Upstay Spacious 5BR Villa Private Pool and Hot Tub
Summary:
This 5-bedroom, 6-bathroom home is the ultimate family retreat! With over 3,200 sq ft of space, a private pool and hot tub, and fun extras like a foosball table and Roku TVs, it’s built for comfort and entertainment. Located in a secure gated community just minutes from Orlando’s top attractions, it’s perfect for family holidays, group getaways, or a sun-soaked work-from-home escape. Book your stay now!
The Space:
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!
Guest Access:
Parking:
• The home includes driveway parking for up to 4 vehicles, plus space for 2 more in the garage.
• Street parking is available with some restrictions — please follow posted signage and avoid areas marked with “No Parking.”
Property Access:
• Guests will enter the gated community via a secure entrance monitored by a 24/7 security guard.
• Each guest receives a personalised QR code (sent before arrival) to scan at the gate kiosk for easy entry.
The Neighborhood:
Nearby Attractions:
• Walt Disney World® Resort – ≈ 8 miles
• Universal Studios Florida™ & Islands of Adventure™ – ≈ 15 miles
• SeaWorld® Orlando & Aquatica® – ≈ 12 miles
• Orlando Vineland Premium Outlets – ≈ 10 miles
• Grocery stores (Publix, Walmart, Target) – within ≈ 3–5 miles
• A variety of restaurants and takeout options – within ≈ 2–6 miles
Getting Around:
By Car:
• A personal or rental vehicle is recommended for convenience and flexibility.
• Major roadways such as I-4 and US-192 are just a few miles away, offering direct access to all surrounding attractions.
Rideshare:
• Uber and Lyft are readily available in the area and work well for quick outings or park drop-offs.
Parking:
• Private driveway parking for 4 vehicles, plus space for 2 cars in the garage
• Limited street parking available — please follow all posted signs and avoid “No Parking” zones
Airports:
• Orlando International Airport (MCO) – ≈ 25 miles
• Orlando Sanford International Airport (SFB) – ≈ 50 miles
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!
• 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)
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.
Our prices include all fees. No hidden fees.
Add dates for prices
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts cash
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
About the neighborhood
Kissimmee
Located in Kissimmee, this vacation home is in the city center and near theme parks. Mystic Dunes Golf Club and Reunion Resort Golf Course are worth checking out if an activity is on the agenda, while those wishing to experience the area's popular attractions can visit Walt Disney World® Resort and Disney's Hollywood Studios®. Traveling with kids? Don't miss Old Town and Epcot®.
Kissimmee, FL (ISM-Kissimmee Gateway) - 29 min drive
Restaurants
Wawa - 6 min drive
McDonald's - 6 min drive
Texas Roadhouse - 6 min drive
Starbucks - 6 min drive
McDonald's - 6 min drive
Frequently asked questions
Does Upstay Spacious 5BR Villa Private Pool and Hot Tub have a pool?
Yes, this property has an outdoor pool.
How much does it cost to stay at Upstay Spacious 5BR Villa Private Pool and Hot Tub?
As of May 10, 2026, prices found for a 1-night stay for 2 adults at Upstay Spacious 5BR Villa Private Pool and Hot Tub on Jun 28, 2026 start from $395, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Upstay Spacious 5BR Villa Private Pool and Hot Tub pet-friendly?
No, pets are not allowed at this property.
How much is parking?
Onsite parking is available at the property.
What time is check-in at Upstay Spacious 5BR Villa Private Pool and Hot Tub?
Check-in begins at 4:00 PM.
What time is check-out at Upstay Spacious 5BR Villa Private Pool and Hot Tub?
Check-out is at 10:00 AM.
Where is Upstay Spacious 5BR Villa Private Pool and Hot Tub located?
This family-friendly vacation home is located in the city center, within 3 mi (5 km) of Mystic Dunes Golf Club and Jack Nicklaus Course. Walt Disney World® Resort and Bonanza Golf & Gifts are also within 6 mi (10 km).
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
The host was very helpful with our stay! The rooms were great, clean, and comfortable.
Laz J.
Stayed 2 nights in Oct 2025
Response from VrboOwner on Nov 26, 2025
Thank you for your kind words, Irma! It’s wonderful to hear that you found the rooms clean and comfortable. We always strive to provide a welcoming environment for our guests, and we’re glad that our assistance made your stay enjoyable. We hope to welcome you back to Kissimmee in the future!
