Best of the Best

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Condo

Living area with new leather Love Seat and Sofa

Our Winterpark pool, the largest in Naples!

Overview
Amenities
Policies
Location
Host

Exceptional

2 bedrooms2 bathroomsSleeps 4116.1 sq m

Popular amenities

Parking available
Dryer
Hot tub
Washer
Air conditioning

Explore the area

Naples, FL

Fifth Avenue South
‪3 min drive‬
Tin City
‪5 min drive‬
Naples Beach
‪10 min drive‬
Naples, FL (APF-Naples Municipal)
‪4 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

2 Single Beds

2 bathrooms

Bathroom 1

Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 2

Bathtub or shower · Toilet · Jetted bathtub

Spaces

Deck or patio

Porch or lanai

Kitchen

Separate dining area

Dining area

About this property

Beautiful ground floor 2 bedroom and 2 bath condo close to the largest pool in Naples, pickle ball courts, tennis courts, and bocci . Lovely tile floor in the kitchen, dining room, bathrooms and new Bamboo hardwood floors elsewhere. Kitchen bar to sit at for your breakfast and 2 TVs with cable. Winterpark in the high season offers many activities such as yoga, water aerobics, bingo nights, pool parties, cards etc. It is a highly sought after community for buyers and renters.

Since 2020 all new Hurricane impact windows and doors have been installed!! They look beautiful. We've also replaced all appliances. During our most recent stay in 2024 we installed a new shower and vanity in the Primary Bedroom bathroom.

Winterpark is the perfect vacation community. Everyone is very friendly; you can bike throughout the exceptionally well-maintained complex; it is lavishly filled with palm trees and vegetation.

Park right at the door and enter the condo through the screened Lanai where you can enjoy your morning coffee and paper or an evening cocktail with your beloved. Enjoy the new ceiling fan and light for evenings on the lanai.

Close by is shopping on trendy 5th Ave, restaurants, Naples Botanical Gardens, the Naples Zoo, the Everglades for exciting airboat rides, the Gulf coast beaches and the Naples Pier (5 miles away) for watching the sunset. The Publix grocery store and Starbucks are within walking distance and we provide a pull grocery cart for you.

This is the perfect vacation get away and our condo is the perfect place to relax after a day at the pool or a day exploring this rich and welcoming community with sandy beaches and great sunsets. Fill up the Jacuzzi tub and soak for the ultimate in relaxation! Once you've been to Winterpark and Naples you'll want to return again and again as so many do!

Keywords: vacation condo, resort, naples condo, condo with pool,

Property manager

Lori

Premier Host

Languages

English

Add dates for prices

Amenities

Pool

Hot tub

Kitchen

Washer

Dryer

Free WiFi

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Pool
Kitchen
Washer
Dryer

House Rules

Check in after 4:00 PM

Minimum age to rent: 25

Check out before 11:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets 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

On-site parties or group events are strictly prohibited

Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip

Host has indicated that there is a smoke detector on the property

Safety features at this property include a deadlock

We should mention

This property does not have any lifts

A car is required for transport to and from this property

About the area

Naples

Located on the waterfront, this condo is in East Naples, a neighbourhood in Naples. The area's natural beauty can be seen at Naples Beach and Vanderbilt Beach, while Naples Pier and Naples Zoo at Caribbean Gardens are popular area attractions. Rookery Bay Environmental Learning Center and Sun N Fun Lagoon are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with hiking and cycling.

Naples, FL

What's nearby

Fifth Avenue South - 3 min drive - 3.2 km
Tin City - 5 min drive - 4.7 km
Naples Pier - 7 min drive - 6.7 km
Naples Zoo at Caribbean Gardens - 8 min drive - 7.2 km
Naples Beach - 10 min drive - 6.8 km

Getting around

Fort Myers, FL (RSW-Southwest Florida Intl.) - 38 min drive

Restaurants

‪McDonald's - ‬4 min drive
‪Midnight Tavern - ‬2 min drive
‪Starbucks - ‬3 min drive
‪Alice Sweetwater's Bar & Grille - ‬19 min walk
‪Wendy's - ‬4 min drive

Frequently asked questions

Does Best of the Best have a pool?

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

Is Best of the Best pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Best of the Best?

Check-in begins at 4:00 PM.

What time is check-out at Best of the Best?

Checkout is at 11:00 AM.

Where is Best of the Best located?

Located in East Naples, this condo building is within a 10-minute walk of Ironwood Golf Club and Evergreen Golf and Country Club. New Smyrna Beach Municipal Golf Course and Collier Museum at Government Center are also within 1 mile (2 km).

