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Kissimmee House Rentals

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$1,000+
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2258 rentals in Kissimmee.
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So Close To It All With A Country Feel
3 bedrooms
2 bathrooms
Sleeps 8
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4 other travelers have booked this property
Watch Fireworks Over the Water Minutes From Disney
3 bedrooms
2 bathrooms
Sleeps 6
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2 other travelers have booked this property
A Gem of a Home Closest to Animal Kingdom with Private Pool & Spa
5 bedrooms
4 bathrooms
Sleeps 10
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24 other travelers have booked this property
Villa Captiva
4 bedrooms
2 bathrooms
Sleeps 8
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Sunny Oaks
4 bedrooms
2 bathrooms
Sleeps 8
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3 other travelers have booked this property
Star Attraction
4 bedrooms
2 bathrooms
Sleeps 8
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Simba's Lake House
4 bedrooms
3 bathrooms
Sleeps 8
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3 other travelers have booked this property
Pool Paradise
3 bedrooms
2 bathrooms
Sleeps 8
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5 other travelers have booked this property
Lake Star Villa
5 bedrooms
4 bathrooms
Sleeps 10
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1 other traveler has booked this property
King Triton's Castle
4 bedrooms
2 bathrooms
Sleeps 8
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1 other traveler has booked this property
Stunning Lake Berkley Villa with a Pool
3 bedrooms
2 bathrooms
Sleeps 6
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5 other travelers have booked this property
4 Bedrooms Townhouse at Villas at Seven Dwarfs only 4 miles from Disney! - JJ
4 bedrooms
3 bathrooms
Sleeps 8
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1 other traveler has booked this property
3 Bedrooms Townhouse at Villas at Seven Dwarfs only 4 miles from Disney! - DF
3 bedrooms
2 bathrooms
Sleeps 6
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2 other travelers have booked this property
3 BR Villas at Seven Dwarfs - AC
3 bedrooms
2 bathrooms
Sleeps 6
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Amazing Sunshine Florida Villa
6 bedrooms
5 bathrooms
Sleeps 14
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7 other travelers have booked this property
Audez Tropical Haven
4 bedrooms
2 bathrooms
Sleeps 8
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1 other traveler has booked this property
Tropical Lakefront Villa, Pet-Friendly and only 5 mins to Disney
4 bedrooms
3 bathrooms
Sleeps 8
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27 other travelers have booked this property
3 BR Townhouse at Villas at Seven Dwarfs only 4 miles from Disney! - CC
3 bedrooms
2 bathrooms
Sleeps 6
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1 other traveler has booked this property
Summer and fall specials now call for more details or dates
4 bedrooms
3 bathrooms
Sleeps 10
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Harry Potter's Fun House
4 bedrooms
2 bathrooms
Sleeps 8
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❤️ Harry Potter Theme room Muggles will Love! Minutes to Disney ❤️
3 bedrooms
2 bathrooms
Sleeps 8
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15 other travelers have booked this property
The Enchanted Retreat - SPLASH PAD!!!!!
7 bedrooms
6 bathrooms
Sleeps 14
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2 other travelers have booked this property
Stunning Lake View House 2mls to Disney,games room
4 bedrooms
3 bathrooms
Sleeps 8
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12 other travelers have booked this property
101 Dalmatian's Den
4 bedrooms
3 bathrooms
Sleeps 8
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1 other traveler has booked this property
Executive home on a lake 5 minutes from Disney.
4 bedrooms
4 bathrooms
Sleeps 8
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5 other travelers have booked this property
Royal Palms: Sunny Luxury Villa near Disney!
4 bedrooms
3 bathrooms
Sleeps 10
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3 BR Townhouse at The Villas at Seven Dwarfs - AW
3 bedrooms
2 bathrooms
Sleeps 6
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Windsor Hills End Unit Townhouse 2 Miles 2 Disney's World Drive
3 bedrooms
3 bathrooms
Sleeps 6
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5 other travelers have booked this property
A Lakeside Luxury
4 bedrooms
4 bathrooms
Sleeps 8
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Family-Friendly Large Villa with a Pool, Jacuzzi,
5 bedrooms
4 bathrooms
Sleeps 10
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113 other travelers have booked this property
Mickeys Clubhouse Windsor Palm Frozen & New Minion themed rooms
4 bedrooms
3 bathrooms
Sleeps 8
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4 other travelers have booked this property
Located Only 6 Miles To Disney Property In Gated Community
4 bedrooms
3 bathrooms
Sleeps 8
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From $130/nt 6BR/4BA pool home.Near Disney,Seaworld,Convention Center
6 bedrooms
4 bathrooms
Sleeps 12
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15 other travelers have booked this property
Close Disney,Seaworld,Convention center, 5BR towwnhome with hot tub/lake view
5 bedrooms
3 bathrooms
Sleeps 12
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19 other travelers have booked this property
New Opening 9 Br/6 Ba luxurious Pool House from $300/nt, Close To Disney
9 bedrooms
6 bathrooms
Sleeps 20
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16 other travelers have booked this property
Enchanting Star Lake View House Pool, and Jacuzzi
4 bedrooms
3 bathrooms
Sleeps 10
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36 other travelers have booked this property
3 Bedrooms Townhouse at Villas at Seven Dwarfs only 4 miles from Disney! - MB
3 bedrooms
2 bathrooms
Sleeps 6
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3 Bedrooms Townhouse at Villas at Seven Dwarfs only 4 miles from Disney! - SG
3 bedrooms
2 bathrooms
Sleeps 6
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3 Bedrooms Townhouse at Villas at Seven Dwarfs only 4 miles from Disney! - RS
3 bedrooms
2 bathrooms
Sleeps 6
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3 Bedrooms Townhouse at Villas at Seven Dwarfs only 4 miles from Disney! - MA
3 bedrooms
2 bathrooms
Sleeps 6
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Victoria's Cottage
3 bedrooms
2 bathrooms
Sleeps 6
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1 other traveler has booked this property
Simply the Best in Venetian Bay
4 bedrooms
3 bathrooms
Sleeps 8
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Venetian Bay Beauty, Close to Pool, Tennis and Basketball Courts
4 bedrooms
3 bathrooms
Sleeps 8
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Tranquil Beach Venetian Bay Vacation Rental Just 6 Miles to Disney
4 bedrooms
3 bathrooms
Sleeps 8
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Quiet Venetian Bay Location, Recent Renovations
4 bedrooms
3 bathrooms
Sleeps 10
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Prime Location, Prime Home
3 bedrooms
2 bathrooms
Sleeps 8
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Cozy Home Away From Home in Quiet Location in Venetian Bay
3 bedrooms
2 bathrooms
Sleeps 8
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9 other travelers have booked this property
Beautifully Located Vacation Rental Townhome in Venetian Bay - Only 6 Miles to D
3 bedrooms
2 bathrooms
Sleeps 8
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Affordable Venetian Bay Townhouse with Room for Ten
4 bedrooms
3 bathrooms
Sleeps 10
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Affordable Venetian Bay Townhouse with Room for Eight
3 bedrooms
2 bathrooms
Sleeps 8
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7 other travelers have booked this property
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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.
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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.