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Winterwind- A Water Lovers Oasis

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A modern dining area with a glass table, white chairs, and a crystal chandelier.
A multi-story residential building with a central courtyard, palm trees, and a brick pathway.
An indoor swimming pool with clear glass walls, a tiled floor, and a view of surrounding buildings.
A modern living room with a white sofa, a glass coffee table, and a dining area with a white table and chairs.
A spacious kitchen with white cabinetry, granite countertops, and stainless steel appliances.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
Featuring a bicycle, this vacation home accommodates 12 guests with 3 bedrooms and 4 bathrooms. It includes 1 bicycle for outdoor exploration. Located near the sea, it offers access to Delnor-Wiggins Pass State Park and Bluebill Beach.

Highlights

  • Dive into relaxation

    Unwind in the top-rated pool, your perfect spot for relaxation.

  • Arcade/game room

    A rare find - fun for all ages with on-site arcade/game room.

  • Unmatched views, unforgettable moments

    Guests like the location for the scenic views.
3 bedrooms4 bathroomsSleeps 12

Popular amenities

  • Heated pool
  • Air-conditioning
  • Balcony
  • Onsite parking available
  • Arcade/game room
  • Washing machine

Explore the area

View map
North Naples, FL
  • Place, Delnor-Wiggins Pass State Park
    ‪2 min drive‬
  • Place, Vanderbilt Beach
    ‪3 min drive‬
  • Place, Bluebill Beach
    ‪3 min drive‬
  • Airport, Fort Myers, FL (RSW-Southwest Florida Intl.)
    ‪38 min drive‬

Rooms & beds

3 bedrooms (sleeps 12)

Bedroom 1

+5
6 Single Beds and 3 King Beds

4 bathrooms

Bathroom 1

Bathtub

Bathroom 2

Bathroom 3

Bathroom 4

Spaces

Kitchen
Balcony
Separate dining area

About this property

Winterwind- A Water Lovers Oasis

Unique waterfront enclave offers a private, amenity-rich retreat for discerning adults and families. Create lasting memories thanks to the open air lanai, heated swimming pool, mini golf area and fully equipped grilling station. The fully-renovated interior offers king-sized beds in elegantly appointed guest rooms, a primary suite with an expansive ensuite featuring Spansih marble countertops and grand balcony overlooking the water. Boating enthusiasts will enjoy the state of the art dock.

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House Rules

Check in after 4:00 PM

Check out before 10:00 AM

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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

Important information

You need to know

Property # 2286368vb
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

Naples

Located on the waterfront, this holiday home is in Vanderbilt Beach, a neighbourhood in Naples. Shoppers can check out Fifth Avenue South, while everyone can enjoy the natural beauty of Vanderbilt Beach and Bonita Springs Public Beach. Looking to enjoy an event or a game while in town? See what's going on at Hertz Arena, or consider a night out at Sugarshack Downtown.
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Map
North Naples, FL

What's nearby

  • Delnor-Wiggins Pass State Park - 2 min drive - 2.1 km
  • Vanderbilt Beach - 3 min drive - 2.4 km
  • Bluebill Beach - 3 min drive - 2.4 km
  • Barefoot Beach - 12 min drive - 11.5 km
  • Naples Beach - 24 min drive - 15.4 km

Getting around

  • Fort Myers, FL (RSW-Southwest Florida Intl.) - 31 min drive

Restaurants

  • ‪McDonald's - ‬4 min drive
  • ‪Caiman Cantina - ‬4 min drive
  • ‪Dunkin' - ‬4 min drive
  • ‪North Naples Country Club - ‬4 min drive
  • ‪LaPlaya Beach & Golf Resort - ‬5 min drive

Frequently asked questions

Is Winterwind- A Water Lovers Oasis pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Winterwind- A Water Lovers Oasis ?

As of 19 Sept 2026, prices found for a 1-night stay for 2 adults at Winterwind- A Water Lovers Oasis on 26 Jan 2027 start from AU$8,406, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Winterwind- A Water Lovers Oasis ?

On-site parking is available at the property.

What time is check-in at Winterwind- A Water Lovers Oasis ?

