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Vacation Rentals & Villas in Windsor Hills Resort

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12,676 Houses

Windsor Hills Luxury pool house/2 miles to Disney

Kissimmee house

6 bedrooms / 4 bathrooms / sleeps 13

Responds fast! avg. 1 hour 18 minutes

Price per night from

$238

Wow Factor-Interior Designers Own 5 bed/5bath Home

Kissimmee house

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$196

Windsor Hills 5BR/ 5BA SF Pool Villa,3MI to disney

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$247

MINUTES TO WALT DISNEY WORLD'S FRONT GATE

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$125

Pooh's Palace in Windsor Hills

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 47 minutes

Price per night from

$224

Renting condo,One mile to Disney's Animal Kingdom

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$103

Executive Villa, Pool, Hot tub, WiFi, Games Room

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 14

Price per night from

$227

Windsor Hills Retreat Villa

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 1 hour 7 minutes

Price per night from

$287

Flagstone Villa

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$260

Windsor Hills Disney Townhouse, Newly Redecorated

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 13 minutes

Price per night from

$114

Casa Mickey, Windsor Hills Townhome

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$144

Great rentals within 20 miles that match your search

Marriott Cypress Harbor 2 bedroom sleeps 6

Orlando house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$368

Excellent apartment in Orlando for up to 10 people

Four Corners apartment

3 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$349

Excellent spacious apartment in wonderful Resort

Orlando hotel apartment

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$295

Contemporary Villa (Alarmed) with Private Pool

Clermont villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$158

Christmas get away in Orlando, FL

Orlando condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$323

Premium Kissimmee Timeshare rental

Kissimmee villa

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$370

2 Bedroom Condo WestGate Palace

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$362

Beautiful 1 Bedroom Condo To Rent

Orlando condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$259

A week of dream in a resort

Orlando house

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$225

Marriott's Grande Vista # 1

Orlando villa

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$361

Treetops Villa, Lake Wilson Preserve, Disney

Davenport house

5 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$174

Apartment close to Disney parks

Kissimmee apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$206

Wyndham Bonnet Creek 9560 Via Encinas, Lake Buena Vista, Orlando, FL

Orlando apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$420

XMAS AT DISNEY WORLD- 54 ACRE RESORT W/WATERPARK

Orlando hotel apartment

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$323

Luxurious 4 bedroom lakeside Villa near Disney

Four Corners villa

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$162

Beautiful Large Studio Condo on the Lake

Orlando apartment

/ 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 53 minutes

Price per night from

$258

The Ruby Retreat - Themed Lakefront Villa

Kissimmee villa

5 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$259

1 bedroom, Mystic Dunes Resorts & Golf Club in Nov

Celebration villa

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$156

Lovely 4BR 3bth Regal Palms Townhouse

Orlando townhouse

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 30 minutes

Price per night from

$147

Christmas in Orlando, FL, 2- 8 people, 12/24-12/31

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$274

Vacation rentals

Kissimmee apartment

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$186

Marriott's Cypress Harbor Resort

Orlando house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$389

Westgate Lakes Resort and SPA

Orlando condo

3 bedrooms / 2 bathrooms / sleeps 12

Price per night from

$556

Westgate Town Center

Kissimmee hotel apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$227

Spring Break at Silver Lake

Kissimmee condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$230

Viewing 36 of 12,676
rentals in Windsor Hills Resort

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Top Destination reviews

Windsor Hills 5BR/ 5BA SF Pool Villa,3MI to disney
we loved this house didn't want to leave

The house was fully stocked for a large family. Loved the location. Had plenty to do on site. House was clean. We felt safe being in a gated security resort. Loved the pool and hot tub after long days at the parks. Jennifer was very helpful and responsive to all my questions before we arrived to the property. Would not hesitate to rent again. Cons on property the strollers we were going to use were broken, maybe could use some new frying pans.Some of the screens on the screened in patio was missing and the patio door the track seemed bent it was hard to close.Just those few things that were minor did not really affect our stay too much.see more
Renting condo,One mile to Disney's Animal Kingdom
Christmas Vaca

The location waa excellent just a 5 minute drive from Disney the apartment was clean and nicely decorated.There was no soap or extra toiletries so bring your own..Booking was easy..The only problem was when we arrived I was emailed the gate code and door code which were both wrong luckily the emergency number was readily available..The next day the door code was changed to something else again but we were quickly texted back with a workable code..Other than that the Stay was great!see more

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