This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation
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Windsor Hills Vacation Rentals Show this location only Back to top
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Windsor Hills is 1.5 Miles from Disney
3BR+/2BA
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Sleeps 6-8
– Windsor Hills #83238
$115 per night 2 night min stay
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Luxury 5BR/5BA Villa with Games Room, Wifi + Free Pool Heating
5BR+/5BA
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Sleeps 10-12
– Windsor Hills #78866
From $160/nt
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Windsor Hills Reserve-Luxury & Elegance-Sw Pool/Premium Lot
5BR/5BA
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Sleeps 10
– Windsor Hills #175909
$1505 - $2170 per week 7 night min stay
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Windsor Hills Pool View Condo - Closest to the Clubhouse
3BR+/2BA
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Sleeps 6-8
– Windsor Hills #68791
$69- $159
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A Step Above! Our Vacation Property at Windsor Hills!
3BR/2BA
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Sleeps 6
– Windsor Hills #63785
$79 - $125 per night 1-6 night min stay
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Luxury 5 Min. from Disney W/Princess Room,Private Pool,Spa,Pool Table,Wii,Xbox
6BR/4BA
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Sleeps 14
– Windsor Hills #299130
$220 - $350 per night 5-7 night min stay
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5 BR/5 BA Disney Vacation Pool Home
5BR/5BA
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Sleeps 12
– Windsor Hills #146371
$199/nt
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Luxury Home, Windsor Hills, 5 BR/5 BA, Game Room, Internet
5BR/5BA
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Sleeps 12
– Windsor Hills #187237
$195 per night 5 night min stay
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Luxurious 6 Bed Villa, Themed Rooms & Pool with Garden View
6BR/4BA
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Sleeps 12
– Windsor Hills #308496
$225 - $320 per night 4-7 night min stay
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2 Miles to Disney - 5BR/5BA - Wireless Internet & Game Rm
5BR/5BA
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Sleeps 10-11
– Windsor Hills #29653
From $169/nt
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Windsor Hills Reserve Luxury Pool Home W/ Spa,Wi-Fi,Safe,Game Room,All Baby Gear
6BR/4BA
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Sleeps 12
– Windsor Hills #257341
$1680 - $2310 per week 7 night min stay
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Windsor Hills Housemickey Homes! Higher Quality/Great Value! Specials Available!
6BR/4BA
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Sleeps 12
– Windsor Hills #65329
$1370- $1,990/wk
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Up to 20% Off! Stunning 5 Star Condo with Pirate-Themed Kid's Room!
3BR/2BA
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Sleeps 6
– Windsor Hills #235112ha
$89 - $165 per night
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Disney Decor Your Kids Will Love it :-) Private Pool & Spa.
3BR+/3BA
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Sleeps 8
– Windsor Hills #74994
$99 - $105 per night 3-7 night min stay
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Disney Escape at Windsor Hills
3BR+/3BA
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Sleeps 6-8
– Windsor Hills #177472
$110 - $145 per night 3 night min stay
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Windsor Haven-Executive Home with Conservation View
5BR/5BA
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Sleeps 10-11
– Windsor Hills #161707
From $175/nt
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Get 1 Free Night@ Disney Getaway in Windsor Hills - 5 BR/5 BA
5BR/5BA
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Sleeps 10
– Windsor Hills #305941
$159 - $289 per night
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Great Rates! 3BR/3 Full BA Townhome W/Private Pool-Beautiful
3BR+/3BA
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Sleeps 8
– Windsor Hills #51807
From $105/nt
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Beautiful, Spotless Townhouse/South-Facing Pool/Free Wi-Fi
3BR/3BA
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Sleeps 6
– Windsor Hills #165912
$96 - $129 per night
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Spring Special! Oversized Windsor Hills Pool Home- Save up to 15% Off!
6BR/4BA
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Sleeps 12
– Windsor Hills #302517
$209- $305/nt
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Save Big! 5 Star Townhouse Close to Clubhouse. New Upgrades
3BR/3BA
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Sleeps 6
– Windsor Hills #282295ha
$109 - $175 per night
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Gorgeous 5 Star Townhome with New Furniture and Decor
3BR/3BA
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Sleeps 8
– Windsor Hills #337407ha
$109 - $175 per night
- Up to 20% Off! 1.5 Blocks to Clubhouse! Modern Decor & Luxury Design 3BR/3BA – Sleeps 7 – Windsor Hills #281871ha
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New 5 Star Disney Themed Vacation Home Windsor Hills South Facing Pool
6BR/4BA
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Sleeps 12
– Windsor Hills #314218
$225 - $514 per night
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New Luxury 5 Star Vacation Villa
5BR/5BA
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Sleeps 10
– Windsor Hills #314219
$195 - $471 per night
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Waterfront Villa- Close to Clubhouse!
