Hotels that Make You Feel Neapolitan

When people make plans to come to Naples to look at real estate they often ask me for recommendations of hotels in the area. In the past, I used to tell everyone to stay at one of the large hotels right on the beach like the Ritz Carlton or La Playa, but over the years I’ve learned that – although beachfront makes for a relaxing vacation – it may not be the best choice if you’re looking to experience life more like a local Neapolitan.

In that light, I’d like to recommend three very different, but unique hotels that will give you more of feel for what Olde Naples and it’s residents are really like. These recommendations are in no particular order.

Inn on Fifth on 5th Ave S in Olde Naples

Inn on Fifth

The Inn on Fifth

(239) 403-8777
Located at 699 5th Avenue South, Naples, FL 34102, this 87 room hotel is just blocks from the beach and right in the middle of the action on Fifth Avenue South.

Every room in this hotel has direct access to either a Juliet Balcony or terrace where you can absorb the tropical breezes and enjoy the street-life below. McCabe’s Irish Pub & Grill is right downstairs and there are numerous other restaurants and bistros within walking distance of the hotel. They also have a great rooftop pool and sundeck area for when you aren’t at the beach.

Other than venturing out to look for real estate, you really don’t even need a car if you stay at the Inn on Fifth — and for that your local Realtor should be picking you up!

Trianon Hotel in Olde Naples front view with trees

Trianon Hotel Olde Naples

Trianon Olde Naples

(239) 435-9600

Located at 955 7th Avenue South Naples, FL 34102, this 55 room hotel is tucked away in located in a residential neighborhood of Olde Naples. Guests can walk to Fifth Ave. South, the waterfront area of “Tin City” and also to the beaches of the Gulf of Mexico — although a slightly longer walk than from the Inn on Fifth.

The Trianon has an excellent reputation and offers the intimacy of a smaller hotel with a great location off the beaten path.

Hotel Escalante in Naples Florida

Entry Courtyard of Hotel Escalante

Hotel Escalante

(239) 659-3466

Located at 290 Fifth Avenue South, Naples, FL 34102, this 10 room, boutique-style hotel is located only steps from the Gulf and beaches Naples is famous for (closest to the beach of the hotels listed here). The Escalante is the definition of intimacy and low-key luxury. When you stay here you are right a skip from Fifth Ave. South and hop from Third Street South.

Hotel Escalante is a true treat to the eyes and the staff is always going out of their way to exceed guest expectations.

Any of the hotels listed above in Olde Naples will immerse you in the culture of Naples and add experiences that you would not have by simply staying on the beach in a much larger hotel. Like Naples itself, small and intimate are much more in-tune with the Neapolitan lifestyle.

Wherever you decide to stay, enjoy your time in our little piece of paradise. You may even decide to look for a home and become a neighbor and fellow Neapolitan.

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