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2 Beds
2 Baths
1,685 sqft

$9,000/month

7052 Live Oak DR, NAPLES FL, 34114

Price per sqft$5.34
Built in2015
Property size1,685 sqft
Property typeResidential
Courtesy of Dali Mihajlovic, ALL IN PROPERTY MANAGEMENT LLC, 239-451-3066

Overview

Active

Listed Apr 27, 2026

Updated Jun 3

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

Additional information

MLS® ID
226017428

Interior Features

Bedrooms
2
Bathrooms
2
Fireplace
Yes
Cooling
Yes
Heating
Yes
Basement
No

Other Property Details

Association Fee Frequency
Yearly
Garage
Yes
View
Yes
Furnished
Yes
Pool
Yes
Waterfront
Yes
55+/Senior Community
No
MLS provider logo

The IDX display contains information sourced from the Naples Area Board of REALTORS® as of 6/3/2026. This data is intended solely for personal, non-commercial use and is not to be utilized for any other purposes except to identify potential properties for purchase. Although the MLS data displayed is typically considered reliable, it is not guaranteed to be accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and are advised to conduct their own investigations or seek professional assistance. Other sources besides the Listing Agent may have contributed to the MLS data presented. Unless expressly specified in writing, the Broker/Agent has not confirmed any information obtained from external sources. The Broker/Agent may or may not have acted as the Listing and/or Selling Agent and cannot guarantee the accuracy of property locations displayed on any map. Any compensation offers are solely made to participants of the MLS where the listing is registered.

©2026 Naples Area Board of REALTORS® All rights reserved.

Data last updated 5:40 PM UTC, 6/3/2026

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