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Kissimmee Vacation Rentals

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2836 rentals in Kissimmee.
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Superb 4 Bedroom Home, just 3 minutes from Disney
4 bedrooms
3 bathrooms
Sleeps 8
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Disney 5 Star Vacations / The Osprey Villa
5 bedrooms
4 bathrooms
Sleeps 10
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Family-Friendly Large Villa with a Pool, Jacuzzi,
5 bedrooms
4 bathrooms
Sleeps 10
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DORAL WOODS SECLUDED VILLA
4 bedrooms
4 bathrooms
Sleeps 8
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Villa Linton - Beautiful Florida Home with Themed Bedrooms
5 bedrooms
3 bathrooms
Sleeps 10
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BRUSONS RETREAT, 5 Bed Villa, South Facing Pool & Terrace.
5 bedrooms
4 bathrooms
Sleeps 10
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Star Lake Villa, close to Disney with pool
4 bedrooms
3 bathrooms
Sleeps 8
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Debbie's Florida Retreat a Luxury Vacation Home
4 bedrooms
3 bathrooms
Sleeps 8
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3 Miles Disney, Gated Resort, 4BR/3BA/pool/jacuzzi
4 bedrooms
3 bathrooms
Sleeps 10
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A stunning pool home in Kissimmee, Disney Paradi
4 bedrooms
3 bathrooms
Sleeps 9
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Luxury 4 Bedroom Villa with Private Pool, 2 Miles from Disney
4 bedrooms
3 bathrooms
Sleeps 8
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Sonshines Florida Villa, Peaceful Getaway and Pool
3 bedrooms
2 bathrooms
Sleeps 6
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villanirvana
4 bedrooms
3 bathrooms
Sleeps 8
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Sun and Fun in 2022
3 bedrooms
3 bathrooms
Sleeps 8
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Palm Tree Villa Florida, 5 Star Review Rating with Pool Lift & Wheel in Shower.
4 bedrooms
3 bathrooms
Sleeps 8
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Storey Lake-6 Bedrooms home w-pool-1670ST
6 bedrooms
5 bathrooms
Sleeps 16
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Beautiful Windsor Hills -50% off of pool heating through March 2021
5 bedrooms
5 bathrooms
Sleeps 10
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Amazing Lake View Home near Disney
4 bedrooms
3 bathrooms
Sleeps 10
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Unit 19- Emerald Island 8406
3 bedrooms
3 bathrooms
Sleeps 8
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Luxury Lakeside House with private solar heated pool & spa
5 bedrooms
4 bathrooms
Sleeps 13
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*CLEAN - Afforable Townhome - 5 Miles from Disney*
3 bedrooms
2 bathrooms
Sleeps 6
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Bella Vida Resort 5 Bedroom Vacation Home with Pool (1870)
5 bedrooms
5 bathrooms
Sleeps 15
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Come & Look At Your Future✦Premium+Affordable Family Villa w/Spa+Patio+Pool
7 bedrooms
5 bathrooms
Sleeps 14
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5 bedroom 5 bathroom in Storey Lake 4740SHD
5 bedrooms
5 bathrooms
Sleeps 10
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Wonderful Vacation Home with a Pool, on Russel Ridge
4 bedrooms
2 bathrooms
Sleeps 10
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Private Villa with Security Gate, Sunset Lakes in Kissimmee
4 bedrooms
2 bathrooms
Sleeps 8
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Spacious 4-bed lakeside pool villa near Disney
4 bedrooms
2 bathrooms
Sleeps 8
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Your Own Private Disney Villa
4 bedrooms
3 bathrooms
Sleeps 10
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Beautiful Large Pet Friendly Home, 4445
4 bedrooms
4 bathrooms
Sleeps 8
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Amazing villa at Westgate Vacation Villas Resort
2 bedrooms
2 bathrooms
Sleeps 10
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Gorgeous 5 Bd Home Close to Disney * Storey Lake Resort 2734
5 bedrooms
5 bathrooms
Sleeps 16
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4BR/3BA 1650 sqft Condo from $80/nt, 2 Miles to Disney
4 bedrooms
3 bathrooms
Sleeps 8
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Bella Vida #260 Beautiful 6 bdrm Villa
6 bedrooms
6 bathrooms
Sleeps 14
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Free Pool and Spa Heat Offering Total Privacy, 10 Minutes from Disney!
3 bedrooms
3 bathrooms
Sleeps 6
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Family Resort - 6BR Luxury Home - Private Pool, Games, BBQ!
6 bedrooms
4 bathrooms
Sleeps 12
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Golden Palms Resort 8 Bedroom Vacation Home with Pool (1904)
8 bedrooms
7 bathrooms
Sleeps 18
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Free Waterpark! Lake View! Modern 4BR- Storey Lake (3155PP)
4 bedrooms
3 bathrooms
Sleeps 8
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8 bedroom Celebrity home close to Disney
8 bedrooms
6 bathrooms
Sleeps 16
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DisneyVacationRental 3BR 2Bath w Pool heat from $85/night
3 bedrooms
2 bathrooms
Sleeps 8
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Family Resort - 6BR Luxury Home - Private Pool, BBQ and Theater
6 bedrooms
4 bathrooms
Sleeps 12
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Close to Disney, 5Br/4Ba, Pool, Game Room
5 bedrooms
4 bathrooms
Sleeps 12
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Seven Palms at Waterford Way
3 bedrooms
2 bathrooms
Sleeps 6
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Amarillo Villa Rental at Windsor Hills, Kissimmee - Location, Location, Location
4 bedrooms
4 bathrooms
Sleeps 8
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10BR Mansion Near Disney - Family Resort - Private Pool, Hot tub and BBQ!
10 bedrooms
8 bathrooms
Sleeps 20
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5 Bedroom Sunset Luxury Villa with Wireless Internet
5 bedrooms
3 bathrooms
Sleeps 10
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Safari Lodge
3 bedrooms
2 bathrooms
Sleeps 8
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Beautiful Spacious 3 Bedroom Villa with Private Pool and Wonderful Lake View
3 bedrooms
2 bathrooms
Sleeps 6
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CRYSTAL COVE 921EG - 4 BEDROOMS -2 BATH -8 Guests
4 bedrooms
2 bathrooms
Sleeps 8
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SALE! Gated Resort, Private Pool/Spa & Games Room
5 bedrooms
4 bathrooms
Sleeps 10
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Alberto Circle, Fun Vacation House with Pool
3 bedrooms
3 bathrooms
Sleeps 6
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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.