Check-in begins at 4:00 PM.

What time is check-out at Winterwind- A Water Lovers Oasis ?

Checkout is at 10:00 AM.

Where is Winterwind- A Water Lovers Oasis located?

Located in Vanderbilt Beach, this holiday home is 1 mi (1.6 km) from Delnor-Wiggins Pass State Park and 1.3 mi (2.1 km) from Vanderbilt Beach. Bluebill Beach and Bayview Avenue Beach are also within 2 miles (3 km).

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. 29 out of 30 reviews
Rating 8 - Good. 1 out of 30 reviews
Rating 6 - Okay. 0 out of 30 reviews
Rating 4 - Poor. 0 out of 30 reviews
Rating 2 - Terrible. 0 out of 30 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay and had a great time in the pool! Communication with the host was terrific.
Stayed 4 nights in Apr 2026
Response from VrboOwner on 14 Apr 2026
Thank you for the wonderful review and kind words! Honored you chose our home!!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful house. We really enjoyed our stay !
Stayed 4 nights in Nov 2025
Response from VrboOwner on 1 Dec 2025
Thank you again for choosing our home for your stay in Naples! We were honored to host your family!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stephanie was so great during our stay! The house is beautiful and in a great location. I hope to go back someday. Thank you, Stephanie!!
Stayed 3 nights in Mar 2026
Response from VrboOwner on 9 Mar 2026
It was my honor to host your group! Thank you for choosing our home! My Best! -Stephanie
Verified review

10/10 Excellent

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

best stay ever

the home was so beautiful staff was amazing some of the nicest people ive ever meet hope to visit soon
Stayed 1 night in Sep 2021
Response from VrboOwner on 30 Sept 2021
Thank you Lydia for your kind review! I am so pleased we delighted your group! My Best, Stephanie
Verified review

10/10 Excellent

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

Nice place!

Great place to stay while visiting Naples. Close to beach and shops. Nice clean neighborhood to walk in also. Beautiful homes throughout!
Stayed 7 nights in Dec 2024
Response from VrboOwner on 6 Jan 2025
Thank you Ben! So happy you chose our home for your trip!
Verified review

10/10 Excellent

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

Great Getaway!

Beautiful house, very close to beach and activities. We had a great time.
Stayed 4 nights in Nov 2021
Response from VrboOwner on 7 Nov 2021
We were honored to host your group Donna! Thank you for choosing our home and come back to get warm soon! -Stephanie
Verified review

10/10 Excellent

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

GREAT PROPERTY AND BEST PROPERTY OWNER

Everything about the property is great: Location, size, Pool area and entertainment.. We had a great time !!
Stayed 3 nights in Jul 2022
Response from VrboOwner on 7 July 2022
We were honored to host your family and so pleased you enjoyed your stay in Naples! Please come back and see us soon! My Best, Stephanie
Verified review

10/10 Excellent

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

Simply the best

We had a wunderful stay in this amazing house. 5 straight stars - we will definitely come back.
Stayed 7 nights in Feb 2023
Response from VrboOwner on 25 Feb 2023
Honored to host your family!! Thank you so much for choosing our home! Please come back soon!! My Best! Stephanie
Verified review

10/10 Excellent

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

So fun

We loved our stay. The host was also very very responsive. We will be back!
Stayed 4 nights in Jan 2024
Response from VrboOwner on 24 Jan 2024
I was honored to have you & your beautiful family Tom!!! Thank you for choosing my home!
Verified review

10/10 Excellent

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

Wonderful stay!

We had a lovely time staying at this property with our children. The owner was very kind and responsive. The house was clean, comfortable, uncluttered, and had everything we needed to enjoy our stay! Great location on the water. Highly recommend!
Stayed 3 nights in Sep 2021
Response from VrboOwner on 30 Sept 2021
Michele, the pleasure was ours! Thank you for choosing our home for your daughter’s birthday getaway! We were honored to have you host at our place! My Best! Stephanie
Verified review

10/10 Excellent

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

Family celebration

Stephanie was amazing to work with. The house was beautiful.
Stayed 5 nights in Dec 2022
Response from VrboOwner on 14 Dec 2022
The pleasure was mine Carol! Honored you chose our home for your stay!!
Verified review

