Destination: Search
Great Rentals is part of HomeAway.com, the world's leading vacation rentals marketplace. Search over 170,000 vacation rentals properties now! Click here to see more Windsor Hills Vacation Rentals

Windsor Hills Vacation Rental Accommodations - Page 1 of 5

Go to page 1 2 3 4 5 (1-50 of 229) Next Last
Sort by: Show rentals per page
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 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
Back to Top

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
Back to Top

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
Back to Top

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
Back to Top

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

Windsor Hills First Floor Condo - Spiderman and Disney Princess Themed Bedrooms

  • 3 BR/2 BA Condo (sleeps 7) accept credit card, wheelchair accessible, Lake, Resort, Communal Pool, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Windsor Hills Best Location in Windsor Hills 5/5 Pool Home 2 King Masters No Rear Neighbors

  • 5 BR/5 BA Villa (sleeps 10)
    $200 - $235/nt
    $1,400 - $1,645/wk
    $4,760 - $5,600/month
    per property, accept credit card, wheelchair accessible, Resort, Private Pool, Communal Pool, Jacuzzi, Tennis Court, Fitness Room / Equipment

Windsor Hills June 22 - July 20th AVAILABLE! 5 Bed Villa Overlooking Lake

  • 5 BR/5 BA House (sleeps 10)
    $165 - $275/nt
    $1,155 - $1,925/wk
    per property, accept credit card, Resort, Private Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Windsor Hills Luxury Disney Villa with South Facing Pool/Spa, WiFi, Game Rm, 2 mi to Disney

  • 6 BR/4 BA Villa (sleeps 14)
    $199 - $350/nt
    $1,199 - $2,399/wk
    per property, accept credit card, wheelchair accessible, Downtown, Lake, Resort, Town, Private Pool, Communal Pool, Jacuzzi, Tennis Court, Fitness Room / Equipment

Windsor Hills NO Expenses Spared- 5 Star Luxury Upgraded Condo

  • 3 BR/2 BA Condo (sleeps 6)
    $89 - $165/nt
    $623 - $1,155/wk
    per property, wheelchair accessible, Resort, Communal Pool, Tennis Court, Balcony, Fitness Room / Equipment, Air Conditioning, Internet

Windsor Hills Comrow Street's Gem-Close to Clubhouse & Pool

  • 2 BR/2 BA Condo (sleeps 4)
    $75 - $140/nt
    $525 - $980/wk
    per property, Resort, Town, Communal Pool, Internet, Television, DVD Player

Windsor Hills Windsor Castle - Luxury West-Facing Pool Villa

  • 6 BR/4 BA House (sleeps 14) wheelchair accessible, Resort, Town, Private Pool, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television
Back to Top
Go to page 1 2 3 4 5 (1-50 of 229) Next Last

© 1996-Present HomeAway.com, Inc. All rights reserved.

Use of this Web site constitutes acceptance of the GreatRentals.com Terms and Conditions and Privacy Policy.