House - Rating 5 (12)

Upstay Spacious 5BR Villa Private Pool and Hot Tub


Bedroom 5 bedrooms
Bathroom 5 baths
Guests 12 guests
Pets Not Allowed Pets Not Allowed

  • Location: Orlando, Florida
  • Type: House

Location Location

Description Description
Kick back and relax at this modern 5-bedroom, 6-bathroom villa located in the exclusive Encore Resort community. Designed for families and group stays, the home spans two spacious stories with multiple lounging areas, a private backyard oasis, and comfort-first amenities throughout.

Outdoor fun, all day long:
• Private pool & hot tub with pool safety fence
• Fully fenced backyard, perfect for kids to play
• Covered patio with outdoor table and loungers
• BBQ grill (bring your favourites for a cookout!)

Chill & recharge indoors:
• Open-concept living area with large Roku Smart TV
• Second-floor loft with extra lounge space & TV
• Fast WiFi, ceiling fans, central AC & workspace

Cook & dine with ease:
• Fully stocked kitchen with oven, stove, microwave & blender
• Kitchen island + indoor dining area for 8
• Outdoor dining for 4

Sleep Comfortably:
• 5 spacious bedrooms, each with ensuite bathrooms & TVs
• King, Queen, and Full beds to suit all ages
• Bedrooms on both floors for accessibility and privacy

Bedroom Layout:
First Floor
• Bedroom 1: King bed | Ensuite | 40” TV

Second Floor
• Bedroom 2: 2 Full beds | Ensuite | Terrace access
• Bedroom 3: Queen bed | Ensuite
• Bedroom 4: Full bed | Ensuite
• Bedroom 5: King bed | Ensuite | Balcony

Entertainment & Extras:
• Foosball table in the upstairs loft
• Roku TVs in all bedrooms & common spaces
• Highchair, Pack 'n Play, washer & dryer, iron & hairdryers

Check-In, Parking & Community Info:
• Gated community with 24/7 guard access
• Driveway fits 4 cars + 2 in the garage
• Contactless check-in via smart lock
• Daily trash valet service
(Please note: Resort clubhouse amenities are not included in guest access.)

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 isn’t just a stay — it’s your group’s next great adventure. Book today and receive a special welcome gift on arrival!

• 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 washcloths are not provided—kindly bring your own for your stay.

Additional Services:
• 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!
• Pool and hot tub heating are available upon request and are not included in the booking price. The fee is $35/night per service or $59/night for both, with a 2-night minimum. At least 24 hours’ notice is required if you would like to add this service.
• Rent a Pack 'n play for $39 (one-time fee)
• Rent a highchair for $29 (one-time fee)

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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Swipe Swipe for Availability


Amenities 53 Amenities
  • Air conditioning
  • Baking sheet
  • Bathtub
  • BBQ grill
  • Bed linens
  • Carbon monoxide detector
  • Cleaning Disinfection
  • Coffee maker
  • Cookware
  • Dishes and silverware
  • Dishwasher
  • Downtown
  • Dryer
  • Enhanced cleaning practices
  • Essentials
  • Fire extinguisher
  • Free parking on premises
  • Garden or backyard
  • Hair dryer
  • Hangers
  • Heating
  • High touch surfaces disinfected
  • Hot tub
  • Hot water
  • Indoor fireplace
  • Internet
  • Iron
  • Kettle
  • Kitchen
  • Laptop friendly workspace
  • Long term stays allowed
  • Microwave
  • Oven
  • Patio or balcony
  • Private entrance
  • Refrigerator
  • Room-darkening shades
  • Shampoo
  • Shower gel
  • Smoke detector
  • Stove
  • Suitable for children (2-12 years)
  • Suitable for infants (under 2 years)
  • Toaster
  • Towels provided
  • Town
  • TV
  • Washer
  • Wireless Internet
  • Game room
  • Outdoor pool
  • Private pool
  • Swimming pool

