Windsor Hills Resort

Windsor Hills Resort is a beautiful and secure gated community, only 1.5 miles away from the famous Walt Disney World theme parks and perfect for families. We are excited to offer the widest selection of vacation homes in Windsor Hills with many options to choose from. Homes range from 2 and 3 bedroom condos, 3 bedroom townhomes, and 4 to 6 bedroom pool homes.  All townhomes and pool homes have private pools.

Gather your family in the clubhouse area around the large resort pool with water slide and hot tub. Relax in a lounge chair while listening to Caribbean style music as the kids play. You’ll find playgrounds for the kids, a fitness center, sand volleyball, tennis courts, basketball courts, a 40-seat movie theater, video arcade, billiards and so much more!

 

AMENITIES

  • 40-seat Movie Theatre
  • Basketball Courts
  • Billiards
  • Children's Playground
  • Huge Lagoon-Style Pool Complete with Water Slide and Hot Tub
  • Sand Volleyball
  • State-of-the-Art Fitness Center
  • Tennis Courts
  • Video Arcade
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Featured Homes in this Resort

Windsor Hills Resort – 5BD/5BA Pool Home – Sleeps 10 – Gold

Sleeps 10 / 5 Bedrooms / 5 Baths /
Villa ID #: RH01-Q7F7C FavoriteLoadingAdd to favorites

Windsor Hills Resort – 3BD/3BA Town House – Sleeps 7 – Gold

Sleeps 7 / 3 Bedrooms / 3 Baths /
Villa ID #: RH01-DYF6C FavoriteLoadingAdd to favorites

Windsor Hills Resort – 3BD/3BA Pool Home – Sleeps 6 – Gold

Sleeps 6 / 3 Bedrooms / 3 Baths /
Villa ID #: RH01-7QTI3 FavoriteLoadingAdd to favorites

Windsor Hills Resort – 3BD/2BA Condo – Sleeps 6 – Gold

Sleeps 6 / 3 Bedrooms / 2 Baths /
Villa ID #: RH01-RMWFT FavoriteLoadingAdd to favorites

Windsor Hills Resort – 3BD/3BA Town House – Sleeps 6 – Gold

Sleeps 6 / 3 Bedrooms / 3 Baths /
Villa ID #: RH01-9HG6S FavoriteLoadingAdd to favorites

Windsor Hills Resort – 5BD/5BA Pool Home – Sleeps 10 – Platinum

Sleeps 10 / 5 Bedrooms / 5 Baths /
Villa ID #: RH01-MSI3P FavoriteLoadingAdd to favorites

Windsor Hills Resort – 5BD/5BA Pool Home – Sleeps 12 – Platinum

Sleeps 12 / 5 Bedrooms / 5 Baths /
Villa ID #: RH01-M76SC FavoriteLoadingAdd to favorites

Windsor Hills Resort – 5BD/5BA Pool Home – Sleeps 10 – Gold

Sleeps 10 / 5 Bedrooms / 5 Baths /
Villa ID #: RH01-5EOU5 FavoriteLoadingAdd to favorites

Windsor Hills Resort – 5BD/4BA Pool Home – Sleeps 10 – Platinum

Sleeps 10 / 5 Bedrooms / 4 Baths /
Villa ID #: RH01-U6DK5 FavoriteLoadingAdd to favorites

Windsor Hills Resort – 5BD/5BA Pool Home – Sleeps 10 – Gold

Sleeps 10 / 5 Bedrooms / 5 Baths /
Villa ID #: RH01-IG4DY FavoriteLoadingAdd to favorites

Windsor Hills Resort – 3BD/3BA Townhouse – Sleeps 8 – Gold

Sleeps 8 / 3 Bedrooms / 3 Baths / Private Pool
Villa ID #: RH01-PSPU9 FavoriteLoadingAdd to favorites

Windsor Hills Resort – 3BD/3BA Town Home – Sleeps 8 – Gold

Sleeps 8 / 3 Bedrooms / 3 Baths /
Villa ID #: RH01-TXM1F FavoriteLoadingAdd to favorites

Windsor Hills Pool Home 6BD/4BA – Sleeps 14 – Gold

Sleeps 14 / 6 Bedrooms / 4 Baths / Private Pool
Villa ID #: RH01-C57YY FavoriteLoadingAdd to favorites