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.6/10

Location

10/10

Listing accuracy

10/10 Excellent

John F.

4 Nov 2024

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

Home away from home

We love staying here and look forward to coming back. Location is perfect for all our needs and wants. Thank you Lori for having us back.

Stayed 30 nights in Oct 2024

8/10 Good

claudia f.

1 Sept 2024

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

Great holiday!

The condo is located in a very nice community. We could enjoy ourselves in spite of the terribly hot weather. It was our first time in Florida in the summer and we were really shocked at the heat. The air conditioning in the condo was a blessing. We had some little issues with the internet and a shower head but Lori was always there to help us solve them. The property is as advertised and it has everything you need for a comfortable stay. Our only regret, which is more to do with Naples than the condo itself, was that most of the beach parkings are reserved for residents only, and in the few streets that will allow visitor parking, you must pay U$5 per hour. We didn´t mind that much because we just went to the beach a couple of times as it was so hot, we preferred to enjoy the swimming pool, which was awesome! We would definitely stay again!

Stayed 30 nights in Aug 2024

10/10 Excellent

Kathy M.

14 Aug 2024

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

Cozy Florida vacation

Everything about our stay was wonderful! The instructions and communication prior to arrival were complete and clear. The property was clean, stocked with basic necessities and Lori went above and beyond… we left a review in her guest book because she had blessed us so much, as a family needing some time away- just what we needed! Definitely recommend. Thanks, Lori!

Stayed 31 nights in Jul 2024

10/10 Excellent

Frank v.

2 June 2024

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

Condo Winterpark

Deze condo is heel schoon en ruim en heeft alles wat je maar nodig hebt. Goede bedden en badkamers. In de keuken is ook alles aanwezig. Wij komen zeer zeker terug.

Stayed 30 nights in May 2024

10/10 Excellent

John F.

2 May 2024

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

Sad to leave

The unit lived up to its pictured presentation. For me and my wife, it was perfect in every way. Location to shops, restaurants and beaches was very convenient. The Hostess Lori is so easy and pleasant to communicate with. It made us sad to leave. Looking forward to coming back. Thank you Lori for sharing your lovely home in Naples with us.

Stayed 29 nights in Apr 2024

10/10 Excellent

Robert D.

17 Jan 2024

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

Spacious

Great condo for 2-4 people. Great pool area, wish weather would have been warmer. Would stay here again.

Stayed 31 nights in Dec 2023

10/10 Excellent

merle g.

30 Nov 2023

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

Just like home

We like the area and we liked the unit. Everything was provided . Host Lori was pleasant to deal with.

Stayed 29 nights in Nov 2023

10/10 Excellent

Nicole C.

16 Aug 2023

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

House Renovations

Stayed at this property while my house is renovated after being damaged during hurricane Ian. I have not one negative thing to say. In fact, I could live here the rest of my life. Love it!!

Stayed 60 nights in Jun 2023

10/10 Excellent

Dominick A.

4 June 2023

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

Lori

Interior Condo was was beautifully decorated only con was the Lanai faced the parking lot. Thank you Lori

Stayed 30 nights in May 2023

10/10 Excellent

Barb C.

30 Apr 2023

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

Very comfortable accommodations. Just like home

Great central area once we figured the area. Our usual stay was in Bonita beach which we loved. This was pretty close to it.

Stayed 29 nights in Apr 2023

10/10 Excellent

Jan E.

2 Jan 2023

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

December in Naples

Convenient and spacious

Stayed 31 nights in Dec 2022

10/10 Excellent

Carolyn S.

4 Dec 2022

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

A Naples Retreat in Winter Park

Spacious and comfortable clean rooms. Convenient to shopping, beach, & the famous 5th Ave of Restaurant Row. Well equipped condo with all the essentials. Relaxing resort style outdoor pool.

Stayed 29 nights in Nov 2022

8/10 Good

Timothy D.

7 July 2022

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

Relaxing Vacation

Perfect for a family vacation...pool was amazing and close to everything.

Stayed 30 nights in Jun 2022

10/10 Excellent

Samantha E., Bristol UK

10 June 2022

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

Fabulous Property and Location

I stayed here 2 months and honestly, this condo is wonderful; beautifully equipped and furnished (the photos really don’t do it justice). I found it very quiet and spent many evenings reading on the lanai. The pool is huge and heated and whilst there were always people to chat to, it was never crowded. Location is ideal, 5 minute drive from downtown with a supermarket and pharmacy minutes away. I hardly drove whilst there and used the bikes provided to get around, it was so easy. The host was great to deal with and without doubt I would stay here again.

Stayed 63 nights in Apr 2022

10/10 Excellent

Kimberly P.

