Updated on Jul 20, 2026
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Type
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Private vacation home
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Bedrooms
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5
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Bathrooms
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3
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House Rules
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No pets allowed
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Children allowed: ages 0-17 ;High Chair, Crib/Pack n Play, double stroller
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Smoking is not permitted;Outside only. DO NOT leave cigerettes outside
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No events allowed;Wedding/Gathering Exceptions. PriorApproval Needed
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Max Occupancy
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10
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Host Language
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English
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Property Id
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849817
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Escape to your own private tropical retreat at Isle of Oakes, a one-of-a-kind Key West–style estate set on 1.41 secluded acres in the desirable Oakes Estates area of North Naples. Designed for relaxation, entertaining, and unforgettable family stays, this luxury two-story home delivers resort-style living just minutes from beaches, shopping, and dining.
Wake up with coffee on the lanai surrounded by palms and sunshine. Take calls or check in with the office from your dedicated private workspace, then spend the rest of the day in full vacation mode.
The chef’s kitchen is built for gathering — spacious, fully equipped, and perfect for cooking together, hosting celebrations, or preparing poolside meals. The primary suite offers a true spa-like escape, creating a peaceful end to every adventure-filled day.
Step outside and the experience truly shines. The oversized resort heated saltwater pool is the heart of the property, featuring a swim-up table, infinity spa, and stunning LED evening lighting. Grill and dine in the Key West–inspired outdoor summer kitchen, relax in the screened lanai, or lounge in the cabana with your favorite drink in hand. After sunset, gather around the fire pit for stories, laughs, and s’mores under the stars.
Whether you’re planning a family vacation, group getaway, or extended luxury stay, Isle of Oakes offers privacy, space, and resort amenities — all in one unforgettable destination.
Located near the beach, this vacation home is in Oakes Estates, a neighborhood in Naples. Fifth Avenue South and Coconut Point Mall are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Delnor-Wiggins Pass State Park and Vanderbilt Beach. Consider Off The Hook Comedy Club for a night out or Hertz Arena if you're traveling with kids. Discover the area's water adventures with jet skiing, parasailing, and motor boating nearby, or enjoy the great outdoors with cycling.
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