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 227) Next Last
Sort by: Show rentals per page

Windsor Hills 3BD/3BA - close to clubhouse - free wifi

  • 3 BR/3 BA Townhome (sleeps 8)
    $90 - $105/nt
    $630 - $735/wk
    per property, accept credit card, Resort, Private Pool, Communal Pool, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Windsor Hills Windsor Hills Pool View Condo - Closest to Windsor Hills clubhouse

  • 3 BR/2 BA Condo (sleeps 8)
    $79 - $159/nt
    per property, accept credit card, wheelchair accessible, Beach, Resort, Waterfront, Communal Pool, Tennis Court, Lawn / Garden, Balcony, Fitness Room / Equipment

Windsor Hills Special Discount Aug25-Sep26!! Luxury Villa,50in HDTV, Superb Game Rm

  • 6 BR/4 BA Villa (sleeps 14)
    $219 - $269/nt
    $1,500 - $2,300/wk
    per property, accept credit card, wheelchair accessible, Resort, Private Pool, Communal Pool, Jacuzzi, Tennis Court, Air Conditioning

Windsor Hills Aug17 - Sep30 Discount!! Waterfront, Sunny Pool, Great Game Room

  • 6 BR/4 BA Villa (sleeps 14)
    $219 - $269/nt
    $1,500 - $2,400/wk
    per property, accept credit card, wheelchair accessible, Private Pool, Communal Pool, Tennis Court, Air Conditioning, Internet, Satellite / Cable

Windsor Hills Jul27-Aug4, Aug17-24 Avail!! Fun Game Rm, Harry Potter Theme Rm, Sunny Pool/Spa

  • 6 BR/4 BA Villa (sleeps 14)
    $219 - $279/nt
    $1,500 - $2,300/wk
    per property, accept credit card, Resort, Private Pool, Communal Pool, Tennis Court, Air Conditioning, Internet, Satellite / Cable

Windsor Hills Windsor Hills Resort. Beautiful 3bd 2br Just 1.5 Miles Away From Disney

  • 3 BR/2 BA Condo (sleeps 8) wheelchair accessible, Resort, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Windsor Hills 2010, Windsor Hills, 6 Bed, Sth Face, Pool/ Spa, Free calls & Wi-Fi, Games Rm

  • 6 BR/4 BA Villa (sleeps 14)
    $202 - $361/nt
    $1,310 - $2,124/wk
    per property, accept credit card, wheelchair accessible, Resort, Town, Private Pool, Communal Pool, Jacuzzi, Lawn / Garden, Fitness Room / Equipment

Windsor Hills Close to Disney! Sleeps 8 People! Private Pool/spa! New Furniture!

  • 3 BR/3 BA Townhome (sleeps 8) Private Pool, Communal Pool, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Windsor Hills June Upgrades! - Luxury Windsor Hills Condo

  • 3 BR/2 BA Condo (sleeps 8) wheelchair accessible, Resort, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Windsor Hills 6 Bed Windsor Hills Pool Home

  • 6 BR/4 BA House (sleeps 12)
    $189 - $305/nt
    $1,323 - $2,135/wk
    per property, accept credit card, wheelchair accessible, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking
Back to Top

Windsor Hills LAST MINUTE DISCOUNTS AVAILABLE!

  • 5 BR/5 BA House (sleeps 10) accept credit card, Beach, Resort, Private Pool, Communal Pool, Tennis Court, terrace, Fitness Room / Equipment, Air Conditioning

Windsor Hills WINDSOR HILLS LUXURY 3BR 3BA PRIVATE POOL TOWN VILLA - 1.5 miles to Dsny

  • 3 BR/3 BA Townhome (sleeps 8)
    $125 - $155/nt
    $845 - $1,085/wk
    per property, accept credit card, Resort, Private Pool, Communal Pool, Tennis Court, Air Conditioning, Internet, Satellite / Cable

Windsor Hills Great rates! 1.5 Miles to Disney - Luxury 3BR/3BATHs Townhome w/Pool - Sleeps 8

  • 3 BR/3 BA Townhome (sleeps 8)
    $99 - $120/nt
    $693 - $840/wk
    per property, accept credit card, Resort, Private Pool, Communal Pool, Tennis Court, Fitness Room / Equipment, Air Conditioning, Internet

Windsor Hills Luxury Home with South Facing Pool -Air-Conditioned Game Room- 2 miles to Disney

  • 6 BR/4 BA House (sleeps 14)
    $225 - $300/nt
    $1,505 - $2,030/wk
    per property, accept credit card, Resort, Town, Private Pool, Communal Pool, Tennis Court, Fitness Room / Equipment, Air Conditioning, Internet

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
Back to Top

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 Special/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
Go to page 1 2 3 4 5 (1-50 of 227) 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.