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Kissimmee Romantic Vacation Rentals

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97 rentals in Kissimmee.
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Spacious 4-bed lakeside pool villa near Disney
4 bedrooms
2 bathrooms
Sleeps 10
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71 other travelers have booked this property
Disney Vacation Villa with Lake View
4 bedrooms
2 bathrooms
Sleeps 6
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94 other travelers have booked this property
Beautiful Home in a Fabulous Setting, near to all Parks.
4 bedrooms
4 bathrooms
Sleeps 8
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Beautiful Lakeside Villa With Pool; WiFi
3 bedrooms
2 bathrooms
Sleeps 6
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68 other travelers have booked this property
Doral Woods Woodland Villa
4 bedrooms
2 bathrooms
Sleeps 8
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26 other travelers have booked this property
5*Modern Hidden Treasure Pool Villa Near All Parks!
3 bedrooms
2 bathrooms
Sleeps 6
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Beautiful 4 Bedroom/3 Bathroom Resort Townhouse w/ Private Pool Close to Disney
4 bedrooms
3 bathrooms
Sleeps 8
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Beautiful 3 Bedroom Home with WIFI conveniently located near Disney
3 bedrooms
3 bathrooms
Sleeps 6
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29 other travelers have booked this property
Beautiful Home Next to Disney!
3 bedrooms
3 bathrooms
Sleeps 6
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Beauitful Villa in Kissimmee, Florida with Private Pool & Free Wifi
4 bedrooms
2 bathrooms
Sleeps 8
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Superb Holiday Home close to Disney
3 bedrooms
2 bathrooms
Sleeps 6
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24 other travelers have booked this property
Cozy First Floor Resort Villa **Near Disney World** Sleeps 8!
2 bedrooms
2 bathrooms
Sleeps 8
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Lakeside-Luxus-Villa mit Pool
3 bedrooms
2 bathrooms
Sleeps 4
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Huge Hot Tub, Round Mirrored Canopy Bed, 82 Inch HD TV, PET FRIENDLY
4 bedrooms
2 bathrooms
Sleeps 8
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South-facing Private Pool with Spa - Games Room - WiFi
4 bedrooms
3 bathrooms
Sleeps 8
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7 other travelers have booked this property
Luxury Florida Family Villa With Private Pool
4 bedrooms
3 bathrooms
Sleeps 8
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4 other travelers have booked this property
⭐⭐ 7 Minutes to Disney, Recently Updated, 4 Bedroom/3B, Luxury Pool Villa ⭐⭐
4 bedrooms
3 bathrooms
Sleeps 8
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LUXRUY 4 BEDROOM 3 BATHROOM TOWN HOUSE WITH WATER VIEW NEAR DISNEY & UNIVERSAL
4 bedrooms
3 bathrooms
Sleeps 8
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THE OASIS at COUNTRYSIDE MANOR Luxury villa with totally Secluded Pool
4 bedrooms
2 bathrooms
Sleeps 9
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1 other traveler has booked this property
Luxe Living at Compass Bay 4BD | HOT Jacuzzi with Beautiful Lakeview
4 bedrooms
3 bathrooms
Sleeps 10
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Family Resort - Near Orlando Airport and Disney Parks
3 bedrooms
3 bathrooms
Sleeps 6
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1 other traveler has booked this property
Vacation Villages at Parkway
1 bedroom
1 bathroom
Sleeps 4
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Disney Orlando House w/Private Pool
3 bedrooms
3 bathrooms
Sleeps 6
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Fairytale Escape
4 bedrooms
3 bathrooms
Sleeps 8
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Amazing 8 Bed in Emerald Island
8 bedrooms
6 bathrooms
Sleeps 20
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1 other traveler has booked this property
Story Time 3 ...3 Bed/3 Bath townhouse near Disney
3 bedrooms
3 bathrooms
Sleeps 8
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8 bedroom modern villa close to Disney
8 bedrooms
9 bathrooms
Sleeps 16
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410LFD. Superb 5 Bedroom 4 Bath Pool Home in Gated Bella Vida Resort
5 bedrooms
4 bathrooms
Sleeps 10
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Vacation Village at Parkway - 2 bedroom suite
2 bedrooms
2 bathrooms
Sleeps 8
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VACATION VILLAGE AT PARKWAY RESORT
1 bedroom
1 bathroom
Sleeps 4
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Christmas in Orlando, FL, 2- 8 people, 12/24-12/31
2 bedrooms
2 bathrooms
Sleeps 8
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Royal Palm Villa
3 bedrooms
2 bathrooms
Sleeps 7
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1 other traveler has booked this property
DISNEY WORLD! LOW $'S! ENTIRE NEW Home! King, Queen, Loft Bd, 2 Toddler Bds!
2 bedrooms
2 bathrooms
Sleeps 5
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Game Room & Lanai ~4 Mi to Disney’s Animal Kindom!
5 bedrooms
3 bathrooms
Sleeps 12
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Orlando, FL: Studio w/Resort Pool, Hot Tub, WiFi & More! 4 Miles from Disney
0 bedrooms
1 bathroom
Sleeps 4
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RVH_171R Whisper Way's Finest
3 bedrooms
3 bathrooms
Sleeps 6
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CC2309CC - 4 beds townhouse - Private heated spa
4 bedrooms
2 bathrooms
Sleeps 8
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Orlando, FL: 1BR 4 Miles from Disney w/Whirlpool Tub, Resort Pool, WiFi & More!
1 bedroom
1 bathroom
Sleeps 4
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1 other traveler has booked this property
Explore Disney & Universal from this Home w/ Pool!
3 bedrooms
2 bathrooms
Sleeps 6
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Disney Orlando Vacation Village Pkwy 2Bdrm 2Bth
2 bedrooms
2 bathrooms
Sleeps 8
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Orlando Villa Europa
4 bedrooms
4 bathrooms
Sleeps 10
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THE ENCHANTED 4BED 3BATH PLACE!!!
4 bedrooms
3 bathrooms
Sleeps 10
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4571CL. New 6 Bedroom 4 Bath Pool Home in Bella Vida Resort
6 bedrooms
4 bathrooms
Sleeps 12
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COMFY HOUSE AT COMPASS BAY
4 bedrooms
4 bathrooms
Sleeps 12
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Stunning 2BD/2BA condo located in the Storey Lake Resort!
2 bedrooms
2 bathrooms
Sleeps 4
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4557CL. Stunning 6 Bedroom 6.5 Bath Pool Home in Gated Bella Vida
6 bedrooms
7 bathrooms
Sleeps 12
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601LFD. Bella Vida 4 Bedroom 3 Bath Town Home with Pool
4 bedrooms
3 bathrooms
Sleeps 8
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LUXE LIVING AT COMPASS BAY LAKE VIEW
4 bedrooms
4 bathrooms
Sleeps 10
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3 bedroom home in a gated community resort 4762OBW
3 bedrooms
2 bathrooms
Sleeps 7
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Waterfront Kissimmee Home Minutes to Lakes, Disney
4 bedrooms
3 bathrooms
Sleeps 8
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2 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.