Windsor Hills Resort holiday homes

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Holiday rentals with weekly discounts - Windsor Hills Resort

Showing deals for:20 Mar - 27 Mar

Professional Arcade Room - All Free Play

Exceptional

(165 reviews)

Welcome to The Windsor Dream!

Kissimmee, FL

14% off

for 7 nights, 1 villa

NZ$857 per night

includes taxes & fees

The perfect spot for alfresco dining overlooking the sparkling pool & lake 🍽️ 🧉🌴

Exceptional

(187 reviews)

Outstanding 6 Bed Villa, Pool & Spa, Superb Lakefront Setting, 5* Windsor Hills

Kissimmee, FL

8% off

for 7 nights, 1 villa

NZ$811 per night

includes taxes & fees

Exceptional

(44 reviews)

5% & 10% Discounts 2 King Ensuite on First Floor with Very Private Pool 5BD/5BA

Kissimmee, FL

7% off

for 7 nights, 1 villa

NZ$838 per night

includes taxes & fees

Exceptional

(9 reviews)

Happy Thoughts Windsor Hills Resort 6BR Villa Private Heated Pool Spa Gameroom

Kissimmee, FL

7% off

for 7 nights, 1 home

NZ$960 per night

includes taxes & fees

Exceptional

(76 reviews)

😎RELAX at Windsor Hills🌴, minutes to Disney - 5 bed / 5 bath, Private Pool🌞

Kissimmee, FL

8% off

for 7 nights, 1 home

NZ$673 per night

includes taxes & fees

Exceptional

(11 reviews)

Spacious 4BR w/ Themed Rooms, Pool, Near Disney!

Kissimmee, FL

8% off

for 7 nights, 1 villa

NZ$757 per night

includes taxes & fees

Exceptional

(11 reviews)

Theme Parks, Heated Pool, Theater, Arcades, Mario Kart Bedroom

Kissimmee, FL

8% off

for 7 nights, 1 home

NZ$989 per night

includes taxes & fees

Excellent

(86 reviews)

Windsor Hills Resort- Free Heated Pool. 5 bedrooms plus an office with 3.5 bath

Kissimmee, FL

8% off

for 7 nights, 1 home

NZ$551 per night

includes taxes & fees

Exceptional

(110 reviews)

Steps from clubhouse. "Be Our Guest" in Windsor Hills-Pool Heat Included

Kissimmee, FL

8% off

for 7 nights, 1 home

NZ$535 per night

includes taxes & fees

Exceptional

(81 reviews)

Elegantly Upgraded 4 bedroom Windsor Hills home with COMPLIMENTARY POOL HEAT!

Kissimmee, FL

8% off

for 7 nights, 1 home

NZ$721 per night

includes taxes & fees

Exceptional

(24 reviews)

Palm Tree Paradise! Bright Tropical Fun with “Frozen” Bedroom - 3 mi from WDW

Kissimmee, FL

7% off

for 7 nights, 1 apartment

NZ$323 per night

includes taxes & fees

Find spaces that suit your style

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Condo/Apartment

Find the best place to stay - Windsor Hills Resort

Premier Host

Windsor Hills Private Luxury Pool House, Sleeps 13

Sleeps 13 · 6 bedrooms · 4 bathrooms

South facing pool with no rear neighbors! Free bbq grill and pool & spa heat.

Sleeps 12 · 6 bedrooms · 4 bathrooms

Premier Host

5 Stars Resort, 2 Miles To Disney, 3 BD, 3 BA, Private Pool, Free Wifi

Sleeps 8 · 3 bedrooms · 3 bathrooms

Premier Host

2Pool Home Water Park Disney 2 m Universal Sea World! By Mystic Dunes golf !

Sleeps 6 · 3 bedrooms · 3 bathrooms

Premier Host

Windsor Hills Condo w/all things Mickey. Pool/Waterpark and minutes from Disney!

Sleeps 6 · 2 bedrooms · 2 bathrooms

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
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Holiday rentals with weekly discounts - Windsor Hills Resort

Welcome to The Windsor Dream!

Outstanding 6 Bed Villa, Pool & Spa, Superb Lakefront Setting, 5* Windsor Hills

5% & 10% Discounts 2 King Ensuite on First Floor with Very Private Pool 5BD/5BA

Happy Thoughts Windsor Hills Resort 6BR Villa Private Heated Pool Spa Gameroom

Welcome to The Windsor Wonder!

😎RELAX at Windsor Hills🌴, minutes to Disney - 5 bed / 5 bath, Private Pool🌞

Spacious 4BR w/ Themed Rooms, Pool, Near Disney!

Theme Parks, Heated Pool, Theater, Arcades, Mario Kart Bedroom

Windsor Hills Resort- Free Heated Pool. 5 bedrooms plus an office with 3.5 bath

Steps from clubhouse. "Be Our Guest" in Windsor Hills-Pool Heat Included

Elegantly Upgraded 4 bedroom Windsor Hills home with COMPLIMENTARY POOL HEAT!

Incridible Condo - Just 2 miles from Disney

Palm Tree Paradise! Bright Tropical Fun with “Frozen” Bedroom - 3 mi from WDW

Luxary villa close to disney

Find spaces that suit your style

Find the best place to stay - Windsor Hills Resort

Windsor Hills Private Luxury Pool House, Sleeps 13

South facing pool with no rear neighbors! Free bbq grill and pool & spa heat.

5 Stars Resort, 2 Miles To Disney, 3 BD, 3 BA, Private Pool, Free Wifi

2Pool Home Water Park Disney 2 m Universal Sea World! By Mystic Dunes golf !

Spacious Kissimmee Villa - 3 Mi to Disney World!

Windsor Hills Condo w/all things Mickey. Pool/Waterpark and minutes from Disney!

Peace of mind

More quality time

All the privacy of home

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Windsor Hills Resort holiday homes

Holiday rentals with weekly discounts - Windsor Hills Resort

Image gallery for Welcome to The Windsor Dream!

Welcome to The Windsor Dream!

Find spaces that suit your style

Find the best place to stay - Windsor Hills Resort

Windsor Hills Private Luxury Pool House, Sleeps 13

Peace of mind

More quality time

All the privacy of home

More for less

Holiday Rental options near Windsor Hills Resort

More Holiday Rentals ideas

People also search for