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Beautiful penthouse overlooking Fifth Avenue. Private Pool.

Old Naples, Naples, FL, USA
  • Condo1420 sqft
  • Bedrooms2
  • Sleeps4
  • Bathrooms2
  • Half Baths0
  • Minimum Stay14 - 31 nights

2 Bedroom Penthouse With Rooftop Pool, Five Blocks From The Beach!

With a prime location and stylish ambiance, this 2 bedroom penthouse condo offers an exquisite setting for a luxurious stay in the heart of Old Naples. Overlooking fashionable Fifth Avenue South, this is the best of downtown Naples and its celebrated entertainment, shopping and dining district. And with a sugar-white stretch of world famous beach just a short stroll down the avenue and easy access to some of Florida’s most exclusive golf courses and legendary natural attractions, this is one of Naples’ most enviable locations.

This condo has 2 bedrooms (king bed in master), a reading room, modern kitchen and eating area, living room, and a lanai. After taking in all that Fifth Avenue has to offer, come home to relax in a private, luxurious rooftop pool and hot tub right outside your door. This location is beautiful year round!! Welcome Home! Long term rentals welcome.



Member Since 2015
Response rate:
Response time:
within one hour
Calendar last updated:
Mar 09, 2018

We have relocated many times and recently lived in New York City. We love that this condo is right in the heart of Olde Naples. You don't need to drive, just walk outside and enjoy this amazing town.

JEANETTE MCCARTHY purchased this Condo in 2015

What makes this Condo unique

Old Naples is a wonderful place to be..... http://www.naplesdowntown.com/fifth.htm


    • Internet
    • Air Conditioning
    • Accessible
    • Heater
    • Satellite or Cable
    • Washer & Dryer
    • Hot Tub
    • Parking
    • TV
    • No Smoking


      • 2 Bedrooms, Sleeps 4
      • Bedroom 2
        1 queen
      • Master
        1 king


        • 2 Bathrooms
        • Master
          toilet, shower
        • Bathroom 2
          toilet, combination tub/shower, shower

          Location Type

            • Downtown
              This condo is right on Fifth Avenue....walk out your door and find many wonderful shops and restaurants.
            • Oceanfront
              Just a five block walk to the beach!


                • Away From It All
                • Romantic
                • Tourist Attractions


                    • Guests provide their own meals


                        • Internet
                        • Air Conditioning
                        • Elevator
                        • Fitness Room / Equipment
                          2 wonderful italian cruiser bikes available for your use
                        • Hair Dryer
                        • Heating
                        • Clothes Dryer
                        • Iron & Board
                        • Linens Provided
                        • Living Room
                        • Parking
                          One assigned parking space, other spaces first come first served
                        • Towels Provided
                        • Washing Machine


                            • Coffee Maker
                            • Dishes & Utensils
                            • Dishwasher
                            • Kitchen
                            • Microwave
                            • Oven
                            • Refrigerator
                            • Stove
                            • Toaster


                                • Dining Area
                                • comfy seating for 4 people


                                    • DVD Player
                                    • Satellite / Cable
                                    • Television


                                        • Balcony
                                          Yes, overlooking Fifth Avenue Table/Chairs
                                        • Bicycles
                                          2 lovely bikes to cruise Naples
                                        • Deck / Patio
                                          In Pool area
                                        • Lanai / Gazebo
                                        • Outdoor Grill
                                          In pool Area


                                            • Long-term Renters Welcome
                                            • not suitable for children
                                            • wheelchair accessible

                                              Pool / Spa

                                                • Communal Pool
                                                  On 3rd floor directly across from condo. For Condo owner/renters only (there are only 8 condos in the building)
                                                • Hot Tub
                                                  Hot tub in pool area


                                                    • churches
                                                    • festivals
                                                    • museums
                                                    • restaurants

                                                      Leisure Activities

                                                        • beachcombing
                                                        • boating
                                                        • scenic drives
                                                        • shopping
                                                        • sight seeing
                                                        • walking

                                                          Local Services & Businesses

                                                            • ATM/bank
                                                            • groceries

                                                              Sports & Adventure Activities

                                                                • deepsea fishing
                                                                • fishing
                                                                • pier fishing
                                                                • sailing
                                                                • swimming


                                                                    • Check out what's happening in Naples: www.oldnaplesassociation.com http://www.fifthavenuesouth.com/calendar-of-events/ Only a few blocks from 3rd Street: http://www.thirdstreetsouth.com/Third-Calendar-Events.html

                                                                      House Rules

                                                                      Check-in: 4:00 PM

                                                                      Check-out: 10:00 AM

                                                                      Cancellation Policy

                                                                      Canceled bookings will not receive a refund

                                                                      8 Reviews


                                                                      Latest reviews

                                                                      Everything You Could Want Right on 5th Ave.

