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

New Villa Pool/Spa/Karaoke 7br Windsor at Westside, near Club+Disney, from $250

Bedrooms 7
Half Baths1
Space 3,400 sq ft
Property type villa
Minimum Stay 4 - 6 nights


About the property

7 Br, 5+ Ba Private Pool /Spa, WOW,Game Room/Karaoke, near Club.FREE POOL HEA

Kissimmee's Windsor at Westside's "second star to the right" 7 bedroom pool vacation home. Karaoke game room. FREE POOL HEAT

Windsor at Westside (newer sister to Windsor Hills) is an upscale gated brand new resort. A very short walk from our home is all it takes to the amazing world class 10,000 sq foot clubhouse featuring a bar, food, drinks, fireplace, sundries shop, Lazy River, huge zero entrance resort heated pool, Aquapark, lake, cabanas, large hot spa, multiple sports courts, 24 h gym, covered playground, arcade room, and activities for more fun in the sun. Then there's the world renown theme parks. 7-8 miles is all it takes to Disney and nearby there's Universal Studio/ Sea World. Excellent dining, golf, water parks, shopping, and outlets are all close by.

Vacation Home: Your home-villa is designated as a Grand Collection villa. The professionally decorated exceptionally beautiful villa features 7 BR with 4 Kings (1 downstairs) sleeps 14-18, a 1st floor parlor plus a huge 2nd floor parlor with a poker table and playstation4, 11 wall mounted smart TV-2 are "60". There's an outside TV and free 100 Mbps- Wi-Fi /DVDs/ phone calls to USA Canada and Puerto Rico. At night poker and card games with the kids was great. Downstairs master with its own bath and access to pool is so convenient and there's another 1/2 bath downstairs, 5 1/2 baths in all. Pool and patio access to the bathroom is also very convenient. The full size GREAT gameroom man-cave, features a stage/karaoke machine, real DJ lights, cordless mikes and various karaoke CDs, for singing or a PLAY. The smart TV is also connected to the karaoke so that everybody can sing along, if you dare! Watch TV/YouTube music videos. Connect your music device to the machine. There's a bluetooth PA system, a Megatouch touchscreen bar table game with over 100 games, bar table, pool table, and air hockey. The touchscreen game offers 1-4 players and has card games, trivia/puzzles, action games, strategy, and kids games for hours of fun and competition.

Private Pool-spa

Outside, there's a lanai-patio, TV, large table for dinning, chairs, lounges, and private heated lit pool and spa, we're always there. Step outside, morning coffee, relaxing, planning the day, the kids in the pool and watching the outside TV in the Florida sun...Ah heaven.

The open design kitchen is fully furnished with everything you'd need. The washer and dryer is on first floor and there's multiple children's accessories (high chair, 2 pack & play cribs, and a stroller), and extra bedding linens, and there's even blow driers. You're just a few miles from Disney's magic and the famous route 192, with all its attractions/restaurants and a bit further is International Drive with its entertainment, dining, and Convention Center. Tampa's Hardrock Casino is an hour away, if you're feeling lucky.

Our family/friends have vacationed in Kissimmee as renters for years and renting a dream home has come to be a better way to spend quality time together. We hope that you consider renting from us during your next trip and we sincerely wish you and your family the very best experience possible.

No smoking inside gameroom or villa. No pets. No diving, glass, or unsupervised children in the pool area. Use the children safety pool fence. Pool/spa heat is FREE. No resort fees. Compare. There is an additional $200 cleaning fee plus tax. Note photos, below, ARE OF OUR VILLA-book will be through the owner. Please review POLICY and PAYMENT at the bottom of the" Rate" page. Ask for a returning guest DISCOUNT. Garage is insulated and air conditioned. Construction is completed in our area but distant parts of the community are still under construction. If you have any questions or concerns please don't hesitate to ask. People do business with people give us a call and begin your vacation dreams.

We have been asked to name our villa and loved 'the second star to the right' after Peter Pan's Neverland, a place where you never grow up.

Thank you

More Details

James and Karen Smith
Member since: 2016
Premier Partner

This VRBO partner has demonstrated and is committed to fast response times, the best rates, and a great guest experience.

Speaks: english
Response time:
Within 12 hours
Response rate:
Calendar last updated:
September 6, 2018

About James and Karen Smith

I'm a grandfather of 14 and bought our place for family times. Our family/friends have vacationed in Kissimmee as renters for years and renting a dream home has come to be a better way to spend quality time all together. We love seeing Disney again through our kids and grandchildren's eyes and hope that everybody has that opportunity. We believe that people do business with people so call us so we can help it happen.

