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

Windsor Hills Pool View Condo - Spectacular Pool Views

Bedrooms 3
Space 1,412 sq. ft.
Property type condo
Minimum Stay 2 - 6 nights


About the property

Windsor Hills Pool Condo: 3 Bedrooms + sleeper / sofa, 2 Baths, (Sleeps 6-8)

Windsor Hills Resort Orlando is perfectly located only minutes away from the Walt Disney World resort and has quickly become one of the most popular resorts in Orlando and also is a favorite among families wishing to stay in a villa or vacation home.

Windsor Hills Pool View Condo, located poolside, offers the most spectacular pool views at the Windsor Hills resort in Kissimmee, Florida.

There are eight condo buildings in Windsor Hills.

This condo is located in building #8 poolside and is closest to the clubhouse.

Windsor Hills Pool View Condo features a brand new kitchen with all new stainless steel appliances as well as granite counter tops.

The condo has all upgraded furniture throughout.

Windsor Hills Pool View Condo has two king size master bedrooms as well as a third bedroom with two twins. All of which feature world class, pillow top mattresses to give you the most comfortable night's sleep available at the Windsor Hills Resort.

The living room features a 50" smart tv plus PlayStation 4.

Each bedroom at the condo features High Definition television as well as a DVD player.

The condo offers your family a queen size sleeper sofa in the living room to allow for up to 8 guests.

Wake up early in the morning to see the hot air balloons rising in the distance or enjoy the Windsor Hills lake views from the windows as well as from the screened in balcony.

Windsor Hills welcomes guests from all over the world and over 800 of those families have called the condo their home away from home.

Over 140 past guests have written reviews of the stay at the condo. Your family are most welcome to read through these truly wonderful reviews.

The Windsor Hills Resort is truly a safe place for your family to call their home during your Walt Disney World vacation.

Windsor Hills is gated and offers 24 hour security.

Windsor Hills and Windsor Hills Pool View Condo are the perfect choice for your dream Disney area vacation.

Important: This VRBO ad only allows for a two payment plan as far as when payments are due on the condo rental. This condo actually uses a 3 payment plan. Unfortunately there is no way to implement a 3 payment plan with this ad. Please be advised that there can be up to three payment due dates for this rental. First payment due date at time of rental. Second payment comes due 90 days prior to check-in while the final payment is due 60 days prior to check-in.

Security deposit: The information posted on this VRBO ad is NOT CORRECT.

The security deposit is not due 60 days in advance of stay as is mentioned here but instead comes due 30 days prior to check-in for deposits made through Paypal or check. Deposits left by credit card are due 7 days prior to check in.

It is regrettable that this ad does not allow for differences in payment schedules and / deposits. Please feel free to view the condo's direct website PoolViewCondo for more information or email owner anytime at all.

