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Orlando - Windsor at Westside
WW_751AR Orlando Dreams photo 1
WW_751AR Orlando Dreams As soon as you enter, you'll be immersed in the theme park fun!...
WW_751AR Orlando Dreams On the right is one of the gems of this home - the toy-themed indoor playroom....
WW_751AR Orlando Dreams There's a ballpit, a TV, arcade games......
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WW_751AR Orlando Dreams And the indoor playset with fun lighting change options!...
WW_751AR Orlando Dreams Opposite playroom is the Retro Star Wars bedroom...
WW_751AR Orlando Dreams With a Smart TV for a private movie night......
Recommended Rental Flex30
WW_751AR Orlando Dreams
Beds 9 | Baths 6 | Guests 18 | SQ.FT 4391
Book Now
Starting At
$265.00 daily
Orlando - Windsor at Westside
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Flex30
WW_709AR Windsor Discovery
Beds 5 | Baths 5 | Guests 10 | SQ.FT 2263
Book Now
Starting At
$135.00 daily
Orlando - Windsor at Westside
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Flex30
WW_721AR Westside Star
Beds 9 | Baths 6 | Guests 20 | SQ.FT 4398
Book Now
Starting At
$207.00 daily
Orlando - Windsor at Westside
WW_726AR Westside Charm photo 1
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Flex30
WW_726AR Westside Charm
Beds 7 | Baths 5 | Guests 14 | SQ.FT 3314
Book Now
Starting At
$159.00 daily
Orlando - Windsor at Westside
WW_710AR Westside Triumph photo 1
WW_710AR Westside Triumph Welcome to Westside Triumph...
WW_710AR Westside Triumph photo 3
WW_710AR Westside Triumph Gather together and recap the exciting events of the day...
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WW_710AR Westside Triumph Grab a quick bite before heading out for the day...
WW_710AR Westside Triumph You can make anything from a delicious meal to a quick snack in the kitchen...
Flex30
WW_710AR Westside Triumph
Beds 5 | Baths 6 | Guests 10 | SQ.FT 2622
Book Now
Starting At
$159.00 daily
Orlando - Windsor at Westside
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WW_705AR Westside Living Get together and go over the events of the day in plush seating...
WW_705AR Westside Living This home`s open layout allows for easy movement throughout...
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WW_705AR Westside Living Cook up your family`s favorite meals and snacks...
WW_705AR Westside Living Enjoy anything from meals to snacks at the dining table and bar seating...
WW_705AR Westside Living photo 9
Flex30
WW_705AR Westside Living
Beds 5 | Baths 6 | Guests 10 | SQ.FT 2622
Book Now
Starting At
$139.00 daily
Orlando - Windsor at Westside
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Flex30
WW_750AR Windsor Peace
Beds 5 | Baths 5 | Guests 10 | SQ.FT 2263
Book Now
Starting At
$145.00 daily
Orlando - Windsor at Westside
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Recommended Rental Flex30
WW_701AR Westside Luxury
Beds 8 | Baths 6 | Guests 16 | SQ.FT 4034
Book Now
Starting At
$180.00 daily
Orlando - Windsor at Westside
WW_718AR Westside Deluxe photo 1
WW_718AR Westside Deluxe Cool down after your busy days at the parks...
WW_718AR Westside Deluxe What a comforting view to come home to after a long day...
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Recommended Rental Flex30
WW_718AR Westside Deluxe
Beds 8 | Baths 6 | Guests 16 | SQ.FT 4034
Book Now
Starting At
$217.00 daily
Orlando - Windsor at Westside
1824GD - Villa San Marco (P) photo 1
1824GD - Villa San Marco (P) Bubbling Spa...
1824GD - Villa San Marco (P) Fully screened in private pool area...
1824GD - Villa San Marco (P) Pool and spa view...
1824GD - Villa San Marco (P) Covered Lanai showing outdoor dining seating for 8...
1824GD - Villa San Marco (P) Games room showing pool table and ping pong...
1824GD - Villa San Marco (P) Games room showing pool table and ping pong...
1824GD - Villa San Marco (P) Living area...
1824GD - Villa San Marco (P) Living room showing TV and seating...
