House - Rating 5 (15)

Upstay Family Home w Cinema Pool BBQ Clermont


Bedroom 5 bedrooms
Bathroom 4 baths
Guests 12 guests
Pets Not Allowed Pets Not Allowed

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

Location Location

Description Description
Treat your family or group to the ultimate Orlando escape! This 5-bedroom, 4-bathroom vacation home is packed with entertainment, comfort, and style—from a private pool and BBQ-ready patio to a full game room and an in-home movie theater. Nestled inside the gated Windsor Cay Resort, you’ll enjoy full access to brand-new resort amenities, including a lazy river, mini golf, splash zone, and more!

Relax, Unwind & Play:
• Private outdoor pool with lounge seating
• Shaded patio + BBQ grill for al fresco meals
• Indoor & outdoor dining areas – perfect for group meals
• Game room with shuffleboard, pool table & arcade games
• In-home movie theater for private screenings
• High-speed WiFi & Smart TVs
• Central air conditioning & heating
• In-home laundry & driveway parking for 2 vehicles

Cook, Dine & Gather:
• Fully equipped kitchen with full-sized appliances
• Coffee maker, cookware, utensils & more
• Indoor dining table + patio dining space for outdoor meals
• Open-concept layout for easy gathering & lounging

Dream Big, Sleep Easy – 5 Bedrooms | Sleeps up to 12
First Floor
• Bedroom 1: Queen bed | Shared ensuite (toilet/shower)

Second Floor
• Bedroom 2: Queen bed | Shared bath nearby
• Bedroom 3: 2 Twin beds
• Bedroom 4: King bed | Private ensuite (toilet/shower)
• Bedroom 5: Bunk bed (2 Full beds) | Ensuite (toilet/shower)
(4 full bathrooms total, stocked with towels, hairdryers & toiletries)

Resort Access – Windsor Cay Resort Perks
All guests enjoy complimentary access to Windsor Cay’s brand-new world-class amenities:
• Zero-entry resort-style pool + lazy river
• Kids splash zone & water playground
• Waterslides & relaxing hot tub
• Private poolside cabanas & fire pits
• Mini golf, arcade & game room
• Full-service fitness center
• Basketball, volleyball & cornhole courts

Location Perks:
• Just 8 miles from Walt Disney World
• Quick drive to Universal, SeaWorld, shopping & dining
• Easy access to Orlando’s top attractions

Why Stay With Us?
We specialize in creating memorable stays for families and groups, with thoughtfully designed homes, responsive communication, and spotless spaces. Whether you’re here for theme parks, relaxation, or reconnecting with loved ones—this home is ready to make your vacation unforgettable.

***IMPORTANT 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 be advised that the Kids Splash Area will be closed from February 17–19 for annual preventive maintenance.
• To access the resort, all adult guests (18+) must be registered in advance. The HOA office is open Monday–Friday, 8:30 AM–5:00 PM — so please provide names as soon as possible for a smooth check-in process.

• Windsor Cay is a new community and is now fully open, including all resort amenities.
• Our home is fully ready and stocked for your stay, and the surrounding area is mostly complete, with any minor finishing touches ongoing.
• You’ll have full access to all the brand-new Windsor Cay Resort amenities onsite during your stay.
• While the community is newly developed, the property and resort facilities are open and welcoming guests for a complete vacation experience.

Additional Services:
• Pool heating is an additional service that is not included in your booking price. It's an additional fee of $35/night, 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 offer 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.

