With ample space and elegant design, this is the ideal spot for shared meals, laughter, and unforgettable moments.

North Captiva IslandFlorida

Gypsy Wind

Five bedrooms on the beach, with the living space on top facing the Gulf.

Hot tub on the deck at Gypsy Wind above the Gulf beach
Dining room at Gypsy Wind at sunset with Gulf views
The living room is flanked with floor to ceiling windows and doors that let in the sunshine and ocean views.
The living room is flanked with floor to ceiling windows and doors that let in the sunshine and ocean views.
The indoor dining area comfortably seats 6 guests and offers stunning ocean views that enhance every meal.
The indoor dining area comfortably seats 6 guests and offers stunning ocean views that enhance every meal.

You’ll spend the day upstairs, where the kitchen, dining and living room open through stacking doors onto a wide beach-view deck, the Gulf in front of you the whole time. When you want the sand, the three-story elevator brings you down to a heated saltwater pool and hot tub at ground level, with the beach just beyond the deck. After a swim, you can cook at the outdoor kitchen and linger in the hot tub as the sun drops over the water.

On the beach
Gulf-front, with direct pool access from the ground floor.
Saltwater pool & hot tub
The pool is heated saltwater, with a hot tub alongside.
Two golf carts
A 6-passenger and a 4-passenger.
Three-story elevator
From the entry foyer up to the top-floor living space.

The full story

About this home

  • Local concierge support for a stress-free stay.
  • Packed with Fun: Beach gear, pool toys, indoor and outdoor games, kayaks, paddleboards, hammocks & more.
  • Two Golf Carts included
  • Heated Private Pool and hot tub
  • Room for All: 3 king suites, 1 queen, a bunk room, & pull-out couch
  • Gourmet Kitchen: Featuring Sub-Zero & Viking appliances.

This three-story retreat blends luxury, comfort, and adventure to create the ultimate vacation experience for guests of all ages.

After hours at the beach, enjoy lunch at the outdoor kitchen and bar while the kids splash and play in the pool. Adventure awaits with kayaks, paddleboards, golf carts, and bikes, perfect for exploring the island and its scenic preserves.

As the sun sets, unwind in the hot tub with a drink in hand while the sunset transforms the sky into a work of art. Later, prepare a gourmet meal in the chef’s kitchen, equipped with top-of-the-line appliances and all the essentials for memorable dining experiences.

Explore Gypsy Wind’s Thoughtfully Designed Spaces

Top Floor

The top floor features an open-concept living area with a chef’s kitchen equipped with Sub-Zero and Viking appliances, a spacious dining room, and a cozy living room. Fully stacking sliding glass doors lead to an oversized screened-in porch with dining and lounge seating, offering unobstructed Gulf views, perfect for meals or relaxing under the stars.

Second Floor

This level includes three king suites, each with private access to a wraparound screened-in porch with stunning Gulf views. Enjoy the cozy swing bed, a bedroom-level coffee station, and a hot tub, ideal for unwinding after a day of adventure.

Ground Floor

The ground floor is designed for families, featuring a queen bedroom, a kids’ bunk room, and a shared bathroom. Step outside to the seaside pool deck, complete with a heated saltwater pool, an outdoor kitchen, a bar, and a large television, perfect for poolside relaxation or entertaining.

Entertainment

  • Fully equipped beachfront setup with chairs, umbrellas, cooler, and more.
  • Heated saltwater pool and deck-level hot tub both overlooking the gulf..
  • Outdoor kitchen and Tiki bar with a large TV.
  • Convenient outdoor hot/cold shower.
  • Kayaks and paddleboards for water adventures.
  • Outdoor games and a beachfront hammock for relaxation and fun.
  • Two propane BBQ grills, one near the kitchen and one by the pool.

Convenience

  • Two golf carts: a 6-passenger and a 4-passenger for exploring the island.
  • Two laundry rooms, both with full-size washers and dryers.
  • Two oversized refrigerators provide plenty of space for groceries for the whole group.
  • High-speed Starlink internet for staying connected.
  • Full-house reverse osmosis water system for clean, fresh water.

Main living area

  • A chef’s kitchen fully equipped with Sub-Zero and Viking appliances.
  • Three dining areas: one inside, on the porch, and the third on the pool deck.
  • A living room with an oversized, comfortable pull-out couch perfect for family movie nights.

Bedrooms and Bathrooms

  • 1. Palm Suite: Second-level king suite with a walk-in closet, en suite bathroom, dual-head shower, and whirlpool tub overlooking the Gulf. Direct porch access with seating and hot tub.
  • 2. Reef Suite: Second-level king suite with a four-poster bed, two spacious closets, en suite bathroom, and access to the wraparound porch with a swing bed and coffee station.
  • 3. Flamingo Suite: Second-level king suite with an en suite bathroom and serene views of the palm grove from the wraparound porch.
  • 4. Tarpon Lodge: Ground-floor queen bedroom with easy access to the pool and beach, located next to the kids’ bunk room.
  • 5. Dolphin Cove: Kids’ bunk room with three bunk beds and an HD Bluetooth projector with a large screen, perfect for winding down after a day of fun.

Bathrooms

  • Three en suite bathrooms in the king suites.
  • A fourth full bathroom on the top floor, adjacent to the kitchen.
  • A half bath on the ground floor.
  • An outdoor hot/cold shower by the pool.

Each bathroom is stocked with plush towels and luxury toiletries, including shampoo, conditioner, body wash, and more.

Why choose Gypsy Wind?

