Luxurious Gem on Gulf, Heated Pool, Hot Tub, Tiki Bar, Elevator, Boat & Dockage
About this house rental
Situated in North Captiva Island, this attractive house for $1,457 per night is a great choice for your next vacation. Stunning views of sunset and superior craftsmanship combine with casual elegance in this reverse floor plan beach home, designed by a noted Florida architect. This custom ultra-luxury vacation home has everything your family and friends could ever want in a memorable island retreat. THE ISLAND People are far more familiar with Sanibel and Captiva, but North Captiva, cut off from her sister island to the south 100 years ago, couldn't be more different. There are no cars, no crowds, a few restaurants, 4 miles of spectacular beaches, friendly families, and abundant wildlife. Typically visitors are responsible for their own transportation from the mainland to North Cap via the public ferry. However, Gypsy Wind Guests are treated differently right from the start, you and your guests will be arrive on the Island by a private charter from one of our Captains. And that just the beginning of your special experience at Gypsy Wind. Your food order is done ahead of time (there are no supermarkets on the island) and your home will be stocked upon your arrival. Our Home's manager, Kale, will meet you at the boat and bring you to the home where a short introduction to the house. Gypsy Wind is a smart home managed via touch pads on each floor that allow for light, audio, and AC controls. The Home has 5 climate zones you can program to meet everyone's special temperature requests. To get around the island, we have two sux passenger electric golf carts, 2 E-bikes with fat tires to explore the WHOLE island, 2 beach cruiser bikes, or your own flip-flop feet. Our crew takes pride in making sure your equipment and gear is all running well and ready for you when you arrive. GETTING TO NORTH CAP Fly into Ft Myers airport (RSW), and a taxi or car service will bring you to Captain Cons Marina to deliver you out to this barrier island. Our greeter will meet you when you arrive at Captain Cons and show you and your guests everything about the island and our home. The cost of a round-trip private boat charter (on and off) to North Captiva Island is included in your trip. When you enter the property, the manicured grounds and attention to every detail are evident. Stepping into the foyer, you'll be impressed by the bamboo craftsmanship of the stair railings. The bamboo was sourced from the South Pacific and hand-crafted by the same team that built much of Disney's Polynesian decor. There is an elevator with the same bamboo design elements to help those who might struggle with the 3 flights of stairs or make carrying bags upstairs much easier. The 2nd Floor showcases three stunning Master Suites with en suite bathrooms with exceptional views right from the Tommy Bahama King Beds. The Palm Suite, the largest of the three, includes a walk-in closet, spacious bathroom with dual head tiled shower, double vanity, and jet tub with views of the Gulf. The Reef & Flamingo Suites are similarly furnished, and every bathroom in the home has shampoo, conditioner, and our Gypsy Wind handmade soap. All three Suites have "smart" toilets that add "next-level" luxury to your stay. The three Suites have access to the wrap-around screened-in porch complete with nap-inducing chaises and chairs. The porch also includes a coffee bar, a mini fridge for early morning risers, and a hot tub, the ideal spot to watch those epic Gulf sunsets. On the 1st floor are the final two bedrooms; the Tarpon Room has a queen bed and the Dolphin Grotto has a triple bunk bed, and later this summer will have an additional fold-down triple bunk. Complete with a projection screen that emerges from the ceiling. Any device can stream movies or games for the kiddos. The 3rd floor is the main floor for dining and hanging out. It features a dramatic open-plan living space with bamboo accent trim. The west-facing wall has floor-to-ceiling French doors and windows, with dramatic, angled windows taking full advantage of the views. Just through the French doors is the covered screen porch with views that will take your breath away. Back inside, if you need to look at something else, and why would you :) the home's new 4K 80" Smart TV to watch the big game on the home's Starlink service, or you can connect to your own Netflix or streaming provider. If you'd rather listen to music, connect to the home's Sonos speakers throughout the living areas. Listen to Jimmy Buffet on the 3rd-floor porch while others can listen to their music in the pool area. The foodie and chefs in your party will enjoy cooking in our Gourmet Kitchen. It is outfitted with Viking appliances and restaurant-sourced frying pans, pots, a paella pan, a limitless collection of knives, cooking utensils, and a pantry stocked with essential cooking oils, spices, and basic baking ingredients. No kitchen would be complete on North Cap without ice machines and wine fridges! Gypsy Wind has two! One is conveniently located in the kitchen, and