Tucked behind a private gate near beaches, Fifth Avenue South, shopping, and recreation, this estate is built for the kind of trip where family, friends, and fun are the point. Six bedrooms, a resort-style screened courtyard, and enough space to spread out without tripping over each other.
The Courtyard (the real star) Heated pool, travertine and turf surround, covered lounging under ceiling fans, and a full outdoor kitchen anchored by an Argentine grill, plus cooktop, griddle, deep fryer, fridge, and bar. This is where your group will spend most of the trip playing in the pool, enjoying coffee, barbecuing, or relaxing with a book, with plenty of shade nooks for those wanting out of the sun.
Inside the Home, 6 Bed / 5.5 Bath Marble floors in the living areas, warm wood in the bedrooms. Coffered ceilings, French doors, a fireplace, whole-home surround sound. Four bedrooms sit at the front; the primary suite and a sixth bedroom are tucked privately at the back. Two bedrooms have en-suite baths, plus a half bath and a dedicated pool bath. Your showers end on your terms thanks to a tankless water heater.
The chef's kitchen is genuinely equipped for cooking, not just photos: gas range with pot filler, wall oven, refrigerator drawers, wine cooler, two sinks, an oversized island, and a stacked-stone accent wall. There are also an electric cooktop and oven
Primary bath is spa-level, with a soaking tub, five-showerhead walk-in shower, dual vanities with makeup counter, and a built-in massage table.
Enjoy whole-house background music or wander through the house without missing the storyline in your movie.
Also on Property Standalone gym, whole-house generator (peace of mind in storm season), and a park-like backyard with a fire pit, pond, footbridge, and fruit trees for quieter moments away from the pool or glamping with children.
Monthlong Bookings: If you book for at least 4 weeks, your stay will also include 2 special events catered to you and your stay. Please inquire directly so we can cater those events to your needs and make your stay a treasure.
A Note on the Property Layout The 1.14-acre estate includes two small guest apartments that are separate from the main home and not part of this rental. One is occupied by a long-term tenant and the other is listed separately. Your booking includes exclusive use of the main house, the screened courtyard and pool, the outdoor kitchen, the gym, and the backyard with the pond and fruit trees. The apartments have their own private entrance and do not share interior space, pool access, or outdoor living areas with the main home, so your stay stays private. We mention it upfront so there are no surprises when you arrive and see a neighbor coming or going.
Location Central Naples, easy drive to the Gulf beaches, Fifth Avenue South, Mercato, and Waterside Shops.
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Naples
Located near the beach, this holiday home is in Central Naples, a neighbourhood in Naples. Shoppers can check out Fifth Avenue South, while everyone can enjoy the natural beauty of Naples Beach and Vanderbilt Beach. Naples Zoo at Caribbean Gardens and Norris Center are also worth visiting. Jet skiing, kayaking and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
Florida Panther National Wildlife Refuge - 4 min drive - 7.3 km
Paradise Coast Sports Compex - 7 min drive - 9.9 km
North Collier Regional Park - 7 min drive - 11.6 km
Naples Zoo at Caribbean Gardens - 9 min drive - 7.7 km
Getting around
Fort Myers, FL (RSW-Southwest Florida Intl.) - 37 min drive
Restaurants
Pizza Hut - 10 min drive
Nana's Diner Naples - 5 min drive
Circle K - 7 min drive
Burger King - 7 min drive
Wild Berry Cafe Naples - 5 min drive
Frequently asked questions
Does The Fun Gated Naples Estate for Every Moment have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
Is The Fun Gated Naples Estate for Every Moment pet-friendly?
Yes, this property allows pets (limit 2 total).
How much is parking at The Fun Gated Naples Estate for Every Moment?
On-site parking is available at the property.
What time is check-in at The Fun Gated Naples Estate for Every Moment?
Check-in begins at 3:00 PM.
What time is check-out at The Fun Gated Naples Estate for Every Moment?
Checkout is at 11:00 AM.
Where is The Fun Gated Naples Estate for Every Moment located?
Located in Central Naples, this holiday home is 1.8 mi (2.9 km) from Naples Grande Golf Club and within 6 miles (10 km) of Naples Beach and Fifth Avenue South. Gordon River and Naples Museum of Art are also within 6 miles (10 km).
About the host
Hosted by Matt Whitnack
I'm based in Durham, NC, and my business partner, Chuck Phoenix, is local to Naples and handles day-to-day hosting. Chuck lived in this home for over five years and took immaculate care of it. He's relocating, so we decided to convert it into a vacation rental rather than let it sit with a stranger. We've invested heavily in making sure the property delivers, not just looks good in photos. We're not hands-off absentee hosts. If something needs attention, we deal with it. Our goal is a clean, well-stocked, fully functional home.
Why they chose this property
The Golden Gate Parkway corridor puts you close to everything Naples is known for, Fifth Avenue dining, the beaches, Mercato, without being in the middle of the tourist congestion. The neighborhood is quiet and residential, which suits the property. You're not hearing traffic or neighbors through the walls. The lot itself has enough buffer that the backyard feels genuinely private, which is rare this close to the city core.
What makes this property unique
Most rentals at this price point give you a nice pool and call it done. This property layers amenities that you'd normally have to leave home to find: a fully equipped gym, an Argentine grill in a proper outdoor kitchen, a heated pool in a screened courtyard, and a backyard with a pond that doesn't feel like it belongs in a rental. It's a gated, six-bedroom compound on roughly an acre. The guests who fit here aren't looking for a hotel alternative. They want a home base that's better than their own house while they're in Naples.