More Details


Kissimmee Condo Accommodation and Amenities

Property Type:
  • condo
  • floor 3
Building Type:
  • building
  • Guests provide their own meals
  • Housekeeper Optional
Floor Area:
  • 1412 sq. ft.
House Rules:
  • Check-in: 4:00 PM
  • /
  • Check-out: 10:00 AM
  • Max. occupancy: 8
  • Max. adults: 8
  • Min. age of primary renter: 25
  • Children welcome
  • Parties/events not allowed ...
  • Pets not allowed
  • Non smoking only
Location Type:
  • Beach ...
  • Lake View
  • Lakefront
  • Resort
  • Village
  • Water View
  • Waterfront
  • Waterfront
  • Adventure
  • Budget
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning
  • Alarm Clock
  • Basic Soaps
  • Broadband Access
  • Ceiling Fans
  • Clothes Dryer
  • Elevator ...
  • Fitness Room / Equipment ...
  • Free Long Distance ...
  • Hair Dryer
  • Heating
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Local Maps
  • Parking ...
  • Parking On Street
  • Parking for RV/Boat/Trailer ...
  • Sofa Bed
  • Telephone ...
  • Toilet Paper
  • Towels Provided ...
  • Washing Machine ...
  • Wireless Internet
  • Blender
  • Coffee Maker
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher
  • Freezer
  • Ice Maker
  • Kitchen ...
  • Kitchenette
  • Microwave
  • Oven
  • Pantry Items ...
  • Refrigerator
  • Stove ...
  • Stove
  • Toaster
  • Child's Highchair
  • Dining ...
  • Dining Room
  • seating for 6 people
  • 2 Bathrooms
  • Master bathroom - toilet , combination tub/shower , Granite counter tops and yes a hair dryer too
    Second bathroom - toilet , combination tub/shower , Granite countertops and yes a hair dryer too
  • Both bathrooms feature granite counter tops ..... and before you ask....yes they both have hair dryers
  • 3 Bedrooms, Sleeps 8
  • Master bedroom - 1 king , High end - World class pillow top mattress
    Master suite #2 - 1 king , high end - World class pillow top mattress
    Bedroom 3 - 2 twin/ single , Two twin beds
    Convertible bed(s) - 1 sleep sofa /futon , Queen size sleeper sofa in the living room
  • King size beds in both master bed rooms; both world class pillow top mattresses. - Two twins, a queen size sleeper sofa and a pack and play for the very little ones
  • Books ...
  • CD Player
  • DVD Player ...
  • Game Room ...
  • Ping Pong Table
  • Pool Table ...
  • Satellite / Cable ...
  • Stereo ...
  • Television ...
  • Toys ...
  • Video Game Console ...
  • Video Games ...
  • Balcony ...
  • Beach Towels
  • Bicycles
  • Deck / Patio ...
  • Gated Community
  • Golf ...
  • Kayak / Canoe
  • Lanai / Gazebo
  • Lawn / Garden ...
  • Outdoor Grill ...
  • Sand Box
  • Screen Porch / Veranda
  • Tennis ...
  • Tennis Court
  • Walkway to Water
  • 1 bicycles
  • Long-term Renters Welcome
  • Low Allergen Environment
  • suitable for elderly or infirm
  • wheelchair accessible
Pool / Spa:
  • Communal Pool ...
  • Heated Pool
  • Hot Tub ...
  • Outdoor Hot Tub
  • Outdoor Pool
  • Shared Hot Tub
Onsite Services:
  • Car Available
  • Massage
  • Staff
  • botanical garden
  • churches
  • cinemas
  • festivals
  • health/beauty spa
  • library
  • live theater
  • marina
  • museums
  • playground
  • pond
  • recreation center
  • restaurants
  • synagogues
  • theme parks
  • water parks
  • zoo
Leisure Activities:
  • bird watching
  • boating
  • horseback riding
  • luaus
  • miniature golf
  • outlet shopping
  • paddle boating
  • photography
  • scenic drives
  • shopping
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cycling
  • fishing
  • freshwater fishing
  • golf
  • golf privileges optional
  • hiking
  • hot air ballooning
  • hunting
  • jet skiing
  • kayaking
  • mountain biking
  • pier fishing
  • racquetball
  • sailing
  • snorkeling
  • snorkeling/diving
  • sound/bay fishing
  • swimming
  • tennis
  • water skiing
  • water tubing
  • wind-surfing
The condo has it's own website. Google Windsor Hills Pool View Condo to view the condo's website. Free Wireless Internet Free Long Distance Calling to 40 countries Free Calls to USA and Canada and more! HDTV big screen in living room Big screen tv in the master bedroom High Definition TV in the 2nd and 3rd bedroom as well. TV's of at least 32' in all rooms! DVD/ CD Players in all rooms iPod docking station Playstion 3 King Size master bedrooms - World Class Pillow Top Mattreses


Wonderful! 4.9/5 -
(92 traveler reviews)

94% Complete
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Windsor Hills Pool View Condo - Spectacular Pool Views
average rating of 4.945652 based on 175 reviews

Awesome condo

  • 5 of 5

This condo is awesome. Ritchie the owner was so kind and helpful during our stay. His condo has all the up to date appliances, bedding, pillow top mattress, bath towels. Thanks for the short cuts to all the parks , it only took about a 5 to 10 min drive. Would definitely recommend and stay there again.


  • Submitted: Feb 17, 2018
  • Stayed: February 2018
  • Source: HomeAway
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Excellent accommodations

  • 5 of 5

My Family and I had the pleasure of staying once again in this lovely Condo resort for our vacation. Windsor Hills works very hard to accommodate all of the vacationing guests to ensure an enjoyable stay. Richie’s unit is a clean meticulously maintained three bedroom unit. We have always enjoyed looking forward to our stay and are hopeful to return in the future.

  • Submitted: Feb 11, 2018
  • Stayed: February 2018
  • Source: VRBO, from HomeAway
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The house is nice and clean nice place,I’ll definitely go back.

  • 5 of 5

The house is nice and clean nice place,I’ll definitely go back.

  • Submitted: Jan 1, 2018
  • Stayed: December 2017
  • Source: HomeAway
Owner's Response: Neurisete, I am so glad to know that your family really enjoyed your stay at my condo. Especially since you chose to stay during the most wonderful week of the year in Orlando. I hope your family LOVED your vacation and loved your home away from home as well. What a perfect way to celebrate the holiday season. I hope you had a wonderful Christmas. Your family is always welcome as my guests if ever you choose to stay once again. Richie
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Great stay for a Disney visit.

