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Luxury Villa Pool/HotTub/Karaoke 7B Windsor Westside Resort,Disney,Kissimmee
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Reviews
9.6 out of 10
Exceptional
7 bedrooms 5+ bathrooms Sleeps 17 315.9 sq m
Popular amenities
Explore the area

Kissimmee, FL
- Place, Northeast Regional Park3 min drive
- Place, Mystic Dunes Golf Club11 min drive
- Place, Disney's Animal Kingdom® Theme Park15 min drive
- Airport, Orlando, FL (MCO-Orlando Intl.)43 min drive
Rooms & beds
7 bedrooms (sleeps 17)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
1 King Bed
Bedroom 4
1 King Bed
Bedroom 5
2 Single Beds
Bedroom 6
1 Single Bed and 1 Double Bed
Bedroom 7
1 Single Bed and 2 Double Beds
5 bathrooms, 1 half bathroom
Bathroom 1
Bathtub · Toilet · Shower only
Bathroom 2
Toilet
Bathroom 3
Toilet · Shower only
Bathroom 4
Toilet · Shower only
Bathroom 5
Toilet · Shower only
Bathroom 6
Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Outdoor play area
Dining area
About this property
Luxury Villa Pool/HotTub/Karaoke 7B Windsor Westside Resort,Disney,Kissimmee
See NEW last minute discounts + FREE POOL HEAT for limited time, only. Orlando-Kissimmee's Windsor at Westside's "Second Star to the Right". Luxury 7 bedroom pool-spa vacation home. WOW Karaoke TV DJ lights game room. Patio TV, Just steps to amazing clubhouse! In Kissimmee! We offer generous cancellation terms.
Windsor at Westside (newer sister to Windsor Hills) is an upscale gated resort completed 5 years ago. A really 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 including pickleball, extended hours gym, covered playground, arcade room, frozen yogurt area, and activities for more fun in the sun.
Then there's the world renown theme parks. 8-10 miles is all it takes to Disney’s World Drive and nearby there's Universal Studio/ Sea World. Universal’s new parks opens this year! Excellent dining, golf, water parks, shopping, and outlets are all close by.
Vacation Home: Your new villa-home is designated as a Grand Collection villa. The professionally decorated exceptionally beautiful villa features 7 BR with 4 Kings (1 downstairs) sleeps 14-17*, a 1st floor parlor plus a huge 2nd floor parlor with a poker table and playstation4, 11 wall mounted smart TVs. 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 were great. Both Keurig type and regular drip coffee makers and fully furnished open design kitchen with everything you’d need. Downstairs master with its own bath (shower and separate tub) and separate 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 with lyrics. Connect ability for your music devices. 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. Our favorite game is Take 2....try it. Large connections 4 game.
Private Pool-spa, you’ll love the hot tub while watching the outside TV.
Outside, there's a lanai-patio, large table for dinning, DRYER, and private heated lit pool and spa, we're always there. Outdoor dryer for wet bathing suits and warm towels is a surprising luxury….Step outside, morning coffee, relaxing, planning the day, the kids in the pool and watching TV in the Florida sun...Ah heaven. We have pool children fence.
The washer and 2 dryers are on the first floor and there's multiple children's accessories (high chair, 2 pack & play cribs, stair fence, and a stroller), linens, and there's even blow driers. You're just a few miles from Disney's magic and Universal/Seaworld and the famous route 192 all its attractions/restaurants and a bit further is International Drive with its entertainment, night life, dining, Eye 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 game room or villa. Smoking permitted in the pool area. No pets. No diving, glass, or unsupervised children in the pool area. Use the children safety pool fence. FREE POOL SPA-HEAT Spa/Jacuzzi heat requires the pool to be heated.) No resort fees. Compare. There is only an additional tax, $300 cleaning fee, plus tax, and VRBO charge (see price details). (*17 guests usually requires sleeping 4 children in the bunk bed-trundle room ( 1 on top, 2 bottom, 1 in pullout trundle) and 2 guests in the double bed.)
Please review POLICY and PAYMENT at the bottom of the" Rate" page. There’s a 10% discount for returning guests, military members, and stays for 7 nights or more (only one discount per reservation).
