Kissimmee Area Condo Rentals Long Term Rentals(152)
Windsor Hills Luxury Condo, 1.5 mi to Disney, 2 Masters, Free Wi-Fi
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$100 -
$175
per night
3 - 5 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 8
Luxury Windsor Hills Condo! Disney Themed Bedroom! Walking distance to the pool
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$75 -
$130
per night
3 - 4 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 8
Stay In June & July Save Now! Rent A Home In Reunion Disney/Orlando Resort
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$99 -
$175
per night
3 - 7 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 8
Water Park Access - Reunion VIP Prime Location Golfview Villa
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 10
$149 -
$199
per night
3 night minimum stay
- 3 BR,
- 3 BA,
- Sleeps 10
Near Disney Home Away from Home
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$60 -
$95
per night
3 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 8
First Floor Condo - Spiderman and Disney Princess Themed Bedrooms
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 7
- 3 BR,
- 2 BA,
- Sleeps 7
Windsor Hills Fireworks View 402!
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$399
per week
7 night minimum stay
- 2 BR,
- 2 BA,
- Sleeps 6
The Cortile Getaway near Disney - Orland Vacation Rental, Pool/Spa
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$59 -
$99
per night
2 - 4 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 8
3BR/2BA Ground Floor Condo w/ WiFi in Beautiful Gated Windsor Palms
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$59 -
$82
per night
5 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 8
Windsor Hills Pool View Condo - Closest to Windsor Hills clubhouse
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$79 -
$159
per night
2 - 7 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 8
JUN-AUG DISCOUNTS!! 2BR/2BA/Loft Resort Condo - 3 Miles from Disney!
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 8
$69 -
$100
per night
2 - 3 night minimum stay
- 2 BR,
- 2 BA,
- Sleeps 8
Reunion Resort luxury Golf View 3BR/3BA Condo-Water Park
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 8
- 3 BR,
- 3 BA,
- Sleeps 8
Disney World 1 Miles Away, Luxury Lake View Condo,Grand Openning Low Rate
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$59 -
$510
per night
1 - 4 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 8
Disney by, Celabration, Kissimmee, family condo, gated, Free WI-FI
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 7
- 3 BR,
- 2 BA,
- Sleeps 7
Gorgeous 3BR Condo-Golf/Waterpark/Spa/Tennis-Disney 5 Min Away-Sleeps 8
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$90 -
$200
per night
3 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 8
Paradise Two Near Disney Home Away from Home
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$60 -
$95
per night
3 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 8
Paradise Three Near Disney Home Away from Home
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$60 -
$95
per night
3 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 8
5* Luxury 3 BR/2 BA Resort Condo with Pool - Just 6 miles to Disney
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$99 -
$149
per night
3 - 7 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 8
Orlando condo rental guaranteed to modern standards-vacation rental Disney World
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
$1,150
per month
28 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 6
Luxury Condo with Pirate Ship 2 miles to Disney /last/Min May/June Specials
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
- 3 BR,
- 2 BA,
- Sleeps 8
Elegant, beautifully furnished Reunion Resort Condo with peaceful preserve view
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 6
- 3 BR,
- 3 BA,
- Sleeps 6
Luxurious Pool View Condo from $89/nt - Free Wireless Internet
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
- 3 BR,
- 2 BA,
- Sleeps 8
Our Magical Retreat, Family Friendly with free secure WiFi
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$85 -
$150
per night
3 - 7 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 8
Immaculate 2BD, 2BA condo, close to everything, great for families
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$66 -
$72
per night
4 - 7 night minimum stay
- 2 BR,
- 2 BA,
- Sleeps 6
Book now! Great rates! Over 40 stunning reviews! Wifi, 4 LCD Tvs!
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$89
per night
- 3 BR,
- 2 BA,
- Sleeps 8
Spacious 3-Bedroom/2-bathrrom Condo with Deluxe Decor at Island Club Resort
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$55 -
$85
per night
5 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 8
Affordable Luxury Condo by Disney for Your Family
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$64 -
$2,200
per night
3 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 8
**Aug8-Sep20**2BR Condo Near Disney– gated resort, new furniture, wifi
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$85 -
$109
per night
3 night minimum stay
- 2 BR,
- 2 BA,
- Sleeps 6
JUN-AUG DISCOUNTS!! 3BR/2BA/Loft Resort Condo - 3 Miles from Disney!
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$77 -
$110
per night
2 - 3 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 8
Exceptional! Beautiful, spacious newly remodled and furnished condo
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 8
$60 -
$90
per night
3 night minimum stay
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 8
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Kissimmee Area
- Cane Island (6)
- Caribe Cove (5)
- Celebration (3)
- Club Cortile (6)
- Emerald Island (1)
- Formosa Gardens (1)
- Grand Palms (3)
- Kissimmee (16)
- Laguna Bay (2)
- Lake Buena Vista (7)
- Lake Marion Resort (7)
- Legacy Dunes (1)
- Lindfields (3)
- Plantation (7)
- Reunion (22)
- Royal Palm Bay (1)
- Runaway Beach Resort (7)
- Sun Lake (3)
- Sweetwater Club (4)
- Terra Verde (1)
- Venetian Bay (3)
- Villas at Island Club (2)
- Villas at Seven Dwarfs Lane (1)
- Villas at Somerset (2)
- Windsor Hills (24)
- Windsor Palms (14)