5BR/5BA
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Sleeps 10
– Windsor Hills #293313ha
$165 - $275 per night
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Luxury Disney Villa. Princess, Mickey & Lego Themed Rooms with True South Pool
5BR/5BA
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Sleeps 12
– Windsor Hills #346287ha
$221 - $338 per night 4-7 night min stay
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Last Minute Special*** May 18-28 $100/nt
3BR+/3BA
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Sleeps 6-8
– Windsor Hills #203947
$110 - $179 per night 3-7 night min stay
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Mickey's World Theme Bedroom @ 5* Windsor Hills Resort
3BR+/3BA
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Sleeps 8
– Windsor Hills #193849ha
$105 per night 4 night min stay
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Luxury Disney Villa with South Facing Pool/Spa, Wifi, Game Rm, 2 Mi to Disney
6BR+/4BA
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Sleeps 14
– Windsor Hills #987223ha
$171 - $350 per night
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Get Free Vip Passes & Vip Parking Your Family Will Love =)
3BR+/3BA
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Sleeps 9
– Windsor Hills #380672
120.00+
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Luxury Windsor Hills Condo Less Then 2 Miles to Disney
3BR/2BA
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Sleeps 4-22
– Windsor Hills #51323
From $65/nt
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Luxury Disney Sunrise Villa at Windsor Hills
6BR/4BA
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Sleeps 14
– Windsor Hills #213662ha
$215 - $295 per night
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6 Bed Windsor Hills Pool Home
6BR/4BA
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Sleeps 12
– Windsor Hills #960841ha
$189 - $305 per night
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Lake View Villa -Winnie the Pooh Themed Children's Bedroom
6BR/3.5BA
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Sleeps 14
– Windsor Hills #3485284ha
$189 - $305 per night 4-7 night min stay
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Windsor Hills Reserve Area Lakefront Executive Home
6BR/4BA
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Sleeps 8-12
– Windsor Hills #190576
$200- $300/nt
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Spring Special-up to 20% Off! Sunset View Condo -Tastefully Decorated
3BR/2BA
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Sleeps 6
– Windsor Hills #337394ha
$89 - $145 per night
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Vacation Central Florida! $299/wk Windsor Hills 3 BR Condo!
3BR+/2BA
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Sleeps 8
– Windsor Hills #109178
From $43/nt - $299/wk
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Windsor Hills Pool Home -4 Bed/4 Bath with Clubhouse
4BR/4BA
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Sleeps 8
– Windsor Hills #150613ha
$1155 - $1505 per week 7 night min stay
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2 Miles from Disney,Themed Rms, South Facing Pool
6BR+/4BA
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Sleeps 15
– Windsor Hills #324839ha
$199 - $329 per night 2-5 night min stay
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Spring Special! No Expenses Spared- 5 Star Luxury Upgraded Condo
3BR/2BA
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Sleeps 6
– Windsor Hills #3169052ha
$89 - $165 per night
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June 6 to 9,14 to 16 Special/Free Long Distance/South Pool/New Bedding
3BR+/3BA
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Sleeps 7
– Windsor Hills #401464
$99 - $105 per night 2 night min stay
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Prime Location from Clubhouse, Fun Mickey-Themed Room!
3BR/2BA
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Sleeps 6
– Windsor Hills #933864ha
$89 - $145 per night
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Best Location in Windsor Hills 5/5 Pool Home 2 King Masters No Rear Neighbors
5BR/5BA
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Sleeps 10
– Windsor Hills #345553
$159 - $260 per night
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Spring Special! Comrow Street's Gem-Close to Clubhouse & Pool
2BR/2BA
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Sleeps 4
– Windsor Hills #3469157ha
$75 - $140 per night
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2 Miles from Disney, Exceptional Pool Home, Game Room, Themed Bedroom
5BR/5BA
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Sleeps 13
– Windsor Hills #324841ha
$229 - $299 per night 2-7 night min stay
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3 Bedroom Condo Just 2 Miles 2 Disney - Pool with Slide
3BR+/2BA
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Sleeps 6-8
– Windsor Hills #39282
$95- $125/nt
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South-Facing Luxury Pool Home with Ac Game Room & Upgrades Throughout!
