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Vacation Rentals in Windsor Hills, Florida(442)

USA >
WINDSOR HILLS
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1 2 3 4 5 ....15
Luxury 5BR/5BA Villa 2 miles to Disney with Games Room, Wifi + Free Pool Heating
    5 Bedrooms,
  • 5 Bathrooms
    • , Sleeps 12
  • Viewed

Luxury 5BR/5BA Villa 2 miles to Disney with Games Room, Wifi + Free Pool Heating

5 Bedrooms,
  • 5 Bathrooms
    • , Sleeps 12
    1. Kissimmee Area  >
    2. Windsor Hills Villa
    #320925

    C$165 - C$243
    per night (C$)
    5 - 7 night Minimum Stay
    Windsor Hills is 1.5 Miles from Disney
      3 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 8
    • Viewed

    Windsor Hills is 1.5 Miles from Disney

    3 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 8
    1. Kissimmee Area  >
    2. Windsor Hills Condo
    #83238vb

    C$119
    per night (C$)
    2 night Minimum Stay
    Our Magical Retreat, Family Friendly, See our April Specials
      3 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 8
    • Viewed

    Our Magical Retreat, Family Friendly, See our April Specials

    3 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 8
    1. Kissimmee Area  >
    2. Windsor Hills Condo
    #176005

    C$103 - C$155
    per night (C$)
    3 - 7 night Minimum Stay

    Fabulous 5 Bed, 5 Bath, Villa on 5 Star windsorhills
      5 Bedrooms,
    • 5 Bathrooms
      • , Sleeps 12
    • Viewed

    Fabulous 5 Bed, 5 Bath, Villa on 5 Star windsorhills

    5 Bedrooms,
  • 5 Bathrooms
    • , Sleeps 12
    1. Kissimmee Area  >
    2. Windsor Hills Villa
    #175219

    C$155 - C$227
    per night (C$)
    5 - 7 night Minimum Stay
    Luxury 5 min. from Disney w/princess room,private pool,spa,pool table,Wii,Xbox
      6 Bedrooms,
    • 4 Bathrooms
      • , Sleeps 14
    • Viewed

    Luxury 5 min. from Disney w/princess room,private pool,spa,pool table,Wii,Xbox

    6 Bedrooms,
  • 4 Bathrooms
    • , Sleeps 14
    1. Kissimmee Area  >
    2. Windsor Hills House
    #270267

    C$227 - C$238
    per night (C$)
    5 - 7 night Minimum Stay
    Mickeys Ranch 1 of Most Popular Villas at Windsor Hills CLOSEST to Clubhouse
      4 Bedrooms,
    • 4 Bathrooms
      • , Sleeps 10
    • Viewed

    Mickeys Ranch 1 of Most Popular Villas at Windsor Hills CLOSEST to Clubhouse

    4 Bedrooms,
  • 4 Bathrooms
    • , Sleeps 10
    1. Kissimmee Area  >
    2. Windsor Hills Villa
    #922919

    C$151 - C$306
    per night (C$)
    5 night Minimum Stay
    GREAT, Simply your best place to stay!
      6 Bedrooms,
    • 4 Bathrooms
      • , Sleeps 12
    • Viewed

    GREAT, Simply your best place to stay!

    6 Bedrooms,
  • 4 Bathrooms
    • , Sleeps 12
    1. Kissimmee Area  >
    2. Windsor Hills Villa
    #829969

    C$289 - C$465
    per night (C$)
    3 night Minimum Stay
    2 Miles from Disney 5bed 5bath Luxury Rental with Private Pool
      5 Bedrooms,
    • 5 Bathrooms
      • , Sleeps 12
    • Viewed

    2 Miles from Disney 5bed 5bath Luxury Rental with Private Pool

    5 Bedrooms,
  • 5 Bathrooms
    • , Sleeps 12
    1. Kissimmee Area  >
    2. Windsor Hills House
    #412847vb

    C$181
    per night (C$)
    3 night Minimum Stay
    Luxury 5BR/5BA Pool Home 2.5 miles to Disney, Free Wifi, Gameroom
      5 Bedrooms,
    • 5 Bathrooms
      • , Sleeps 10
    • Viewed

    Luxury 5BR/5BA Pool Home 2.5 miles to Disney, Free Wifi, Gameroom

    5 Bedrooms,
  • 5 Bathrooms
    • , Sleeps 10
    1. Kissimmee Area  >
    2. Windsor Hills House
    #242120

    C$232 - C$387
    per night (C$)
    4 - 5 night Minimum Stay
    Stunning 3 Bedroom Townhouse With Secluded Splash Pool
      3 Bedrooms,
    • 3 Bathrooms
      • , Sleeps 8
    • Viewed

    Stunning 3 Bedroom Townhouse With Secluded Splash Pool

    3 Bedrooms,
  • 3 Bathrooms
    • , Sleeps 8
    1. Kissimmee Area  >
    2. Windsor Hills House
    #1055185

    C$101 - C$140
    per night (C$)
    2 - 4 night Minimum Stay
    Luxurious 6 bed villa, themed rooms & pool with garden view
      6 Bedrooms,
    • 4 Bathrooms
      • , Sleeps 12
    • Viewed

