Upstay Epic Windsor Home w Pool Cinema Games
Immersive Game Room Zone – A playful, high-energy hangout space designed for hours of entertainment with ping pong and air hockey.
Vibrant Game Lounge – Enjoy nonstop fun with arcade games, bar seating, and vibrant décor.
The Simpsons Themed Cinema with Vibrant seating and a Large Screen
Private Screened-in Swimming Pool with Hot Tub
Private Screened-In Pool – Your sunny Florida escape with loungers, safety screen & sparkling water.
Outdoor Patio Lounge – Relax on cushioned seating under the shade.
Private Screened-In Pool – Your sunny Florida escape with loungers, safety screen & sparkling water.
Furnished outdoor patio perfect for gatherings with friends and family with a BBQ Grill
Outdoor patio with BBQ Grill
Vibrant Game Lounge – Enjoy nonstop fun with arcade games, bar seating, and vibrant décor.
The Simpsons Themed Cinema with Vibrant seating and a Large Screen
Creative VR-Inspired Game Room – Unique neon art & immersive details for gamers of all ages.
Creative VR-Inspired Games Room – Unique neon art & immersive details for gamers of all ages.
Bright & Spacious Living Room – A cozy open-concept lounge with plush seating, perfect for movie nights and family time.
Large Dining Area for 14 – Gather for shared meals around this stylish, modern dining table.
Large Dining Area for 14 – Gather for shared meals around this stylish, modern dining table.
Large Dining Area for 14 – Gather for shared meals around this stylish, modern dining table.
Fully Equipped Modern Kitchen – Spacious, sleek, and stocked with everything you need to cook for a crowd.
Chef’s Kitchen with Island Seating – Prep meals, gather for snacks, and enjoy an open, social layout.
Fully Equipped Modern Kitchen – Spacious, sleek, and stocked with everything you need to cook for a crowd.
Contemporary Entryway – A warm welcome with modern art and stylish details.
King Bedroom Retreat – A peaceful space with soft linens and calming accents.
King Bedroom Retreat – A peaceful space with a smart TV, en-suite bathroom, soft linens and calming accents.
Crisp, Modern Ensuite Bathroom – Fresh and bright with high-quality finishes.
Vibrant King Bedroom – A bright, cheerful bedroom with s smart TV, en-suite bathroom, warm tones and natural light.
Vibrant King Bedroom – A bright, cheerful bedroom with s smart TV, en-suite bathroom, warm tones and natural light.
Dual-Sink En-suite Bathroom – Perfect for couples or families needing extra space.
En-suite bathroom with spa-like bathtub and standing shower.
Fresh Green King Bedroom – Stylish and serene with garden-inspired colours.
Fresh Green King Bedroom – Stylish and serene with garden-inspired colours.
En-suite Bathroom – Spacious standing shower and plenty of room for everyone to get ready.
Modern Queen Bedroom – Clean and sophisticated with calming decor.
Modern King Bedroom with En-suite – Clean and sophisticated with calming decor and a smart TV.
Full en-suite bathroom with a spacious vanity and standing shower.
Peaceful Queen Bedroom with Smart TV
Peaceful Queen Bedroom with Smart TV
En-suite Bathroom with Spacious Vanity and Standing Shower
En-suite Bathroom with Standing Shower
Winnie the Pooh themed twin bedroom with a smart TV perfect for kids.
Winnie the Pooh themed twin bedroom with a smart TV perfect for kids.
Full en-suite bathroom with a spacious standing shower.
Upstay Epic Windsor Home w Pool Cinema Games | Photo 43
Upstay Epic Windsor Home w Pool Cinema Games | Photo 44
Upstay Epic Windsor Home w Pool Cinema Games | Photo 45
Pirate Adventure Bedroom – A bold themed room with a ship-style bunk bed and vibrant décor.
Pirate Adventure Bedroom – A bold themed room with ship-style bed and vibrant décor.
Upstay Epic Windsor Home w Pool Cinema Games | Photo 48
Upstay Epic Windsor Home w Pool Cinema Games | Photo 49
Underwater Mermaid-Themed Bedroom – Magical murals and a bunk bed for dreamers.
Underwater Mermaid-Themed Bedroom – Magical murals, a smart TV and a bunk bed for dreamers.
Barbie Dream Bunk Room – Pink paradise with 2 bunks, a smart TV and playful décor.
Barbie Dream Bunk Room – Pink paradise with 2 bunks, a smart TV and playful décor.
Barbie Dream Bunk Room – Pink paradise with 2 bunks, a smart TV and playful décor.
Laundry Facilities – Full-size washer and dryer for guest convenience.
Home Exterior Front View – Beautiful and welcoming with garage parking.
Presented by Upstay
Resort-style lazy river surrounded by palm trees—perfect for relaxing under the Florida sun.
Aerial view of Windsor Westside’s impressive clubhouse, pools, and resort amenities.
Family-friendly splash park with slides and water features for endless fun.
Outdoor sports courts available for basketball, tennis, and friendly competition.
Poolside lounge chairs and shaded cabanas for laid-back resort days.
Large resort pool with plenty of space to swim, unwind, and cool off.
Modern clubhouse interior with welcoming seating and guest services.
Evening view of the resort pool and clubhouse, beautifully lit for nighttime relaxation.
Expansive water park area designed for families and guests of all ages.
Aerial view showcasing the full Windsor Westside Resort and surrounding community.
Outdoor Sports Court at Windsor Westside Resort
Poolside seating and shaded areas ideal for socializing or relaxing between swims.
Indoor game room and activity space for kids and teens to enjoy.
Elegant clubhouse exterior with a welcoming entrance at sunset.
Another aerial view highlighting the resort’s pools, slides, and landscaped grounds.
Peaceful lazy river winding through the resort’s tropical scenery.
Bright splash zone with slides and interactive features for younger guests.
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House - Rating 5 (4)