James and Karen Smith purchased this villa in 2015

Why James and Karen Smith chose Kissimmee

Our favorite times are sitting around in the morning

Floridian sunshine, having our cup of coffee the kids in the pool and watching the outside TV, we're always there. At night the kids and adults after a dip in the pool or a long day at the parks meet in the game room, singing, dancing, and playing the games (I always lose). There's been many a night upstairs when the adults and kids play poker. The clubhouse is the best we've seen and so close...Head over there DAY 1 and get excited. To us our place down in Kissimmee is our favorite place to be.


Kissimmee Villa Accommodation and Amenities

Property Type:
  • villa
  • Guests provide their own meals
Floor Area:
  • 3400 sq ft
House Rules:
  • Check-in: 4:00 PM
  • /
  • Check-out: 10:00 AM
  • Max. occupancy: 18
  • Max. adults: 13
  • Min. age of primary renter: 28
  • Children welcome
  • Parties/events not allowed
  • Pets not allowed
  • Non smoking only
  • No Smoking in the house or game room but allowed in the lanai-patio
  • E-check payments are accepted only if booking/payment made 30 days prior to the arrival date.
  • Check-in requires photo ID of the primary renter, in person, and matching/ same credit card used the rental payment.
Location Type:
  • Resort
  • Family
  • Tourist Attractions
  • Air Conditioning
  • Clothes Dryer
  • Fitness Room / Equipment ...
  • Hair Dryer
  • Heating
  • Internet ...
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Telephone
  • Towels Provided
  • Washing Machine
  • Wireless Internet
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Pantry Items ...
  • Refrigerator ...
  • Stove
  • Toaster
  • Child's Highchair
  • Dining ...
  • Dining Area
  • seating for 8 people
  • 5 Bathrooms
  • 1 Half Bath
  • Bathroom 1 - toilet , tub , shower , off of Master bedroom on first floor with access to pool
    Bathroom 2 - toilet , on first floor
    Bathroom 3 - toilet , shower
    Bathroom 4 - toilet , shower
    Bathroom 5 - toilet , shower
    Bathroom 6 - toilet , shower
  • 5 and 1/2 1 full bath and a half bath are downstairs
  • 7 Bedrooms, Sleeps 18
  • Bedroom 3 - 1 king
    Bedroom 4 - 1 king
    Bedroom 6 - 1 double , 1 twin/ single
    Bedroom 7 - 2 double , 1 twin/ single , bunk bed with a double bed bottom plus a double bed trundle
    Bedroom 1 - 1 king , downstairs with ensuite bath all other bedrooms are upstairs
    Bedroom 2 - 1 king , ensuite
    Bedroom 5 - 2 twin/ single , ensuite
  • DVD Player
  • Game Room ...
  • Games ...
  • Pool Table
  • Satellite / Cable
  • Stereo ...
  • Television
  • Video Games ...
  • Video Library ...
  • Deck / Patio
  • Golf ...
  • Lanai / Gazebo
  • Tennis
Pool / Spa:
  • Communal Pool
  • Heated Pool
  • Hot Tub ...
  • Private Pool
  • cinemas
  • playground
  • pond
  • recreation center
  • restaurants
  • theme parks
  • water parks
Leisure Activities:
  • outlet shopping
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • medical services
Sports & Adventure Activities:
  • basketball court
  • golf
  • swimming
  • tennis
Outside rental BBQ is available for $70/week through management and will be available with propane before your arrival.


Exceptional! 5/5 -
(28 traveler reviews)

96% Complete
3% Complete
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New Villa Pool/Spa/Karaoke 7br Windsor at Westside, near Club+Disney, from $250
average rating of 4.964286 based on 28 reviews

The property is was just amazing.

  • 5 of 5

We really enjoyed everything the house had to offer. The clubhouse amenities were great also! I would most definitely recommend it to my family and friends!

  • Submitted: Aug 23, 2018
  • Stayed: August 2018
  • Source: HomeAway
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  • 5 of 5

I was very hesitant about booking a home and it not be what I expected. Well this Home wasn’t what I expected it was more. Everything is as pictured and very clean. It is also very spacious. This will be my go to everytime I stay in Orlando. This is

  • Submitted: Jun 4, 2018
  • Stayed: May 2018
  • Source: HomeAway
Owner's Response: So glad you enjoyed your stay. We'd love to have you back and don't forget we offer a return guest discount. Enjoy your summer. Jim and Karen
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Fun place to stay!

