Winding Cypress Houses For Rent

Beautiful turnkey furnished single-family home available now for an annual lease in the sought-after gated community of winding cypress. Built in 2015, this spacious residence features 4 bedrooms, 3 bathrooms, and a versatile upstairs loft, offering plenty of room for comfortable living and entertaining. Enjoy an open and inviting floor plan with stylish furnishings and move-in-ready convenience. Conveniently located within walking distance to the community clubhouse and amenities. Residents of winding cypress enjoy resort-style amenities including a clubhouse, fitness center, resort-style pool, on-site restaurant, pickleball, tennis, bocce courts, dog park, walking trails, and more. Ideally located just a short drive to marco island and downtown fifth avenue in naples for world-class dining, shopping, and white-sand beaches. Don’t miss this opportunity to enjoy the southwest florida lifestyle in one of naples’ premier communities.

Attached villa in the highly sought after community of winding cypress. This home boasts 2 bedrooms plus a den which can be used as a 3rd bedroom, 2 full bathrooms and a 2 car garage. Well maintained and fully furnished including household items (kitchen, linens, etc.) the community is situated off of collier blvd close to us41 (tamiami trl) which is a 15 minute drive to either downtown naples or marco island. You get the best of both worlds and short drive to i-75 takes you to the airport within 40 minutes. This 2019 home is equipped with a full gas kitchen indoors and out. 2 full bedrooms and a den with a pull out sofa can accommodate six or more. Enjoy a relaxing evening in your own heated pool/spa. This neighborhood is sure to cure boredom with it's miles and miles of hiking/biking/walking paths, nature trails and overlooks, dog park, fully equipped fitness center, tennis, pickleball and bocce ball courts, resort style pool with lap lane which is adjacent to the on-site restaurant. You don't ever have to leave this well appointed community but if you want to venture out - there is lots of fine dining, shopping, beaches and entertainment within a short drive to naples or marco island. A brand new costco and whole foods are soon to open as well. Your coastal paradise is awaiting your stay! Owner will consider a small dog (under 50lbs) approval not guaranteed. Annual rental only! Complete application here: https://apply.Link/hle-qsc

Beautiful two bedrooms plus den, two bath attached villa pool home in the amenity rich gated community of winding cypress. Main bedroom has a king bed, second bedroom has a queen bed and den has a full size pullout couch that sleeps 2 and includes a full wardrobe armoire for clothing . Spacious attached 2-car garage. Relax on the spacious lanai that overlooks the private pool and peaceful lake view. Winding cypress has resort class amenities. Clubhouse has plenty of space for social gatherings so neighbors can interact with each other and build community bonds. State-of-the-art fitness center, catering kitchen, community room, and activity room. Fabulous resort-style pool, lap pool, spa, shady palm poolside restaurant, outdoor movement studio, bocce ball courts, pickle ball, tennis courts, fire pit, boardwalk with pavilion, and bird watching overlook. If you like an active lifestyle you will not be bored as there is always something to join in and enjoy. 20 minutes to marco island, 20 minutes to naples pier and magnificent area beaches, 15 minutes to fifth avenue and third street shopping & dining, 10 minutes to i-75, 5 minutes to us-41

Seasonal rental available for 2027. Turnkey furnished, and ready for you to enjoy. This 2 story summerwood model home with breathtaking pool and spa offers a spectacular open floor plan. This home has a very large, beautiful gourmet kitchen with dining area, generous great room with baby grand piano, 3 bedrooms, 3 bathrooms on the main floor, 1 bedroom, 1 bathroom, plus a very large loft on the 2nd floor. The lanai is large and great for entertaining. The lanai screen is picture frame which allows for maximum viewing pleasure. The gorgeous custom pool with sundeck has lighted waterfall bowls and color changing lights. In addition to all of this is a 2 car extended garage with epoxy floor. The entire home is beautifully furnished with all the comforts you would want in your home. This community has wonderful resort style amenities including walking and biking trails, fitness, restaurant, party room, catering kitchen, fire pit, play area, tennis, dog park and so much more

Beautifully furnished 3+den single family home in the highly sought-after, gated community of winding cypress in naples. This thoughtfully appointed home offers a comfortable and stylish escape, perfect for enjoying the southwest florida lifestyle during season. The residence features an open-concept layout filled with natural light, a well-equipped kitchen ideal for entertaining, and inviting living and dining spaces designed for relaxation. The home includes 3 spacious bedrooms and an office with an additional daybed. Primary suite boasts an en-suite bathroom and lake views. Two guest rooms, both with queen beds, share access to a second full bath. An expanded screened lanai with sparkling pool and outdoor kitchen complete the lifestyle package at this exceptional seasonal escape. 2 car attached garage. Winding cypress is known for its resort-style amenities, providing an exceptional lifestyle for seasonal residents. Community features include a stunning clubhouse, resort-style pool and spa, state-of-the-art fitness center, tennis and pickleball courts, bocce ball, a dog park, and miles of scenic walking and biking trails. The community is guard-gated, and hosts an active social calendar. Ideally located, winding cypress is just minutes from naples’ world-class beaches, shopping, dining, golf courses, and downtown attractions as well as easy access to marco island.

From the moment you arrive at the stunning entry, winding cypress invites you into this wonderful community. This natural gas, resort-style community, remaining almost 2/3 preserve, welcomes you with a streetscape of superb views and new homes designed for the way you live. This premier naples location offers highly attractive fees for the variety of world-class amenities right in your own backyard, including a grand clubhouse, resort pool, sports courts, dog park, community garden, and more. One of the most sought after new communities in the area!