Our Neighborhood

Welcome to downtown Old Naples, where we pride ourselves on the diversity of dining and cultural experiences, along with the scenic landscapes that sculpt our neighborhood. Find yourself in the middle of it all here at Inn on Fifth. Stepping out our front door onto the distinguished and exciting Fifth Avenue, you will find yourself steps from world-class dining, white sandy beaches, and the fun of Naples Bay.

Man & Women on balcony watching sunset on Fifth Avenue

Fifth Avenue South

There is no better place to discover the best of Naples than the heart of the city—Fifth Avenue South. Stretching from the Naples Bay to the sandy beaches of the Gulf of Mexico in Old Naples, Fifth Avenue South is one of the country’s most enviable addresses, home to a celebrated collection of upscale fashion, artwork, cuisine and entertainment that have come to characterize the vibrant town.

With an effortless and irresistible blend of glamour and laid-back Florida style, Fifth Avenue South in Naples, Florida attracts visitors and locals alike to enjoy the avenue’s eclectic sophistication.

Historic and modern architecture are accented by lush tropical greenery and towering palms that line pedestrian-friendly sidewalks leading past extraordinary shops, boutiques and galleries filled with delightful, one-of-a-kind finds.

From quaint coffee shops and craft cocktail bars, to sidewalk cafes, Italian gelaterias and more than 32 award-winning, full-service restaurants, Fifth Avenue South is the quintessential place to get a taste for Old Naples.

A destination all on its own, Fifth Avenue is a business and residential center that attracts a high concentration of the area’s banking and wealth management companies, as well as the well-heeled and well-to-do locals who call the beautiful and bustling Avenue home. And whether watching the streetscape from your spacious balcony, strolling down to the beach for a gorgeous Florida sunset, or stepping from our front doors into the flow of downtown, you may find yourself perfectly situated to enjoy it all.

Women on beach chair at beach

The Beach

Only 6 short blocks from our front doors, discover the fine white sandy beaches of Naples with sunsets that will take your breath away. Take a 10-minute stroll past the fun shops and restaurants or be whisked on the golf cart by our valet who will happily provide you with all the beach necessities like chairs, umbrellas, and sunscreen.

Whenever you’ve had enough (if that’s even possible) just give us a ring, and we will have you picked up in a jiffy!

Third street information kiosk

Third Street South

There can’t possibly be anything like Fifth Avenue elsewhere, am I right? Wrong! As you walk towards the beach on Fifth Avenue, you will run into the lovely 3rd Street South, an extension of our charming Old Naples village.

Third Street South, the birthplace of Naples, lies two blocks from the 19th century Naples Pier, the beaches of the Gulf of Mexico and is surrounded by the colorful original beach cottages and enchanting houses of Old Naples. The sophisticated and delightful shops, the renowned fine restaurants and bistros, and the courtyards and antique fountains all await—amidst the lush colorful cascading flowers and green landscaping of historic Third Street South. Take a healthy 20-minute walk, or let us chauffeur you with our compliments, to a day of shopping and lunch, or to an exciting night out.

Naples Bay Cruise

Naples Bay

On the other side of Fifth Avenue, opposite the beach, is the beloved Naples Bay. Here you find a more Florida-island feel, with bayfront restaurants serving up fresh seafood and piña coladas, and all things water sports. For Florida Island shops and restaurants, look no further than Tin City Waterfront Shops, which currently supports over 30 unique boutiques, two waterfront restaurants, an ice cream parlor and a variety of fun water and boating adventures that attract people of all ages. We’re here to help arrange any fishing and yacht charters, and personal boat or jet-ski rentals.

699 Fifth Avenue South, Naples, Florida 34102
Reservations 888.403.8778
Front Desk 239.403.8777

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Spa on Fifth

Awards & Press

T+L Top 500 Hotels
Travel + Leisure – 2024

World's Best Awards
Top 15 Resorts in FL, No 14.

Travel + Leisure – 2023

AAA Four-Diamond
Forbes Travel Guide Four-Star

Forbes Travel Guide – 2023 (Ten consecutive years)

2023 Readers' Choice Award
ConventionSouth magazine