LUXURY WINDING CYPRESS VACATION RENTAL IN NAPLES FLORIDA / BACKYARD OASIS WITH A PRACTICE PUTTING GREEN, INFINITY SPA, FIRE TABLE AND OVERSIZED HEATED POOL. NOW BOOKING SEASON 2027 7052 Live Oak Drive is Your Private Southwest Florida Escape. The ideal home for vacation getaways or extended stays all year round. This 2 Bed, 2 Bath Home with a Den / Office offers 2 King Beds and all the comforts of then ... and then some! It is ideally located in a quiet, highly sought-after neighborhood just minutes from the area's best beaches, public golf courses, dining, and shopping. This beautiful single family home offers the ideal blend of comfort, luxury, privacy, and convenience for your family's next vacation. The Winding Cypress community is just a short drive to world-famous Gulf beaches, championship golf courses, and popular destinations like Fifth Avenue South and Mercato. Step inside to a bright, open layout designed for relaxing and entertaining. The spacious living areas flow seamlessly into a well-appointed kitchen, creating the perfect space to gather with family and friends. Enjoy the true Florida lifestyle outdoors with an extra-large private lanai - perfect for morning coffee, evening cocktails, or simply soaking in the warm sunshine. Whether you're here to relax, explore, or enjoy the sunshine, this home offers everything you need for an unforgettable stay. Adjacent to the Picayune Strand Forest, with Tile Floors throughout / No Carpet in this home. Situated on a Lakefront Lot with Outdoor Putting in backyard, an Outdoor Gas Grill, Fire Table, Dining area and the most amazing pool and spa. There are Beach Chairs, 4 Bicycles and a variety of workout equipment provided in the garage. The Extended Driveway offers plenty of room for parking. The Winding Cypress Community offers the most impressive amenities, including a resort style pool with a waterfall, a spa, an on-site restaurant - The Shady Palm Cafe, a fitness center, movement room, miles of nature trails, a clubhouse and over 800 acres of natural preserves polished of by a wooden boardwalk. *This is a Pet Free Vacation Rental. The owners have installed a UV Light in the A/C System *All applicants will have to fill out the HOA application online through Tenant Evaluation *Applications must be submitted at least twenty (20) days prior to occupancy / Start of the lease *Application Fees (Paid by tenant directly) is $250.00 Per Individual age 18 + Over
House for rent
$9,000/moFees may apply
7052 Live Oak Dr, Naples, FL 34114
2beds
1,685sqft
Price may not include required fees and charges. Learn more|
Singlefamily
Available now
No pets
Laundry in residence laundry
2 Parking spaces parking
What's special
Fire tableOutdoor gas grillInfinity spaOversized heated poolDining areaAmazing pool and spaOutdoor putting in backyard
- 89 days |
- -- |
- -- |
Zillow last checked:
Listing updated:
Travel times

Let’s turn your rent into credit progress
Build credit history with every on-time payment and get credit for the payment you’re already making.
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
Appliances
- Laundry: Laundry in Residence
Features
- Fire Sprinkler, Pantry, Smoke Detectors, Volume Ceiling, Window Coverings
Interior area
- Total interior livable area: 1,685 sqft
Property
Parking
- Total spaces: 2
- Details: Contact manager
Features
- Stories: 1
- Pool features: Above Ground, Community, Custom Upgrades, Gas Heat, Screen Enclosure
Details
- Parcel number: 82679001380
Construction
Type & style
- Home type: SingleFamily
- Property subtype: SingleFamily
Condition
- Year built: 2015
Community & HOA
Location
- Region: Naples
Financial & listing details
- Lease term: Contact For Details
Price history
| Date | Event | Price |
|---|---|---|
| 4/28/2026 | Listed for rent | $9,000$5/sqft |
Source: NABOR FL #226017428 Report a problem | ||
| 7/29/2024 | Listing removed | -- |
Source: | ||
| 7/30/2021 | Sold | $559,900+1.8%$332/sqft |
Source: Public Record Report a problem | ||
| 6/1/2021 | Pending sale | $549,900$326/sqft |
Source: | ||
| 5/27/2021 | Listed for sale | $549,900+46.7%$326/sqft |
Source: | ||
| 10/28/2015 | Sold | $374,915$223/sqft |
Source: Public Record Report a problem | ||
Neighborhood: Winding Cypress
Nearby schools
GreatSchools rating
- 7/10Lely Elementary SchoolGrades: PK-5Distance: 2.6 mi
- 7/10Manatee Middle SchoolGrades: 6-8Distance: 1.6 mi
- 5/10Lely High SchoolGrades: 9-12Distance: 2.4 mi







