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Winterwind- A Water Lovers Oasis

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Reviews

10 out of 10, Loved by Guests
Top 10% based on
3 bedrooms4 bathroomsSleeps 123300 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Parking available

Explore the area

View in a map
North Naples, FL
  • Place, Delnor-Wiggins Pass State Park
    ‪15 min walk‬
  • Place, Bluebill Beach
    ‪16 min walk‬
  • Place, Vanderbilt Beach
    ‪1 min drive‬
  • Airport, Fort Myers, FL (RSW-Southwest Florida Intl.)
    ‪35 min drive‬

Rooms & beds

3 bedrooms (sleeps 12)

Bedroom 1

+5
6 Twin 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.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Air conditioning
Parking available

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
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

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit

About the neighborhood

Naples

Located on the waterfront, this vacation home is in Vanderbilt Beach, a neighborhood in Naples. Fifth Avenue South and Coconut Point Mall are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Vanderbilt Beach and Bonita Springs Public Beach. Looking to enjoy an event or a game while in town? See what's happening at Hertz Arena or USOP National Pickleball Center.
View more Vacation Homes in NaplesOpens in a new window
Map
North Naples, FL

What's nearby

  • Delnor-Wiggins Pass State Park - 15 min walk - 1.3 km
  • Delanor Wiggins Pass State Recreational Area - 15 min walk - 1.3 km
  • Bluebill Beach - 16 min walk - 1.4 km
  • Seabreeze Avenue Beach - 1 min drive - 0.7 km
  • Vanderbilt Beach - 1 min drive - 1.1 km

Getting around

  • Southwest Florida Intl. Airport (RSW) - 31 min drive

Restaurants

  • ‪McDonald's - ‬4 min drive
  • ‪North Naples Country Club - ‬4 min drive
  • ‪Chuck E. Cheese's - ‬4 min drive
  • ‪Cooper's Hawk Winery & Restaurant - ‬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 Mar 26, 2026, prices found for a 1-night stay for 2 adults at Winterwind- A Water Lovers Oasis on May 18, 2026 start from $1,096, 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?

Onsite 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 ?

Check-out is at 10:00 AM.

Where is Winterwind- A Water Lovers Oasis located?

Located in Vanderbilt Beach, this vacation home is within 1 mi (2 km) of Delnor-Wiggins Pass State Park, Delanor Wiggins Pass State Recreational Area, and Bluebill Beach. Vanderbilt Beach and Seabreeze Avenue Beach are also within 2 mi (3 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 28 out of 29 reviews
Rating 8 - Good. 1 out of 29 reviews
Rating 6 - Okay. 0 out of 29 reviews
Rating 4 - Poor. 0 out of 29 reviews
Rating 2 - Terrible. 0 out of 29 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Claire L.

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
Verified

10/10 Excellent

Ross P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful house. We really enjoyed our stay !
Stayed 4 nights in Nov 2025
Verified

10/10 Excellent

Ben O.

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
Verified

10/10 Excellent

Lydia L.

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
Verified

10/10 Excellent

Donna Z.

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
Verified

10/10 Excellent

TEOFILO S.

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
Verified

10/10 Excellent

Tom R.

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
Verified

10/10 Excellent

Kai L.

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
Verified

10/10 Excellent

Michele R.

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
Verified

10/10 Excellent

Tristan

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
Verified

10/10 Excellent

carol f.

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
Verified

10/10 Excellent

Sandra D.

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

Relaxing

Beautiful house!
Stayed 7 nights in Jan 2023
Verified

10/10 Excellent

Kerry M.

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
Verified

10/10 Excellent

Cheryl S.

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
Verified

10/10 Excellent

John H.

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
Verified

10/10 Excellent

Deanne M.

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
Verified

8/10 Good

Jerry S.

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
Verified

10/10 Excellent

Verified traveler

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
Verified

10/10 Excellent

Jeff F.

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
Verified

10/10 Excellent

Georgia Q.

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
Verified

10/10 Excellent

Meaghan N.

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
Verified

10/10 Excellent

Brian S.

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
Verified

10/10 Excellent

George E.

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

Great stay in Naples!

Amazing host and location!
Stayed 4 nights in Oct 2021
Verified

10/10 Excellent

Tamara D.

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
Verified

10/10 Excellent

Joshua R.

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

Great family mini resort

Had an awesome time just in the house. Love the are and the owner is amazing. Everything as described and better. Was hard to get my kids out of the house to the beach lol!!! Will be staying again soon!!!
Stayed 7 nights in Jul 2021

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