Upstay Epic Windsor Home w Pool Cinema Games

Bedroom 10 bedrooms
Bathroom 6 baths
Guests 28 guests
Pets Not Allowed Pets Not Allowed
  • Location: Orlando, Florida
  • Type: House
Location Location
Description Description
Step into your own private slice of resort-style paradise. This spacious villa blends luxury, comfort, and non-stop entertainment — approximately 15 miles from Universal Studios — giving your group the perfect home base for an unforgettable Orlando stay. Whether you’re relaxing by the pool and hot tub, exploring the themed bedrooms, or enjoying the game-packed indoor spaces, this home is built for connection, comfort, and pure holiday happiness.

Soak up the sunshine on your private outdoor retreat:
• Private screened-in swimming pool and hot tub
• Comfortable loungers for tanning & relaxing
• Outdoor seating area perfect for morning coffee or evening downtime

Fun, Games & Movie Time:
• Vibrant in-home cinema lounge with a massive screen
• Games room with ping pong, foosball, air hockey & arcade games
• High-speed Wi-Fi + Smart TVs throughout the home

Eat, Lounge & Gather:
• Open-concept living room with large Smart TV & cozy seating
• Fully equipped kitchen with modern appliances
• Elegant dining table for group meals + bar seating at the island
• Bright, airy main space perfect for reconnecting after theme-park adventures

Dream Big, Sleep Easy:
Everyone gets their perfect place to recharge — including magical themed rooms the kids will love:

First Floor
• Bedroom 1: Queen bed + 2 Twins (Cars-themed)
• Bedroom 2: King bed | Ensuite

Second Floor
• Bedroom 3: Bunk room – 2 Twins + 2 Fulls (Barbie theme)
• Bedroom 4: Bunk room – 2 Fulls (Pirates of the Caribbean theme)
• Bedroom 5: Bunk room – 2 Fulls (Avatar theme)
• Bedroom 6: Queen bed
• Bedroom 7: Queen bed
• Bedroom 8: King bed | Ensuite
• Bedroom 9: King bed
• Bedroom 10: Bunk room – 2 Twins (Winnie the Pooh theme)
Every room is cozy, comfortable, and designed for rest — with playful touches that make bedtime its own adventure.

Unbeatable location—You’re perfectly placed to enjoy the best of Orlando:
• Minutes to restaurants, groceries & convenience stores
• ≈ 10 mi to Walt Disney World Resort
• ≈ 15 mi Universal Studios
• ≈ 9 mi to Universal Studios Florida
• ≈ 20 mi to Orlando International Airport (MCO

Check-In, Parking & Resort Access
• Gated community with 24/7 security
• Driveway parking + garage parking available
• No street parking permitted in the neighbourhood

As a guest, you’ll enjoy full access to Windsor at Westside Resort, including:
• Massive resort pool & lazy river
• Kids’ splash zone & waterslides
• Tiki bar, cabanas & sun deck
• Volleyball & basketball courts
• Arcade room, activity center & clubhouse lounge
• Fitness center, business center & more
(Please Note: Some amenities or rentals may require an additional fee.)

Why Stay With Us?
We’re experts at delivering unforgettable group getaways. Our homes are clean, spacious, and full of personality — from custom designs to immersive entertainment spaces. We handle the details, so you can focus on fun.

