Kissimmee Vacation Rentals

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1428thunder
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Exquisite 6 Bedroom Villa with Pool near Disney and All Theme Parks!

6 Bedrooms
6 Bathrooms
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14 reviews
$210 - $350 / night (excl. fees & taxes)
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Feels Like Magic - Championsgate
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Spectacular 5⭐ Villa! Salt Water Pool No Rear Neighbors Movie Theater Cul De Sac

8 Bedrooms
5 Bathrooms
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125 reviews
$405 - $1080 / night (excl. fees & taxes)
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Ohana Gathering House
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WIR Free Pool Heat/Grill Use, Walk to Lazy River

7 Bedrooms
5½ Bathrooms
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5 reviews
$222 - $531 / night (excl. fees & taxes)
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Magical Villa w/ Escape Room, Themed Rooms + Pool
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Magical Villa w/ Escape Room, Themed Rooms + Pool

9 Bedrooms
8 Bathrooms
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1 review
$329 - $1778 / night (excl. fees & taxes)
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Brand New 7BR Home in Windsor Island Resort
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2 Kings, 3 Queens, 5 twins (including bunk beds), 1 Full. Sleeps 18 guests comfortably.

7 Bedrooms
5½ Bathrooms
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29 reviews
$269 - $489 / night (excl. fees & taxes)
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Spacious Family Villa: 6 Bdr Large Pool, Spa & Resort Amenities!
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Welcome to your dream Disney vacation home, a blend of Florida's tropical charm and the best of Resort living.

6 Bedrooms
5 Bathrooms
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7 reviews
$145 - $310 / night (excl. fees & taxes)
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Aloha Oasis- Windsor Island Resort
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Aloha Oasis @ Windsor Island! Prime Proximity: Disney, Universal & Orlando! Private Pool! No Back, Neighbors! Resort Amenities & King Beds!

5 Bedrooms
5½ Bathrooms
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9 reviews
$179 - $375 / night (excl. fees & taxes)
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Hillcrest Villa
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Clean sanitized House, No contact arrival, Keyless entry, private southwest pool, game-room, free internet & wifi,

4 Bedrooms
2 Bathrooms
4.76IconIconIconIconIcon
97 reviews
$150 / night (excl. fees & taxes)
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Ohana House at Windsor Island Resort
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Ohana House at Windsor Island Resort

5 Bedrooms
5½ Bathrooms
$190 - $500 / night (excl. fees & taxes)
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Disney Area Cozy house with pool and spa
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3/3 House in Pines West Community

3 Bedrooms
3 Bathrooms
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63 reviews
$169 / night (excl. fees & taxes)
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Peaceful, Pet Friendly Villa | Pool & Games Room
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Escape to our enchanting retreat nestled amidst the tranquil beauty of Florida Pines.

4 Bedrooms
3 Bathrooms
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15 reviews
$120 - $350 / night (excl. fees & taxes)
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Great family vacation house
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Great family vacation house

4 Bedrooms
3 Bathrooms
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3 reviews
$180 / night (excl. fees & taxes)
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Ultimate Fun Retreat: Pool, Yard & Games
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Welcome to your perfect family retreat! This executive 4-bedroom, 2.5-bathroom vacation villa offers exceptional value for your Disney getaway.

4 Bedrooms
2 Bathrooms
$130 - $250 / night (excl. fees & taxes)
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H&K Florida Vacation Villa
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H&K Florida Vacation Villa

5 Bedrooms
3 Bathrooms
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2 reviews
$144 - $484 / night (excl. fees & taxes)
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Disavillatee
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Luxury Accessible Orlando Home with Private Pool and Hot Tub

5 Bedrooms
3 Bathrooms
$250 / night (excl. fees & taxes)
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⭐️PREMIUM 5 Bed, 4 Bath Villa w/Pool, Near Disney⭐
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PREMIUM 5 bed, 4 bath villa with games room, themed kids rooms and private pool, near Disney, shopping, and restaurants.

5 Bedrooms
4 Bathrooms
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58 reviews
$165 / night (excl. fees & taxes)
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Deluxe Villa with Pool, Arcade near Disney & Golf
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Luxury Escape! 6br deluxe (premium furnishings and double-master suites) villa w pool, arcade, and privacy near Disney and golf.

6 Bedrooms
4 Bathrooms
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18 reviews
$230 - $540 / night (excl. fees & taxes)
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Flamingo Oasis at HR
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Flamingo Oasis Villa at Highlands Reserve Golf Course close to Disney

4 Bedrooms
3 Bathrooms
4.92IconIconIconIconIcon
78 reviews
$175 / night (excl. fees & taxes)
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3 Bedroom Villa with Poolside Cinema and Games Room Close to theme Parks sleeps 6+2
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3 Bedrooms
2 Bathrooms
4.69IconIconIconIconIcon
29 reviews
$100 - $155 / night (excl. fees & taxes)
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Lakeview Villa
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Lakeview Villa: Minutes from Disney, Private Pool, Free Spa Heat—Your Perfect Florida Retreat!

4 Bedrooms
2½ Bathrooms
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101 reviews
$174 - $250 / night (excl. fees & taxes)
    141 – 160 Rentals