Naples. Private Pool. 5BR/3BA. Resort Style Living. Winding Cypress

Photo gallery for Naples. Private Pool. 5BR/3BA. Resort Style Living. Winding Cypress

A clear blue pool with lounge chairs and umbrellas, surrounded by palm trees and a building with a sloped roof.
A modern kitchen with a central island, stainless steel appliances, pendant lighting, and a living area with a sofa and television.
An open-plan living space with a kitchen, dining area, and a ceiling fan.
A modern kitchen with granite countertops, a dishwasher, and a dining area with a table and chairs.
An outdoor dining area with multiple tables and chairs, a bar, and ceiling fans.

Reviews

10 out of 10
Exceptional

Highlights

  • Games
    A rare find - enjoy a variety of games available on-site.

Popular amenities

  • Hot tub on site
  • Deck or patio
  • Private pool
  • Barbecue grill
  • On-site fitness centre
  • Air-conditioning

Explore the area

View in a map
Naples, FL
  • Place, Rookery Bay Reserve Lands
    ‪9 min drive‬
  • Place, Flamingo Island Course - Lely Resort
    ‪13 min drive‬
  • Place, Mustang Course - Lely Resort
    ‪13 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Queen Bed

Bedroom 5

1 Queen Bed

Master

1 King Bed

3 bathrooms

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Bathtub or shower · Toilet

Master

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Garden
Dining area

Add dates for prices

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9.4 out of 10, Exceptional, (93 reviews)
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About the area

Naples

Located in Naples, this holiday home is on the waterfront. Shoppers can check out Fifth Avenue South, while everyone can enjoy the natural beauty of Naples Beach and Tigertail Beach. Looking to enjoy an event or a game while in town? See what's going on at Swamp Buggy Races, or consider a night out at New Hope Ministries. Discover the area's water adventures with snorkelling, water tubing and parasailing nearby, or enjoy the great outdoors with hiking/biking trails.
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Map
Naples, FL

What's nearby

  • Rookery Bay Reserve Lands - 9 min drive - 6.5 km
  • Flamingo Island Course - Lely Resort - 13 min drive - 7.8 km
  • Naples Outlet Center - 13 min drive - 10.1 km
  • Swamp Buggy Races - 13 min drive - 9.1 km
  • Mustang Course - Lely Resort - 13 min drive - 8.1 km

Getting around

  • Fort Myers, FL (RSW-Southwest Florida Intl.) - 47 min drive

Restaurants

  • ‪Circle K - ‬12 min drive
  • ‪McDonald's - ‬11 min drive
  • ‪Miller's Ale House - ‬10 min drive
  • ‪Texas Roadhouse - ‬10 min drive
  • ‪Dunkin' - ‬10 min drive

Frequently asked questions

Does Naples. Private Pool. 5BR/3BA. Resort Style Living. Winding Cypress have a pool?

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

How much does it cost to stay at Naples. Private Pool. 5BR/3BA. Resort Style Living. Winding Cypress?

As of 2 Nov 2026, prices found for a 1-night stay for 2 adults at Naples. Private Pool. 5BR/3BA. Resort Style Living. Winding Cypress on 3 Nov 2026 start from £11,557, 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 Naples. Private Pool. 5BR/3BA. Resort Style Living. Winding Cypress pet-friendly?

No, pets are not allowed at this property.

How much is parking at Naples. Private Pool. 5BR/3BA. Resort Style Living. Winding Cypress?

On-site parking is available at the property.

What time is check-in at Naples. Private Pool. 5BR/3BA. Resort Style Living. Winding Cypress?

Check-in begins at 4:00 PM.

What time is check-out at Naples. Private Pool. 5BR/3BA. Resort Style Living. Winding Cypress?

Checkout is at 10:00 AM.

Where is Naples. Private Pool. 5BR/3BA. Resort Style Living. Winding Cypress located?