Reviews Rating 5 (12) Reviews
Rating 5
Enjoyed it very much
Anonymous - Posted: 3/4/2026
It’s wonderful to hear that you enjoyed your stay with us! We strive to create a welcoming atmosphere for all our guests, and it’s rewarding to know we succeeded during your visit. We hope to welcome you back to Upstay in Kissimmee soon!
Upstay staff
Posted: 3/6/2026
Rating 5
Great place will book again
Anonymous - Posted: 2/7/2026
Thank you for your kind words! We're delighted to hear that you enjoyed your stay with us in Kissimmee. It means a lot to us that you found the place great, and we can't wait to welcome you back for another visit. Safe travels until then!
Upstay staff
Posted: 2/10/2026
Rating 5
Very responsive, house was great!
Anonymous - Posted: 2/2/2026
Thank you, Jonathan! We're glad to hear that you enjoyed your stay and found the house to your liking. It was our pleasure to assist you during your visit. We hope to welcome you back to Upstay in Kissimmee soon!
Upstay staff
Posted: 2/4/2026
Rating 5
Very accommodating definitely would recommend and will be looking to stay again in the near future 10/10
Anonymous - Posted: 12/4/2025
Thank you so much for your kind words! It means a lot to us that you found your stay accommodating and enjoyable. We’re delighted to hear that you would recommend us and are considering a return visit. We look forward to welcoming you back to Upstay in Kissimmee soon!
Upstay staff
Posted: 12/5/2025
Rating 5
This was a last minute booking, and the host was amazing and beyond helpful. Upon the easy arrival, walking into the clean and exceptional layout was such a relief. The themed kids rooms, the game room and the personal pool made this house a dream for the kids. The house had plenty of space, and fit us well. The host was amazing on getting the hot tub heat on, even with our delay in asking. And had it turned on within 24hours. They were always very communicative and prompt when messaged. The neighborhood is also very beautiful and very peaceful. We took many walks with the kids. I would highly recommend this home, and would book again!
Anonymous - Posted: 12/2/2025
Thank you for sharing your experience with us! It’s wonderful to hear that you and your family enjoyed your stay at Upstay. We take great pride in providing a clean and welcoming environment, and we’re glad the layout and themed kids' rooms were a hit. It’s fantastic that the game room and personal pool added to the fun for the kids. We’re also pleased that we could accommodate your request for the hot tub heat so quickly. Communication is key for us, and we’re happy to know you found us responsive. The peaceful neighborhood is perfect for family walks, and we’re glad you got to enjoy that as well. Your recommendation means a lot to us, and we would love to host you again in the future!
Upstay staff
Posted: 12/4/2025
Rating 5
A very beautiful house, it looks just like the photos and everything was very clean!!!
Anonymous - Posted: 10/21/2025
Thank you for your wonderful feedback! It’s great to hear that you found our home beautiful and just as depicted in the photos. We take pride in maintaining a clean and welcoming space for our guests, and we’re glad that you appreciated it. We hope you made some fantastic memories during your stay in Kissimmee!
Upstay staff
Posted: 10/22/2025
Rating 5
Great place, great communication!
Anonymous - Posted: 10/9/2025
We’re thrilled to hear that you enjoyed your stay with us! It’s always our goal to provide a great experience, and we appreciate your kind words about our communication. We hope to welcome you back to Upstay in Kissimmee soon!
Upstay staff
Posted: 10/14/2025
Rating 5
Myki M. - Posted:
Rating 5
The host was very helpful with our stay! The rooms were great, clean, and comfortable.
Irma C. - Posted:
Rating 5
Place was better than advertised. Host helpful. Very clean. Grandkids loved rooms
Michelle R. - Posted:
Rating 5
Host was extremely courteous.
Joseph M. - Posted:
Rating 5
The house was beautiful and very clean. We enjoyed the pool and hot tub as well as the game room. We will be back for sure!!!
Whitney G. - Posted:
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