House - Rating 5 (12)

Upstay 27 Guest Home w Private Pool Hot Tub


Bedroom 10 bedrooms
Bathroom 8 baths
Guests 27 guests
Pets Not Allowed Pets Not Allowed

  • Location: Orlando, Florida
  • Type: House
  • View: Downtown

Location Location

Description Description
Home Features:
• 10 bedrooms
• 8 bathrooms
• Spacious sundeck with outdoor dining area
• Private swimming pool and hot tub
• BBQ grill
• Fully equipped kitchen with high-end appliances
• Indoor dining area (seating for up to 16) / Kitchen island (bar seating for up to 4)
• Smart TVs
• High-speed internet service
• Billiards table
• Table tennis game
• Central air conditioning
• In home laundry machines
• Free onsite parking
• Complimentary Resort Access

Sonoma Resort Amenities:
- Resort Pool
- Poolside Loungers
- Outdoor Jacuzzi Hot Tub
- Walking/Jogging Trail
- Community Clubhouse
- Secure 24-Hour Gated Entrance
- Fitness Center - Not Available

You'll love the back sundeck, where you can have a dip in your private swimming pool, or a soak in the hot tub. Dine outdoors on the patio, and grill up something delicious on the BBQ.

Moving inside, sink into the cozy seating of the living room, equipped with a smart TV and speedy internet for endless entertainment. Two indoor dining tables can accommodate up to 16 guests, with room for 4 more at the kitchen island bar. The fully equipped kitchen boasts modern appliances, including two full sized fridge/freezer combo units, and two dishwasher for easy cleanup.

On the ground level, there is are two separate queen bedrooms, and also a King bedroom. The remaining 7 bedrooms are located upstairs. Each bedroom features its own smart TV, fresh linens, and most have their own ensuite bathroom. You'll also find an upstairs TV lounge, with a game table that can convert from a billiards table to a table tennis set up.

Our guest can enjoy all the perks of staying at Sonoma Resort. You'll have access to a fancy clubhouse with a cozy lounge, a big swimming pool with poolside loungers, a hot tub, a gym, and a nice walking path. Plus, it's super close to Disney World, Universal Orlando, and SeaWorld, as well as awesome golf courses, cool outlet stores, and malls.

First Floor - Bedroom Layout: (3 bedrooms)

Bedroom 1: A queen bed with an ensuite bathroom featuring a shower, bathtub, and hairdryer.

Bedroom 2: This cozy queen room provides a peaceful space for relaxation, with soft linens.

Bedroom 3: A king bed with an ensuite bathroom (toilet and shower only) and a hairdryer.

Second Floor - Bedroom Layout: (7 bedrooms)

Bedroom 4: This room offers a twin and full bed, perfect for a mix of sleeping arrangements in a cozy, relaxed space.

Bedroom 5: The Mickey Mouse room features two bunk beds (2 twin mattresses and 2 full mattresses), making it ideal for kids or a fun family stay.

Bedroom 6: A spacious king bed invites you to unwind, offering a luxurious sleep experience in a stylish setting.

Bedroom 7: Another king bed in a serene room provides ample space for rest, with soft tones and a peaceful ambiance.

Bedroom 8: This king room includes an ensuite bathroom (toilet and shower only) with a hairdryer, making it a private, comfortable retreat.

Bedroom 9: A king bed with an ensuite bathroom (toilet, shower, and bathtub with hairdryer) ensures both comfort and convenience for your stay.

Bedroom 10: The Harry Potter room features two full beds and an ensuite bathroom (toilet, bathtub, and shower combo) for a magical and comfortable experience.

Your Kissimmee adventure awaits, Book now!

Important Notice:

Additional 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.

