Windsor Hills Rentals USA Florida Orlando Windsor Hills

Paradise Townhome | House in Windsor Hills, Florida

New Windsor Hills, Kissimmee, Florida, USA
Avg. Price US $473  Night
US $292 Night
US $598 Night

With a stay at this vacation home in Kissimmee (Windsor Hills), you'll be within a 15-minute drive of Disney's Blizzard Beach Water Park and Orlando Vineland Premium Outlets. Featured amenities include a business center, express check-in, and express check-out. Limited parking is available onsite.

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Villa
Outstanding 6 Bed Villa, Pool & Spa, Superb Lakefront Setting, 5* Windsor Hills
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like-icon 10.0
Exceptional
( 205 Reviews )
6 Bedrooms 4 Bathrooms 12 Guests 2812 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $481 /Night 7 Nights - $3,370
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House
Dream Villa
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like-icon 8.7
Fabulous
( 3 Reviews )
6 Bedrooms 4 Bathrooms 12 Guests 2174.31 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $231 /Night 7 Nights - $1,617
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Villa
Epic Windsor Hills Pool & Play Retreat
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5 Bedrooms 5 Bathrooms 11 Guests 2342 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $757 /Night 7 Nights - $5,300
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Villa
Hot Tub. Little Mermaid and Harry Potter Theme. Closest To Disney Private Pool
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like-icon 9.6
Exceptional
( 133 Reviews )
6 Bedrooms 4 Bathrooms 13 Guests 3511 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $369 /Night 7 Nights - $2,580
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Villa
Villa Sandringham
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6 Bedrooms 4 Bathrooms 12 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $303 /Night 7 Nights - $2,121
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Villa
Three miles to Disneys
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like-icon 9.8
Exceptional
( 126 Reviews )
7 Bedrooms 4 Bathrooms 14 Guests 3232 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $485 /Night 7 Nights - $3,397
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Villa
Beautiful Luxury 2 Story Home in Windsor Hills! 2 Miles from Disney! villa
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like-icon 8.7
Fabulous
( 3 Reviews )
6 Bedrooms 4 Bathrooms 10 Guests 2464.94 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $382 /Night 7 Nights - $2,674
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Villa
Luxury 5 Star Vacation Villa- Free WiFi & Long Distance
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like-icon 10.0
Exceptional
( 62 Reviews )
4 Bedrooms 4 Bathrooms 8 Guests 1816 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $335 /Night 7 Nights - $2,347
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Villa
Exclusive 5 Star Villa with Private Pool on Windsor Hills Resort, Orlando Villa 4682
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6 Bedrooms 4 Bathrooms 12 Guests 2809.38 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
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US $940 /Night 7 Nights - $6,580
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Villa
Luxury 5 Star Vacation Villa - Frozen Themed Room
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like-icon 9.8
Exceptional
( 70 Reviews )
4 Bedrooms 4 Bathrooms 8 Guests 1816 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $323 /Night 7 Nights - $2,263
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Villa
YOLO HOUSE - WINDSOR HILLS : LUXURY TIKI BAR & BBQ : ALL DAY SUN :NEAR DISNEY
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like-icon 9.4
Exceptional
( 132 Reviews )
6 Bedrooms 2 Bathrooms 13 Guests 30268 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $679 /Night 7 Nights - $4,751
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Villa
Windsor Hills Private Luxury Pool House, Sleeps 13
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like-icon 9.0
Exceptional
( 169 Reviews )
6 Bedrooms 4 Bathrooms 13 Guests 2820 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $366 /Night 7 Nights - $2,561
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Villa
Executive 6 bed, 4 bath home in 5 Star Windsor Hills Resort, minutes from Disney
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like-icon 9.6
Exceptional
( 24 Reviews )
6 Bedrooms 4 Bathrooms 14 Guests 3500 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $296 /Night 7 Nights - $2,070
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Villa
Mickey Pool Villa - 10 minutes to Disney
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like-icon 9.8
Exceptional
( 141 Reviews )
5 Bedrooms 5 Bathrooms 12 Guests 2350 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $355 /Night 7 Nights - $2,484
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Villa
Fabulous 5 Bed, 5 Bath, Pool Villa at 5 Star Windsorhills
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like-icon 9.6
Exceptional
( 81 Reviews )
5 Bedrooms 3 Bathrooms 10 Guests 2300 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $441 /Night 7 Nights - $3,089
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Villa
Renovated Jan 2024 5BR luxury villa in Grand Windsor Hills, 5-Star gated resort
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like-icon 9.4
Exceptional
( 3 Reviews )
5 Bedrooms 3 Bathrooms 12 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $483 /Night 7 Nights - $3,384
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Villa
Welcome to The Windsor Dream!
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like-icon 10.0
Exceptional
( 172 Reviews )
5 Bedrooms 5 Bathrooms 12 Guests 2800 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $455 /Night 7 Nights - $3,185
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Villa
Welcome to The Windsor Fantasy!
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like-icon 10.0
Exceptional
( 164 Reviews )
5 Bedrooms 5 Bathrooms 12 Guests 2800 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $496 /Night 7 Nights - $3,475
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Villa
Windsor Hills Premium MDM 5/5 Lake View Home w/South Pool - 2 mi from Disney
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like-icon 10.0
Exceptional
( 148 Reviews )
5 Bedrooms 5 Bathrooms 12 Guests 2342 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $300 /Night 7 Nights - $2,102
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Villa
6 bed South Facing Pool/Spa Home Free Heat, Disney
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like-icon 10.0
Exceptional
( 144 Reviews )
6 Bedrooms 4 Bathrooms 12 Guests 3500 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $441 /Night 7 Nights - $3,087
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Villa
Cinderella Pool Villa - 10 minutes from Disney
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like-icon 10.0
Exceptional
( 137 Reviews )
5 Bedrooms 5 Bathrooms 12 Guests 2350 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $358 /Night 7 Nights - $2,505
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Villa
Windsor Hills Premium MDM 4/4 Lake View Home w/South-Facing Pool-Near Disney
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like-icon 10.0
Exceptional
( 105 Reviews )
4 Bedrooms 4 Bathrooms 10 Guests 1824 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $298 /Night 7 Nights - $2,085
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Villa
6 Bedroom Resort Home, private pool/spa, FREE Heat
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like-icon 10.0
Exceptional
( 104 Reviews )
6 Bedrooms 4 Bathrooms 12 Guests 3500 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $416 /Night 7 Nights - $2,911
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Villa
Harry Potter Villa - 10 Mins to Disney
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like-icon 10.0
Exceptional
( 93 Reviews )
6 Bedrooms 4 Bathrooms 14 Guests 2800 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $415 /Night 7 Nights - $2,908
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