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WW_751AR Orlando Dreams

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...

WW_751AR Orlando Dreams

WW_751AR Orlando Dreams

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

18 guests 9 bed 6 bath 4,391 sq ft

Orlando - Windsor at Westside | Kissimmee

Recommended Rental Flex30

5.0 (22)

Guest rating

Starting at $240 daily

WW_705AR Westside Living

WW_705AR Westside Living

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

WW_705AR Westside Living

WW_705AR Westside Living

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

10 guests 5 bed 6 bath 2,622 sq ft

Orlando - Windsor at Westside | Kissimmee

Flex30

4.9 (21)

Guest rating

Starting at $139 daily

WW_718AR Westside Deluxe

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

WW_718AR Westside Deluxe

WW_718AR Westside Deluxe

WW_718AR Westside Deluxe

WW_718AR Westside Deluxe

WW_718AR Westside Deluxe

16 guests 8 bed 6 bath 4,034 sq ft

Orlando - Windsor at Westside | Kissimmee

Recommended Rental Flex30

5.0 (11)

Guest rating

Starting at $185 daily

WW_709AR Windsor Discovery

WW_709AR Windsor Discovery

WW_709AR Windsor Discovery

WW_709AR Windsor Discovery

WW_709AR Windsor Discovery

WW_709AR Windsor Discovery

WW_709AR Windsor Discovery

WW_709AR Windsor Discovery

10 guests 5 bed 4 bath 2,263 sq ft

Orlando - Windsor at Westside | Kissimmee

Flex30

5.0 (24)

Guest rating

Starting at $135 daily

WW_750AR Windsor Peace

WW_750AR Windsor Peace

WW_750AR Windsor Peace

WW_750AR Windsor Peace

WW_750AR Windsor Peace

WW_750AR Windsor Peace

WW_750AR Windsor Peace

WW_750AR Windsor Peace

10 guests 5 bed 5 bath 2,263 sq ft

Orlando - Windsor at Westside | Kissimmee

Flex30

5.0 (2)

Guest rating

Starting at $139 daily

WW_726AR Westside Charm

WW_726AR Westside Charm

WW_726AR Westside Charm

WW_726AR Westside Charm

WW_726AR Westside Charm

WW_726AR Westside Charm

WW_726AR Westside Charm

WW_726AR Westside Charm

14 guests 7 bed 5 bath 3,314 sq ft

Orlando - Windsor at Westside | Kissimmee

Flex30

5.0 (7)

Guest rating

Starting at $159 daily

WW_710AR Westside Triumph

WW_710AR Westside Triumph Welcome to Westside Triumph

WW_710AR Westside Triumph

WW_710AR Westside Triumph Gather together and recap the exciting events of the day

WW_710AR Westside Triumph

WW_710AR Westside Triumph

WW_710AR Westside Triumph

WW_710AR Westside Triumph Grab a quick bite before heading out for the day

10 guests 5 bed 6 bath 2,622 sq ft

Orlando - Windsor at Westside | Kissimmee

Flex30

4.9 (9)

Guest rating

Starting at $155 daily

WW_701AR Westside Luxury

WW_701AR Westside Luxury

WW_701AR Westside Luxury

WW_701AR Westside Luxury

WW_701AR Westside Luxury

WW_701AR Westside Luxury

WW_701AR Westside Luxury

WW_701AR Westside Luxury

16 guests 8 bed 6 bath 4,034 sq ft

Orlando - Windsor at Westside | Kissimmee

Recommended Rental Flex30

4.9 (7)

Guest rating

Starting at $175 daily

1824GD - Villa San Marco (P) Vacation rental near Disney managed by Orlando rent a villa with a screened in private pool and spa

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

12 guests 6 bed 5 bath 3,142 sq ft

Orlando - Windsor at Westside | Kissimmee

Starting at $174 daily

8926SA - Making Magical Memories (P) Vacation rental near Disney managed by Orlando rent a villa with a screened in private pool

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

10 guests 5 bed 5 bath 2,263 sq ft

Orlando - Windsor at Westside | Kissimmee

Starting at $138 daily

CVD8840 Theater Room in Loft (Angle 2)

CVD8840 Game Room (Angle)

CVD8840 Pool Deck (Angle 2)

CVD8840 Living Room
70" Roku TV

CVD8840 Living Room (Angle)

