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

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

April 2025

Su	Mo	Tu	We	Th	Fr	Sa
		1	2	3	4	5
6	7	8	9	10	11	12
13	14	15	16	17	18	19
20	21	22	23	24	25	26
$129 27	$130 28	$114 29	$119 30

May 2025

Su	Mo	Tu	We	Th	Fr	Sa
				$145 1	2	3
4	5	$118 6	$122 7	$132 8	9	10
11	12	$113 13	$113 14	$123 15	16	17
18	19	20	21	22	23	24
25	26	27	$179 28	$184 29	$201 30	$219 31

June 2025

Su	Mo	Tu	We	Th	Fr	Sa
$228 1	$187 2	$181 3	$178 4	5	6	7
$211 8	$200 9	$199 10	$199 11	$230 12	$275 13	$278 14
$241 15	$257 16	$304 17	$282 18	$288 19	$310 20	$358 21
$367 22	$341 23	$350 24	$268 25	$290 26	$312 27	$294 28
$238 29	$235 30

July 2025

Su	Mo	Tu	We	Th	Fr	Sa
		$229 1	$250 2	$467 3	$487 4	$466 5
$279 6	$284 7	$254 8	$265 9	$320 10	$362 11	$351 12
$319 13	$253 14	$279 15	$282 16	$306 17	$362 18	$365 19
$278 20	$254 21	$244 22	$295 23	$298 24	$341 25	$348 26
$276 27	$271 28	$287 29	$254 30	$277 31

August 2025

Su	Mo	Tu	We	Th	Fr	Sa
					$348 1	$346 2
$287 3	$250 4	$246 5	$239 6	$263 7	$292 8	$291 9
$270 10	$268 11	$222 12	$247 13	14	15	16
17	18	19	20	21	22	23
$173 24	$151 25	$145 26	$143 27	$157 28	$238 29	$232 30
$235 31

September 2025

Su	Mo	Tu	We	Th	Fr	Sa
	$138 1	$117 2	$111 3	$127 4	$200 5	$200 6
$135 7	$119 8	$117 9	$113 10	$124 11	12	13
14	15	16	17	18	19	$200 20
21	22	23	24	25	26	27
28	29	$116 30

October 2025

Su	Mo	Tu	We	Th	Fr	Sa
			$120 1	$127 2	$200 3	$200 4
$129 5	$120 6	$141 7	$151 8	$135 9	$200 10	$200 11
$165 12	$159 13	$124 14	$127 15	$176 16	$200 17	$201 18
$186 19	$166 20	$159 21	$130 22	$142 23	24	25
26	27	28	29	30	31

November 2025

Su	Mo	Tu	We	Th	Fr	Sa
						$200 1
$129 2	$120 3	$116 4	$118 5	$131 6	$200 7	$200 8
$165 9	$188 10	$142 11	12	13	14	15
16	17	18	19	$182 20	$246 21	$250 22
$273 23	$270 24	$280 25	$429 26	$428 27	$426 28	$372 29
$136 30

December 2025

Su	Mo	Tu	We	Th	Fr	Sa
	$130 1	$138 2	$175 3	$183 4	$200 5	$200 6
$125 7	$128 8	$130 9	$131 10	$139 11	$200 12	$200 13
$184 14	$190 15	$230 16	$241 17	$244 18	$409 19	$458 20
$577 21	$610 22	$637 23	$593 24	$558 25	$707 26	$679 27
$649 28	$617 29	$624 30	$570 31

January 2026

Su	Mo	Tu	We	Th	Fr	Sa
				$527 1	$526 2	$541 3
$289 4	$219 5	$220 6	$220 7	$220 8	$220 9	$221 10
$192 11	$160 12	$121 13	$117 14	$129 15	$200 16	$200 17
$177 18	$136 19	$117 20	$136 21	$144 22	$200 23	$200 24
$130 25	$125 26	$136 27	$139 28	$142 29	$200 30	$200 31

February 2026

Su	Mo	Tu	We	Th	Fr	Sa
$146 1	$144 2	$144 3	$129 4	$142 5	$200 6	$200 7
$165 8	$149 9	$140 10	$157 11	$168 12	$246 13	$274 14
$274 15	$173 16	$144 17	$156 18	$172 19	$208 20	$200 21
$178 22	$158 23	$155 24	$167 25	$183 26	$212 27	$255 28

March 2026

Su	Mo	Tu	We	Th	Fr	Sa
$229 1	$209 2	$201 3	$213 4	$240 5	$272 6	$401 7
$391 8	$390 9	$381 10	$362 11	$361 12	$460 13	$326 14
$309 15	$318 16	$318 17	$302 18	$296 19	$312 20	$269 21
$237 22	$212 23	$232 24	$233 25	$247 26	$254 27	$230 28
$197 29	$192 30	$201 31

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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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