Windsor Hills Resort – 5BD/5BA Pool Home – Sleeps 10 – Gold

Sleeps 10 / 5 Bedrooms / 5 Baths /
Villa ID #: RH01-WW2UY FavoriteLoadingAdd to favorites

Windsor Hills Resort – 6BD/4BA Pool Home – Sleeps 12 – Platinum

Sleeps 12 / 6 Bedrooms / 4 Baths / Private Pool
Villa ID #: RH01-PAB6U FavoriteLoadingAdd to favorites

Windsor Hills – Pool Home 5BD / 5BA- Sleeps 12 – Platinum

Sleeps 12 / 5 Bedrooms / 5 Baths /
Villa ID #: RH01-6YXZ4 FavoriteLoadingAdd to favorites

Windsor Hills – Town Home 3BD / 3BA – Sleeps 8 – Gold

Sleeps 8 / 3 Bedrooms / 3 Baths /
Villa ID #: RH01-R3DPH FavoriteLoadingAdd to favorites

Windsor Hills Resort – 5BD/5BD Pool Home – Sleeps 10 – Gold

Sleeps 10 / 5 Bedrooms / 5 Baths /
Villa ID #: RH01-GZWOR FavoriteLoadingAdd to favorites

Windsor Hills Resort – 6 Bedrooms / 4 Bathrooms Pool house – Sleeps 14 – Gold

Sleeps 14 / 6 Bedrooms / 4 Baths /
Villa ID #: RH01-E51MK FavoriteLoadingAdd to favorites

Windsor Hills – 2BR/2BA Condo – Sleeps 6 Guests – Gold

Sleeps 6 / 2 Bedrooms / 2 Baths /
Villa ID #: RH01-RQ55X FavoriteLoadingAdd to favorites

Windsor Hills Resort – 5BR / 5BA Pool Home – Sleeps 10 Guests – Gold

Sleeps 10 / 5 Bedrooms / 5 Baths /
Villa ID #: RH01-ZDGAP FavoriteLoadingAdd to favorites

Windsor Hills Resort – 4BD/4BA Pool Home – Sleeps 9 – Gold

Sleeps 9 / 4 Bedrooms / 4 Baths /
Villa ID #: RH01-PG96X FavoriteLoadingAdd to favorites

Windsor Hills Resort – 3BD/3BA Town Home – Sleeps 6 – Gold

Sleeps 6 / 3 Bedrooms / 3 Baths /
Villa ID #: RH01-QLKAD FavoriteLoadingAdd to favorites

Windsor Hills Resort – 3 Bed / 3 Bath Town House – Sleeps 6 – Gold

Sleeps 6 / 3 Bedrooms / 3 Baths / Private Pool
Villa ID #: RH01-F9752 FavoriteLoadingAdd to favorites

Windsor Hills Resort – 4BD/4BA Pool Home – Sleeps 8 – Platinum

Sleeps 8 / 4 Bedrooms / 4 Baths /
Villa ID #: RH01-QW99U FavoriteLoadingAdd to favorites

Windsor Hills – 4BD/4BA Pool Home – Sleeps 8 – Platinum

Sleeps 8 / 4 Bedrooms / 4 Baths /
Villa ID #: RH01-KL11T FavoriteLoadingAdd to favorites

Windsor Hills – Condo 3BD/2BA – Sleeps 6 – Gold

Sleeps 6 / 3 Bedrooms / 2 Baths /
Villa ID #: RH01-ZM94D FavoriteLoadingAdd to favorites

Windsor Hills – Pool Home 6BD/4BA – Sleeps 14 – Gold

Sleeps 14 / 6 Bedrooms / 4 Baths /
Villa ID #: RH01-EFAG8 FavoriteLoadingAdd to favorites

Windsor Hills – 6BD/4BA Pool Home – Sleeps 12 – Gold

Sleeps 12 / 6 Bedrooms / 4 Baths /
Villa ID #: RH01-F5GK3 FavoriteLoadingAdd to favorites

Windsor Hills – Pool Home 6BD/4BA – Sleeps 13 – Platinum

Sleeps 13 / 6 Bedrooms / 4 Baths /
Villa ID #: RH01-ZI8OX FavoriteLoadingAdd to favorites