Situated on the waterfront, this holiday home is 2.9 mi (4.7 km) from Naples Outlet Center and within 6 miles (10 km) of Flamingo Island Course - Lely Resort and Physicians Regional - Collier Blvd. Rookery Bay Environmental Learning Center and Eagle Lakes Community Park are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 7 out of 7 reviews
Rating 8 - Good. 0 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

10/10

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

Perfect family vacation property

We enjoyed every moment in this well appointed home and look forward to spending time there again Amber was always available to answer any questions and made our stay absolutely perfection
Stayed 30 nights in Mar 2023
Verified review

10/10 Excellent

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

Amazing family vacation Summer 2021

Our family has been vacationing in Naples for the last 5 years and keep falling in love with this town every time we go. Due to the pandemic we did not make it summer 2020 but were very fortunate to make summer 2021 and even luckier to have found this wonderful home for our vacation. From the moment we decided to book until the day we left Amber our host was just a call away to help us with any issues we had during our stay. This home met our expectations far beyond, we are glad to have chosen it and hope to return next year. Thank you Amber for all your help!! Looking forward to staying at your home again :)
Stayed 30 nights in Jul 2021
Response from VrboOwner on 13 Sept 2021
We are so happy you enjoyed your stay! Thank you for choosing our home! We look forward to having you again :)
Verified review

10/10 Excellent

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

What a beautiful spot. Didn’t want to leave. Amber doesn’t miss a thing. Super clean, just as photo.

Felt like I was staying at a spa retreat.
Stayed 30 nights in Mar 2022
Verified review

10/10 Excellent

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

Family Friendly Get Away in Spacious Naples Home

We have rented numerous properties in the Naples/Marco area over the last five years (Isles of Collier Preserve, Lely Resort area, Marco Island Beach) and this was by far our favorite spring get away spot from Minnesota. The five bedroom home was an ideal option for us with my son's family/grandchildren visiting and later on my brother and his wife. The set up with the master bedroom separated from the other bedrooms gave space for everyone to enjoy all the amenities of the home along with some personal space. When my son visited they chose the downstairs bedroom with their four year old in his own bedroom and there one year old (who went down early and took naps) in the bunk/bed room. My brother and his wife chose the spacious upstairs bedroom area during their visit. The outdoor pool and hot tub area offered lots of room for everyone and the view from the pool over the backyard preserve area offered lots of bird and occasional deer sightings. The outdoor alcove with recently added kitchen/refrigerator offered a perfect spot for grilling and outdoor dinners. Amber was a gracious host who checked in regularly with us and made the check-in and check out process very simple. When visiting you will want to access the community pool and other amenities that the community has to offer. Thanks again Amber for opening your Florida home to us. We can't wait to come back. Tim & Sugi O'Neil
Stayed 30 nights in Jan 2022
Verified review

10/10 Excellent

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

Great time in a beautiful home

We had an amazing time staying at this beautiful home! Our kids joined us for two weeks and had a blast! Plenty of room for all! Amber was right on everything that we had questions about! She was the perfect host!
Stayed 56 nights in Dec 2021
Verified review

10/10 Excellent

Tropical Paradise

So sad! Our month's stay is over and we must return home. Very well stocked with essentials (toilet paper, paper towels, spices, laundry and cleaning supplies, hand soap). Kitchen has a gas stove and wonderful Calphalon pans. The lanai has a wonderful heated salt water pool and hot tub. The pool cage was damaged by the hurricane but was fixed while we were there. The resort itself has a beautiful club house and the pool and bar/restaurant area made you feel like you were at a tropical resort. It was very easy to contact the owners (particularly Amber). All communications were answered very quickly. We would not hesitate to rent from them again.
Stayed 28 nights in Feb 2018
Response from VrboOwner on 3 Apr 2020
Thanks so much for the great review Barbara! We are happy to hear you loved our home and all the "resort" amenities as much as we do. We'd love to have you back.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 31 nights in Mar 2024
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