10/10 Excellent

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

Relaxing

Beautiful house!
Stayed 7 nights in Jan 2023
Response from VrboOwner on 9 Jan 2023
Thank you Sandra!!
Verified review

10/10 Excellent

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

Beautiful Naples Home

Great place to stay with family or friends. Home was clean and had all the amenities of home. Lots of things to do from the pool, to putting green, bike riding, paddle boarding or sitting on the dock enjoying the beautiful scenery. Would definitely recommend!
Stayed 4 nights in May 2024
Response from VrboOwner on 31 May 2024
Thank you so much for the kind words and for choosing our home! I was honored to host your group!
Verified review

10/10 Excellent

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

Fun in the Sun

Everyone in our group from age 1 to 77 enjoyed their stay. From walks to the beach or splashing around at the pool plenty of activities to keep everyone entertained. Stephanie was a super responsive host. Would recommend to any group.
Stayed 5 nights in Mar 2024
Response from VrboOwner on 3 Apr 2024
So honored you chose our home for your week getaway! I love more than anything when multiple generations gather and hopefully create memories! Please come back soon!
Verified review

10/10 Excellent

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

Family retreat

The house was beautiful and it had everything you would need. Great toys for both kids and adults. My family of 8 adults and 4 kids were in town for a burial at sea for my parents. The house was a great place to decompress. Will definitely stay again.
Stayed 5 nights in Nov 2021
Response from VrboOwner on 1 Dec 2021
Cheryl, we were honored to have you choose our house for this very special family time. You were a dream to work with and we want you to come back and stay again as soon as you can! Thank you for letting our house be a small part of this most important family memorial!
Verified review

10/10 Excellent

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

Fantastic place to stay in Naples!!

Stephanie was an absolutely fantastic host. Just weeks after Hurricane Ian did terrible damage to Naples and the surrounding areas, Stehpanie had her house ready to go. It is a beautiful house and perfect for bigger groups. She even offered restaurant suggestions and got us a reservation at a local dinner spot. I can't recommend Stephanie's house enough!!
Stayed 3 nights in Oct 2022
Response from VrboOwner on 26 Oct 2022
John, the honor was mine! Naples thrives on giving its guests world class experiences and the people are so resilient and determined to deliver! That you communicated and trusted my word that the house and the city were ready to welcome guests again was truly fulfilling for me! I pray you’ll visit me again soon in Naples or one of our other locations! My Best, Stephanie
Verified review

10/10 Excellent

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

ABSOLUTE PERFECTION!

We just spent 2 weeks here and so wish we were still there. Stephanie is a spectacular host and made us feel welcome even before we walked through the doors!! There were so many special touches and attention to detail that did not go unnoticed - from beach towels and beach chairs, to bikes, to well-stocked toiletries, and all the comforts we could ask for. The house is very clean and in a great location. We 100% recommend staying here and can't wait to get back!
Stayed 14 nights in Jan 2022
Response from VrboOwner on 17 Jan 2022
Deanne, the pleasure was mine! Your family was wonderful to deal with and so fun-loving!! Your adventuresome spirit was a joy to offer recommendations to!!! Please, please come back soon!!! My Best, -Stephanie
Verified review

8/10 Good

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

Family time

The house was very convenient and comfortable for our stay!! It was very well stocked with all the fun items…paddle boards bikes beach chairs pool golf. Didn’t have much water pressure if both showers used. Loved the peaceful view in back. The owner was very helpful and answered our text every time to offer places to go! A very nice 50th Anniversary family week!!!
Stayed 4 nights in Jul 2022
Response from VrboOwner on 11 July 2022
Jerry & Janelle! Thank you for staying with us for your 50th Anniversary!! I was honored you chose our home and that you were kind enough to share some of your gorgeous pictures! I am saddened to receive the knowledge that the water pressure was not up to par! I wish I could have had the opportunity to rectify this for you but this review is the first I am hearing of this issue. We had never received a 4-star review prior to yours but I will use this insight to ensure my water pressure is corrected for the future! My Best to you Both! -Stephanie
Verified review

