Family Friendly Villa w Pool Hot Tub Game Room

Location

Description

🌟 Home Features:
✔ 6 Bedrooms | 4.5 Bathrooms – Spacious & stylish
✔ 2 Master Ensuite Bedrooms (One on Each Level!) – Perfect for families traveling with grandparents! 🏡💛
✔ Private Swimming Pool & Hot Tub 🏊‍♂️🌊 (Optional heating available)
✔ Furnished Sundeck with Privacy Panels ☀🌺
✔ BBQ Grill + Outdoor Dining Area 🍔🍽
✔ Fully Equipped Kitchen + Kitchen Island Seating 👩‍🍳
✔ Indoor & Outdoor Dining Options
✔ 2 Living Room Lounge Areas (Smart TVs, cozy seating) 🎧🛏
✔ Mario Bros-Themed Game Room 🎮 (Billiards, foosball & more!)
✔ Fast Wi-Fi & Smart TVs in Every Bedroom
✔ Blackout Curtains in Every Room – Perfect for restful sleep 🌙😴
✔ Ceiling Fans in Every Bedroom – For added comfort 🌬
✔ In-Home Laundry Machines (Washer & Dryer)
✔ Central A/C & Heating for Year-Round Comfort
✔ Free Onsite Parking 🚗

🛢 Family-Friendly Amenities (FREE of Charge!)
We understand that traveling with little ones requires extra comfort! That’s why we provide:

👶 Baby & Toddler Essentials:
✔ High Chair – Hassle-free mealtime
✔ Pack ‘n Play / Travel Crib – Safe, cozy sleeping space
✔ Kid-Friendly Dinnerware – Plastic plates, bowls, cups & utensils
✔ Sippy Cups & Bottles – For easy hydration
✔ Bottle Warmer – Ideal for nighttime feedings
✔ Step Stool (Upstairs & Downstairs) – Helps kids reach sinks
✔ Easy-to-Clean Table Mat – Keeps mealtime mess-free

🎪 Entertainment & Comfort for Kids:
✔ Stroller (Lightweight or Full-Size) – A huge perk for Disney trips!
✔ Disney-Themed Books & Toys – Keep little ones entertained
✔ Streaming Services with Kid Profiles – Netflix, Disney+, etc.
✔ Puzzles, Coloring Books & Crayons – Great for downtime
✔ Soft Nightlights – Helps kids feel comfortable in a new place

🛏 Bedroom Layout | Perfect for Families & Grandparents
Each room is thoughtfully designed with luxurious bedding, fresh linens, fluffy pillows, and Smart TVs.

🌟 TWO Master Ensuite Bedrooms – One on Each Level! 🌟
✔ Master King Suite (Ground Floor) - Private Ensuite Bathroom (Perfect for grandparents!)
✔ Master King Suite (Upstairs) - Private Ensuite Bathroom
✔ 2 Additional King Bedrooms (Upstairs) - Spacious & Cozy
✔ 2 Themed Twin Bedrooms (Upstairs) - Perfect for Kids!

🌿 Entertainment & Resort Perks
Beyond the home’s incredible amenities, you’ll also have access to Windsor at Westside Resort’s world-class facilities:

✔ Resort Pool & Water Slides 💚
✔ Lazy River & Tiki Cocktail Bar 🍹
✔ Children’s Water Playground 🌾
✔ Arcade & Fitness Center 🎪💪

📍 Prime Location - Close to Everything!
Disney World - 15 min | Universal - 30 min | SeaWorld - 25 min

*IMPORTANT NOTE*
• To help ensure a safe and trusted experience for all guests, ID verification may be required after booking.

Additional Services:
• Pool & Hot Tub Heating Available ($35/night per service or $60/night for both)
• Baby & Toddler Items Provided FREE of charge (Request before arrival)
• 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.
• If you need a high chair or pack 'n play, just let us know, and we’ll be happy to provide them at no extra charge. Enjoy your stay!

We’re dedicated to making your stay magical! 🌟 Book now and experience an unforgettable Orlando getaway!
• Fast Response | Super host Service | 5-Star Stays Await!