1824GD - Villa San Marco (P)
Beds 6 | Baths 5 | Guests 12 | SQ.FT 3142
Book Now
Starting At
$174.00 daily
Orlando - Windsor at Westside
8926SA - Making Magical Memories (P) photo 1
8926SA - Making Magical Memories (P) Splash pool with screen enclosure and privacy walls...
8926SA - Making Magical Memories (P) Casual seating area...
8926SA - Making Magical Memories (P) Front of villa near Disney...
8926SA - Making Magical Memories (P) Open plan living area...
8926SA - Making Magical Memories (P) Kitchen island/breakfast bar...
8926SA - Making Magical Memories (P) Kitchen showing breakfast bar...
8926SA - Making Magical Memories (P) Kitchen overlooking the dining room...
8926SA - Making Magical Memories (P) View from kitchen...
8926SA - Making Magical Memories (P)
Beds 5 | Baths 5 | Guests 10 | SQ.FT 2263
Book Now
Starting At
$139.00 daily
Orlando - Windsor at Westside
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WW101-8852-9-GP Enjoy the lovely evening sunsets outside by the private pool....
WW101-8852-9-GP Spacious open concept areas to enjoy with your friends and family....
WW101-8852-9-GP Want to stay in? Our game room features a game console, ping pong table, foosball table and an arcade backetball game....
WW101-8852-9-GP In need of more entertainment? Our second TV room features a pool table!...
WW101-8852-9-GP After a long day at the parks, relax by the pool in our beautiful outdoor area....
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WW101-8852-9-GP Enjoy a movie night in our cozy living room, complete with a large-screen TV and comfortable plush seating....
WW101-8852-9-GP
Beds 9 | Baths 6 | Guests 20 | SQ.FT 4500
Book Now
Starting At
$297.00 daily
Orlando - Windsor at Westside
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WW109-9041-5-P
Beds 5 | Baths 4 | Guests 11
Book Now
Starting At
$159.50 daily
Orlando - Windsor at Westside
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WW107-1690-8-GP Enjoy our beautiful outdoor area featuring a private pool with optional heating, a BBQ grill, and a spacious dining area....
WW107-1690-8-GP Gather the whole family for a cozy movie night in our spacious TV room, complete with ample plush seating for everyone to relax and enjoy....
WW107-1690-8-GP Want to stay in? Our game room is ideal to keep you and your family entertained for those nights you want to stay indoors....
WW107-1690-8-GP Located at Windsor at Westside Resort, where you will get access to all its amenities....
WW107-1690-8-GP Located just a 15-to 20-minute drive from Walt Disney World Resort....
WW107-1690-8-GP Enjoy beautiful, spacious living areas perfect for relaxing and spending quality time with the whole family...
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WW107-1690-8-GP Our kitchen is fully equipped with stainless steel appliances....
WW107-1690-8-GP
Beds 8 | Baths 6 | Guests 20
Book Now
Starting At
$225.50 daily
Orlando - Windsor at Westside
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WW108-8904-5-GP Enjoy a lovely evening outside by the pool!...
WW108-8904-5-GP Our home is located in Windsor at Westside Resort, where you'll get access to all of its amenities....
WW108-8904-5-GP Let your children have endless fun at the splash water playground....
WW108-8904-5-GP The home's open concept layout is ideal for spending more time with your family and friends....
WW108-8904-5-GP Located a 15-to-20 minute drive from Orlando's most popular theme parks....
WW108-8904-5-GP The home features a game room where you can challenge your friends and family to exciting matches....
WW108-8904-5-GP Windsor at Westside Resort features a beautiful expansive swimming pool with multiple lounge chairs and cabanas, perfect for basking in the sun....
WW108-8904-5-GP Our outdoor BBQ grill area is ideal for hosting casual cookouts and gatherings....
WW108-8904-5-GP
Beds 5 | Baths 4 | Guests 11
Book Now
Starting At
$181.50 daily
Orlando - Windsor at Westside
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WW106-8836-8-GP The house features its own private pool, BBQ grill, spacious dining setup, and a TV....
WW106-8836-8-GP This vacation rental comes with its own home cinema and pool table....
WW106-8836-8-GP The home features multiple themed rooms, designed to create a playful atmosphere for your children!...
WW106-8836-8-GP Located at Windsor at Westside Resort, you'll get full access to all its amenities....
