House - Rating 5 (2)

Family Friendly Villa w Pool Hot Tub Game Room


Bedroom 6 bedrooms
Bathroom 4 baths
Guests 12 guests
Pets Not Allowed Pets Not Allowed

  • Location: Orlando, Florida
  • Type: House

Location Location

Description Description
🌟 Home Features:
✔ 6 Bedrooms | 4.5 Bathrooms – Spacious & stylish
✔ 2 Master Ensuite Bedrooms (One on Each Level!) – Perfect for families traveling with grandparents! 🏡💛
✔ Private Swimming Pool & Hot Tub 🏊‍♂️🌊 (Optional heating available)
✔ Furnished Sundeck with Privacy Panels ☀🌺
✔ BBQ Grill + Outdoor Dining Area 🍔🍽
✔ Fully Equipped Kitchen + Kitchen Island Seating 👩‍🍳
✔ Indoor & Outdoor Dining Options
✔ 2 Living Room Lounge Areas (Smart TVs, cozy seating) 🎧🛏
✔ Mario Bros-Themed Game Room 🎮 (Billiards, foosball & more!)
✔ Fast Wi-Fi & Smart TVs in Every Bedroom
✔ Blackout Curtains in Every Room – Perfect for restful sleep 🌙😴
✔ Ceiling Fans in Every Bedroom – For added comfort 🌬
✔ In-Home Laundry Machines (Washer & Dryer)
✔ Central A/C & Heating for Year-Round Comfort
✔ Free Onsite Parking 🚗

🛢 Family-Friendly Amenities (FREE of Charge!)
We understand that traveling with little ones requires extra comfort! That’s why we provide:

👶 Baby & Toddler Essentials:
✔ High Chair – Hassle-free mealtime
✔ Pack ‘n Play / Travel Crib – Safe, cozy sleeping space
✔ Kid-Friendly Dinnerware – Plastic plates, bowls, cups & utensils
✔ Sippy Cups & Bottles – For easy hydration
✔ Bottle Warmer – Ideal for nighttime feedings
✔ Step Stool (Upstairs & Downstairs) – Helps kids reach sinks
✔ Easy-to-Clean Table Mat – Keeps mealtime mess-free

🎪 Entertainment & Comfort for Kids:
✔ Stroller (Lightweight or Full-Size) – A huge perk for Disney trips!
✔ Disney-Themed Books & Toys – Keep little ones entertained
✔ Streaming Services with Kid Profiles – Netflix, Disney+, etc.
✔ Puzzles, Coloring Books & Crayons – Great for downtime
✔ Soft Nightlights – Helps kids feel comfortable in a new place

🛏 Bedroom Layout | Perfect for Families & Grandparents
Each room is thoughtfully designed with luxurious bedding, fresh linens, fluffy pillows, and Smart TVs.

🌟 TWO Master Ensuite Bedrooms – One on Each Level! 🌟
✔ Master King Suite (Ground Floor) - Private Ensuite Bathroom (Perfect for grandparents!)
✔ Master King Suite (Upstairs) - Private Ensuite Bathroom
✔ 2 Additional King Bedrooms (Upstairs) - Spacious & Cozy
✔ 2 Themed Twin Bedrooms (Upstairs) - Perfect for Kids!

🌿 Entertainment & Resort Perks
Beyond the home’s incredible amenities, you’ll also have access to Windsor at Westside Resort’s world-class facilities:

✔ Resort Pool & Water Slides 💚
✔ Lazy River & Tiki Cocktail Bar 🍹
✔ Children’s Water Playground 🌾
✔ Arcade & Fitness Center 🎪💪

📍 Prime Location - Close to Everything!
Disney World - 15 min | Universal - 30 min | SeaWorld - 25 min


Additional Services:
• Pool & Hot Tub Heating Available ($35/night per service or $60/night for both)
• Baby & Toddler Items Provided FREE of charge (Request before arrival)
• Mid-stay cleaning for reservations over 3 days in duration. This service is available for an extra fee and will need to be booked in advance.
• If you need a high chair or pack 'n play, just let us know, and we’ll be happy to provide them at no extra charge. Enjoy your stay!