    Luxurious 6 bed villa, themed rooms & pool with garden view

    6 Bedrooms,
  • 4 Bathrooms
    • , Sleeps 12
    1. Kissimmee Area  >
    2. Windsor Hills Villa
    #281973

    C$232 - C$274
    per night (C$)
    4 - 7 night Minimum Stay
    Family Friendly 4BR/4BA Pool Home in 5 Star Windsor Hills
      4 Bedrooms,
    • 4 Bathrooms
      • , Sleeps 9
    • Viewed

    Family Friendly 4BR/4BA Pool Home in 5 Star Windsor Hills

    4 Bedrooms,
  • 4 Bathrooms
    • , Sleeps 9
    1. Kissimmee Area  >
    2. Windsor Hills House
    #3473552

    C$170 - C$207
    per night (C$)
    1 - 7 night Minimum Stay
    6bdr luxury home with south facing pool EXTENDED pool deck close to clubhouse
      6 Bedrooms,
    • 4 Bathrooms
      • , Sleeps 12
    • Viewed

    6bdr luxury home with south facing pool EXTENDED pool deck close to clubhouse

    6 Bedrooms,
  • 4 Bathrooms
    • , Sleeps 12
    1. Kissimmee Area  >
    2. Windsor Hills House
    #372303

    C$165 - C$207
    per night (C$)
    5 night Minimum Stay
    Windsor Hills Pool View Condo - Closest to Windsor Hills clubhouse
      3 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 8
    • Viewed

    Windsor Hills Pool View Condo - Closest to Windsor Hills clubhouse

    3 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 8
    1. Kissimmee Area  >
    2. Windsor Hills Condo
    #317722

    C$82 - C$164
    per night (C$)
    2 - 7 night Minimum Stay
    New Luxury Condo in Gated Resort 2 Miles from Disney. 5 Star
      2 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 6
    • Viewed

    New Luxury Condo in Gated Resort 2 Miles from Disney. 5 Star

    2 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 6
    1. Kissimmee Area  >
    2. Windsor Hills Condo
    #218927vb

    C$77 - C$124
    per night (C$)
    1 - 6 night Minimum Stay
    Windsor Hills Reserve-Luxury & Elegance-SW Pool/Premium Lot
      5 Bedrooms,
    • 5 Bathrooms
      • , Sleeps 10
    • Viewed

    Windsor Hills Reserve-Luxury & Elegance-SW Pool/Premium Lot

    5 Bedrooms,
  • 5 Bathrooms
    • , Sleeps 10
    1. Kissimmee Area  >
    2. Windsor Hills House
    #184615

    C$1,555 - C$2,242
    per week (C$)
    7 night Minimum Stay
    WindsorHillsTownhomes.com are the Best!
      3 Bedrooms,
    • 3 Bathrooms
      • , Sleeps 8
    • Viewed

    WindsorHillsTownhomes.com are the Best!

    3 Bedrooms,
  • 3 Bathrooms
    • , Sleeps 8
    1. Kissimmee Area  >
    2. Windsor Hills Townhome
    #399329

    C$114 - C$134
    per night (C$)
    Gorgeous 5 Star Townhome with new furniture and decor
      3 Bedrooms,
    • 3 Bathrooms
      • , Sleeps 8
    • Viewed

    Gorgeous 5 Star Townhome with new furniture and decor

    3 Bedrooms,
  • 3 Bathrooms
    • , Sleeps 8
    1. Kissimmee Area  >
    2. Windsor Hills Townhome
    #337407

    C$113 - C$181
    per night (C$)
    4 - 7 night Minimum Stay
    Windsor Hills Reserve Luxury Pool Home w/ Spa,Wi-Fi,Safe,Game Room,All Baby Gear
      6 Bedrooms,
    • 4 Bathrooms
      • , Sleeps 12
    • Viewed

    Windsor Hills Reserve Luxury Pool Home w/ Spa,Wi-Fi,Safe,Game Room,All Baby Gear

    6 Bedrooms,
  • 4 Bathrooms
    • , Sleeps 12
    1. Kissimmee Area  >
    2. Windsor Hills House
    #250556

    C$1,736 - C$2,387
    per week (C$)
    7 night Minimum Stay
    **May/June Offers**South facing pool, games room, free WiFi, 2 miles to Disney
      5 Bedrooms,
    • 5 Bathrooms
      • , Sleeps 12
    • Viewed

    **May/June Offers**South facing pool, games room, free WiFi, 2 miles to Disney

    5 Bedrooms,
  • 5 Bathrooms
    • , Sleeps 12
    1. Kissimmee Area  >
    2. Windsor Hills Villa
    #440684

    C$175 - C$257
    per night (C$)
    5 - 7 night Minimum Stay
    NEW 5 STAR DISNEY THEMED VACATION HOME WINDSOR HILLS SOUTH FACING POOL
      6 Bedrooms,
    • 4 Bathrooms
      • , Sleeps 12
    • Viewed