  • 4 of 5

We had a great time during out stay. Plenty of bedrooms and bathrooms. TV's everywhere and great entertainment room with Kareoke, pool table, air hockey. The pool/patio area was nice as well. We enjoyed the common area as well. Splash pad and lazy river were enjoyed by our 3 year olds. I would stay again.

  • Submitted: May 17, 2018
  • Stayed: May 2018
  • Source: HomeAway
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Stunning and spacious, everything you need in one place

  • 5 of 5

We had my family from Georgia and South florida all in the house together. There was enough space for everyone to have personal space and hang out together when they chose to do so. The clubhouse and pool are also incredibly relaxing.

  • Submitted: Apr 4, 2018
  • Stayed: March 2018
  • Source: HomeAway
Owner's Response: Thank you for your review. We're so glad you enjoyed your stay. Jim and Karen Smith
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Happiest place on earth

  • 5 of 5

I can’t say enough good things about this property! We visited with a family group of 12, including 5 children ranging from 4-15. The house was perfect for our needs. Our younger grandchildren LOVED the karaoke machine, while the older kids enjoyed the air hockey and pool table. Everyone enjoyed the pool and hot tub. The resort pool and amenities were lovely and we enjoyed a full day just playing at the clubhouse. We adults appreciated the nicely equipped kitchen, complete with slow cooker and actual, useable cookware. I also appreciated that there was plenty of room to spread out, so we were able to have quiet down time. Location is close to stores and restaurants, and about a 20minute drive to the Disney parks. Universal is a bit farther, but still plenty convenient. As a suggestion to future renters-instacart delivers groceries from the nearby Publix, which made our vacation so much easier! Thanks for sharing this beautiful home!

  • Submitted: Mar 31, 2018
  • Stayed: March 2018
  • Source: VRBO, from HomeAway
Owner's Response: Thank you for your review. We're so glad you had a great time. I'll look into Instacart Publix grocery delivery service for future guests, and thanks for that tip Sincerely Jim and Karen
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Bloomington, IL


  • 5 of 5

Our family had a wonderful time in this beautiful home! The layout of the bedrooms upstairs were just perfect as there are three seperate areas each with two bedrooms and a bathroom, all connected to an open living room area. Downstairs master was great for my 91 year old father, the kitchen has every cooking item and the house is equisitely decorated! The game room was a blast with the karaoke and flashing lights, pool table and air hockey. We also loved the pool at the house and the clubhouse pool with a great poolside snack bar with good food. Jim and Karen were awesome and we would definitely recommend this house! We didn’t want to leave. Give yourself some down time to the enjoy the house, wished we would have done more of that! But we will be back!

  • Submitted: Mar 12, 2018
  • Stayed: March 2018
  • Source: HomeAway
Owner's Response: Thank you. Glad you as your family had a great time. Jim and Karen
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Nearest Airport
28 Miles
Orlando International Airport (MCO)
Nearest Barpub
Tu Casa bar and lounge (clubhouse)
Nearest Golf
4 Miles
Nearest Restaurant
3 Miles
Car: necessary


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning fee $200 + Tax
Refundable damage deposit $250

Global Resort Homes is our management company for our villa. Prior to your booking date of 9/4/18, Global will be involved in payments. A $250 DEPOSIT will secure your reservation dates and will be returned if the booking is cancelled GREATER THAN 45 DAYS before your arrival date and applied to your rent. Final payment will be collected 30 days prior to your arrival. The deposit, final payment, cleaning fee, and any other rentasl are subject to a 13.5% Florida tax. Rates are subject to change until reservation is confirmed.

If your reservation was booked after 9/4/18 we will be using the HomeAway payment plan for all payments. Global Resort Homes will be involved in check in, grill and other rental items, and care for our guests during your stay. Other rental items will be through Global, delivered to the villa before your arrival, and are subject to the 13.5% Florida state tax. An optional BBQ grill ($60/week plus tax) will be ready to use delivered before arrival.

On Booking your reservation please additionally provide your address.

NO PETS and NO SMOKING is not allowed in the villa or game room (SMOKING permitted in the lanai). No diving and no glass in the pool/lanai area. Children must have adult supervision in the pool/lanai. Use the children pool safety fence, at all times, if there are children in the villa.
A credit card would be used to avoid damage insurance. Pool heat is free and the resort amenities are included in the rental quote.
There is an a cleaning fee of $200 plus tax.The rent and all rental items are subject to the 13.5% Florida tax

If you have any questions don't hesitate to ask. Global has been around for 24 years.No pets and no smoking in the garage area or villa.

Owner's Cancellation Policy

  • 50% refund if canceled at least 30 days before arrival date.
  • 100% refund if canceled at least 60 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.

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