Title: Olde Naples 5th Ave S Penthouse - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=602724&destination=Naples%2C+Florida%2C+United+States+of+America&selected=76580660&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire condo # Olde Naples 5th Ave S Penthouse ## Photo gallery for Olde Naples 5th Ave S Penthouse ![TV, offices - Olde Naples 5th Ave S Penthouse (Naples)](https://images.trvl-media.com/lodging/77000000/76590000/76580700/76580660/b932673d.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Property grounds - Olde Naples 5th Ave S Penthouse (Naples)](https://images.trvl-media.com/lodging/77000000/76590000/76580700/76580660/1975960b.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Pool - Olde Naples 5th Ave S Penthouse (Naples)](https://images.trvl-media.com/lodging/77000000/76590000/76580700/76580660/9cb202c0.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - Olde Naples 5th Ave S Penthouse (Naples)](https://images.trvl-media.com/lodging/77000000/76590000/76580700/76580660/59809dcf.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Beach nearby - Olde Naples 5th Ave S Penthouse (Naples)](https://images.trvl-media.com/lodging/77000000/76590000/76580700/76580660/d1dfe265.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Experience the epitome of luxury in Naples with a stay at your own penthouse overlooking Olde Naples 5th Avenue. Relax by the pool or unwind in the spa, both steps from your front door, and enjoy people-watching on your private balcony. ## Reviews 9.6 Exceptional ### Entire condo 2 bedrooms2 bathroomsSleeps 6 ## Popular amenities - Pool - Hot tub - Kitchen - Washer - Dryer - Air conditioning ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire condo to yourself and will only share it with other guests in your party. ### Olde Naples 5th Ave S Penthouse Summary: Enjoy the life of luxury in the heartbeat of Naples in your own high end penthouse overlooking Naples 5th Ave. 5th Ave offers world class fine dining and shopping. Just a few blocks away lies the beautiful white sand beaches of Naples. To the south, you'll find the famous Naples Pier. Relax in the pool or spa right across from your front door, enjoy people watching from your own private balcony. Your rental includes beach chairs, bikes, and more! Guest Access: Guests will have one reserved parking spot, access to the rooftop communal pool and hot tub (only shared between 8 units!), communal BBQ grill, owner storage room with bikes and beach gear! The Neighborhood: Located directly on Old Naples Downtown 5th Avenue! Guests will find the area very walkable. Getting Around: Walking distance to Naples fine dining and shopping. Guests will have access to one reserve parking spot. Only 5 blocks from the beach! Other Things to Note: Please note our exclusive condo does require an online rental application that must be approved 20 days before check in! This application is $150 per person 18+ or $150 for married couples. This screening application does require you to enter personal information, driver's license / passport information, SSN, and vehicle information (if applicable.) Upon booking, we will send you a link to complete the application and send you a rental agreement via Docusign. ## Property amenities ### Beach - Beach nearby ### Pool/Spa - Communal pool - Hot tub ### Internet - Available in the condo: WiFi ### Parking and transportation - Onsite parking options include a garage ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Bedrooms - 2 bedrooms - Bedsheets provided ### Bathroom - 2 bathrooms - Hair dryer - Shower ### Entertainment - TV ### Outdoor areas - Balcony - Garden ### Laundry - Laundry facilities - Washing machine ### Work spaces - Office ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Things to do - Cycling nearby ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - Fire extinguisher ### General - Garden ## Similar properties ![Kayaking, motor boating, fishing](https://images.trvl-media.com/lodging/13000000/12810000/12805400/12805323/54eef04b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Hyatt House Naples/5th Avenue Old Naples - Pool - Hot tub - Breakfast included - Free WiFi 9.0 Wonderful 1,677 reviews CA $454 CA $504 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/Hotel-Search?startDate=2026-04-07&endDate=2026-04-08&selected=12805323&PinnedHotelID=12805323&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby](https://images.trvl-media.com/lodging/1000000/50000/40900/40859/5d4154e8.