$18,500/mo

3296 LOOKOUT LN, Naples, FL 34112

3 beds |
3 baths |
2,647 sqft

Rent shown is base rent as provided by the property owner or manager. Additional mandatory fees, deposits, or utilities may apply and are set by the property owner or manager.

Rental
Built in 1999
0.25acre lot
2 car garage
$7/sqft
Listed 23 days ago

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.

Listing Status:: Active
Date Added:: April 24, 2026
Data Last Updated:: May 17, 2026 at 7:19AM
Listing Office:: John R Wood Properties : (239) 434-0101
Listing Agent:: Kimberly Alvord : (239) 919-2742
MLS ID:: 226017051

General: AtticBuilt-in FeaturesCathedral Ceiling(s)Entrance FoyerPantryPull Down Attic StairsCable TVBarWalk-In Closet(s)Window TreatmentsHigh Speed InternetSplit Bedrooms
Appliances: Built-In OvenDryerDishwasherElectric CooktopFreezerDisposalMicrowaveRefrigeratorWine CoolerWasher
Laundry: InsideLaundry Tub
Flooring: TileVinylWood
A/C: Central AirCeiling Fan(s)Electric
Heating: CentralElectric

General: CourtyardSprinkler/IrrigationElectric HeatGuniteIn GroundScreened
Style: RanchOne Story
Other Structures: PorchScreenedLanai
Pool: ConcreteElectric HeatHeatedIn GroundPool EquipmentScreen EnclosurePool/Spa Combo
Parking: AttachedGarageGarage Door Opener

Windows: Window Coverings
General: 1

HOA Amenities: Beach RightsBeach AccessCabanaFitness CenterGolf CoursePrivate MembershipPutting Green(s)RestaurantSidewalksTennis Court(s)0.0
Originating MLS: FGC_NAPLES
County: Collier