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Kissimmee Family & Kid Friendly Rentals

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$1,000+
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3879 rentals in Kissimmee.
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4 Bed 3 Bath Townhome at Seven Dwarfs a Resort Community 5 mi to Disney (VS062)
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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4 Bed 3 Bath Townhome at Seven Dwarfs a Resort Community 5 mi to Disney (VS027)
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Stunning Lakefront 4 Bed 2.5 Bath Pool Home in a gated community 5 mi to Disney
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Comfortable And Well Decorated 3 Bed 2 Bath Pool home 5 miles to Disney (3139)
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Family Friendly 2 Story 4 Bedroom 2.5 Bath Pool home 5 miles to Disney (3116)
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Spacious 2 Story 3 Bedroom 2.5 Bath Pool home Less than 5 miles to Disney (3089)
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Relax and Enjoy 3 Bedroom 2 Bath Pool home Less than 5 miles to Disney (3012)
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Nice 3 Bedroom 2 Bath Pool home 5 mi to Disney a Retners Dream (2625)
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Family Friendly 3 Bedroom 2 Bath Pool home Less than 5 miles to Disney (3174)
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Cozy 3 Bedroom 2 Bath Pool home 4 miles to Disney (2157)
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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1 other traveler has booked this property
3 Bedroom 2 Bath Pool home is 4 miles from Disney and close to shopping (2073)
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Stunning Lake Berkley Villa with a Pool
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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2 other travelers have booked this property
Emerald Sunset Large 6 Bed 5 Bath Vacation Rental
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps, Kid friendly
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5 other travelers have booked this property
Villa Gianessa 6 BR, 6 BA in Terra Verde Resort
6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps, Kid friendly
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4 other travelers have booked this property
Kissimmee FL Fabulous 2 BR Vacation Villa
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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9 other travelers have booked this property
Venetian Bay Village 3 Bedroom Townhouse
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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24 other travelers have booked this property
DISNEY WORLD! 'Welcome To Potter's Castle!' Spectacular Vacation Home!
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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13 other travelers have booked this property
Amazing Sunshine Florida Villa
6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps, Kid friendly
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7 other travelers have booked this property
Disney Dream Villa
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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73 other travelers have booked this property
Tropical Lakefront Villa, Pet-Friendly and only 5 mins to Disney
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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27 other travelers have booked this property
3 Miles or 5 min to Disney ✦ Luxury 6 bedroom villa ✦ South-Face pool ✦GamesRoom
6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps, Kid friendly
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5 other travelers have booked this property
3 Miles or 5 min to Disney ✦ Luxury 7 bedroom villa ✦ South-Face pool ✦GamesRoom
7 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps, Kid friendly
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3 other travelers have booked this property
Summer and fall specials now call for more details or dates
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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DISNEY ORLANDO LAKE 4 BED LUXURY POOL VILLA
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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15 other travelers have booked this property
Private Villa with Security Gate, Sunset Lakes in Kissimmee
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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115 other travelers have booked this property
DISNEY WORLD! 'Alice In Wonderland!' Spectacular, New Vacation Home!
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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7 other travelers have booked this property
Hapimag Orlando - Lake Berkley Resort
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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13 other travelers have booked this property
Fairytale Escape
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Stunning 6 Bed Pool Home Close to Disney Parks.
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, Kid friendly
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58 other travelers have booked this property
Gigantic pool (a.k.a BigPoolVilla) & SPA, X Box, Games Room, Two Themed Bedrooms
6 bedrooms
5 bathrooms
Sleeps 13
Match: Sleeps, Kid friendly
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25 other travelers have booked this property
❤️ Harry Potter Theme room Muggles will Love! Minutes to Disney ❤️
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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15 other travelers have booked this property
The Enchanted Retreat - SPLASH PAD!!!!!
7 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps, Kid friendly
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2 other travelers have booked this property
Colonial type Villa in a beautiful setting.
6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps, Kid friendly
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55 other travelers have booked this property
Close to Disney World 6 Bedroom luxury villa/ pool
6 bedrooms
5 bathrooms
Sleeps 13
Match: Sleeps, Kid friendly
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15 other travelers have booked this property
Stunning Lake View House 2mls to Disney,games room
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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13 other travelers have booked this property
Luxury Resort Style Condo with Terrace in Kissimmee
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
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20 other travelers have booked this property
Furnished apartment - weekly & monthly Orlando rental.
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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5 other travelers have booked this property
Executive home on a lake 5 minutes from Disney.
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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5 other travelers have booked this property
Royal Palms: Sunny Luxury Villa near Disney!
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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3 BR Townhouse at The Villas at Seven Dwarfs - AW
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Windsor Hills End Unit Townhouse 2 Miles 2 Disney's World Drive
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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5 other travelers have booked this property
A Lakeside Luxury
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Dolphin Villa - Doral Woods, 5*Trip Advisor Rated & Inspected. Read our reviews.
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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34 other travelers have booked this property
Seasons Villa,5 Bedrooms, Pool with Spa, Gameroom Sleeps 10
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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122 other travelers have booked this property
Spacious & Comfortable Family Disney Villa with Pool and WiFi
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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10 other travelers have booked this property
DORAL WOODS SECLUDED VILLA
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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42 other travelers have booked this property
Scenic & Safe Family Lake Berkley Resort 5 Bedroom Villa, Private Heated Pool
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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7 other travelers have booked this property
A stunning pool home in Kissimmee, Disney Paradi
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps, Kid friendly
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75 other travelers have booked this property
Sun Palm - 5 star Disney executive villa. Private Secluded Pool.
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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2 other travelers have booked this property
Villa di Lusso
6 bedrooms
10 bathrooms
Sleeps 14
Match: Sleeps, Kid friendly
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10 other travelers have booked this property
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