Upstay presents this newly renovated 9-bedroom home at the sought-after Windsor at Westside Resort—just 8 miles from Disney! Recently updated to include a brand-new movie theater and an upgraded games room with a PlayStation, this home offers even more space for fun and relaxation. Enjoy your own private swimming pool, jacuzzi hot tub, and a spacious, fully furnished sundeck. Inside, you’ll find modern, airy rooms and entertainment for all ages, including air hockey, billiards, and foosball.
The Space:
This newly renovated 9-bedroom, 6-bathroom home at Windsor at Westside has been enhanced with a brand-new private movie theater and upgraded games room with a PlayStation—making it the ultimate group getaway. Enjoy a private pool, outdoor hot tub, and a large sundeck with serene pond views. The home sleeps up to 20 guests comfortably, with smart TVs in every bedroom and high-speed WiFi throughout.
Enjoy pond-facing views and no rear neighbors while you soak up the Florida sunshine from your private screened-in patio. Cool off in the sparkling swimming pool, unwind in the jacuzzi hot tub, or enjoy BBQ lunches around the outdoor dining area—there’s plenty of space for everyone.
Inside, the fully equipped kitchen features double fridge/freezer combo units, two large-capacity dishwashers, quartz countertops, stainless steel appliances, and a deep double sink. Dine together at the 10-person indoor dining table, with additional seating for 4 at the kitchen island and even more outdoors.
Every bedroom has a Smart TV, and high-speed internet keeps everyone connected.
Bedroom breakdown:
First Floor:
First Floor:
Bedroom 1: King bed
Bedroom 2: Two (2) Queen beds with ensuite
Second Floor:
Bedroom 3: King bed with ensuite
Bedroom 4: Bunk-bed (twin/full)
Bedroom 5: King bedroom suite
Bedroom 6: King bedroom suite
Bedroom 7: Bunk bed (twin/full)
Bedrooms 8&9: Two rooms, each with 2 twin beds
Bonus: Upstairs loft lounge now enhanced with air hockey, billiards, and foosball
Need to throw in a load of laundry? No problem—this home includes in-home washers and dryers, central A/C, and free parking for up to 4 vehicles on-site.
As part of your stay, you’ll also enjoy full access to the incredible Windsor at Westside Resort, complete with a lazy river, water slides, a Tiki bar, and so much more. Whether you're heading to Disney (just 8 miles away), relaxing poolside, or enjoying a movie night at home—this property offers a vacation experience unlike any other.
Guest Access:
You'll have private access to the property, so please make yourself at home. You can park 2 cars in the driveway. Our guests also get access to the resort clubhouse and its amenities, they are open from 9am to 9pm daily.
The Neighborhood:
Windsor at Westside is a brand new Mediterranean-themed community of luxury Orlando vacation rentals just 8 miles from Disney World. Guests get full access to the clubhouse and all of its amenities.
Getting Around:
Windsor at Westside is perfectly located to give you easy access in to the back entrance of Disney World via Black Lake Road followed by Sherbeth Road, so you will experience very minimal traffic. Close to shops, supermarkets (publix) and restaurants it's a great location to explore all the Orlando theme park attractions.
Windsor at Westside is just 30 miles from Orlando International Airport via the 417 toll road which normally takes about 35 minutes and only costs a few Dollars for the convenience.
Other Things to Note:
• 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!
• Up to 2 vehicles may park in the driveway while extra parking is available at the clubhouse. The garage is not available, and a maximum of 5 vehicles is allowed per residence.
• Please note that washcloths are not provided—kindly bring your own for your stay.
Additional Services:
• Pool and hot tub heating are available upon request and are not included in the booking price. The fee is $45/night per service or $79/night for both, with a 2-night minimum. At least 24 hours’ notice is required if you would like to add this service.
• 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!
• Rent a Pack 'n play for $39 (one-time fee)
• Rent a highchair for $29 (one-time fee)
• 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.
House Rules:
1. Parties, events, and smoking/vaping are prohibited in or around our property.
2. Please check-out on time. Late departures will result in a charge for each additional hour the property cannot be accessed for turnover.
3. Outside of service animals, pets are not permitted at this property. Any evidence of pets will result in a fine and/or forfeiture of your full deposit.
4. Firearms and weapons are strictly prohibited on the property.
5. We do not assume liability for any injuries sustained by using the pool. Please follow all safety precautions and use at your own discretion.
If any of these house rules are broken, you and your group may be subject to additional charges or be requested to vacate the property immediately without refund.
