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

Vacation home near Fifth Avenue South in Naples

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

Smart TV, books
Interior
3 bedrooms, desk, soundproofing, iron/ironing board
Outdoor pool, a heated pool
Smart TV, books

Reviews

9.4 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 8167 sq m

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly

Explore the area

View in a map
Naples, FL
  • Place, New Smyrna Beach Municipal Golf Course
    ‪6 min walk‬
  • Place, Ironwood Golf Club
    ‪11 min walk‬
  • Place, Evergreen Golf and Country Club
    ‪11 min walk‬
  • Airport, Fort Myers, FL (RSW-Southwest Florida Intl.)
    ‪45 min drive‬

Room options

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About the area

Naples

East Naples stay.With a stay at this East Naples vacation home, you'll be within half a mile (1 km) of Ironwood Golf Club and 2 miles (3 km) of New Smyrna Beach Municipal Golf Course. Collier Museum at Government Center and Gordon River are also within 2 miles (3 km).
View more Vacation homes in NaplesOpens in a new window

What's nearby

  • New Smyrna Beach Municipal Golf Course - 6 min walk - 0.5 km
  • Ironwood Golf Club - 11 min walk - 0.9 km
  • Evergreen Golf and Country Club - 11 min walk - 0.9 km
  • Sugden Regional Park - 3 min drive - 2.4 km
  • Collier Museum at Government Center - 4 min drive - 2.1 km

Getting around

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

Restaurants

  • ‪Starbucks - ‬3 min drive
  • ‪Dunkin' - ‬4 min drive
  • ‪Mr. Tequila - ‬3 min drive
  • ‪Starbucks - ‬17 min walk
  • ‪Pollo Tropical - ‬4 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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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Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Pool/Spa

  • Heated pool
  • Hot tub
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: WiFi

Parking and transportation

  • Car required
  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathrobes
  • Bathtub
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • Books
  • Smart TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total (up to 50 lbs per pet)

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Wheelchair accessibility
  • Smoking not allowed

Services and conveniences

  • Housekeeping (on request)
  • Iron/ironing board

Location highlights

  • In a village
  • In the city center
  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • On a lake

Things to do

  • Heated pool
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Motor boating 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
  • Deadbolt lock

General

  • Garden
  • Housekeeping (on request)
  • Soundproofing
  • Unit size: 1,800 square feet

Policies

Check-in

Check-in time starts at 4:00 PM

Check-out

Check-out before 11:00 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

Rules

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)

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 2 (weight limit: 50 lbs per pet)
  • Service animals are exempt from fees
  • Note from host: Pets must be approved prior to booking. (fee)

Children and extra beds

  • Children are welcome.
  • Note from host: Note: There are many glass and fragile decorations

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
Guests must contact this property in advance to reserve high chair
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, a first aid kit, and a deadbolt lock
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. 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. Guests must contact this property in advance to reserve high chair. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Property is also known as

Comfortably Chic, Pool Retreat
Comfortably-chic, Pool Home Retreat Naples
Comfortably-chic, Pool Home Retreat Private vacation home
Comfortably-chic, Pool Home Retreat Private vacation home Naples

Frequently asked questions

How close is Comfortably-Chic, Pool Home Retreat, Old Naples, Beaches, Shops & Restaurant to the airport?

This vacation home is 33.3 mi (39-min drive) away from the Southwest Florida Intl. Airport (RSW) airport, the closest popular airport to the property.

Does Comfortably-Chic, Pool Home Retreat, Old Naples, Beaches, Shops & Restaurant have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Comfortably-Chic, Pool Home Retreat, Old Naples, Beaches, Shops & Restaurant to the beach?

This vacation home is 4.8 mi (9-min drive) from Naples Beach and 9.7 mi (16-min drive) from Vanderbilt Beach. Don't forget your sunscreen!

Does Comfortably-Chic, Pool Home Retreat, Old Naples, Beaches, Shops & Restaurant offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Comfortably-Chic, Pool Home Retreat, Old Naples, Beaches, Shops & Restaurant?

No, there is no casino at this vacation home.

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

Check-in begins at 4:00 PM.

Is there free parking at Comfortably-Chic, Pool Home Retreat, Old Naples, Beaches, Shops & Restaurant?

Free parking is not available at this vacation home.

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

This vacation home features an outdoor pool.

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

There are no spa services available at this vacation home.

How close is Comfortably-Chic, Pool Home Retreat, Old Naples, Beaches, Shops & Restaurant to downtown Naples?

This vacation home is 2.8 mi away from Naples.

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

Reviews

9.4

Exceptional

Rating 10 - Excellent. 39 out of 49 reviews
Rating 8 - Good. 7 out of 49 reviews
Rating 6 - Okay. 1 out of 49 reviews
Rating 4 - Poor. 1 out of 49 reviews
Rating 2 - Terrible. 1 out of 49 reviews

9.2/10

Cleanliness

Reviews

Verified

10/10 Excellent

Jessica D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great play to stay for our family of 5. Would stay again in the future.
Stayed 4 nights in Mar 2026
Verified

10/10 Excellent

Renae B.

Liked: Cleanliness, check-in, communication, listing accuracy
It was very nice
Stayed 5 nights in Mar 2026
Verified

10/10 Excellent

Julie C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was good.
Stayed 7 nights in Mar 2026
Verified

10/10 Excellent

Cathy O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Pool was amazing. Alan was very responsive. Very comfortable home. Good location.
Stayed 8 nights in Mar 2026
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

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

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

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

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

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

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

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

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

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

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

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

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