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Capri Inn Old Naples - Pool - Pet friendly - Air conditioning - Breakfast available 9.0 Wonderful 1,001 reviews CA $450 CA $554 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Hotel-Search?startDate=2026-04-05&endDate=2026-04-06&selected=40859&PinnedHotelID=40859&HadPinnedHotel=true®ionId=-1&adults=2) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/890000/890000/889926/4afff6dd.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Holiday Inn Express Hotel Naples Downtown - 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Booking includes fees for two adults 18+ and tenant will be r... ### Pets Pets not allowed ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed Onsite parties or group events are strictly prohibited Host has indicated there is a carbon monoxide detector on the property Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ### Property is also known as 67d1df873d402500109a5ed9 ## About the area Located near the beach, this condo is in Old Naples, a neighborhood in Naples. Shoppers can check out Fifth Avenue South, while everyone can enjoy the natural beauty of Naples Beach and Vanderbilt Beach. Looking to enjoy an event or a game while in town? See what's happening at USOP National Pickleball Center or Swamp Buggy Races. Take an opportunity to explore the area for outdoor excitement like cycling. [Visit our Naples travel guide](https://www.expedia.ca/Naples.dx602724) [View more Condo rentals in Naples](https://www.expedia.ca/Naples-Condos.d602724-aaCondos.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C26.14181%2C-81.79892&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=jPQlp_ZuJAHVRWt_ca4w2zwHUzE=) Naples, FL ### What's nearby - ![5th Avenue Shopping District which includes markets, street scenes and a city](https://images.trvl-media.com/place/6337227/652d7a23-0ecb-418a-b7cc-95f00eef6cc8.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Fifth Avenue South 1 min walk \- 0.0 km - ![Naples, Historic Harbour, Tin City](https://images.trvl-media.com/place/6128102/1be770fa-08b3-40d1-ab59-61083ee606a0.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Tin City 10 min walk \- 0.9 km - ![Pristine and idyllic beach at sunset in a bright day, Naples, Florida, USA](https://images.trvl-media.com/place/553248621565061337/c3e350a9-2166-42a1-bc09-fe8d70fa80a9.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Naples Beach 10 min walk \- 0.9 km - ![Naples Pier showing a sunset and a sandy beach as well as an individual child](https://images.trvl-media.com/place/6068669/0adae797-356e-4a7f-bc12-5d3cee8c36ed.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Naples Pier 17 min walk \- 1.5 km - Cambier Park 3 min walk \- 0.3 km ### Getting around - Southwest Florida Intl. Airport (RSW) 40 min drive ### Restaurants - Vergina 2 min walk - Starbucks 4 min walk - Osteria Tulia 3 min walk - Caffe Milano 4 min walk - Del Mar 3 min walk ## Frequently asked questions ### Does Olde Naples 5th Ave S Penthouse have a pool? ### Is Olde Naples 5th Ave S Penthouse pet-friendly? ### What time is check-in at Olde Naples 5th Ave S Penthouse? ### What time is check-out at Olde Naples 5th Ave S Penthouse? ### Where is Olde Naples 5th Ave S Penthouse located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Olde Naples 5th Ave S Penthouse Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 4 8 - Good 1 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 8.0 Cleanliness ### 10 Location ## Reviews