Date
Details
Price
Change
Source
4/24/2026
Listed
$18,500
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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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.
Full Property Details
Full Property Details for 3296 Lookout Ln
General
- Rent: $18,500
- Status: Active
- Type: Single Family
- Source: Bonita_Springs
- MLS ID: 226017051
- Updated: 4/24/2026
- Added to Site: 6 day(s) ago
Rental Information
- Lease/Rent Term: 30
- Min. Lease (Days): 30
Interior
- Interior Features: Split Bedrooms, Great Room, Guest Bath, Guest Room, Bar, Built-In Cabinets, Wired for Data, Cathedral Ceiling(s), Entrance Foyer, Pantry, Walk-In Closet(s)
- Appliances: Electric Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator/Freezer, Wall Oven, Washer, Wine Cooler
- Furnishings: Turnkey
- Flooring: Tile, Vinyl, Wood
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Inside, Sink
Additional Information
- Shared Amenities: Private Beach, Beach Club Included, Cabana, Fitness Center, Fitness Center Attended, Golf, Internet Access, Private Membership, Putting Green, Restaurant, Sidewalks, Street Lights, Tennis Court(s), Gated
- Pool: Yes
- Private Pool: Yes
- Pool Description: In Ground, Concrete, Equipment Stays, Electric Heat, Screen Enclosure
- Spa: Yes
- Spa Description: In Ground, Concrete, Equipment Stays, Heated (Electric), Integrated with Pool, Screened
- Tennis: Yes
- Security/Safety: Smoke Detector(s), Smoke Detectors
Exterior
- Exterior Features: Courtyard, Automatic Sprinkler
- Porch/Patio/Deck: Screened Lanai/Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Garage Door Opener, Attached
Location
- Area: NA08 - Royal Harbor-Windstar Are
- County: Collier
- Subdivision: SPYGLASS POINTE
- Building Name: WINDSTAR
- Direction Faces: East
Community
- Pets Allowed: Yes
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Ceiling Fan(s), Central Electric
- Heating Type: Central Electric
Utilities
- Cable Available: Yes
- Utility Description: Underground Utilities, Cable Available
Structural Information
- Description/Design: Single Family Residence
- Windows: Window Coverings
- Stories/Levels: 1
- Stories in Building: 1
- Square Feet: 2,647
- Living Area: 2,647 Sq. Ft.
- Year Built: 1999
Lot Features
- Property View: Lake, Landscaped Area, Mangroves, Water
- Lot Size (Acres): 0.25
- Lot Size (Sq. Ft.): 10,890
Water Features
- Water Front Desc.: None
- Canal Width: None
Financial Considerations
- Seasonal Rate: $18,500
- Off Season Rate: $18,500
- Application Fee: $100
- Security Deposit: $18,500
- Cleaning Deposit/Fee: $500
- Owner Pays: Cable TV, Electricity, Gas, Internet Access, Irrigation Water, Grounds Care, Lawn Service, Sewer, Taxes, Trash Collection, Water
- Tenant Pays: Application Fee, Credit Application, Departure Cleaning, Long Distance Telephone
Disclosures and Reports
- Legal Description: TRACT "C" AT WINDSTAR REPLAT LOT 6
- Property ID: 82860000268
- Section: 14
- Lot Number: 6
Listed by John R Wood Properties
Schools
Schools serving 3296 Lookout Ln
School District:Collier County School District
| Name | Grades | Distance |
|---|---|---|
Avalon Elementary School, Naples, FL 3300 Thomasson Drive, Naples, FL 34112 | PK-5 | 1.3 mi |
Naples High School 1100 Golden Eagle Circle, Naples, FL 34102 | 9-12 | 3.6 mi |
Gulfview Middle School 255 6th Street South, Naples, FL 34102 | 6-8 | 2 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price History for 3296 Lookout Ln
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- Single Family
- Active
- Updated 8 hours ago
- 2Beds
- 3Total Baths
- 1,850Sq. Ft.
- Single Family
- Active
- Updated 3 days ago
- 2Beds
- 2Total Baths
- 970Sq. Ft.
- Condo
- Active
- Updated 2 days ago
- 3Beds
- 3Total Baths
- 1,910Sq. Ft.
- Single Family
- Active
- Updated 3 days ago
- 3Beds
- 4Total Baths
- 2,283Sq. Ft.
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- Townhouse
- Active
- Updated 2 days ago
- 4Beds
- 3Total Baths
- 1,868Sq. Ft.
Listed by Daniela De Pietto (702) 600-4134
- Single Family
- Active
- Updated 3 days ago
- 2Beds
- 3Total Baths
- 1,520Sq. Ft.
- Single Family
- Active
- Updated 3 days ago
- 2Beds
- 3Total Baths
- 1,498Sq. Ft.
- Condo
- Active
- Updated 4 days ago
- 2Beds
- 2Total Baths
- 1,058Sq. Ft.
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- Single Family
- Closed
- 5Beds
- 3Total Baths
- 3,500Sq. Ft.
Sold by Mark Schwartz
3296 Lookout Ln, Naples, FL 34112 (MLS# 226017051) is a Single Family property with 3 bedrooms and 3 full bathrooms. 3296 Lookout Ln is currently listed for rent at $18,500 and was received on April 24, 2026. Want to learn more about 3296 Lookout Ln? Do you have questions about finding other real estate for sale or rent in Naples? You can browse all Naples rentals or contact a Coldwell Banker agent to request more information.