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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Best of The Best Some 2018 Dates Available

Bedrooms 2
Space 1,250 sq ft
Property type condo
Minimum Stay 0 - 31 nights


About the property

Condo, 2 Bedrooms + Convertible bed(s), 2 Baths, (Sleeps 4-6)

Beautiful ground floor 2 bedroom and 2 bath condo close to the largest pool in Naples, pickle ball court, 5 tennis courts and shuffleboard. Lovely tile floor in the kitchen,dining room, bathroms 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.

Winterpark is the perfect vacation community. Everyone is very friendly; you can bike throughout the exceptionally well maintained park; 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.

Close by is shopping on trendy 5th Ave, restaurants, the Publix grocery store, Starbucks, the Naples Zoo, the Everglades for exciting airboat rides, the Gulf coast beaches and the Naples Pier (5 miles away) for watching the sunset.

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,

More Details

Member since: 2011
Speaks: english
Response time:
Within an hour
Response rate:
Calendar last updated:
April 20, 2018

About Lori

Bob and I ( Lori) welcome you to our condo. We live in Canada and have one grown daughter, Hannah the cat and Bentley our grand doggy. Lori is a semi-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.

Lori purchased this condo in 2011

Why Lori chose Naples

Winterpark is close to so many amenities and things to do like the beach, 5th Ave shopping and dinging, 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.

What makes this condo unique

Close to pool and tennis; good area to ride bikes; close to restaurants and pretty well anything you need.

Guestbook comments from the owner

Stayed from Feb 16- March 31 2011

Testimonal: This was our fourth rental in Winter Park. The complex is very conveniently located. It is well maintained and safe and we have always found the other owners and tenants to be extremly friendly. The pool is magnificant and would rival any pool in any resort.

This was our first time in this condo and our experience here, as in the past, was very pleasant. The condo is spacious and bright . The kitchen is well equiped with nice appliances, which includes a new large refrigerator, a microwave oven and diswasher. The laundry room is large and has a full size ironing board and iron. It was great having such a large walk-in closet in the master bedroom and the shelves were stocked with lots of extra sheets, pillows and towels. The entry closet has many beach towels, which was great since we forgot to pack ours. The storage unit just ouside the lenai was so convenient for my husband's bicycle... something we never had in the other units we rented in the past. Having a Publix supermarket a short walk away was extremely convenient. The many shops and restaurants on 5th Ave and 3rd St are just a short drive as well as several different beaches ... all of which we thoroughly enjoyed exploring. One of the highlights for us this year was watching the sun set on the beach on the night when the green glow appeared just as the sun disappeared; it was the night of the full moon... absolutely breath-taking as are all the sunsets on the Gulf of Mexico here in Naples. We would not hesitate to recommend this condo to family and friends.
Feb 2010
  • 1 of 1


Naples Condo Accommodation and Amenities

Property Type:
  • condo
  • floor 1
  • Guests provide their own meals
Floor Area:
  • 1250 sq ft
House Rules:
  • Max. occupancy: 6
  • children welcome
  • pets not allowed
  • non smoking only
  • Family
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning
  • Broadband Access
  • Clothes Dryer
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking ...
  • Towels Provided
  • Washing Machine ...
  • Wireless Internet
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Refrigerator
  • Stove
  • Toaster
  • Dining
  • Dining Area
  • seating for 6 people
  • 2 Bathrooms
  • Bathroom 1 -
    Bathroom 2 -
  • Guest Bathroom has a jacuzzi tub.
  • 2 Bedrooms, Sleeps 6
  • Master Bedroom has a King size bed Guest room has 2 Twin Beds Living Room has a pull out Sofa bed
  • DVD Player ...
  • Satellite / Cable ...
  • Stereo
  • Television ...
  • Toys ...
  • Bicycles ...
  • Golf ...
  • Lanai / Gazebo ...
  • Tennis ...
  • 2 garden chairs
  • 4 beach chairs
Pool / Spa:
  • Communal Pool ...
  • jetted tub ...
  • botanical garden
  • churches
  • cinemas
  • health/beauty spa
  • live theater
  • marina
  • museums
  • restaurants
  • zoo
Leisure Activities:
  • antiquing
  • boating
  • miniature golf
  • outlet shopping
  • scenic drives
  • shelling
  • shopping
  • shuffleboard
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • fishing
  • golf
  • jet skiing
  • kayaking
  • pier fishing
  • sailing
  • snorkeling
  • sound/bay fishing
  • surfing
  • swimming
  • tennis
Two bedrooms separated by laundry room and bathrooms for privacy. Jacuzzi tub in one of the bathrooms.


Wonderful! 4.8/5 -
(17 traveler reviews)

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Best of The Best Some 2018 Dates Available
average rating of 4.7647057 based on 18 reviews

wonderful holliday

  • 5 of 5

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

  • Submitted: Mar 9, 2017
  • Stayed: February 2017
  • Source: VRBO, from HomeAway
Owner's Response: So glad you enjoyed the condo and Winterpark here in beautiful Naples. Naples just topped the list for the happiest and healthiest city! You are welcome anytime. Lori
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London, Ontario, Canada

Clean and comfortable, well supplied and appointed.

  • 5 of 5

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.

  • Submitted: Feb 5, 2018
  • Stayed: January 2018
  • Source: HomeAway
Owner's Response: It was lovely to share our beautiful condo with you Peter and Kim.
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London Ontario Canada

Feels like home

  • 5 of 5

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

  • Submitted: Nov 30, 2017
  • Stayed: October 2017
  • Source: VRBO, from HomeAway
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Amazing Place

  • 5 of 5

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.

  • Submitted: Jan 5, 2017
  • Stayed: September 2016
  • Source: VRBO, from HomeAway
Owner's Response: 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
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3 main problems

  • 1 of 5

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.

  • Submitted: Jan 3, 2017
  • Stayed: November 2016
  • Source: VRBO, from HomeAway
Owner's Response: I was so sorry to hear you were disturbed by the upstairs neighbors noise. This is the first complaint we have had about noise. Had you contacted me I would have called them in an attempt to solve the problem. As for the exchange in monies, as I mentioned to you a number of times we would have had no difficulties if you had sent the rent money in US funds as requested. Again, I've never had this problem before. Lastly "Additional information about rental rates" "fees" is the wording used by VRBO. On your rental rate of $1800 the fees were $330 which is no where near half. The security deposit of $400 was a refundable fee. Marie-jo I am sincerely sorry your stay was not as positive as all of our other renters who have consistently rated us with 5 stars.
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Wyomissing, Pennsylvania

Perfect summer in Naples!

  • 5 of 5

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!

  • Submitted: Aug 10, 2016
  • Stayed: July 2016
  • Source: VRBO, from HomeAway
Owner's Response: 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.
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Naples Pier
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Bonefish Grill
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Car: necessary

Our condo is equipped with two tennis rackets for Winterpark's tennis courts. The condo is within a half hour's drive from Everglades where you can take an exhilarating air boat ride. Lots of golf courses in the area as well.


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Refundable damage deposit $400
Cleaning Fee $120
Condo Assoc. Rental App Fee $50
Tax Rate 11.0%

Owner's Cancellation Policy

Please ask the owner or check their rental agreement when booking the property.

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