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Search over 150,000 vacation rentals properties now! Click here to see more Vacation Homes
Search for vacation rental homes in Kissimmee Area
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5 Star Windsor Hills Resort Pool Home, Closest to Disney — Property 124009
- House
- 4 bedrooms , sleeps 10
- 4 bathrooms
- resort, town
- pool
- Rates (shown in USD)
- $1000 per property per week
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Best Priced Luxury Resort Villa * Special Rates thru Dec * 5 Miles from Disney — Property 205627
- Condo
- 3 bedrooms , sleeps 10
- 2 bathrooms
- 1 half bathroom
- resort
- pool
- Rates (shown in USD)
- $525 per property per week
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Luxury Home In Gated Tropical Encantada Resort Close to Disney! — Property 240562
- Townhome
- 4 bedrooms , sleeps 8
- 3 bathrooms
- lake, resort
- pool
- Rates (shown in USD)
- $629 - $1225 per property per week
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Beautiful Luxury Lake Side Villa with Own Pool and Spa & near Disney — Property 322838
- Villa
- 6 bedrooms , sleeps 12
- 5 bathrooms
- 1 half bathroom
- lake, resort
- pool
- Rates (shown in USD)
- $1400 - $2100 per property per week
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DISNEY 1 Mile - 3 bedrooms - luxury and economic townhouse - full furniture 3 TV — Property 176516
- Townhome
- 3 bedrooms , sleeps 8
- 2 bathrooms
- 1 half bathroom
- resort, village
- pool
- Rates (shown in USD)
- $499 - $780 per property per week
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The Diamond on the Island - Elegance at Low, Affordable Rates — Property 220097
- House
- 6 bedrooms , sleeps 18
- 5 bathrooms
- 1 half bathroom
- resort
- pool
- Rates (shown in USD)
- $1540 - $2450 per property per week
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2 Miles to Disney - Luxury 3BR/3BATHs Townhome w/Pool, Wireless Internet — Property 159233
- Townhome
- 3 bedrooms , sleeps 8
- 3 bathrooms
- resort
- pool
- Rates (shown in USD)
- $693 - $903 per property per week
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2 Miles to Disney - Rates 5* Resort - Luxury 2BR/2Baths Condo, Sleep 6. — Property 192413
- Condo
- 2 bedrooms , sleeps 6
- 2 bathrooms
- resort
- pool
- Rates (shown in USD)
- $483 - $770 per property per week
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2731 club cortile
New Spacious 3 Bed Townhouse - Club Cortile - Special offers - Close to Disney — Property 214113
- Townhome
- 3 bedrooms , sleeps 8
- 2 bathrooms
- 1 half bathroom
- resort
- pool
- Rates (shown in USD)
- $600 per property per week
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Reunion Resort Disney Executive Luxury Model Home on Golf Course-Pool/Spa — Property 229474
- House
- 7 bedrooms , sleeps 14
- 6 bathrooms
- resort
- pool
- Rates (shown in USD)
- $2650 - $4600 per property per week
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Regions
- Acadia Estates rentals (2)
- Bass Lake Estates rentals (2)
- Bellavida Resort rentals (20)
- Buena Ventura Lakes rentals (8)
- Cane Island rentals (8)
- Caribe Cove rentals (6)
- Celebration rentals (5)
- Chatham Park rentals (5)
- Club Cortile rentals (9)
- Compass Bay rentals (3)
- Creekside rentals (5)
- Crescent Lakes rentals (27)
- Crestwynd Bay rentals (7)
- Crystal Cove rentals (2)
- Cumbrian Lakes rentals (33)
- Doral Woods rentals (11)
- Eagle Pointe rentals (15)
- Emerald Island rentals (145)
- Encantada Resort rentals (20)
- Fiesta Key rentals (3)
- Formosa Gardens rentals (35)
- Grand Palms rentals (6)
- Greater Groves rentals (1)
- Hamilton Reserve rentals (6)
- Indian Creek rentals (78)
- Indian Point rentals (11)
- Indian Ridge rentals (16)
- Indian Ridge Oaks rentals (12)
- Indian Wells rentals (2)
- Kissimmee rentals (240)
- Laguna Bay rentals (2)
- Lake Berkley rentals (32)
- Lake Buena Vista rentals (11)
- Lake Marion Resort rentals (6)
- Lakeside rentals (1)
- Liberty Village rentals (9)
- Lindfields rentals (33)
- Magic Landings rentals (2)
- Montego Bay rentals (9)
- Oak Island rentals (13)
- Oakwater rentals (4)
- Paradise Cay rentals (1)
- Paradise Cove rentals (1)
- Paradise Palms rentals (11)
- Regal Oaks rentals (20)
- Remington Golf Club rentals (12)
- Reunion Resort rentals (62)
- Rolling Hills rentals (20)
- Royal Palm Bay rentals (2)
- Seasons rentals (16)
- Sun Lake rentals (1)
- Sunset Lakes rentals (28)
- Sweetwater Club rentals (4)
- Terra Verde rentals (45)
- The Hamlets rentals (3)
- Trafalgar Village rentals (18)
- Venetian Bay rentals (15)
- Villa Sol rentals (6)
- Villa del Sol rentals (1)
- Villas at Island Club rentals (8)
- Villas at Seven Dwarfs Lane rentals (7)
- Villas at Somerset rentals (4)
- Vista del Lago rentals (1)
- Whispering Oaks rentals (1)
- Wilderness rentals (1)
- Windsor Hills rentals (200)
- Windsor Palms rentals (73)
- Windward Cay rentals (4)
Bedrooms
- 1 bedroom (11)
- 2 bedrooms (45)
- 3 bedrooms (426)
- 4+ bedrooms (948)
Sleeps
- Sleeps 1-4 (14)
- Sleeps 5-8 (598)
- Sleeps 9-12 (576)
- Sleeps 13 or more (241)
Baths
- 1 bathroom (16)
- 2 bathrooms (488)
- 3 bathrooms (479)
- 4+ bathrooms (433)
Lodging Type
- apartment rentals (3)
- bungalow rentals (1)
- condo rentals (194)
- cottage rentals (1)
- estate rentals (2)
- hotel rentals (2)
- house rentals (614)
- resort rentals (1)
- townhome rentals (135)
- villa rentals (431)
Amenities
- air conditioning (1240)
- satellite or cable tv (1124)
- pool (1383)
- internet access (954)
- dishwasher (1337)
- washing machine (1267)
Leisure Activities
- Kissimmee Area rentals near fishing (732)
- Kissimmee Area rentals near golf (1351)
- Kissimmee Area rentals near skiing (17)
Suitability
- wheelchair accessible (441)
- suitable for elderly or infirm (680)
- pet friendly (85)
- non smoking only (1214)

