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Windsor Hills Vacation Rental Accommodations - Page 1 of 5

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SPECIAL OFFER! LAST MINUTE DEAL June 9 - June 19

Windsor Hills Wow! Luxury SOUTH Facing Executive Villa with Pool, Spa & Large Games Room

  • 6 BR/4 BA Villa (sleeps 14)
    $240 - $375/nt
    $1,680 - $2,625/wk
    per property, wheelchair accessible, Resort, Private Pool, Communal Pool, Jacuzzi, Tennis Court, Lawn / Garden, Fitness Room / Equipment

Windsor Hills Disney Townhouse Brand New Free VIP Passes . Only 1 mile to Disney

  • 3 BR/3 BA Townhome (sleeps 8) Resort, Private Pool, Tennis Court, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable, Television

Windsor Hills Newly Decorated Luxury Villa/Windsor Hills Community-New Tile on Main Level

  • 6 BR/4 BA Villa (sleeps 14)
    $197 - $308/nt
    $1,375 - $2,150/wk
    per property, accept credit card, Resort, Private Pool, Communal Pool, Tennis Court, Lawn / Garden, Fitness Room / Equipment, Air Conditioning

Windsor Hills DELUXE 5 BED 5 BATH VACATION PARADISE

  • 5 BR/5 BA House (sleeps 10)
    $195 - $459/nt
    $2,495 - $3,295/wk
    per property, accept credit card, wheelchair accessible, Resort, Private Pool, Communal Pool, Tennis Court, Fitness Room / Equipment, Air Conditioning

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

  • 6 BR/4 BA House (sleeps 12)
    $225 - $399/nt
    $2,395 - $3,595/wk
    per property, accept credit card, wheelchair accessible, Resort, Private Pool, Tennis Court, Air Conditioning, Internet, Satellite / Cable

Windsor Hills 5 Bed Windsor Hills Pool Home

  • 5 BR/5 BA House (sleeps 10) wheelchair accessible, Resort, Private Pool, Communal Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable

Windsor Hills 2576 Archfeld Blvd

  • 6 BR/4 BA Condo (sleeps 12)
    $383 - $518/nt
    $2,681 - $3,626/wk
    per property, Television

Windsor Hills Luxury for You, Fun for the Whole Family! 3BR/3BA Townhome Near Disney

  • 3 BR/3 BA Townhome (sleeps 8)
    $130/nt
    per property, accept credit card, Private Pool, Communal Pool, Tennis Court, Air Conditioning, Internet, Satellite / Cable, Television

Windsor Hills July 17 to 21 available/South pool/New beddings/Free long distance

  • 3 BR/3 BA Townhome (sleeps 7)
    $99 - $135/nt
    $693 - $945/wk
    per property, accept credit card, Lake, Resort, Town, Village, Private Pool, Communal Pool, Sauna, Tennis Court, Lawn / Garden, Fitness Room / Equipment

Windsor Hills Windsor Hills Resort Luxury Townhouse 2 miles to Disney, Pool & WiFi

  • 3 BR/3 BA Townhome (sleeps 7) limited accessibility, Resort, Town, Private Pool, Communal Pool, Lawn / Garden, Fitness Room / Equipment, Air Conditioning, Internet

Windsor Hills 3 Bedroom/ 3 Bath Windsor Hills Town Home Sleeps 6

  • 3 BR/3 BA Townhome (sleeps 6)
    $100 - $150/nt
    $700 - $1,050/wk
    per property, accept credit card, Resort, Private Pool, Communal Pool, Satellite / Cable, Television, DVD Player

Windsor Hills Windsor Hills 5Bed / 5Bath with Prime Resort Location!!!

  • 5 BR/5 BA House (sleeps 12)
    $170 - $225/nt
    $1,190 - $1,575/wk
    per property, accept credit card, wheelchair accessible, Lake, Resort, Private Pool, Communal Pool, Air Conditioning, Internet, Television

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

  • 6 BR/4 BA House (sleeps 12)
    $240 - $330/nt
    $1,680 - $2,310/wk
    per property, accept credit card, wheelchair accessible, Resort, Private Pool, Communal Pool, Tennis Court, Fitness Room / Equipment, Air Conditioning

Windsor Hills New Owners, New Renovation, Welcome Specials Available - OCT and Nov

  • 6 BR/4 BA House (sleeps 16) wheelchair accessible, Resort, Private Pool, Communal Pool, Lawn / Garden, Air Conditioning, Internet, Television

Windsor Hills Luxury Orlando Condominium 1.5 Miles From Disney!

  • 2 BR/2 BA Condo (sleeps 6)
    $79 - $139/nt
    $553 - $973/wk
    per property, accept credit card, Resort, Communal Pool, Tennis Court, Balcony, Fitness Room / Equipment, Air Conditioning, Internet

Windsor Hills WindsorHillsTownhomes.com are the Best!