Windsor Hills – Pool Home 6BR/4BA – Sleeps 12 – Platinum

Sleeps 12 / 6 Bedrooms / 4 Baths /
Villa ID #: RH01-OUXQK FavoriteLoadingAdd to favorites

Windsor Hills – Pool Home 6BD/4BA – Sleeps 12 – Platinum

Sleeps 12 / 6 Bedrooms / 4 Baths /
Villa ID #: RH01-M3A1K FavoriteLoadingAdd to favorites

Windsor Hills – Pool Home 6BD/4BA Near Disney- Sleeps 12 – Platinum

Sleeps 12 / 6 Bedrooms / 4 Baths /
Villa ID #: RH01-TAIDD FavoriteLoadingAdd to favorites

Windsor Hills – Pool Home 6BR/4BA – Sleeps 12 – Platinum

Sleeps 12 / 6 Bedrooms / 4 Baths /
Villa ID #: RH01-QGOR3 FavoriteLoadingAdd to favorites

Windsor Hills – Pool Home 6Bed/4Bath – Sleeps 12 – Gold

Sleeps 12 / 6 Bedrooms / 4 Baths /
Villa ID #: RH01-GO5P7 FavoriteLoadingAdd to favorites

Windsor Hills – Pool Home 5BD/5BA – Sleeps 12 – Gold

Sleeps 12 / 5 Bedrooms / 5 Baths /
Villa ID #: RH01-T2VNH FavoriteLoadingAdd to favorites

Windsor Hills 6BR/4BA Pool Home Sleeps 12 Gold

Sleeps 12 / 6 Bedrooms / 4 Baths /
Villa ID #: RH01-ENQRN FavoriteLoadingAdd to favorites

Windsor Hills Pool Home 5Bedroom/5Bathroom Sleeps 10 Gold

Sleeps 10 / 5 Bedrooms / 5 Baths /
Villa ID #: RH01-VLO4U FavoriteLoadingAdd to favorites

Windsor Hills Pool Home 5Bed/5Bath Sleeps 10 Platinum

Sleeps 10 / 5 Bedrooms / 5 Baths /
Villa ID #: RH01-5VRZZ FavoriteLoadingAdd to favorites

Windsor Hills Pool Home 5BD/5BA Sleeps 10 Platinum

Sleeps 10 / 5 Bedrooms / 5 Baths /
Villa ID #: RH01-GLFYL FavoriteLoadingAdd to favorites

Windsor Hills Pool House 5Bed/5BA Sleeps 10 Gold

Sleeps 10 / 5 Bedrooms / 5 Baths /
Villa ID #: RH01-CJAL5 FavoriteLoadingAdd to favorites

Windsor Hills – 5BD/5BA Pool House – Sleeps 10 – Gold

Sleeps 10 / 5 Bedrooms / 5 Baths /
Villa ID #: RH01-POMUG FavoriteLoadingAdd to favorites

Windsor Hills Pool House 5BR/5BA Sleeps 10 Gold

Sleeps 10 / 5 Bedrooms / 5 Baths /
Villa ID #: RH01-JUFC6 FavoriteLoadingAdd to favorites

Windsor Hills – Pool Home 5BD/5BA – Sleeps 10 – Gold

Sleeps 10 / 5 Bedrooms / 5 Baths /
Villa ID #: RH01-T3HAH FavoriteLoadingAdd to favorites

Windsor Hills 5BR/5BA Pool Home Sleeps 10 Platinum

Sleeps 10 / 5 Bedrooms / 5 Baths /
Villa ID #: RH01-N7EQ7 FavoriteLoadingAdd to favorites

Windsor Hills – Pool Home 5BR/5Bath – Sleeps 10 – Gold

Sleeps 10 / 5 Bedrooms / 5 Baths /
Villa ID #: RH01-AS25R FavoriteLoadingAdd to favorites

Windsor Hills – Condo 3BD/2BA – Sleeps 6 – Gold

Sleeps 6 / 3 Bedrooms / 2 Baths /
Villa ID #: RH01-WYDWR FavoriteLoadingAdd to favorites

Windsor Hills – Condo 3BD/2BA – Sleeps 8 – Gold

Sleeps 8 / 3 Bedrooms / 2 Baths /
Villa ID #: RH01-2PAQ7 FavoriteLoadingAdd to favorites