Interaction with Guests:
We work with a team of dedicated hospitality professionals who will assist us in providing you with 5-star quality service. Your recommendations and questions are important to us and we're here 24/7 to assist you. Please don't hesitate to reach out to us at any time.
Servicios de la propiedad
Playa
Camastros en la playa
Toallas de playa
Alberca/spa
Alberca al aire libre
Alberca compartida
Alberca privada
Tina de hidromasaje
Internet
Disponible en la casa: wifi gratis
Estacionamiento y transporte
Estacionamiento en la propiedad
Cocina
Cafetera y tetera
Horno
Isla de cocina
Lavavajillas
Licuadora
Máquina de hielo
Microondas
Parrilla de estufa
Refrigerador
Tetera eléctrica
Tostadora
Vajilla y utensilios de cocina
Comidas
Mesas
Habitaciones
9 habitaciones
Se proporcionan sábanas
Baño
6 baños
Jabón
Regadera
Se ofrecen toallas
Secadora de cabello
Shampoo
Áreas comunes para sentarse
Mesa
Sala de estar
Entretenimiento
Juegos
Smart TV
Espacios exteriores
Asador
Balcón
Jardín
Muebles de exterior
Lavandería
Lavadora
Lavandería
Para tu comodidad
Aire acondicionado
Calefacción
Mascotas
No se aceptan mascotas
Facilidades de acceso
Piso de madera sólida en las áreas comunes
No se permite fumar en la propiedad
Servicios e instalaciones
Plancha y tabla de planchar
Aspectos destacados de la ubicación
Cerca de un spa de salud/belleza
En el centro de la ciudad
Actividades
Futbolito
Gimnasio
Mesa de billar
Sala de juegos o videojuegos
Tenis de mesa
Parque temático en los alrededores
Características de seguridad
Detector de monóxido de carbono (el anfitrión indicó que la propiedad cuenta con un detector de monóxido de carbono)
Detector de humo (el anfitrión indicó que la propiedad cuenta con un detector de humo)
Recibirás un correo electrónico del anfitrión con las instrucciones para hacer el check-in y el check-out.
La información proporcionada por la propiedad podría estar traducida con herramientas de traducción automática.
Mascotas
No se aceptan mascotas
Niños y camas adicionales
Los niños son bienvenidos.
Eventos
No se permiten eventos
Fumar
No se permite fumar
Información importante
Información importante
Podría aplicarse un cargo por persona extra, que varía según la política de la propiedad
Es posible que debas presentar una identificación oficial con fotografía y una tarjeta de crédito, una tarjeta de débito o hacer un depósito en efectivo en el check-in para cubrir cualquier gasto imprevisto
Las solicitudes especiales no se pueden garantizar. Están sujetas a disponibilidad al momento del check-in y pueden tener un costo extra
Esta propiedad acepta efectivo
No se permiten fiestas ni eventos de grupos
Ideal para estancias largas
El anfitrión indicó que hay un detector de monóxido de carbono en la propiedad
El anfitrión indicó que hay un detector de humo en la propiedad
El equipamiento de seguridad de esta propiedad incluye extintor de incendios
Esta propiedad tiene espacios al aire libre, como balcones, patios y terrazas, que podrían no ser adecuados para niños; en caso de inquietudes, recomendamos que te comuniques con la propiedad antes de tu llegada para confirmar que puedas hospedarte en una habitación que se ajuste a tus necesidades.
Vrbo, nuestro sitio asociado, administra este hospedaje. Recibirás un correo suyo con un enlace a tu cuenta de Vrbo, donde podrás cambiar o cancelar tu reservación.
Información de la zona
Esta casa de vacaciones se encuentra en la zona centro y cerca de parques temáticos, en Kissimmee. Aquellos que deseen hacer una actividad pueden ir a Club de golf ChampionsGate y Club de golf Mystic Dunes, mientras que quienes quieran ir de compras pueden visitar Complejo de entretenimiento Old Town y Centro comercial Disney Springs™. ¿Viajas con niños? No te pierdas Resort de Walt Disney World®, o asiste a un evento o partido en Complejo ESPN Wide World of Sports. Visita nuestra guía de Kissimmee
Kissimmee, FL (ISM-Kissimmee Gateway) - 42 min en auto
Restaurantes
McDonald's
A 5 min en auto
7-Eleven
A 19 min a pie
Twistee Treat Berry Town
A 5 min en auto
Dutch Bros Coffee
A 6 min en auto
Culver's
A 7 min en auto
Preguntas frecuentes
¿Hay alberca en Upstay: Renovated 9BR Home w Theater & Games Room?
