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  • Exquisite Accommodations and Your Own Fishing Boat!

  • 30 Steps to the Gulf of Mexico

  • ​​3 Master Suites With King Beds & en Suites

  • Three Story Elevator

  • Two Sets of Washers & Dryers

  • Heated Saltwater Pool With Tiki Bar and Outdoor Shower

  • Gourmet Kitchen

  • Two Large Screened-In, Wrap-Around Porches With Jacuzzi

  • Full-Home Clean Water System

  • Two 6-Person Golf Carts

  • 10' BOTE Float 

  • 4 Kayaks, 3 SUPs, Beach Cruiser Bikes, & so much more

Chilling on BOTE float with beverages
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Rent our
For Your Island Vacation

*Use of the boat is conditional on boating experience.

Insurance, Fuel, cleaning fee, and any equipment rentals is an extra fee.

Guest Review

Heidi W. 
June 2023

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"Just returned from a week at Gypsy Wind retreat in North Captiva and a 5-star scale doesn’t come close to measuring the incredible time we spent there!! If you are looking for total relaxation in a top-shelf environment you can’t do better than Gypsy Wind. From the owner and property manager communication prior to our travel, to our flawless arrival, they delivered. Antoine Good from A Good Grocery did our shopping and our order was perfect!

 

The home is impeccably appointed with everything from an elevator to 2 new six-passenger golf carts, Viking appliances and a warming drawer in the chef’s kitchen, two sets of washers and dryers (with environmentally friendly ozone system!!) located on pool and living room level respectively as well as refrigerators to accommodate groceries and libations for all your guests!! With 4 huge rooms 3 with en-suite bathrooms) plus a bunk room for the kiddos, 2nd floor hot tub and coffee bar for watching the sunset over the water, smart toilets, spacious bedrooms, bathrooms, board and yard games, 2 kayaks, stand-up paddle boards, and pool toys galore you family won’t think about phones, meetings or video games because there is something to do every moment of your stay. Not to mention the entire house smells like a 5-star hotel spa!!

 

We fished, swam, snorkeled, hunted for shells, island hopped, had game and movie nights and saw all kinds of local wildlife (box turtles, rabbits, manatees, tarpon and dolphins, osprey nests, and pelicans) as we explored the island. Most of these could be seen from our 2nd and 3rd floor screened porch overlooking the Gulf of Mexico.

 

There is nothing missing from this home. Handcrafted soap, tropical breezes, and the most beautiful sunsets you will see anywhere. Every tool, accessory, and cooking implement (and grill) you can think of is here. Both the owners and property manager were accessible anytime we had questions no matter how small.

If you are ready for the vacation of a lifetime without the need for a passport- book your stay at Gypsy Wind. You won’t ever want to leave!!"

- Heidi W.

Discover what others are saying about Gypsy Wind​

What is a Gypsy Wind ?

A nautical expression for a sailing vessel stocked to the brim with culinary treats for creating stimulating conversation and providing memorable times with special guests.  It also refers to a breeze that swirls and varies in speed and direction as if it follows no rules or customs.

​The two meanings wonderfully intertwine to capture the atmosphere of our Island beach home.  A place to entertain guests and enjoy the island life at your own leisurely pace.


We want our guests to know, that when you arrive, we will be stocked to the brim with everything your family and friends need to enjoy this wonderful island paradise.

Bob Seger referenced Gypsy Wind in his song,  
"You'll Accomp'ny Me"
 
"A gypsy wind is blowing warm tonight
The sky is starlit and the time is right
And still you're tellin' me you have to go
Before you leave there's something you should know..."

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