WW106-8836-8-GP Windsor at Westside features a variety of resort-style amenities, including an expansive pool, lazy river, children's splash playground, fitness center, sports courts, and plenty of outdoor spaces fo...
WW106-8836-8-GP Located just a 20-minute drive from Orlando's top attractions....
WW106-8836-8-GP The property offers two convenient parking spaces in the driveway....
WW106-8836-8-GP After a long day at the parks, relax by the pool in our beautiful outdoor area....
WW106-8836-8-GP
Beds 8 | Baths 6 | Guests 22
Book Now
Starting At
$225.50 daily
Orlando - Windsor at Westside
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WW105-2436-6-GP Our living room is equipped with a TV and ample plush seating, perfect for relaxation and entertainment....
WW105-2436-6-GP Our patio features a private pool, a BBQ grill, and a comfortable al fresco dining area to enjoy meals outdoors under the Florida sun....
WW105-2436-6-GP Rest in our high-quality beds after a long day at the parks....
WW105-2436-6-GP Located in Windsor at Westside Resort, where you'll get access to all its amenities....
WW105-2436-6-GP This home is located in Windsor at Westside Resort, a highly sought-after gated community known for its incredible amenities....
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WW105-2436-6-GP The house features open-concept spaces, perfect for enjoying with family....
WW105-2436-6-GP Our living room is equipped with a TV and ample plush seating, perfect for relaxation and entertainment....
WW105-2436-6-GP
Beds 6 | Baths 4 | Guests 16 | SQ.FT 4792
Book Now
Starting At
$227.70 daily
Orlando - Windsor at Westside
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WW103-8917-6-GP
Beds 6 | Baths 4 | Guests 14 | SQ.FT 3142
Book Now
Starting At
$214.50 daily
Orlando - Windsor at Westside
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WW102-8909-6-GP 6 BR, 5 BR Modern Home!...
WW102-8909-6-GP Enjoy a family barbecue or a relaxing time in the private pool!...
WW102-8909-6-GP Taking the day off? Enjoy a sunny day in the pool!...
WW102-8909-6-GP Rest in our High Quality beds, right after a long day in the parks!...
WW102-8909-6-GP Taking the day off? Enjoy a sunny day in our private pool!...
WW102-8909-6-GP Tasteful decor!...
WW102-8909-6-GP Fully Equipped Kitchen!...
WW102-8909-6-GP Fully Equipped Kitchen!...
WW102-8909-6-GP
Beds 6 | Baths 4 | Guests 16 | SQ.FT 3142
Book Now
Starting At
$214.50 daily
Orlando - Windsor at Westside
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WW104-2159-7-GP
Beds 7 | Baths 5 | Guests 14 | SQ.FT 1640
Book Now
Starting At
$156.20 daily
Orlando - Windsor at Westside
LIM1712 photo 1
LIM1712 Living Room (Angle) 60
LIM1712 Kitchen...
LIM1712 Kitchen (Angle)...
LIM1712 Breakfast Bar...
LIM1712 Dining Room...
LIM1712 Loft...
LIM1712 Master King Bedroom 1 Upstairs Attached Bathroom...
LIM1712 Master King Bedroom 1 (Angle) 43
LIM1712
Beds 5 | Baths 4 | Guests 12 | SQ.FT 2490
Book Now
Starting At
$142.00 daily
Orlando - Windsor at Westside
CVD8840 photo 1
CVD8840 Game Room (Angle)...
CVD8840 Pool Deck (Angle 2)...
CVD8840 Living Room 70
CVD8840 Living Room (Angle)...
CVD8840 Kitchen...
CVD8840 Breakfast Bar...
CVD8840 Dining Room...
CVD8840 Dining Room (Angle)...
CVD8840
Beds 9 | Baths 6 | Guests 19 | SQ.FT 4382
Book Now
Starting At
$250.00 daily
Orlando - Windsor at Westside
MEN8882 photo 1
MEN8882 Living Room (Angle)...
MEN8882 Kitchen...
MEN8882 Kitchen (Angle)...
MEN8882 Dining Room...
MEN8882 Loft 55
MEN8882 Loft (Angle)...
MEN8882 Loft (Angle 2)...