Everything was awesome! Great house. It was comfortable, spotless, and delivered everything as decribed in listing.
Vera L.
Stayed 2 nights in Mar 2026
Response from VrboOwner on Apr 7, 2026
Thank you for your wonderful feedback! We're delighted to hear that you found the house comfortable and spotless. It’s always our goal to provide an experience that matches our listing, and we're glad we succeeded during your stay. We hope to welcome you back to Upstay in Kissimmee for another fantastic getaway!
Thank you for your kind words! It was our pleasure to ensure you had a comfortable stay. We always strive to provide a welcoming atmosphere for our guests, and we're glad to hear that you felt that during your time with us. We hope to welcome you back to Upstay in Kissimmee soon!
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!!!
Verified traveler
Stayed 3 nights in Feb 2026
Response from VrboOwner on Feb 25, 2026
Thank you for your wonderful review! It’s fantastic to hear that you found the house beautiful and clean. We’re glad you enjoyed the pool, hot tub, and game room—those are definitely some of our favorite features too! We can’t wait to welcome you back for another stay. Your satisfaction means the world to us!
Absolutely stunning villa- the best we’ve stayed in and this is about our 10th trip to Orlando. The photos are exactly what you get- not touched up at all. The bed was so comfortable and the decor is really well thought through- not your standard white walls. The pool got the sun most of the day but you can still find shade if you need it. Close to the parks and lots of restaurant options. We had a car but used uber to get about too which was really easy.
Charlotte A.
Stayed 8 nights in Mar 2026
Response from VrboOwner on Apr 13, 2026
Thank you, Charlotte, for your wonderful review! It’s fantastic to hear that you found our villa to be the best you’ve experienced during your trips to Orlando. We take great pride in ensuring that our photos accurately represent the space, so we’re glad you appreciated that.
Comfort is a top priority for us, and we’re delighted that you enjoyed the bed and the unique decor we’ve chosen. It’s great to know that you made the most of the pool area, soaking up the sun while also having the option for shade.
Being close to the parks and having a variety of dining options nearby is something we love about our location, and we’re happy to hear you found it convenient. Thank you for choosing to stay with us, and we hope to welcome you back for another memorable trip!
Place was better than advertised. Host helpful. Very clean. Grandkids loved rooms
Michelle R.
Stayed 7 nights in Dec 2025
Response from VrboOwner on Jan 26, 2026
Thank you for your wonderful feedback! It’s fantastic to hear that our place exceeded your expectations and that your grandkids enjoyed their stay. We take great pride in maintaining a clean and welcoming environment, and we’re always here to help our guests have the best experience possible. We hope to welcome you all back for another memorable trip!
The house was large and clean. The themes were a super cute touch. Being Feb, the heated pool was nice. We had to buy paper towels, trash bags, detergent and such to last a family of 7 through the week.Something were were unaware about Florida, was the strong smell and taste of sulfer in the water. That took some getting used to but was no fault to the house.We would recoommend or stay there again.
Jeff M.
Stayed 7 nights in Feb 2026
Response from VrboOwner on Mar 25, 2026
Thank you for sharing your experience with us! We're glad to hear that you enjoyed the spaciousness and cleanliness of the house, as well as the fun themes we’ve incorporated. It’s great that you were able to take advantage of the heated pool during your February stay.
We appreciate your feedback regarding the supplies; we strive to provide a comfortable stay, and we’ll make sure to clarify what items guests might need to bring for larger groups in the future. The sulfur smell in the water can indeed be surprising for those not used to it, but we’re glad it didn’t detract from your overall experience.
We would love to welcome you back for another stay!
The house is very clean and in a well maintained neighbourhood with great security. The layout worked perfectly for our family and exactly what we needed.We had a few issues with the pool and spa heating which we paid for but was never received. You also must make sure that you have a Netflix or other TV service account or they’ll be no TV service.
Mandy O.
Stayed 4 nights in Sep 2025
Response from VrboOwner on Oct 17, 2025
Thank you for sharing your experience with us, Mandy. We're glad to hear that you found the house clean and the neighborhood secure, as we strive to provide a comfortable environment for our guests. It's great to know that the layout suited your family's needs.
We sincerely apologize for the issues you encountered with the pool and spa heating. We understand how important these amenities are for a relaxing stay, and we appreciate your feedback as it helps us improve our services. Regarding the TV service, we will make sure to clarify this information for future guests to avoid any confusion.
Your insights are invaluable, and we hope to have the opportunity to host you again in the future!