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Comfortably-Chic, Pool Home Retreat, Old Naples, Beaches, Shops & Restaurant

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(Please note: Open area for lawn games, etc. - playset no longer installed)
Interior
Living area
Living area
Living area

Reviews

9.6 out of 10, Loved by Guests
Top 10% of guest reviews in this area
3 bedrooms2 bathroomsSleeps 8167.2 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly

Rooms & beds

3 bedrooms (sleeps 8)

Guest Bedroom #2

1 Queen Bed

Guest Bedroom #3

2 Single Beds

Hotel-Style Rollaway Beds

2 Single Beds

Master

1 King Bed

2 bathrooms

Bathroom 1

Bathtub · Toilet

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Garden
Dining area

About this property

Comfortably-Chic, Pool Home Retreat, Old Naples, Beaches, Shops & Restaurant

Classy, casual-chic pool home in a gorgeous Naples community close to 5th Ave, 3rd St., shopping, Old Naples fine dining, & the famous Naples beaches - all just a short drive (or bike ride) away!

You'll immediately relax upon entering this spacious, light-filled vacation pool home w/ spectacular designer details throughout.

Active guests have several tennis and golf options available nearby, and many will enjoy the free bicycles in order to take advantage of exploring the nearby sites while also taking full advantage of the gorgeous weather! Four (4) ultra HD Flat-screen TV’s, Ultra HD Netflix, and high-speed Wi-Fi are all included!

HEATED POOL! -- The sun-drenched pool deck offers multiple lounge areas (even 2 covered seating areas!), a BBQ grill, & relaxing views of the landscaped greenery in the private yard & play areas (a place for adults and kids). Please note: The swingset visible in some photos has been REMOVED.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
Note: There are many glass and fragile decorations
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Events

No events allowed
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Pets

Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)
Pets must be approved prior to booking. (fee)
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Smoking

Smoking is not permitted
Garage parking provided for two cars, driveway parking for additional two cars - No street parking
No additional guests or visitors are permitted without prior written permission of the host. (Security deposit at risk without host permission)

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
Guests must contact this property in advance to reserve high chair
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

We should mention

A car is required for transport to and from this property

About the area

Naples

Located on a lake, this holiday home is in East Naples, a neighbourhood 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. Discover the area's water adventures with scuba diving, snorkelling and power boating nearby, or enjoy the great outdoors with cycling.
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Map
Naples, FL

What's nearby

  • New Smyrna Beach Municipal Golf Course - 6 min walk - 0.5 km
  • Evergreen Golf and Country Club - 11 min walk - 0.9 km
  • Ironwood Golf Club - 11 min walk - 0.9 km
  • Ocean Hammock Golf Club - 17 min walk - 1.4 km
  • Collier Museum at Government Center - 18 min walk - 1.5 km

Getting around

  • Fort Myers, FL (RSW-Southwest Florida Intl.) - 39 min drive

Restaurants

  • ‪Starbucks - ‬4 min drive
  • ‪Sonic Drive-In - ‬4 min drive
  • ‪Dunkin' - ‬4 min drive
  • ‪Tokyo Sushi - ‬4 min drive
  • ‪Tacos & Tequila Cantina - ‬16 min walk

Frequently asked questions

Does Comfortably-Chic, Pool Home Retreat, Old Naples, Beaches, Shops & Restaurant have a pool?

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

How much does it cost to stay at Comfortably-Chic, Pool Home Retreat, Old Naples, Beaches, Shops & Restaurant?

As of 20 March 2026, prices found for a 1-night stay for 2 adults at Comfortably-Chic, Pool Home Retreat, Old Naples, Beaches, Shops & Restaurant on 10 April 2026 start from NZ$575, 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 Comfortably-Chic, Pool Home Retreat, Old Naples, Beaches, Shops & Restaurant pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 23 kg per pet.

How much is parking at Comfortably-Chic, Pool Home Retreat, Old Naples, Beaches, Shops & Restaurant?

On-site parking is available at the property.

What time is check-in at Comfortably-Chic, Pool Home Retreat, Old Naples, Beaches, Shops & Restaurant?

Check-in begins at 4:00 PM.

What time is check-out at Comfortably-Chic, Pool Home Retreat, Old Naples, Beaches, Shops & Restaurant?

Checkout is at 11:00 AM.

Where is Comfortably-Chic, Pool Home Retreat, Old Naples, Beaches, Shops & Restaurant located?

Located in East Naples, this holiday home is within 2 miles (3 km) of Evergreen Golf and Country Club, New Smyrna Beach Municipal Golf Course and Collier Museum at Government Center. Ocean Hammock Golf Club and Gordon River are also within 2 miles (3 km).

