
7052 Live Oak Dr, Naples, FL 34114
What This House Offers
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
Unit
- $9,000 / month
- 2 Beds
- 2 Baths
- 1685 sq. ft.
- Available Jun 14
Home Features
- Dishwasher
- Disposal
- Freezer
- High Speed Internet Access
- Ice Maker
- Microwave
- Oven
- Pantry
- Range
- Refrigerator
- Sprinkler System
Community Features
- Clubhouse
- Fitness Center
- Grill
- Pet Play Area
- Pool
- Spa
- Tennis Court
7052 Live Oak Dr is a single-family home for rent in Naples, FL
Fees and Policies
The fees below are based on community-supplied data and may exclude additional fees and utilities.
One-Time Basics
Due at Move-In
- Security Deposit - Refundable$150
Property Fee Disclaimer Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.
Home Details
Views
- Lake Views
Home Design
- Built in 2015
- Single Family Detached Home
Interior Spaces
- High Ceiling
- Furnished
- Screened Porch
- Den
- Ceiling Fan
- 1685 Sq Ft Home
- 1-Story Property
- Window Treatments
Kitchen
- Gas Cooktop
- Freezer
- Ice Maker
- Microwave
- Dishwasher
- Self-Cleaning Oven
- Disposal
Flooring
- Tile
- Carpet
Bedrooms and Bathrooms
- Split Bedroom Floorplan
- 2 Full Bathrooms
- 2 Bedrooms | 2 Bathrooms
- 2 Bedrooms
Laundry
- Dryer
- Washer
Home Security
- Fire and Smoke Detector
- Fire Sprinkler System
Parking
- 2 Car Attached Garage
- Assigned Parking
- Garage Door Opener
- Driveway
Pool
- Heated Spa
- Heated Above Ground Pool
- Gas Heated Pool
- Above Ground Spa
- Screened Spa
- Screen Enclosure
Outdoor Features
- Outdoor Fireplace
- Lanai
- Screened Patio
- Outdoor Gas Grill
Lot Details
- Lake Front
- Home has East and West Exposure
- Sprinkler System
Utilities
- Central Heating and Cooling System
- High Speed Internet
- Sewer Assessments
- Cable TV Not Available
Listing and Financial Details
- Short Term Lease
- Tenant pays for application fee, departure cleaning, taxes
- The owner pays for electricity, gas, grounds care, internet, pest control, pool maintenance, sewer, trash collection, water
Community Details
Overview
- 600 Units
- Winding Cypress Subdivision
Amenities
- Clubhouse
- Restaurant
- Community Library
Recreation
- Fitness Center
- Community Pool
- Community Spa
- Tennis Courts
- Pickleball Courts
- Bocce Ball Court
- Trails
- Dog Park
Pet Policy
- No Pets Allowed
Security
- Gated Community
Explore Commute Options
- Drive Time--
- Walk Time--
- Bike Ride Time--
- Public Transit--
Get In Touch
Naples, FL 34114

Information is provided by The Florida Gulf Coast Multiple Listing Service, Inc. Information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Listing(s) information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Copyright © 2026 The Florida Gulf Coast Multiple Listing Service, Inc. All rights reserved.
Area Scores
Walkability
Not walkable10 / 100
Driveability
Exceptionally drivable90 / 100
Bikeability
Fairly bikeable40 / 100
Local Education
Primary and Secondary Schools
Lely Elementary School
Grades PK-5
Public
Manatee Middle School
Grades 6-8
Public
Lely High School
Grades 9-12
Public
Eden Florida
Grades K-12
Private
Seacrest Country Day School
Grades PK-12
Private
Data provided by GreatSchools.org © 2026. All rights reserved.
Discover East Naples Outlying, Naples, FL
Parks and Recreation
Recreational activities near 7052 Live Oak Dr are plentiful. Discover 1 park within 2.9 miles, including Rookery Bay NERR and Environmental Learning Center.
Airports
Living in East Naples Outlying provides easy access to Southwest Florida International, located just 54 minutes from 7052 Live Oak Dr.
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