Airport, Fort Myers, FL (RSW-Southwest Florida Intl.)
37 min drive
Rooms & beds
3 bedrooms (sleeps 8)
Bedroom 1
1 Queen Bed
Bedroom 2
1 Queen Bed
Master bedroom
1 King Bed
Office 1
2 Single Sofa Beds
3 bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 2
Bathtub or shower · Toilet
Master bathroom
Bathtub · Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Separate dining area
Garden
About this property
Play Unlimited Golf while Staying at this Elegant Estate Home with pool
Welcome to 1918 Winding Oaks Way — a resplendent estate nestled in one of Naples’ most sought-after neighborhoods, just minutes from pristine beaches and public parks. This meticulously maintained property offers just under 4,000 square feet of interior living space, complemented by a 1,200-square-foot lanai with a private pool and unobstructed southern views of the golf course, all within a secure, gated community.
Recently renovated, fully furnished residence features 3 bedrooms, 3 bathrooms, a dedicated office (which can be converted into a fourth bedroom if needed), as well as spacious living and dining areas — comfortably accommodating up to 8 adults.
This exceptional retreat grants you full access to the golf course and all community amenities, with membership privileges fully transferable for the duration of your stay. Enjoy all the benefits of membership at a fraction of the cost.
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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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Naples
Located in Naples, this holiday home is next to a golf course and near a water park. 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 happening at Hertz Arena or USOP National Pickleball Center. Scuba diving, snorkelling and waterskiing offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
Fort Myers, FL (RSW-Southwest Florida Intl.) - 28 min drive
Restaurants
North Naples Country Club - 6 min drive
Sam's Club Cafe - 3 min drive
Taco Bell - 19 min walk
Rocco's Tacos & Tequila Bar - 9 min drive
Mister O1 - 6 min drive
Frequently asked questions
Does Play Unlimited Golf while Staying at this Elegant Estate Home with pool have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
How much does it cost to stay at Play Unlimited Golf while Staying at this Elegant Estate Home with pool?
As of 12 May, 2026, prices found for a 1-night stay for 2 adults at Play Unlimited Golf while Staying at this Elegant Estate Home with pool on 14 May, 2026 start from S$708, 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.
Is Play Unlimited Golf while Staying at this Elegant Estate Home with pool pet-friendly?
No, pets are not allowed at this property.
How much is parking at Play Unlimited Golf while Staying at this Elegant Estate Home with pool?
On-site parking is available at the property.
What time is check-in at Play Unlimited Golf while Staying at this Elegant Estate Home with pool?
Check-in begins at 4:00 PM.
What time is check-out at Play Unlimited Golf while Staying at this Elegant Estate Home with pool?
Checkout is at 11:00 AM.
Where is Play Unlimited Golf while Staying at this Elegant Estate Home with pool located?
Situated in Naples, this golf holiday home is within 2 miles (3 km) of LaPlaya Golf Course, La Playa Golf Club and The Leadbetter Golf Academy - LaPlaya Golf Club. Veterans Community Park and Tiburon Golf Club are also within 3 miles (5 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Beautiful property for our vacation. John and Hanna were very responsive when needed. The house was very well equipped. Our visiting family loved the pool area. We will hope to return.
We stayed at this lovely property for five weeks. Golf is conveniently located within the gated community as well as club house with dining options and fitness center. The house was clean and includes ample kitchen supplies for cooking just like if we were at home. It has a view of the golf course and outdoor area with pool. I would stay here again.
Sabine G.
Stayed 35 nights in Jan 2024
Response from VrboOwner on 27 Feb, 2024
Thank you for staying with us Sabine & it will be a privilege to host you again in the future!!!
Two weeks was not a long enough stay in this lovely home! The kitchen is well organized and equipped with everything needed. Even small touches like labeling the tv remotes and having nightlights strategically placed made living easy. We are golfers and despite a bit of unusually chilly weather we swam in the heated pool and played several rounds of 9 holes in the afternoon. The hosts are very gracious and easy to communicate with, and the Stonebridge community is welcoming.
Averill J.
Stayed 14 nights in Jan 2026
Response from VrboOwner on 10 Feb, 2026
Thank you for the lovely review! We’re so glad you enjoyed the home, the small details, and made the most of the pool and golf—even with the cooler weather. It was a pleasure hosting you, and we’d be happy to welcome you back anytime!
We stayed at this beautiful property for 3 weeks. House was fully equipped. Great gated community. Everything very convenient for my wife and I. John and Hanna were very helpful when needed. We met many nice people at Stonebridge. We would love to stay here again in the future.
Joseph C.
Stayed 23 nights in Mar 2024
Verified
10/10 Excellent
Alan C.
16 May, 2019
Elegant Estate Home
We stayed in this wonderful property for the month of April. The home was exceptionally clean and spacious and the pool area was fantastic which we loved. Stonebridge is a lovely estate near to all shops beaches and motorway systems which provides quick access to all parts of Naples. John and Hanna were gracious hosts quick to respond at booking stage and extremely helpful when we had any questions. Hanna met us at the property when we arrived and provided us with an extensive walk through of all appliances and amenities. Great location,quiet neighbourhood, excellent amenities, fantastic hosts we cannot wait to return.
Alan C.
Stayed 30 nights in Apr 2019
Response from VrboOwner on 1 Apr, 2020
Alan was great great!!! He and his lovely wife went above and beyond, leaving the house in absolutely beautiful condition. We were happy to accommodate special check-in and check -out times. You are welcome back anytime. I would highly recommend to other VRBO hosts!!!