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 35 out of 44 reviews
Rating 8 - Good. 7 out of 44 reviews
Rating 6 - Okay. 1 out of 44 reviews
Rating 4 - Poor. 1 out of 44 reviews
Rating 2 - Terrible. 0 out of 44 reviews

9.4/10

Cleanliness

9.8/10

Check-in

9.8/10

Communication

9.6/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Amy C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved our stay at the Sea Pearl! We enjoyed Christmas sitting out by the pool, relaxing in the hot tub and grilling in the evening. The location is close to beautiful public beaches and even closer to nice restaurants and grocery stores. The host provided ample amenities for the beach as well as the pool. His communication with excellent and the atmosphere/house was well equipped and very welcoming. Thank you for a lovely Christmas vacation!
Stayed 7 nights in Dec 2025
Verified

10/10 Excellent

Robert M.

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

Fourth of July, freedom and family fun!

We had an amazing time in at the Sea Pearl in Naples!
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Tim B.

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

Family vacation

Everything was as advertised. Great house, great location!
Stayed 7 nights in Apr 2025
Verified

8/10 Good

Al K.

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

Great location

Super location to old naples and beaches. Pool was great,!
Stayed 10 nights in Mar 2021
Verified

10/10 Excellent

Randy D.

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

We had a great stay at this rental .

Alan and Manuel the host were very accommodating. Great place to stay . Randy and Peggy
Stayed 9 nights in Apr 2023
Verified

10/10 Excellent

Kathryn G.

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

Perfect!

This was a great place for a getaway. I’d love to visit again.
Stayed 4 nights in Jan 2023
Verified

8/10 Good

Sonya C.

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

Wedding getaway

House was perfect for the amount of people. Very clean in a nice neighborhood. Did not like the idea of carpet in the master bedroom.
Stayed 3 nights in Mar 2025
Verified

10/10 Excellent

Sarah M.

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

Relaxing

Really clean well kept neighborhood. Very clean and comfortable home, we had a very relaxing time and would book again.
Stayed 8 nights in Apr 2024
Verified

10/10 Excellent

Christopher P.

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

Naples Trip

The host was very responsive. We had a great time.
Stayed 21 nights in Feb 2022
Verified

10/10 Excellent

Marile R.

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

Awesome Naples weekend

We had such a great time. The house was very conveniently located 3 minutes away from Publix, about 10 minutes driving from the beach and 5th ave. We loved the house decor, and the space was perfect for our family weekend. We’d definitely recommend as well as book again!
Stayed 3 nights in May 2023
Verified

10/10 Excellent

Josh L.

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

Wonderful home

Was a great home for our family vacation in Naples. Pool is large and warm. House is decorated nicely. Owners were very helpful with reminders and check in. Overall great experience and would definitely rent again.
Stayed 4 nights in Apr 2023
Verified

8/10 Good

Logan R.

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

Great place for family in Naples

Had an amazg stay at this property. kids loved the pool and the back yard felt very private. The hot tub was dirty and needed to be drained. (mostly the pool maintenance companys fault) other than that, communication with property manager was great. had everything we needed during our stay. would definitely recommend.
Stayed 8 nights in Mar 2024
Verified

10/10 Excellent

Tim M.

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

Relaxing Stay

Was great for our family. My oldest likes to fish and there were many options in the neighborhood. The pool and hot tub made it easy for us to relax at home and avoid the crowds of spring break. The house was stocked and enough room for us to spread out if we needed to. Having Publix, Starbucks, couple of restaurants and an ice cream shop a few min away was great. Will definitely look to come back.
Stayed 8 nights in Mar 2024
Verified

10/10 Excellent

Melissa G.

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

One of the best VRBO's we have ever stayed at

First, the communication with the owner was superb!! Check in was seamless, lock was easy. The owner checked in more than once over the trip, kind and attentive. The house is perfectly comfortable, clean and easy to function in. The rooms are spacious, the kitchen is well equipped and centrally located in the house. The pool is perfect, not huge but not too small. Warm, clean and such great outside seating. We enjoyed just hanging out at the house but were also thrilled with the location that was easy to get to restaurants and day trips like the beach and the Botanical Gardens and Zoo. I was very, very impressed with this house, great find in a great place!!
Stayed 4 nights in Mar 2025
Verified

10/10 Excellent

Aleta H.

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

Great family spot!

Quiet, safe and convenient neighborhood spot for a family visiting East Naples. Plenty of space to spread out, very clean and all the necessities you would ever need in a rental home. Beds, bedding and towels were all comfy! Grocery store, restaurants, Starbucks all around the corner. Alan was so easy to work with and communicated in a timely manner every time. The pool area is fun with plenty of shade and the hot tub is such a bonus. We hope to visit again!
Stayed 5 nights in Mar 2023
Verified

10/10 Excellent

Nicky H.

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

Holiday break in Naples

We stayed as a family of 4 with our dog after Christmas and through the New Year. It's a great little quiet neighborhood, but yet only about a 10-12 minute drive to downtown/5th Avenue. The home provided adequate features and the outdoor pool area was great with landscaping that made for a private enjoyable stay. There was ample dining and lounging areas throughout the indoor and outdoor areas- room for many more than just us. We will be sure to consider this property if staying in Naples again, or any of Alan's other properties in FL and elsewhere.
Stayed 12 nights in Dec 2022
Verified

10/10 Excellent

Erica D.

