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Vacation Rentals in Kissimmee, Florida

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$74
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 10
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$331
Per Night
2 Bedrooms, 6 Bathrooms, Sleeps 8
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$275
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5 Bedrooms, 4 Bathrooms, Sleeps 12
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Also consider
Disney World: 3 Room Disney Celebration Villa
2 Bedrooms, sleeps 6
$154 / night
5 Star Home from Home  5 miles to Disney World
6 Bedrooms, sleeps 14
$180 - $218 / night
'Paradise in Orlando', Luxurious Home Near Disney
5 Bedrooms, sleeps 12
$180 - $213 / night
Martha's House
3 Bedrooms, sleeps 8
$136 - $213 / night
From
$144
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 10
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24 photos Details
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$109
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
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From
$136
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 10
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From
$110
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
12 photos Details
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From
$164
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 9
18 photos Details
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From
$158
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 10
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$118
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
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$86
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
37 photos Details
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$89
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
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From
$163
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
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$87
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
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From
$118
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
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$69
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
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From
$117
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
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36 photos Details
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From
$87
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 12
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From
$153
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 10
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From
$76
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
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13 photos Details
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From
$86
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 10
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From
$685
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
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From
$141
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 11
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From
$76
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
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From
$147
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
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From
$97
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
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From
$131
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
21 photos Details
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$1,418
Per Week
5 Bedrooms, 5 Bathrooms, Sleeps 12
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From
$104
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 10
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From
$98
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
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From
$128
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$65
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
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From
$133
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 9
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From
$107
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 8
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From
$112
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$341
Per Night
6 Bedrooms, 4 Bathrooms, Sleeps 14
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From
$82
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
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From
$142
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
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16 photos Details
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From
$164
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
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13 photos Details
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From
$108
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 10
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12 photos Details
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Suitability

  • Wheelchair access (608)
  • Elder access (1,739)
  • Suitable for children (2,449)
  • Pet friendly (196)
  • Smoking allowed (88)

Amenities

  • Internet (2,957)
  • Air Conditioning (2,891)
  • All pools (2,625)
  • Other outdoor space (1,951)
  • Washer/Dryer (1,775)
  • View all amenities
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Kissimmee Vacation Rentals

Don’t automatically think you need to rent a vacation home in Orlando to be close to Walt Disney World. Smart vacationers know that searching for a vacation rental in Kissimmee, Florida often gets you space, luxury and a great rate—as well as a very short commute to the parks.

Kissimmee Vacation Rentals for Families

More and more families are choosing to celebrate major events like birthdays and anniversaries with a multi-generational trip to Disney World. (It’s one of the few destinations where everyone from toddlers to seniors can have an equally great time.) And we can help you find a Kissimmee vacation rental that can handle any size family. Whether you’re interested in a one-bedroom condo rental in Kissimmee or a seven-bedroom luxury villa, our helpful vacation rental reviews make your selection easy.

Advantages of renting a vacation home in Kissimmee

Let’s be honest—while it’s great fun to spend a week visiting the Magic Kingdom, Epcot, Disney’s MGM Studios, Universal Studios and Islands of Adventure, for most of us, it’s a significant strain on our bank accounts. Staying in a hotel and eating in Orlando-area restaurants also adds up. However, we can help you find a great deal on a villa rental in Kissimmee… and even if you just take a few meals in your vacation home instead of in restaurants, your budget will thank you. You’ll even save money on baggage fees with a rental—when you’ve got your own washer and dryer, you can do a few loads of laundry and pack much less clothing.

Rent a vacation house with a pool in Kissimmee, Florida

How do you visit the Orlando theme parks and maintain your sanity? Escape the crowds in the mid-afternoon, when the heat peaks and everybody’s nerves are frazzled. By staying just a short distance away in Kissimmee, you can zip home for a refreshing dip in the pool. Little kids can nap in the comfortable A/C of your Kissimmee vacation rental. You’ll all return to WDW or Universal in a much better mood!

Rental deals in Kissimmee

Remember that Florida’s a year-round vacation destination—but it definitely has an off-season when you can snag a great deal on Kissimmee condo rentals. If you really want a bargain, plan to visit Kissimmee between Thanksgiving and Christmas. Your condo will be cheap, the parks will be less crowded, and if you’re coming from a northern climate, the weather in Kissimmee will still seem great compared to what you’d get at home.

Kissimmee and Orlando beyond Disney

Don’t forget, there’s more to this part of Florida than Mickey and Donald and friends. Animal lovers will want to spend a day at Sea World, or take a day trip to the Everglades. Shoppers should save time (and suitcase space) for bargain-hunting at outlets in Kissimmee and the nearby Orlando Premium Outlets. Just over an hour away, on Florida’s Space Coast, you’ll find the Kennedy Space Center and fantastic sandy beaches like Cocoa Beach. Taking a Disney Cruise departing from Port Canaveral? A vacation rental in Kissimmee is the perfect pre-cruise accommodation.