Title: Winding Cypress Naples Vacation Home - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=67610639&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Winding Cypress Naples Vacation Home Vacation home in Naples with private pool and patio ## Photo gallery for Winding Cypress Naples Vacation Home ![Outdoor pool, a heated pool - Winding Cypress Naples Vacation Home (Naples)](https://images.trvl-media.com/lodging/68000000/67620000/67610700/67610639/733352a2.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Private kitchen - Winding Cypress Naples Vacation Home (Naples)](https://images.trvl-media.com/lodging/68000000/67620000/67610700/67610639/90b73180.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - Winding Cypress Naples Vacation Home (Naples)](https://images.trvl-media.com/lodging/68000000/67620000/67610700/67610639/52e20f40.jpg?impolicy=resizecrop&rw=297&ra=fit) ![2 bedrooms, WiFi - Winding Cypress Naples Vacation Home (Naples)](https://images.trvl-media.com/lodging/68000000/67620000/67610700/67610639/d43ed06a.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV - Winding Cypress Naples Vacation Home (Naples)](https://images.trvl-media.com/lodging/68000000/67620000/67610700/67610639/3fd6265b.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Escape to Winding Cypress, where you'll unwind in a beautiful brand new 2 bedroom + Den 2 bath pool home. Enclosed pool with deck and access to the community pool provide endless relaxation options, while king and queen bedrooms promise a restful night's sleep. ## Reviews 10 Exceptional ### Entire home 2 bedrooms2 bathroomsSleeps 4 ## Popular amenities - Washer - Dryer - Air conditioning - Outdoor Space ## 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 Naples Vacation Home Beautiful brand new 2 bedroom + Den 2 bath pool home. Enclosed pool with deck plus access to the Winding Cypress community pool and restaurant. All Brand furnishings with a King in the master bedroom and a queen in the second bedroom. Washer and Dryers are available. Everyhting you would want in a turn key vacation home. ## Property amenities ### Pool/Spa - Communal pool - Heated pool - Outdoor pool - Private pool ### Internet - Available in the house: WiFi ### Bedrooms - 2 bedrooms ### Bathroom - 2 bathrooms ### Entertainment - TV with cable/satellite channels ### Outdoor areas - Patio ### Laundry - Laundry facilities - Washer/dryer ### Comfort - Air conditioning ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Things to do - Heated pool ### 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) ## Similar properties ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89450000/89443100/89443030/b14e7ed2.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Brand New Luxury 5 Bedroom Home with Private Pool Naples - Pool - Kitchen - Washer - Dryer 10 Exceptional 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-03&endDate=2026-02-04&selected=89443030&PinnedHotelID=89443030&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73280000/73271300/73271299/e8c2ac50.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### SINGLE FAMILY HOME IN DESIRABLE NAPLES RESERVE Naples - Pool - Kitchen - Washer - Dryer 10 Exceptional 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-03&endDate=2026-02-04&selected=73271299&PinnedHotelID=73271299&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/112000000/111940000/111937700/111937611/0fffe953_edited_ccf4.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Charming 2-bedroom villa in awesome Naples resort community. 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Everything you would expect to find at a 5 star resort Naples - Pool - Kitchen - Washer - Dryer 10 Exceptional 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-03&endDate=2026-02-04&selected=72359323&PinnedHotelID=72359323&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/118000000/117070000/117063100/117063009/w1009h966x0y0-471ced62.