Available for rent starting 10/1/26 Month by month, preferably 2 months or more, for the season in the desirable securely gated Winding Cypress community.
Turnkey furnished, single-family home available to rent, month by month in Winding Cypress Naples, Florida. Located less than 20 minutes from downtown Olde Naples and 20 minutes from Marco Island .This home is a three bedroom , two bath , den, a saltwater heated pool and a 1 car garage. There is accessibility to pickle ball courts , a gym, tennis courts, community Olympic size pool, and the Shady Palm restaurant and bar.
No Pets or smoking allowed. Cable and internet provided. Pool maintained weekly by a company. Electric provided not to exceed $200 a month. Gas provided not to exceed $350 a month . Trash and recycle provided.
House for rent
$10,000/moFees may apply
7429 Winding Cypress Dr, Naples, FL 34114
3beds
2,100sqft
Price may not include required fees and charges. Price shown reflects the lease term provided. Learn more|
Single family residence
Available now
No pets
Air conditioner, central air
In unit laundry
Attached garage parking
Central, forced air
What's special
Turnkey furnishedSaltwater heated poolThree bedroomTwo bathCommunity olympic size pool
- 68 days |
- -- |
- -- |
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Central, Forced Air
Cooling
- Air Conditioner, Central Air
Appliances
- Included: Dishwasher, Dryer, Freezer, Microwave Oven, Oven, Refrigerator, Washer
- Laundry: In Unit
Features
- Flooring: Hardwood, Tile
- Furnished: Yes
Interior area
- Total interior livable area: 2,100 sqft
Property
Parking
- Parking features: Attached, Garage
- Has attached garage: Yes
- Details: Contact manager
Features
- Patio & porch: Patio
- Exterior features: Tennis Court(s)
- Has private pool: Yes
- Pool features: Pool
Details
- Additional structures: Garage(s)
- Parcel number: 82679009641
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Community & HOA
Community
- Features: Fitness Center, Restaurant
HOA
- Amenities included: Fitness Center, Pool
Location
- Region: Naples
Financial & listing details
- Lease term: 1 Month
Price history
| Date | Event | Price |
|---|---|---|
| 6/7/2026 | Listed for rent | $10,000+11.1%$5/sqft |
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| 3/21/2026 | Listing removed | $9,000$4/sqft |
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| 10/25/2025 | Price change | $9,000-10%$4/sqft |
Source: Zillow Rentals Report a problem | ||
| 7/24/2025 | Listed for rent | $10,000$5/sqft |
Source: Zillow Rentals Report a problem | ||
| 11/23/2024 | Listing removed | $10,000$5/sqft |
Source: Zillow Rentals Report a problem | ||
| 9/17/2024 | Listed for rent | $10,000$5/sqft |
Source: Zillow Rentals Report a problem | ||
| 8/28/2024 | Listing removed | $10,000$5/sqft |
Source: Zillow Rentals Report a problem | ||
| 1/19/2024 | Price change | $10,000-9.1%$5/sqft |
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| 11/30/2023 | Listed for rent | $11,000$5/sqft |
Source: Zillow Rentals Report a problem | ||
| 1/19/2017 | Sold | $511,450$244/sqft |
Source: | ||
Neighborhood: Winding Cypress
Nearby schools
GreatSchools rating
- 7/10Lely Elementary SchoolGrades: PK-5Distance: 2.8 mi
- 7/10Manatee Middle SchoolGrades: 6-8Distance: 1.5 mi
- 5/10Lely High SchoolGrades: 9-12Distance: 3.1 mi







