Olde Naples 5th Ave S Penthouse

Photo gallery for Olde Naples 5th Ave S Penthouse

A spacious living room with a large sofa, a coffee table, and a television on a cabinet.
A modern kitchen with wooden cabinets, a gas stove, and a dishwasher.
A modern living room with a sofa, coffee table, TV, and a ceiling fan.
A rooftop pool with red and white lounge chairs, a pool ladder, and a white railing.
A hallway with white-framed glass doors, a black table, a framed artwork, and a hanging lamp.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Relax in the indoor pool
    A rare find in this area - enjoy a swim, whatever the weather.
  • Discover nearby landmarks
    Near Fifth Avenue South

Popular amenities

  • Balcony
  • Spa pool on site
  • Indoor pool
  • Air-conditioning
  • Refrigerator
  • Garage parking available

Explore the area

View map
Naples, FL
  • Place, Fifth Avenue South
    ‪1 min walk‬
  • Place, Naples Beach
    ‪10 min walk‬
  • Place, Tin City
    ‪12 min walk‬
  • Airport, Fort Myers, FL (RSW-Southwest Florida Intl.)
    ‪50 min drive‬

Rooms & beds

2 bedrooms (sleeps 5)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

2 bathrooms

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Bathtub · Toilet · Shower only

Spaces

Kitchen
Office
Balcony
Garden

Add dates for prices

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  • Kitchen
  • Washing machine
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About the area

Naples

Located near the beach, this condo is in Old 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. Ready for a night out? Consider Dimension Nightclub and Shula's Steak House. Take the opportunity to explore the area for outdoor excitement like cycling.
Map
Naples, FL

What's nearby

  • Fifth Avenue South - 1 min walk - 0.0 km
  • Cambier Park - 3 min walk - 0.3 km
  • Naples Beach - 10 min walk - 0.9 km
  • Tin City - 12 min walk - 1.0 km
  • Naples Pier - 18 min walk - 1.6 km

Getting around

  • Fort Myers, FL (RSW-Southwest Florida Intl.) - 40 min drive

Restaurants

  • ‪Starbucks - ‬4 min walk
  • ‪Slice - ‬3 min walk
  • ‪5th avenue coffee company - ‬1 min walk
  • ‪Caffe Milano - ‬4 min walk
  • ‪The Cafe - ‬4 min walk

Frequently asked questions

Does Olde Naples 5th Ave S Penthouse have a pool?

Yes, this property has a pool.

Is Olde Naples 5th Ave S Penthouse pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Olde Naples 5th Ave S Penthouse?

Check-in begins at 4:00 PM.

What time is check-out at Olde Naples 5th Ave S Penthouse?

Checkout is at 10:00 AM.

Where is Olde Naples 5th Ave S Penthouse located?

Located in Old Naples, this condo building is within a 15-minute walk of Fifth Avenue South and Naples Beach. Cambier Park and Norris Center are also within 10 minutes.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 6 out of 7 reviews
Rating 8 - Good. 1 out of 7 reviews
Rating 6 - Okay. 0 out of 7 reviews
Rating 4 - Poor. 0 out of 7 reviews
Rating 2 - Terrible. 0 out of 7 reviews

8.0/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Heart of Naples!

Great weather, beautiful co.ndo! Beach, restaurants, shops all within walking distance. Swimming pool right outside the door. The rental agency was professional and very responsive.
Stayed 56 nights in Feb 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful!!

The only reason I didn't give 5 stars all the way was I found a few hairs on the bathroom counter which is a pretty peeve of mine
Stayed 7 nights in May 2022
Verified review

8/10 Good

Liked: Check-in, communication, location, listing accuracy
The real-estate mantra about location, location, location applies to this condo more than any other condo we've ever rented in Naples. In the heart of 5th Ave. S, it is a perfect spot, and we loved it. The host was very helpful providing everything we asked for, but there is a need for improvements in the following areas - clean rugs, better seating in the living area, newer sheets (they have seen better days), a toaster that works in all 4 slots, the dining table and coffee table are pockmarked and unsightly, and most important - grab bars are needed in the showers. This is an expensive property, and the renter deserves better amenities.
Stayed 14 nights in Jan 2026
From a partner site

10/10 Excellent

My absolute favorite repeat retreat

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Found this amazing place 3 years ago, and never looked back. You want for nothing...the amenities, the 's all there. The kitchen is fabulous as someone who loves to cook, the peaceful rooftop pool, a fun balcony to people watch, best location for a 5 mile daily walk! And the beach is right at the end of the avenue. Great coffee shop below, lovely and friendly neighbors. Simply won't look elsewhere. Hannah and team get an A+ for response time and communication! Love it here.
From a partner site

10/10 Excellent

Blissful retreat, what more could I want?

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Another absolutely delightful stay at 555 5th! The location is so central to everything from the beach, shops, 3rd St to my favorite morning diner! A delightful walkable neighborhood whether you choose Gulfshore drive, a beach stroll or exploring the neighborhood streets. Everything is so picturesque. The condo feels like a vacation all it's own... rooftop pool steps from the door, a fabulous balcony overlooking 5th really is pretty amazing. This condo spoils me when it comes to other places. I shall return again. The management team is first class and so easy to work with. I enjoyed meeting Hannah and she created such a seamless process. I could go one and on...the condo won't leave you wanting for anything! It's gorgeous and well equipped. Bravo!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Stayed 21 nights in Mar 2026
Verified review

10/10 Excellent

Stayed 27 nights in Feb 2026
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