Townhouse - Rating 5 (1)

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: Townhouse
  • View: Downtown

Location Location

Description Description
Home Features:
- 5 Bedrooms, 4 Bathrooms
- Fully equipped kitchen
- Private outdoor pool
- BBQ grill
- Indoor and outdoor dining area
- Outdoor patio
- Game room with pool table, shuffleboard and arcade games
- In-home movie theater
- Driveway parking for 2 vehicles
- Centralized Heating & Air Conditioning
- Complimentary Access to Windsor Island Resort

Windsor Island Amenities:
- Aloha clubhouse and store
- Walk in lagoon pool
- Lazy river with inflatables
- Water slides
- Kids water playground and splash pad
- Outdoor hot tub
- Game room arcade
- Fitness center
- Miniature golf
- Fire pit with view of Disney fireworks
- Cafe and ice cream shop
- Hammocks and poolside cabanas
- Sand volleyball court
- Multi-purpose sports court
- Secure, gated entrance
- Supersized connect four and cornhole games
- Onsite licensed restaurants (Blue Marlin Grille; Rumbrella's)

Escape to this family vacation home that feels like a dream come true, located in the heart of Windsor Island Resort. This spacious five-bedroom retreat is designed for families and groups looking to relax, reconnect, and indulge in a little fun. From the moment you step inside, you’ll feel at home in the inviting, open spaces filled with natural light, stylish décor, and thoughtful touches that make every stay special.

Mornings here are best spent sipping coffee by your private outdoor pool, basking in the Florida sunshine as you plan the day's adventures. Inside, a fully equipped kitchen is ready for everything from quick breakfasts to family feasts, with plenty of room to gather around the dining table or take meals outside to the patio for an alfresco experience. Fire up the BBQ grill under the stars, then settle in for an evening of entertainment.

This home is packed with incredible features designed for endless fun. Challenge your family to a game of shuffleboard or show off your skills at the pool table. Relive your favorite childhood memories with classic arcade games before heading to the in-home movie theater for a private screening of your favorite film. Themed bedrooms add an extra touch of magic, making every night an adventure for kids and adults alike. Whether you’re battling it out in the arcade or lounging by the pool, there’s something for everyone to enjoy.

As experienced hosts with hundreds of happy guests and many 5-star reviews, We’re excited to invite you to our beautifully designed home—perfect for your family or group of friends. We can’t wait to help you create lasting memories here! Get ready to start your adventure—book your stay now!

Like what you see? Add this home to your wish list for a future getaway!

Floor Layout:
First Floor
- Bedroom 1: Queen bed with shared ensuite bath (toilet/shower, hairdryer)

Second Floor
- Bedroom 2: Queen bed
- Bedroom 3: 2 Twin beds
- Bathroom 2: Full bath next to Bedroom 2 (toilet/shower/bathtub, hairdryer)
- Bedroom 4: King bed with ensuite bath (toilet/shower, hairdryer)
- Bedroom 5: Bunk bed (2 full-sized beds) with ensuite bath (toilet/shower, hairdryer)

Important Notice:

To ensure smooth access to Windsor Island, guests need to be registered in advance. The HOA office is open 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 and up in a timely manner so we can handle the registration for you. Thank you!

• Windsor Cay Resort is currently under construction, and its amenities are not yet available or accessible. However, you are welcome to enjoy the amenities at Windsor Island Resort during your stay. Thank you for your understanding!
• Our home is located in a newly developed community, and while the property itself is fully ready for your stay, you may notice some ongoing landscaping work in the surrounding area. This is part of the final stages of the community’s development.

Additional Services:
• Pool heating is an additional service that is not included in your booking price. It's an additional fee of $35/night, which we provide upon request. Please note that heating service is available with a minimum stay of 2 nights. Feel free to reach out for more details.
• We offer 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.

We're happy to deliver:
- a full BBQ propane tank upon request for $70/per tank.
- a "Pack 'N Play Crib" for $40 (one-time fee).
- a Highchair for $40 (one-time fee).

