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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 travellers 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 travellers 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 travellers 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 travellers 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 travellers 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 travellers 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 travellers have booked this property
A stunning pool home in Kissimmee, Disney Paradi
4 bedrooms
3 bathrooms
Sleeps 9
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75 other travellers have booked this property
Luxury Detached Villa with Private Pool
4 bedrooms
2 bathrooms
Sleeps 8
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11 other travellers have booked this property
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⭐Comfy and Spacious 8 Bedroom Villa w/ Private Pool⭐
8 bedrooms
6 bathrooms
Sleeps 20
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Paradise Found Kissimee Rental
4 bedrooms
2 bathrooms
Sleeps 8
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68 other travellers have booked this property
The Retreat - Explore Disney & Florida in style
4 bedrooms
4 bathrooms
Sleeps 10
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36 other travellers 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 travellers have booked this property
Lake Star Villa
5 bedrooms
4 bathrooms
Sleeps 10
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1 other traveller has booked this property
Magical Manor, Beautiful Emerald Island Lake View Villa
6 bedrooms
5 bathrooms
Sleeps 14
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4 other travellers 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 travellers have booked this property
New rates
3 bedrooms
3 bathrooms
Sleeps 8
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32 other travellers have booked this property
The Charming Mickey's Tree House,
4 bedrooms
2 bathrooms
Sleeps 9
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30 other travellers 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 travellers 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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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 travellers have booked this property
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 travellers have booked this property
5 Bed Villa, South Facing Pool & Terrace.
5 bedrooms
4 bathrooms
Sleeps 10
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5 other travellers 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 travellers 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 travellers have booked this property
Disney Vacation Rental, Private Townhouse in gated community
4 bedrooms
3 bathrooms
Sleeps 10
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Luxury Modern Villa 13Beds- Sleep 25+ -Disney Near
5 bedrooms
5 bathrooms
Sleeps 25
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1 other traveller has booked this property
Spacious 4-bed lakeside pool villa near Disney
4 bedrooms
2 bathrooms
Sleeps 10
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71 other travellers have booked this property
GORGEOUS 2609 Luxury Home-Near all parks & EVERYTHING!
9 bedrooms
9 bathrooms
Sleeps 18
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Venetian Bay Villages 3/2
3 bedrooms
2 bathrooms
Sleeps 7
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2 other travellers have booked this property
Kissimmee Disney Villa with Wireless Internet
3 bedrooms
2 bathrooms
Sleeps 8
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24 other travellers have booked this property
Stunning Lake Berkley Villa with a Pool
3 bedrooms
2 bathrooms
Sleeps 6
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6 other travellers 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 travellers 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 travellers have booked this property
Villa di Lusso
6 bedrooms
10 bathrooms
Sleeps 14
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10 other travellers 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 travellers 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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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 travellers have booked this property
V5018
5 bedrooms
4 bathrooms
Sleeps 10
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4 other travellers 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 travellers 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 travellers 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 travellers 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 travellers 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 travellers have booked this property
Disney Vacation Villa with Lake View
4 bedrooms
2 bathrooms
Sleeps 6
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94 other travellers have booked this property
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About Kissimmee
Kissimmee, Florida is a budget-lover's dream with easy access to Disney parks for a fraction of the cost. Smart vacationers know that searching for a vacation rental in Kissimmee, Florida often gets you space, luxury and a great rate. This area also boasts plenty of natural beauty with a number of public parks. Kissimmee is an active community with bike trails and abundant golf courses. Baseball fans can enjoy a spring training game as Kissimmee is the (February) home of the Houston Astros.
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About Kissimmee
Kissimmee, Florida is a budget-lover's dream with easy access to Disney parks for a fraction of the cost. Smart vacationers know that searching for a vacation rental in Kissimmee, Florida often gets you space, luxury and a great rate. This area also boasts plenty of natural beauty with a number of public parks. Kissimmee is an active community with bike trails and abundant golf courses. Baseball fans can enjoy a spring training game as Kissimmee is the (February) home of the Houston Astros.
Kissimmee Vacation Rentals
Whether you’re interested in a one-bedroom condo rental in Kissimmee or a seven-bedroom luxury villa, booking a vacation rental on TripAdvisor makes your selection easy. Families that do the math will realize renting a condo or villa with multiple bedrooms in Kissimmee will be much, much cheaper than staying at a theme park or resort. The rentals often come with special amenities like a pool, hot tub, movie theater, arcade, or patio with grill for cookouts. Since the theme parks come with extreme costs, you can save a ton by cooking meals in your full kitchen at home, rather than wasting it all at a restaurant three meals a day. 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.
Things to do in Kissimmee
Don’t forget, there’s more to this part of Florida than Mickey and Donald and friends. From go-kart racing and miniature golf to water parks and adventure sports, Kissimmee offers family-oriented activities to suit any taste. 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. Every Saturday night in Old Town Kissimmee, there is a classic car cruise through the city streets, accompanied by a live band. This downtown area also has plenty of shopping and restaurants for the entire family. Named after Florida's most famous reptile, Gatorland is a giant animal theme park with lots of wildlife. Bring the kids to Kissimmee Lakefront Park which is perfect for family picnics and exploring the lighthouse. Travel back in time at Oscaloosa County Pioneer Village and experience what life was like for early settlers.