Windsor Hills Resort holiday rentals

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Holiday rentals with weekly discounts - Windsor Hills Resort

Showing deals for:27 Feb - 6 Mar

Our freshly painted Disney Adventure Villa

Exceptional

(228 reviews)

Weekly discount 10-20% OFF 5 STAR Disney Adventure Villa @ Windsor Hills Resort

Kissimmee, FL

7% off

for 7 nights, 1 home

S$544 per night

includes taxes & fees

Exceptional

(104 reviews)

Villa 7757 - 3 mi from Disney, Free Heated Pool/Spa, BBQ, Game/Theater Rm, & PS5

Kissimmee, FL

7% off

for 7 nights, 1 home

S$571 per night

includes taxes & fees

Exceptional

(14 reviews)

Luxury 6 bedroom 4 bathroom pool villa in the world renowned Windsor Hills

Kissimmee, FL

7% off

for 7 nights, 1 villa

S$531 per night

includes taxes & fees

Living Area Features Easy Access To The Pool Area, A Large Wall Mounted Flat Screen TV

Exceptional

(69 reviews)

Windsor Hills Townhome | Across from Clubhouse | Mickey-Themed Room | Sleeps 6

Kissimmee, FL

23% off

for 7 nights, 1 home

S$252 per night

includes taxes & fees

Disney-themed kids’ bedroom with over 40 characters at Belle’s Villa

Exceptional

(77 reviews)

5★ Disney-Themed Villa – Pool, Renovated, Free Resort Perks – 5 Min to Disney

Kissimmee, FL

8% off

for 7 nights, 1 home

S$436 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

S$629 per night

includes taxes & fees

Exceptional

(52 reviews)

Disney Nearby! Updated Condo with Modern Appliances

Kissimmee, FL

13% off

for 7 nights, 1 apartment

S$305 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

S$694 per night

includes taxes & fees

Exceptional

(129 reviews)

FREE Pool Heat - Stay in the BEST Luxury 5 bedroom villa with SOUTH facing pool

Kissimmee, FL

8% off

for 7 nights, 1 villa

S$513 per night

includes taxes & fees

Main Living Area Features Plush Furniture w/Flat Screen TV and Balcony Access

Exceptional

(22 reviews)

Disney Escape | Renovated Windsor Hills Condo w/ Balcony & Themed Bedrooms

Kissimmee, FL

15% off

for 7 nights, 1 apartment

S$420 per night

includes taxes & fees

Exceptional

(64 reviews)

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

Kissimmee, FL

7% off

for 7 nights, 1 home

S$501 per night

includes taxes & fees

Exceptional

(8 reviews)

Ultimate Adventure Villa Top Rated 5 Star Disney more

Kissimmee, FL

8% off

for 7 nights, 1 home

S$639 per night

includes taxes & fees

Enter the magical world of the Minions in our beautifully decorated bedroom

Wonderful

(9 reviews)

Family Paradise w/ Pvt Pool, BBQ Grill, Themed Bedrooms, Game Room & Club access

Kissimmee, FL

7% off

for 7 nights, 1 home

S$612 per night

includes taxes & fees

Avengers Themed King Bedroom with Spiderman's web over the bed!

Exceptional

(154 reviews)

6-Bedroom Luxury Villa in Windsor Hills South Facing Pool 3 miles to Disney

Kissimmee, FL

7% off

for 7 nights, 1 home

S$508 per night

includes taxes & fees

Exceptional

(11 reviews)

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

Kissimmee, FL

7% off

for 7 nights, 1 home

S$754 per night

includes taxes & fees

Watch a Movie Poolside On Our 120" Theatre Screen

Exceptional

(44 reviews)

8 Mins To Disney W/Poolside Theater, South Facing Pool, Game Room And Waterpark

Kissimmee, FL

7% off

for 7 nights, 1 home

S$741 per night

includes taxes & fees

Wonderful

(14 reviews)

Magical Adv 5 Star Villa Movie Room Arcade Pool and More

Kissimmee, FL

7% off

for 7 nights, 1 home

S$632 per night

includes taxes & fees

Very good

(20 reviews)

Star Wars & Harry Potter-Themed Lakeview Pool Home Near Disney

Kissimmee, FL

7% off

for 7 nights, 1 villa

S$577 per night

includes taxes & fees

Air Conditioned Game Room - Billiards, Pinball, Multi-Arcade, Bubble Hockey

Exceptional

(221 reviews)

Villa Sonrisa - 5 Bedroom/5 Bath Luxury, Minutes To Disney In Windsor Hills

Kissimmee, FL

7% off

for 7 nights, 1 home

S$405 per night

includes taxes & fees

Very good

(19 reviews)

Frozen & Star Wars-Themed Villa with Private Pool Near Disney

Kissimmee, FL

7% off

for 7 nights, 1 home

S$488 per night

includes taxes & fees

6 Bedroom Lakeview Pool House in Windsor Hills Resort, Just 5 Minutes From Disney!

Exceptional

(139 reviews)