5BR/0BA
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Sleeps 5-10
– Windsor Hills #3505569ha
$185 - $295 per night 4-7 night min stay
- Windsor Hills 3 Bedroom Low Rates 3BR+/2BA – Sleeps 8 – Windsor Hills #926226ha
- Windsor Hills 2 Bedroom Low Rates 2BR+/1BA – Sleeps 6 – Windsor Hills #926232ha
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New Six Bedroom 2 Miles from Disney
6BR/4BA
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Sleeps 16
– Windsor Hills #219033
$186 per night
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Large, Luxury Pool Home Near Disney with No Rear Neighbors, Wi-Fi, Game Room
6BR/4BA
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Sleeps 12-14
– Windsor Hills #460523
$225 - $300 per night 3-5 night min stay
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Great Rates! 4BR/2BA Villa W/ Private Pool, Game Room, Free Wi-Fi
4BR/2BA
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Sleeps 10
– Windsor Hills #421014
$114 per night 4 night min stay
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End Unit Townhome W/South Facing Pool in Windsor Hills
3BR+/3BA
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Sleeps 6-8
– Windsor Hills #439847
$110 - $137 per night 3-5 night min stay
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5 Bed Windsor Hills Pool Home
5BR/5BA
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Sleeps 8-10
– Windsor Hills #3488157ha
$150 - $259 per night 4-7 night min stay
- Just 2 Miles from Disney! 5/5 Luxury Pool Home Windsor Hills 5BR+/5BA – Sleeps 12 – Windsor Hills #218191ha
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A Unique Villa with South Facing Pool and No Rear Neighbors
6BR+/4BA
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Sleeps 14
– Windsor Hills #345988ha
$185 - $375 per night
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Beautiful 5 Bed/5 Bath, Close to Disney, Across from Play Yard
5BR/5BA
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Sleeps 10
– Windsor Hills #380284
$200 - $342 per night 4-7 night min stay
- Very Private Home. No Rear Neighbors Open Lot to Right of Home. 6BR/4BA – Sleeps 12 – Windsor Hills #972132ha
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5 Bedroom, 5 Bathroom, 1 Ml to Disney - April/May Special!!
5BR/5BA
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Sleeps 12
– Windsor Hills #465215
$199 - $329 per night 3-5 night min stay
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Exclusive Offer: Book This 4 BR for 7+ Nights, Get $100 Off Tickets!
4BR/3BA
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Sleeps 10
– Windsor Hills #390091ha
$190 - $250 per night 3-5 night min stay
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Exclusive Offer: Book Now, Get $100 Off Disney Tickets!
6BR/4BA
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Sleeps 14
– Windsor Hills #390092ha
$145 - $170 per night 3-5 night min stay
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5 Mins from Disney. Private and Resort Pools. 55" Hdtv. Sleeps 10!
5BR/5BA
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Sleeps 10
– Windsor Hills #468758
$299 - $483 per night
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Elegant 6bed/4bath - 2 Miles from Disney
6BR+/4BA
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Sleeps 12-14
– Windsor Hills #380286
From $200/nt
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New Windsor Hills Listing***4 Bed/4 Bath Pool Home
4BR/4BA
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Sleeps 8
– Windsor Hills #472885
$179 - $249 per night 3-7 night min stay
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Luxurious 6 Bedroom Windsor Hills Pool Home
6BR/4BA
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Sleeps 13
– Windsor Hills #3482350ha
$210 - $300 per night 5-7 night min stay
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New Luxury Renovated 6 BR * Free Wifi, 2 Miles to Disney
6BR/4BA
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Sleeps 15
– Windsor Hills #3483418ha
$199 - $379 per night 4-7 night min stay
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Luxury Pool Home Sleeps 14 - Windsor Hills - Disney
6BR/4BA
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Sleeps 14
– Windsor Hills #298657
From $183/ Night
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Beautiful Vacation Home Near Disney - June 8-16 Available
5BR/5BA
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Sleeps 10
– Windsor Hills #388718
From $900/wk (low season)
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Townhouse End Unit, South Facing Pool, Privacy Green Space!
