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Gulf-Front w/ Heated Pool, Hot Tub & Golf Carts

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 Welcom to Gypsy Wind
 Whether you're returning from a day of adventure or stepping inside for the first time, the entrance to Gypsy Wind invites you to leave your worries behind and embrace the comfort and beauty of this coastal haven.
The home features an inviting open-concept floor plan that seamlessly connects the living, dining, and kitchen areas.
The chef's kitchen is a culinary masterpiece, anchored by a professional-grade 6-burner gas stove with precise temperature controls- perfect for preparing everything from multi-course meals to quick dinners.
The open kitchen with bar seating seamlessly blends style and functionality, creating a welcoming space for cooking, dining, and socializing.

Reviews

10 out of 10
Exceptional
5 bedrooms4+ bathroomsSleeps 12278.7 sq m

Popular amenities

  • Hot tub
  • Dryer
  • Beach view
  • Washer
  • Pool
  • Air conditioning

Explore the area

Map
Captiva, Florida
  • North Captiva Island Beach
  • Cayo Costa Beaches
    ‪308 min walk‬
  • Useppa Island
  • Fort Myers, FL (FMY-Page Field)

Rooms & beds

5 bedrooms (sleeps 12)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bedroom 4

1 Queen Bed

Bedroom 5

3 Single Beds

Living Room 1

1 Double Sofa Bed

4 bathrooms, 1 half bathroom

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet · Shower only

Bathroom 5

Toilet

Spaces

Deck or patio
Kitchen
Office
Balcony
Garden
Dining area

About this property

Gulf-Front w/ Heated Pool, Hot Tub & Golf Carts

Summary:
🌊 Gulf Front Paradise
🏊‍♂️ Heated Private Saltwater Pool
🌅 Hot Tub Bliss: Enjoy stunning sunsets from the second-level hot tub
🏠 Room for All: 3 king suites, 1 queen, a bunk room, & pull-out couch
🍳 Gourmet Kitchen: Featuring Sub-Zero & Viking appliances.
🎉 Packed with Fun: Beach gear, pool toys, bikes, golf carts, kayaks, paddleboards & more!
🚤 Dock Available for your private vessel
🤝 24/7 Superhost Support: Personalized care from booking to checkout.

The Space:
Nestled directly on the Gulf of Mexico, Gypsy Wind is a stunning beachfront estate offering turquoise water views from nearly every room. This three-story retreat blends luxury, comfort, and adventure to create the ultimate vacation experience for guests of all ages.
Start your mornings with coffee on the expansive wraparound screened-in porches, or relax with a book in the bright, airy living room, where fully stacking sliding glass doors seamlessly merge indoor and outdoor living.

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.
Gypsy Wind isn’t just a home—it’s a destination for creating unforgettable memories.

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.
🚴 Beach cruiser bikes to explore the island.
🚤 Dock space available for your boat (ask about availability and cost).
🎉 Outdoor games and a beachfront hammock for relaxation and fun.
🔥 Two propane BBQ grills—one near the kitchen and one by the pool.
🎾 Safety Harbor Club membership, with access to tennis courts, pickleball courts, and an additional pool.

Convenience
🚗 Two golf carts: a six-seater and a four-seater for exploring the island.
🛗 Three-story elevator for effortless accessibility.
🧺 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: The spacious, open-concept main living area includes:
🍳 A chef’s kitchen fully equipped with Sub-Zero and Viking appliances.
🌬️ New stacking sliding doors for a seamless indoor-outdoor experience.
🍽️ Three dining areas: one inside,onth eporch, 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: Direct beachfront access with 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:
Nestled off the coast of southwest Florida, North Captiva Island, a boat access only private island locally known as a hidden gem, offers a tranquil escape from the bustling world. With its pristine beaches, crystal-clear turquoise waters, and lush tropical landscapes, North Captiva Island is a paradise for nature lovers and those seeking a peaceful retreat. Explore miles of pristine shoreline, witness stunning sunsets over the gulf, and immerse yourself in the island's laid-back atmosphere. Whether you're strolling along the sandy beaches, engaging in water activities, or simply unwinding in the embrace of nature, North Captiva Island promises an idyllic and unforgettable experience!!
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!

Guest Access:
We’ll warmly welcome you at the dock, provide golf carts for your convenience, and guide you to your island home. Guests enjoy exclusive access to the entire home and property, providing complete privacy and comfort throughout your stay.

The Neighborhood:
North Captiva Island is a private island that has just over 350 houses. The island is extremely special with miles of beautiful beaches, world-class shelling, birding, fishing, and of course true relaxation.

