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3 Beds
3 Baths
2,647 sqft

$18,500/month

3296 LOOKOUT LN, Naples FL, 34112

Price per sqft$6.99
Built in1999
Property size2,647 sqft
Property typeResidential

Overview

Active

Listed Apr 24, 2026

Updated Jun 16

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.

Additional information

MLS® ID
226017051

Interior Features

Bedrooms
3
Bathrooms
3
Cooling
Yes
Heating
Yes
Basement
No

Exterior Features

Lot Size
0.25 Acres

Other Property Details

Secondary Association Fee
Not Listed
Garage
Yes
View
Yes
Furnished
Yes
Pool
Yes
55+/Senior Community
No

Listed by Kimberly Alvord, John R Wood Properties

Listing Contact: (239) 919-2742 

All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) nor Stacy Garcia shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.

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Data last updated 1:28 PM UTC, 6/16/2026

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