Kissimmee Vacation Rentals

Search over 1 million properties and 550 airlines worldwide

Save 10% or more on select stays with Expedia Rewards

Most hotels are fully refundable. Because flexibility matters.

Browse Select Kissimmee Vacation Homes

The Berkley, Orlando
4 out of 5
8545 W. Irlo Bronson Highway, Kissimmee, FL
The price is CA $345 per night from Jan 1 to Jan 1
Located in Kissimmee, this family-friendly vacation home is 1.5 mi (2.4 km) from Island H2O Live!, and within 6 mi (10 km) of Disney's Animal Kingdom® Theme ...
4.6/5 Exceptional! (1,144 reviews)
"Clean and comfortable"

Reviewed on Nov. 27, 2021

The Berkley, Orlando
Royal Laguna Villas By Magical Memories
3.5 out of 5
5000 Laguna Bay Circle, Kissimmee, FL
Situated in the suburbs, this vacation home is within 6 mi (10 km) of Lake Buena Vista Factory Stores, Fun Spot America, and Old Town. Orlando Vineland Premium ...
3.5/5 Good! (2,390 reviews)
"Very nice apartment! All very nice and comfortable"

Reviewed on Feb. 12, 2021

Royal Laguna Villas By Magical Memories
Vacation USA LTD
3.5 out of 5
US-192 & N Poinciana Blvd, Kissimmee, FL
The price is CA $194 per night from Dec 5 to Dec 5
Situated in Kissimmee, this vacation home is within 2 mi (3 km) of Lake Cecile, Old Town, and Fun Spot America. Medieval Times is 3 mi (4.8 km) away.
3.4/5 (93 reviews)
"Thank for. Everything good places"

Reviewed on Aug. 19, 2021

Vacation USA LTD
You could be seeing lower prices

You could be seeing lower prices

With member prices, you could save 10% or more right now on thousands of properties.
Laguna Villas
3 out of 5
5209 Broken Arrow Drive, Kissimmee, FL
Located in Indian Wells, this vacation home is 0.8 mi (1.3 km) from Lake Buena Vista Factory Stores and within 3 mi (5 km) of Old Town and Fun Spot America. ...
3.6/5 Good! (322 reviews)
"A good place to stay with family and near to all places"

Reviewed on Nov. 18, 2021

Laguna Villas
Summerville Vacation Homes by Columbia Management
4 out of 5
2621 Sunrise Shores Drive, Kissimmee, FL
Located in the entertainment district, this family-friendly vacation home is within 9 mi (15 km) of Disney's Animal Kingdom® Theme Park, Old Town, and Epcot®. ...
4.3/5 Excellent! (96 reviews)
"New clean just like photos. Spacious and confortable"

Reviewed on Oct. 11, 2021

Summerville Vacation Homes by Columbia Management
Orlando Select Vacation Homes
3.5 out of 5
7814 W. Irlo Bronson Memorial Hwy, Kissimmee, FL
Situated in Kissimmee, this luxury vacation home is 1 mi (1.6 km) from Island H2O Live! and within 6 mi (10 km) of Disney's Animal Kingdom® Theme Park and Old ...
4.1/5 Very Good! (63 reviews)
"It was an amazing experience at this place. We will always book this place during our next visit."

Reviewed on May 18, 2021

Orlando Select Vacation Homes
Kissimmee Maingate Area Pool Homes by SVV
3.5 out of 5
2805 Roccella Court, Kissimmee, FL
Situated in Kissimmee, this vacation home is within 6 mi (10 km) of Lake Davenport, ChampionsGate Golf Club, and Highland Reserve Golf Club. Disney's Animal ...
4.3/5 Excellent! (266 reviews)
"This was a great house to stay at. It was relatively close to all the parks and had grocery and food options down the street. Beautiful home, clean, safe, in a quiet area. Management was very easy to work with and accommodated our needs even on short notice. We will definitely stay at one of their ..."

Reviewed on Nov. 25, 2021

Kissimmee Maingate Area Pool Homes by SVV
Crystal Cove Resort
3.5 out of 5
947 Emerald Green Ct., Kissimmee, FL
Located in Crystal Cove, this vacation home is within 1 mi (2 km) of Medieval Times and 192 Flea Market. Give Kids the World Village and Florida Technical College ...
5/5 Exceptional! (1 review)
"The property was very nice and comfortable."