                                                                      Dorothy B.Brookline, Ma

                                                                      This is the second time my husband and I have stayed at 555 5th Ave. for the month of January. We particularly enjoyed the penthouse unit because it not only has a balcony overlooking all the action of the main drag but also opens out directly to the, ap. 30 x 20 pristine and heated pool and hot tub. This very private area is rarely used and so became like our private back yard for swimming, grilling or just relaxing with a good book.The unit is nicely appointed and comfortable with a private guest area that includes its own separate TV room.

                                                                      The location is superb (walk to 3rd St., CVS, Wynn’s Market, even the library), the building beautifully maintained, and the owners, though off site, totally responsive and helpful.

                                                                      Owner's Response:

                                                                      We are so glad you enjoyed your stay. We love having you!!


                                                                      Another wonderful visit to Naples.

                                                                      mike g.

                                                                      My wife and I just returned from another wonderful visit to Naples. This time we wanted to stay downtown, where we could walk to the restaurants and bars. This location was perfect. Right on Fifth. We were able to get out almost every night for a walk to a Fifth Avenue or a Third Street location to listen to some music or have a quick drink at a bar. With the patio doors open, you do hear some activity below on the street, which we expected. It is no big deal and part of the fun of this condo. With the doors closed at night, it's very quiet; you don't hear anything. The condo is perfect for four with two nice sized bedrooms. It has a small den/sitting room that can be converted to sleep a fifth person (we had to buy an inexpensive blow up bed for this). The condo is nicely decorated and everything is modern and up to date. The kitchen has everything you need. It did not have a blender when we arrived, and we had expected one, and Jeanette had one delivered a day later. That was the only hiccup, if you can call it that. The other nice thing about the condo is the pool. It is right out the back door. And, for the month we were there we only shared it with another person twice. It was like our own private pool. The condo is only about 5 blocks from the beach, a short walk to view a sunset. If you are going to the beach for the day with chairs, umbrellas and coolers you will probably want to drive and park along a side street. You can always find a parking spot within a block or less of the beach. With a 30 day or longer rental contract, you can get a Naples resident parking pass at city hall, so you can park anywhere along the "beach streets" without having to use the meters. Jeanette is easy to deal with and helpful. Overall, we really enjoyed our stay here and will return on our next visit to Naples.

                                                                      Owner's Response:

                                                                      I am so glad you enjoyed your stay. Your description of the location is exactly why we love this condo! You were wonderful guests and we look forward to having you back!


                                                                      Just perfect

                                                                      David B.Atlanta GA

                                                                      A repeat of our Jan 2016 experience (see review) and hoping for a 3-peat next year. That should say it all.

                                                                      Owner's Response:

                                                                      So glad to have you stay with us again! Glad you enjoyed it. See you next year!


                                                                      Wonderful downtown city experience.

                                                                      David D.

                                                                      My wife and I love Florida and usually want to be in a water front condo. To be honest we normally travel to Marco Island. This time we decided to experience a downtown environment. We wanted to be in the heart of the action. We understand that November is typically a slower time for tourists in Florida, however this was the best time to go to restaurants without the wait and go to the beach without the crowds. We loved it. The condo was amazing, spotless and the balcony was overlooking 5th Avenue. Beautiful. The pool was five steps out the door and we were literally the only people out there. Our own private pool. Unreal. Jeanette was great to work with. Response time to any inquiry was immediate, before and after. Loved our time in Naples. We are currently planning to reconnect with Jeanette for another trip very soon.

                                                                      Owner's Response:

                                                                      So glad you enjoyed it! We look forward to having you back!!

                                                                      Perfect Naples getaway

                                                                      The condo was great and in a perfect location. The beach is within walking distance as well as the shops and restaurants on Fifth and Third. Also a plus to have the pool and barbecue right outside your door. All in all a wonderful vacation. Thanks, Jeanette.

                                                                      Owner's Response:


                                                                      So glad that you were able to get away and that you enjoyed your stay!


                                                                      Family Vacation Perfection

                                                                      The condo could not be in a better location, more beautiful and easy to walk to everything. This was a perfect location for my husband my six-month-old baby and myself. The beach is within walking distance and the gourmet restaurants, shopping and coffee shops are right below the condo! This is our first time in Naples and we will definitely be back! It is also a great central point to take advantage of the west coast and hit some of the other cities and islands. The owner could not be more responsive when we needed anything especially suggestions on where to eat!! Thank you! This was a very memorable first time as a family to Naples Florida!

                                                                      Owner's Response:

                                                                      I'm so glad you enjoyed it, we'd love to have you back!!



                                                                      Old Naples, Naples, FL, USA

                                                                      Rates & Availability

                                                                      Additional information about rental rates

                                                                      Cleaning Fee
                                                                      Tax Rate

                                                                      NON SMOKING, NO PETS, NO GUESTS UNDER 30 NOTE: Condo Association requires a background check using Social Security Number and Credit Check. Once reserved, NO refund unless we are able to re-rent (see cancellation policy). Looking for a long term rental for the peak period. 3+ months. Check in at 4pm Check out at 10am

                                                                      8 Reviews
                                                                      Exceptional 5/5
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                                                                      For booking assistance, call 888-640-7927

                                                                      Property # 735709