House - Rating 5 (4)

Upstay 20Guest Mansion w Pool Hot tub Games Room


Bedroom 9 bedrooms
Bathroom 6 baths
Guests 20 guests
Pets Not Allowed Pets Not Allowed

  • Location: Orlando, Florida
  • Type: House
  • View: Downtown

Location Location

Description Description
Home Highlights:
- 9 bedrooms / 6 bathrooms
- Smart TVs
- High speed WiFi connection
- Private swimming pool and outdoor hot tub
- Large furnished sundeck
- In-home games room with billiards, air hockey and foosball
- Spacious group-friendly layout
- Fully equipped kitchen
- BBQ grill
- Large capacity indoor and outdoor dining areas
- In-home laundry machines
- Free onsite parking (for 4 vehicles)
- Resort access
- Proximity to Disney (only 8 miles)

Windsor at Westside Resort Features:
- 24hr gated entrance with security guard
- Clubhouse with restaurant, bar & lounge
- State-of-the-art fitness centre
- Lazy river and inflatable doughnuts for floating
- Shallow entry resort-style pool and outdoor hot tub
- Children’s water playground with waterslides
- Large sundeck with poolside loungers, cabanas and umbrella shading
- Poolside Tiki bar and ice cream shop
- Children’s centre with staff run activities
- Video arcade
- Sundries shop
- Sand volleyball court and tennis/basketball courts

This amazing 9 bedroom home comes with lovely pond-views, and has a fantastic back patio complete with a sparkling swimming pool and a jacuzzi hot tub. There are 6 bathrooms and the home is large enough to host up to 20 guests at a time.

The kitchen is fully equipped with all the tools you'll need to whip up a great meal, and a full dining set to enjoy it. Plus, you can add BBQ to the menu, thanks to your outdoor grill.

Each bedroom has its own smart TV for your entertainment, and the home is connected to high speed wifi. You'll find the primary King bedroom suite on the ground level of the home. It has a beautiful ensuite bathroom and spacious design. There is also a bunk-bed room on this floor, but all the other bedrooms are located upstairs on the 2nd level. You'll also find a loft lounge up here, that includes the popular games of billiards, and foosball.

All the comforts of home are included, such as central A/C, in-home laundry machines, and free onsite parking. Our guests also get access to the resort amenities at the clubhouse.

Windsor at Westside is a gated vacation rental community close to Disney featuring an extraordinary clubhouse, lake and pier, zero-entry resort-style pool complete with a waterslide, lazy river, and children’s water playground. The Tiki bar offers poolside food and drink service, while the TuCasa bar and fireplace lounge has indoor and outdoor dining. There is also a fitness centre, sand volleyball courts, multi purpose sports courts, a video arcade and sundries shop. The resort is perfectly located to give you easy access in to the back entrance of Disney World. Close to shops, supermarkets and restaurants it's a great location to explore all the Orlando theme park attractions.

Additional Services:
• Pool and hot tub heating is an additional service that is not included in your booking price. It's an additional fee of $35/night per service and $60/night for both, 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'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).
- 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.