We're happy to deliver:
- Planning a BBQ? A propane tank is available for a one-time 69USD charge. Let us know in advance, and we’ll make sure you’re all set to grill and enjoy!
- a Highchair for $40 (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
Available
Unavailable
Check-In
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March 2026
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$239 22 23 24 25 26 27 28
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April 2026
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      1 2 $525 3 4
5 6 7 $385 8 $401 9 10 11
$239 12 13 14 15 16 17 18
19 $226 20 $220 21 $221 22 $243 23 24 25
$200 26 $180 27 $173 28 $202 29 $192 30    
May 2026
Su Mo Tu We Th Fr Sa
          $297 1 $282 2
$216 3 $203 4 $199 5 $198 6 $251 7 8 9
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17 $202 18 $193 19 $199 20 $218 21 $292 22 $293 23
$291 24 25 26 27 28 29 $279 30
$244 31            
June 2026
Su Mo Tu We Th Fr Sa
  $225 1 $218 2 $264 3 $257 4 5 6
7 8 $258 9 $252 10 $246 11 12 13
14 15 $305 16 $314 17 $343 18 $383 19 $383 20
$393 21 $387 22 $387 23 $389 24 $450 25 $479 26 $450 27
$401 28 $381 29 $386 30        
July 2026
Su Mo Tu We Th Fr Sa
      $395 1 $637 2 $654 3 $657 4
$496 5 $496 6 $497 7 $483 8 $534 9 $554 10 $530 11
$360 12 $318 13 $314 14 $314 15 $395 16 $472 17 $472 18
$353 19 $301 20 $292 21 $310 22 23 24 25
26 $357 27 $355 28 $370 29 $354 30 $392 31  
August 2026
Su Mo Tu We Th Fr Sa
            $383 1
$332 2 $332 3 $327 4 $315 5 $302 6 $334 7 $323 8
$277 9 $262 10 $256 11 $263 12 $282 13 $331 14 $315 15
$321 16 $267 17 $279 18 $266 19 $249 20 $284 21 $295 22
$249 23 $219 24 $202 25 $205 26 $223 27 $252 28 $251 29
$222 30 $196 31          
September 2026
Su Mo Tu We Th Fr Sa
    $191 1 $197 2 $228 3 $310 4 $314 5
$320 6 $212 7 $205 8 $205 9 $229 10 $256 11 $256 12
$221 13 $252 14 $257 15 $230 16 $242 17 $254 18 $254 19
$256 20 $256 21 $252 22 $237 23 $250 24 $252 25 $239 26
$206 27 $192 28 $185 29 $188 30      
October 2026
Su Mo Tu We Th Fr Sa
        $217 1 $259 2 $255 3
$227 4 $201 5 $192 6 $203 7 $234 8 $314 9 $308 10
$306 11 $242 12 $237 13 $249 14 $245 15 $303 16 $292 17
$230 18 $195 19 $188 20 $245 21 $234 22 $283 23 $271 24
$207 25 $191 26 $186 27 $199 28 $232 29 $276 30 $286 31
November 2026
Su Mo Tu We Th Fr Sa
$244 1 $198 2 $234 3 $239 4 $246 5 $280 6 $289 7
$215 8 $194 9 $271 10 $271 11 $280 12 $274 13 $283 14
$240 15 $224 16 $235 17 $294 18 $330 19 $340 20 $395 21
$344 22 $344 23 $344 24 $571 25 $580 26 $466 27 $454 28
$272 29 $256 30          
December 2026
Su Mo Tu We Th Fr Sa
    $275 1 $315 2 $331 3 $354 4 $317 5
$271 6 $243 7 $243 8 $240 9 $283 10 $325 11 $328 12
$326 13 $342 14 $361 15 $366 16 $452 17 $639 18 $727 19
$875 20 $875 21 $883 22 $896 23 $899 24 $901 25 $901 26
$905 27 $902 28 $901 29 $900 30 $898 31    
January 2027
Su Mo Tu We Th Fr Sa
          $835 1 $801 2
$552 3 $494 4 $408 5 $388 6 $393 7 $370 8 $344 9
$310 10 $267 11 $253 12 $320 13 $267 14 $325 15 $346 16
$341 17 $274 18 $236 19 $273 20 $275 21 $302 22 $306 23
$301 24 $290 25 $277 26 $250 27 $266 28 $286 29 $293 30
$274 31            
February 2027
Su Mo Tu We Th Fr Sa
  $254 1 $247 2 $259 3 $288 4 $327 5 $371 6
$339 7 $302 8 $305 9 $316 10 $341 11 $490 12 $549 13
$550 14 $395 15 $355 16 $355 17 $369 18 $419 19 $416 20
$382 21 $339 22 $335 23 $342 24 $354 25 $398 26 $406 27
$356 28            
Swipe Swipe for Availability


