Title: Winding Cypress - PET-FRIENDLY HOME IN A RESORT-STYLE COMMUNITY - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Winding Cypress - PET-FRIENDLY HOME IN A RESORT-STYLE COMMUNITY Vacation home in Naples with kitchen and patio ## Photo gallery for Winding Cypress - PET-FRIENDLY HOME IN A RESORT-STYLE COMMUNITY ![TV - Winding Cypress - PET-FRIENDLY HOME IN A RESORT-STYLE COMMUNITY (Naples)](https://images.trvl-media.com/lodging/115000000/115000000/114998800/114998785/16684232.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Pool - Winding Cypress - PET-FRIENDLY HOME IN A RESORT-STYLE COMMUNITY (Naples)](https://images.trvl-media.com/lodging/115000000/115000000/114998800/114998785/bc8b339c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV - Winding Cypress - PET-FRIENDLY HOME IN A RESORT-STYLE COMMUNITY (Naples)](https://images.trvl-media.com/lodging/115000000/115000000/114998800/114998785/65d2731d.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Winding Cypress - PET-FRIENDLY HOME IN A RESORT-STYLE COMMUNITY (Naples)](https://images.trvl-media.com/lodging/115000000/115000000/114998800/114998785/7d946d7e.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fitness facility - Winding Cypress - PET-FRIENDLY HOME IN A RESORT-STYLE COMMUNITY (Naples)](https://images.trvl-media.com/lodging/115000000/115000000/114998800/114998785/87d3105d.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies At Winding Cypress - PET-FRIENDLY HOME IN A RESORT-STYLE COMMUNITY, you can look forward to golfing on site, a firepit, and a garden. In addition to laundry facilities and a gym, guests can connect to in-room WiFi. ### Entire home 3 bedrooms3 bathrooms2128 sq ft ## Popular amenities - Pool - Kitchen - Washer - Dryer - Air conditioning - Gym ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Winding Cypress - PET-FRIENDLY HOME IN A RESORT-STYLE COMMUNITY This newly completed and spacious PET FRIENDLY home offers 3 bedrooms (King, King & 2 Twins) plus a den that is equipped with a queen-size murphy bed. This home is full of entertaining options that allow you to bring the extended family along. With its open floor plan as well as zero-corner sliders that blend the interior seating with the outside kitchen and bar. As soon as you drive through the Winding Cypress gate access, you are instantly put into vacation mode as you pass the resort style clubhouse and community grounds. The amenities include a resort style pool, restaurant/bar, fire pit, world-class fitness center, outdoor yoga deck, pickle-ball, tennis, bocce ball, community garden, a dog park, and a nature trail boardwalk that meanders throughout the protected preserves. Conveniently located between Marco Island and Fifth Avenue South, you are only minutes away from sandy beaches and all the shopping, dining, and entertainment you could ask for! Association requires an online application fee of $75, amount subject to change. No motorhomes, no RVs , campers ## Property amenities ### Pool/Spa - Communal pool ### Internet - Available in the house: WiFi ### Parking and transportation - Parking on site ### Kitchen - Dishwasher - Microwave - Oven - Refrigerator - Stovetop ### Bedrooms - 3 bedrooms - Bedsheets provided ### Bathroom - 3 bathrooms - Towels provided ### Entertainment - TV with cable/satellite channels ### Outdoor areas - Barbecue grill - Firepit - Garden - Patio ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Location highlights - Near a hospital - Near a zoo ### Things to do - Golf - Gym - Tennis - Fishing nearby - Golfing nearby - Motor boating nearby - Swimming nearby ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector) - Smoke detector not reported (host has not indicated whether there is a smoke detector on the property) ### General - Garden - Unit size: 2,128 square feet ## Similar properties ![Interior](https://images.trvl-media.com/lodging/112000000/111930000/111930000/111929959/a7ca250d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Spacious 3 Bed in Award Winning Fiddler's Creek Marco Island - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=111929959&PinnedHotelID=111929959&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/71000000/70870000/70868700/70868612/c6a11f4b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### CHIASSO COVE - Luxury Contemporary Styled Home in Fiddler's Creek Naples - Pool - Hot tub - Kitchen - Washer 10 Exceptional 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=70868612&PinnedHotelID=70868612&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV](https://images.trvl-media.com/lodging/124000000/123590000/123587900/123587862/w1919h1080x1y0-d257d3ac.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Welcome to your South Naples getaway! Naples - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=123587862&PinnedHotelID=123587862&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=114998785&PinnedHotelID=114998785&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=114998785,111929959,70868612,123587862) ## Policies ### Check-in Check-in time starts at 4:00 PM Minimum check-in age: 18 ### Check-out Check-out before 10:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions Information provided by the property may be translated using automated translation tools ### Pets Pets not allowed ### Children and extra beds Children are welcome ### Events No events allowed ### 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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip Host has not indicated whether there is a smoke detector on the property This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ### Property is also known as 67f9252e8a50c1-16541445 ## About the area Naples is home to this vacation home. Naples Zoo at Caribbean Gardens and Rookery Bay Reserve Lands are local attractions and those in the mood for shopping can visit Fifth Avenue South and Naples Outlet Center. Looking to enjoy an event or a game while in town? See what's happening at Swamp Buggy Races or USOP National Pickleball Center. Looking to get your feet wet? Motor boating, fishing and swimming adventures can be found near the property. [Visit our Naples travel guide](https://www.expedia.ca/Naples.dx602724) [View more Vacation homes in Naples](https://www.expedia.ca/Naples-Private-Vacation-Homes.d602724-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C26.05679%2C-81.68783&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=9ohAqjqR8nzwdGudiqqtTHYNO5g=) Naples, FL ### What's nearby - ![5th Avenue Shopping District which includes markets, street scenes and a city](https://images.trvl-media.com/place/6337227/652d7a23-0ecb-418a-b7cc-95f00eef6cc8.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Fifth Avenue South 15 min drive \- 16.1 km - ![Pristine and idyllic beach at sunset in a bright day, Naples, Florida, USA](https://images.trvl-media.com/place/553248621565061337/c3e350a9-2166-42a1-bc09-fe8d70fa80a9.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Naples Beach 20 min drive \- 18.7 km - Rookery Bay Reserve Lands 14 min walk \- 1.2 km - Rookery Bay Environmental Learning Center 3 min drive \- 2.4 km - Naples Outlet Center 3 min drive \- 2.4 km ### Restaurants - McDonald's 4 min drive - RaceTrac 5 min drive - RaceTrac 5 min drive - Miller's Ale House 4 min drive - Texas Roadhouse 4 min drive ## Frequently asked questions ### Does Winding Cypress - PET-FRIENDLY HOME IN A RESORT-STYLE COMMUNITY have a pool? ### Is Winding Cypress - PET-FRIENDLY HOME IN A RESORT-STYLE COMMUNITY pet-friendly? ### How much is parking? ### What time is check-in at Winding Cypress - PET-FRIENDLY HOME IN A RESORT-STYLE COMMUNITY? ### What time is check-out at Winding Cypress - PET-FRIENDLY HOME IN A RESORT-STYLE COMMUNITY? ### Where is Winding Cypress - PET-FRIENDLY HOME IN A RESORT-STYLE COMMUNITY located? ## Have a question? 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