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.

• 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!
• 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.
• Please note that pool service is scheduled weekly and may occur during your stay. It’s a brief visit to keep the pool clean, and technicians will only access the pool area. Thank you for your understanding.

• 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:
• 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!
• Pool heating is available upon request and is not included in the booking price. The fee is $35/night 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)
• 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.

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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April 2026
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May 2026
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June 2026
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$195 7 $214 8 $181 9 $186 10 $210 11 12 13
14 15 $261 16 $267 17 $354 18 $392 19 $396 20
$372 21 $394 22 $362 23 $387 24 $388 25 $467 26 $406 27
$392 28 $360 29 $358 30        
July 2026
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      $424 1 $589 2 $609 3 $609 4
$421 5 $363 6 $360 7 $365 8 $437 9 $512 10 $457 11
$356 12 $301 13 $384 14 $312 15 $379 16 $448 17 $448 18
$351 19 $290 20 $286 21 $352 22 $389 23 $437 24 $446 25
$364 26 $296 27 $292 28 $330 29 $348 30 $384 31  
August 2026
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$297 9 $272 10 $258 11 $267 12 $278 13 $316 14 $312 15
$289 16 $245 17 18 19 20 21 22
$238 23 $219 24 $201 25 $201 26 $216 27 $235 28 $231 29
$202 30 $191 31          
September 2026
Su Mo Tu We Th Fr Sa
    $189 1 $195 2 $226 3 $312 4 $317 5
$320 6 $211 7 $197 8 $203 9 $221 10 $254 11 $254 12
$214 13 $234 14 $233 15 $226 16 $233 17 $254 18 $253 19
$221 20 $234 21 $226 22 $225 23 $219 24 $246 25 $234 26
$205 27 $193 28 $181 29 $190 30      
October 2026
Su Mo Tu We Th Fr Sa
        $216 1 $235 2 $237 3
$220 4 $209 5 $197 6 $210 7 $240 8 $316 9 $316 10
$318 11 $233 12 $241 13 $247 14 $246 15 $315 16 $286 17
$235 18 $242 19 $250 20 $261 21 $253 22 $280 23 $277 24
$215 25 $194 26 $190 27 $204 28 $239 29 $283 30 $290 31
November 2026
Su Mo Tu We Th Fr Sa
$281 1 $281 2 $187 3 $281 4 $281 5 $273 6 $283 7
$232 8 $232 9 $283 10 $286 11 $305 12 $294 13 $307 14
$239 15 $219 16 $232 17 $219 18 $234 19 20 21
22 $382 23 $382 24 $544 25 $567 26 $465 27 $444 28
$248 29 $222 30          
December 2026
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    $244 1 $461 2 $461 3 $279 4 $268 5
$242 6 $221 7 $223 8 $230 9 $269 10 $313 11 $315 12
$258 13 $251 14 $254 15 $234 16 $286 17 $460 18 $583 19
$679 20 $669 21 $668 22 $846 23 $873 24 $843 25 $872 26
$934 27 $901 28 $885 29 $843 30 $841 31    
January 2027
Su Mo Tu We Th Fr Sa
          $779 1 $822 2
$451 3 $452 4 $452 5 $452 6 $309 7 $319 8 $337 9
$299 10 $259 11 $250 12 $258 13 $279 14 $346 15 $367 16
$353 17 $286 18 $285 19 $256 20 $274 21 $304 22 $312 23
$305 24 $282 25 $263 26 $262 27 $285 28 $308 29 $310 30
$290 31            
February 2027
Su Mo Tu We Th Fr Sa
  $267 1 $264 2 $269 3 $292 4 $311 5 $330 6
$301 7 $314 8 $334 9 $337 10 $354 11 $521 12 $589 13
$586 14 $369 15 $321 16 $329 17 $350 18 $410 19 $378 20
$318 21 $318 22 $316 23 $322 24 $330 25 $375 26 $383 27
$326 28            
March 2027
Su Mo Tu We Th Fr Sa
  $312 1 $300 2 $288 3 $310 4 $441 5 $446 6
$404 7 $389 8 $431 9 $381 10 $415 11 $507 12 $513 13
$421 14 $411 15 $561 16 $575 17 $575 18 $572 19 $534 20
$540 21 $539 22 $547 23 $533 24 $541 25 $727 26 $762 27
$751 28 $601 29 $619 30 $586 31      
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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