Amenities 53 Amenities
  • Air conditioning
  • Baking sheet
  • Bathtub
  • BBQ grill
  • Bed linens
  • Carbon monoxide detector
  • Cleaning Disinfection
  • Coffee maker
  • 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
  • Indoor pool
  • Internet
  • Iron
  • Kettle
  • Kitchen
  • Long term stays allowed
  • Microwave
  • Oven
  • Patio or balcony
  • Private entrance
  • Refrigerator
  • Resort
  • 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
  • Communal pool
  • Game room
  • Outdoor pool
  • Private pool
  • Swimming pool

Reviews Rating 5 (15) Reviews
Rating 5
nice spot. felt just like home... loved the resort 😉
Anonymous - Posted: 3/3/2026
Rating 5
We had such a wonderful stay at this location! The home was beautifully maintained and perfect for our family. There was plenty of space for everyone to relax comfortably, and it truly felt like a home away from home. The amenities were amazing and gave our family so much to enjoy throughout our stay. Everything was well-kept, convenient, and added a fun, relaxing element to our trip. The host was responsive, helpful, and made sure we had everything we needed. We really appreciated how smooth and easy the entire experience was from start to finish. Our family made great memories here, and we would absolutely stay at this location again. Highly recommend for families looking for a fun, comfortable home with fantastic resort amenities!
Anonymous - Posted: 2/28/2026
Thank you for sharing your experience with us! It brings us so much joy to hear that you and your family felt at home during your stay. We're glad you enjoyed the amenities and found them to enhance your trip. Creating a fun and relaxing environment for families is our top priority, and it’s wonderful to know that you made lasting memories here. Your kind words about our responsiveness mean a lot to us. We strive to make the entire process as smooth as possible, and it’s rewarding to hear that we succeeded. We would love to welcome you back anytime! Thank you for the high recommendation, and we look forward to hosting you again in the future.
Upstay staff
Posted: 3/5/2026
Rating 5
Will definitely use this host again!!!!
Anonymous - Posted: 2/9/2026
Thank you so much for your kind words, Sarah! It means a lot to us that you enjoyed your stay and are considering returning. We look forward to hosting you again in the future!
Upstay staff
Posted: 2/10/2026
Rating 5
We had an amazing stay at this home with my family! Everything was truly top tier from the beautiful, clean, and comfortable home to the warm hospitality of the host. They were very attentive, caring, and made sure we had everything we needed throughout our stay. The space felt like a true home away from home, and we created such wonderful memories there. I would highly recommend this place to anyone looking for comfort, peace, and excellent service. We will definitely be back! Stephen Collins
Anonymous - Posted: 2/7/2026
It brings us so much joy to hear that you and your family had an amazing stay! Creating a comfortable and welcoming environment is our top priority, and we're delighted that you felt at home during your time with us. Thank you for your kind words about our hospitality; we always strive to be attentive and ensure our guests have everything they need. We can't wait to welcome you back!
Upstay staff
Posted: 2/8/2026
Rating 5
My family loved our time at this beautiful, peaceful, and well decorated home !!!!! We will definitely recommend and stay there again !! For sure
Anonymous - Posted: 10/15/2025
It’s wonderful to hear that you and your family enjoyed your stay at our home! We take great pride in creating a peaceful and beautifully decorated space for our guests. Knowing that you would recommend us and plan to return truly makes our efforts worthwhile. We can’t wait to welcome you back for another memorable visit!
Upstay staff
Posted: 10/16/2025
Rating 5
Our stay was perfect, the house is wonderful, super clean and the decor is super cozy, the games room is perfect and we had a lot of fun with karaoke, Luciana was super attentive and always answered all our questions and our check in was super smooth and the location is also great, there are several restaurants around and a supermarket and close to the Disney parks, 5 stars, we will definitely come back again.
Anonymous - Posted: 8/18/2025