10/10 Excellent

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

Excellent weekend getaway

We really enjoyed our stay at Winterwind. The house is clean and gorgeous. From the decor to the amenities, the host has ensured that most of what you'll need (and more!) is provided. The beds are very comfortable and there is plenty of room to spread out. There are TVs in every room, and plenty of channels available to you. Btw, you're in for a treat with the shower in the master bathroom! I love the decorative touches around the house and the pool was so relaxing. The location is great, approx 5 min (or less) to everything such as beaches, stores and restaurants. And I can't say enough about the kindness of the host. Stephanie was in touch with me throughout the weekend making sure we had everything we needed and providing great insight to the local area. Her attention to detail makes this house extra special and really eased the learning curve you can have in a new place. She was also very responsive prior to my arrival and during my stay with any question I had, something that I much appreciated. I definitely hope to visit this house again! And thank you so much, Stephanie, for being an amazing SUPER host!
Stayed 3 nights in Jul 2022
Response from VrboOwner on 3 Aug 2022
Djuna, the pleasure was mine! Naples is a gem to visit and I was beyond honored that someone who makes their living in the travel industry chose our home! Please come back and please come visit our other locations! My Best! Stephanie
Verified review

10/10 Excellent

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

Great location, house and host

Wished we could have stayed longer, the house was beautiful, well kept and stocked. The location was perfect, close to beach. the Ritz and all kinds of shopping etc. . The host Stephanie was very helpful and a pleasure to rent from.
Stayed 5 nights in Apr 2022
Response from VrboOwner on 17 May 2022
Jeff, thank you for this review!!! We are honored you stayed at our home and hope you come visit us again soon!! My Best! Stephanie
Verified review

10/10 Excellent

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

Lovely home and location

Beautiful home and conveniently located between two beautiful beaches. Stephanie was wonderful host and responded promptly to all inquiries.
Stayed 7 nights in Apr 2022
Response from VrboOwner on 23 May 2022
Georgia, thank you for the kind review and we are honored your chose our home for your visit!! Please come back soon! -Stephanie
Verified review

10/10 Excellent

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

Great family house

House was very well appointed. The dock was beautiful. Location is superb. The owner and house manager were very attentive to any issues that we had (only a small issue with the dryer and it was taken care of within a day).
Stayed 7 nights in Apr 2022
Response from VrboOwner on 27 May 2022
Thank you Meaghan for selecting our home! We were honored to host your group and look forward to having you back soon!!!!! My Best! Stephanie
Verified review

10/10 Excellent

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

Hmm.

You know that thing you do with your kids when you say the dessert tastes bad and they don’t want any, just so you can have more for yourself? Tempted to do that here so there is less competition when we try and book again with Stephanie. Our family really enjoyed the property. Felt like home away from home. Owner was very responsive and has local services for any issue. We had a small issue with the pool heater and people were over to address almost immediately. Paddle boarding in the channel, swimming in the pool and biking to the beach were all part of our enjoyment of the house. We have stayed at 4 houses in the vicinity and this was our favorite. Hoping to be back again!
Stayed 7 nights in Dec 2021
Response from VrboOwner on 3 Jan 2022
Brian, you are too kind!!! Loved working with you and honored you selected our property for your holiday week! We would be lucky to have your group back!! Please, please find a time! ❤️
Verified review

10/10 Excellent

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

Great stay in Naples!

Amazing host and location!
Stayed 4 nights in Oct 2021
Response from VrboOwner on 14 Oct 2021
Thank you so very much! It was my pleasure to host your group! -Stephanie
Verified review

10/10 Excellent

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

Fantastic!!!

This property was the perfect place for our family. The amenities outstanding! My boys loved fishing off the dock. Stephanie was amazing, she is on top of every detail, easily accessible and a pure joy to communicate with. I highly recommend this property. I cannot wait to return!
Stayed 7 nights in Aug 2021
Response from VrboOwner on 11 Aug 2021
Tamara - I felt as though we bonded over text during your stay! Lol. What an honor that our home was your host as you brought your oldest child to college for the first time! You must bring your sweet family back for all campus visits throughout the next four years! ❤️

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