$9,000 Per Month
2 Beds
2 Baths
1,685 Sq Ft
2015 Built

Highlights

  • Lake Front
  • Heated Spa
  • Clubhouse
  • Fitness Center
  • Gated Community
  • Outdoor Fireplace

About This Home

LUXURY WINDING CYPRESS VACATION RENTAL IN NAPLES FLORIDA / BACKYARD OASIS WITH A PRACTICE PUTTING GREEN, INFINITY SPA, FIRE TABLE AND OVERSIZED HEATED POOL 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

Listing Agent

Dali Mihajlovic

ALL IN PROPERTY MANAGEMENT LLC License #249527681 Listed on: 04/27/2026

Home Details

Home Type

  • Single Family

Year Built

  • Built in 2015

Lot Details

  • Lake Front
  • Home has East and West Exposure
  • Sprinkler System

Parking

  • 2 Car Attached Garage
  • Garage Door Opener
  • Driveway
  • Assigned Parking

Interior Spaces

  • 1,685 Sq Ft Home
  • 1-Story Property
  • Furnished
  • High Ceiling
  • Ceiling Fan
  • Window Treatments
  • Den
  • Screened Porch
  • Lake Views

Kitchen

  • Self-Cleaning Oven
  • Gas Cooktop
  • Microwave
  • Freezer
  • Ice Maker
  • Dishwasher
  • Disposal

Flooring

  • Carpet
  • Tile

Bedrooms and Bathrooms

  • 2 Bedrooms
  • Split Bedroom Floorplan
  • 2 Full Bathrooms

Laundry

  • Dryer
  • Washer

Home Security

  • Fire and Smoke Detector
  • Fire Sprinkler System

Pool

  • Heated Spa
  • Heated Above Ground Pool
  • Gas Heated Pool
  • Above Ground Spa
  • Screened Spa
  • Screen Enclosure

Outdoor Features

  • Screened Patio
  • Outdoor Fireplace
  • Lanai
  • Outdoor Gas Grill

Utilities

  • Central Heating and Cooling System
  • Sewer Assessments
  • High Speed Internet
  • Cable TV Not Available

Listing and Financial Details

  • 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
  • Short Term Lease

Community Details

Amenities

  • Restaurant
  • Clubhouse
  • Community Library

Recreation

  • Tennis Courts
  • Pickleball Courts
  • Bocce Ball Court
  • Fitness Center
  • Community Pool
  • Community Spa
  • Dog Park
  • Trails

Pet Policy

  • No Pets Allowed

Additional Features

  • Winding Cypress Subdivision
  • Gated Community

Home Details

Home Type

Single Family

Year Built

Built in 2015

Lot Details

0 Sq Ft Lot

Parking

2

Rental Info

  • Lease Term: Short Term Lease
  • Tenant Pays: Application Fee, Departure Cleaning, See Remarks, Taxes
  • Security Deposit: 150.0

Listing Details

  • Property Sub Type: Single Family Residence
  • Prop. Type: Residential Lease
  • Subdivision Name: WINDING CYPRESS
  • Architectural Style: Ranch, One Story
  • Carport Y N: No
  • Garage Yn: Yes
  • Building Stories: 1
  • Year Built: 2015
  • Property Sub Type Additional: Single Family Residence
  • Exposures: East
  • Special Features: None
  • Stories: 1

Interior Features

  • Furnished: Furnished
  • Spa Features: Above Ground, Gas Heat, Screened
  • Private Spa: Yes
  • Appliances: Dryer, Dishwasher, Freezer, Gas Cooktop, Disposal, Ice Maker, Microwave, Refrigerator, RefrigeratorWithIce Maker, Self Cleaning Oven, Washer
  • Owner Pays: Electricity, Gas, Grounds Care, Internet, Pest Control, Pool Maintenance, See Remarks, Sewer, Trash Collection, Water
  • Full Bathrooms: 2
  • Total Bedrooms: 2
  • Fireplace Features: Outside
  • Flooring: Carpet, Tile
  • Interior Amenities: High Ceilings, Pantry, Window Treatments, High Speed Internet, Split Bedrooms
  • Living Area: 1685.0
  • Dining Room Type: Den, Screened Porch
  • Stories: 1
  • Window Features: Window Coverings

Exterior Features

  • Lot Features: Sprinklers Automatic
  • Pool Features: Above Ground, Gas Heat, Heated, Screen Enclosure, See Remarks, Community
  • Pool Private: Yes
  • View: Landscaped, Lake
  • View: Yes
  • Waterfront Features: Lake
  • Waterfront: Yes
  • Disclosures: RV Restriction(s)
  • Construction Type: Block, Concrete
  • Direction Faces: West
  • Exterior Features: Sprinkler/Irrigation, Outdoor Grill, Gas Grill
  • Patio And Porch Features: Lanai, Porch, Screened

Garage/Parking

  • Attached Garage: Yes
  • Covered Parking Spaces: 2.0
  • Garage Spaces: 2.0
  • Parking Features: Assigned, Attached, Driveway, Garage, Paved, Two Spaces, Garage Door Opener

Utilities

  • Laundry Features: Inside
  • Security: Fire Sprinkler System, Smoke Detector(s)
  • Cooling: Central Air, Ceiling Fan(s), Electric
  • Cooling Y N: Yes
  • Heating: Central, Electric
  • Heating Yn: Yes
  • Sewer: Assessment Paid
  • Utilities: Cable Not Available, High Speed Internet Available
  • Water Source: Assessment Paid

Condo/Co-op/Association

  • Community Features: Gated, Tennis Court(s), Street Lights
  • Senior Community: No
  • Amenities: Bocce Court, Clubhouse, Dog Park, Fitness Center, Library, Pickleball, Pool, Restaurant, Spa/Hot Tub, See Remarks, Sidewalks, Tennis Court(s), Trail(s)
  • Pets Allowed: No

Multi Family

  • Number Of Units In Community: 600

Map

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
04/27/2026 04/27/26 For Rent $9,000 0.0% --
07/29/2021 07/29/21 Sold $559,900 +1.8% $332 / Sq Ft View Prior Sale
06/01/2021 06/01/21 Pending -- -- --
05/24/2021 05/24/21 For Sale $549,900 -- $326 / Sq Ft
Source: Florida Gulf Coast Multiple Listing Service

Source: Florida Gulf Coast Multiple Listing Service

MLS Number: 226017428

Florida Gulf Coast Multiple Listing Service

APN: 82679001380

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