14 Nov 2021

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

Great stay!

Lori is an awesome host! Great communication and is quick to respond to her guests. The condo is clean, well stocked with just about anything you could need for vacation, and in an excellent location in Naples. We would love to stay here again in the future!

Stayed 214 nights in Apr 2021

10/10 Excellent

Jodie J.

1 Sept 2020

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

Good choice

Well appointed and well stocked spacious condo in a convenient location in Naples. There is a cute little lanai surrounded by foliage that is a great spot for morning coffee. The designated parking spot is located right outside of the condo door. We were impressed with the owners and their quick response to inquiries. The amenities looked great, but due to Covid they were shut down and we were not able to use them. We definitely recommend this rental.

10/10 Excellent

Charles S.

2 Feb 2020

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

sun castle

Apartment was fully stocked with every necessity and instructions for guests complete in every way. Even though the apartment was located furthest from Davis Blvd. of the 4 or 5 in the block, some traffic noise was still heard.

Stayed 30 nights in Jan 2020

10/10 Excellent

Martin K., Oer-Erkenschwick, Germany

2 Oct 2019

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

perfect holidays

We had a wonderful holiday. Lori answered all questions very quickly and in the condo you will find everything you need. It is very clean and tastefully decorated and you can reach everything very quickly. The pool is huge, clean and mostly empty. I would like to thank Lori for giving us her condo and hope to come back again.

Stayed 21 nights in Sep 2019

8/10 Good

Bonnie S.

2 Feb 2019

Great location , clean and comfortable

We stayed Dec 2018 and January 2019. Great location close to shopping, restaurants, downtown and the beach. Lots of extras in the unit like bicycles, beach chairs & umbrella, tennis rackets and pool toys. We had a fantastic time and felt at home. Would definitely recommend this property. Great pool a short walk. Owners easy to deal with. Thank you Lori & Bob

Stayed 61 nights in Dec 2018

10/10 Excellent

Bronco B., BRAMPTON, ONTARIO, CANADA

24 Oct 2018

Made Naples Great Again

A toast to hosts with the most, as previous guests returning again the secret to treating your vacationers well is consistently providing comfortable and welcoming accommodations and Lori and Bob have always done so, I highly recommend planning a visit to their lovely vacation home, God Bless. Kindest Regards, Bronco

Stayed 30 nights in Sep 2018

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Peter M.

13 Feb 2018

Clean and comfortable, well supplied and appointed.

We really enjoyed our month at the condo. We were comfortable in the unit and enjoyed the lanai. It’s a short walk to the pool which is the largest in Naples. The unit is conveniently located within walking distance to groceries and restaurants.It was a short drive to Tin City, 5th Ave, 3rd Street and Naples Pier beach. The owner is helpful, friendly and responds promptly to questions and inquiries.

Stayed 30 nights in Jan 2018

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Lori H., Port Stanley Canadá

15 Dec 2017

Feels like home

We always enjoy the condo, pool, beach and Naples. Great place to vacation.

Stayed 48 nights in Oct 2017

This review was submitted before 2018 and has not been verified.

10/10 Excellent

kathy h.

11 Mar 2017

wonderful holliday

What we want when we are on holidays is to have no cares or worries. That's what this lovely condo in Winter Park meant for us. We like renting places where the owners actually use the property-it means that all different scenarios have been provided for:-beach and pool paraphernalia, bicycles, books, games, internet, cable and Netflix, as well as the basics. The decor is so bright and airy that seeing it every morning when you wake up reminds you that you are on holiday! Put that together with glorious weather and tropical landscaping in a quiet setting, it is so serene. This property was such a good fit for us-we could bicycle on pathways and quiet streets, we could walk through neighbourhoods and get a 'feel' for Naples, we could even walk to the grocery store (what a treat) and we could walk to Bealls-one of my favourite places to shop, although you will buy so much, you won't be able to carry it home!! (We did have access to a car but why drive when you can walk). The huge pool was always so clean and warm-just like pools you encounter in resorts in the Caribbean. You could relax floating on one of the pool noodles provided by Rob & Lori. I took advantage of the yoga and water aerobic classes provided. We even went to Bingo and have NEVER played bingo before but it was a lot of fun-everyone was so helpful and friendly. Visiting the beach was another highlight (parking pass provided-yes!.) Watching the sunset, collecting shells(there is something so calming about this activity), swimming, walking on the pier, seeing dolphins in the water all contributed to our relaxing holiday. We took advantage of Happy Hour deals in Downtown Naples (where all the parking is free-don't you wish that could be everywhere?) and eating alfresco at restaurants-again finding specials. (We loved the outside heaters in case of cool weather and thought how wonderful they would be on our deck at home in Orono, ON, Canada) We would definitely return to this rental and would recommend it to everyone, including families. The only thing that prevents us from spending more time here is our young grandchildren back home. We miss them too much! Thanks Rob & Lori

This review was submitted before 2018 and has not been verified.