the other in the pool area is a large new commercial Manitowoc Ice Machine that can produce up to 385lbs/day! There is also a 32' Blaze grille just off the kitchen area and another grille in the pool area. Just behind the kitchen, you'll find another full bathroom and laundry room that comes complete with laundry detergent suitable for our home's septic system. The ground floor has a heated pool and tiki bar, making it the perfect place to enjoy afternoon lunch, BBQ dinner on the 6-burner grill, or late-night cocktails under the stars. The Tiki Bar has been renovated and now includes a blender, Margarita maker, and ice crusher for making those frosty cocktails or snow cones for the kids. All plastic serving items are stored inside the 1st-floor pool entrance and may be cleaned using the 1st-floor dishwasher for easy clean-up. You'll also find another new washer/dryer for managing the pool & beach towels and all of those wet bathing suits. Enjoy the water During your stay using the home's two stand-up paddleboards or two-person kayaks. A variety of safety items, including a supply of life jackets for adults and children; if your child uses a particular swimming safety item, please bring those with you. The roads on the island are sandy paths, and our carts are built specifically for this terrain. Since only electric golf carts are allowed, having a well-charged golf cart is a MUST. For this reason, Gypsy Wind has invested in fast-charging and long-lasting lithium batteries. The LED readout on the dash tells you exactly how much power is remaining. Plug the carts in for a few hours, and you are fully ready for more exploring. ONLY Licensed drivers are allowed to drive the carts. If you want to explore Pine Island Sound's waters, rent a boat from www.GypsyWindboatrental.com. Our 23' Dorado with second station, live well, SIMRAD navigation, fishing rod packages, paddle boards, bean bag chairs, and so much more is only rented to our guests and is docked at Safety Harbor Wharf. If you want to bring your own boat, we can procure you a slip at Safety Harbor Club dock for boats under 26' for an added weekly fee. You must request your slip along with the boat's information so we may register your dockage at least two weeks before your arrival. Our rental period for check-in and check-out is from Sunday to Sunday. The reason? Nearly every rental property rents from Saturday to Saturday, and the island's docks, ferries, and resources can be a bit chaotic. We want you to have only the finest experience so we avoid the Saturday crowd, and you have our teams' complete dedication and availability. Please do not hesitate to call us for any details about the home or your stay.
Amenities
Pool
Air conditioner
Kitchen / Kitchenette
Balcony / Patio
Dishwasher
Hot Tub / Spa
Garden
Map of North Captiva Island, FL
Reviews
5.0/5.0
Outstanding(22 Reviews)
5.0
Our 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
5.0
Not 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.
5.0
Absolutely 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.
5.0
We 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!
5.0
This house has it all from the first floor to the third! The house is very well appointed! We will definitely be back!
5.0
We just returned from our wonderful vacation in North Captiva. Gypsy Wind did not disappoint! Beautiful home with breath taking views! The process of booking, making travel plans and arrival were super easy. Linda, Becca, and Bill were great to work with. Highlights of our trip including daily dolphin sightings, renting a boat and exploring Cayo and Cabbage Key, beautiful sunsets and relaxing with friends. I would definitely recommend Gypsy Wind!
5.0
This trip was an amazing experience. Fantastic property on a beautiful island. The pictures don’t do it justice. Life goes at a slower pace on the island and that was exactly what our family needed. We will definitely be back!
5.0
Accommodations were beautiful!
30 steps to the beach!!
Fantastic family vacation!!
5.0
Family Vacation
Gypsy Wind is a beautiful property! We felt like we spent a week in paradise. Waking up to the ocean view was priceless! The house had an endless supply of beach supplies which made it easy to load up and spend the day at the beach. The kids and adults loved the pool after our day at the beach. The ice machines were amazing to keep up with our island drinks. The kitchen was stocked for all of our needs. Prior to our visit there were a few things that we requested and the owner was more than happy to supply them for us prior to our arrival. Linda is very accommodating and is very open to any suggestions to make every guests stay enjoyable. We were able to treat our family and grandkids to a meal prepared by Becca, the private chef, and the food was amazing! Enjoying this wonderful meal out on the deck with the ocean view was priceless! Bill, the property manager, was johnny on the spot to help with anything we needed. This was our second stay on the island and would recommend this property to anyone. North Captiva is truly a relaxing piece of paradise!