We’re dedicated to making your stay magical! 🌟 Book now and experience an unforgettable Orlando getaway!
• Fast Response | Super host Service | 5-Star Stays Await!

We're happy to deliver:
- a full BBQ propane tank upon request for $70/per tank.

Quality Assurance:
• Your wellbeing is our top priority. We have built upon our foundation of pre-existing high cleaning standards with additional COVID-19 specific recommendations from the WHO, CDC and Canadian Public Health Agency guidelines.

Cancellation Policy Cancellation Policy
We offer flexible cancellations for all reservations made on upstay.com

  • 0-4 bedroom properties - Free cancellation until 5 days prior to arrival (4pm eastern time)
  • 5-8 bedroom properties - Free cancellation until 7 days prior to arrival (4pm eastern time)
  • 9+ bedroom properties - Free cancellation until 14 days prior to arrival (4pm eastern time)

For longer stays (up to 30 days) or monthly leases, we require at least 30 days notice to cancel or modify without fees.

Booking On Other Sites

Booking directly with us offers more flexible cancellation policies compared to other sites. Always double-check the cancellation policy before booking elsewhere, and consider booking with us directly for the best price on your rental.


Booking Deposit

50% of the total cost of the reservation is due at the time of booking, the other 50% must be paid once the cancellation policy kicks in.



Availability Calendar Availability Calendar
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March 2025
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April 2025
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6 7 8 $170 9 $231 10 11 12
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$246 27 $216 28 $213 29 $226 30      
May 2025
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25 26 27 $192 28 $193 29 $213 30 $222 31
June 2025
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$237 1 $198 2 $219 3 $190 4 5 6 7
$219 8 $214 9 $212 10 $214 11 $247 12 $313 13 $314 14
$269 15 $316 16 $350 17 $352 18 $367 19 $326 20 $300 21
$348 22 $358 23 $415 24 $303 25 $342 26 $353 27 $320 28
$263 29 $250 30          
July 2025
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    $251 1 $275 2 $515 3 $524 4 $516 5
$295 6 $278 7 $278 8 $295 9 $363 10 $390 11 $370 12
$303 13 $265 14 $259 15 $264 16 $314 17 $377 18 $394 19
$305 20 $299 21 $314 22 $332 23 $325 24 $379 25 $383 26
$299 27 $283 28 $320 29 $283 30 $305 31    
August 2025
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          $372 1 $371 2
$305 3 $263 4 $257 5 $249 6 $277 7 $302 8 $295 9
$261 10 $239 11 $227 12 $215 13 14 15 16
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$172 24 $155 25 $144 26 $145 27 $164 28 $233 29 $229 30
$232 31            
September 2025
Su Mo Tu We Th Fr Sa
  $147 1 $155 2 $147 3 $147 4 $200 5 $200 6
$135 7 $121 8 $117 9 $114 10 $129 11 $200 12 $200 13
$159 14 $146 15 $124 16 $123 17 $132 18 $200 19 $200 20
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28 29 $127 30        
October 2025
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      $130 1 $138 2 $200 3 $200 4
$135 5 $127 6 $149 7 $173 8 $167 9 $200 10 $200 11
$165 12 $142 13 $131 14 $134 15 $172 16 $200 17 $202 18
$183 19 $169 20 $161 21 $138 22 $152 23 24 25
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November 2025
Su Mo Tu We Th Fr Sa
            $200 1
$144 2 $126 3 $124 4 $129 5 $146 6 $200 7 $200 8
$172 9 $197 10 $134 11 12 13 14 15
16 17 18 19 $186 20 $264 21 $270 22
$294 23 $302 24 $316 25 $482 26 $483 27 $480 28 $417 29
$160 30            
December 2025
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  $154 1 $158 2 $200 3 $205 4 $200 5 $200 6
$135 7 $132 8 $142 9 $145 10 $145 11 $200 12 $200 13
$172 14 $210 15 $243 16 $264 17 $200 18 $438 19 $465 20
$588 21 $648 22 $662 23 $645 24 $630 25 $658 26 $697 27
$682 28 $654 29 $637 30 $632 31      
January 2026
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        $611 1 $564 2 $589 3
$308 4 $234 5 $240 6 $242 7 $228 8 $231 9 $239 10
$142 11 $125 12 $123 13 $120 14 $130 15 $200 16 $200 17
$182 18 $157 19 $140 20 $124 21 $140 22 $200 23 $200 24
$135 25 $125 26 $121 27 $126 28 $138 29 $200 30 $200 31
February 2026
Su Mo Tu We Th Fr Sa
$146 1 $146 2 $149 3 $150 4 $146 5 $200 6 $200 7
$162 8 $149 9 $143 10 $155 11 $169 12 $249 13 $276 14
$236 15 $179 16 $151 17 $167 18 $181 19 $226 20 $222 21
$198 22 $179 23 $176 24 $189 25 $210 26 $249 27 $291 28
Swipe Swipe for Availability


