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NEAPOLITAN SKY - Key West Style Home in Olde Naples

Photo gallery for NEAPOLITAN SKY - Key West Style Home in Olde Naples

A two-story house with a green metal roof, a front porch, and a driveway leading to the entrance.
A pool area with a clear blue pool, white lounge chairs, and a two-story building with yellow siding and a balcony.
A spacious living room with a large sofa, a coffee table, and a dining area with chairs and a table.
A swimming pool with a brick deck, lounge chairs, and palm trees in the background.
A covered outdoor seating area with wicker furniture, a fire feature, and string lights.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Firepit available
    One of the few properties with a dedicated outdoor firepit.
  • Discover nearby landmarks
    Walk to Naples Beach

Popular amenities

  • Balcony or patio
  • Private pool
  • Kitchenette
  • Gas grill
  • Air conditioning
  • Pet-friendly

Explore the area

View in a map
Naples, FL
  • Place, Naples Beach
    ‪6 min walk‬
  • Place, Fifth Avenue South
    ‪11 min walk‬
  • Place, Tin City
    ‪4 min drive‬
  • Airport, Fort Myers, FL (RSW-Southwest Florida Intl.)
    ‪49 min drive‬

Rooms & beds

6 bedrooms (sleeps 12)

Guest Bedroom #1

2 Twin Beds

Guest Bedroom #2

1 King Bed

Guest Bedroom #3

1 King Bed

Guest Bedroom #4

1 Queen Bed

Guest Suite

1 King Bed

Primary Suite

1 King Bed

6 bathrooms

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Bathroom 4

Bathtub or shower · Toilet · Shower only

Bathroom 5

Toilet · Shower only

Bathroom 6

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Kitchenette
Garden
Dining area

Add dates for prices

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About the neighborhood

Naples

Located near the beach, this vacation home is in Old Naples, a neighborhood in Naples. While the natural beauty of Naples Beach and Vanderbilt Beach can be enjoyed by anyone, those looking for an activity can check out Tiburon Golf Club. Looking to enjoy an event or a game while in town? See what's happening at USOP National Pickleball Center or Swamp Buggy Races. Discover the area's water adventures with scuba diving, snorkeling, and parasailing nearby, or enjoy the great outdoors with cycling.
View more Vacation Homes in NaplesOpens in a new window
Map
Naples, FL

What's nearby

  • Naples Beach - 6 min walk - 0.5 km
  • Fifth Avenue South - 11 min walk - 0.9 km
  • Cambier Park - 15 min walk - 1.3 km
  • Tin City - 4 min drive - 2.0 km
  • Naples Pier - 5 min drive - 2.7 km

Getting around

  • Southwest Florida Intl. Airport (RSW) - 39 min drive

Restaurants

  • ‪5th avenue coffee company - ‬14 min walk
  • ‪Dunkin' - ‬12 min walk
  • ‪Del Mar - ‬13 min walk
  • ‪Osteria Tulia - ‬12 min walk
  • ‪Turco Taco - ‬13 min walk

Frequently asked questions

Does NEAPOLITAN SKY - Key West Style Home in Olde Naples have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at NEAPOLITAN SKY - Key West Style Home in Olde Naples?

As of Nov 8, 2026, prices found for a 1-night stay for 2 adults at NEAPOLITAN SKY - Key West Style Home in Olde Naples on Dec 31, 2026 start from $1,920, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is NEAPOLITAN SKY - Key West Style Home in Olde Naples pet-friendly?

Yes, pets are allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at NEAPOLITAN SKY - Key West Style Home in Olde Naples?

Check-in begins at 3:00 PM.

What time is check-out at NEAPOLITAN SKY - Key West Style Home in Olde Naples?

Check-out is at 10:00 AM.

Where is NEAPOLITAN SKY - Key West Style Home in Olde Naples located?

Located in Old Naples, this vacation home is within a 15-minute walk of Naples Beach and Fifth Avenue South. NCH Baker Hospital and Cambier Park are also within 1 mi (2 km).

Reviews

9.8

Exceptional

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

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

From a partner site

8/10 Good

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.
Response from VrboOwner on May 12, 2022
Thank you for the feedback, Sue! As noted in our welcome materials, all rentals, regardless of length of stay are equipped with only a startup supply of household paper products soaps - it is not intended the last the duration of the rental period. The reason is that our housekeeping and inspection crews can't restock large quantities of supplies like that between all rentals - they don't have room in their vehicles to carry it all around. That is fairly common practice with most home rentals! We are very grateful for the feedback on the bedding and pillows and the homeowners have authorized us to change all of that out, so we will be doing so at the end of this month (Jan 2022). We're glad you had a good experience overall and would welcome you and your guests back to see some of the other improvements made this month! New patio furniture, another TV, and more! It is the goal of the owners of Neapolitan Sky to continue to improve the house to make it a beautiful and comfortable place for guests - so thanks again for your feedback!
From a partner site

10/10 Excellent

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!
From a partner site

10/10 Excellent

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.
From a partner site

10/10 Excellent

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.
From a partner site

10/10 Excellent

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.
Verified review

10/10 Excellent

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!
Stayed 7 nights in Oct 2021
Verified review

10/10 Excellent

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!
Verified review

10/10 Excellent

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.
Stayed 7 nights in Jun 2021
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