    NEW 5 STAR DISNEY THEMED VACATION HOME WINDSOR HILLS SOUTH FACING POOL

    6 Bedrooms,
  • 4 Bathrooms
    • , Sleeps 12
    1. Kissimmee Area  >
    2. Windsor Hills House
    #324749

    C$232 - C$412
    per night (C$)
    5 - 7 night Minimum Stay
    NEW LUXURY 5 STAR VACATION VILLA
      5 Bedrooms,
    • 5 Bathrooms
      • , Sleeps 10
    • Viewed

    NEW LUXURY 5 STAR VACATION VILLA

    5 Bedrooms,
  • 5 Bathrooms
    • , Sleeps 10
    1. Kissimmee Area  >
    2. Windsor Hills House
    #328071

    C$201 - C$474
    per night (C$)
    4 - 7 night Minimum Stay
    Ultra Modern Disney Palm Villa, 2 Miles to Disney, 5 Star 2013
      6 Bedrooms,
    • 4 Bathrooms
      • , Sleeps 12
    • Viewed

    Ultra Modern Disney Palm Villa, 2 Miles to Disney, 5 Star 2013

    6 Bedrooms,
  • 4 Bathrooms
    • , Sleeps 12
    1. Kissimmee Area  >
    2. Windsor Hills Villa
    #382628vb

    C$191 - C$201
    per night (C$)
    5 night Minimum Stay
    South Facing Pool with No Rear Neighbors - Right Near the Amazing Clubhouse!
      5 Bedrooms,
    • 5 Bathrooms
      • , Sleeps 12
    • Viewed

    South Facing Pool with No Rear Neighbors - Right Near the Amazing Clubhouse!

    5 Bedrooms,
  • 5 Bathrooms
    • , Sleeps 12
    1. Kissimmee Area  >
    2. Windsor Hills Villa
    #940520

    C$258
    per night (C$)
    7 night Minimum Stay
    Parkhopper Place - Windsor Hills Condo - 1.5 Miles from Disney
      3 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 8
    • Viewed

    Parkhopper Place - Windsor Hills Condo - 1.5 Miles from Disney

    3 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 8
    1. Kissimmee Area  >
    2. Windsor Hills Condo
    #322226

    C$92 - C$123
    per night (C$)
    3 - 5 night Minimum Stay
    Beautiful 6BR/4BA in Windsor Hills, Pool/Spa, GameRoom,2miles2Disney, WiFi
      6 Bedrooms,
    • 4 Bathrooms
      • , Sleeps 14
    • Viewed

    Beautiful 6BR/4BA in Windsor Hills, Pool/Spa, GameRoom,2miles2Disney, WiFi

    6 Bedrooms,
  • 4 Bathrooms
    • , Sleeps 14
    1. Kissimmee Area  >
    2. Windsor Hills Villa
    #351532

    C$155 - C$227
    per night (C$)
    3 - 7 night Minimum Stay
    South-west SALT WATER pool backing on green space, FREE: bbq, wi-fi, baby items
      3 Bedrooms,
    • 3 Bathrooms
      • , Sleeps 8
    • Viewed

    South-west SALT WATER pool backing on green space, FREE: bbq, wi-fi, baby items

    3 Bedrooms,
  • 3 Bathrooms
    • , Sleeps 8
    1. Kissimmee Area  >
    2. Windsor Hills Townhome
    #328723

    C$92
    per night (C$)
    Windsor Hills - Stuning Executive Villa
      5 Bedrooms,
    • 3 Bathrooms, 
    • 1 Half Bath
      • , Sleeps 12
    • Viewed

    Windsor Hills - Stuning Executive Villa

    5 Bedrooms,
  • 3 Bathrooms, 
  • 1 Half Bath
    • , Sleeps 12
    1. Kissimmee Area  >
    2. Windsor Hills House
    #268588

    C$176 - C$248
    per night (C$)
    4 - 7 night Minimum Stay
    Up to 20% off! Stunning 5 Star Condo with Pirate-themed Kid's Room!
      3 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 6
    • Viewed

    Up to 20% off! Stunning 5 Star Condo with Pirate-themed Kid's Room!

    3 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 6
    1. Kissimmee Area  >
    2. Windsor Hills Condo
    #235112

    C$92 - C$170
    per night (C$)
    4 - 7 night Minimum Stay
    Luxury 6-BR Pool Home, 1.5 Mi to Disney, Free ~Wi-Fi~, Gameroom
      6 Bedrooms,
    • 4 Bathrooms
      • , Sleeps 15
    • Viewed

    Luxury 6-BR Pool Home, 1.5 Mi to Disney, Free ~Wi-Fi~, Gameroom

    6 Bedrooms,
  • 4 Bathrooms
    • , Sleeps 15
    1. Kissimmee Area  >
    2. Windsor Hills House
    #81775vb

    C$207 - C$393
    per night (C$)
    2 - 5 night Minimum Stay
    1 2 3 4 5 ....15
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