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Vacation & Second Homes

Seamless Luxury for Seasonal Living

 From turnkey Gulf-front condos to managed estates, Knox Brothers helps seasonal residents and investors secure the perfect Naples retreat—without the complexity or compromise.

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MORE THAN A GETAWAY—A Legacy and Lifestyle Investment

For many of our clients, a Naples retreat is more than a vacation.  It’s a sanctuary, a generational asset, and a cornerstone of their family’s lifestyle. Knox Brothers helps you identify opportunities that deliver both the lifestyle you want today and the appreciation potential you need for tomorrow.

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SEASONAL LUXURY, Simplified.

Owning a second home in Naples shouldn’t mean dealing with headaches. We help clients find lock-and-leave condos, managed estates, and communities with concierge services—so you can enjoy Naples without complication. Our deep local expertise and pre-market access ensure you find properties that match your lifestyle, with terms and timing optimized for you.

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OPPORTUNITIES others miss

Whether you’re buying for personal use, as a seasonal retreat, or as part of a broader investment strategy, Knox Brothers leverages proprietary intelligence and Compass connections to find properties before they hit the market—and negotiate terms that maximize your return and enjoyment

CURATED PATHS to Seasonal Living.

Our Vacation & Second Home services connect seamlessly to other Coastal Estates & Retreats categories, so you can explore every option Naples has to offer:

  • New Developments: Pre-market condos with resort amenities.

  • Golf & Club Communities: Private clubs and gated enclaves.

  • Private & Off-Market Listings: Homes and estates available only through our network.

Secure Your Seasonal Sanctuary in Naples

From turnkey condos to curated estates, Knox Brothers ensures your seasonal or second home experience is effortless, strategic, and built to last.