3BR+/3BA
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Sleeps 8
– Windsor Hills #440073
$499 per week 7 night min stay
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Windsor Hills Pool Home - 4 Bed/4 Bath with Clubhouse
4BR/4BA
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Sleeps 6-8
– Windsor Hills #911633ha
$1085 - $1505 per week 7 night min stay
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6 Bedrooms, 4 Bath with 2 Kings, Sleeps 12 - Newest Area of Wh
6BR/4BA
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Sleeps 12
– Windsor Hills #3512202ha
$1470 - $1890 per week 7 night min stay
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6 Bedrooms, 4 Bath with 2 Kings, Sleeps 12 - Close to Clubhouse
6BR/4BA
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Sleeps 12
– Windsor Hills #3512198ha
$1470 - $1890 per week 7 night min stay
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Windsor Hills Fireworks View 402!
2BR/2BA
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Sleeps 6
– Windsor Hills #461913
$399 per week 7 night min stay
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Disney Dreamin' 3BR/3BA End Unit, Courtyard, Mickey Room!
3BR/3BA
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Sleeps 6-7
– Windsor Hills #74404
$105 per night 2 night min stay
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3BR/3BA Townhouse with Pool & Wireless High-Speed Internet!
3BR/3BA
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Sleeps 6-8
– Windsor Hills #106900
$90 - $175 per night 5 night min stay
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South Facing Pool - No Rear Neighbors - Right Near Clubhouse
5BR/5BA
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Sleeps 10-12
– Windsor Hills #93534
$1,599 to $3,199/wk (plus tax)
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Best Family Resort..Perfect Location-Disney Awesome Bunk Bed!
2BR+/2BA
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Sleeps 5
– Windsor Hills #64214
From $79/nt
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Townhome, Minutes Away from Disney
3BR/3BA
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Sleeps 3-8
– Windsor Hills #1899
$95 per night 3 night min stay
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3bd/3BA --Close to Clubhouse--Free Wi
3BR+/3BA
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Sleeps 6-8
– Windsor Hills #78298
$90-$119/nt - $630- $833/wk
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Closest to Disney! 6BR W/ Pool, Spa, Gameroom in Windsor Hills
6BR+/4BA
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Sleeps 12-14
– Windsor Hills #33561
$219 - $299 per night 4-7 night min stay
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Luxury 6 BR/4 BA 5 Star Villa in Windsor Hills, Wifi, Game
6BR/4BA
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Sleeps 12-14
– Windsor Hills #88224
From $160/nt - $1195/wk
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New Luxury 6 BR Disney Themed, Pool & Spa, Closest to Parks!
6BR+/4BA
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Sleeps 15
– Windsor Hills #255398
$230 - $320 per night 4-7 night min stay
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Windsorhillstownhomes.Com Are the Best!
3BR+/3BA
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Sleeps 6-8
– Windsor Hills #336624
$110 - $130 per night 1 night min stay
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Selective May/June Discounts
3BR+/2BA
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Sleeps 6-8
– Windsor Hills #119332
From $65/nt - $455/wk
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Mickey Home W/ Private Pool 2 Miles to Disney - Windsor Hills
3BR/3BA
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Sleeps 6
– Windsor Hills #194781
$115- $145/nt
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Southern Living - a True - 'Home Away from Home' Reduced Rates
3BR/2BA
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Sleeps 6-8
– Windsor Hills #89676
$85 per night 2 night min stay
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Enjoy the Ultimate Disney Experience in a Windsor Hills Condo!
