The Inn on Fifth in Naples, Florida

Situated on Florida’s southwestern coast, Naples, Florida, is known for its sugary, white-sand beaches and its somewhat sleepy (if very affluent—you can count no less than 90 golf courses here) beach town vibes. However, this city does have a lively, cosmopolitan side—and the best place to experience it is from one of the most unique hotels in Naples, the Inn on Fifth.

The Inn on Fifth may be one of the more interesting hotels in Florida. For one thing, it was once a bank. In 1998, local businessman and entrepreneur Phil McCabe purchased the building and renovated it into the sleek, modern property that it is now. But perhaps the most compelling thing about the Inn on Fifth is its prime location—it’s in the thick of all the charm and vibrancy of Old Naples, which is known for its restaurant scene, nightlife, and plentiful shopping opportunities.

As soon as I arrived, the valet team greeted me, checked in my vehicle, grabbed my luggage, and escorted me to the check-in desk. Inside the main building, I was immediately taken in by the luxe design details: the crystal chandeliers, the grand staircase, and the marble accents.

During my time at the hotel, I stayed in a Club Level suite, so I got to begin each day with a complimentary breakfast spread and a mimosa—not a bad way to kick things off. The concierges were more than helpful and gave me an overview of activities available at the hotel upon check-in, confirmed appointments I had, helped me get access to the complimentary bike rentals, and suggested fun things to do in the area. All around, it was a quintessential Florida Gulf Coast experience.

Here’s what it’s like to stay at the Inn on Fifth in Naples, Florida.

The Rooms

The Inn on Fifth has 119 rooms, each of which has been thoughtfully decorated. The vibe here is decidedly sophisticated, and you’ll notice details like crown molding, tufted headboards, and playful pops of color that contrast with the overall black-and-white color scheme. Every room also comes with a furnished terrace or balcony. In-room amenities also include flat-screen televisions, cozy pillow-top mattresses, Keurig coffee machines, bathroom robes, and slippers.

I stayed in a Club Level suite, and I particularly loved two things about the room I stayed in. The first is that the rooms are soundproof. Walking out the door, I could hear a lively happy hour happening, with clinking glasses, roaring laughs, and upbeat music—I couldn’t hear a peep inside my room. I also appreciated that the suite had a separate lounge area, with one of the most comfortable couches and chaises I have ever lain on. I was also impressed with the marble bathroom, which had a 19-inch television, a rainfall shower, and a lovely soaking tub.

Food and Drink

There are dozens of restaurants along Fifth Avenue and Third Street, but if you don’t feel like going out, there are three solid on-site dining options at the Inn on Fifth—including some of the most popular eateries in town.

At Truluck’s, you can feast on fresh-caught seafood (including Florida stone crab) sourced from the restaurant’s fisheries on the Isle of Capri. Ocean Prime is known for its steak, and they also have incredibly delicious sides and cocktails. Do yourself a favor and ask for the duck fat popcorn—it’s a showstopper. You’ll need reservations to dine here, and openings go quickly. However, hotel guests do get same-day priority on reservations. There’s also the Blu Bar & Grill, which serves things like sandwiches and wraps near the pool, so you can snack while soaking up the sun.

As a bonus, if you’re staying in a Club Level suite, you’ll get access to complimentary breakfast each morning and a daily happy hour with cocktails and appetizers. This isn’t your ordinary hotel happy hour with a few bottles of wine. The bar was stocked each evening with house-made syrups, bitters, mixers, garnishes, and a healthy mix of high-end spirits.

Activities and Experiences

Although it’s a boutique establishment, the Inn on Fifth packs in all the amenities I love in a hotel. On the second floor of the main building, you’ll find the rooftop pool (surrounded by a garden), plentiful seating, a bar, and a fire pit. There’s also a rooftop hot tub on the newer building that’s only accessible to Club Level guests.

Golf and tennis enthusiasts can take advantage of The Inn’s partnership with the nearby Arthur Allen Tennis Center and neighboring golf courses such as Tiburón Golf Club or The Rookery at Marco. A 24-hour fitness center is available for those who want to keep up with their routine on the road.

The Spa

The on-site spa is a great place to unwind and relax with a solid wellness treatment. You can choose from treatments such as a facial, massage, or body wrap, and choose to add-on things like scrubs, scalp massages, and exfoliations. Before or after your service, I recommend spending time in the relaxation lounge, sauna, or steam room.

Family-friendly Offerings

The Inn on Fifth is family-friendly and welcomes guests of all ages. Parents can tap the concierge to help them get tickets to nearby attractions like the Naples Zoo at Caribbean Gardens or Naples Botanical Garden. They also provide free shuttle service to the Gordon River Greenway, a lush park that overlooks Naples Bay.

The hotel partners with BabyQuip for families traveling with young children, so there’s no need to pack and lug baby gear. Guests can rent everything on-property to make their stay seamless and comfortable, from a crib and bassinet to a stroller, car seat, high chair, and toys. As an added convenience, any rented gear will be delivered to your room ahead of your stay and picked up from the hotel after check-out.

Accessibility and Sustainability

There are accessible room options at the Inn on Fifth. Accessible features in ADA-compliant guest rooms include grab bars in the bathrooms, roll-in showers, wider entry doors, and a visual alarm system.

For those who use wheelchairs, entrances around the property have double doors that easily open for guests who need the extra space. Poolside, there is a mobile hoist to help guests get in and out of the pool. The Club Level building has a wheelchair-accessible elevator for guests. However, the hot tub can only be reached by climbing a small flight of stairs and does not have a hoist.

As for sustainability efforts, the Inn of Fifth is a certified Green Business and uses eco-friendly (and refillable) cleaning supplies free from harsh chemicals. Touches like LED light bulbs and sensor control panels throughout the property help reduce its carbon footprint. In the rooms, guests will find in-shower pump bottles that replace individual bottles of body wash, shampoo, and conditioner.

Location

The Inn on Fifth is just three miles (a 10-minute drive) from Naples Airport (NAP) and 34 miles (a 40-minute drive) from the Southwest Florida International Airport (RSW) in Fort Myers, Florida.

Unless you’re coming from Fort Myers or another part of Florida, you probably won’t need a car when you’re here—the hotel has a prime downtown location that makes it easy to just walk during your visit. You can find art galleries, coffee shops, boutique shops, and (of course) sugary white-sand beaches all within a few blocks. If you don’t want to stroll, complimentary bike rentals and shuttle service are available. But if you do drive to the property, you’re less than 20 minutes away from things like the Conservancy of Southwest Florida, the artsy Baker Museum, and the popular waterfront destination, Tin City.

Ride-hailing services such as Uber and Lyft are available, although you may experience longer wait times since Naples is a small town.

Book Now

Since the Inn on Fifth is independently owned, it doesn’t have a loyalty program. However, it is a part of American Express’ Hotel Collection, and if you book your stay on the Amex travel site with the right card, you can get perks such as early check-in, late checkout, and a property credit with your stay. If you reserve your vacation before Sept. 30, 2025, on the Amex website, you can get 30 percent off.

Every T+L hotel review is written by an editor or reporter who has stayed at the property, and each hotel selected aligns with our core values.