This villa is the perfect blend of comfort, style, and entertainment — designed to bring people together and ensure every day feels special. Book your stay today!


• For a smooth and secure check-in experience, all guests may be required to complete ID and Enso Boarding Pass verification before arrival. Check-in instructions will be shared once verification is completed. Thank you for helping us ensure a seamless stay!
• Please note that we do not provide washcloths. Please bring your own washcloths to make use of during your stay.

Add-On Services:
• Pool and hot tub heating is an additional service that is not included in your booking price. It's an additional fee of $35/night per service and $60/night for both, which we provide upon request. Please note that heating service is available with a minimum stay of 2 nights. Feel free to reach out for more details.

Convenience Rentals:
• Planning a BBQ? A propane tank is available for a one-time $69 charge. Let us know in advance, and we’ll make sure you’re all set to grill and enjoy!
• Pack 'N Play crib: $40
• Highchair: $40
(Please reach out after booking to arrange any add-ons or upgrades.)
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
Available
Unavailable
Check-In
Check-Out
March 2026
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 7
8 9 10 11 12 13 14
15 16 17 18 19 20 21
$273 22 $244 23 $248 24 $258 25 $310 26 27 28
$523 29 $548 30 31        
April 2026
Su Mo Tu We Th Fr Sa
      1 2 3 4
5 6 $620 7 $641 8 9 10 11
12 13 14 15 16 17 18
$271 19 $267 20 $243 21 $226 22 23 24 25
26 27 28 29 30    
May 2026
Su Mo Tu We Th Fr Sa
          1 2
$270 3 $222 4 $275 5 $294 6 $297 7 $307 8 $301 9
$270 10 $209 11 $207 12 $200 13 $228 14 $300 15 $300 16
$261 17 $216 18 $210 19 $220 20 $260 21 22 23
24 $288 25 $233 26 $243 27 $291 28 $356 29 $358 30
$326 31            
June 2026
Su Mo Tu We Th Fr Sa
  $281 1 $259 2 3 4 5 6
$267 7 $236 8 $239 9 $247 10 11 12 13
14 $447 15 $448 16 $456 17 $588 18 $585 19 $578 20
$590 21 $614 22 $635 23 $674 24 $658 25 $707 26 $683 27
$659 28 $680 29 $634 30        
July 2026
Su Mo Tu We Th Fr Sa
      $792 1 $887 2 $887 3 $946 4
$621 5 $608 6 $623 7 $667 8 $678 9 $749 10 $717 11
$441 12 $429 13 $428 14 $451 15 $913 16 $977 17 $833 18
$612 19 $410 20 $411 21 $449 22 $552 23 $681 24 $619 25
$473 26 $487 27 $477 28 $406 29 $483 30 $548 31  
August 2026
Su Mo Tu We Th Fr Sa
            $509 1
$411 2 $362 3 $335 4 $336 5 $384 6 $412 7 $392 8
$355 9 $327 10 $346 11 $369 12 $376 13 $377 14 $371 15
$369 16 $253 17 $237 18 $248 19 $276 20 $305 21 $300 22
$262 23 $216 24 $200 25 $203 26 $240 27 $300 28 $300 29
$248 30 $200 31          
September 2026
Su Mo Tu We Th Fr Sa
    $200 1 $200 2 $216 3 $358 4 $376 5
$352 6 $200 7 $200 8 $200 9 $245 10 $300 11 $300 12
$277 13 $276 14 $276 15 $270 16 $244 17 $300 18 $300 19
$232 20 $206 21 $203 22 $242 23 $236 24 $300 25 $300 26
$230 27 $201 28 $200 29 $200 30      
October 2026
Su Mo Tu We Th Fr Sa
        $220 1 $300 2 $300 3
$250 4 $224 5 $271 6 $288 7 $297 8 $335 9 $331 10
$336 11 $315 12 $291 13 $308 14 $293 15 $303 16 $300 17
$266 18 $286 19 $261 20 $254 21 $240 22 $300 23 $300 24
$219 25 $200 26 $200 27 $202 28 $243 29 $300 30 $300 31
November 2026
Su Mo Tu We Th Fr Sa
$252 1 $248 2 $252 3 $248 4 $265 5 $300 6 $300 7
$229 8 $204 9 $292 10 11 12 13 14
15 16 17 18 $246 19 $429 20 $485 21
$487 22 $533 23 $549 24 $1060 25 $1059 26 $880 27 $741 28
$282 29 $298 30          
December 2026
Su Mo Tu We Th Fr Sa
    $250 1 $222 2 $223 3 $390 4 $310 5
$224 6 $224 7 $224 8 $225 9 $250 10 $328 11 $317 12
$311 13 $325 14 $313 15 $245 16 $351 17 $552 18 $1059 19
$1163 20 $1228 21 $1213 22 $1500 23 $1633 24 $1627 25 $1552 26
$1395 27 $1246 28 $1243 29 $1119 30 $1115 31    
January 2027
Su Mo Tu We Th Fr Sa
          $1063 1 $947 2
$664 3 $521 4 $418 5 $412 6 $393 7 $322 8 $302 9
$315 10 $301 11 $214 12 $200 13 $224 14 $300 15 $332 16
$330 17 $266 18 $236 19 $234 20 $241 21 $300 22 $300 23
