Private downtown hideaway
A dedicated private entrance and concierge open into an exclusive retreat, with evening cocktails and secluded sunbathing above downtown.
“For a city feel, consider the Inn on Fifth, which served as a cornerstone of downtown Naples’ renaissance.”
What it’s good at
Notable
Private check-in, dedicated round-the-clock concierges, and chauffeured Cadillac Escalade transfers pair with exclusive rooftop sun deck access.
Notable
Guests gather in the private club lounge and rooftop sun deck for complimentary evening cocktails and wine.
Listed
Situated directly on Fifth Avenue South, providing arrangements for local golf and tennis privileges at Cambier Park.
What they say
Forbes Recommended
Forbes Travel Guide
2026
Also in AFAR.
Striking furnishings in subtle grays, blacks and creams with a streak of red throughout lend a streamlined appearance to the décor.
In a lively part of town
Where things happen: restaurants, shops, people.
Fifth Avenue South unfolds right outside with upscale boutiques, galleries, and cafes leading straight down to Naples Beach.
The rooms
French oak floors, private balconies over Fifth Avenue South, and porcelain marble bathrooms with soaking tubs define the suites.
The rooftop pool
Bring a swimsuit.
The heated rooftop swimming pool is lined with bright blue loungers, palm planters, and a raised whirlpool hot tub.
The rooftop deck and spa
The secluded Club sun deck hosts morning yoga beside a whirlpool spa. Across the campus, the spa offers tailored massages.
Dogs stay too.
Restaurant
Club Level Lounge
Morning brings hot breakfast spreads with champagne, followed by an evening honor bar stocked with top-shelf spirits and charcuterie.
At the table
Ocean Prime and Truluck's serve prime steaks, Florida stone crab, and fresh seafood along Fifth Avenue South.
How it began
Built directly across Fifth Avenue South, the annex expanded the original 1998 hotel into an exclusive hotel-within-a-hotel enclave.
Good to know
Stay here
Club Level Suites at Inn On Fifth
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Naples
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Our shorthand
How we rate hotels.
The medals
Gold
Extremely rare. Sets the global standard.
Silver
Brilliant execution. And we’re picky.
Bronze
They did this well. You’ll notice.
Listed
A defining trait. Makes the hotel what it is.
The eight vibes
Design
Built around a vision. Even the door handles have a designer.
Luxe
Cared for at every turn. The bath is drawn before you ask.
Local
It could only be here. You wake up knowing where you are.
Social
Where the city goes out. The bar is full and the night is young.
Heritage
A building with a story. Once a palace, a monastery, a station.
Wellness
You leave feeling new. Rest, sweat, soak and sleep like a stone.
Classic
The city grew up with it. Same rituals, same regulars, same bar.
Resort
A world of its own. Something to do from breakfast to nightcap.
The scene
Lively
Where things happen: restaurants, shops, people.
Central
Well-located: walkable to some things, a short ride to more.
Quiet
Away from the crowds. Getting around takes intention.
Secluded
A place apart: the property is the destination.