5.0
North Captiva is paradise!
Accommodations were beautiful!
30 steps to the beach!!
Fantastic family vacation!!
5.0
Wow! Fantastic Week at North Captiva Island at Gypsy Wind.
We just returned from a week's stay, and I can honestly say it was perhaps the best vacation our family has ever experienced. Our group of 11 had ample room to roam, sleep, dine and enjoy exploring the island in the two, six-passenger electric golf carts included with the rental. From start to finish, communication with the property owner and interaction with the onsite Management Team was exceptional. We were even welcomed by a fully-costumed Easter Bunny which was remarkable considering the temperature was in the mid-80's upon our arrival! The private pool, close proximity to the beach and water and the beautifully furnished home created a relaxing and fun-filled week. I highly recommend this property to anyone looking for a spacious and well-kept home surrounded by unspoiled natural beauty. I am certain you will not be disappointed!
5.0
Gypsy Wind is a beautiful, tranquil, amazing place! You will not be disappointed! I was skeptical and a little scared about how everything would come together: groceries, travel… and Linda, the owner of Gypsy Wind took care of all the details to ensure a hassle free, no stress trip! Linda planned it all out for me and gave me 1 job: to Have the BEST time! And that I did. We cried when we left, we loved it so much! The home is amazing and outfitted with every amenity - the views are spectacular -the pool, warm & inviting, and the beach- the beach is right out the door! Picture yourself going to bed at night listening to the lull of the waves, and waking up to a gorgeous view of the ocean. Honestly, the pictures don’t do the house justice! We already booked next year. I give this place a Super Duper 10 Star Rating! Loved it!
5.0
A Slice of Paradise
Gypsy Wind is a beautiful, tranquil, amazing place! You will not be disappointed! I was skeptical and a little scared about how everything would come together: groceries, travel… and Linda, the owner of Gypsy Wind took care of all the details to ensure a hassle free, no stress trip! Linda planned it all out for me and gave me 1 job: to Have the BEST time! And that I did. We cried when we left, we loved it so much! The home is amazing and outfitted with every amenity - the views are spectacular -the pool, warm & inviting, and the beach- the beach is right out the door! Picture yourself going to bed at night listening to the lull of the waves, and waking up to a gorgeous view of the ocean. Honestly, the pictures don’t do the house justice! We already booked next year. I give this place a Super Duper 10 Star Rating! Loved it!
5.0
Really cool place to take your family. Home is just like the description says.Everyone had an awesome time enjoying this fantastic home and beautiful island. Linda and her crew were great!
Thanks
5.0
5 Star for sure!
Really cool place to take your family. Home is just like the description says.Everyone had an awesome time enjoying this fantastic home and beautiful island. Linda and her crew were great!
Thanks
5.0
Best winter vacation stay ever
The host and this house is a 10 star property if I could. The pictures do not do justice the beauty and amount of space you will have. The communication with the host Linda is the best I ever experienced in renting vacation homes. The transportation to the island was excellent and the Gypsy Wind caretaker crew was waiting once we arrived by boat. We were greeted and excellent taken care of. The views to the ocean from the house, the screened in decks, the kayaks, the paddle boards, the pool, the garden, the direct access to the beach, there is just too much to write. We are already planning to come back next year. Gypsy Wind is a true gem and the host Linda is excellent to work with. Thanks for sharing your amazing house. We had a wonderful time and just did not want to leave. We saw dolphins from the deck many days.
5.0
Making Memories for a Lifetime
Wow....the best family vacation ever. Linda is the best to work with. From the start - planning, to the finish - our departure was seamless an easy. They make the process simple. The home and the grounds were impeccable. We will definitely rebook.
Thanks to the Gypsy Wind Team!