We're happy to deliver:
• a full BBQ propane tank upon request for $70/per tank
• a "Pack 'N Play Crib" for $40 (one-time fee)
• a Highchair for $40 (one-time fee)

Quality Assurance:
• Your well-being 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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$192 6 $178 7 $183 8 9 10 11 $408 12
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27 $273 28 $259 29 $254 30      
May 2025
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$359 4 $289 5 $278 6 $272 7 $288 8 $325 9 $325 10
$293 11 $265 12 $259 13 $253 14 $271 15 $325 16 $337 17
$308 18 $258 19 $254 20 $252 21 $300 22 $432 23 $423 24
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June 2025
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8 9 10 11 12 13 $495 14
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$404 22 $489 23 $520 24 $483 25 $542 26 $544 27 $530 28
$497 29 $397 30          
July 2025
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    $382 1 $506 2 $700 3 $770 4 $748 5
$414 6 $403 7 $399 8 $468 9 10 11 12
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20 $385 21 $468 22 $382 23 $489 24 $567 25 26
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August 2025
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$373 3 $334 4 $321 5 $329 6 7 8 9
$333 10 $296 11 $290 12 $307 13 $333 14 $390 15 $376 16
$271 17 $248 18 $231 19 $251 20 $262 21 $341 22 $326 23
$288 24 $253 25 $248 26 $249 27 $287 28 $362 29 $403 30
$380 31            
September 2025
Su Mo Tu We Th Fr Sa
  $199 1 2 3 4 5 6
$204 7 $179 8 9 10 11 12 13
14 15 16 17 18 $325 19 $325 20
$225 21 $268 22 $240 23 $258 24 $288 25 $325 26 $325 27
$228 28 $200 29 $203 30        
October 2025
Su Mo Tu We Th Fr Sa
      $212 1 $225 2 $325 3 $325 4
$261 5 $277 6 $235 7 $248 8 $268 9 $325 10 $325 11
$280 12 $235 13 $261 14 $275 15 $284 16 $325 17 $325 18
$259 19 $254 20 $255 21 $269 22 $285 23 $325 24 $325 25
$215 26 $185 27 $177 28 $205 29 $265 30 $325 31  
November 2025
Su Mo Tu We Th Fr Sa
            $325 1
$288 2 $290 3 $188 4 $238 5 $275 6 $368 7 $360 8
9 10 11 12 13 $504 14 $504 15
$504 16 $504 17 $234 18 $334 19 $358 20 $447 21 22
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December 2025
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  1 2 3 4 5 $357 6
$251 7 $247 8 $252 9 $254 10 $273 11 $410 12 $417 13
$352 14 $326 15 $346 16 $360 17 $443 18 $732 19 $735 20
$1030 21 $1158 22 $1154 23 24 25 26 $1009 27
$1167 28 $1216 29 $1171 30 $1007 31      
January 2026
Su Mo Tu We Th Fr Sa
        $1018 1 $1027 2 $1020 3
$569 4 $420 5 $435 6 $435 7 $436 8 $435 9 $438 10
$389 11 $350 12 $349 13 $231 14 $244 15 $342 16 $379 17
$378 18 $246 19 $221 20 $229 21 $295 22 $325 23 $325 24
$245 25 $252 26 $261 27 $266 28 $269 29 $325 30 $325 31
February 2026
Su Mo Tu We Th Fr Sa
$276 1 $239 2 $232 3 $240 4 $270 5 $325 6 $325 7
$293 8 $265 9 $261 10 $293 11 $321 12 $390 13 $420 14
$428 15 $355 16 $330 17 $320 18 $330 19 $373 20 $369 21
$326 22 $297 23 $284 24 $290 25 $345 26 $394 27 $446 28
Swipe Swipe for Availability


Amenities 54 Amenities
  • Air conditioning
  • Baking sheet
  • Bathtub
  • BBQ grill
  • Bed linens
  • Cable TV
  • Carbon monoxide detector
  • Cleaning Disinfection
  • Coffee maker
  • Cookware
  • Dishes and silverware
  • Dishwasher
  • Downtown
  • Dryer
  • Enhanced cleaning practices
  • Essentials
  • Family/kid friendly
  • Fire extinguisher
  • Free parking on premises
  • Gym
  • Hair dryer
  • Hangers
  • Heating
  • High touch surfaces disinfected
  • Hot tub
  • Hot water
  • Internet
  • Iron
  • Kettle
  • Kitchen
  • Laptop friendly workspace
  • Long term stays allowed
  • Microwave
  • Oven
  • 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
  • Town
  • TV
  • Washer
  • Wireless Internet
Resorts
  • SonomaResort
  • Communal pool
  • Outdoor pool