Windsor Hills Condo 3BR/2BA Sleeps 6 Gold

Sleeps 6 / 3 Bedrooms / 2 Baths /
Villa ID #: RH01-1YQMM FavoriteLoadingAdd to favorites

Windsor Hills Condo 3Bed/2Bath Sleeps 6 Gold

Sleeps 6 / 3 Bedrooms / 2 Baths /
Villa ID #: RH01-GIHY6 FavoriteLoadingAdd to favorites

Windsor Hills Town Home 3BR/3BA Sleeps 6 Gold

Sleeps 6 / 3 Bedrooms / 3 Baths /
Villa ID #: RH01-4X8DN FavoriteLoadingAdd to favorites

Windsor Hills Condo 3BR/2BA Sleeps 6 Gold

Sleeps 6 / 3 Bedrooms / 2 Baths /
Villa ID #: RH01-GMJAI FavoriteLoadingAdd to favorites

Windsor Hills Condo 3Bedroom/2Bathroom Sleeps 8 Gold

Sleeps 8 / 3 Bedrooms / 2 Baths /
Villa ID #: RH01-RXRP3 FavoriteLoadingAdd to favorites

Windsor Hills Condo 3Bed/2Bath Sleeps 8 Gold

Sleeps 8 / 3 Bedrooms / 2 Baths /
Villa ID #: RH01-58CR9 FavoriteLoadingAdd to favorites

Windsor Hills Condo 3Bedroom/2Bathroom Sleeps 6 Gold

Sleeps 6 / 3 Bedrooms / 2 Baths /
Villa ID #: RH01-4QQJC FavoriteLoadingAdd to favorites

Windsor Hills – Town Home 3BD/3BA – Sleeps 8 – Gold

Sleeps 8 / 3 Bedrooms / 3 Baths / Private Pool
Villa ID #: RH01-YPDQL FavoriteLoadingAdd to favorites

Windsor Hills Town Home 3BR/3BA Sleeps 8 Gold

Sleeps 8 / 3 Bedrooms / 3 Baths / Private Pool
Villa ID #: RH01-DT3IE FavoriteLoadingAdd to favorites

Windsor Hills Town House 3Bed/3Bath Sleeps 6 Gold

Sleeps 6 / 3 Bedrooms / 3 Baths /
Villa ID #: RH01-W7X22 FavoriteLoadingAdd to favorites

Windsor Hills Town House 3BR/3BA Sleeps 6 Gold

Sleeps 6 / 3 Bedrooms / 3 Baths /
Villa ID #: RH01-7QAKB FavoriteLoadingAdd to favorites

Windsor Hills Condo Unit 3BD/2BA Sleeps 6 Gold

Sleeps 6 / 3 Bedrooms / 2 Baths /
Villa ID #: RH01-EDDMY FavoriteLoadingAdd to favorites

Windsor Hills Town Home 3Bedroom/3Bathroom Sleeps 6 Gold

Sleeps 6 / 3 Bedrooms / 3 Baths /
Villa ID #: RH01-2P5WT FavoriteLoadingAdd to favorites

Windsor Hills 3BD/2BA Condo Sleeps 6 Gold

Sleeps 6 / 3 Bedrooms / 2 Baths /
Villa ID #: RH01-UMNU1 FavoriteLoadingAdd to favorites

Windsor Hills Town House 3Bedroom/3Bathroom Sleeps 6 Gold

Sleeps 6 / 3 Bedrooms / 3 Baths /
Villa ID #: RH01-D7SHH FavoriteLoadingAdd to favorites

Windsor Hills 3BR/2BA Condo Sleeps 6 Gold

Sleeps 6 / 3 Bedrooms / 2 Baths /
Villa ID #: RH01-2TS3C FavoriteLoadingAdd to favorites

Windsor Hills – Town Home 3BD/3BA – Sleeps 8 – Gold

Sleeps 8 / 3 Bedrooms / 3 Baths /
Villa ID #: RH01-EQEUA FavoriteLoadingAdd to favorites

Windsor Hills Town Home 3BR/3BA Sleeps 8 Gold

Sleeps 8 / 3 Bedrooms / 3 Baths /
Villa ID #: RH01-L1184 FavoriteLoadingAdd to favorites

