Upstay Family Retreat w Pool Cinema Games Room

Location

Description

Perfect for families and large groups, this spacious 10-bedroom, 8-bathroom home is packed with immersive features—like themed kids’ rooms, a Star Wars game room, and a private movie theater. Located in the brand-new Windsor Cay community, guests enjoy full access to Windsor Cay Resort’s incredible Hawaiian-style water park and clubhouse amenities.

Outdoor Living at Its Best
• Private screened-in pool and hot tub
• Furnished sundeck with loungers and covered seating
• Outdoor dining area and BBQ grill for poolside meals
• Fully fenced-in for privacy and peace of mind

Entertainment for Everyone
• Star Wars–themed game room with billiards and air hockey
• Private in-home movie theater with projection screen and theater seating
• Smart TV in the living room + high-speed WiFi
• Multiple laptop-friendly workstations throughout the home

Cook, Dine & Gather
• Fully equipped kitchen with stainless steel appliances
• Large kitchen island with bar seating
• Indoor dining table + outdoor patio dining area
• Stocked with cookware, dishware, and utensils

Dream Big, Sleep Easy – 10 Bedrooms | Sleeps up to 22
First Floor
• Bedroom 1: King bed
• Bedroom 2: King bed | Private ensuite

Second Floor
• Bedroom 3: Queen bed | Ensuite
• Bedroom 4: 2 Twin beds | Ensuite – Harry Potter Room
• Bedroom 5: Queen bed | Ensuite
• Bedroom 6: 2 Twin beds – The Lion King Room
• Bedroom 7: 2 Twin beds – Frozen Room
• Bedroom 8: King bed | Ensuite
• Bedroom 9: Bunk bed + ball pit – Pixar Room
• Bedroom 10: 2 Twin beds

8 full bathrooms total – with fresh towels, hairdryers & toiletries provided

Resort-Style Amenities – Windsor Cay Access Included!
Guests enjoy full access to the brand-new Reef Club at Windsor Cay Resort, featuring modern amenities perfect for family fun and relaxation.

Resort Features:
• Brand-new Reef Club clubhouse & convenience store
• Zero-entry resort pool & relaxing lazy river
• Waterslides & kids’ splash zone
• 9-hole mini golf course, game room & outdoor hot tub
• Poolside cabanas, umbrellas & fire pits
• Blue Lagoon Tavern & Grille, poolside bar, café & ice cream shop
• Sand volleyball, cornhole, sports & basketball courts
• Fitness center & arcade room

Location Highlights
• Just 8 miles from Walt Disney World
• Close to Universal Orlando, SeaWorld & major attractions
• A short drive to Lake Louisa State Park for hiking, kayaking & nature escapes

Please Note:
Our home is located in a newly developed community. While the property is fully ready for your stay, you may notice some ongoing landscaping work in nearby areas as the neighborhood completes final development stages.

Why Stay With Us?
We’re dedicated to creating amazing stays for families and large groups—offering high-quality design, curated amenities, and responsive local support. Whether you're here for theme parks or poolside downtime, you’ll find everything you need to make unforgettable memories.

Book your group getaway today!

• To ensure a smooth and secure check-in, guests may be required to complete ID and Enso Boarding Pass verification before arrival. Check-in details will be shared once completed.

• To access Windsor Cay Resort, all guests must be registered in advance. The HOA office operates Monday–Friday, 8:30 AM–5:00 PM, and last-minute registrations may not be processed. Please provide the names of all guests aged 18+ ahead of time so we can complete this for you.

• Pool service is scheduled weekly and may occur during your stay. This is a brief visit, and technicians will only access the pool area.

Pet Friendly:
• Up to 2 pets allowed (under 60 lbs each)
• Pet fee: $139 per pet, per stay (collected after booking)

Additional Services:
• Pool and hot tub heating (optional): $45/night per service or $79/night for both
(2-night minimum, 24-hour notice required)
• BBQ propane tank: one-time $69 charge (please request in advance)
• Pack ’n play rental: $39 (one-time fee)
• Highchair rental: $29 (one-time fee)
• Mid-stay cleaning (for stays over 3 nights): available for an additional fee (advance booking required)

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

Available

Unavailable

Check-In

Check-Out

May 2026

Su	Mo	Tu	We	Th	Fr	Sa
					1	2
3	4	5	6	7	8	9
10	11	12	13	14	15	16
$210 17	$210 18	$210 19	$210 20	21	22	23
24	25	$222 26	$210 27	28	29	30
$247 31

June 2026

Su	Mo	Tu	We	Th	Fr	Sa
	$250 1	$228 2	3	4	5	6
7	$210 8	$290 9	$210 10	$248 11	12	13
14	15	16	17	18	19	20
$437 21	$459 22	$422 23	24	25	26	27
$488 28	$501 29	$490 30