Reviews Rating 5 (12) Reviews
Rating 5
Do not stay here.
This stay was a nightmare from start to finish. We arrived at 4 PM, only to be informed just 20 minutes earlier that the place wouldn’t be ready until 5 PM due to the previous guests leaving a mess. When we finally entered at 5 PM, the property was still in a disgusting state. The floors were sticky and covered in residue, the countertops looked untouched, and the bathrooms were filthy, with mold and hair on the floors. There was broken glass, food pieces stuck to the walls, and even old rubber balloons scattered around. It was shocking and unacceptable, especially since we had toddlers and babies with us. We were forced to clean the place ourselves, but even that was a struggle. The mop was filthy, blackened, and had a worm on it. It was revolting. On top of that, the kitchen was completely understocked—barely any utensils, no basic items like salt or pepper, and empty cabinets. The property is advertised for 27 people, but the driveway can only accommodate three cars. Everything required an extra fee: using the BBQ, heating the pool, even requesting a baby crib. It felt like they were trying to nickel and dime us at every turn. To make matters worse, we contacted the owners multiple times, and nothing was resolved. I don’t know how this place has managed to operate like this, but it was a complete disappointment and a waste of our time and money. I would strongly advise against staying here.
Anonymous U from Miami - Posted: 1/5/2025
Rating 5
super nice place however the pool wasn’t cleaned when we arrived & one of the refrigerators were not working.
Anonymous - Posted: 7/19/2024
Thank you for your feedback, Jalyn! We're glad you enjoyed the place overall. We apologize for the issues with the pool and the refrigerator. We will address these concerns with our team to ensure they are resolved promptly. We appreciate your input and hope to provide a better experience for you in the future.
Upstay staff
Posted: 8/6/2024
Rating 5
Attraction
The communication with the property owner was excellent! They were responsive to our inquiries and provided clear instructions for check-in and check-out.
Anonymous U from America - Posted: 5/9/2024
Rating 5
Attraction
In addition to the theme parks, this home was conveniently located near other attractions, such as shopping centers, restaurants, and golf courses. There was never a dull moment!"
Anonymous U from America - Posted: 5/9/2024
Rating 5
Views
The views from this home were breathtaking! Whether enjoying a morning coffee on the balcony or watching the sunset from the pool, the scenery was truly unforgettable.
Anonymous U from America - Posted: 5/9/2024
Rating 5
Security
This home was easily accessible, with no stairs to navigate. It was perfect for our elderly family members and young children.
Anonymous U from America - Posted: 5/9/2024
Rating 5
Security
We felt very safe and secure in this neighborhood. The home had a security system, and the community felt well-maintained and family-friendly.
Anonymous U from America - Posted: 5/9/2024
Rating 5
Comfort
This home was incredibly comfortable! The plush sofas and cozy beds made us feel right at home. We especially enjoyed the spacious layout, allowing everyone to relax and unwind.
Anonymous U from America - Posted: 5/9/2024
Rating 5
Comfort
This home was incredibly comfortable! The plush sofas and cozy beds made us feel right at home. We especially enjoyed the spacious layout, allowing everyone to relax and unwind.
Anonymous U from America - Posted: 5/9/2024
Rating 5
Space
The outdoor space was fantastic! The patio area was great for al fresco dining, and the kids loved playing in the yard. We also appreciated the BBQ grill for family cookouts.
Anonymous U from America - Posted: 5/9/2024
Rating 5
Cleanliness
The cleanliness of this home was impeccable! From the sparkling clean bathrooms to the spotless kitchen, we felt comfortable and at ease throughout our stay.
Anonymous U from America - Posted: 5/9/2024
Rating 5
Pool
The pool area was our favorite spot! The kids loved splashing around, and we enjoyed relaxing on the poolside loungers. It was the perfect way to unwind after a long day of exploring the nearby attractions.
Anonymous U from America - Posted: 5/9/2024
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