We're happy to deliver:
- Your BBQ comes with a complimentary full propane tank at check-in! Running low? Get a one-time refill for just USD 55.00 and keep the grill going!

Quality Assurance:
• Your wellbeing is our top priority. We have built upon our foundation of pre-existing high cleaning standards with additional COVID-19 specific recommendations from the WHO, CDC and Canadian Public Health Agency guidelines.

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 2025

Su	Mo	Tu	We	Th	Fr	Sa
				1	2	3
4	5	$116 6	$122 7	$135 8	9	10
11	12	$109 13	$109 14	$120 15	16	17
18	19	20	21	22	23	24
25	26	27	$125 28	$143 29	$200 30	31

June 2025

Su	Mo	Tu	We	Th	Fr	Sa
1	2	3	$163 4	$185 5	$230 6	$233 7
$189 8	$181 9	$179 10	$185 11	$213 12	$259 13	$253 14
$198 15	$209 16	$222 17	$218 18	$229 19	$262 20	$277 21
$241 22	$251 23	$252 24	$233 25	$243 26	$293 27	28
29	30

July 2025

Su	Mo	Tu	We	Th	Fr	Sa
		$218 1	$282 2	$441 3	$464 4	$455 5
$282 6	$251 7	$238 8	$248 9	$293 10	$334 11	$335 12
$266 13	$239 14	$282 15	$294 16	$292 17	$351 18	$373 19
$280 20	$257 21	$241 22	$294 23	$328 24	$339 25	$360 26
$282 27	$262 28	$269 29	$256 30	$280 31

August 2025

Su	Mo	Tu	We	Th	Fr	Sa
					$353 1	$359 2
$294 3	$261 4	$249 5	$247 6	$260 7	$287 8	$281 9
$268 10	$258 11	$229 12	$252 13	14	15	16
17	18	19	20	21	22	23
$171 24	$145 25	$136 26	$137 27	$148 28	$225 29	$220 30
$221 31

September 2025

Su	Mo	Tu	We	Th	Fr	Sa
	1	2	3	4	5	6
7	8	$113 9	$110 10	$123 11	$200 12	$200 13
$141 14	$129 15	$127 16	$127 17	$124 18	$200 19	$200 20
21	22	23	24	25	26	27
28	29	$112 30

October 2025

Su	Mo	Tu	We	Th	Fr	Sa
			$115 1	$124 2	$200 3	$200 4
$130 5	$119 6	$135 7	$142 8	$137 9	$200 10	$200 11
$166 12	$157 13	$120 14	$120 15	$160 16	$200 17	$200 18
$178 19	$167 20	$157 21	$132 22	$149 23	24	25
26	27	28	29	30	31

November 2025

Su	Mo	Tu	We	Th	Fr	Sa
						$200 1
$124 2	$111 3	$107 4	$111 5	$124 6	$200 7	$200 8
$161 9	$183 10	$135 11	12	13	14	15
16	17	18	19	$179 20	$241 21	$269 22
$278 23	$275 24	$278 25	$432 26	$427 27	$430 28	$384 29
$158 30

December 2025

Su	Mo	Tu	We	Th	Fr	Sa
	$132 1	$138 2	$179 3	$184 4	$200 5	$200 6
$124 7	$125 8	$126 9	$128 10	$135 11	$200 12	$200 13
$176 14	$184 15	$219 16	$164 17	$232 18	$405 19	$454 20
$550 21	$600 22	$607 23	$563 24	$554 25	$606 26	$599 27
$596 28	$597 29	$570 30	$583 31

January 2026

Su	Mo	Tu	We	Th	Fr	Sa
				$544 1	$525 2	$543 3
$307 4	$228 5	$228 6	$228 7	$228 8	$228 9	$230 10
$203 11	$179 12	$177 13	$161 14	$150 15	$200 16	$200 17
$190 18	$143 19	$117 20	$118 21	$141 22	$200 23	$200 24
$131 25	$122 26	$118 27	$120 28	$132 29	$200 30	$200 31

