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 . 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, winterpark condos
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NOW BOOKING FOR 2027. AVAILABLE FROM MARCH 15 FORWARD
East Naples
NOW BOOKING FOR 2027. AVAILABLE FROM MARCH 15 FORWARD
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
About the area
Naples
Located in East Naples, a neighbourhood in Naples, this condo is near a water park and on the waterfront. 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 going on at USOP National Pickleball Center, or consider a night out at Off The Hook Comedy Club. 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
Ironwood Golf Club - 8 min walk - 0.7 km
Evergreen Golf and Country Club - 8 min walk - 0.7 km
New Smyrna Beach Municipal Golf Course - 12 min walk - 1.1 km
Collier Museum at Government Center - 4 min drive - 1.4 km
Brookside Marina - 6 min drive - 3.7 km
Getting around
Fort Myers, FL (RSW-Southwest Florida Intl.) - 38 min drive
Restaurants
Starbucks - 3 min drive
Midnight Tavern - 2 min drive
Circle K - 2 min drive
Celebration Park Naples - 3 min drive
Starbucks - 10 min walk
Frequently asked questions
Does Best of the Best.. very reasonable have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
How much does it cost to stay at Best of the Best.. very reasonable ?
As of 17 June 2026, prices found for a 1-night stay for 2 adults at Best of the Best.. very reasonable on 16 Aug 2026 start from AU$122, 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 Best of the Best.. very reasonable pet-friendly?
No, pets are not allowed at this property.
How much is parking at Best of the Best.. very reasonable ?
On-site parking is available at the property.
What time is check-in at Best of the Best.. very reasonable ?
Check-in begins at 4:00 PM.
What time is check-out at Best of the Best.. very reasonable ?
Checkout is at 11:00 AM.
Where is Best of the Best.. very reasonable located?
Located in East Naples, this condo building is 0.4 mi (0.6 km) from Evergreen Golf and Country Club and 1.8 mi (2.8 km) from Fifth Avenue South. New Smyrna Beach Municipal Golf Course and Collier Museum at Government Center are also within 1 mile (2 km).
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Lori and Bob are fantastic hosts everything was immaculate and very welcoming.Everything we could have needed was there for us. Beautifully decorated and comfortable. Would definitely recommend and have all intentions of returning. All the neighbors were very friendly and helpful in finding locations to check out. The pool was amazing and now understand why it’s listed as the largest in Naples. Thank you very much for sharing your home with us and wishing you both a blessed New Year
Sandy E.
Stayed 31 nights in Dec 2025
Response from VrboOwner on 2 Jan 2026
Glad you enjoyed yourselves. Our condo is well equipped and should meet each renters needs. And yes the pool is large, beautiful and inviting. Hope to see you again.
We love staying in Loris' unit. Its a great location for whatever you want to do. Beach, Shop, Restaurants. we are already looking forward to our return
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.
Carolyn S.
Stayed 29 nights in Nov 2022
Response from VrboOwner on 4 Dec 2022
Lovely to have you as a renter.
Glad you enjoyed your stay.
We like the area and we liked the unit. Everything was provided . Host Lori was pleasant to deal with.
merle g.
Stayed 29 nights in Nov 2023
Response from VrboOwner on 1 Dec 2023
Thanks Merle you were a joy to work with. Glad you enjoyed the area and friendly community. Lori
Verified
10/10 Excellent
Bronco B.
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
Bronco B.
Stayed 30 nights in Sep 2018
Response from VrboOwner on 17 Mar 2020
Thanks Bronco, it is always a pleasure renting to you. You take good care of our home away from home and we appreciate that. All the best and we hope you’ll return once again. Lori and Bob
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!
Kathy M.
Stayed 31 nights in Jul 2024
Response from VrboOwner on 22 Aug 2024
Kathy so glad our condo was warm and accommodating for your family. Sounds like you had everything you needed. You made a great tenant! Thank you
Verified
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
Bonnie S.
Stayed 61 nights in Dec 2018
Response from VrboOwner on 17 Mar 2020
Thanks for being great renters. We would love to have you back any time. Lori and Bob
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.
