We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Kissimmee Villas

List your property
Owner log in
Check in
— / — / —
Check out
— / — / —
Guests
0+ rooms, 2+ guests
Distance from
1 mi
Price per night
$0
$1,000+
Suitability
Show more
Bathrooms
Any
Amenities
Show more
Property type
Show more
Distinctive Features
Show more
Communities
Show more
Neighborhood
1004 rentals in Kissimmee.
Sort by:
Tripadvisor Sort
Located in Emerald Island Resort Beautiful 7 Bed 4.5 Bath Villa Close 2 Disney
7 bedrooms
7 bathrooms
Sleeps 16
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
69 other travelers have booked this property
Villa Gianessa 6 BR, 6 BA in Terra Verde Resort
6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
4 other travelers have booked this property
Venetian Bay Village 3 Bedroom Townhouse
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
24 other travelers have booked this property
Disney Dream Villa
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
73 other travelers have booked this property
3 Miles or 5 min to Disney ✦ Luxury 6 bedroom villa ✦ South-Face pool ✦GamesRoom
6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
5 other travelers have booked this property
3 Miles or 5 min to Disney ✦ Luxury 7 bedroom villa ✦ South-Face pool ✦GamesRoom
7 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
3 other travelers have booked this property
DISNEY ORLANDO LAKE 4 BED LUXURY POOL VILLA
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
15 other travelers have booked this property
Private Villa with Security Gate, Sunset Lakes in Kissimmee
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
113 other travelers have booked this property
Fairytale Escape
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
Stunning 6 Bed Pool Home Close to Disney Parks.
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
58 other travelers have booked this property
Colonial type Villa in a beautiful setting.
6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
55 other travelers have booked this property
Dolphin Villa - Doral Woods, 5*Trip Advisor Rated & Inspected. Read our reviews.
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
34 other travelers have booked this property
Seasons Villa,5 Bedrooms, Pool with Spa, Gameroom Sleeps 10
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
128 other travelers have booked this property
Spacious & Comfortable Family Disney Villa with Pool and WiFi
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
9 other travelers have booked this property
DORAL WOODS SECLUDED VILLA
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
42 other travelers have booked this property
Scenic & Safe Family Lake Berkley Resort 5 Bedroom Villa, Private Heated Pool
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
7 other travelers have booked this property
A stunning pool home in Kissimmee, Disney Paradi
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
75 other travelers have booked this property
Sun Palm - 5 star Disney executive villa. Private Secluded Pool.
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
2 other travelers have booked this property
Villa di Lusso
6 bedrooms
10 bathrooms
Sleeps 14
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
10 other travelers have booked this property
Luxury Lakeside Villa with Hot Tub and Wireless Internet
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
7 other travelers have booked this property
Belle's Cove, Family-Friendly Villa with Gameroom and Hot Tub
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
83 other travelers have booked this property
Executive Villa, Pool, Hot tub, WiFi, Games Room
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
36 other travelers have booked this property
Windsor Hills Retreat Villa
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
6 other travelers have booked this property
Trip Advisor - Award Winning Villa for Three Years.
7 bedrooms
6 bathrooms
Sleeps 22
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
Robson's Retreat, Relaxing Vacation Home with a Ba
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps, Villas
More info
Check in
Check out
The Emerald Dolphin, Kissimmee Rental with WiFi, Hot Tub and Pool
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
31 other travelers have booked this property
Stunning Sunset Villa includes WiFi, Grill, Gameroom
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
44 other travelers have booked this property
Disney Davella - Luxury spacious villa with pool and jacuzzi in tropical garden
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
96 other travelers have booked this property
Doc's Magical Escape, Sleeps 14, Wireless Internet
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
9 other travelers have booked this property
** The Beautiful Palm Oasis Villa at Emerald Island Resort **
7 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
19 other travelers have booked this property
Luxury Villa with own pool, stunning Lake view. Gated secure Resort near Disney
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
47 other travelers have booked this property
WINNER! TRIP ADVISOR CERTIFICATE OF EXCELLENCE, WINDSOR HILLS 3B/ 3B TOWN HOME
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
1 other traveler has booked this property
Luxury 5 Bedroom Villa in Cumbrian Lakes Drive gated community.
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
2 other travelers have booked this property
Belleair
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
29 other travelers have booked this property
The Charming Mickey's Tree House,
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
30 other travelers have booked this property
Beautiful Florida Home with Themed Bedrooms
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
58 other travelers have booked this property
Secluded Luxury Home w/ Oversize pool near Disney
5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
7 other travelers have booked this property
5 Bedroom Sunset Luxury Villa with Wireless Internet
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
13 other travelers have booked this property
Villas at Seven Dwarfs 25
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
8 other travelers have booked this property
Villas at Seven Dwarfs 24
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
6 other travelers have booked this property
Very Nr Disney 3 Bedroom Villa With Free WIFI
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Villas
More info
Check in
Check out
87 other travelers have booked this property
Florida Holiday Villa includes WiFi and Hot Tub
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
137 other travelers have booked this property
Fantastic Cumbrian Lakes Villa with Hot Tub and WiFi
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
2 other travelers have booked this property
5 Bed Villa, South Facing Pool & Terrace.
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
5 other travelers have booked this property
Bay Head Villa, Great 3 Bedroom near Golf Courses and Theme Parks
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
67 other travelers have booked this property
Magical Memories, Pet-Friendly Home with WiFi
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
88 other travelers have booked this property
Disney Lakeside Villa with WiFi and a Pool, Kissimmee
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
19 other travelers have booked this property
Halcyon Daze
6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
9 other travelers have booked this property
Disney location vila with 4 poster bed, pool, wifi
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
32 other travelers have booked this property
Beautiful Lakeside Villa With Pool; WiFi
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Villas
More info
Check in
Check out
Payment Protection
68 other travelers have booked this property
PreviousNext
12345621
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.
More
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.