Winding Cypress Real Estate For Rent

Stunning and spacious, this 2 car garage, 3-bedroom, 2.5-bathroom home built in 2020 offers luxury living with high-end upgrades throughout and located in the sought after amenity rich community of winding cypress. This turnkey property comes beautifully furnished with high-end décor and a fully stocked gourmet kitchen, allowing you to move right in and start enjoying your new home from day one. Featuring hardwood floors, stainless steel appliances, and two expansive master suites, the home is designed for both comfort and style. Each suite includes large closets and beautifully appointed bathrooms with premium finishes. The third bedroom features a closet and french doors, can also be used as an office/tv room/gym space. The screened-in lanai with a private pool and outdoor kitchen provides the perfect space for relaxing or entertaining. With an open-concept layout, generous living areas, and exceptional attention to detail, this home is a rare find. Long term rental only—don’t miss the opportunity to lease this meticulously maintained, move-in ready retreat. Beyond the exceptional home features, the winding cypress community offers a vibrant lifestyle. Just minutes away from naples' beautiful beaches, 5th avenue, and marco island, this location balances peaceful living with convenience. Residents can enjoy meals at the shady palm cafe by the resort style pool and spa with cabanas or take advantage of the clubhouse and fitness center, which are equipped with state-of-the-art facilities and fitness classes. For those who enjoy staying active, the community offers pickleball, tennis, and bocce courts, along with a scenic boardwalk for leisurely strolls through the lush, natural surroundings. This home truly embodies the essence of luxury living in a fantastic neighborhood.

Gorgeous kitchen with an oversized island is open to the bright and airy great room as well as your very own private pool and spa! Sliding doors fold all the way back allowing for fabulous inside/outside entertaining. The chef's dream kitchen offers gas cooking, a huge pantry and counter island seating. Your private pool and spa is heated by gas as well! Be sure to notice the unique lighting fixtures and ceiling fans, as well as the plantation shutters in all the bedrooms, living room and office. Master bedroom is located away from the two guest bedrooms and office. The laundry room has full size stainless washer and dryer as well as additional cabinetry with a sink. There is also a storage closet in the laundry room. The home has an oversized 2 car garage. The beautiful club house offers a state of the art fitness center, movement studio, outdoor yoga deck, card room, library, meeting room plus so much more. Enjoy tennis, pickleball, bocce, etc. Or meet up with friends at the community pool or hot tub and enjoy a bite to eat or a refreshing drink at the shady palm poolside restaurant.

Unwind in this brand new, pristine vacation rental. Revel in the allure of a splendid pet-friendly home with a dazzling outdoor lanai, designed for the ultimate outdoor living experience. This residence boasts abundant natural light, a refreshing coastal contemporary interior, and an inviting open floor plan. With three bedrooms plus a versatile office you'll have ample space to accommodate your needs. The master bedroom features a king-sized bed, while the other two bedrooms are fitted with queen-sized comfort. Featuring, a spacious kitchen equipped with a gas cooktop ensures culinary delight and endless space for memories to be made with your loved one. Nestled in the amenity-rich community of winding cypress, your vacation paradise is complete with a community center, pool, fitness center, pickle ball, tennis, bocce ball, dog park, and endless community activities. Located perfectly between the shopping, dining, and entertainment of downtown naples and the quaint beach town of marco island.

Beautiful two bedroom 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 armor for clothing . Spacious attached 2-car garage. Relax on the spacious lanai that overlooks the private pool with 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. No pets. 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

Available for 2026 season!! Step into paradise! One small dog allowed! Built in 2021, this newly decorated and spacious pool home offers 3 bedrooms (king, king & 2 twins) plus a den and 3 full bathrooms. Features include a wonderful open floor plan with zero-corner sliders that bring the outside in! Fabulous screened-in area with heated pool, natural gas, stainless appliances, quartz counters, luxury vinyl in the living areas and lush carpeting in the bedrooms. Bicycles and beach chairs available too! From the moment you arrive at the stunning winding cypress gated entry you know you have arrived at the perfect naples winter destination. 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 minutes away from the easy access to all the surrounding areas beautiful beaches, restaurants and entertainment!

A stunning new pool and outdoor lanai, complement this exquisitely designed home, which offers tranquil views of the lake. This property features three bedrooms plus a den and three bathrooms, making it ideal for vacationing. The interior boasts a bright and airy coastal contemporary style with an open floor plan. This is a perfect vacation rental!

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!