Townhouse - Rating 5 (3)

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

This fully equipped 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

Resort Access (at Windsor Island)
- Enjoy resort-style amenities including:
- Walk-in lagoon pool & lazy river
- Water slides & kids splash zone
- Mini golf, arcade, fire pits
- Hot tub & cabanas
- Clubhouse with café and ice cream shop
- Onsite restaurants (Blue Marlin Grille, Rumbrella’s)
- Sand volleyball, sports courts, fitness center
- Gated, secure entry

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 access the resort, all adult guests (18+) must be registered in advance. The HOA office is open Monday–Friday, 8:30 AM–5:00 PM — so please provide names as soon as possible for a smooth check-in process.

•Windsor Cay is a new community and is currently under construction. While the home is fully ready and stocked for your stay, you may see light landscaping or construction in the surrounding area.
•Windsor Cay amenities are not yet available, but you’ll have access to all Windsor Island Resort amenities during your stay.
• 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
Unavailable
Check-In
Check-Out
May 2025
Su Mo Tu We Th Fr Sa
        1 2 3
$124 4 $124 5 $124 6 $124 7 $124 8 9 10
$124 11 $124 12 $124 13 $124 14 $124 15 16 17
18 $124 19 $124 20 $124 21 22 23 24
$267 25 $194 26 $190 27 $187 28 $182 29 30 31
June 2025
Su Mo Tu We Th Fr Sa
1 2 $140 3 $143 4 $159 5 $196 6 $201 7
$175 8 $163 9 $166 10 $169 11 $195 12 $248 13 $249 14
15 16 17 $210 18 19 20 21
22 23 $287 24 $277 25 $295 26 $318 27 $314 28
$260 29 $252 30          
July 2025
Su Mo Tu We Th Fr Sa
    $252 1 $274 2 $483 3 $498 4 $487 5
$281 6 $299 7 $301 8 $318 9 10 11 12
13 $348 14 $311 15 $292 16 $325 17 18 19
20 21 $285 22 $318 23 $310 24 $356 25 $349 26
$287 27 $270 28 $257 29 $255 30 $274 31    
August 2025
Su Mo Tu We Th Fr Sa
          $308 1 $307 2
$263 3 $245 4 $237 5 $243 6 $247 7 $279 8 $285 9
$262 10 $285 11 $251 12 $238 13 $277 14 $270 15 $271 16
$217 17 $196 18 $188 19 $198 20 $208 21 $234 22 $238 23
$209 24 $184 25 $182 26 $179 27 $184 28 $226 29 $226 30
$227 31            
September 2025
Su Mo Tu We Th Fr Sa
  $194 1 $207 2 $200 3 $200 4 $207 5 $202 6
$195 7 $185 8 $177 9 $170 10 $173 11 $202 12 $204 13
$174 14 $169 15 $169 16 $173 17 $183 18 $197 19 $202 20
$193 21 $195 22 23 24 25 26 $186 27
$178 28 $171 29 $164 30        
October 2025
Su Mo Tu We Th Fr Sa
      $180 1 $189 2 $225 3 $212 4
$200 5 $181 6 $182 7 $194 8 $198 9 $226 10 11
12 13 14 15 16 17 $214 18
$200 19 $171 20 $177 21 $173 22 $187 23 $215 24 $207 25
$185 26 $174 27 $172 28 $199 29 $211 30 $223 31  
November 2025
Su Mo Tu We Th Fr Sa
            $218 1
$194 2 $175 3 $197 4 $167 5 $203 6 $272 7 $275 8
$279 9 $273 10 $188 11 $197 12 $216 13 $251 14 $254 15
$218 16 $189 17 $190 18 $219 19 $237 20 $288 21 $288 22
$258 23 $319 24 $334 25 $440 26 $450 27 $445 28 $414 29
$182 30            
December 2025
Su Mo Tu We Th Fr Sa
  $177 1 $214 2 $215 3 $216 4 $211 5 $205 6
$182 7 $170 8 $173 9 $172 10 $187 11 $224 12 $240 13
$210 14 $229 15 $178 16 $181 17 $182 18 $410 19 $601 20
$766 21 $813 22 $867 23 $822 24 $816 25 $773 26 $723 27
$856 28 $850 29 $901 30 $900 31      
January 2026
Su Mo Tu We Th Fr Sa
        $897 1 $829 2 $887 3
$425 4 $331 5 $331 6 $330 7 $330 8 $327 9 $329 10
$203 11 $244 12 $171 13 $226 14 $203 15 $241 16 $266 17
$265 18 $186 19 $190 20 $168 21 $170 22 $204 23 $202 24
$179 25 $173 26 $167 27 $174 28 $182 29 $217 30 $228 31
February 2026
Su Mo Tu We Th Fr Sa
$191 1 $190 2 $189 3 $205 4 $219 5 $273 6 $288 7
$234 8 $237 9 $235 10 $239 11 $257 12 $438 13 $487 14
$488 15 $280 16 $255 17 $255 18 $270 19 $312 20 $322 21
$258 22 $230 23 $218 24 $233 25 $250 26 $280 27 $371 28
March 2026
Su Mo Tu We Th Fr Sa
$432 1 $362 2 $369 3 $371 4 $390 5 $391 6 $386 7
$331 8 $336 9 $296 10 $339 11 $325 12 $449 13 $451 14
$451 15 $450 16 $369 17 $351 18 $355 19 $401 20 $378 21
$336 22 $301 23 $383 24 $383 25 $380 26 $400 27 $366 28
$346 29 $343 30 $332 31        
April 2026
Su Mo Tu We Th Fr Sa
      $419 1 $475 2 $630 3 $630 4
$626 5 $433 6 $433 7 $398 8 $407 9 $445 10 $438 11
$300 12 $300 13 $290 14 $308 15 $350 16 $388 17 $366 18
$297 19 $290 20 $274 21 $290 22 $308 23 $366 24 $299 25
$255 26 $233 27 $265 28 $383 29 $237 30    
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 (3) Reviews
Rating 5
Loved the place.
Anonymous - Posted: 4/8/2025
We're glad to hear you loved the place. It was an honor hosting you, Leslie. We look forward to having you again in the future!
Upstay staff
Posted: 4/30/2025
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
It was a pleasure hosting you, Kaitlyn! We're so glad you had a great stay and enjoyed the space. We'll continue to do our best to provide a comfortable experience and look forward to hosting you again!
Upstay staff
Posted: 4/30/2025
Rating 5
Highly recommend and the host are very responsive. I wrote them at 4am they wrote back promptly
Anonymous - Posted: 3/9/2025
Thanks again for choosing to stay with us, Majiah! We're so glad you enjoyed your stay and would love to host you again anytime!
Upstay staff
Posted: 4/30/2025
Swipe Swipe for More Reviews

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