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 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
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March 2025
Su Mo Tu We Th Fr Sa
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23 24 25 26 27 $201 28 29
30 31          
April 2025
Su Mo Tu We Th Fr Sa
    1 2 $137 3 $305 4 $276 5
$137 6 7 8 9 $183 10 $345 11 12
13 14 15 $225 16 $221 17 $580 18 $537 19
$398 20 $181 21 $173 22 23 24 25 26
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May 2025
Su Mo Tu We Th Fr Sa
        1 2 3
4 $132 5 $131 6 $131 7 $143 8 $192 9 $195 10
$143 11 $132 12 $131 13 $136 14 $149 15 $207 16 $208 17
$174 18 $153 19 $153 20 $158 21 $168 22 $247 23 $249 24
$243 25 $181 26 $219 27 $214 28 $207 29 $236 30 $240 31
June 2025
Su Mo Tu We Th Fr Sa
$218 1 $221 2 $227 3 $216 4 $240 5 $238 6 $250 7
$218 8 $211 9 $217 10 $229 11 $258 12 $274 13 $276 14
$243 15 $221 16 $229 17 $243 18 $264 19 $270 20 $295 21
$298 22 $278 23 $290 24 $296 25 $323 26 $315 27 $320 28
$287 29 $312 30          
July 2025
Su Mo Tu We Th Fr Sa
    $306 1 $317 2 $482 3 $502 4 $481 5
$274 6 $301 7 $292 8 $327 9 $391 10 $374 11 $368 12
$362 13 $299 14 $290 15 $301 16 $343 17 $368 18 $371 19
$305 20 $292 21 $303 22 $352 23 $320 24 $346 25 $338 26
$287 27 $270 28 $271 29 $265 30 $280 31    
August 2025
Su Mo Tu We Th Fr Sa
          $296 1 $300 2
$255 3 $250 4 $253 5 $260 6 $255 7 $276 8 $265 9
$297 10 $271 11 $250 12 $261 13 $284 14 $288 15 $286 16
$238 17 $234 18 $206 19 $216 20 $221 21 $244 22 $226 23
$209 24 $193 25 $185 26 $184 27 $195 28 $232 29 $232 30
$233 31            
September 2025
Su Mo Tu We Th Fr Sa
  $179 1 $217 2 $199 3 $191 4 $202 5 $205 6
$194 7 $182 8 $180 9 $173 10 $179 11 $194 12 $193 13
$190 14 $172 15 $172 16 $176 17 $179 18 $189 19 $193 20
$183 21 $176 22 $196 23 $188 24 $184 25 $197 26 $191 27
$187 28 $175 29 $169 30        
October 2025
Su Mo Tu We Th Fr Sa
      $186 1 $194 2 $255 3 $237 4
$226 5 $192 6 $177 7 $191 8 $191 9 $236 10 $232 11
$231 12 $206 13 $217 14 $195 15 $201 16 $224 17 $211 18
$200 19 $168 20 $177 21 $175 22 $184 23 $215 24 $206 25
$180 26 $166 27 $168 28 $167 29 $202 30 $229 31  
November 2025
Su Mo Tu We Th Fr Sa
            $224 1
$191 2 $201 3 $204 4 $208 5 $226 6 $283 7 $280 8
$273 9 $269 10 $178 11 $176 12 $206 13 $243 14 $254 15
$226 16 $197 17 $211 18 $241 19 $260 20 $311 21 $307 22
$269 23 $335 24 $378 25 $500 26 $503 27 $490 28 $440 29
$190 30            
December 2025
Su Mo Tu We Th Fr Sa
  $184 1 $195 2 $225 3 $235 4 $233 5 $214 6
$176 7 $163 8 $175 9 $166 10 $187 11 $216 12 $211 13
$222 14 $260 15 $185 16 $178 17 $199 18 $315 19 $547 20
$781 21 $872 22 $923 23 $825 24 $812 25 $796 26 $804 27
$833 28 $877 29 $873 30 $842 31      
January 2026
Su Mo Tu We Th Fr Sa
        $850 1 $716 2 $807 3
$321 4 $180 5 $174 6 $258 7 $239 8 $221 9 $205 10
$213 11 $205 12 $198 13 $188 14 $174 15 $243 16 $265 17
$264 18 $171 19 $151 20 $157 21 $170 22 $194 23 $197 24
$175 25 $166 26 $162 27 $169 28 $188 29 $212 30 $208 31
February 2026
Su Mo Tu We Th Fr Sa
$183 1 $182 2 $183 3 $200 4 $223 5 $288 6 $298 7
$237 8 $237 9 $241 10 $246 11 $265 12 $448 13 $485 14
$404 15 $257 16 $254 17 $253 18 $273 19 $332 20 $334 21
$261 22 $240 23 $225 24 $247 25 $256 26 $303 27 $390 28
Swipe Swipe for Availability


Amenities 54 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
Resorts
  • WindsorIslandResort
  • Communal pool
  • Game room
  • Outdoor pool
  • Private pool
  • Swimming pool

Reviews Rating 5 (1) Reviews
Rating 5
Highly recommend and the host are very responsive. I wrote them at 4am they wrote back promptly
Anonymous - Posted: 3/9/2025

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