  • 1. Prime Location: Gulf-front, with direct beach access and unobstructed Gulf views.
  • 2. Luxurious Design: A 5-bedroom, 4.5-bathroom masterpiece blending elegance and island charm.
  • 3. Unmatched Amenities: Heated saltwater pool, hot tub, Tiki bar, and endless activities for everyone.

About North Captiva Island

Explore miles of pristine shoreline, witness stunning sunsets over the gulf, and immerse yourself in the island's laid-back atmosphere.

Don’t just visit the beach, immerse yourself in the luxury of Gypsy Wind. Book your stay today and create memories that will last forever..

Bedrooms

5 bedrooms · 3 kings · 1 queen · 3 bunk beds · 4 full + 1 half bath · sleeps up to 12

Palm SuiteKing bed, walk-in closet and en-suite bath with a dual-head shower and whirlpool tub. Opens to a porch with the hot tub.
Reef SuiteKing four-poster bed and en-suite bath, opening to the wraparound porch.
Flamingo SuiteKing bed and en-suite bath.
Tarpon LodgeQueen bed, on the ground floor.
Dolphin CoveThe kids’ bunk room: three bunk beds and a projector.

What’s here

Outdoor

  • Heated saltwater pool
  • Hot tub
  • Big beach-view deck off the living room

Getting around

  • 2 golf carts (one 6-passenger, one 4-passenger)
  • Three-story elevator

Inside

  • Top-floor kitchen, dining & living room
  • Two laundries
  • Reverse floor plan: living space on top
All 94 amenities
  • Air conditioning
  • BBQ grill
  • Baby monitor
  • Baking sheet
  • Barbeque utensils
  • Bathtub
  • Beach
  • Gulf-front
  • Beach View
  • Beach access
  • Beach essentials
  • Bed linens
  • Bikes
  • Blender
  • Board games
  • Boat slip
  • Body soap
  • Carbon monoxide detector
  • Ceiling fan
  • Children’s dinnerware
  • Cleaning Disinfection
  • Cleaning products
  • Clothing storage
  • Coffee
  • Coffee maker
  • Conditioner
  • Cookware
  • Crib
  • Dining table
  • Dishes and silverware
  • Dishwasher
  • Dryer
  • Elevator
  • Enhanced cleaning practices
  • Essentials
  • Extra pillows and blankets
  • Family/kid friendly
  • Fire extinguisher
  • First aid kit
  • Fishing
  • Foosball table
  • Freezer
  • Garden or backyard
  • Hair dryer
  • Hammock
  • Hangers
  • Heating
  • High chair
  • High touch surfaces disinfected
  • Hot tub
  • Hot water
  • Ice maker
  • Internet
  • Iron
  • Kayak
  • Kettle
  • Kitchen
  • Laptop friendly workspace
  • Long term stays allowed
  • Luggage dropoff allowed
  • Microwave
  • Mini fridge
  • Ocean Front
  • Outdoor kitchen
  • Heated outdoor pool
  • Outdoor seating (furniture)
  • Oven
  • Pack ’n Play/travel crib
  • Patio or balcony
  • Portable fans
  • Private entrance
  • Private heated pool
  • Refrigerator
  • Resort access
  • Sea view
  • Shampoo
  • Shower gel
  • Smoke detector
  • Sound system
  • Stair gates
  • Stereo system
  • Stove
  • Heated swimming pool
  • TV
  • Toaster
  • Towels provided
  • Washer
  • Water Sports
  • Water View
  • Waterfront
  • Wine glasses
  • Wireless Internet
  • Suitable for children (2-12 years)
  • Suitable for infants (under 2 years)

Getting here

Gypsy Wind is on North Captiva, an island in Pine Island Sound with no cars and no bridge. Most guests take a ferry from Pine Island, then it’s a short golf-cart ride to the house. How to get to North Captiva

Guest reviews

4.92 average from 25 Airbnb and Vrbo reviews on record for this home

“Our 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. …”
Emily W. · March 2026 · Vrbo
“Everything 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. …”
Leigh G. · February 2026 · Vrbo
“Fantastic location!!!! We were first timers to the Island and the hosts were very helpful, detailed, and answered all questions extremely fast. The location of this home is perfection. The golf carts were fun to zip around in. We enjoyed the pool after a long day at the beach. The view from the third floor is breathtaking. We had a wonderful, relaxing vacation at Gypsy Wind!”
Guest · October 2025 · Airbnb
“Best Florida stay we have ever had! Great home on the beach. It was perfect for our large family. We had 3 generations staying together and couldn’t have picked a better place! North Captiva was very quiet and relaxed. The beach was fun to walk and look for shells! A sea turtle nested and left eggs right in front of our house. …”
Guest · May 2025 · Airbnb

Vanage homes hold a 4.97 average across nearly 3,000 guest reviews.

Stay details

Check-in / check-out
Check-in 4 PM · check-out 9 AM
Cancellation policy
You’re welcome to cancel up to 60 days before arrival for a full refund. Cancellations within 60 days of arrival aren’t refundable.
Pets
No pets
Max guests
12
Quiet hours
10 PM – 10 AM

Questions about Gypsy Wind

How many people does Gypsy Wind sleep?

Up to 12 guests in 5 bedrooms, with 4 full + 1 half bath.

Is Gypsy Wind pet friendly?

No, Gypsy Wind isn’t pet friendly. See our pet-friendly homes on the rentals page.

How do I find open dates?

Use “Next available” in the booking box, or call, text or email us at 239-610-1161 or hello@stayvanage.com.

How do we get there?

Most guests take a ferry from Pine Island, then it’s a short golf-cart ride to the house.

Dates not showing?

Tell us your dates and who’s coming. We’ll reply with the closest fit. Or call, text or email us at 239-610-1161.

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