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The property at 7611 Winding Cypress Dr features notable amenities such as an outdoor kitchen, a resort-style pool and spa, and pickleball courts, providing ideal settings for relaxation and recreation. Its pet-friendly policy, along with a conducive environment for remote work, enhances its appeal. The proximity to top-rated schools and a strong value per square foot further positions it as an attractive option in the Naples area.
Things you’ll love
More spaceMiddle school nearbyElementary school nearbyGreat for
Pet owners
Work-from-homeFeatures
| Utilities Included |
Community
| Clubhouse | Controlled Access |
| Dogs OK | Fitness Center |
| Guard at Gate | Residents Lounge |
Grounds
| Community Spa & Hot Tub | Dog Park |
| Gated Community | Outdoor Space |
| Pickle Ball | Resort Style Pool |
| Swimming Pool | Tennis Courts |
| Walking Paths |
Neighborhood
| Restaurant | Sidewalks |
One-time.
One-time. Refundable.
Available for 2026 season! Welcome to this beautifully appointed seasonal rental located in the highly sought after Winding Cypress community. This spacious home offers three bedrooms plus a den, three full bathrooms, and a two and a half car garage. Fully turnkey furnished and thoughtfully designed, the home features an open concept floor plan that flows seamlessly from the interior living spaces to the outdoors. The kitchen serves as a central gathering space with a large island, natural gas range, and stainless steel appliances, making it ideal for both everyday meals and entertaining. Expansive zero corner sliding glass doors open to an exceptional outdoor living area, where a paver pool deck, screened in lanai, and complete outdoor kitchen with a built in propane grill create a private oasis for enjoying the Florida lifestyle. The owner’s suite is a true retreat, offering a generous walk in closet and a spacious en-suite bathroom designed for comfort and privacy. The community clubhouse serves as the social heart of Winding Cypress, offering an elegant and inviting environment for gatherings, events, and relaxation, with direct access to the resort style pool and spa set among lush landscaping, palm trees, and comfortable lounging areas. The Shady Palm Café provides a lively poolside setting where residents can enjoy meals, refreshing drinks, and casual socializing in the Florida sunshine. Fitness and wellness amenities include a state of the art fitness center with modern cardio and strength equipment, along with a dedicated movement room designed for classes, stretching, and individual workouts. Outdoor recreation is abundant, featuring five clay tennis courts, four pickleball courts, and well maintained bocce courts that encourage active living and community connection, while a scenic boardwalk winds through preserved natural areas, offering a peaceful escape and a close connection to the surrounding landscape. Winding Cypress is conveniently located just a short drive from a variety of destinations, offering easy access to beaches, dining, shopping, and entertainment. Perfectly positioned between downtown Naples and Marco Island, this home offers an exceptional opportunity to enjoy a luxurious and active seasonal lifestyle within one of Naples’ premier gated communities and experience the best of Southwest Florida living. View the 3D tour here: https www zillow com view-imx c76e61c2-f171-41e8-bbee-04f5c62d912a?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard Availability 2026 January - March - $9,995 / month April - $8,995 May - October - $4,995 / month *** All utilities are included for rentals less than 6 months. *** ** Small pet considered, with approval, and deposit. **
How 7611 Winding Cypress Dr compares to other nearby properties.
Positives
Considerations
| Neighborhood | Winding Cypress |
|---|---|
| Zip code | 34114 |
| Type | House for rent |
Fiddler's Creek • 3695 Montreux Ln #202
3 Beds
$9,000
Naples Reserve Golf Club • 14606 Tropical Dr
3 Beds
$9,500
Wentworth Estates • 9476 Napoli Ln #202
3 Beds
$10,000
Fiddler's Creek • 3695 Montreux Ln #202
3 Beds
$9,000
Naples Reserve Golf Club • 14606 Tropical Dr
3 Beds
$9,500
Wentworth Estates • 9476 Napoli Ln #202
3 Beds
$10,000
3-bedroom apartments at 7611 Winding Cypress Dr cost about 135% more than the average rent price for 3-bedroom apartments in Verona Walk.
| Month | Median Rent |
|---|---|
| August 2024 | $9,000 |
| September 2024 | $5,250 |
| October 2024 | $5,000 |
| November 2024 | $4,650 |
| December 2024 | $4,468 |
| January 2025 | $4,437 |
| February 2025 | $4,375 |
| March 2025 | $4,300 |
| April 2025 | $4,850 |
| May 2025 | $5,405 |
| June 2025 | $5,543 |
| July 2025 | $5,565 |
| August 2025 | $4,717 |
| September 2025 | $4,345 |
| October 2025 | $5,839 |
| November 2025 | $4,100 |
| December 2025 | $3,975 |
| January 2026 | $3,935 |
| February 2026 | $3,964 |
| March 2026 | $4,256 |
| April 2026 | $4,343 |
| May 2026 | $3,600 |
| June 2026 | $3,500 |
| July 2026 | $3,687 |
| Month | Median Rent |
|---|---|
| September 2024 | $5,250 |
| October 2024 | $5,000 |
| November 2024 | $4,650 |
| December 2024 | $4,468 |
| January 2025 | $4,437 |
| February 2025 | $4,375 |
| March 2025 | $4,300 |
| April 2025 | $4,850 |
| May 2025 | $5,405 |
| June 2025 | $5,543 |
| July 2025 | $5,565 |
| August 2025 | $4,717 |
| September 2025 | $4,345 |
| October 2025 | $5,839 |
| November 2025 | $4,100 |
| December 2025 | $3,975 |
| January 2026 | $3,935 |
| February 2026 | $3,964 |
| March 2026 | $4,166 |
| April 2026 | $4,333 |
| May 2026 | $3,600 |
| June 2026 | $3,500 |
| July 2026 | $3,687 |
| 6 months ago | $9,995 |
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