Verified ### 10/10 Excellent #### Jon M. Mar 30, 2025 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. ##### Jon M. Stayed 56 nights in Feb 2025 From a partner site ### 10/10 Excellent #### laura h. Mar 26, 2024 #### 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. ##### laura h. Verified ### 10/10 Excellent #### Penny C. May 28, 2022 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 ##### Penny C. Stayed 7 nights in May 2022 From a partner site ### 10/10 Excellent #### laura h. Mar 19, 2023 #### 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! ##### laura h. ### Expedia's Latest Trends ### Hotels > - [Cozy Beach House - 5 minutes from Vanderbilt Beach](https://www.expedia.ca/Naples-Hotels-Cozy-Beach-House-5-Minutes-From-Vanderbilt-Beach.h81024883.Hotel-Information) > - [Villatel Orlando Resort](https://www.expedia.ca/Orlando-Hotels-Orlando-Resort.h97584899.Hotel-Information) > - [Stunning and sleek 3 bedroom Condo in Hammock Bay... 5 Minutes to Marco Island !](https://www.expedia.ca/Naples-Hotels-Stunning-And-Sleek-3-Bedroom-Condo-In-Hammock-Bay-5-Minutes-To-Marco-Island.h100650081.Hotel-Information) > - [Hilton Grand Vacations Club Tuscany Village Orlando](https://www.expedia.ca/Orlando-Hotels-Hilton-Grand-Vacations-At-Tuscany-Village.h1080602.Hotel-Information) > - [Park Central South Beach](https://www.expedia.ca/Miami-Hotels-The-Celino-South-Beach.h1168.Hotel-Information) > - [533 Posh Paradise | Designer Pool/Spa | Walk2Beach](https://www.expedia.ca/Naples-Hotels-533-Posh-Paradise-Designer-PoolSpa-Walk2Beach.h102932113.Hotel-Information) > - [New Home - Close to Beach - Huge Pool and Spa](https://www.expedia.ca/Naples-Hotels-Coming-June-2024.h109334119.Hotel-Information) > - [Coco Key Hotel & Water Park Resort](https://www.expedia.ca/Orlando-Hotels-CoCo-Key-Hotel-And-Water-Resort-Orlando.h228.Hotel-Information) > - [Escape Winter Blues Naples Park Shore Resort Penthouse Hog Fish Harry’s](https://www.expedia.ca/Naples-Hotels-Escape-Winter-Blues-Naples-Park-Shore-Resort-Penthouse-Hog-Fish-Harrys.h92154201.Hotel-Information) > - [Hilton Cabana Miami Beach Resort](https://www.expedia.ca/Miami-Hotels-Hilton-Cabana-Miami-Beach-Resort.h18107.Hotel-Information) > - [Regatta - Walking Distance to the Beach!](https://www.expedia.ca/Naples-Hotels-Regatta-William-Raveis-Rentals.h55505244.Hotel-Information) > - [Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center](https://www.expedia.ca/Orlando-Hotels-Fairfield-Inn-Suites-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61340843.Hotel-Information) > - [LaPlaya Beach & Golf Resort - A Noble House Resort](https://www.expedia.ca/Naples-Hotels-LaPlaya-Beach-Golf-Resort-A-Noble-House-Resort.h25199.Hotel-Information) > - [Tollgate Inn](https://www.expedia.ca/Naples-Hotels-Comfort-Inn-Executive-Suites.h2959.Hotel-Information) > - [Renaissance Fort Lauderdale Marina Hotel](https://www.expedia.ca/Fort-Lauderdale-Hotels-Renaissance-Fort-Lauderdale-Cruise-Port-Hotel.h658067.Hotel-Information) > - [Homewood Suites by Hilton Orlando at Flamingo Crossings](https://www.expedia.ca/Orlando-Hotels-Homewood-Suites-By-Hilton-Flamingo-Crossings.h58998470.Hotel-Information) > - [Four Seasons Hotel and Residences Fort Lauderdale](https://www.expedia.ca/Fort-Lauderdale-Hotels-Four-Seasons-Fort-Lauderdale.h71656415.Hotel-Information) > - [Compass by Margaritaville Hotel Naples](https://www.expedia.ca/Naples-Hotels-Compass-By-Margaritaville-Naples.h543614.Hotel-Information) > - [Naples Bay Resort Cottages](https://www.expedia.ca/Naples-Hotels-Naples-Bay-Resort-Cottages.h18448438.Hotel-Information) > - [Embassy Suites by Hilton Fort Lauderdale 17th Street](https://www.expedia.ca/Fort-Lauderdale-Hotels-Embassy-Suites-Ft-Lauderdale17th-Street.h11909.Hotel-Information) > - [THE OASIS, Brand New Home, Screened in Heated Pool, Close to 5th Ave and Beach](https://www.expedia.ca/Naples-Hotels-THE-OASIS.h84348758.Hotel-Information) > - [Available 2026 Season !! 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