Amenities 54 Amenities
  • Air conditioning
  • Baking sheet
  • Bathtub
  • BBQ grill
  • Bed linens
  • Carbon monoxide detector
  • Cleaning Disinfection
  • Coffee maker
  • Crib
  • Dishes and silverware
  • Dishwasher
  • Dryer
  • Enhanced cleaning practices
  • Essentials
  • Family/kid friendly
  • Fire extinguisher
  • Free parking on premises
  • Gym
  • Hair dryer
  • Hangers
  • Heating
  • High chair
  • High touch surfaces disinfected
  • Hot tub
  • Hot water
  • Indoor pool
  • Internet
  • Iron
  • Kitchen
  • Long term stays allowed
  • Microwave
  • Oven
  • Private entrance
  • Refrigerator
  • Resort
  • Shampoo
  • Shower gel
  • Smoke detector
  • Stove
  • Suitable for children (2-12 years)
  • Suitable for infants (under 2 years)
  • Toaster
  • Towels provided
  • TV
  • Washer
  • Wireless Internet
Resorts
  • WindsorWestside
  • Communal pool
  • Game room
  • In-Home Games Room
  • Nintendo Theme Room
  • Outdoor pool
  • Private pool
  • Swimming pool

Reviews Rating 5 (2) Reviews
Rating 5
This is a 5 star place! Our stay at this Orlando home was perfect for our multi-family trip, including grandparents! The two master suites—one on each level—gave everyone their own space, and the other 2 king-sized bedrooms were roomy enough for our toddler to snuggle with us. Super clean! The kids adored the Disney-themed bedroom and the Mario game room with air hockey, skee ball, foosball, and 2 gaming consoles. The private pool was already warm, so no heating was needed, and the hot tub heating was free—a rare and much-appreciated perk! pool noodles, Blackout curtains, night lights, step stools, a stroller made things super convenient, especially for little ones. While we took the kids to Disney, the grandparents enjoyed the lazy river, the cocktail tiki bar and fitness center. I wanted toddler friendly dinner ware and the host delivered it! We didn’t use the BBQ, but it was nice to have the option. Thoughtful touches made this a true 5-star experience. We’ll definitely be back!
Anonymous - Posted: 3/3/2025
Thank you for sharing you experience, Peter! That sounds like an incredible stay! We’re so happy to hear that the home was a perfect fit for your multi-family trip and that everyone—from the little ones to the grandparents—had a fantastic time. It’s wonderful that the thoughtful touches, fun amenities, and warm pool made your experience even more special. We’d love to welcome you back for another amazing stay!
Upstay staff
Posted: 3/20/2025
Rating 5
We all very much enjoyed our stay ! The ONLY downfall was the jacuzzi not working the first two days but after being in contact about it our host was able to fix and accommodate me which made it better! Also, the grill is also available for a $70 fee which is not listed I was under the impression it was for use like the pool.. I would also buy trash bags as there were only 2 for our week stay of 7 people .. the house is absolutely beautiful! Spacious kitchen and rooms. Super comfy beds ! And such a cool game room !! We would deff recommend staying here and would love to return !
Anonymous - Posted: 12/15/2024
Hi Chelsea, we're so glad you enjoyed your stay and that the home met your expectations! We appreciate your patience with the jacuzzi and your feedback on the grill fee and trash bags. The grill fee is clearly stated in our listing description, along with other extra amenities we offer. Additional trash bags are available upon request, and we wish you had let us know so we could have sent someone to deliver them. We’d love to host you again and hope to see you back soon!
Upstay staff
Posted: 2/21/2025
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