5.0
The photos don't do it justice
Our family stayed at Gypsy Wind this past week. The accommodations we beyond what we expected. The staff was top notch and we had Chef Becca come in and do a dinner for us. It was such a treat and the food was wonderful. We just had to sit back and enjoy. We wanted a vacation that we did nothing and that is what we got. We all relaxed, the guys went fishing and caught us dinner for one night and my daughters and I went to Captiva for the day to the farmers market and had lunch. We will for sure go back and stay at this home.
5.0
New Years Vacation
We went there over the new year and it was PERFECT!! Becca and Bill were awesome and took great care of our every need. We even had chef Becca cook us a New Years Eve dinner that was amazing. Can't say enough good things about Gypsy Wind. I highly recommend staying here!!
5.0
Magical
What an amazing adventure for grandparents, adult kids and grandkids alike! Our dream vacation began with a conversation with Linda, the most gracious hostess ever. She welcomed all my questions and offered great advice. The logistics of an island vacation can be daunting but she guided me through it all, along with an incredibly detailed app specifically for Gypsy Wind! Yes, they have their own app! We chose to go with a. private charter to get to the island and that took so much stress off because all our luggage and groceries were not at risk of getting mixed up with others. The private charter cost was almost the same as the ferry but with such personal service. Upon arrival on the Island, the GW caretaker crew met us. They were so much fun and took such great care of us. They felt like family.
The home itself is spectacular and has EVERYTHING. The decorations are gorgeous and even whimsical. The setting allowed the kids to be little explorers as they came upon tortoises, manatees, lizards. birds AND caught the biggest fish of their young lives. We enjoyed the pleasure of a simpler lifestyle but pampered with incredible luxury. NO CARS, NO SCHEDULE, NO SHOES...toes in the sand and eyes on beauty is the way to go. Discovering shells was a blast. I wish I could give this whole experience a ten instead of a five. Warm, sweet memories now are etched into our souls. Thank you from the bottom of our hearts.
5.0
Great Vacation
Excellent place to stay!
5.0
August 2021
Great time at North Captiva and Gypsy Wind! Linda was awesome to work with. Rented boat at Boats and Fun. Very nice house, pool and beach. Saw dolphins and manatees up close. Would definitely go back.
5.0
We had an amazing vacation. 5 adults and 4 children. Everything about this experience was first class. Linda and Jim were great hosts who I now feel like are our friends. Some highlights were spending evenings at the tiki bar listening to Reds baseball (Great Bluetooth speakers at the pool and hot tub), cooking family breakfast in the beautiful kitchen (My dad commented “you don’t usually get these high quality types of pots and pans in rentals”), everything you would ever want for the beach (chairs, beach cart, games, kayaks, paddle boards). If you have the chance to go to North Captiva island this is the place to stay. Now we just need to figure out when we can go back again.
5.0
Our family had a wonderful week at Gypsy Wind. The house is beautiful, clean and equipped with everything you need for a week at the beach. We had sand toys, beach chairs, umbrellas, boogie boards, plenty of beach towel and even a wagon to haul everything in. The kids loved searching for the best sea shells and jumping in the waves. When everyone was done at the beach it was a short walk back to the house for quick wash down in the outdoor shower and then a jump in the pool. The sunsets were breathtaking and the wildlife was a plus from the Osprey nest to the turtles and the geckos. The house comes equipped with plenty of board games and lawn games so there was always something to do. This house was just what our family of 14 needed for a week of fun and relaxation.
5.0
North Captiva is amazing.
We had an amazing vacation. 5 adults and 4 children. Everything about this experience was first class. Linda and Jim were great hosts who I now feel like are our friends. Some highlights were spending evenings at the tiki bar listening to Reds baseball (Great Bluetooth speakers at the pool and hot tub), cooking family breakfast in the beautiful kitchen (My dad commented “you don’t usually get these high quality types of pots and pans in rentals”), everything you would ever want for the beach (chairs, beach cart, games, kayaks, paddle boards). If you have the chance to go to North Captiva island this is the place to stay. Now we just need to figure out when we can go back again.
5.0
Just what our family needed for a week of fun and relaxation.