2/10 Terrible

marie-jo s.

6 Jan 2017

3 main problems

I rented this condo for the whole of December 2016 There were 3 main problems 1) the condo is on the first floor and there is no sound insulation at all in the building. Obviously the people upstairs don't like having tenants downstairs so made sure I wouldn't get any sleep from 11pm till 3am and this lasted for the first three weeks until I decided to go to a pharmacy and buy some earplugs which made my ears feel funny afterwards. 2)the owner takes advantage of the US dollar going up against the CAD dollar to have the tenant pay for it and automatically takes it out of your deposit. Between the moment you send your international postal order and the day she gets it there maybe about ten days and the exchange rate can have changed in the meantime. When asked if she would have refunded me the difference if the US dollar had gone down there was no reply. 3) the phrasing of the ad itself is ambiguous it says "additional info about fees" when it should simply be "additional fees" which in fact amount to half as much of the rent itself and which come on top of it; I had to e-mail twice to get that clarification. This was my first experience of renting a condo and I couldn't possibly recommand it but I loved Naples.

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Bronco B., BRAMPTON, ONTARIO, CANADA

5 Jan 2017

Amazing Place

My wife and I stayed here for a month in mid September and I cannot tell you what a lovely stay it was her. The owners were extremely accommodating, hospitable and extremely helpful. The unit was immaculate, all the amenities that you could ask for and more, especially having use of the beach gear and the bikes, wow, really a nice touch. Everything in the unit was where it needed to be and then some. The communication was excellent and responses were extremely prompt making the rental process and experience seamless and reassuring. This was the second time for us at this complex and the first time with these lovely owners and hoping to have many more occasions in the future. My wife and I are also extremely enamored of Naples and especially with all the great people we have befriended at this complex, always a smile, a wave and many great conversations in and around the beautiful pool. The weather of course is marvelous, plenty of beaches to access and day trips to experience. The only down side was us having to leave eventually, if you would like to experience the beauty and serenity of Naples then this place is a great retreat and the owners make it really feel like home, thanks so much for allowing us to stay here and for being such gracious hosts.

About the host

Hosted by Lori

Bob and I ( Lori) welcome you to our condo. We live in Canada and have one grown daughter, and Bentley our grand doggy. Lori is a retired minister and Bob has retired from his career and now works part time at a funeral home. We love Winterpark and know you will too. We bike, swim, play tennis and relax. We enjoy going down to 5th Ave and browsing the stores or eating outdoors in one of the beautiful cafes. Thrift store shopping is a must in Naples since there are so many to shop at and so many good buys!

Why they chose this property

Winterpark is close to so many amenities and things to do like the beach, 5th Ave shopping and dining, Naples Zoo and the Everglades. The condo is close to the pool and tennis, is spacious and well stocked. Naples is a beautiful lavish area. The roads are so well laid out, marked and maintained.

What makes this property unique

Close to pool and tennis, club house, all activities; good area to ride bikes; close to restaurants and pretty well anything you need.

Languages:

English

Premier Host

They consistently provide great experiences for their guests

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Best of the Best

Photo gallery for Best of the Best

Reviews

Popular amenities

Explore the area

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

Bedroom 2

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

About this property

Best of the Best

Property manager

Languages

Add dates for prices

Amenities

Have a question?

Similar properties

Quiet lovely 2-bed/bath condo in central Naples!

Quiet lovely 2-bed/bath condo in central Naples!

House Rules

Children

Events

Pets

Smoking

Important information

You need to know

We should mention

About the area

Naples

What's nearby

Getting around

Restaurants

Frequently asked questions

Reviews

Exceptional

10/10

10/10

10/10

9.6/10

10/10

Reviews

10/10 Excellent

John F.

Home away from home

John F.

8/10 Good

claudia f.

Great holiday!

claudia f.

10/10 Excellent

Kathy M.

Cozy Florida vacation

Kathy M.

10/10 Excellent

Frank v.

Condo Winterpark

Frank v.

10/10 Excellent

John F.

Sad to leave

John F.

10/10 Excellent

Robert D.

Spacious

Robert D.

10/10 Excellent

merle g.

Just like home

merle g.

10/10 Excellent

Nicole C.

House Renovations

Nicole C.

10/10 Excellent

Dominick A.

Lori