Reviewed on Nov. 7, 2021

Crystal Cove Resort
Sonoma Resort
3.5 out of 5
Calistoga Ave, Kissimmee, FL
Situated in Kissimmee, this vacation home is 1.9 mi (3.1 km) from 192 Flea Market and 2.6 mi (4.1 km) from Medieval Times. Kissimmee Air Museum is 2.2 mi (3.6 ...
3.8/5 Good! (8 reviews)
Great stay
"Overall the stay was great. The electric in the game room was off and they didn’t fix it till two days later. However they did allow us to check out at a later time. The house was clean and spacious! Would come back again!"

Reviewed on Nov. 18, 2020

Sonoma Resort
Your Disney Holiday at Emerald Island, 5 Mi to WDW
Situated in Kissimmee, this vacation home is 2 mi (3.2 km) from Island H2O Live! and within 9 mi (15 km) of Disney's Boardwalk and ESPN Wide World of Sports. ...
4.3/5 Excellent! (15 reviews)
sadly had to leave 2 weeks early due to covid-19
"This is a great place to stay as it is close to everything and it was to be our last hurrah at Disney (my husband and I are both in our 70's)we are still waiting to hear if the owner will be honest and refund our 2 weeks."

Reviewed on Apr. 15, 2020

Your Disney Holiday at Emerald Island, 5 Mi to WDW
BEAUTIFUL 4 BEDROOM HOME NEAR ALL ATTRACTIONS AND OUTLETS!
Situated in Kissimmee, this vacation home is within a 15-minute walk of Medieval Times and 192 Flea Market. Give Kids the World Village and Florida Technical ...
4.6/5 Wonderful! (10 reviews)
We always book with them and it’s great!
"We are returning guests and spent quaility time this past month booking with VRBO and At Home! Always great, 5 starts!"

Reviewed on Nov. 18, 2021

BEAUTIFUL 4 BEDROOM HOME NEAR ALL ATTRACTIONS AND OUTLETS!
Welcome to Star Wars Villa, 3 miles from Disney World, private pool/spa, wifi
Set in the center of Kissimmee, this family-friendly vacation home is 2 mi (3.3 km) from Island H2O Live!, and within 6 mi (10 km) of Disney's Animal Kingdom® ...
4.7/5 Exceptional! (151 reviews)
Could have been a 5
"The house is nice. Nice neighborhood. We had a family group of 9 and there was plenty of space. House could use a little upkeep. Quite a few lightbulbs were out. The tub in the front room has a problem with the spout. We were told to keep the A/C between 72 and 75. It was warm and muggy so at 72 ..."

Reviewed on Nov. 28, 2021

Welcome to Star Wars Villa, 3 miles from Disney World, private pool/spa, wifi
Disney World Is 10 Minutes  Away - Family Vacation Resort
Located in Kissimmee, this family-friendly vacation home is 2.2 mi (3.6 km) from Island H2O Live!, and within 6 mi (10 km) of Disney's Animal Kingdom® Theme ...
5/5 Exceptional! (21 reviews)
Had a excellent stay. The home was beautiful and spacious.
"My family and I Had an amazing stay! Entire house very Clean! Great location"

Reviewed on Nov. 12, 2021

Disney World Is 10 Minutes Away - Family Vacation Resort
2 Story 4 Bedroom 2.5 Bath Pool home Less than 5 miles to Disney (3116)
Located in Lindfields, this vacation home is 3 mi (4.8 km) from Island H2O Live! and within 9 mi (15 km) of Disney's Animal Kingdom® Theme Park and Old Town. ...
3.9/5 Good! (21 reviews)
Old but clean and spacious
"Old house but clean and spacious"

Reviewed on Jul. 20, 2021

2 Story 4 Bedroom 2.5 Bath Pool home Less than 5 miles to Disney (3116)
Beautiful 3 bedroom townhome with conservation view just steps from the pool!
This family-friendly Kissimmee vacation home is located in a rural location, 2 mi (3.2 km) from Island H2O Live!, and within 9 mi (15 km) of Disney's Fantasia ...
4.6/5 Wonderful! (12 reviews)
Awesome place
"Awesome stay great location"