Windsor Hills Town House 3BD/3BA Sleeps 8 Gold

Sleeps 8 / 3 Bedrooms / 3 Baths /
Villa ID #: RH01-2PJ2L FavoriteLoadingAdd to favorites

Windsor Hills Pool Home 4BD/4BA Sleeps 8 Gold

Sleeps 8 / 4 Bedrooms / 4 Baths /
Villa ID #: RH01-COW7C FavoriteLoadingAdd to favorites

Windsor Hills – Pool Home 4BD/4BA – Sleeps 10 – Platinum

Sleeps 10 / 4 Bedrooms / 4 Baths /
Villa ID #: RH01-MJ1WB FavoriteLoadingAdd to favorites

Windsor Hills Pool Home 4Bedroom/4Bathroom Sleeps 8 Gold

Sleeps 8 / 4 Bedrooms / 4 Baths /
Villa ID #: RH01-393JN FavoriteLoadingAdd to favorites

Windsor Hills 5BR/5BA Pool Home Sleeps 10 Gold

Sleeps 10 / 5 Bedrooms / 5 Baths /
Villa ID #: RH01-9TOS1 FavoriteLoadingAdd to favorites

Windsor Hills Pool Home 5Bed/5Bath Sleeps 10 Gold

Sleeps 10 / 5 Bedrooms / 5 Baths /
Villa ID #: RH01-HHUJD FavoriteLoadingAdd to favorites

Windsor Hills Pool Home 5Bed/ 5Bath Sleeps 12 Platinum

Sleeps 12 / 5 Bedrooms / 5 Baths /
Villa ID #: RH01-BQDS8 FavoriteLoadingAdd to favorites

Windsor Hills – Pool Home 6BD/3.5BA – Sleeps 12 – Gold

Sleeps 12 / 6 Bedrooms / 4 Baths /
Villa ID #: RH01-E2QTO FavoriteLoadingAdd to favorites

Windsor Hills – Pool Home 6BD/4BA – Sleeps 12 – Platinum

Sleeps 12 / 6 Bedrooms / 4 Baths /
Villa ID #: RH01-5UZ9O FavoriteLoadingAdd to favorites

Windsor Hills 5BD/5BA Pool Home Sleeps 10 Gold

Sleeps 10 / 5 Bedrooms / 5 Baths /
Villa ID #: RH01-FYVY7 FavoriteLoadingAdd to favorites

Windsor Hills Pool House 5BD/5BA Sleeps 10 Gold

Sleeps 10 / 5 Bedrooms / 5 Baths /
Villa ID #: RH01-X2MPQ FavoriteLoadingAdd to favorites

Windsor Hills Pool Home 6BR/3.5BA Sleeps 12 Gold

Sleeps 12 / 6 Bedrooms / 4 Baths /
Villa ID #: RH01-R1ULH FavoriteLoadingAdd to favorites

Windsor Hills – Pool Home 6BD/4BA – Sleeps 12 – Gold

Sleeps 12 / 6 Bedrooms / 4 Baths /
Villa ID #: RH01-BOH4X FavoriteLoadingAdd to favorites

Windsor Hills Resort – 6BD / 4BA Pool Home Near Disney – Sleeps 12 – Gold

Sleeps 12 / 6 Bedrooms / 4 Baths /
Villa ID #: RH01-IY5ZS FavoriteLoadingAdd to favorites

Windsor Hills Resort – 3BD / 2BA Town home with Splash Pool Near Disney

Sleeps 6 / 3 Bedrooms / 2 Baths /
Villa ID #: RH01-UUXKV FavoriteLoadingAdd to favorites

Windsor Hills Resort – 5BD / 5BA Pool Home Near Disney – Gold

Sleeps 10 / 5 Bedrooms / 5 Baths /
Villa ID #: RH01-UVCO3 FavoriteLoadingAdd to favorites

Windsor Hills – 2BR/2BA Condo – Sleeps 6 Guests – Gold

Sleeps 6 / 2 Bedrooms / 2 Baths /
Villa ID #: RH01-2WHX0 FavoriteLoadingAdd to favorites

Windsor Hills Resort – 5BR / 5BA Pool Home – Sleeps 10 Guests – Gold

Sleeps 10 / 5 Bedrooms / 5 Baths /
Villa ID #: RH01-5WH71 FavoriteLoadingAdd to favorites