July 2026

Su	Mo	Tu	We	Th	Fr	Sa
			$509 1	$920 2	3	4
5	$503 6	$490 7	$487 8	$529 9	10	11
12	$393 13	$609 14	$439 15	$613 16	$762 17	$764 18
$507 19	20	21	22	23	$779 24	$822 25
$480 26	$373 27	$361 28	$470 29	$557 30	$707 31

August 2026

Su	Mo	Tu	We	Th	Fr	Sa
						$715 1
$490 2	3	4	5	6	7	8
9	$264 10	$264 11	12	13	14	15
16	17	$363 18	$329 19	$399 20	$430 21	$424 22
$357 23	$296 24	$273 25	$279 26	27	28	29
30	$248 31

September 2026

Su	Mo	Tu	We	Th	Fr	Sa
		$225 1	$240 2	$342 3	$559 4	$560 5
$552 6	7	8	9	10	11	12
$313 13	$314 14	$326 15	$317 16	$326 17	$384 18	$398 19
$285 20	$285 21	$285 22	$285 23	$295 24	$389 25	$398 26
$298 27	$246 28	$246 29	$266 30

October 2026

Su	Mo	Tu	We	Th	Fr	Sa
				$329 1	$390 2	$403 3
$318 4	$269 5	$264 6	7	8	9	10
$465 11	$357 12	$339 13	$348 14	$382 15	$461 16	$437 17
18	19	20	21	22	23	24
$328 25	$262 26	$238 27	$259 28	$368 29	$418 30	$412 31

November 2026

Su	Mo	Tu	We	Th	Fr	Sa
$322 1	$255 2	$255 3	$265 4	$365 5	$404 6	$435 7
$352 8	$272 9	$471 10	$479 11	$484 12	$450 13	$468 14
$367 15	$296 16	$304 17	$290 18	$359 19	$480 20	$629 21
$631 22	$702 23	$728 24	$1279 25	$1273 26	$1060 27	$1011 28
$373 29	$314 30

December 2026

Su	Mo	Tu	We	Th	Fr	Sa
		$394 1	$379 2	$387 3	$438 4	$451 5
$355 6	$329 7	$329 8	$345 9	$382 10	$433 11	$471 12
$401 13	$351 14	$351 15	$334 16	$431 17	$682 18	$1078 19
$1253 20	$1338 21	$1360 22	23	24	25	26
$1422 27	$1464 28	$1457 29	$1578 30	$1576 31

January 2027

Su	Mo	Tu	We	Th	Fr	Sa
					$1551 1	$1419 2
$783 3	$676 4	$512 5	$351 6	$436 7	$577 8	$514 9
$436 10	$352 11	$331 12	$344 13	$393 14	$493 15	$546 16
$541 17	$366 18	$318 19	$330 20	$392 21	$435 22	$439 23
$378 24	$337 25	$319 26	$326 27	$382 28	$438 29	$439 30
$383 31

February 2027

Su	Mo	Tu	We	Th	Fr	Sa
	$341 1	$323 2	$333 3	$404 4	$446 5	$454 6
$429 7	$435 8	$394 9	$465 10	$490 11	$656 12	$755 13
$741 14	$573 15	$482 16	$496 17	$512 18	$578 19	$524 20
$484 21	$472 22	$472 23	$429 24	$472 25	$542 26	$507 27
$439 28

March 2027

Su	Mo	Tu	We	Th	Fr	Sa
	$433 1	$433 2	$433 3	$472 4	$592 5	$606 6
$531 7	$477 8	$519 9	$509 10	$551 11	$719 12	$708 13
$600 14	$676 15	$867 16	$861 17	$863 18	$882 19	$813 20
$689 21	$828 22	$828 23	$1069 24	$1105 25	$1503 26	$1507 27
$1505 28	$1011 29	$1169 30	$1226 31

April 2027

Su	Mo	Tu	We	Th	Fr	Sa
				$1246 1	$1139 2	$986 3
$888 4	$775 5	$713 6	$778 7	$821 8	$894 9	$894 10
$636 11	$636 12	$793 13	$560 14	$579 15	$645 16	$1138 17
$918 18	$1136 19	$1161 20	$1251 21	$1254 22	$1221 23	$1198 24
$1196 25	$1195 26	$1195 27	$1150 28	$1150 29	$965 30