Martin K.
Stayed 21 nights in Sep 2019
Response from VrboOwner on 17 Mar 2020
Martin it was lovely to have you as a tenant. Thanks so much and we are happy you enjoyed your time at our condo, complex and pool. Hope you come back!
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 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!!
Nicole C.
Stayed 60 nights in Jun 2023
Response from VrboOwner on 16 Aug 2023
Nicole it has been awesome having you rent our Florida home. Come again any time!
Interior Condo was was beautifully decorated only con was the Lanai faced the parking lot.
Thank you Lori
Dominick A.
Stayed 30 nights in May 2023
Response from VrboOwner on 4 June 2023
Thanks it was great having you. We are glad we have a lot of greenery at the end of the lanai and blinds, when down, that block the parking lot. I think it's a nice cozy space. Hope you will have a chance to return. Lori
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.
Samantha E.
Stayed 63 nights in Apr 2022
Response from VrboOwner on 10 June 2022
Thanks so much Samantha. You were a joy to deal with. We hope you can return in the future.
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!
claudia f.
Stayed 30 nights in Aug 2024
Response from VrboOwner on 1 Sept 2024
Great to have you.
Lori
Archival
10/10 Excellent
Bronco B.
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.
Bronco B.
Response from VrboOwner on 17 Mar 2020
Thanks Bronco, it was a delight working with you. So glad you loved our unit. We hope to rent to good people like you again! Blessings Lori
Archival
10/10 Excellent
Kim M.
10 Aug 2016
Perfect summer in Naples!
My family stayed here for three weeks this summer. We vacation in this area often and this was one of our favorite stays. The owners were so nice to work with and made sure everything was ready for us when we arrived. The condo was very clean, comfortable, and perfect for our needs- 2 adults and 2 children. The grounds were also very well maintained. As parents we liked the location- very close to downtown Naples, the pier, and beaches. The kids loved the huge pool after a day at the beach. There are plenty of supermarkets and shopping nearby- we love Publix and Oakes Farms on Davis Blvd. which has fantastic seafood, organic products, meats, deli, hot food bar, and pastry shop. The kitchen is fully equipped if you want to cook and there are many fantastic restaurants nearby if you don't. Even the people around the condo complex were very friendly. If you are staying for an extended time the location of the condo is fantastic. You can easily do some day trips to the Everglades to see the gators and manatees, Barefoot Beach in Bonita Springs (we love Coconut Jacks restaurant), Fort Myers Beach (Doc Fords restaurant is good), Sanibel Island (the grouper sandwich as The Lazy Flamingo is awesome and if you like birding N Ding Darling is a great place to bike through), and Marco Island (Tigertail Beach- great for shelling). We even traveled to the Keys to SCUBA dive with Rainbow Reef Divers out of Key Largo for a few days. If you like pizza try The Crust. It is amazing. If you enjoy wine, try the Naples Winery in Tin City. They have a lot of fruit wines and sangria.
All in all this area has everything for people who are looking for either a relaxing beach vacation , or a place to find adventure in fishing, boating, paddleboarding, kayaking, shelling, kite surfing, and even beach volleyball action. I highly recommend this condo. We hope to be back soon!
Kim M.
Response from VrboOwner on 17 Mar 2020
So glad you enjoyed your stay. It was lovely working with you.
We too love Naples and all it has to offer. Sounds like you
discovered many great restaurants and attractions.
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.
Frank v.
Stayed 30 nights in May 2024
Response from VrboOwner on 2 June 2024
Looks like a great review. Can you translate to English?
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!
Kimberly P.
Stayed 214 nights in Apr 2021
Response from VrboOwner on 14 Nov 2021
Lovely to have you as our guests.
Hope to see you as a renter again in the future. Blessings Lori
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.
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.
Charles S.
Stayed 30 nights in Jan 2020
Response from VrboOwner on 17 Mar 2020
Thanks for staying at our condo. Last week we had new hurricane impact windows and doors installed throughout the condo. Therefore eliminating the preponderance of exterior noises. Hope to see you again!
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