Construction in the resort totally complete for some years. Only starter amounts of toilet paper cleaning goods and garbage bags are provided and no starter food is provided (per law). There now is a maximum of 4 cars. 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.
Free Pool/spa heat currently running a special. All prior reservations will remain unchanged.
WHY US?:
REALLY VERY CLOSE to the clubhouse (800 feet) such a plus!
Gated WINDSOR AT WESTSIDE RESORT with a world class clubhouse and all but purchases are complimentary!
WOW Game room Karaoke + stage with speakers-mikes-real DJ lighting- Megatouch gaming-TV-pool table- air hockey- bar table! Large Connect 4 game
Beautifully decorated 7 bedroom villa with everything and over 100 five out of 5 star reviews.
Outdoor TV! and free spa/pool heat, outdoor closet with one of the two dryers, overhead fan, and kid pool fence.
Convenient to theme parks, golf, restaurants, and attractions.
Our great, friendly , professional management company over 30 years strong, 24/7hours on call, straight to the villa entry.
Smoke and pets free (outdoor smoking permitted).
Smoke and CO detectors, fire extinguishers, emergency lighting, urgent care just 2.5 miles away.
Our updated vacation emails with all sorts of hints and shortcuts. Discounts and specials.
Enhanced cleaning/sanitation as well as relaxed refund policy.
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. Enjoy.
Thank you
Windsor at Westside (newer sister to Windsor Hills) is an upscale gated resort completed 5 years ago. A really 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 including pickleball, extended hours gym, covered playground, arcade room, frozen yogurt area, and activities for more fun in the sun.
Then there's the world renown theme parks. 8-10 miles is all it takes to Disney’s World Drive and nearby there's Universal Studio/ Sea World. Universal’s new parks opens this year! Excellent dining, golf, water parks, shopping, and outlets are all close by.
Vacation Home: Your new villa-home is designated as a Grand Collection villa. The professionally decorated exceptionally beautiful villa features 7 BR with 4 Kings (1 downstairs) sleeps 14-17*, a 1st floor parlor plus a huge 2nd floor parlor with a poker table and playstation4, 11 wall mounted smart TVs. 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 were great. Both Keurig type and regular drip coffee makers and fully furnished open design kitchen with everything you’d need. Downstairs master with its own bath (shower and separate tub) and separate 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 with lyrics. Connect ability for your music devices. 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. Our favorite game is Take 2....try it. Large connections 4 game.
Private Pool-spa, you’ll love the hot tub while watching the outside TV.
Outside, there's a lanai-patio, large table for dinning, DRYER, and private heated lit pool and spa, we're always there. Outdoor dryer for wet bathing suits and warm towels is a surprising luxury….Step outside, morning coffee, relaxing, planning the day, the kids in the pool and watching TV in the Florida sun...Ah heaven. We have pool children fence.
The washer and 2 dryers are on the first floor and there's multiple children's accessories (high chair, 2 pack & play cribs, stair fence, and a stroller), linens, and there's even blow driers. You're just a few miles from Disney's magic and Universal/Seaworld and the famous route 192 all its attractions/restaurants and a bit further is International Drive with its entertainment, night life, dining, Eye 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 game room or villa. Smoking permitted in the pool area. No pets. No diving, glass, or unsupervised children in the pool area. Use the children safety pool fence. FREE POOL SPA-HEAT Spa/Jacuzzi heat requires the pool to be heated.) No resort fees. Compare. There is only an additional tax, $300 cleaning fee, plus tax, and VRBO charge (see price details). (*17 guests usually requires sleeping 4 children in the bunk bed-trundle room ( 1 on top, 2 bottom, 1 in pullout trundle) and 2 guests in the double bed.)
Please review POLICY and PAYMENT at the bottom of the" Rate" page. There’s a 10% discount for returning guests, military members, and stays for 7 nights or more (only one discount per reservation).
Construction in the resort totally complete for some years. Only starter amounts of toilet paper cleaning goods and garbage bags are provided and no starter food is provided (per law). There now is a maximum of 4 cars. 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.
Free Pool/spa heat currently running a special. All prior reservations will remain unchanged.