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
January 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 27 $147 28 $147 29 $147 30 $252 31  
February 2025
Su Mo Tu We Th Fr Sa
            $252 1
$147 2 3 4 5 6 7 8
9 10 11 12 13 14 15
16 17 $194 18 $196 19 $195 20 $240 21 $240 22
$162 23 $153 24 $161 25 $168 26 $162 27 $240 28  
March 2025
Su Mo Tu We Th Fr Sa
            $268 1
$293 2 $251 3 $254 4 $255 5 $279 6 $352 7 $362 8
$307 9 $337 10 $327 11 $337 12 $342 13 $410 14 $446 15
$362 16 $325 17 $331 18 $336 19 $368 20 $418 21 $462 22
$394 23 $389 24 $380 25 $401 26 $441 27 $444 28 $399 29
$305 30 $279 31          
April 2025
Su Mo Tu We Th Fr Sa
    $302 1 $316 2 $368 3 $367 4 $329 5
$275 6 $265 7 $302 8 $345 9 $482 10 $479 11 $539 12
$603 13 $582 14 $516 15 $481 16 $479 17 $615 18 $600 19
$604 20 $430 21 $286 22 $321 23 $361 24 $418 25 $380 26
$253 27 $224 28 $231 29 $237 30      
May 2025
Su Mo Tu We Th Fr Sa
        $278 1 $305 2 $293 3
$245 4 $213 5 $184 6 $189 7 $210 8 $242 9 $240 10
$207 11 $173 12 $222 13 $218 14 $220 15 $260 16 $260 17
$223 18 $178 19 $174 20 $184 21 $214 22 $396 23 $399 24
$397 25 $188 26 $185 27 $191 28 $248 29 $293 30 $294 31
June 2025
Su Mo Tu We Th Fr Sa
$264 1 $255 2 $257 3 $258 4 $266 5 $319 6 $303 7
$254 8 $212 9 $223 10 $240 11 $320 12 $383 13 $371 14
$280 15 $239 16 $243 17 $319 18 $335 19 $381 20 $391 21
$471 22 $444 23 $396 24 $417 25 $438 26 $461 27 $366 28
$311 29 $282 30          
July 2025
Su Mo Tu We Th Fr Sa
    $350 1 $372 2 $771 3 $724 4 $751 5
$317 6 $302 7 $315 8 $410 9 $475 10 $493 11 $417 12
$387 13 $365 14 $290 15 $317 16 $427 17 $505 18 $460 19
$332 20 $280 21 $266 22 $288 23 $397 24 $480 25 $450 26
$315 27 $268 28 $294 29 $289 30 $364 31    
August 2025
Su Mo Tu We Th Fr Sa
          $393 1 $353 2
$255 3 $231 4 $232 5 $248 6 $281 7 $294 8 $275 9
$232 10 $218 11 $228 12 $247 13 $271 14 $282 15 $263 16
$223 17 $228 18 $234 19 $240 20 $231 21 $273 22 $259 23
$247 24 $257 25 $235 26 $219 27 $225 28 $271 29 $267 30
$270 31            
September 2025
Su Mo Tu We Th Fr Sa
  $152 1 $147 2 $144 3 $153 4 $240 5 $240 6
$172 7 $175 8 $167 9 $147 10 $155 11 $240 12 $240 13
$164 14 $159 15 $165 16 $185 17 $197 18 $240 19 $240 20
$178 21 $166 22 $157 23 $152 24 $169 25 $240 26 $240 27
$166 28 $155 29 $146 30        
October 2025
Su Mo Tu We Th Fr Sa
      $151 1 $176 2 $240 3 $240 4
$185 5 $167 6 $157 7 $200 8 $216 9 $240 10 $240 11
$230 12 $222 13 $214 14 $190 15 $201 16 $240 17 $240 18
$181 19 $160 20 $155 21 $162 22 $182 23 $240 24 $240 25
$183 26 $159 27 $154 28 $169 29 $198 30 $240 31  
November 2025
Su Mo Tu We Th Fr Sa
            $240 1
$197 2 $201 3 $195 4 $165 5 $187 6 $240 7 $240 8
$226 9 $250 10 $236 11 $244 12 $368 13 $368 14 $368 15
$368 16 $368 17 $186 18 $166 19 $323 20 $433 21 $377 22
$354 23 $392 24 $408 25 $674 26 $671 27 $674 28 $647 29
$200 30            
December 2025
Su Mo Tu We Th Fr Sa
  $164 1 $204 2 $168 3 $311 4 $294 5 $240 6
$169 7 $171 8 $181 9 $186 10 $195 11 $250 12 $262 13
$235 14 $264 15 $282 16 $334 17 $390 18 $518 19 $599 20
$706 21 $760 22 $773 23 $707 24 $728 25 $703 26 $692 27
$725 28 $770 29 $760 30 $686 31      
Swipe Swipe for Availability


Amenities 54 Amenities
  • Air conditioning
  • Baking sheet
  • Bathtub
  • BBQ grill
  • Bed linens
  • Carbon monoxide detector
  • Cleaning Disinfection
  • Coffee maker
  • Cookware
  • 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
  • Room-darkening shades
  • Shampoo
  • Shower gel
  • Smoke detector
  • Stove
  • Toaster
  • Towels provided
  • Town
  • TV
  • Washer
  • Wireless Internet
Resorts
  • WindsorWestside
  • Communal pool
  • Game room
  • Outdoor pool
  • Private pool
  • Swimming pool

Reviews Rating 5 (4) Reviews
Rating 5
The host is polite and very responsive. The home is spacious and clean. The resort amenities are close and easily accessible. Great place for a large family group. Great for kids
Anonymous - Posted: 1/4/2025
Rating 5
Words cannot express the Thanksgiving weekend we had in this great home. We had more than enough room for everyone and the response from Upstay was amazing. They answered any questions we had and so quickly. My family and I will definitely be back and would recommend this home to anyone looking for a home away from home. Thank you Upstay for a weekend we won't forget.
Anonymous - Posted: 12/5/2024
Rating 5
The best house in Davenport ! Amazing ?
Anonymous - Posted: 11/28/2024
Thank you for your glowing review! We're thrilled you had an amazing experience and consider it the best house in Davenport. We'd be delighted to host you again in the future! ?
Upstay staff
Posted: 12/13/2024
Rating 5
The Place was very nice, and Spacious. The Pictures Matched the house, and the house is was not far from the Entry Gate. Great Location, The Host were very quick to respond and assist. Me and family would definitely stay here again :)
Anonymous - Posted: 11/25/2024
Thank you for your kind words! We're thrilled to hear you found the place spacious and true to the photos. It's great that the location and quick responses from our team added to your positive experience. We would love to host you and your family again in the future!
Upstay staff
Posted: 12/13/2024
Swipe Swipe for More Reviews

Request More Info Request More Info

Want to know specifics? Ask anything in reference to vacationing at this property that you would like to know...

Example: "Are fresh linens provided?"

I agree