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$18,500 /month

3296 Lookout Ln, Naples, FL 34112

Last Updated:

What This House Offers

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.

Unit

  • $18,500 / month
  • 3 Beds
  • 3 Baths
  • 2647 sq. ft.
  • Available Now

Home Features

  • Attic
  • Dishwasher
  • Disposal
  • Freezer
  • High Speed Internet Access
  • Microwave
  • Oven
  • Pantry
  • Range
  • Refrigerator

Community Features

  • Courtyard
  • Fitness Center
  • Putting Greens
  • Spa
  • Tennis Court

3296 Lookout Ln is a single-family home for rent in Naples, FL

Fees and Policies

The fees below are based on community-supplied data and may exclude additional fees and utilities.

One-Time Move-In Fees

  • Security Deposit Refundable - Refundable
    $18500

Property Fee Disclaimer Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

Home Details

Views

  • Lake
  • Mangrove

Home Design

  • Built in 1999
  • Turnkey
  • Single Family Detached Home

Interior Spaces

  • Cathedral Ceiling
  • Great Room
  • Screened Porch
  • Fireplace
  • Plantation Shutters
  • Bar
  • Entrance Foyer
  • Ceiling Fan
  • Property has 1 Level

Kitchen

  • Built-In Oven
  • Wine Cooler
  • Electric Cooktop
  • Freezer
  • Microwave
  • Dishwasher
  • Built-In or Custom Kitchen Cabinets
  • Disposal

Flooring

  • Wood
  • Tile
  • Vinyl

Bedrooms and Bathrooms

  • In-Law or Guest Suite
  • Walk-In Closet
  • 3 Full Bathrooms
  • 3 Bedrooms | 3 Bathrooms
  • 3 Bedrooms

Laundry

  • Dryer
  • Laundry in unit
  • Laundry Tub
  • Washer

Attic

  • Pull Down Stairs to Attic

Home Security

  • Fire and Smoke Detector

Parking

  • 2 Car Attached Garage

Pool

  • Cabana
  • Heated Pool and Spa
  • Concrete Pool
  • Heated In Ground Pool
  • Heated Spa
  • In Ground Spa
  • Screened Spa
  • Screen Enclosure
  • Pool Equipment Stays

Outdoor Features

  • Tennis Courts
  • Courtyard

Lot Details

  • Private Beach
  • 10890 Sq Ft Lot
  • Landscaped

Utilities

  • Central Heating and Cooling System
  • Cable TV Available
  • Underground Utilities
  • Internet Available

Listing and Financial Details

  • Assessor Parcel Number 82860000268
  • No Smoking Allowed

Community Details

Overview

  • Private Membership Available
  • Spyglass Pointe Subdivision

Amenities

  • Restaurant

Recreation

  • Golf Course Community
  • Community Cabanas
  • Fitness Center
  • Tennis Courts
  • Putting Green

Pet Policy

  • Pets allowed on a case-by-case basis

Security

  • Gated Community

Explore Commute Options

Destination Address
  • Drive Time
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  • Walk Time
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  • Bike Ride Time
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  • Public Transit
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What's nearby 3296 Lookout Ln

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Get In Touch

Property Address:
3296 Lookout Ln,
Naples, FL 34112
Listed by
Kimberly Alvord | John R Wood Properties
Phone Number: (239) 919-2742
FloridaGulfCoastMLS#FL

Information is provided by The Florida Gulf Coast Multiple Listing Service, Inc. Information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Listing(s) information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Copyright © 2026 The Florida Gulf Coast Multiple Listing Service, Inc. All rights reserved.

Area Scores

Walkability

Somewhat walkable20 / 100

Driveability

Exceptionally drivable90 / 100

Bikeability

Moderately bikeable60 / 100

Scores provided by

Travel and Transit

Airport
Southwest Florida International
53 min Drive
Southwest Florida International

Local Education

Primary and Secondary Schools

1 rating

Beacon High School

Grades 9-12

Public

undefined rating

International Learning Academy

Grades 9-12

Private

Data provided by GreatSchools.org © 2026. All rights reserved.

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Colleges and Universities

School

Commute Time (Distance)

Hodges University, Naples

Drive: 27 min (14.8 mi)

Discover East Naples, Naples, FL

Shopping Centers

Shoppers will appreciate 3296 Lookout Ln proximity to Pineland Plaza, Gulf Gate Plaza, and Gulf Gate South. Pineland Plaza is 1.7 miles away, and Gulf Gate Plaza is within a 21 minute walk.

Parks and Recreation

Recreational activities near 3296 Lookout Ln are plentiful. Discover 4 parks within 4.6 miles, including Naples Botanical Garden, Charlie C. Anthony Park, and Naples Zoo.

Airports

Living in East Naples provides easy access to Southwest Florida International, located just 52 minutes from 3296 Lookout Ln.

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