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

Perfect Girls Getaway

Wonderful, tastefully decorated, clean home in a beautiful, convenient location. We rented this property for a girls trip. Just 5 ladies taking a break from work and our wonderful families. We spent most days in the pool and lounging outside, followed by evenings downtown for amazing cuisine & adult beverages. We also enjoyed the hot tub after our excursions. Alan was a gracious host and we plan on visiting again. I highly recommend this property. Thank you, Alan!
Stayed 4 nights in Sep 2022
Verified

10/10 Excellent

Martin F.

A beautifully decorated property in a great location that was loved by all of us

We really enjoyed our stay at Alan’s property. It was tastefully decorated, bright and airy. The bed and towels were lovely, and the house was well stocked with essentials. Modern TVs throughout, comfortable couch and great WiFi were added bonus. The house has a great sized pool out back and a comfortable lanai with plenty of seating and shade if needed. The house is near a Publix grocery store and is a cheap Uber’s ride to downtown Naples. Alan was very responsive and accommodating. We will be back.
Stayed 4 nights in Nov 2018
Verified

4/10 Poor

Michael Z.

Liked: Cleanliness, check-in, location
Disliked: Communication

FAIL

Owner failed to do what was promised. It took 4 days for him to heat the pool to normal temps after continual lies the owner failed to help us when his internet went out. It took 4 days to get that issue resloved. We had bugs all Over the home, when notifying the owner he says” shut the doors” we have proof and pictures of the home covered of bugs upon our arrival. Owner was easy to ask me to take his trash out but terrible about getting with ne to have a comfortable stay. His home Was Ok He was a terrible host and Has really damaged my view or VRBO. Would NOT rent from this slumlord
Stayed 8 nights in Jan 2023
Verified

6/10 Okay

Karla K.

Liked: Check-in, communication, listing accuracy
Disliked: Cleanliness

Not as expected

Unfortunately, I booked an entire week and we were unable to stay at the property. I am extremely allergic to cats, and upon entering the property, there was an extremely foul odor and my eyes were itchy and watery. I immediately contacted Alan and got no call back. I had to use email to communicate. Unfortunately, he required me to contact VRBO instead of handling it on my behalf. He claims that he doesn't allow cats, but does allow pets and this was my fault. Further, he firmly held on the cancellation policy and refused to try and accommodate a refund, even though I offered to cover all VRBO and credit card fees. I would only recommend this property if in fact you are very comfortable with any animal odor. I am a regular renter and have an extremely high rating, and felt that he could have been more accommodating.
Stayed 1 night in Jan 2021
Verified

10/10 Excellent

Cheryl L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Washer/dryer needs updated due to off balance of washer and time it takes to dry clothes. Other than that a great stay.
Stayed 7 nights in Jan 2026
Verified

10/10 Excellent

Holly H.

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

Delightful get away

This home is perfect for a couple, a girls weekend, or a family. It is decorated beautifully, location is perfect, very quiet neighborhood, and pool is great! We had a very nice stay! Miss being there already!
Stayed 14 nights in Mar 2022
Verified

10/10 Excellent

Kristin M.

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

Clean and Homey

Property and neighborhood were both great. We picked it because it was close to some family that lives in the area. The house definitely exceeded our expectations though. There was plenty of room and we felt at home there. Would definitely rent the house again!
Stayed 3 nights in Nov 2021
Verified

10/10 Excellent

John N.

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

Great stay in Naples

This property was perfect for our group of 3 couples to reconnect and relax by the heated pool, soak in the hot tub and occasionally do some remote work. The house had a cool mid-century modern Florida vibe and had everything we needed. It was located a few miles from downtown Naples and several beaches. We would definitely stay here again!
Stayed 7 nights in Nov 2021
Verified

10/10 Excellent

Kimberly K.

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

Best long weekend ever

We had an amzing time at this property - everything was beautiful just like the photos. The owner's are very detailed and had everything available there for your stay - everything was clean and location was perfect. We will be back again one day and have several friends already wanting the information for this location
Stayed 3 nights in Sep 2021

About the host

Hosted by Alan Dalton

Host profile image
Hi, I'm a retired military pilot, real estate agent team leader, and court mediator. I own vacation rental properties (most of which I also use/stay in on a regular basis in my travels) in Washington DC, Miami and Naples, FL. My partner and I pride ourselves on top notch customer service, responsiveness, and striving for a 'wow' factor experience for our guests!

Why they chose this property

This is a really stunning, yet casual, property that has been painstakingly decorated to help achieve a comfortably chic vacation experience that makes you feel at home the minute you arrive! The cool beach toned blues and greens, along with some subtle earth tones really set the mood for a great relaxing Naples vacation!

What makes this property unique

We offer two free bikes for our guests, beautiful exterior landscaping and lighting for wonderful poolside evenings of relaxing or enjoying the outdoors with family and friends. We have a dining al fresco area, covered seating areas and the pool even has an in-pool seating bench!

Languages:

English, Spanish

Premier Host

They consistently provide great experiences for their guests
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