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3296 Lookout Ln

Naples, FL 34112
  • $18,500/mo.
  • STATUS: Active
  • ON SITE: 47 Days
  • MLS #: 226017051
Rental
$18,500/mo.
Rental
  • 3
    BEDS
  • 0.25
    ACRES
  • 3
    BATHS
  • 0
    1/2 BATHS
  • 2,647
    SQFT
Neighborhood:
Type:
Rentals
Built:
1999
County:

School Ratings & Info

Description

Experience resort-style living in this beautifully updated custom home, now available for seasonal or annual rental in the prestigious Windstar on Naples Bay community. Offering a rare combination of luxury, comfort, and lifestyle amenities, this residence is perfect for those seeking an elevated Naples experience. Inside, the home showcases refined craftsmanship with custom 8-foot solid-core doors, premium hardware, plantation shutters, and a striking marble-faced fireplace. The spacious chef’s kitchen is designed for both everyday living and entertaining, featuring custom cabinetry, a large walk-in pantry, and updated appliances. Skylights and custom lighting enhance the bright, inviting atmosphere, while a dedicated home office provides a quiet space for work or relaxation. Seamless indoor-outdoor living is at the heart of this property. Expansive 10-foot sliding glass doors open to a private tropical courtyard complete with a heated pool, spa, and tranquil waterfall. A separate guest cabana offers ideal accommodations for visitors, creating a true retreat-like setting. From the screened lanai, enjoy serene views of the golf course, lake, and surrounding mangroves—perfect for morning coffee or evening sunsets. Additional conveniences include storm shutters, a central vacuum system, brick paver driveway, a two-car garage, and an AquaLink system for effortless pool and spa control. As a resident, you’ll have access to the exceptional amenities of Windstar, including a Tom Fazio-designed championship golf course, a newly renovated clubhouse overlooking Naples Bay, a deep-water marina with direct Gulf access in minutes, clay tennis courts, and a state-of-the-art fitness center. The private Keewaydin Island Beach Club, accessible via shuttle boat, offers a truly unique coastal experience. A transferable golf membership may be available, allowing tenants to fully enjoy the exclusive lifestyle this community is known for. This is a rare opportunity to lease a luxury home in one of Naples’ most sought-after gated waterfront and golf communities.



The data relating to real estate for sale on this limited electronic display come in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than The Campbell Group | Compass are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the Listing Brokers. The properties displayed may not be all the properties available through the BR Program. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it. Data last updated 2026-06-11T00:25:37.563. Some properties that appear for sale on this website may no longer be available. For the most current information, contact The Campbell Group | Compass, 941-218-0619, bouncedemail@boomtownroi.com. Licensed in the State of Florida.
www.endlesssummerlivingfl.com/homes/175763434
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3296 Lookout Ln Naples, FL 34112

  • Price: $18,500/mo.
  • Status: Active
  • On Site: 47 Days
  • MLS #: 226017051
3
Beds
3
Baths
0
½ Baths
0.25
Acres
2,647
SQFT
1999
Built
Neighborhood:
Windstar
County:
Collier
Area:
NA08 - Royal Harbor-Windstar Area
Property Description
Experience resort-style living in this beautifully updated custom home, now available for seasonal or annual rental in the prestigious Windstar on Naples Bay community. Offering a rare combination of luxury, comfort, and lifestyle amenities, this residence is perfect for those seeking an elevated Naples experience. Inside, the home showcases refined craftsmanship with custom 8-foot solid-core doors, premium hardware, plantation shutters, and a striking marble-faced fireplace. The spacious chef’s kitchen is designed for both everyday living and entertaining, featuring custom cabinetry, a large walk-in pantry, and updated appliances. Skylights and custom lighting enhance the bright, inviting atmosphere, while a dedicated home office provides a quiet space for work or relaxation. Seamless indoor-outdoor living is at the heart of this property. Expansive 10-foot sliding glass doors open to a private tropical courtyard complete with a heated pool, spa, and tranquil waterfall. A separate guest cabana offers ideal accommodations for visitors, creating a true retreat-like setting. From the screened lanai, enjoy serene views of the golf course, lake, and surrounding mangroves—perfect for morning coffee or evening sunsets. Additional conveniences include storm shutters, a central vacuum system, brick paver driveway, a two-car garage, and an AquaLink system for effortless pool and spa control. As a resident, you’ll have access to the exceptional amenities of Windstar, including a Tom Fazio-designed championship golf course, a newly renovated clubhouse overlooking Naples Bay, a deep-water marina with direct Gulf access in minutes, clay tennis courts, and a state-of-the-art fitness center. The private Keewaydin Island Beach Club, accessible via shuttle boat, offers a truly unique coastal experience. A transferable golf membership may be available, allowing tenants to fully enjoy the exclusive lifestyle this community is known for. This is a rare opportunity to lease a luxury home in one of Naples’ most sought-after gated waterfront and golf communities.
Exterior Features