Reviewed on Jul. 19, 2021

Beautiful 3 bedroom townhome with conservation view just steps from the pool!
10Br/8Bath Pvt Home BBQ+Pool☼15min→Disney 4250ft²
This family-friendly Kissimmee resort is within 3 mi (5 km) of 192 Flea Market and Medieval Times. Kissimmee Air Museum and Capone's Dinner Show are also within ...
10Br/8Bath Pvt Home BBQ+Pool☼15min→Disney 4250ft²
3 Bedroom Vacation Condo (1911)
Situated in Kissimmee, this vacation home is 0.7 mi (1.2 km) from Capone's Dinner Show and 2.2 mi (3.6 km) from Medieval Times. Lake Cecile and 192 Flea Market ...
4/5 Very Good! (3 reviews)
"Everything went well from Checking in to checking out. Only thing was the AC, it got a little hot in the night. Other than that, condo was beautiful and cleaned."

Reviewed on Jun. 6, 2021

3 Bedroom Vacation Condo (1911)
5 Miles from Disney World (Free pool Heat)
This family-friendly Kissimmee vacation home is located on the waterfront, 2.1 mi (3.3 km) from Island H2O Live!, and within 6 mi (10 km) of Disney's Animal ...
4.6/5 Wonderful! (82 reviews)
Family time
"We had really good experience and time We loved the time spent and the memories made Thanks"

Reviewed on Nov. 15, 2021

5 Miles from Disney World (Free pool Heat)
Comfortable Home w/ Private Pool, High-Speed WiFi, Central AC & Washer/Dryer!
Set in Kissimmee, this family-friendly resort is within 6 mi (10 km) of Island H2O Live!, Lake Davenport, and Highland Reserve Golf Club. Disney's Animal Kingdom® ...
3.5/5 Good! (2 reviews)
Disney Family Vacation
"Great property. Plenty of room . Very clean."

Reviewed on Aug. 15, 2021

Comfortable Home w/ Private Pool, High-Speed WiFi, Central AC & Washer/Dryer!
Sunny Margaritaville Cottage - Fully Equipped Kitchen, Welcoming Living Area
Located in the heart of Kissimmee, this historic vacation home is 0.7 mi (1.2 km) from Island H2O Live! and within 6 mi (10 km) of Disney's Animal Kingdom® Theme ...
5/5 Exceptional! (2 reviews)
Wonderful!
"We lived our stay and would definitely stay again. Thank you!"

Reviewed on Jun. 28, 2021

Sunny Margaritaville Cottage - Fully Equipped Kitchen, Welcoming Living Area
Don't see what you're looking for?
See all available properties in Kissimmee
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Kissimmee

Mystic Dunes Resort & Golf Club by Diamond Resorts

Mystic Dunes Resort & Golf Club by Diamond Resorts

3.5 out of 5
7600 Mystic Dunes Lane, Kissimmee, FL
The price is CA $82 per night from Dec 5 to Dec 5
4.3/5 Excellent! (3,306 reviews)
"Our family enjoyed our stay at Mystic Dunes. Great location and the two bedrooms condo was so spacious. We did not participate in the timeshare offering, but they did not pressure us at all to do it either."

Reviewed on Nov. 30, 2021

Mystic Dunes Resort & Golf Club by Diamond Resorts
Wyndham Orlando Resort & Conference Center, Celebration Area

Wyndham Orlando Resort & Conference Center, Celebration Area

3.5 out of 5
3011 Maingate Ln, Kissimmee, FL
The price is CA $96 per night from Dec 13 to Dec 13
3.6/5 Good! (226 reviews)
"A pleasant stay for family. Close to disney and sea world. Staff was friendly and helpful. Hotel was clean and quiet. Would recommend and would stay here again"

Reviewed on Nov. 25, 2021

Wyndham Orlando Resort & Conference Center, Celebration Area
Magic Moment Resort and Kids Club

Magic Moment Resort and Kids Club

3 out of 5
5200 West Irlo Bronson Memorial Highway, Kissimmee, FL
The price is CA $60 per night from Dec 15 to Dec 15
4.1/5 Very Good! (4,781 reviews)
"Staff extremely friendly. Quick to attend to requests."

Reviewed on Nov. 30, 2021

Magic Moment Resort and Kids Club
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

More trip options