  • 3 BR/3 BA Townhome (sleeps 8) accept credit card, limited accessibility, Resort, Private Pool, Communal Pool, Sauna, Lawn / Garden, Air Conditioning

Windsor Hills Luxury Disney Villa. Princess, Mickey & Lego themed rooms with True South Pool

  • 5 BR/5 BA House (sleeps 12) accept credit card, Resort, Town, Private Pool, Tennis Court, Fitness Room / Equipment, Air Conditioning, Internet, Television

Windsor Hills Well Appointed Luxury in Windsor Hills Resort 3 miles from Disney!

  • 5 BR/5 BA Villa (sleeps 10)
    $169 - $279/nt
    $1,183 - $1,953/wk
    $4,500 - $5,000/month
    per property, accept credit card, Resort, Private Pool, Communal Pool, Jacuzzi, Tennis Court, Fitness Room / Equipment, Air Conditioning

Windsor Hills Windsor Hills Luxury Condo, 1.5 mi to Disney, 2 Masters, Free Wi-Fi

  • 3 BR/2 BA Condo (sleeps 8)
    $100 - $175/nt
    $560 - $980/wk
    per property, accept credit card, wheelchair accessible, Near The Ocean, Resort, Communal Pool, Jacuzzi, Tennis Court, Balcony, Fitness Room / Equipment

Windsor Hills 6 BR 2 Miles To Disney $1,299 Per Week With No Cleaning Fee

  • 6 BR/4 BA House (sleeps 12)
    $1,299/wk
    per property, accept credit card, Resort, Private Pool, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television

Windsor Hills Luxury Living Right Next to Disney : September, October Specials !!!!

  • 4 BR/4 BA House (sleeps 8)
    $1,050 - $1,250/wk
    per property, Resort, Town, Private Pool, Air Conditioning, Satellite / Cable, Television, DVD Player, Parking

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

  • 6 BR/4 BA House (sleeps 12)
    $160 - $200/nt
    $1,120 - $1,400/wk
    per property, accept credit card, Resort, Private Pool, Communal Pool, Jacuzzi, Lawn / Garden, Fitness Room / Equipment, Air Conditioning

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

  • 5 BR/5 BA House (sleeps 10)
    $215 - $305/nt
    $1,505 - $2,135/wk
    per property, accept credit card, limited accessibility, Lake, Resort, Private Pool, Communal Pool, Tennis Court, Lawn / Garden, Fitness Room / Equipment

Windsor Hills South-Facing Pool Home with AC Game Room, Harry Potter & Tinkerbell Theme Room

  • 5 BR/4 BA House (sleeps 10) Private Pool, Communal Pool, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Windsor Hills Prime Location from Clubhouse, Fun Mickey-themed Room!

  • 3 BR/2 BA Condo (sleeps 6)
    $89 - $145/nt
    $623 - $1,015/wk
    per property, Communal Pool, Air Conditioning, Internet, Satellite / Cable, DVD Player

Windsor Hills Gorgeous 5 Star Townhome with new furniture and decor

  • 3 BR/3 BA Townhome (sleeps 8)
    $109 - $175/nt
    $763 - $1,225/wk
    per property, wheelchair accessible, Resort, Private Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Windsor Hills Sunset View Condo -Tastefully decorated

  • 3 BR/2 BA Condo (sleeps 6)
    $89 - $145/nt
    $623 - $1,015/wk
    per property, Resort, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Windsor Hills 1.5 blocks to clubhouse! Modern Decor & Luxury design

  • 3 BR/3 BA Townhome (sleeps 7) accept credit card, Resort, Communal Pool, Fitness Room / Equipment, Air Conditioning, Internet, DVD Player

Windsor Hills Stunning 5 Star Condo with Pirate-themed Kid's Room!

  • 3 BR/2 BA Condo (sleeps 6)
    $89 - $165/nt
    $623 - $1,155/wk
    per property, accept credit card, Resort, Communal Pool, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable, Television

Windsor Hills Luxury 5 BR pool villa, closest to Disney, closest to the Clubhouse!

  • 5 BR/5 BA Villa (sleeps 12)
    $135 - $275/nt
    per property, accept credit card, wheelchair accessible, Resort, Private Pool, Communal Pool, Jacuzzi, Tennis Court, terrace

Windsor Hills Beautiful, Spotless Townhouse/South-facing Pool/Free WI-Fi

  • 3 BR/3 BA Townhome (sleeps 6)
    $99 - $125/nt
    $675 - $900/wk
    per property, accept credit card, Resort, Rural, Private Pool, Communal Pool, Tennis Court, Air Conditioning, Internet, Satellite / Cable

Windsor Hills Stunning 3 bedroom townhouse with secluded splash pool

  • 3 BR/3 BA Townhome (sleeps 8)
    $940/wk
    per property, accept credit card, Resort, Town, Private Pool, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television

Windsor Hills Windsor Hills Resort Luxury 4 bed/ 4 bath Villa with pool & spa

  • 4 BR/4 BA Villa (sleeps 10)
    $175 - $205/nt
    $1,050 - $1,230/wk
    per property, Resort, Private Pool, Communal Pool, Jacuzzi, Tennis Court, Fitness Room / Equipment, Air Conditioning, Internet

