Townhouse - Rating 5 (2)

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:
- Your BBQ comes with a complimentary full propane tank at check-in! Running low? Get a one-time refill for just $55 and keep the grill going!
- 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
Available
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April 2025
Su Mo Tu We Th Fr Sa
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$245 20 $189 21 $184 22 $183 23 $189 24 $258 25 $249 26
$191 27 $195 28 $155 29 $166 30      
May 2025
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        $170 1 2 3
$130 4 $130 5 $130 6 $130 7 $130 8 $170 9 $170 10
$130 11 $130 12 $130 13 $130 14 $130 15 16 17
18 $130 19 $130 20 $130 21 $135 22 $263 23 $266 24
$267 25 $203 26 $204 27 $207 28 $201 29 $242 30 $235 31
June 2025
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$195 1 $176 2 $188 3 $178 4 $197 5 $235 6 $239 7
$209 8 $200 9 $205 10 $209 11 $235 12 $262 13 $262 14
$240 15 $216 16 $222 17 $255 18 $254 19 $285 20 $308 21
$304 22 $284 23 $307 24 $302 25 $323 26 $331 27 $332 28
$277 29 $298 30          
July 2025
Su Mo Tu We Th Fr Sa
    $285 1 $276 2 $485 3 $499 4 $479 5
$280 6 $303 7 $295 8 $319 9 $372 10 $372 11 $366 12
$303 13 $312 14 $290 15 $298 16 $330 17 $371 18 $369 19
$300 20 $281 21 $282 22 $322 23 $317 24 $363 25 $361 26
$294 27 $277 28 $271 29 $259 30 $277 31    
August 2025
Su Mo Tu We Th Fr Sa
          $309 1 $313 2
$257 3 $242 4 $246 5 $249 6 $254 7 $285 8 $280 9
$257 10 $301 11 $299 12 $279 13 $338 14 $301 15 $301 16
$258 17 $230 18 $199 19 $206 20 $211 21 $238 22 $232 23
$203 24 $187 25 $180 26 $180 27 $186 28 $226 29 $224 30
$226 31            
September 2025
Su Mo Tu We Th Fr Sa
  $180 1 $203 2 $200 3 $196 4 $203 5 $200 6
$189 7 $178 8 $172 9 $169 10 $175 11 $183 12 $185 13
$176 14 $169 15 $167 16 $175 17 $184 18 $192 19 $197 20
$185 21 $175 22 23 24 25 26 $198 27
$182 28 $172 29 $169 30        
October 2025
Su Mo Tu We Th Fr Sa
      $180 1 $191 2 $253 3 $230 4
$200 5 $182 6 $181 7 $195 8 $197 9 $233 10 11
12 13 14 15 16 17 $235 18
$213 19 $207 20 $211 21 $214 22 $187 23 $219 24 $211 25
$182 26 $172 27 $173 28 $167 29 $213 30 $226 31  
November 2025
Su Mo Tu We Th Fr Sa
            $224 1
$191 2 $200 3 $200 4 $202 5 $208 6 $274 7 $273 8
$267 9 $263 10 $190 11 $197 12 $222 13 $254 14 $255 15
$223 16 $195 17 $202 18 $229 19 $247 20 $308 21 $306 22
$279 23 $320 24 $357 25 $454 26 $456 27 $446 28 $417 29
$185 30            
December 2025
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  $181 1 $211 2 $212 3 $219 4 $215 5 $206 6
$185 7 $172 8 $179 9 $175 10 $190 11 $233 12 $247 13
$212 14 $233 15 $181 16 $182 17 $193 18 $427 19 $580 20
$809 21 $850 22 $897 23 $904 24 $809 25 $736 26 $738 27
$883 28 $886 29 $882 30 $861 31      
January 2026
Su Mo Tu We Th Fr Sa
        $857 1 $768 2 $838 3
$418 4 $323 5 $323 6 $323 7 $323 8 $315 9 $317 10
$204 11 $246 12 $250 13 $231 14 $205 15 $246 16 $269 17
$268 18 $181 19 $156 20 $165 21 $171 22 $202 23 $207 24
$180 25 $171 26 $166 27 $172 28 $186 29 $218 30 $230 31
February 2026
Su Mo Tu We Th Fr Sa
$193 1 $192 2 $190 3 $206 4 $214 5 $268 6 $289 7
$235 8 $234 9 $231 10 $238 11 $248 12 $440 13 $489 14
$489 15 $254 16 $245 17 $242 18 $257 19 $304 20 $311 21
$255 22 $231 23 $222 24 $236 25 $254 26 $294 27 $380 28
March 2026
Su Mo Tu We Th Fr Sa
$418 1 $388 2 $394 3 $378 4 $387 5 $394 6 $414 7
$334 8 $317 9 $300 10 $311 11 $333 12 $468 13 $475 14
$475 15 $474 16 $427 17 $427 18 $427 19 $430 20 $413 21
$346 22 $308 23 $391 24 $391 25 $391 26 $408 27 $344 28
$303 29 $301 30 $305 31        
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 (2) Reviews
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
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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