CVD8840 Kitchen

CVD8840 Breakfast Bar

CVD8840 Dining Room

19 guests 9 bed 6 bath 4,382 sq ft

Orlando - Windsor at Westside | Kissimmee

Starting at $249 daily

RHS9026 Loft (Angle)
85" Smart TV
PlayStation 4

RHS9026 Pool/Spa
Pool Faces North

RHS9026 Master King Bedroom 1 Downstairs

RHS9026 Twin/Double Bunk Bedroom 6
Upstairs-Mickey
32" Smart TV

RHS9026 Resort Pool

RHS9026 Entry Way

RHS9026 Living Room

RHS9026 Living Room (Angle)
50" TV

15 guests 6 bed 5 bath 3,117 sq ft

Orlando - Windsor at Westside | Kissimmee

Starting at $168 daily

ROM2108 Two Twins Bedroom 6 Upstairs

ROM2108 Exterior

ROM2108 Game Room
Pool Table
Foosball
Air Hockey
Has AC

ROM2108 Living Room

ROM2108 Living Room (Angle)
55" Smart TV
Blu-Ray

ROM2108 Kitchen Bar

ROM2108 Kitchen

12 guests 6 bed 5 bath 3,117 sq ft

Orlando - Windsor at Westside | Kissimmee

Starting at $168 daily

MOR2109 Game Room

MOR2109 Living Room

MOR2109 Exterior

MOR2109 Living Room (Angle)
60" Smart TV
Blu-Ray

MOR2109 Pool/Patio
Faces East

MOR2109 Kitchen

MOR2109 Kitchen Bar

MOR2109 Dining Room

16 guests 7 bed 6 bath 3,281 sq ft

Orlando - Windsor at Westside | Kissimmee

Starting at $193 daily

MOR2113 Game Room Downstairs
Has AC
Pool Table
Air Hockey
Basketball Hoops

MOR2113 Pool/Spa

MOR2113 Twin/Double Bedroom 7 Upstairs
Star Wars Theme

MOR2113 Exterior

MOR2113 Living Room

MOR2113 Living Room (Angle)
50" TV

MOR2113 Loft
55" TV

15 guests 7 bed 6 bath 3,281 sq ft

Orlando - Windsor at Westside | Kissimmee

Starting at $193 daily

RHS9030 Pool Deck (Angle)

RHS9030 Twin/Double Bedroom 5
32" TV

RHS9030 Game Room (Angle)
Pool Table
Video Arcade
Air Hockey
Has AC

RHS9030 Living Room (Angle)
55" TV

RHS9030 Living Room

RHS9030 Living Room (Angle 2)

RHS9030 Breakfast Bar

14 guests 6 bed 5 bath 3,117 sq ft

Orlando - Windsor at Westside | Kissimmee

Starting at $175 daily

ROM2104 Game Room Star Wars
70" Roku TV - PS4

ROM2104 Living Room

ROM2104 Living Room (Angle) 70" Roku TV

ROM2104 Kitchen Bar

ROM2104 Kitchen

ROM2104 Dining (Angle)

ROM2104 Master King Bedroom 1 Downstairs Attached Bathroom

12 guests 6 bed 5 bath 3,117 sq ft

Orlando - Windsor at Westside | Kissimmee

Starting at $155 daily

MEN8882 Living Room
75" Smart TV
TV has been updated

MEN8882 Living Room (Angle)

MEN8882 Kitchen

MEN8882 Kitchen (Angle)

MEN8882 Dining Room

MEN8882 Loft
75" Smart TV
Foosball
TV has been updated

MEN8882 Loft (Angle)

MEN8882 Loft (Angle 2)

16 guests 8 bed 6 bath 4,034 sq ft

Orlando - Windsor at Westside | Kissimmee

Starting at $227 daily

LIM1712 Living Room

LIM1712 Living Room (Angle)
60" Smart TV

LIM1712 Kitchen

LIM1712 Kitchen (Angle)

LIM1712 Breakfast Bar

LIM1712 Dining Room

LIM1712 Master King Bedroom 1 Upstairs
Attached Bathroom

12 guests 5 bed 4 bath 2,490 sq ft

Orlando - Windsor at Westside | Kissimmee

Starting at $134 daily

8805BC · Amazing Luxury 9Br Villa With Lake View*Pool*Spa Listing image 61

8805BC · Amazing Luxury 9Br Villa With Lake View*Pool*Spa

8805BC · Amazing Luxury 9Br Villa With Lake View*Pool*Spa Listing image 8

8805BC · Amazing Luxury 9Br Villa With Lake View*Pool*Spa Listing image 33

8805BC · Amazing Luxury 9Br Villa With Lake View*Pool*Spa Listing image 1

8805BC · Amazing Luxury 9Br Villa With Lake View*Pool*Spa Listing image 15

8805BC · Amazing Luxury 9Br Villa With Lake View*Pool*Spa Listing image 4

8805BC · Amazing Luxury 9Br Villa With Lake View*Pool*Spa

18 guests 9 bed 6 bath

Orlando - Windsor at Westside | Kissimmee

Starting at $199 daily

8828BC · Dazzling 9BR Villa with Pool& Spa, Close to Disney

8828BC · Dazzling 9BR Villa with Pool& Spa, Close to Disney Dazzling9BRVillawithPoolSpa,ClosetoDisney003