Sí, la propiedad cuenta con alberca al aire libre.
¿Upstay: Renovated 9BR Home w Theater & Games Room acepta mascotas?
No, la propiedad no acepta mascotas.
¿Cuánto cuesta el estacionamiento en Upstay: Renovated 9BR Home w Theater & Games Room?
Hay estacionamiento disponible en la propiedad.
¿A qué hora es el check-in en Upstay: Renovated 9BR Home w Theater & Games Room?
Hora de inicio de check-in: 16:00.
¿A qué hora es el check-out en Upstay: Renovated 9BR Home w Theater & Games Room?
El check-out es a las 10:00.
¿Dónde se encuentra Upstay: Renovated 9BR Home w Theater & Games Room?
Esta casa de vacaciones para toda la familia se encuentra en el centro de la ciudad, a menos de 5 km (3 mi) de Club de golf Highland Reserve y Lago Davenport. Parque acuático Surfari y Island H2O Live! también se encuentran a 10 km (6 mi).
Opiniones de Upstay: Renovated 9BR Home w Theater & Games Room
Opiniones
Muy bueno
Todas las opiniones que se muestran provienen de experiencias de huéspedes reales. Solo las personas que han reservado un hospedaje con nosotros pueden enviar su opinión. Verificamos las opiniones con base en nuestras pautas y las publicamos todas, ya sean positivas o negativas.
Puntuación de 10, es decir, Excelente. Basada en 7 de 15 opiniones
10 - Excelente
7
Puntuación de 8, es decir, Bueno. Basada en 4 de 15 opiniones
8 - Bueno
4
Puntuación de 6, es decir, Aceptable. Basada en 4 de 15 opiniones
6 - Aceptable
4
Puntuación de 4, es decir, Malo. Basada en 0 de 15 opiniones
4 - Malo
0
Puntuación de 2, es decir, Terrible. Basada en 0 de 15 opiniones
2 - Terrible
0
9.2
Limpieza
9.6
Ubicación
Opiniones
Opinión verificada
10/10 Excelente
Dre
30 sep. 2025
Le gustó: Limpieza, check-in, comunicación, ubicación y veracidad del anuncio
Wonderful home, felt safe with family and had a lot of fun.
Dre
Se hospedó 2 noches en septiembre de 2025
Opinión verificada
8/10 Buena
Tracey O.
10 oct. 2025
Le gustó: Limpieza, check-in, comunicación y ubicación
All great.
Tracey O.
Se hospedó 5 noches en octubre de 2025
Opinión verificada
10/10 Excelente
Albert N.
23 abr. 2025
Le gustó: Limpieza, check-in, comunicación, ubicación y veracidad del anuncio
Orlando family trip
Great property. Very engaged host
Albert N.
Se hospedó 3 noches en abril de 2025
Opinión verificada
10/10 Excelente
Lillian R.
29 jul. 2025
Le gustó: Limpieza, check-in, comunicación, ubicación y veracidad del anuncio
Excellent vacation family home
" We had a wonderful stay at your vacation rental home! The spacious home provided plenty of room for a family of 20, and there was something for every age group to enjoy. The open kitchen was fantastic—it had enough space for everyone to eat together, making our family gatherings even more special. The whole family enjoyed the pool and the amenities at the clubhouse, which added to our fun! Highly recommend for a memorable and comfortable getaway!"
Lillian R.
Se hospedó 4 noches en julio de 2025
Opinión verificada
10/10 Excelente
Jacques J.
14 jun. 2025
Le gustó: Limpieza, check-in, comunicación, ubicación y veracidad del anuncio
Amazing Accomodations!
Beautiful home. Close to the Clubhouse. Great communication with property manager. Amenities Galore! Highly Recommend!
Jacques J.
Se hospedó 5 noches en junio de 2025
Opinión verificada
6/10 Aceptable
Stephanie G.
14 ene. 2026
Le gustó: Limpieza y ubicación
No le gustó: Check-in y veracidad del anuncio
There was an address error in the VRBO listing, and it was challenging to find the correct place to be. We had been approved for an early check-in, but the code didn’t work when we arrived. We had paid for two nights of heat in the hot tub that didn’t work when we tried to access it. I asked Repeatedly for a refund on the heating services and did not receive a response to that specific question. We were there over a holiday, which is understandably more challenging. The house itself was great, but the challenges along the way really dampened this day.
Stephanie G.
Se hospedó 3 noches en diciembre de 2025
Opinión verificada
10/10 Excelente
Arthur V.