3BR+/2BA
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Sleeps 6-8
– Windsor Hills #11745
$85- $135/nt
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Superb Newly Decorated Luxury 6 BR Villa in Windsor Hills
6BR+/4BA
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Sleeps 12-14
– Windsor Hills #227354
$1300 - $2100
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Get a Latitude Adjustment
3BR+/3BA
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Sleeps 6-8
– Windsor Hills #154953
$110 - $150 per night 2-4 night min stay
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3 Bedroom Beauty Close to Disney
3BR/2BA
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Sleeps 6
– Windsor Hills #126168
$120 per night 2 night min stay
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Canadian Owned - South Facing Pool & Spa - See Video & Reviews
4BR/4BA
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Sleeps 8
– Windsor Hills #88027
From $1050/wk
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Simply the Best - Private and Perfect
4BR/4BA
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Sleeps 8
– Windsor Hills #138653
From $196/nt to $356/nt for peak times
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Superb Home in Windsor Hills - *Special Offers Available*
3BR+/2BA
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Sleeps 6
– Windsor Hills #12143
From $79- $99/nt
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Luxury 6BR/4BA Family Home in Windsor Hills with Private Pool
6BR+/4BA
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Sleeps 15
– Windsor Hills #135097
$200- $260/nt
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6 Bed, 4 Bath Villa Situated in the 5 Star Resort of Windsor Hills 6BR+/3BA – Sleeps 14 – Windsor Hills #69310ha
Special offer Reductions on all dates to Oct 4th 2013
Apr 16, 2013 to Oct 4, 2013
$164 - $340 per night -
King Size Master-Well Maintained- Free High Speed Internet !
3BR+/2BA
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Sleeps 6-8
– Windsor Hills #63193
$135 - $139 per night 2 night min stay
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Windsor Hills - Vacation in Style - Just Minutes from Disney!
3BR+/3BA
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Sleeps 6-8
– Windsor Hills #86218
From $99/nt - $690/wk
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You'll Never Want to Stay in a Hotel Again!
2BR/2BA
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Sleeps 4-6
– Windsor Hills #12339
$75- $125/nt
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May/June Offers**South Facing Pool, Games Room, Free Wifi, 2 Miles to Disney
5BR/4BA
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Sleeps 10-12
– Windsor Hills #440684ha
$169 - $249 per night
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Windsor Hills is 1.5 Miles from Disney
3BR+/2BA
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Sleeps 6-8
– Windsor Hills #83238
Overview of Windsor Hills Vacation Rentals
Windsor Hills Vacation Rentals by Owner in Kissimmee
Find ideal vacation rentals in Windsor Hills on VRBO for your Orlando Vacation. Our Windsor Hills vacation villa owners look forward to welcoming you to this resort community located in Kissimmee, Florida, just minutes from Orlando’s many attractions. Windsor Hills vacation homes offer your family or travel group so much more than Orlando hotels: enjoy full kitchens, private bedrooms and bathrooms, and outdoor living areas along with resort amenities in Windsor Hills.
Things to Do and Places to Go Near Windsor Hills Resort Rentals
Windsor Hills Orlando rentals are near all the attractions you want to see when you vacation in Orlando – Windsor Hills is one of the closest communities to Walt Disney World, so you can spend the day at the theme parks and lose no time getting there. Your vacation villa or condo in Windsor Hills is close to hundreds of great places to eat, so grab a bite or make reservations for your group. Start your day in Universal Studios at Universal Islands of Adventure Confiscso Grille for a fun and entertaining breakfast; enjoy a feast and an experience at Roy’s Hawaiian Fusion Cuisine; dine at award-winning Hawk’s Landing Steakhouse & Grille; satisfy any craving at the Epcot Center World Showcase eateries.
The amenities in Windsor Hills Resort will tempt you to stay close to home to enjoy the resort-style pools, lighted tennis courts, playground, gym and more. Windsor Hills vacation homes are close to shopping, stores and restaurants along I-Drive (International Drive) and close to indoor and outdoor fun in Orlando. Shop for bargains at factory discount malls Lake Buena Vista Factory Stores, Orlando Premium Outlets and Prime Outlets International Orlando. Play golf or take a lesson at Mystic Dunes Golf Club. Get outside and see Orlando from the air on a hot air balloon ride, or see it from the waterways on an airboat adventure tour. With so much to do in Orlando, you’ll love coming home to your Windsor Hills Resort rental home to relax and recharge.
Windsor Hills Villas in Orlando, Florida
Windsor Hills vacation villas and condos are ideally located close to Orlando International Airport and to Disney World. VRBO owners typically offer their Windsor Hills properties year round to accommodate the best time for your Orlando vacation, and in central Florida’s warm climate, you can’t choose a bad time of year to visit. Gather your loved ones for a memorable Orlando vacation, and find the perfect Windsor Hill villa rentals for your group right here on VRBO.
Windsor Hills vacation rentals in Kissimmee are located at 2600 N Old Lake Wilson Rd, Kissimmee, FL 34747.