Crestwynd Bay Rentals

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46 Houses

Firework View 6BR Home Pool/Spa/Game 2 miles to Disney, Windsor Hills Resort

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 32 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$219

Ultimate 6BR Villa Disney Getaway with POOL SPA

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 32 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$287

Spacious Windsor Hills 6br Cozy Home Pool/Spa 2miles Disney

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

Responds fast! avg. 1 hour 32 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$145

Windsor Hills 6BR Villa Pool/SPA Close to Disney

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 32 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$245

Windsor Hills Greenview 5BR/5BA All-Suite Pool/SPA 2 Miles to Disney

Four Corners villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

Responds fast! avg. 1 hour 32 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$219

Disney Memories. Beautiful 4 Bedroom, 3 Bath,

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 57 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$172

Windsor Hills Cozy Home Pool/Spa 2 mile to Disney

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 32 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$233

Lakeview 5BR Home Private Pool/Spa 2 Mile to Disney

Four Corners villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 32 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$250

“Very welcoming and worth it !” Me and my family absolutely loved this vacation house everything was so welcoming and near perfect ! This house is definitely something we will never forget and hopefully when we come back we will be able to rent from kim molnar again ! Everything was to a T ! Thank you so much kim !

Match: Private outdoor pool (unheated)

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Price per night from

$459

Windsor Hills 5br Private Pool Near Disney

Four Corners villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 32 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$287

Windsor Hills Resort 6br Villa, Pool/Spa, by Disney

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 32 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$240

Highland View 6BR Villa Private Pool/SPA Near Disney

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

Responds fast! avg. 1 hour 32 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$233

3BR w/pool! 3mi-Disney/5mi-ESPN! Free Water park! * Windsor Hills (2541MS)

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$95

6BR Trendy Home in Windsor Hills, Jacuzzi, Pool, Gameroom

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 32 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$223

Windsor Hills 6BR Villa South-facing Pool/Spa Near Disney

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

Responds fast! avg. 1 hour 32 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$233

Game Room, Private Pool, 2 Miles to Disney | Sleeps 10

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Responds fast! avg. 3 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$154

My Disney Castle, Windsor Hills Pool Villa located 2 miles from Disney

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$431

Private Home 4 miles from Disney World, Sleeps 13!

Reunion house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 13

Match: Private outdoor pool (unheated)

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Price per night from

$332

Themed Rooms | Resort Amenities | Sleeps 8

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$115

Responds fast! avg. 3 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$115

6 BR Waterslide Home 4.5 Miles To Disney World!

Four Corners house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 13

Match: Private outdoor pool (unheated)

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Price per night from

$373

Free Water Park! 4BR/4BA, Private Pool & Game Room- Windsor Hills (7739TB)

Four Corners house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$185

Responds fast! avg. 3 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$144

Responds fast! avg. 2 hours 40 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$601

Disney 2 Miles, Pool/Spa Home, Game Room,Themed Be

Orlando house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

“Perfect!” We had a wonderful experience, the house was even nicer than I expected. Bonus game room was a nice surprise. Clean, simple to find, and close to everything!

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$263

Disney is SUPER close, Pool, Spa, Game room, Free WiFi, Private backyard, Lake

Four Corners house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 17

Responds fast! avg. 2 hours 40 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$488

“Started Rocky But Ended Great!” Booking this villa was easy and the owner was pretty friendly. We ran into a few issues the day of arrival a case of mistaken identity. Called the owner to see of we could check in early and she told me the reservation was canceled. I was devastated, but I knew it had to be a mistake. After about 30 Minutes of showing proof it was determined she had me confused with another guest. She apologized and we checked in successfully. The house was great, clean, and comfortable. It took about a day for the pool heat to function properly but after that the pool and jacuzzi were great. Oh and the washing machine did not work properly. Overall After day 1 Jennifer and Kevin were so accommodating and nice. My family and I really enjoyed staying in this property and it is really close to the disney parks!!!! We would definitely stay again!!!

Match: Private outdoor pool (unheated)

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Price per night from

$230

(2555) PRETTY AND COZY TOWNHOME NEAR DISNEY!

Four Corners townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 1 hour 15 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$137

BSV7747 Free Promotion Luxury 4 Bedroom Villa

Four Corners villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$205

Mickey’s Townhouse Private Screened Splash Pool

Four Corners townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 40 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$113

2 Master Bedrooms

Four Corners house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$63

3 Bedrooms / 3 Bathrooms / Windsor Hills (2554 ML)

Four Corners townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 26 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$130

10 Minutes to Disney! Renovated Condo w/ Updated Appliances

Four Corners condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$103

The Tiki Room - Close to the parks!

Four Corners townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$287

Gated Resort-home to enjoy amenities and exhale!

Four Corners townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$150

Newly Furnished End Unit Townhouse 7681 Close to Main Clubhouse and Pool!

Four Corners townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$399

Private pool, spacious game room for the kids!

Four Corners house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 40 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$211

2 Miles from Disney | Windsor Hills Resort | New Photos Coming Soon

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$115

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