Ohana House: 5 Min to WDW! | 100% Renovated | Modern, Luxury, Lakeview, Gameroom

Kissimmee, FL

11% off

for 7 nights, 1 home

S$657 per night

includes taxes & fees

Excellent

(41 reviews)

Star Wars & Harry Potter Villa with Pool, Game Room Near Disney

Kissimmee, FL

7% off

for 7 nights, 1 home

S$522 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

7% off

for 7 nights, 1 home

S$423 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Windsor Hills Resort

Showing deals for: 23 Feb - 26 Feb

A gated resort community with water slides and many facilities

Premier Host

Fun for kids and parents 6BR/4BA with private pool & hot tub in resort community

Sleeps 12 · 6 bedrooms · 4 bathrooms

for 3 nights, 1 home

S$505 per night

includes taxes & fees

Relaxing 6BDR Villa just 15 mins from Disney w/ a Private Pool & Clubhouse!

Sleeps 12 · 6 bedrooms · 3+ bathrooms

for 3 nights, 1 villa

S$540 per night

includes taxes & fees

Vacation Rental near Disney, Univeral Studios, Epic, w/free parking and Wi-Fi.

Sleeps 6 · 3 bedrooms · 2 bathrooms

for 3 nights, 1 apartment

S$282 per night

includes taxes & fees

Private Pool and spa enjoy after a day at the parks or spend the day relaxing

Premier Host

AWESOME 6BR/4BA Resort Private Pool/Spa - 2 mi to Disney - Game Room/Theme Rooms

Sleeps 12 · 6 bedrooms · 4 bathrooms

for 3 nights, 1 home

S$587 per night

includes taxes & fees

Premier Host

Pandora's Paradise 3-bedroom townhome with water park and 10 minutes from Disney

Sleeps 6 · 3 bedrooms · 3 bathrooms

for 3 nights, 1 home

S$311 per night

includes taxes & fees

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
More for less
More space, more privacy, more amenities — more value

Holiday rentals with weekly discounts - Windsor Hills Resort

Weekly discount 10-20% OFF 5 STAR Disney Adventure Villa @ Windsor Hills Resort

Villa 7757 - 3 mi from Disney, Free Heated Pool/Spa, BBQ, Game/Theater Rm, & PS5

Luxury 6 bedroom 4 bathroom pool villa in the world renowned Windsor Hills

Windsor Hills Townhome | Across from Clubhouse | Mickey-Themed Room | Sleeps 6

5★ Disney-Themed Villa – Pool, Renovated, Free Resort Perks – 5 Min to Disney

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

Disney Nearby! Updated Condo with Modern Appliances

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

FREE Pool Heat - Stay in the BEST Luxury 5 bedroom villa with SOUTH facing pool

Disney Escape | Renovated Windsor Hills Condo w/ Balcony & Themed Bedrooms

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

Ultimate Adventure Villa Top Rated 5 Star Disney more

Family Paradise w/ Pvt Pool, BBQ Grill, Themed Bedrooms, Game Room & Club access

6-Bedroom Luxury Villa in Windsor Hills South Facing Pool 3 miles to Disney

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

8 Mins To Disney W/Poolside Theater, South Facing Pool, Game Room And Waterpark

Magical Adv 5 Star Villa Movie Room Arcade Pool and More

Star Wars & Harry Potter-Themed Lakeview Pool Home Near Disney

Villa Sonrisa - 5 Bedroom/5 Bath Luxury, Minutes To Disney In Windsor Hills

Jedi Training Camp Top Rated 5 Star Villa

Frozen & Star Wars-Themed Villa with Private Pool Near Disney

Ohana House: 5 Min to WDW! | 100% Renovated | Modern, Luxury, Lakeview, Gameroom

Star Wars & Harry Potter Villa with Pool, Game Room Near Disney

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

Find spaces that suit your style

Find the best place to stay - Windsor Hills Resort

Fun for kids and parents 6BR/4BA with private pool & hot tub in resort community

Relaxing 6BDR Villa just 15 mins from Disney w/ a Private Pool & Clubhouse!

Vacation Rental near Disney, Univeral Studios, Epic, w/free parking and Wi-Fi.

AWESOME 6BR/4BA Resort Private Pool/Spa - 2 mi to Disney - Game Room/Theme Rooms

Pandora's Paradise 3-bedroom townhome with water park and 10 minutes from Disney

Peace of mind

More quality time

All the privacy of home

More for less

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Windsor Hills Resort holiday rentals

Holiday rentals with weekly discounts - Windsor Hills Resort

Image gallery for Weekly discount 10-20% OFF 5 STAR Disney Adventure Villa @ Windsor Hills Resort

Weekly discount 10-20% OFF 5 STAR Disney Adventure Villa @ Windsor Hills Resort

Find spaces that suit your style

Find the best place to stay - Windsor Hills Resort

Fun for kids and parents 6BR/4BA with private pool & hot tub in resort community

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