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Kissimmee Vacation Rentals

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4426 rentals in Kissimmee.
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2020
Seasons Villa,5 Bedrooms, Pool with Spa, Gameroom Sleeps 10
5 bedrooms
4 bathrooms
Sleeps 10
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128 other travelers have booked this property
2020
Debbie's Florida Retreat a Luxury Vacation Home
4 bedrooms
3 bathrooms
Sleeps 8
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32 other travelers have booked this property
Free Pool and Spa Heat Offering Total Privacy, 10 Minutes from Disney!
3 bedrooms
3 bathrooms
Sleeps 6
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24 other travelers have booked this property
2020
Belle's Cove, Family-Friendly Villa with Gameroom and Hot Tub
4 bedrooms
4 bathrooms
Sleeps 8
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83 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 18
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16 other travelers have booked this property
Stunning 6 Bed Pool Home Close to Disney Parks.
6 bedrooms
4 bathrooms
Sleeps 12
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58 other travelers have booked this property
Luxury 4 Bedroom Villa with Private Pool, 2 Miles from Disney
4 bedrooms
3 bathrooms
Sleeps 8
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92 other travelers have booked this property
Alberto Circle, Fun Vacation House with Pool
3 bedrooms
3 bathrooms
Sleeps 6
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Beautiful 6BR/4BA villa, Pool/Spa, 2miles2Disney
6 bedrooms
4 bathrooms
Sleeps 14
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16 other travelers have booked this property
A stunning pool home in Kissimmee, Disney Paradi
4 bedrooms
3 bathrooms
Sleeps 9
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75 other travelers have booked this property
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Luxury Detached Villa with Private Pool
4 bedrooms
2 bathrooms
Sleeps 8
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11 other travelers have booked this property
⭐Comfy and Spacious 8 Bedroom Villa w/ Private Pool⭐
8 bedrooms
6 bathrooms
Sleeps 20
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The Retreat - Explore Disney & Florida in style
4 bedrooms
4 bathrooms
Sleeps 10
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36 other travelers have booked this property
Paradise Found Kissimee Rental
4 bedrooms
2 bathrooms
Sleeps 8
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68 other travelers have booked this property
KENNEDY#1 PRIVATE POOL AND SPA! AHHHH!! EAGLE POINTE IN KISSIMMEE
4 bedrooms
2 bathrooms
Sleeps 8
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17 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
Magical Manor, Beautiful Emerald Island Lake View Villa
6 bedrooms
5 bathrooms
Sleeps 14
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4 other travelers have booked this property
Sun Palm - 5 star Disney executive villa. Private Secluded Pool.
4 bedrooms
3 bathrooms
Sleeps 8
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2 other travelers have booked this property
The Charming Mickey's Tree House,
4 bedrooms
2 bathrooms
Sleeps 9
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30 other travelers have booked this property
Luxury Lakeside House with private solar heated pool & spa
5 bedrooms
4 bathrooms
Sleeps 13
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99 other travelers have booked this property
Villa Journey - 3 miles from Disney, 2 Masters and a Private Pool & Spa!
4 bedrooms
3 bathrooms
Sleeps 8
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22 other travelers have booked this property
Brand New 5BD/4BA & private pool home next to Disney & Universal
5 bedrooms
4 bathrooms
Sleeps 12
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Beautiful 5 bed/3.5 bath-2 En-suites, Free SPA Heat, WiFi, Disney/Universal.
5 bedrooms
4 bathrooms
Sleeps 10
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47 other travelers have booked this property
5 Bed Villa, South Facing Pool & Terrace.
5 bedrooms
4 bathrooms
Sleeps 10
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5 other travelers have booked this property
Bass Lake Beauty with a Pool, WiFi and Air Conditioning
3 bedrooms
2 bathrooms
Sleeps 6
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71 other travelers have booked this property
✧Bring Your Vacation Fantasies to This Lovely Home w/ Its Popular Location✧
7 bedrooms
6 bathrooms
Sleeps 14
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2 other travelers have booked this property
Luxury Modern Villa 13Beds- Sleep 25+ -Disney Near
5 bedrooms
5 bathrooms
Sleeps 25
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1 other traveler has booked this property
Disney Vacation Rental, Private Townhouse in gated community
4 bedrooms
3 bathrooms
Sleeps 10
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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
GORGEOUS 2609 Luxury Home-Near all parks & EVERYTHING!
9 bedrooms
9 bathrooms
Sleeps 18
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Kissimmee Disney Villa with Wireless Internet
3 bedrooms
2 bathrooms
Sleeps 8
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24 other travelers have booked this property
Venetian Bay Villages 3/2
3 bedrooms
2 bathrooms
Sleeps 7
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2 other travelers have booked this property
Stunning Lake Berkley Villa with a Pool
3 bedrooms
2 bathrooms
Sleeps 6
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6 other travelers have booked this property
Located in Emerald Island Resort Beautiful 7 Bed 4.5 Bath Villa Close 2 Disney
7 bedrooms
7 bathrooms
Sleeps 16
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69 other travelers have booked this property
AMAZING POOL HOME,GAME ROOM, 10 MIN. FROM DISNEY!!
4 bedrooms
3 bathrooms
Sleeps 10
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11 other travelers have booked this property
Villa di Lusso
6 bedrooms
10 bathrooms
Sleeps 14
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10 other travelers have booked this property
CW2- 1 mile from Disney, nice town home in Gated Community
3 bedrooms
3 bathrooms
Sleeps 8
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13 other travelers have booked this property
A 3 bed/3 bath townhouse with a south facing pool and Toystory Kid's room
3 bedrooms
3 bathrooms
Sleeps 8
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Orchid Oasis-4BR Pool, LakeView, Terra Verde RESORT with Heated Pool, Tiki Bar
4 bedrooms
3 bathrooms
Sleeps 8
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Amazing Disney Condo, Pool & Hot tub Onsite
3 bedrooms
2 bathrooms
Sleeps 6
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98 other travelers have booked this property
Deluxe 5 bedrooms villa - Storey Lake
5 bedrooms
4 bathrooms
Sleeps 14
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Private Villa on Eagle Pointe, in Disney area, Pool and Spa, Yard, WiFi, BBQ, Direct TY, Toys
3 bedrooms
2 bathrooms
Sleeps 8
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75 other travelers have booked this property
Marvelous Four Bedroom Home Close to Disney w/ Pool 4805
4 bedrooms
3 bathrooms
Sleeps 10
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3 other travelers have booked this property
V5018
5 bedrooms
4 bathrooms
Sleeps 10
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4 other travelers have booked this property
1/1 Condo just 7 Miles from Disney! Completely remodeled with all new furnishing
1 bedroom
1 bathroom
Sleeps 4
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Modern Lake Berkley Resort Home, 10 Mi to Disney!
4 bedrooms
4 bathrooms
Sleeps 8
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2 other travelers have booked this property
Wonderful Vacation Home with a Pool, on Russel Ridge
4 bedrooms
2 bathrooms
Sleeps 10
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38 other travelers have booked this property
5 Stars House With WiFi, Game Room, Private Heated Spa & Pool In a Gated Area
4 bedrooms
3 bathrooms
Sleeps 10
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DISNEY WORLD! LOW $'S! ENTIRE NEW Home! Harry Potter Theme, Sleeps 8!
3 bedrooms
2 bathrooms
Sleeps 8
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13 other travelers have 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
Previous
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.