Windsor Hills Resort – 4BD/4BA Pool Home – Sleeps 9 – Gold

Sleeps 9 / 4 Bedrooms / 4 Baths /
Villa ID #: RH01-WH452 FavoriteLoadingAdd to favorites

Windsor Hills Resort – 3BD/3BA Town Home – Sleeps 6 – Gold

Sleeps 6 / 3 Bedrooms / 3 Baths /
Villa ID #: RH01-3WH98 FavoriteLoadingAdd to favorites

Windsor Hills Resort – 3 Bed / 3 Bath Town House – Sleeps 6 – Gold

Sleeps 6 / 3 Bedrooms / 3 Baths /
Villa ID #: RH01-3WH97 FavoriteLoadingAdd to favorites

Windsor Hills Resort – 4BD/4BA Pool Home – Sleeps 8 – Platinum

Sleeps 8 / 4 Bedrooms / 4 Baths /
Villa ID #: RH01-4WH06 FavoriteLoadingAdd to favorites

Windsor Hills – 4BD/4BA Pool Home – Sleeps 8 – Platinum

Sleeps 8 / 4 Bedrooms / 4 Baths /
Villa ID #: RH01-4WH05 FavoriteLoadingAdd to favorites

Windsor Hills Resort – 6 Bedrooms / 4 Bathrooms Pool house – Sleeps 14 – Gold

Sleeps 14 / 6 Bedrooms / 4 Baths /
Villa ID #: RH01-6WH85 FavoriteLoadingAdd to favorites

Windsor Hills Resort – 6BD/4BA Pool Home – Sleeps 12 -Platinum

Sleeps 12 / 6 Bedrooms / 4 Baths /
Villa ID #: RH01-6WH87 FavoriteLoadingAdd to favorites

Windsor Hills – Pool Home 6BD/4BA – Sleeps 12 – Platinum

Sleeps 12 / 6 Bedrooms / 4 Baths /
Villa ID #: RH01-6WH86 FavoriteLoadingAdd to favorites

Windsor Hills Resort – Pool Home 5BD/5BA – Sleeps 10 – Platinum

Sleeps 10 / 5 Bedrooms / 5 Baths /
Villa ID #: RH01-5WH70 FavoriteLoadingAdd to favorites

Windsor Hills – Town Home 3BD/2BA – Sleeps 8 – Gold

Sleeps 8 / 3 Bedrooms / 2 Baths /
Villa ID #: RH01-3M9K2 FavoriteLoadingAdd to favorites

Windsor Hills – Condo 3BD/2BA – Sleeps 6 – Gold

Sleeps 6 / 3 Bedrooms / 2 Baths /
Villa ID #: RH01-39KK4 FavoriteLoadingAdd to favorites

Windsor Hills – Town Home 3BD/2BA – Sleeps 8 – Gold

Sleeps 8 / 3 Bedrooms / 2 Baths /
Villa ID #: RH01-3SOP3 FavoriteLoadingAdd to favorites

Windsor Hills – Pool Home 6BD/4BA – Sleeps 14 – Gold

Sleeps 14 / 6 Bedrooms / 4 Baths / Private Pool
Villa ID #: RH01-6MO3R FavoriteLoadingAdd to favorites

Windsor Hills – 6BD/4BA Pool Home – Sleeps 12 – Gold

Sleeps 12 / 6 Bedrooms / 4 Baths / Private Pool
Villa ID #: RH01-6KEW2 FavoriteLoadingAdd to favorites

Windsor Hills – Pool Home 6BD/4BA – Sleeps 13 – Platinum

Sleeps 13 / 6 Bedrooms / 4 Baths / Private Pool
Villa ID #: RH01-6PQ1Y FavoriteLoadingAdd to favorites

Windsor Hills – Pool Home 6BD/4BA – Sleeps 12 – Platinum

Sleeps 12 / 6 Bedrooms / 4 Baths / Private Pool
Villa ID #: RH01-6X2EP FavoriteLoadingAdd to favorites

Categories: Featured.  Amenities: 40-seat Movie Theatre, Basketball Courts, Billiards, Children's Playground, Huge Lagoon-Style Pool Complete with Water Slide and Hot Tub, Sand Volleyball, State-of-the-Art Fitness Center, Tennis Courts, and Video Arcade.