The whole island is only four miles long (and ½ mile wide at the widest part), but about half of the island is owned by the State of Florida and managed as a preserve that offers residents and guests miles of hiking trails and access to extremely remote and private white sand beaches.
The island has three restaurants (two serving casual fare and other more gourmet meals), an Island Market (not a grocery store, but has as few last-minute items), ice cream shop/boutique and an island store. There are several wonderful private chef options too!

Our island features golf carts on sandy roads only. This island is a very special and unique place, unlike any other vacation or have or will ever take… it is perfect for creating amazing memories that will last a lifetime.

Getting Around:
Enjoy the convenience of two golf carts, provided exclusively for your use throughout your stay, making it easy to explore the island and its stunning surroundings.

Interaction with Guests:
We are not on site, but our team is always available to answer any questions you may have or address any issue that arises during your stay. We are here to make your stay perfect!

Property manager

Kate Watt
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washer
Dryer
Air conditioning

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House Rules

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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
1. Check in: After 4pm / Checkout: Anytime before 10am. Late checkout is not permitted; a penalty of $50 per hour per unit will be charged for late...

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit

About the area

Captiva

Located on the beach, this holiday home is in North Captiva, a neighbourhood in Captiva. Barbara Sumwalt Useppa Island Historical Museum and Barbara Sumwalt Museum are cultural highlights, and some of the area's landmarks include Captiva Chapel By the Sea and Boca Grande Lighthouse Museum.
Map
Captiva, Florida

Restaurants

  • The Mucky Duck
  • Tarpon Lodge
  • Starbucks
  • RC Otter's Island Eats
  • Over the Waterfront

Frequently asked questions

Does Gulf-Front w/ Heated Pool, Hot Tub & Golf Carts have a pool?

Yes, this property has a pool.

Is Gulf-Front w/ Heated Pool, Hot Tub & Golf Carts pet-friendly?

No, pets are not allowed at this property.

Where is Gulf-Front w/ Heated Pool, Hot Tub & Golf Carts located?

Within easy reach of North Captiva Island Beach and Cayo Costa Beaches, this Captiva holiday home is located by the ocean and set on the beach. Area attractions also include Cabbage Key and Alison Hagerup Beach Park.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 31 out of 33 reviews
Rating 8 - Good. 2 out of 33 reviews
Rating 6 - Okay. 0 out of 33 reviews
Rating 4 - Poor. 0 out of 33 reviews
Rating 2 - Terrible. 0 out of 33 reviews

10/10

Cleanliness

9.4/10

Check-in

9.6/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Jamison C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home on the water

The home is clean and spacious. Everything is well maintained. The dock is fantastic. We loved everything about the space and had a great weekend.
Stayed 2 nights in Aug 2024

10/10 Excellent

Henry F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Had a great family trip!

We loved the house and we loved how clean everything was. Owners were so friendly and responsive to all my questions! The dock was perfect to relax on and the kids loved to swim around there! Definitely will recommend this place to everyone!!
Stayed 4 nights in Aug 2024

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Family vacation

The home accommodated all 12 of us, six adults and six children. There were a lot of things to do having a boat dock and fishing pier in the backyard of the home was fantastic- kept our grandkids entertained for hours. Property owner was prompt in taking care of additional needs after we arrived. Horseshoe Bay management company was also responsive. Our grandsons would like to come back sometime.
Stayed 4 nights in Jul 2024

10/10 Excellent

Faye B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely Lake Home

Our family had the most lovely time at this home! It was spacious, beautiful decor, had wonderful lake views and was well equipped with everything needed for our stay. We enjoyed having the available boat slip and dock right there to enjoy boating activities and swimming in the lake. The large patio provided a wonderful area to enjoy morning coffee, watch lake activities during the day and later enjoy cocktails in the evenings Our host answered promptly and professionally any questions we had. We look forward to coming back to this property next summer!
Stayed 3 nights in Jul 2024

8/10 Good

ann L.

Liked: Cleanliness, location, listing accuracy
Disliked: Check-in

Good property for family reunion

Nice
Stayed 3 nights in Jul 2024

8/10 Good

Lisa F.