Attached Garage Yes Building Desc RanchSingle Family Building Design Single Family Residence Carport Desc No Carport Spaces 0 Covered Spaces 2 Exterior Features Screened Lanai/PorchCourtyard Garage Yes Gulf Access YN No Parking Attached Parking Total 0 Pool Features Pool/Spa ComboBelow GroundConcreteEquipment StaysElectric HeatScreen Enclosure Pool Private Yes Rear Exposure W View LakeLandscaped AreaMangrovesWater View YN Yes Waterfront Desc None Waterfront YN No

Interior Features

Baths Total 3 Bedrooms 3 Bed Cooling Ceiling Fan(s)Central Electric Cooling YN Yes Elevator None Equipment Electric CooktopDishwasherDisposalDryerMicrowaveRefrigerator/FreezerWall OvenWasherWine Cooler Fireplace No Flooring TileVinylWood Furnished Desc Turnkey Heat Central Electric Heating Yes Interior Features BarBuilt-In CabinetsCathedral Ceiling(s)FoyerLaundry TubPantryPull Down StairsSmoke DetectorsWalk-In Closet(s)Window Coverings Laundry Features Laundry in ResidenceLaundry Tub Spa Yes Spa Features Below GroundConcreteEquipment StaysHeated ElectricPool IntegratedScreened Window Features Window Coverings

Property Features

Association Amenities Beach - PrivateBeach Club IncludedCabanaFitness CenterGolf CourseInternet AccessPrivate MembershipPutting GreenRestaurantSidewalkStreetlightTennis Court(s)Underground Utility Availability Type Monthly Building Area Total 3196 Building Features DSL/Cable Available Community Features Fitness CenterGolfPutting GreenRestaurantSidewalksStreet LightsTennis Court(s)Gated For Sale No Horse YN No Levels 1 Min Daysof Lease 30 MLS Naples New Construction YN No Off Season Rate 18500 Other Structures CabanaTennis Court(s) Pets With Approval Season Rate 18500 Security Features Smoke Detector(s)Gated Community Senior Community No Smoking No Structure Type House Subdivision Name SPYGLASS POINTE Unitsin Complex 0

Listing courtesy of John R Wood Properties: 239-434-0101.
The source of this real property information is the copyrighted and proprietary database compilation of the M.L.S. of Naples, Inc. Copyright 2026 M.L.S. of Naples, Inc. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it


The data relating to real estate for sale on this limited electronic display come in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than The Campbell Group | Compass are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the Listing Brokers. The properties displayed may not be all the properties available through the BR Program. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it. Data last updated 2026-06-11T00:25:37.563. Some properties that appear for sale on this website may no longer be available. For the most current information, contact The Campbell Group | Compass, 941-218-0619, bouncedemail@boomtownroi.com. Licensed in the State of Florida.
 
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The Campbell Group | Compass
1575 Main St
Sarasota FL, 34236