Title: NEAPOLITAN SKY - Key West Style Home in Olde Naples - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # NEAPOLITAN SKY - Key West Style Home in Olde Naples Vacation home with private pool, 6-minute walk to Naples Beach ## Photo gallery for NEAPOLITAN SKY - Key West Style Home in Olde Naples ![Fridge, microwave, oven, stovetop - NEAPOLITAN SKY - Key West Style Home in Olde Naples (Naples)](https://images.trvl-media.com/lodging/65000000/64660000/64657600/64657572/e3769cf3.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Fridge, microwave, oven, stovetop - NEAPOLITAN SKY - Key West Style Home in Olde Naples (Naples)](https://images.trvl-media.com/lodging/65000000/64660000/64657600/64657572/ed4d33dc.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - NEAPOLITAN SKY - Key West Style Home in Olde Naples (Naples)](https://images.trvl-media.com/lodging/65000000/64660000/64657600/64657572/e1edc11c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![A heated pool - NEAPOLITAN SKY - Key West Style Home in Olde Naples (Naples)](https://images.trvl-media.com/lodging/65000000/64660000/64657600/64657572/w1634h1047x0y5-217b4d18.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Terrace/patio - NEAPOLITAN SKY - Key West Style Home in Olde Naples (Naples)](https://images.trvl-media.com/lodging/65000000/64660000/64657600/64657572/ffcd03bf.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Escape to Neapolitan Sky, an Olde Naples retreat on a picturesque tree-lined avenue. Enter this stately Key West style home across the covered front porch, complete with rocking chairs perfect for enjoying gentle gulf breezes. Unwind in the heated swimming pool and deck with 6 chaise lounges or enjoy outdoor dining on the covered back porch. ## Reviews 9.8 Exceptional ### Entire home 6 bedrooms6 bathroomsSleeps 123811 sq ft ## Popular amenities - Pool - Kitchen - Washer - Dryer - Pet friendly - Air conditioning ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### NEAPOLITAN SKY - Key West Style Home in Olde Naples A welcoming Olde Naples retreat awaits at Neapolitan Sky! The stately Key West style home sits amidst lush landscaping on one of the prettiest tree-lined avenues in town, just a third of a mile from the tropical beach access path. Approach the home from the circular driveway and enter across the the covered front porch, complete with rocking chairs - a quiet place to enjoy the gentle gulf breezes! The main floor has an open white marble kitchen, dining area that seats 8-10 with table leaves in, living room, home office with an adjacent full bathroom, and the master suite (worth noting - this whole floor is handicap accessible from the garage!). Upstairs, find 4 guest bedrooms and 2 shared guest bathrooms. From the kitchen, a hallway leads toward the back of the house, providing access to the 3-car garage and stairway up the private guest suite. The guest suite has a king size bed, TV, kitchenette and private bathroom plus a bonus sleeping area with a twin size daybed accessible via a closable door - a perfect setup for a small family to share! Across all of these bedrooms, the house can comfortably sleep 12-14 people. At the center of the property is the heated swimming pool and deck with 6 chaise lounges, a beautiful pool bathroom and enclosed outdoor shower. A covered back porch off of the living room and kitchen accommodates an outdoor dining table that seats 8 and an outdoor living room complete with a porch swing. A small grass yard with a fire-pit and a gas grill are located at the back of the lot, checking the last couple boxes on the list of amenities that make for a perfect beach escape! This home is decorated in a timeless and classic Florida beach cottage style with artful marble and mosaic tile appointed bathrooms, historic 12? tin ceilings and detailed shiplap woodwork on the walls. A coveted location, charming detail and calming vibes beckon at Neapolitan Sky! BOOKING DETAILS: During peak season from January through April, even month bookings may be required (first day of month to last day of month). PET-FRIENDLY STAY: We know pets are part of the family, and your furry friend is welcome here! This home allows one well-mannered dog (up to 45 lbs.) with prior approval. Please share your pup's age, size, and breed at the time of booking. A $25/night pet fee and $100 cleaning surcharge apply. The Holiday Life is a full service luxury vacation and seasonal rental management company with an expansive portfolio - from beachfront, to downtown and amenity rich communities throughout Naples and Marco Island. Our