$229 24 $203 25 $200 26 $209 27 $228 28 $300 29 $300 30
$231 31            
February 2027
Su Mo Tu We Th Fr Sa
  $217 1 $206 2 $227 3 $256 4 $352 5 $358 6
$341 7 $312 8 $285 9 $320 10 $346 11 $540 12 $588 13
$557 14 $371 15 $298 16 $325 17 $334 18 $370 19 $375 20
$410 21 $382 22 $383 23 $383 24 $378 25 $406 26 $385 27
$297 28            
Swipe Swipe for Availability
Amenities 54 Amenities
  • Air conditioning
  • Baking sheet
  • BBQ grill
  • Bed linens
  • Carbon monoxide detector
  • Cleaning Disinfection
  • Coffee maker
  • Cookware
  • Dishes and silverware
  • Dishwasher
  • Dryer
  • Dryer in common space
  • 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
  • Internet
  • Iron
  • Kitchen
  • Long term stays allowed
  • Microwave
  • Oven
  • Pack ’n Play/travel crib
  • Patio or balcony
  • Private entrance
  • Refrigerator
  • Resort
  • Room-darkening shades
  • Shampoo
  • Shower gel
  • Smoke detector
  • Stove
  • Suitable for children (2-12 years)
  • Suitable for infants (under 2 years)
  • Toaster
  • Towels provided
  • TV
  • Washer
  • Washer in common space
  • Wireless Internet
Resorts
  • WindsorWestside
  • Communal pool
  • Game room
  • Outdoor pool
  • Private pool
Reviews Rating 5 (4) Reviews
Rating 5
We had a wonderful stay and truly appreciate everything. The team was extremely attentive, responsive, and made sure we felt comfortable from start to finish. The house is excellent—clean, well-maintained, and exactly as described. Our whole family loved it and had a great time. Thank you for the great experience!
Anonymous - Posted: 3/1/2026
It’s fantastic to hear that you and your family had such a wonderful stay with us! We take great pride in providing a clean and well-maintained space, so it’s rewarding to know that our efforts made a positive impact on your experience. Our team is dedicated to ensuring that our guests feel comfortable and well taken care of, and we’re glad that you felt that during your time here. Thank you for choosing Upstay, and we hope to welcome you back for another great experience in the future!
Upstay staff
Posted: 3/3/2026
Rating 5
This house was beautiful it fulfilled every need from the adults to the children I would definitely come back and would for sure recommend to family and friends. Thanks for having us.
Anonymous - Posted: 2/10/2026
It’s wonderful to hear that you and your family enjoyed your stay! We take great pride in providing a space that caters to both adults and children, so it’s rewarding to know we met your needs. Your recommendation means a lot to us, and we would be delighted to welcome you back anytime. Thank you for choosing Upstay for your getaway!
Upstay staff
Posted: 2/12/2026
Rating 5
This home was great. Myself and my family enjoyed the experience. It’s plenty of fun for children and plenty of space. The home was very clean and comfortable. The Host was very professional and friendly. I highly recommend booking with this Host!
Anonymous - Posted: 2/4/2026
Thank you for your wonderful review, Jonathan! We're delighted to hear that you and your family had such a great experience at our home. It’s fantastic to know that the space worked well for everyone, especially the kids. We take pride in maintaining a clean and comfortable environment, and your kind words about our hospitality mean a lot to us. We appreciate your recommendation and hope to welcome you back for another stay in the future!
Upstay staff
Posted: 2/5/2026
Rating 5
Our stay was amazing! Would definitely recommend! The themed rooms were a hit with the kids!
Anonymous - Posted: 1/19/2026
It’s wonderful to hear that you had an amazing stay! We’re so glad the themed rooms were a hit with the kids; we put a lot of thought into creating a fun atmosphere for families. Thank you for recommending us, and we hope to welcome you back for another memorable experience!
Upstay staff
Posted: 2/4/2026
Swipe Swipe for More Reviews
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