House in Osceola County, FL
14 guests · 5 bedrooms · 5 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
High-end valueWell priced for this area
About this house rental
5BR Windsor Pool Home | 3 Master Suites | Game Room | Dog Friendly
Enjoy a relaxing Disney-area vacation at this professionally decorated 5-bedroom, 5.5-bathroom home in Windsor at Westside Resort. With a private screened pool, covered lanai, BBQ grill, game room, 3 master suites, 2 living areas, and full resort access, this home is perfect for families and groups looking for comfort, space, and fun close to Orlando's top attractions.
Windsor at Westside is one of the most popular resort communities in the Kissimmee/Orlando area, offering easy access to Walt Disney World, restaurants, shopping, and entertainment.
Why Guests Love This Home
✔ 5 bedrooms and 5.5 bathrooms
✔ Private screened pool
✔ Covered lanai with BBQ grill
✔ Game room for extra family fun
✔ 3 master suites
✔ 2 living areas with large flat-screen TVs
✔ Sleeps up to 12 guests
✔ Fully equipped kitchen with granite countertops
✔ Free WiFi
✔ Washer and dryer
✔ High chair included
✔ Dog-friendly, up to 2 dogs with pet fee
✔ Full access to Windsor at Westside Resort amenities
Spacious Family-Friendly Layout
This home is designed for easy vacation living. The main living area offers a comfortable place to relax after busy park days, while the second living area gives kids, teens, or extended family another space to spread out.
The fully equipped kitchen includes stainless steel appliances, granite countertops, cookware, dishes, and everything needed to prepare meals at home. The breakfast bar and dining area make it easy to gather for breakfast before Disney or dinner after a full day of fun.
Sleeping Arrangements
Bedroom 1
King bed
Master suite
Flat-screen TV
Bedroom 2
King bed
Master suite
Flat-screen TV
Bedroom 3
Queen bed
Master suite
Flat-screen TV
Bedroom 4
2 twin beds
Bedroom 5
Twin-over-full bunk bed with trundle
This flexible layout works well for families, couples, and children traveling together.
Private Pool, Covered Lanai & BBQ Grill
Step outside to your private screened pool area with covered lanai and BBQ grill. This is the perfect spot for morning coffee, pool days, casual cookouts, and relaxing evenings after a day at the parks.
Pool heat is available for an additional fee of $35 per day with a 3-day minimum.
Game Room & Entertainment
Guests can enjoy extra fun right at home with:
Game room
2 living areas
Large flat-screen TVs
Free WiFi
Plenty of space for families and groups
Windsor at Westside Resort Amenities
Guests enjoy access to Windsor at Westside Resort's impressive amenity center, including:
10,000 sq. ft. clubhouse
Resort-style pool
Kids splash area
Lazy river
Tiki bar
Tu Casa Bar & Lounge
State-of-the-art fitness center
Market and deli
Arcade game room
Concierge services
Sand volleyball court
Multi-purpose sports court
Kids playground
Prime Disney-Area Location
Windsor at Westside Resort offers a convenient Kissimmee location with easy access to Walt Disney World, Universal Orlando, SeaWorld, dining, grocery stores, shopping, golf, and other Central Florida attractions.
Enjoy the privacy and space of a vacation home with resort-style amenities just a short distance away.
Dog Friendly
Dogs are welcome with a non-refundable pet fee of $150 plus tax per dog, per reservation. Maximum of two dogs. The pet fee is not included in the booking total and must be added directly with the host after booking. Guests must register pets and agree to the pet policies. No cats or other animals are permitted.
Important Information
This is a self-catering vacation home. A starter supply kit is provided, including one roll of toilet paper per bathroom, one roll of paper towels, one trash bag, and one hand soap per bathroom. Guests should plan to bring or purchase additional supplies such as dish soap, dishwasher detergent, laundry detergent, extra paper goods, and personal items.
With 3 master suites, a private pool, BBQ grill, game room, dog-friendly policy, and access to Windsor at Westside Resort's lazy river and clubhouse amenities, this home is a fantastic choice for your next Orlando vacation.
Enjoy a relaxing Disney-area vacation at this professionally decorated 5-bedroom, 5.5-bathroom home in Windsor at Westside Resort. With a private screened pool, covered lanai, BBQ grill, game room, 3 master suites, 2 living areas, and full resort access, this home is perfect for families and groups looking for comfort, space, and fun close to Orlando's top attractions.
Windsor at Westside is one of the most popular resort communities in the Kissimmee/Orlando area, offering easy access to Walt Disney World, restaurants, shopping, and entertainment.