We’re thrilled to hear that you had a perfect stay! It’s wonderful to know that you enjoyed the cozy decor and had a blast in the games room with karaoke. We always strive to provide a smooth check-in experience and are glad that Luciana was able to assist you throughout your stay. The location is indeed a great advantage, and we’re happy you found it convenient for dining and visiting the Disney parks. We can’t wait to welcome you back for another fantastic visit!
Upstay staff
Posted: 8/25/2025
Rating 5
Great location and amenities
Anonymous - Posted: 8/11/2025
Thank you, Cayla! We're thrilled to hear that you enjoyed the great location and amenities during your stay with us. We strive to provide a comfortable and convenient experience for all our guests, and your feedback means a lot to us. We hope to welcome you back to Upstay in Clermont soon!
Upstay staff
Posted: 9/11/2025
Rating 5
The home was perfect! Lots of space to play in the arcade for the kids while we watched a movie on the big screen. Bedrooms were SO COMFORTABLE! Kids had plenty to do and the resort was only one street over. Lazy River was fun and my youngest really enjoyed the splash pad part, while my oldest played in the indoor arcade. The resort recently open so they are super strict so expect to hear lifeguard whistles the entire time.
Anonymous - Posted: 8/3/2025
Thank you so much for your wonderful review! We’re thrilled to hear the home was perfect for your family, and that the kids enjoyed the arcade and splash pad while you relaxed. It’s great that the bedrooms were so comfortable and that the nearby resort added to your fun experience. Thanks for the helpful note about the lifeguard whistles—it's important for future guests to know. We’d love to host you again anytime! Warm regards, Luciana – Co-Host
Upstay staff
Posted: 8/9/2025
Rating 5
Everything was amazing! Our family loved relaxing in the pool and movie room. Spacious rooms perfect to enjoy well needed family time.
Anonymous - Posted: 8/2/2025
Thank you so much for your kind words! We’re so happy to hear your family enjoyed relaxing in the pool and movie room. It’s wonderful that the spacious rooms helped you all enjoy some well-needed family time. We’d love to host you again anytime! Warm regards, Luciana – Co-Host
Upstay staff
Posted: 8/9/2025
Rating 5
Truly amazing , place was spotless great layout comfortable beds the host was very accommodating quick to response the family loved every second there
Anonymous - Posted: 7/8/2025
We’re thrilled to hear that you had such an amazing stay! It’s wonderful to know that you found the place spotless and enjoyed the layout and comfort of the beds. We always strive to be accommodating and responsive, so it’s great to see that reflected in your experience. Thank you for sharing your positive feedback, and we hope to welcome you and your family back again soon!
Upstay staff
Posted: 9/11/2025
Rating 5
very clean and nice place. Will definitely stay again:)
Anonymous - Posted: 6/16/2025
Thank you, Shirley! We're so glad you enjoyed the clean and cozy space. We'd be happy to welcome you back anytime—hope to see you again soon!
Upstay staff
Posted: 7/10/2025
Rating 5
Great place to stay!
Anonymous - Posted: 5/5/2025
Thanks Tiffany! We’re so happy to hear you enjoyed your stay and found our home great. Hope to host you again in the future!
Upstay staff
Posted: 6/11/2025
Rating 5
Loved the place.
Anonymous - Posted: 4/8/2025
We're glad to hear you loved the place. It was an honor hosting you, Leslie. We look forward to having you again in the future!
Upstay staff
Posted: 5/1/2025
Rating 5
very great stay, close to everything! the home is beautiful and roomy, the pool is wonderful i couldn’t recommend it more!! amazing stay
Anonymous - Posted: 3/16/2025
It was a pleasure hosting you, Kaitlyn! We're so glad you had a great stay and enjoyed the space. We'll continue to do our best to provide a comfortable experience and look forward to hosting you again!
Upstay staff
Posted: 5/1/2025
Rating 5
Highly recommend and the host are very responsive. I wrote them at 4am they wrote back promptly
Anonymous - Posted: 3/9/2025
Thanks again for choosing to stay with us, Majiah! We're so glad you enjoyed your stay and would love to host you again anytime!
Upstay staff
Posted: 5/1/2025
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