Upstay Family Home w Cinema Pool BBQ Clermont
Family dining area seating 8 guests
Open-layout living room with smart TV and high speed internet
Safari Lion King themed Movie Theater
5 Bedroom home exterior and driveway
Presented by Upstay
Windsor Island Resort Lazy River
Furnished outdoor patio area
Safari Lion King themed Movie Theater and Games room
Safari Lion King themed Movie Theater and Games room with pool table
Safari Lion King themed Games room
Living room with modern furnishings
Open-layout living room with smart TV and high speed internet
Family dining area seating 8 guests
Kitchen with centered island and bar stools
Chef's kitchen with modern silver appliances
Kitchen Island with hanging ceiling lights
Contemporary Kitchen with centered island
Staircase leading upstairs
Shuffleboard games table
King Bedroom with en-suite bathroom
King Bedroom with en-suite bathroom and smart TV
En-suite bathroom with double vanity
En-suite bathroom with standing shower
Queen bedroom with shared en-suite bathroom
Queen bedroom with shared en-suite bathroom
Shared en-suite bathroom
Second queen bedroom with smart TV
Second queen bedroom with smart TV
Mickey Mouse themed twin bedroom with single beds
Mickey Mouse themed bedroom with smart TV
Full bathroom with vanity, shower and hairdryer
Hogwarts themed bunk bedroom with full beds
Hogwarts themed bunk bedroom with full beds
Hogwarts themed bunk bedroom with full beds
Hogwarts themed bunk bedroom
En-suite bathroom with standing shower
In-home laundry facilities
Windsor Island Resort water slides
Lazy Water Slide at Windsor Island Resort
Outdoor fire pit at Windsor Island Resort
Children's Splash play area at Windsor Island Resort
Hot tub at Windsor Island Resort
Fitness Center at Windsor Island Resort
Games room at Windsor Island Resort
Outdoor pool area with sun loungers at Windsor Island Resort
Search
Prev
Next
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

Windsor Cay Resort — Operating Hours Update
Starting September 12:
• Opening hours remain unchanged
• Pool deck & restaurant close at 7:00 PM
• Clubhouse closes at 7:30 PM

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 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
October 2026
Su Mo Tu We Th Fr Sa
        1 2 3
4 5 6 7 8 9 10
11 12 13 14 15 16 17
$155 18 $158 19 20 21 22 23 24
25 $130 26 $130 27 28 29 30 $232 31
November 2026
Su Mo Tu We Th Fr Sa
$130 1 $130 2 $130 3 $130 4 5 6 7
$133 8 $130 9 $137 10 $138 11 12 13 14
$164 15 16 17 18 19 20 $333 21
$296 22 $276 23 $286 24 $402 25 $409 26 $405 27 $368 28
$168 29 $130 30          
December 2026
Su Mo Tu We Th Fr Sa
    $135 1 $130 2 $143 3 $219 4 $217 5
$195 6 $184 7 $177 8 $179 9 $212 10 $237 11 $265 12
$200 13 $193 14 $195 15 $204 16 $216 17 $308 18 $467 19
$552 20 $614 21 $615 22 23 24 25 26
$744 27 $721 28 $731 29 $665 30 $665 31    
January 2027
Su Mo Tu We Th Fr Sa
          $617 1 $619 2
$308 3 $237 4 $196 5 $194 6 $197 7 $255 8 $269 9
$208 10 $186 11 $183 12 $188 13 $221 14 $270 15 $287 16
$281 17 $260 18 $228 19 $226 20 $217 21 $243 22 $250 23
$229 24 $228 25 $231 26 $222 27 $241 28 $255 29 $257 30
$224 31            
February 2027
Su Mo Tu We Th Fr Sa
  $222 1 $219 2 $229 3 $245 4 $261 5 $271 6
$240 7 $253 8 $250 9 $257 10 $280 11 $389 12 $446 13
$454 14 $315 15 $301 16 $293 17 $313 18 $348 19 $325 20
$286 21 $283 22 $279 23 $281 24 $296 25 $336 26 $337 27
$298 28            
March 2027
Su Mo Tu We Th Fr Sa
  $284 1 $277 2 $271 3 $293 4 $406 5 $427 6
$435 7 $455 8 $452 9 $465 10 $454 11 $619 12 $645 13
$660 14 $666 15 $655 16 $660 17 $688 18 $692 19 $556 20
$534 21 $500 22 $521 23 $515 24 $585 25 $594 26 $581 27
$565 28 $421 29 $456 30 $447 31      
April 2027
Su Mo Tu We Th Fr Sa
        $508 1 $540 2 $452 3
$390 4 $336 5 $359 6 $359 7 $420 8 $462 9 $400 10
$328 11 $286 12 $421 13 $290 14 $430 15 $372 16 $356 17
$485 18 $487 19 $493 20 $486 21 $487 22 $493 23 $496 24
$494 25 $488 26 $489 27 $492 28 $503 29 $500 30  
May 2027
Su Mo Tu We Th Fr Sa
            $332 1
$280 2 $325 3 $249 4 $258 5 $323 6 $335 7 $311 8
$330 9 $294 10 $301 11 $296 12 $299 13 $316 14 $303 15
$281 16 $252 17 $248 18 $411 19 $412 20 $418 21 $321 22
$276 23 $266 24 $260 25 $267 26 $290 27 $385 28 $392 29
$399 30 $276 31          
June 2027
Su Mo Tu We Th Fr Sa
    $315 1 $330 2 $322 3 $342 4 $351 5
$346 6 $370 7 $363 8 $369 9 $326 10 $384 11 $384 12
$384 13 $390 14 $378 15 $391 16 $459 17 $501 18 $463 19
$467 20 $459 21 $465 22 $415 23 $443 24 $482 25 $492 26
$511 27 $505 28 $498 29 $505 30      
July 2027
Su Mo Tu We Th Fr Sa
        $516 1 $624 2 $624 3
$622 4 $529 5 $455 6 $452 7 $477 8 $563 9 $560 10
$526 11 $368 12 $477 13 $493 14 $511 15 $541 16 $531 17
$475 18 $476 19 $466 20 $451 21 $498 22 $532 23 $526 24
$419 25 $394 26 $398 27 $403 28 $409 29 $473 30 $465 31
August 2027
Su Mo Tu We Th Fr Sa
$360 1 $320 2 $317 3 $326 4 $348 5 $367 6 $368 7
$322 8 $350 9 $335 10 $319 11 $307 12 $323 13 $306 14
$277 15 $262 16 $248 17 $248 18 $248 19 $265 20 $268 21
$234 22 $223 23 $210 24 $216 25 $227 26 $256 27 $256 28
$243 29 $211 30 $206 31        
September 2027
Su Mo Tu We Th Fr Sa
      $210 1 $228 2 $267 3 $269 4
$270 5 $231 6 $225 7 $226 8 $224 9 $242 10 $238 11
$240 12 $232 13 $230 14 $230 15 $229 16 $240 17 $235 18
$224 19 $213 20 $209 21 $212 22 $226 23 $242 24 $241 25
$223 26 $210 27 $226 28 $229 29 $242 30    
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
Swipe Swipe for More Reviews
Request More Info Request More Info

Want to know specifics? Ask anything in reference to vacationing at this property that you would like to know...

Example: "Are fresh linens provided?"

I agree

Copyright © 2026 • Upstay

All Rights Reserved.