February 2026

Su	Mo	Tu	We	Th	Fr	Sa
$145 1	$145 2	$147 3	$148 4	$150 5	$200 6	$200 7
$170 8	$157 9	$157 10	$159 11	$163 12	$249 13	$278 14
$277 15	$186 16	$153 17	$165 18	$178 19	$225 20	$215 21
$174 22	$157 23	$152 24	$163 25	$177 26	$200 27	$256 28

March 2026

Su	Mo	Tu	We	Th	Fr	Sa
$224 1	$202 2	$192 3	$200 4	$228 5	$255 6	$333 7
$333 8	$340 9	$334 10	$320 11	$320 12	$391 13	$325 14
$300 15	$303 16	$291 17	$290 18	$289 19	$304 20	$274 21
$242 22	$217 23	$230 24	$229 25	$242 26	27	28
29	30	31

April 2026

Su	Mo	Tu	We	Th	Fr	Sa
			1	2	3	4
$455 5	$293 6	$294 7	$293 8	$330 9	$348 10	$303 11
$214 12	$201 13	$198 14	$213 15	$243 16	$266 17	$258 18
$228 19	$210 20	$197 21	$208 22	$237 23	$256 24	$244 25
$208 26	$197 27	$196 28	$214 29	$166 30

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Amenities 54

Air conditioning
Baking sheet
Bathtub
BBQ grill
Bed linens
Carbon monoxide detector
Cleaning Disinfection
Coffee maker
Crib
Dishes and silverware
Dishwasher
Dryer
Enhanced cleaning practices
Essentials
Family/kid friendly
Fire extinguisher
Free parking on premises
Gym
Hair dryer
Hangers
Heating
High chair
High touch surfaces disinfected
Hot tub
Hot water
Indoor pool
Internet
Iron
Kitchen
Long term stays allowed
Microwave
Oven
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
TV
Washer
Wireless Internet

Resorts

WindsorWestside

Communal pool
Game room
In-Home Games Room
Nintendo Theme Room
Outdoor pool
Private pool
Swimming pool

Reviews 5 (2)

This is a 5 star place! Our stay at this Orlando home was perfect for our multi-family trip, including grandparents! The two master suites—one on each level—gave everyone their own space, and the other 2 king-sized bedrooms were roomy enough for our toddler to snuggle with us. Super clean! The kids adored the Disney-themed bedroom and the Mario game room with air hockey, skee ball, foosball, and 2 gaming consoles. The private pool was already warm, so no heating was needed, and the hot tub heating was free—a rare and much-appreciated perk! pool noodles, Blackout curtains, night lights, step stools, a stroller made things super convenient, especially for little ones. While we took the kids to Disney, the grandparents enjoyed the lazy river, the cocktail tiki bar and fitness center. I wanted toddler friendly dinner ware and the host delivered it! We didn’t use the BBQ, but it was nice to have the option. Thoughtful touches made this a true 5-star experience. We’ll definitely be back!
Anonymous - Posted: 3/3/2025

Thank you for sharing you experience, Peter! That sounds like an incredible stay! We’re so happy to hear that the home was a perfect fit for your multi-family trip and that everyone—from the little ones to the grandparents—had a fantastic time. It’s wonderful that the thoughtful touches, fun amenities, and warm pool made your experience even more special. We’d love to welcome you back for another amazing stay!
Upstay staff

Posted: 3/20/2025

We all very much enjoyed our stay ! The ONLY downfall was the jacuzzi not working the first two days but after being in contact about it our host was able to fix and accommodate me which made it better! Also, the grill is also available for a $70 fee which is not listed I was under the impression it was for use like the pool.. I would also buy trash bags as there were only 2 for our week stay of 7 people .. the house is absolutely beautiful! Spacious kitchen and rooms. Super comfy beds ! And such a cool game room !! We would deff recommend staying here and would love to return !
Anonymous - Posted: 12/15/2024

Hi Chelsea, we're so glad you enjoyed your stay and that the home met your expectations! We appreciate your patience with the jacuzzi and your feedback on the grill fee and trash bags. The grill fee is clearly stated in our listing description, along with other extra amenities we offer. Additional trash bags are available upon request, and we wish you had let us know so we could have sent someone to deliver them. We’d love to host you again and hope to see you back soon!
Upstay staff

Posted: 2/21/2025

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