Swipe for Availability

Amenities 58

Air conditioning
Baking sheet
Bathtub
BBQ grill
Bed linens
Cable TV
Carbon monoxide detector
Cleaning Disinfection
Coffee maker
Cookware
Desk
Dishes and silverware
Dishwasher
Dryer
Enhanced cleaning practices
Essentials
Family/kid friendly
Fire extinguisher
Free parking on premises
Hair dryer
Hangers
Heating
High touch surfaces disinfected
Hot water
Indoor pool
Internet
Iron
Kettle
Kitchen
Long term stays allowed
Microwave
Oven
Private entrance
Refrigerator
Resort
Room-darkening shades
Shampoo
Shower gel
Smoke detector
Stove
Suitable for children (2-12 years)
Suitable for infants (under 2 years)
Toaster
Towels provided
TV
Washer
Wireless Internet
Disney Theme Room
Game room
HarryPotter Theme Room
In-Home Games Room
Pixar Theme Room
Princess Theme Room
Private Cinema - BEST
Private pool
StarWars Theme Room
Swimming pool
Tropical Theme Room

Reviews 5 (10)

My family and I loved our stay at Upstay,! The cohost Luciana was very helpful during our stay, she helped me with anything I needed. The kids loved the game room and home theater. When we come back to Orlando Upstay is where we want to stay!
Anonymous - Posted: 12/26/2025

It’s wonderful to hear that you and your family had such a great time! The game room and home theater are definitely favorites among our guests, and it’s fantastic that the kids had a blast there. We can’t wait to welcome you back on your next trip!
Upstay staff

Posted: 12/30/2025

Todo estuvo bien muchas gracias
Anonymous - Posted: 12/26/2025

We are happy to hear that everything was fine during your stay. We look forward to welcoming you again in the future!
Upstay staff

Posted: 12/30/2025

Great for family gatherings. We were a party of 20 and had plenty of space. Loved the pool!
Anonymous - Posted: 11/27/2025

It’s wonderful to hear that you and your family enjoyed your stay with us! Hosting a gathering of 20 can be a challenge, but we’re glad our space was able to accommodate everyone comfortably. The pool is definitely a highlight, and we’re thrilled that you loved it. We hope to welcome you back for another memorable family gathering in the future!
Upstay staff

Posted: 11/29/2025

I loved my stay at this beautiful home
Anonymous - Posted: 11/19/2025

It’s wonderful to hear that you loved your stay at our home! We take great pride in creating a beautiful and welcoming space for our guests. Your satisfaction means a lot to us, and we hope to have the pleasure of hosting you again in the future. Thank you for choosing to stay with us!
Upstay staff

Posted: 11/19/2025

Great place with great amenities, looks like the pictures. Host was very friendly and responsive. Definitely will book there again.
Anonymous - Posted: 10/23/2025

Thank you for your wonderful feedback! It’s fantastic to hear that you enjoyed the amenities and found everything to be just as depicted in the photos. We always strive to provide a welcoming experience, and we’re glad our responsiveness made a positive impact on your stay. We look forward to hosting you again in the future!
Upstay staff

Posted: 10/24/2025

Great house to celebrate our son’s 10th birthday! Beautiful house
Anonymous - Posted: 10/15/2025

Thank you, Antonio, for choosing our home to celebrate such a special occasion! We're delighted to hear that you found the house beautiful and that it was the perfect backdrop for your son's 10th birthday. It means a lot to us that our space could contribute to your family's memories. We hope to welcome you back for more celebrations in the future!
Upstay staff

Posted: 10/17/2025

Absolutely loved our stay here! The host was amazing—so sweet and welcoming. The house itself was beautiful, spacious, and everything worked perfectly. The water park was open, easy to find, and not crowded at all, which made it even more fun. Parking was plentiful, and the whole experience was just perfect. I’ll definitely be saving this house as a favorite for a future stay! If you’re considering booking this place, don’t hesitate—you won’t be disappointed!
Anonymous - Posted: 9/22/2025

We’re thrilled to hear that you absolutely loved your stay with us! It warms our hearts to know that you found our home beautiful and spacious, and that everything met your expectations. We’re glad you enjoyed the water park and appreciated the easy access and ample parking. Your kind words about our hospitality mean so much to us. Thank you for considering us for your future stays—we can’t wait to welcome you back!
Upstay staff

Posted: 9/23/2025

We had an amazing stay! The house is just as pictured. It was great having access to the resort amenities as well. My family and I really enjoyed them. Luciana and the team were great hosts. They were very responsive and attentive. The pool in the backyard is a great addition! I would recommend adding heat, as the water can get pretty cold at night. This is a place I would highly recommend and definitely book again!
Anonymous - Posted: 9/17/2025

Hi Brianna, Thank you so much for your wonderful feedback! We’re so happy to know you and your family had an amazing stay and enjoyed the house and resort amenities. 💛 We’d love to welcome you back anytime, it will be a pleasure to host you again!
Upstay staff

Posted: 9/17/2025

Everything was great, will definitely be back
MOISES A. - Posted:

Great property! Well maintained and great management team! Strongly recommend.
David P. - Posted:

Swipe for More Reviews

Request More Info