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
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

Windsor Cay Resort — Operating Hours Update
• Opening hours remain unchanged
• The Pool Deck and Restaurant will now close at 6:00 p.m.
• Mini Golf and Volleyball will also close at 6:00 p.m.
• The Clubhouse will remain open until 7:30 p.m.

• 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 to ensure a smooth check-in process.

• Pool maintenance is scheduled weekly and may occur during your stay. Technicians will briefly access the pool area only. Thank you for your understanding.

Community & Resort Information – Windsor Cay

• Windsor Cay is a newly developed community and is now fully open, including all resort amenities.

• The home is fully prepared and stocked for your stay, while minor finishing touches may still be ongoing in the surrounding community.

• Guests have full access to the brand-new Windsor Cay Resort amenities during their stay.

• The community and resort facilities are open and welcoming guests for a complete vacation experience.

Additional Services (Available Upon Request)
• BBQ propane tank: USD 69 one-time charge (please request in advance)
• Pool heating: USD 35/night (2-night minimum, 24-hour notice required)
• Pack ’n play: USD 39 one-time fee
• Highchair: USD 29 one-time fee
• Mid-stay cleaning (for stays over 3 nights): available for an additional fee, must 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
Available
Unavailable
Check-In
Check-Out
November 2026
Su Mo Tu We Th Fr Sa
1 2 3 $130 4 5 6 7
$130 8 $130 9 $130 10 $130 11 $130 12 $190 13 $191 14
$130 15 $130 16 $130 17 $130 18 19 20 21
$162 22 $183 23 $191 24 $309 25 $319 26 $313 27 $278 28
$130 29 $130 30          
December 2026
Su Mo Tu We Th Fr Sa
    $130 1 $130 2 $130 3 4 5
$134 6 $130 7 $130 8 $130 9 $144 10 11 12
$130 13 $130 14 $130 15 $130 16 $133 17 $199 18 $267 19
$309 20 $370 21 $496 22 $614 23 $661 24 $668 25 $671 26
$689 27 $671 28 $680 29 $635 30 $631 31    
January 2027
Su Mo Tu We Th Fr Sa
          $479 1 $528 2
$286 3 $183 4 $193 5 $190 6 $196 7 $251 8 $261 9
$204 10 $182 11 $180 12 $187 13 $210 14 $299 15 $284 16
$272 17 $208 18 $201 19 $231 20 $221 21 $247 22 $251 23
$242 24 $244 25 $247 26 $246 27 $259 28 $268 29 $268 30
$236 31            
February 2027
Su Mo Tu We Th Fr Sa
  $250 1 $232 2 $248 3 $261 4 $288 5 $296 6
$272 7 $267 8 $263 9 $279 10 $300 11 $454 12 $460 13
$460 14 $297 15 $316 16 $320 17 $327 18 $368 19 $350 20
$312 21 $300 22 $294 23 $304 24 $342 25 $354 26 $356 27
$319 28            
March 2027
Su Mo Tu We Th Fr Sa
  $303 1 $300 2 $299 3 $326 4 $385 5 $431 6
$425 7 $428 8 $407 9 $409 10 $512 11 $693 12 $733 13
$728 14 $717 15 $630 16 $659 17 $644 18 $723 19 $610 20
$524 21 $430 22 $424 23 $423 24 $512 25 $684 26 $662 27
$630 28 $502 29 $482 30 $486 31      
April 2027
Su Mo Tu We Th Fr Sa
        $546 1 $571 2 $478 3
$407 4 $389 5 $417 6 $412 7 $489 8 $517 9 $449 10
$350 11 $327 12 $333 13 $345 14 $500 15 $526 16 $523 17
$501 18 $559 19 $564 20 $561 21 $565 22 $572 23 $565 24
$559 25 $555 26 $556 27 $565 28 $583 29 $573 30  
May 2027
Su Mo Tu We Th Fr Sa
            $398 1
$334 2 $384 3 $295 4 $305 5 $377 6 $407 7 $373 8
$398 9 $360 10 $362 11 $357 12 $356 13 $383 14 $370 15
$336 16 $303 17 $417 18 $493 19 $499 20 $496 21 $357 22
$334 23 $321 24 $309 25 $364 26 $372 27 $465 28 $453 29
$456 30 $327 31          
June 2027
Su Mo Tu We Th Fr Sa
    $366 1 $333 2 $365 3 $407 4 $415 5
$412 6 $442 7 $450 8 $455 9 $390 10 $450 11 $468 12
$451 13 $465 14 $451 15 $479 16 $538 17 $544 18 $510 19
$514 20 $505 21 $514 22 $504 23 $539 24 $585 25 $585 26
$629 27 $622 28 $617 29 $630 30      
July 2027
Su Mo Tu We Th Fr Sa
        $648 1 $765 2 $755 3
$746 4 $600 5 $554 6 $549 7 $551 8 $617 9 $605 10
$463 11 $405 12 $403 13 $573 14 $585 15 $612 16 $594 17
$500 18 $486 19 $475 20 $466 21 $496 22 $590 23 $584 24
$451 25 $391 26 $404 27 $407 28 $439 29 $503 30 $521 31
August 2027
Su Mo Tu We Th Fr Sa
$395 1 $348 2 $344 3 $354 4 $382 5 $402 6 $403 7
$353 8 $393 9 $369 10 $354 11 $340 12 $355 13 $334 14
$301 15 $282 16 $276 17 $286 18 $297 19 $322 20 $313 21
$280 22 $270 23 $258 24 $261 25 $278 26 $300 27 $291 28
$275 29 $243 30 $235 31        
September 2027
Su Mo Tu We Th Fr Sa
      $238 1 $262 2 $317 3 $317 4
$315 5 $257 6 $213 7 $216 8 $232 9 $259 10 $256 11
$262 12 $241 13 $241 14 $241 15 $246 16 $261 17 $249 18
$235 19 $223 20 $217 21 $221 22 $232 23 $253 24 $251 25
$232 26 $215 27 $218 28 $231 29 $247 30    
October 2027
Su Mo Tu We Th Fr Sa
          $258 1 $263 2
$253 3 $253 4 $247 5 $248 6 $261 7 $303 8 $294 9
$298 10 $250 11 $251 12 $252 13 $273 14 $291 15 $276 16
$240 17 $230 18 $226 19 $230 20 $245 21 $274 22 $270 23
$244 24 $210 25 $208 26 $215 27 $241 28 $286 29 $304 30
$307 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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