8828BC · Dazzling 9BR Villa with Pool& Spa, Close to Disney

8828BC · Dazzling 9BR Villa with Pool& Spa, Close to Disney Dazzling9BRVillawithPoolSpa,ClosetoDisney010

8828BC · Dazzling 9BR Villa with Pool& Spa, Close to Disney 8828BengalCt,WindsoratWestside_01

8828BC · Dazzling 9BR Villa with Pool& Spa, Close to Disney 8828BengalCt,WindsoratWestside_02

8828BC · Dazzling 9BR Villa with Pool& Spa, Close to Disney 8828BengalCt,WindsoratWestside_04

8828BC · Dazzling 9BR Villa with Pool& Spa, Close to Disney 8828BengalCt,WindsoratWestside_03

18 guests 9 bed 6 bath

Orlando - Windsor at Westside | Kissimmee

Starting at $189 daily

8872QL-Backup · Newly Furnished 9BR Villa with Pool/Spa

8872QL-Backup · Newly Furnished 9BR Villa with Pool/Spa

8872QL-Backup · Newly Furnished 9BR Villa with Pool/Spa

8872QL-Backup · Newly Furnished 9BR Villa with Pool/Spa

8872QL-Backup · Newly Furnished 9BR Villa with Pool/Spa

8872QL-Backup · Newly Furnished 9BR Villa with Pool/Spa

8872QL-Backup · Newly Furnished 9BR Villa with Pool/Spa

8872QL-Backup · Newly Furnished 9BR Villa with Pool/Spa

18 guests 9 bed 6 bath

Orlando - Windsor at Westside | Kissimmee

Starting at $179 daily

2101MT-The Fantasy Villa at Windsor Westside

2101MT-The Fantasy Villa at Windsor Westside

2101MT-The Fantasy Villa at Windsor Westside

2101MT-The Fantasy Villa at Windsor Westside

2101MT-The Fantasy Villa at Windsor Westside

2101MT-The Fantasy Villa at Windsor Westside

2101MT-The Fantasy Villa at Windsor Westside

2101MT-The Fantasy Villa at Windsor Westside

18 guests 8 bed 6 bath

Orlando - Windsor at Westside | Kissimmee

Starting at $220 daily

8860 Bengal Court Relax in your oversized south-facing private pool and spa with peaceful conservation views. The extended screened pool deck offers all-day sunshine and plenty of loungers to unwind after a day at the parks.

8860 Bengal Court Enjoy Florida outdoor living with a spacious covered lanai overlooking the oversized private pool and spa. Featuring comfortable seating, ceiling fans, and conservation views, it's the perfect spot for morning coffee or evening relaxation.

8860 Bengal Court Have fun in the retro-themed games room featuring a pool table, air hockey, and plenty of space for friendly family competitions. A great entertainment space for guests of all ages.

8860 Bengal Court The open-plan family room offers comfortable seating, a large Smart TV, and direct access to the pool deck. It's the perfect gathering space for movie nights, relaxing after the parks, or spending quality time together.

8860 Bengal Court Oversized south-facing private pool and spa with peaceful conservation views. The extended screened pool deck offers plenty of loungers and sunshine all day, making it the perfect place to unwind after visiting Orlando's theme parks.

8860 Bengal Court Welcome to Palm Vista Retreat, a spacious 8-bedroom villa in the gated Windsor at Westside Resort. With private parking and just minutes from Disney, it's the perfect home base for an unforgettable Orlando vacation.

8860 Bengal Court The open-plan family room offers comfortable seating, a large Smart TV, and direct access to the pool deck. It's the perfect gathering space for movie nights, relaxing after the parks, or spending quality time together.

8860 Bengal Court A spacious dining area designed for large families and groups, featuring stylish seating and easy access to the fully equipped kitchen. The open layout creates the perfect setting for shared meals and memorable moments together.

16 guests 8 bed 6 bath 4,041 sq ft

Orlando - Windsor at Westside | Kissimmee

Starting at $315 daily

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