Windsor Hills Luxury 3-Bedroom Condo 2 miles from Disney

  • 3 BR/2 BA Condo (sleeps 6)
    $80 - $89/nt
    $560 - $623/wk
    per property, accept credit card, Resort, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Windsor Hills Huge 6BR Villa-Pool & Spa-1.5 Mi. to Disney-2 Masters-WiFi-Game room

  • 6 BR/4 BA House (sleeps 14)
    $200 - $380/nt
    $1,120 - $2,128/wk
    per property, accept credit card, wheelchair accessible, Near The Ocean, Resort, Private Pool, Communal Pool, Jacuzzi, Tennis Court, Lawn / Garden

Windsor Hills South facing pool, Games Room, free WiFi, 2 miles to Disney **2013 discounts**

  • 5 BR/5 BA Villa (sleeps 12)
    $169 - $249/nt
    per property, accept credit card, Resort, Town, Private Pool, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television

Windsor Hills 2 Miles from Disney,Themed RMs, South Facing Pool

  • 6 BR/4 BA House (sleeps 15) limited accessibility, Resort, Private Pool, Communal Pool, Lawn / Garden, Fitness Room / Equipment, Air Conditioning, Internet

Windsor Hills South Facing Pool & Spa - Canadian Owned

  • 4 BR/4 BA Villa (sleeps 8)
    $1,250 - $1,600/wk
    per property, accept credit card, Resort, Private Pool, Communal Pool, Tennis Court, Fitness Room / Equipment, Air Conditioning, Internet

Windsor Hills Windsor Hills 5bed/5 bath/south facing/free WiFi/games room/baby equipment

  • 5 BR/5 BA Villa (sleeps 10)
    $185 - $275/nt
    $1,295 - $1,925/wk
    per property, accept credit card, wheelchair accessible, Resort, Rural, Private Pool, Communal Pool, Air Conditioning, Internet, Television

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

  • 6 BR/4 BA Villa (sleeps 12)
    $220 - $320/nt
    per property, accept credit card, wheelchair accessible, Resort, Town, Private Pool, Communal Pool, Air Conditioning, Internet, Satellite / Cable

Windsor Hills A Magical 5 Bed/5 Bath Pool Home 2 Miles from the Gates of Disney

  • 5 BR/5 BA House (sleeps 12)
    $179 - $249/nt
    $1,139 - $1,743/wk
    per property, accept credit card, Resort, Private Pool, Communal Pool, Jacuzzi, Tennis Court, pets considered, Fitness Room / Equipment

Windsor Hills Large Elegant Villa in Windsor Hills - Private Pool & Game Room! (AF2615)

  • 6 BR/4 BA House (sleeps 12)
    $185 - $280/nt
    per property, Balcony, Air Conditioning, Internet, Television, Parking

Windsor Hills 5 Bedroom Home in Windsor Hills Resort - 2.5 Miles from Disney World! (TB7783)

  • 5 BR/5 BA House (sleeps 12)
    $157 - $190/nt
    per property, Fitness Room / Equipment, Internet, Television

Windsor Hills 5-BR Home Away From Home with Private Pool - Near Disney! *Pet Friendly*

  • 5 BR/3 BA, 1 half bath House (sleeps 12)
    $115 - $145/nt
    $770 - $945/wk
    per property, pets considered, Air Conditioning, Internet, Television, Parking

Windsor Hills Luxury Townhouse With Princess and Lego Themed Rooms

  • 3 BR/3 BA Townhome (sleeps 8) wheelchair accessible, Resort, Private Pool, Communal Pool, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Windsor Hills Mickey and Friends themed 2 bed, 2 bath condo, Highspeed WIFI, PS3, Great Rates!

  • 2 BR/2 BA Condo (sleeps 6)
    $85 - $125/nt
    $595 - $875/wk
    per property, accept credit card, Resort, Communal Pool, Tennis Court, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Windsor Hills Luxurious Pool Home In 5-star Windsor Hills Resort

  • 4 BR/4 BA Villa (sleeps 8) wheelchair accessible, Resort, Private Pool, Communal Pool, Lawn / Garden, Fitness Room / Equipment, Air Conditioning, Internet

Windsor Hills 3 Kid's Theme Rooms, Princess, Mickey and STAR WAR! South Facing Pool

  • 5 BR/5 BA House (sleeps 12) accept credit card, wheelchair accessible, Resort, Town, Private Pool, Tennis Court, Air Conditioning, Internet, Satellite / Cable

Windsor Hills Waterfront 3BR Condo w/Private Terrace * Family-Friendly (OAK2847)

  • 3 BR/2 BA Condo (sleeps 8)
    $120 - $134/nt
    per property, Balcony, Fitness Room / Equipment, Internet, Television

Windsor Hills 3BR Waterfront Condo in Oakwater Resort w/Private Terrace (OAK2841)

  • 3 BR/2 BA Condo (sleeps 8)
    $120 - $134/nt
    per property, Balcony, Fitness Room / Equipment, Internet, Television, Parking
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