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Tranquil 2-bedroom villa with water view where modern luxury meets coastal charm Naples - Washer - Dryer - Air conditioning - Gym [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-03&endDate=2026-02-04&selected=117063009&PinnedHotelID=117063009&HadPinnedHotel=true®ionId=-1&adults=2) ![Marina](https://images.trvl-media.com/lodging/74000000/73740000/73732400/73732396/d8edfd0f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxurious Retreat in Naples Reserve! 3 Bedroom Pool House, unwind in style! Naples - Pool - Kitchen - Washer - Dryer 10 Exceptional 4 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-03&endDate=2026-02-04&selected=73732396&PinnedHotelID=73732396&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Minimum check-in age: 25 ### Check-out Check-out before 11:00 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 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 Winding Cypress Naples Vacation Home Naples Winding Cypress Naples Vacation Home Private vacation home ## About the area Naples is home to this vacation home. Collier Museum at Government Center and Naples Depot Museum are cultural highlights, and some of the area's activities can be experienced at Flamingo Island Course - Lely Resort and TPC Treviso Bay. Naples Zoo at Caribbean Gardens and Rookery Bay Environmental Learning Center are also worth visiting. [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¢er=26.061497,-81.678085&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:m_b%7EC%7EvoqN%3FO%3FQ%3FO%40S%40O%3FQ%40Q%40O%40QBO%40QBO%40QBQBOBQBODOBQDMDQDODODODODOFODOFMFOFMFOFMHOFKHOFMHMHMHKHMHKJMHKJMHKJKJIJKHKLKJIJIJKLGJKJGLILGLIJGLGLGLILELGNELELENELGNELCLCNENCLCNCNCLANCNANALANAN%3FNAN%3FNAL%3FN%3FN%40N%3FN%40L%3FN%40N%40N%40N%40LBN%40NBLBNBNBLDNBLBNDLFNDLDLDLDLFLFLFLFLFLFLHLFJHLFJJLFJJJHJHJJJJJJJHJJHJJLHJHLJJHLHJHLFLHLHNFJFNHLFNFLDNFLFNDNFNDNDNDNDNDPBLDPBNBNBPDN%40PBPBN%40P%40NBP%40N%3FP%40P%40N%3FR%40N%3FP%3FN%3FP%3FPAN%3FRANAP%3FPANCPANAPCNCPAPENCPCNCNEPCLEPENENENENGNENGLGNENGLGNILGLGLINILGLILIJILKJILIJKJILKJKHKJKHKLKHKHKJMFKJMFKHMFMHMFMFMFMFMFMDMFMDMDODMFODMBOBMDOBOBMBOBO%40MBO%40O%40O%40O%40M%3FO%40O%3FO%40O%3FM%3FOAO%3FOAO%3FOAMAOAOAOCMAOCOCMCOCOEMCMCOEMGOEMEMEOGMEMEMIMGMGKGMIMGMIKGKKMGKKKIKIMMIIKKKIKKIMKKIKKMIKIMIKIMIMGMIOGMIMGMGOGMGOGOEMGOEOEOEOEOEOEQEMCQEOCOCQCOCQAQCOAQCOAQAOAQ%3FQAOAS%3FO%3FQ%3FQ&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=_WloeguVXK0Ceg7NYR48nhoAYDo=) Naples, FL ### What's nearby - Rookery Bay Reserve Lands \- 2 min drive \- 1.4 km - Naples Outlet Center \- 7 min drive \- 5.7 km - Swamp Buggy Races \- 8 min drive \- 7.1 km - Flamingo Island Course - Lely Resort \- 8 min drive \- 6.8 km - Mustang Course - Lely Resort \- 8 min drive \- 6.1 km ### Getting around - Southwest Florida Intl. Airport (RSW) - 46 min drive ### Restaurants - ‪McDonald's - ‬10 min drive - ‪RaceTrac - ‬11 min drive - ‪RaceTrac - ‬10 min drive - ‪Miller's Ale House - ‬9 min drive - ‪Texas Roadhouse - ‬9 min drive ## Frequently asked questions ### Does Winding Cypress Naples Vacation Home have a pool? ### Is Winding Cypress Naples Vacation Home pet-friendly? ### What time is check-in at Winding Cypress Naples Vacation Home? ### What time is check-out at Winding Cypress Naples Vacation Home? ### Where is Winding Cypress Naples Vacation Home located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Winding Cypress Naples Vacation Home Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 2 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 10 Location ## Reviews ### 10/10 Excellent #### Sharon D. Mar 2, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great development! Fabulous restaurant on property. Pool at the house was AMAZING! Owner was responsive and helpful. ##### Sharon D. Stayed 28 nights in Feb 2022 ### 10/10 Excellent #### Ashley S. Apr 3, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great house We had a great time! The house was clean, the pool was warm, and there was everything we needed. I’d highly recommended this home! ##### Ashley S. 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