MEN8882 Master King Bedroom 1 Downstairs Attached Bathroom 43
MEN8882
Beds 8 | Baths 6 | Guests 16 | SQ.FT 4034
Book Now
Starting At
$230.00 daily
Orlando - Windsor at Westside
ROM2104 photo 1
ROM2104 Living Room...
ROM2104 Living Room (Angle) 70
ROM2104 Kitchen Bar...
ROM2104 Kitchen...
ROM2104 Dining...
ROM2104 Dining (Angle)...
ROM2104 Master King Bedroom 1 Downstairs Attached Bathroom...
ROM2104 Master King Bedroom 1 (Angle) 42
ROM2104
Beds 6 | Baths 5 | Guests 12 | SQ.FT 3117
Book Now
Starting At
$155.00 daily
Orlando - Windsor at Westside
RHS9030 photo 1
RHS9030 Pool Deck (Angle)...
RHS9030 Twin/Double Bedroom 5 32
RHS9030 Game Room (Angle) Pool Table Video Arcade Air Hockey Has AC...
RHS9030 Living Room (Angle) 55
RHS9030 Living Room...
RHS9030 Living Room (Angle 2)...
RHS9030 Breakfast Bar...
RHS9030 Kitchen...
RHS9030
Beds 6 | Baths 5 | Guests 14 | SQ.FT 3117
Book Now
Starting At
$206.00 daily
Orlando - Windsor at Westside
MOR2113 photo 1
MOR2113 Pool/Spa...
MOR2113 Twin/Double Bedroom 7 Upstairs Star Wars Theme...
MOR2113 Exterior...
MOR2113 Living Room...
MOR2113 Living Room (Angle) 50
MOR2113 Loft...
MOR2113 Loft 55
MOR2113 Kitchen...
MOR2113
Beds 7 | Baths 6 | Guests 15 | SQ.FT 3281
Book Now
Starting At
$193.00 daily
Orlando - Windsor at Westside
MOR2109 photo 1
MOR2109 Living Room...
MOR2109 Exterior...
MOR2109 Living Room (Angle) 60
MOR2109 Pool/Patio Faces East...
MOR2109 Kitchen...
MOR2109 Kitchen Bar...
MOR2109 Dining Room...
MOR2109 Dining Room...
MOR2109
Beds 7 | Baths 6 | Guests 16 | SQ.FT 3281
Book Now
Starting At
$274.00 daily
Orlando - Windsor at Westside
ROM2112 photo 1
ROM2112 Exterior...
ROM2112 Living Room 55
ROM2112 Kitchen Bar...
ROM2112 Kitchen...
ROM2112 Dining...
ROM2112 Dining...
ROM2112 Loft 70
ROM2112 Master King Bedroom 1 Downstairs Attached Bathroom-Tub and Shower 40
ROM2112
Beds 6 | Baths 5 | Guests 12 | SQ.FT 3117
Book Now
Starting At
$223.00 daily
Orlando - Windsor at Westside
ROM2108 photo 1
ROM2108 Exterior...
ROM2108 Game Room Pool Table Foosball Air Hockey Has AC...
ROM2108 Living Room...
ROM2108 Living Room (Angle) 55
ROM2108 Kitchen Bar...
ROM2108 Kitchen...
ROM2108 Dining...
ROM2108 Dining...
ROM2108
Beds 6 | Baths 5 | Guests 12 | SQ.FT 3117
Book Now
Starting At
$180.00 daily
Orlando - Windsor at Westside
RHS9026 photo 1
RHS9026 Living Room (Angle) 50
RHS9026 Exterior...
RHS9026 Twin/Double Bunk Bedroom 6 Upstairs-Mickey 32
RHS9026 Entry Way...
RHS9026 Living Room...
RHS9026 Pool/Spa Pool Faces North...
RHS9026 Kitchen...
RHS9026 Living Room (Angle)...
RHS9026
Beds 6 | Baths 5 | Guests 15 | SQ.FT 3117
Book Now
Starting At
$195.00 daily
 

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Windsor at Westside 2026 ©   |  Disclaimer: Reunion Vacation Homes Inc dba Florida Vacation Homes and WindsorWestsideOrlando.com are in no way authorized, affiliated with, sponsored by or related to Pulte Homes or Windsor at Westside Resort, we are an independent vacation rental management company marketing individual properties in the resort. We do not own or operate any of the resort amenities.