WHY US?:
REALLY VERY CLOSE to the clubhouse (800 feet) such a plus!
Gated WINDSOR AT WESTSIDE RESORT with a world class clubhouse and all but purchases are complimentary!
WOW Game room Karaoke + stage with speakers-mikes-real DJ lighting- Megatouch gaming-TV-pool table- air hockey- bar table! Large Connect 4 game
Beautifully decorated 7 bedroom villa with everything and over 100 five out of 5 star reviews.
Outdoor TV! and free spa/pool heat, outdoor closet with one of the two dryers, overhead fan, and kid pool fence.
Convenient to theme parks, golf, restaurants, and attractions.
Our great, friendly , professional management company over 30 years strong, 24/7hours on call, straight to the villa entry.
Smoke and pets free (outdoor smoking permitted).
Smoke and CO detectors, fire extinguishers, emergency lighting, urgent care just 2.5 miles away.
Our updated vacation emails with all sorts of hints and shortcuts. Discounts and specials.
Enhanced cleaning/sanitation as well as relaxed refund policy.
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. Enjoy.
Thank you
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi
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LUXURY RESORT ACROSS THE STREET FROM CLUBHOUSE. MINUTES TO DISNEY & SHOPPING.
- Pool
- Hot tub
- Kitchen
- Washer
10.0 out of 10, (66 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 28
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking allowed: in designated areas
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 indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
We should mention
A car is required for transport to and from this property
About the area
Kissimmee
Located in Kissimmee, this villa is near theme parks and on a lake. Mystic Dunes Golf Club and Reunion Resort Golf Course are worth checking out if an activity is on the agenda, while those wishing to experience the area's popular attractions can visit Walt Disney World® Resort and Disney's Animal Kingdom® Theme Park. Travelling with kids? Make time for Old Town, or head to an event or a match at ESPN Wide World of Sports Complex. Discover the area's water adventures with nearby swimming, or enjoy the great outdoors with horse riding.

Kissimmee, FL
What's nearby
- Northeast Regional Park - 3 min drive - 2.1 km
- Highland Reserve Golf Club - 7 min drive - 5.4 km
- Mystic Dunes Golf Club - 11 min drive - 9.8 km
- ChampionsGate Golf Club - 12 min drive - 9.8 km
- Disney's Animal Kingdom® Theme Park - 15 min drive - 13.1 km
Getting around
Restaurants
- Dutch Bros Coffee - 6 min drive
- McDonald's - 5 min drive
- Twistee Treat Berry Town - 5 min drive
- 7-Eleven - 13 min walk
- Circle K - 6 min drive
Frequently asked questions
About the host
Hosted by James and Karen Smith

I'm a grandfather of 15 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. We've done it all.
Why they chose this property
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.
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.
What makes this property unique
Really very close to the clubhouse (800 to 1000 feet)
New gated WINDSOR AT WESTSIDE RESORT with a world class clubhouse and all but purchases are complimentary!
WOW Game room Karaoke with speakers-mics-real DJ lighting- Megatouch gaming-TV-pool table- air hockey- bar table!
Beautifully decorated 7 bedroom villa with everything and with over 75 five star reviews
Outdoor TV- FREE pool and spa heat.
We are in Kissimmee so Convenient to theme parks and attractions.
Our management company 27 years strong and 24/7 availability.
Check for our discounts
Our Welcome guide, directions, and accessibility
Enhanced cleaning/sanitation as well as refund policy related to the pandemic.
New gated WINDSOR AT WESTSIDE RESORT with a world class clubhouse and all but purchases are complimentary!
WOW Game room Karaoke with speakers-mics-real DJ lighting- Megatouch gaming-TV-pool table- air hockey- bar table!
Beautifully decorated 7 bedroom villa with everything and with over 75 five star reviews
Outdoor TV- FREE pool and spa heat.
We are in Kissimmee so Convenient to theme parks and attractions.
Our management company 27 years strong and 24/7 availability.
Check for our discounts
Our Welcome guide, directions, and accessibility
Enhanced cleaning/sanitation as well as refund policy related to the pandemic.
Languages:
English
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