9 mar. 2025
Le gustó: Limpieza, check-in, comunicación, ubicación y veracidad del anuncio
Spacious Vacation Home for large groups!
Did a family trip to Disney with a total of 18 kids/adults. Primarily used for the basics (sleep/shower/breakfast) so it was perfect for that as everyone had their own space. Property manager was on top of their game and very responsive. Thanks for a great trip!
Arthur V.
Se hospedó 6 noches en febrero de 2025
Opinión verificada
10/10 Excelente
Sandra S.
26 oct. 2025
Le gustó: Limpieza, check-in, comunicación, ubicación y veracidad del anuncio
Everything Was On Point except tha AC Was not working up stairs
Sandra S.
Se hospedó 2 noches en octubre de 2025
Opinión verificada
6/10 Aceptable
Cynthia G.
1 dic. 2025
Le gustó: Ubicación
No le gustó: Check-in y veracidad del anuncio
Although recently renovated, the dining room chairs were were in very poor condition, you had to add pillow not to sink in, bedroom drawers were not clean, closet door in bedroom 2 kept falling off, dryer timer does not work - once you turn it on it will not turn off until you turn it off which is a fire hazard. Ice machine in refrigerator leaks water had to add a towel underneath. Master bedroom bed makes a lot of noise with slightest movement. Seems an attempt was made to reinforce with braces that may be loose? Gave 2 stars instead of 1 because the game room was fun and a few bedrooms had cool renovated themes.
Cynthia G.
Se hospedó 4 noches en noviembre de 2025
Opinión verificada
8/10 Buena
Froilan S.
22 jun. 2025
Le gustó: Limpieza, comunicación, ubicación
Great Vacation house
Overall, this was a great vacation home spacious and comfortable, with more than enough bedrooms and bathrooms for our group of 14. The kids especially loved the arcade room, swimming pool, and the home movie theater. A few things to note: the listing mentioned parking for four cars, but since the garage has been converted into an arcade, only two cars can actually fit in the driveway. We had three cars and were told that street parking isn’t allowed and could result in towing. Management recommended the “Parkopedia” app, but the nearest available parking was about two miles away, and we weren’t sure if overnight parking was allowed there. We ended up parking on the street and took our chances.We also had a bit of an issue at check-in. We were told we could check in at noon, but when we arrived, we were informed of a maintenance delay. The house wasn’t ready until around 2 PM, and we ended up waiting outside unnecessarily. Clearer communication would’ve been helpful so we can plan accordingly. We would have preferred an answer of no early check in, vice waiting there until we are allowed to go in. Lastly, basic supplies like toilet paper and trash bags were not stocked adequately. For 14 people staying 8 days, we had to go out and buy extras pretty quickly.Despite these issues, we still really enjoyed the house and the location, just 20–30 minutes from Disney. We would consider staying here again in the future with a few adjustments.
Froilan S.
Se hospedó 7 noches en junio de 2025
Opinión verificada
6/10 Aceptable
Charity J.
8 feb. 2026
Host was very responsive, and the house was very nice and clean. There was an array of kitchen gadgets, appliances, and cookware. Each room had a great tv. Bathrooms were nice. The kids very much enjoyed the game room, popcorn machine and pool. The sound for the theater was confusing for them, as well as the game room tvs, so they weren’t used as much as they’d hoped to. Our biggest issue were the uncomfortable beds. I personally had the Batman room and the mattress and pillows were worse than any hotel I’ve ever stayed in. In fact, everyone complained about their bed being uncomfortable and without real blankets. My brother and sister in law left with back problems, due to the divot in the master bedroom bed. It’s so unfortunate, especially for such a lovely looking house, for the beds to be not up to par. Another complaint was that the hot tub was warm, but never hot so we didn’t really use it. The kitchen sink had a leak, which soaked the floor and rug but that was just a general maintenance issue. We had issues with our booking, and our payments which was frustrating. All together though the house was nice and fit our large extended family. It just wasn’t as comfortable as we’d expected it to be.
Charity J.
Se hospedó 7 noches en enero de 2026
Opinión verificada
10/10 Excelente
Aaliyah M.
31 ene. 2026
Le gustó: Limpieza, check-in, comunicación, ubicación y veracidad del anuncio
I wish I could give more stars to be honest! The pictures on this listing do not give this house justice! The house is breathtaking! So much space! My family and I stayed for my PhD graduation at Disney and we had so much fun! The host is wonderful and super responsive. If you are on the fence with booking this listing, let this review help you make the decision to book! I would definitely stay here again.