Our family had a wonderful week at Gypsy Wind. The house is beautiful, clean and equipped with everything you need for a week at the beach. We had sand toys, beach chairs, umbrellas, boogie boards, plenty of beach towel and even a wagon to haul everything in. The kids loved searching for the best sea shells and jumping in the waves. When everyone was done at the beach it was a short walk back to the house for quick wash down in the outdoor shower and then a jump in the pool. The sunsets were breathtaking and the wildlife was a plus from the Osprey nest to the turtles and the geckos. The house comes equipped with plenty of board games and lawn games so there was always something to do. This house was just what our family of 14 needed for a week of fun and relaxation.
5.0
Our family stayed at Gypsy Wind in the first part of June 2021 as the first guests. We just loved the panoramic ocean views from this amazing home! In all of our travels (nationally and internationally) we have never encountered such a clean, thoughtfully decorated, well-stocked place. Expect comfortable furniture and lovely ambiance, along with a kitchen containing "a real cook's" utensils and appliances. Gypsy Wind has an ideal screened-in pool, a lovely shaded yard, games and accessories, kayaks, paddle board, and great deck tables/chairs from various view angles. North Captiva reflects that dreamed-of paradise -- it is unlike other places in Florida...a handful of great restaurants and a refreshing no-traffic lifestyle...golf carts and kind people...a nature preserve...pristine beaches...docks for watching manatees and dolphins. Gypsy Wind owners Linda and Jim provided our family with great advice for arranging taxi/ferry travel to to the island and for experiencing North Captiva's magic. They are positive, creative, and helpful in every way. Finally, we want to say that the support staff echoed the values of congeniality, top-notch vacation support, and earnestness. The excellence of the place is matched by the people who surround it. Our entire week was joy-filled and we would recommend this place over and over again. Our hope is to return there again soon...this will not be a "best kept secret" for very long!
Sincerely,
Sherry and David Stanforth
Cincinnati, Ohio
5.0
Unbelievably Beautiful and Luxurious Seaside Escape
Our family stayed at Gypsy Wind in the first part of June 2021 as the first guests. We just loved the panoramic ocean views from this amazing home! In all of our travels (nationally and internationally) we have never encountered such a clean, thoughtfully decorated, well-stocked place. Expect comfortable furniture and lovely ambiance, along with a kitchen containing "a real cook's" utensils and appliances. Gypsy Wind has an ideal screened-in pool, a lovely shaded yard, games and accessories, kayaks, paddle board, and great deck tables/chairs from various view angles. North Captiva reflects that dreamed-of paradise -- it is unlike other places in Florida...a handful of great restaurants and a refreshing no-traffic lifestyle...golf carts and kind people...a nature preserve...pristine beaches...docks for watching manatees and dolphins. Gypsy Wind owners Linda and Jim provided our family with great advice for arranging taxi/ferry travel to to the island and for experiencing North Captiva's magic. They are positive, creative, and helpful in every way. Finally, we want to say that the support staff echoed the values of congeniality, top-notch vacation support, and earnestness. The excellence of the place is matched by the people who surround it. Our entire week was joy-filled and we would recommend this place over and over again. Our hope is to return there again soon...this will not be a "best kept secret" for very long!
Sincerely,
Sherry and David Stanforth
Cincinnati, Ohio
FAQs
How much does this house cost compared to others in North Captiva Island?
The average price for a rental in North Captiva Island is $587 per night. This rental is $870 above the average.
Is parking included with this house?
Parking is not specified as an available amenity at Luxurious Gem on Gulf, Heated Pool, Hot Tub, Tiki Bar, Elevator, Boat & Dockage. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
Yes, a swimming pool is available for use at Luxurious Gem on Gulf, Heated Pool, Hot Tub, Tiki Bar, Elevator, Boat & Dockage. Enjoy the water!
Is Luxurious Gem on Gulf, Heated Pool, Hot Tub, Tiki Bar, Elevator, Boat & Dockage pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Luxurious Gem on Gulf, Heated Pool, Hot Tub, Tiki Bar, Elevator, Boat & Dockage?
We found 7 amenities for this rental. This includes pool, air conditioner, kitchen / kitchenette, balcony / patio, and dishwasher.
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