team is here to assist in every step of planning your experience from choosing the perfect rental, pre arrival planning, dedicated concierge services and 24/7 support during your stay. We look forward to the opportunity to host you! RENTAL PURPOSE: This property is intended for single-family and transient guest rentals only - any requests for work crews require specific approval prior to booking. No commercial vehicles or work trucks may be parked on site. COMMERCIAL USE: Commercial and/or business use of the property is not allowed, including commercial photography or filming. MINIMUM AGE REQUIREMENT: Primary guest whose name is associated with this booking must be at least 25 years of age and must be present for the duration of the reservation. GUEST LIST: A guest list including full names and ages of all people who will be staying overnight must be provided in writing at least 24 hours to the guest(s) arrival. ## Property amenities ### Beach - Beach nearby ### Pool/Spa - Heated pool - Private pool ### Internet - Available in the house: WiFi ### Parking and transportation - Onsite parking options include a garage ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Kitchenette - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Bedrooms - 6 bedrooms - Bedsheets provided - Day bed ### Bathroom - 6 shared bathrooms - Bathtub - Bathtub or shower - Hair dryer - Shower - Towels provided ### Living spaces - Living room ### Entertainment - TV with cable/satellite channels ### Outdoor areas - Firepit - Garden - Gas grill - Patio - Yard ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - Pet friendly ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - Near a hospital - Near the sea ### Things to do - Heated pool - Cycling nearby - Fishing nearby - Motor boating nearby - Parasailing nearby - Scuba diving nearby - Snorkeling nearby - Swimming 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) - First aid kit - Fire extinguisher ### General - Garden - Unit size: 3,811 square feet ## Similar properties ![TV](https://images.trvl-media.com/lodging/115000000/114520000/114519500/114519469/da4d98ba.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Olde Naples - Beaches and Private Pool Old Naples - Pool - Hot tub - Kitchen - Washer [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-06&endDate=2026-01-07&selected=114519469&PinnedHotelID=114519469&HadPinnedHotel=true®ionId=-1&adults=2) ![TV, fireplace](https://images.trvl-media.com/lodging/99000000/98270000/98266300/98266280/d31a7d87.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Coastal Chalet in Olde Naples! 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Old Naples - Ocean view - Pool - Hot tub - Kitchen 10 Exceptional 6 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-06&endDate=2026-01-07&selected=38117037&PinnedHotelID=38117037&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 3:00 PM Contactless check-in available Minimum check-in age: 21 ### Check-out Check-out before 10:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions Information provided by the property may be translated using automated translation tools ### Pets Pets allowed Service animals are welcome, and are exempt from fees ### 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 and a first aid kit 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 NEAPOLITAN SKY - Key West Style Home in Olde Naples Naples 587096 ## About the area ![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%7C26.14842%2C-81.80350&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=vLAo5g7lplfc534VzOA4_1sqrhY=) Naples, FL #### What's nearby - Naples Beach \- 6 min walk \- 0.5 km - NCH Baker Hospital \- 7 min walk \- 0.7 km - Fifth Avenue South \- 9 min walk \- 0.8 km - Tin City \- 3 min drive \- 2.0 km - Naples Pier \- 4 min drive \- 2.1 km #### Getting around - Southwest Florida Intl. Airport (RSW) - 39 min drive #### Restaurants - ‪Osteria Tulia - ‬12 min walk - ‪Grouper & Chips - ‬12 min walk - ‪Dunkin' - ‬12 min walk - ‪7-Eleven - ‬11 min walk - ‪The French - ‬12 min walk ## Frequently asked questions ### Does NEAPOLITAN SKY - Key West Style Home in Olde Naples have a pool? ### Is NEAPOLITAN SKY - Key West Style Home in Olde Naples pet-friendly? ### How much is parking? ### What time is check-in at NEAPOLITAN SKY - Key West Style Home in Olde Naples? ### What time is check-out at NEAPOLITAN SKY - Key West Style Home in Olde Naples? ### Where is NEAPOLITAN SKY - Key West Style Home in Olde Naples located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## NEAPOLITAN SKY - Key West Style Home in Olde Naples 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 7 8 - Good 1 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 10 Location ## Reviews This review comes from a trusted partner site and has not been verified. ### 8/10 Good #### Sue B. Dec 1, 2021 #### Great location and nice and bright home. Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a good experience overall. But considering that this is a luxury rental we were surprised to find how little some basic items were stocked. It seems that trash bags and paper towels and body soap are pretty essential to a stay. We received 5 trash bags and 2 rolls of paper towels for 2 weeks with 7 people at the house. There were only 2 dish towels so we didn't have anything to dry or clean with in the kitchen without making another trip to the store. Also, and more importantly the linens and pillows in some of the rooms were awful. Since we live one street over we had to bring our own linens and pillows over for our guests to use. This seems inexcusable for a home of this caliber. But overall, I really appreciated the professionalism and responsiveness of the management company. Our group had a wonderful time. Thank you. ##### Sue B. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Flo A. Jan 2, 2023 #### Family Christmas gathering from three different countries Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: A great home with lots of space for a large family of 12-14!Perfectly situated . We enjoyed this home it was delightful. The rental agency were very helpful . We would love to go back if possible! ##### Flo A. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Miranda P., Naples florida Jul 17, 2022 #### Home away from home 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: Even if we live in Naples since 1980, our time away from our home under remodeling was truly lovely, like stepping back to the Naples we used to love so much when chose to come and make it our family home. Charming warm quietly elegant and sophisticated in a true tropical environment, just step from a beautiful slice of sandy beach. Very serene and very well appointed. ##### Miranda P. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### David C. Apr 17, 2022 #### Beautiful in Naples 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: We had a wonderful month at 362 2nd Ave N., which is a beautiful home that comes fully equipped with all that was necessary to enjoy our time in beautiful Naples. The house is perfectly situated on a picturesque, treelined street that is within walking distance to the beach and the 5th avenue shops. We hope to be back soon. ##### David C. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent Mar 3, 2022 #### Awesome month in Naples! 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: We had the perfect location, great amenities at the house and a clean , comfortable place to stay. ### 10/10 Excellent #### Sarilyn S. Oct 17, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Family Life Beautiful house with a great location. My husband and I stayed on the main level. My daughter, her husband and 3 children stayed upstairs with 4 rooms and bath. My son and his wife were in a sweet guest house with a long hallway connected to the main house. The pool was in between the guest house and main house. We had a wonderful family vacation. I suggest you rent bikes while you are here...easy access to everything. Would definitely stay here again! ##### Sarilyn S. Stayed 7 nights in Oct 2021 ### 10/10 Excellent #### Terri G. Jul 31, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Neopolitan Perfection This property was gorgeous and was stocked with everything we needed to enjoy our time there! Carts for the beach with chairs and umbrellas, well stocked kitchen for all kinds of cooking, even a first aid kit and bug spray. Management stayed in touch and tended to all our needs! ##### Terri G. ### 10/10 Excellent #### Metz/Mary Grace H. Jun 26, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Our Week in Paradise We spent a wonderful week at Neapolitan Sky in Naples Fl. The house was exquisite-all was provided, including beach chairs, umbrellas, noodles, and beach floats. The kitchen was stocked with everything needed for a great vacation. The house was perfect in every way. We all enjoyed the pool and the central location of the house, close to all that Naples has-fine restaurants and the incomparable beach. Thank you for a superb vacation. ##### Metz/Mary Grace H. 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