Why Guests Love This Home
✔ 5 bedrooms and 5.5 bathrooms
✔ Private screened pool
✔ Covered lanai with BBQ grill
✔ Game room for extra family fun
✔ 3 master suites
✔ 2 living areas with large flat-screen TVs
✔ Sleeps up to 12 guests
✔ Fully equipped kitchen with granite countertops
✔ Free WiFi
✔ Washer and dryer
✔ High chair included
✔ Dog-friendly, up to 2 dogs with pet fee
✔ Full access to Windsor at Westside Resort amenities
Spacious Family-Friendly Layout
This home is designed for easy vacation living. The main living area offers a comfortable place to relax after busy park days, while the second living area gives kids, teens, or extended family another space to spread out.
The fully equipped kitchen includes stainless steel appliances, granite countertops, cookware, dishes, and everything needed to prepare meals at home. The breakfast bar and dining area make it easy to gather for breakfast before Disney or dinner after a full day of fun.
Sleeping Arrangements
Bedroom 1
King bed
Master suite
Flat-screen TV
Bedroom 2
King bed
Master suite
Flat-screen TV
Bedroom 3
Queen bed
Master suite
Flat-screen TV
Bedroom 4
2 twin beds
Bedroom 5
Twin-over-full bunk bed with trundle
This flexible layout works well for families, couples, and children traveling together.
Private Pool, Covered Lanai & BBQ Grill
Step outside to your private screened pool area with covered lanai and BBQ grill. This is the perfect spot for morning coffee, pool days, casual cookouts, and relaxing evenings after a day at the parks.
Pool heat is available for an additional fee of $35 per day with a 3-day minimum.
Game Room & Entertainment
Guests can enjoy extra fun right at home with:
Game room
2 living areas
Large flat-screen TVs
Free WiFi
Plenty of space for families and groups
Windsor at Westside Resort Amenities
Guests enjoy access to Windsor at Westside Resort's impressive amenity center, including:
10,000 sq. ft. clubhouse
Resort-style pool
Kids splash area
Lazy river
Tiki bar
Tu Casa Bar & Lounge
State-of-the-art fitness center
Market and deli
Arcade game room
Concierge services
Sand volleyball court
Multi-purpose sports court
Kids playground
Prime Disney-Area Location
Windsor at Westside Resort offers a convenient Kissimmee location with easy access to Walt Disney World, Universal Orlando, SeaWorld, dining, grocery stores, shopping, golf, and other Central Florida attractions.
Enjoy the privacy and space of a vacation home with resort-style amenities just a short distance away.
Dog Friendly
Dogs are welcome with a non-refundable pet fee of $150 plus tax per dog, per reservation. Maximum of two dogs. The pet fee is not included in the booking total and must be added directly with the host after booking. Guests must register pets and agree to the pet policies. No cats or other animals are permitted.
Important Information
This is a self-catering vacation home. A starter supply kit is provided, including one roll of toilet paper per bathroom, one roll of paper towels, one trash bag, and one hand soap per bathroom. Guests should plan to bring or purchase additional supplies such as dish soap, dishwasher detergent, laundry detergent, extra paper goods, and personal items.
With 3 master suites, a private pool, BBQ grill, game room, dog-friendly policy, and access to Windsor at Westside Resort's lazy river and clubhouse amenities, this home is a fantastic choice for your next Orlando vacation.
Amenities at 5BR Windsor Pool Home | 3 Master Suites | Game Room | Dog Friendly
Non-smoking
Pets allowed
Family friendly
Map of Osceola County, FL
Ratings and reviews
8 / 10Excellent·Apr 2026
House was very clean. My family and I loved everything about it and the location. My son stayed in the pool.
8 / 10Excellent·Jan 2026
We had a good stay. House was clean and beds were very comfortable. Location to Disney was great. Pic of pool is deceiving. House backs to a main road. Host was responsive with a few issues. Warning: pool heats when filter is running which was never when we were in the pool in the evening. Filter seemed to work at night. I would not have spent the money to heat the pool if I knew they run the filter at night.
10 / 10Outstanding·Dec 2025
Good
6 / 10Average·Jul 2025
Place was clean. i’d say listing has to change pictures because it’s more appealing than the listing. We showed up and the pool was green. contacted them during open hours on a Monday (day of arrival) and no answer from either calls or texts. pretty disappointing and no contact till the next day, which is one day gone to waste pool wise. then it took forever for the pool to get cleaned which resulted in about 3 days of no pool out of the six. not a word or apology was said to us after getting our stay kinda wasted. i would’ve rented a house with no pool if i didn’t want one. overall stay was okay we were next to smoking neighbors seems like they don’t care about it when they have signs saying “no smoking” house was good other than the pool
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Top rated by guests
8.8Excellent
(46 Ratings)
"Good "
kelli t.Don't miss out! Price and availability may change