Liked: Cleanliness, location, listing accuracy
Disliked: Check-in, communication

Great house

Started out awful no entry for 3 hours after that it was perfect
Stayed 7 nights in Jun 2024

10/10 Excellent

Nikki B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxing Stay

My mom and I enjoyed our stay at this property. We spent most of our time sitting on the balcony watching lake activity. The beds were comfortable, and the house was clean and spacious.
Stayed 2 nights in May 2024

10/10 Excellent

Rishi B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family and friends getaway

Great location and experience for our friends and family! Also the communication from the property manager was amazing!
Stayed 3 nights in Mar 2024

10/10 Excellent

Pam K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

HIGHLY RECOMMEND

This was a beautiful property just as described on Vrbo. The house was equipped with everything we needed for our stay. We only had 6 adult women, but would be perfect for families. We especially enjoyed the covered patios and watching the deer every morning across the lake. Would highly recommend!!!
Stayed 2 nights in Oct 2023

10/10 Excellent

Myra T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Annual Family Trip

We have an annual family trip and always rent a vacation rental. This was one of the nicest house we have stayed at. Lots of room indoor and out. Beautiful views and nice boat dock. Horseshoe Bay Living -Tiana was amazing .
Stayed 3 nights in Sep 2023

10/10 Excellent

Tracey L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Repeat Offenders!

This was our 2nd stay at Ladybird Lookout on LBJ and we’ve thoroughly enjoyed it both times. It’s perfect for our family of 15 including 9 adult “kids!” House is well stocked and the management team are true professionals. I’m sure we’ll be back again!
Stayed 3 nights in Aug 2023

10/10 Excellent

Richard B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice View

Very nice home with beautiful yard and boat dock. Nice lake swimming area for the small kids in our group
Stayed 4 nights in Jul 2023

10/10 Excellent

Janet S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Life is Better at the Lake with Family and Friends!

Property was so comfortable they had everything we needed and a great pool and a nice big lawn for games and of course right on the lake! Would stay here again!!!!!!
Stayed 3 nights in Jul 2023

10/10 Excellent

Melissa S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place!

Very nice house and yard. Will stay here again.
Stayed 4 nights in Jul 2023

10/10 Excellent

Anne W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home!

This home has everything you need - lots of bedrooms and bathrooms for our whole family - us, adult kids and grandkids. Wonderful waterfront property.
Stayed 3 nights in Jun 2023

10/10 Excellent

Jennifer U.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Weekend getaway

This is our second year to stay at this property and just love it! Looking forward to another stay next year!
Stayed 4 nights in May 2023

10/10 Excellent

Melissa G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous accommodations

This house is the perfect place for friend/family vacation. They have everything you need. Top notch appliances that make cooking a pleasure. Plenty of space for everyone. The patio offers lots of seating to enjoy the view is the lake . If you have kids the have the perfect bunk bed room. We will stay here again
Stayed 4 nights in Apr 2023

10/10 Excellent

Linzi H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Everything was amazing!

The house, the property management group and the location were all top notch! Thank you for an amazing, relaxing weekend! We are so grateful!
Stayed 2 nights in Oct 2022

10/10 Excellent

Kyle R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Looked just like the photos

On a beautiful part of the lake.
Stayed 2 nights in Aug 2022

10/10 Excellent

Jennifer M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful

House was wonderful
Stayed 3 nights in Aug 2022

10/10 Excellent

Max B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lake house

Super fun place can’t wait to go back!
Stayed 5 nights in Jun 2022

10/10 Excellent

Gene O.

Liked: Communication, location, listing accuracy

Perfect Lake Getaway

Beautiful property!!! Great location!! Fully stocked.. they thought of everything!
Stayed 3 nights in Mar 2022

10/10 Excellent

Madiha C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Kingsland stay

Our family had the best time at this property! It was a little chilly but we were still able to enjoy the kayaks and outdoor patio. And the owner was so prompt with responses and so helpful. We will be back!
Stayed 3 nights in Mar 2022

10/10 Excellent

Flavio A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous place for a large family reunion

We had grandparents + siblings + spouses + kids. There were 16 of us at the peak, and we all had a great time. The house is perfect for a large reunion. The outdoors is beautiful. We made great use of the kayaks. We also did a lot of cooking. The appliances are top-notch, and so are the pots, blender, etc. You have everything you need to cook. Nicolai was very responsive, answering questions when we needed him. We hope to make it back there again.
Stayed 7 nights in Nov 2021

10/10 Excellent

Alicia H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Surpassed our Expectations

This property had everything you expect, but also so much more. You can tell it was designed with everyone in mind. Extremely comfortable beds, High end appliances, and a beautiful view. It even includes a bonus space attached to the bunk room and master that was a play space for us, but could easily be used to set up the pack n play they have on the property for use. We could have easily stayed longer! Great experience!
Stayed 2 nights in Oct 2021

About the host

Hosted by Kate Watt

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests