4 feet deep! In addition, North Captiva has medics, a fire department, and a helicopter if there is an emergency. I felt safe here. And, though parts of the island are still recovering from the hurricane, it has not taken away from the experience at Gypsy Wind nor on North Captiva Island. Gypsy Wind’s location is an ideal spot on the island, private and only a stone’s throw away from the beach. The Gulf and sunset views are incredible! The beach is “sugar sand,” white and clean, with more shells than I have seen elsewhere. Unlike many other homes
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Peter A.
Submitted Aug 26, 2023
Stayed Aug 6, 2023Not even sure where to start! We recently had our family vacation and were lucky enough to stay at Gypsy Wind! This was our second time visiting North Captiva and it was even more magical! From the ease of ordering food, to the seamless pick up at the dock and arrival at the home to the service throughout the week… we could have not asked for more. The house was spectacular and large enough for all of us to gather comfortably or space out as needed! Jim and Linda were so responsive from time of booking to our departure from the house despite dealing with a hurricane in between. Our house was expertly stocked by Antoine and Cale was there all week to answer any questions that we had. We also had a wonderful dinner prepared by Chef Bo. If you are looking to get away from it all, but at the same time enjoy all the comforts of home (and more!) this is the house for you. We look forward to coming back again and again.
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Paul T.
Submitted Aug 1, 2023
Stayed Jul 9, 2023Absolutely amazing! Took my family on a boat/beach vacation and it became so much more than that. First renting their boat was a great choice. Not only did I get to feel like a guide for the week with that upper station, the package of rods and lures I rented came with local knowledge of how and where to fish. And the fishing was nothing short of remarkable – tarpon, snook, redfish, trout and more. Next about this spectacular house. We were increasing impressed as we first toured the house from the first floor pool area to the second floor, with not one, but 3 master suites. And then finally to the 3rd floor with that spectacular view of the gulf. Morning coffee and sunset views will never be duplicated from that view. The house has too many amenities to mention but our favorites were espresso/cappuccino coffee machine, a chefs kitchen with everything you need, ice makers, kayaks, paddleboards, corn hole, and of course the pool and jacuzzi. Lastly, this island is a hidden paradise. You feel more like you are in the Caribbean than you do in Florida. We had daily tennis and pickle ball tournaments, walked the beach for shells and wishing those turtle nests would hatch. We have never had a vacation like this and we will definitely go back.
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Lauren R.
Submitted Jul 16, 2023
Stayed Jul 2, 2023We absolutely loved our stay at Gypsy Wind. The view from the top floor was spectacular, especially during the sunsets! The large kitchen and living area was perfect for our group of 12. They thought of everything from 2 sets of washer/dryers, to little fridges down by the pool, to coffee pots outside your bedroom balcony. Our kids favorite feature was not having to leave the house to go to the pool. Hammocks, games, beach chairs, umbrellas, pool toys - they have it all! We would recommend Gypsy Wind to everyone!