  • 5 of 5

Very impressed. Condo was beautiful and had very comfortable furniture

Would definitely stay again.

Close vicinity to Disney was great.

Only down side was the smell of cats urine out by the car parking area.

  • Submitted: Dec 27, 2017
  • Stayed: December 2017
  • Source: HomeAway
Owner's Response: John, I'm so glad to know that your family really did enjoy your stay at my condo. Nothing in the world makes me happier to hear. I wish you and your family a wonderful holiday season. Richie
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Great condo, Great location, Super Host!

  • 5 of 5

We had a super stay at Richie's Pool View Condo and would recommend it to others for sure. The online description and pictures were accurate and the location of the Windsor Hills resort is very convenient for travel to/from Orlando area theme parks. We were impressed with security and how clean the complex was overall, even though there was some work being done near the pool.

Richie is an impressive host - clearly interested in making sure that our experience was a good one and answering any questions right away. Payments and documents (including some great tips on local travel) are clear and helpful. The condo is well furnished and has all the things you will need to enjoy a great holiday - from bedding to kitchen appliances to towels for poolside!

If you're wondering about which condo to pick from the many Orlando area choices, we would recommend the Pool View Condo at Windsor Hills without any hesitation at all.

  • Submitted: Nov 26, 2017
  • Stayed: November 2017
  • Source: VRBO, from HomeAway
Owner's Response: Oh my goodness ... Thank you SO MUCH for all of your kind words for me and my Orlando home. You'll never know how much I appreciate it. I am so incredibly glad to know that your family enjoyed your stay as much as you did. I really am. It was truly my pleasure sharing my home condo with your family. I really am already looking forward to hearing that you'll be calling my home your own once again. I wish you and your family well. Happy Holidays too. Richie
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Great Condo

  • 5 of 5

This was our second stay at Windsor Hills and we plan to go back.

Condo was perfect, over looks pool, but is surprisingly quiet. Perfect for 2 couples as master bedrooms are on opposite sides of condo. Shaded balcony was great for morning coffee and evening snacks. Condo is large, clean, modern. Staff on site, but no need to call them, as all was perfect. Parking in front of building, elevator and stairs. Store at pool has food, drinks and necessary items. Owner is informative and easily accessible.

  • Submitted: Sep 19, 2017
  • Stayed: May 2017
  • Source: VRBO, from HomeAway
Owner's Response: Oh my goodness ... Thank you so much for all that you wrote. I truly can not thank you enough for writing such a wonderful review! I am so incredibly happy to know that your family felt so at home at my Orlando home. There is no way for me to properly express how thrilled I am to read your review. Thank you also for going out of your way to really share so much of what my condo and the resort has to offer my new and future guests. I can not even begin to tell you how much it will mean to them when they read your review. My guests have always told me that nothing mattered to them more when booking their stay than reading the wonderful reviews of my past guests. Thank you ... Thank you ... Thank you. Richie
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Member since: 2005
Speaks: english, Brazilian guests - please email me in english
Response time:
Within an hour
Response rate:
Calendar last updated:
February 19, 2018

About Richie

Back in the summer of 2004 I met with the builders of Windsor Hills and said to them 'The only property I want is the condo that your going to build by the pool.' I was told...'sorry we are not building that condo yet.' To which I said 'No soon as you decide to build it let me know as that will be my home away from home.' That was the very beginning of Windsor Hills Pool View Condo. Since then I have had the pleasure of welcoming over 800 families to my pool side home.

Richie purchased this condo in 2005

Why Richie chose Kissimmee

Windsor Hills Pool View Condo offer guests the most beautiful pool views and even lake views and is also closest to the clubhouse at the Windsor Hills resort.

Windsor Hills Pool View Condo is located close to the Walt Disney World resort.

What makes this condo unique

Guests staying at condo only need to grab a pool towel and walk downstairs when they are ready to lay pool side under a tropical palm tree.

Guestbook comments from the owner

We very much enjoyed our stay at Mr. Dagostino's "Pool View" condo at Windsor Hills. It was exactly as he described in the web site with no negative surprises. The location was perfect with very convenient access to all the Disney attractions. The condo was clean and well maintained. Mr. Dagostino was very honest, straightforward and a pleasure to work with. We would definitely rent from him again should our travels take us to the Orlando area in the future. You will definitely enjoy your stay.
Sep 2005
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World Class Golf

Hot air balooning and so much more only minutes away!


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Refundable damage deposit $500
clean $75 + Tax
Tax Rate 13.5%

Owner's Cancellation Policy

  • 100% refund if canceled at least 60 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.