Welcome to Our Naples Family
5+
Who We Are
Naples-Based Superhosts. 4.95★ & 4.96★ (Parrot House, 149+ reviews). 355+ Five-Star Reviews. Two Exceptional Homes.
Meet Your Hosts
Naples Holiday Houses was built on a simple belief: vacation rentals should feel like a five-star experience without the five-star price tag. We stock our homes like we're the guests - quality coffee, real cookware, beach gear, bikes, board games, and pool floats. We respond fast. Every time.
Whether you're a family of eight needing bikes and beach gear, a group of couples wanting private pool time, or a snowbird extending the season - we have the perfect home for you. And when you book direct through naplesholidayhouses.com, you keep 15% more of your vacation budget.
- Airbnb Superhost since 2021
- 4.94★ (Holiday House, 225+ reviews)
- 4.96★ (Parrot House, 149 reviews)
- Top 5–10% of all homes on Airbnb
- 100% response rate
- 5★ for Accuracy, Check-In & Communication
The Team
About Matt Brown
Over a 23+ year career, Matt has closed more than $700 million in residential sales across Florida and New Jersey. In 2024 alone he achieved over $50 million in closed sales, earning recognition from RealTrends Verified as one of the Top 1,000 agents in the United States by sales volume, ranking #922 nationally and #13 in Naples. He was also named one of the Top 50 Naples Real Producers for 2025 and Top Realtor 2026 by Haute Living.
In 2024, Matt achieved over $50 million in closed sales and was recognized by RealTrends Verified as one of the Top 1,000 agents in the United States by sales volume for 2025, ranking #922 nationally and #13 in Naples. Source: RealTrends Verified Agent Profile.
That same hands-on approach to real estate extends directly into Naples Holiday Houses. Matt and Lindsey own and actively manage both vacation properties, applying the same attention to detail, client service, and local expertise that defines Matt's real estate career. When you stay with us, you're not dealing with a management company, you're working with owners who know Naples deeply and care about your experience.
Outside of real estate and hosting, Matt is a golfer, boater, and family man who supports local organizations including Grow Church, the Conservancy of Southwest Florida, and Captains for Clean Water. He and Lindsey relocated from Jersey City, New Jersey to Naples in 2018 with their two daughters, drawn by the Gulf Coast lifestyle they now share with every guest who walks through our doors.
Know More About Matt
Our Properties
Browse Our Properties
Each property offers a unique Naples experience. Beach proximity or pet-friendly paradise, find your perfect match.
Naples Holiday House
Parrot Holiday House
Why Us
Our Commitment to You
Every guest is treated like family with our white-glove service approach.
Personal Touch
We personally oversee every aspect of your stay, from pre-arrival communication to ensuring your home is perfectly prepared.
24/7 Support
Questions at midnight? Need restaurant recommendations? We're always just a message away, ready to help.
Quality Guaranteed
Professional cleaning, regular maintenance, and quality amenities ensure your comfort throughout your stay.
Your Local Naples Experts
After years of exploring every corner of Naples, we’ve compiled the ultimate insider’s guide for our guests. From the best sunset spots to hidden restaurant gems, we share it all.
Every guest receives our curated Naples guidebook with personalized recommendations based on their interests — whether you’re seeking adventure, relaxation, family fun, or culinary experiences.
- Best Beaches
- Family Activities
- Top Restaurants
- Hidden Gems
Best of Naples
Best of Naples
Taste the best of
traditional cuisine
Let yourself be delighted with the range of gourmet choices available at the Naples Holiday House throughout the day.
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