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Kissimmee Vacation Rentals

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1 mi
6780 rentals in Kissimmee.
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Front of villa
Pool and lanai area
Bathroom #4
Disney 5 Star Vacations / The Osprey Villa
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
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Family-Friendly Large Villa with a Pool, Jacuzzi,
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
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Weekly Luxury Vacation Home Rental
Debbie's Florida Retreat - Kissimmee Florida USA
Dining room seating for four
Debbie's Florida Retreat a Luxury Vacation Home
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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Magical Manor, Beautiful Emerald Island Lake View Villa
Magical Manor, Beautiful Emerald Island Lake View Villa
Rental Home
6 bedrooms
5 bathrooms
Sleeps 14
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The Pool
The Pool
Dining Room
Villa Linton - Beautiful Florida Home with Themed Bedrooms
Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
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Disney Sunshine Retreat
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
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Stunning Lake View House 2mls to Disney,games room
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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Lovely Affordable Ground Floor Condo at Cane Island Resort
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Superb 4 Bedroom Home, just 3 minutes from Disney
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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Oakhill Disney Villa
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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CW2- 1 mile from Disney, nice town home in Gated Community
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
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BRUSONS RETREAT, 5 Bed Villa, South Facing Pool & Terrace.
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
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Palm Tree Villa Florida, 5 Star Review Rating with Pool Lift & Wheel in Shower.
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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Donald Duck's Condo
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
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✦Comfortable 4 Bedrooms Town Home - Nearby Disney World✦
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
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*CLEAN - Afforable Townhome - 5 Miles from Disney*
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Disney Vacation Villa with Lake View
Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
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villanirvana
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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Bass Lake Beauty with a Pool, WiFi and Air Conditioning
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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The Charming Mickey's Tree House,
Rental Home
4 bedrooms
2 bathrooms
Sleeps 9
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Stunning 5 Bed 4 Bath Villa with own private pool. Gated Resort close to Disney.
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
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Secret Key Villa - villa rental in Kissimmee, Florida
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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Luxury 4 Bedroom Villa with Private Pool, 2 Miles from Disney
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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6-Bedroom/5-Bathroom Private House at Storey Lake Resort | Pool/Spa
Rental Home
6 bedrooms
5 bathrooms
Sleeps 6
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Canadian Owned - South Facing Heated Pool & Spa
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
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Conservation View - Hot Tub - Pool Heat Included - Very Private
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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Like Staying In A Castle! Incredible Home, Sleeps 8, Pool, Nesr Dis
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
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Tropical Lakefront Villa, Gated, Pet-Friendly, less than 10 mins to Disney!
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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Sonshines Florida Villa, Peaceful Getaway and Pool
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Beautiful Summer Home
Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
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!OPEN DEC 9-17!GREAT PRICES,LOCATION,UPDATED!PREMIER PARTNER!100+5 STAR REVIEWS!
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 6
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Fantasy Pool Home
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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DORAL WOODS SECLUDED VILLA - Pool heated included Thanksgiving 2022
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
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5 STAR Lakefront Pool Home, Great Fishing! BBQ Grill, Hi-Speed Wifi, XBox 360!
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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The Beautiful Life - Family Villa, 6 miles to Disney Pk
Rental Home
4 bedrooms
4 bathrooms
Sleeps 9
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BEAUTIFUL LAKEVIEW TOWNHOME, 5 MILES TO DISNEY... FULLY EQUIPED
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
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WINNER! TRIP ADVISOR CERTIFICATE OF EXCELLENCE, WINDSOR HILLS 3B/ 3B TOWN HOME
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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EAGLE POINTE SOUTH ON THE LARGER LAKE A NEW VACATION/HOLIDAY EXPERIENCE
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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Special! Near Disney World: 4BR/2BA Pool Home + Free Internet
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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Beautiful 4 Bedroom/3 Bathroom Resort Townhouse w/ Private Pool Close to Disney
Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
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Modern Luxury Villa with Everything in Storey Lake!
Rental Home
8 bedrooms
5 bathrooms
Sleeps 17
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Dolphin Villa - Doral Woods, 5*Trip Advisor Rated & Inspected. Read our reviews.
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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Ultimate Lakeview Villa with Everything!
Rental Home
8 bedrooms
5 bathrooms
Sleeps 15
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Private Villa with Security Gate, Sunset Lakes in Kissimmee
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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Amazing Home with Shared Pool on Disneys Doorstep
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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DISNEY Family Vacation / Lakefront Townhome / New Bedding / 4 Miles To Disney!
Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 8
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Chris and Sue's Disney Condo at Windsor Palms Resort
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 7
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Chris and Elaine's Florida Home, Near Disney
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Beautiful Lakeside Villa With Pool; WiFi
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Luxury Florida Villa in Kissimmee
Rental Home
3 bedrooms
2 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.