Search Vacation Homes in Kissimmee

Most properties are fully refundable. Because flexibility matters.

Members save 10% more on select hotels, cars, activities and vacation rentals. Sign up.

Search over 2.9 million properties and 550 airlines worldwide.

Browse Select Kissimmee Vacation Homes

The Berkley, Orlando

The Berkley, Orlando
4 out of 5
8545 W. Irlo Bronson Highway, Kissimmee, FL, 34747
4.6/5 Exceptional! (1,209 reviews)
"Accommodations are excellent. Plenty things for the whole family to do. Great location."

Reviewed on May 6, 2022

Get rates
The Berkley, Orlando
Vacation USA LTD

Vacation USA LTD
3.5 out of 5
US-192 & N Poinciana Blvd, Kissimmee, FL, 34746
The price is $152 per night from May 23 to May 24
3.4/5 Good! (104 reviews)
"The place is great for a family to need rest and have all park close, you can't have more the two cars and 8 people inside the house the property is very restriction about it, but the rest is great so quit. I recommended"

Reviewed on May 9, 2022

Vacation USA LTD
Formosa Valley Resort by UNE Homes

Formosa Valley Resort by UNE Homes
4 out of 5
Formosa Vly Pl, Kissimmee, FL, 34747
Get rates
Formosa Valley Resort by UNE Homes
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.
Sign up, it's freeSign in
Laguna Villas

Laguna Villas
3 out of 5
5209 Broken Arrow Drive, Kissimmee, FL, 34746
3.6/5 Good! (343 reviews)
"It was a great place to stay with my family. Maintenance was quick to clean up when we had a problem with the pool."

Reviewed on May 16, 2022

Get rates
Laguna Villas
Eagle Trace Resort Orlando

Eagle Trace Resort Orlando
4 out of 5
7750 Sandy Ridge Dr, Kissimmee, FL, 34747
5/5 Exceptional! (4 reviews)
"The cleanest and most beautiful of all the vacation homes we've stayed at in the Kissimmee Area, even in the same price range. Absolutely wonderful stay, we would love to come back every year. The water park was relaxing and family friendly, the staff was super professional and courteous - and the ..."

Reviewed on Apr 3, 2022

Get rates
Eagle Trace Resort Orlando
Summerville Vacation Homes by Columbia Management

Summerville Vacation Homes by Columbia Management
4 out of 5
2621 Sunrise Shores Drive, Kissimmee, FL, 34747
4.3/5 Excellent! (109 reviews)
"Beautiful new, clean home. Loved how each room had their own bathroom. Loved the pool and how close it was to all the shops and attractions. Only request is that every home has access to a bbq. We had an amazing stay and thanks to Expedia..our almost ruined trip turned out amazing as the first place ..."

Reviewed on May 4, 2022

Get rates
Summerville Vacation Homes by Columbia Management
3 B/R w Free Wi-Fi, Free Parking, 5 minutes from Disney, Family Friendly

3 B/R w Free Wi-Fi, Free Parking, 5 minutes from Disney, Family Friendly
Kissimmee, FL
5/5 Exceptional! (1 review)
Weekend Get A Way with Mom and The Girls
"The property is new and very nicely appointed. The pictures are exactly what you will receive when you select a Magic Kingdom VROB. We loved the high class accommodations with a room and bathroom for everyone. Excellent resort."

Reviewed on May 18, 2021

Get rates
3 B/R w Free Wi-Fi, Free Parking, 5 minutes from Disney, Family Friendly
The Bear's Den Resort Orlando

The Bear's Den Resort Orlando
5 out of 5
7880 Nicklaus Clubhouse Lane, Kissimmee, FL, 34747
3.3/5 (8 reviews)
"Beautifully decorated and well maintained vacation home. Our entire family enjoyed our stay."

Reviewed on Jul 20, 2021

Get rates
The Bear's Den Resort Orlando
Encore Resort

Encore Resort
4 out of 5
101 Lasso Drive, Kissimmee, FL, 34747
3.1/5 (94 reviews)
"I messaged the property prior to booking to inquire about the use of the resort ammenities, which i was assured that we would have access to. I arrived and the house I rented was not part of the encore resort management, so i cpuld not use their facilities. I could not even pay to use them. I had ..."

Reviewed on Feb 15, 2022

Get rates
Encore Resort
Kissimmee Maingate Area Pool Homes by SVV

Kissimmee Maingate Area Pool Homes by SVV
3.5 out of 5
Kissimmee, FL
4.3/5 Excellent! (293 reviews)
"Nice and clean place. The furniture just needs updating and the listing should say Davenport not Kissimmee. Other than that, I would stay there again."

Reviewed on May 13, 2022

Get rates
Kissimmee Maingate Area Pool Homes by SVV
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.

Price trends for Vacation Homes in Kissimmee

Less expensive
More expensive
Next month
October
July
$180
Month
Price
January
$154
February
$158
March
$170
April
$135
May
$151
June
$180
July
$198
August
$163
September
$145
October
$131
November
$148
December
$178
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed Vacation Homes in Kissimmee. Select dates and complete search for nightly totals inclusive of taxes and fees.

Other property types in Kissimmee

FantasyWorld Resort

FantasyWorld Resort
3.5 out of 5
5005 Kyngs Heath Rd, Kissimmee, FL, 34746
4.2/5 Very Good! (4,350 reviews)
"Our stay at Fantasy World Resort was amazing. I only wish we had spent more time taking advantage of all the amenities they had to offer. Literally the nicest place I have ever stayed"

Reviewed on May 18, 2022

FantasyWorld Resort
Polynesian Isles by Diamond Resorts

Polynesian Isles by Diamond Resorts
3 out of 5
3045 Polynesian Isle Blvd., Kissimmee, FL, 34746
The price is $178 per night from May 26 to May 27
4.7/5 Exceptional! (2,817 reviews)
"Great place couldn't ask for anything better"

Reviewed on May 20, 2022

Polynesian Isles by Diamond Resorts
Margaritaville Resort Orlando Cottages by Rentyl

Margaritaville Resort Orlando Cottages by Rentyl
4 out of 5
8000 Fins Up Circle, Kissimmee, FL, 34747
4.3/5 Excellent! (361 reviews)
"Great people House had everything we needed"

Reviewed on May 11, 2022

Margaritaville Resort Orlando Cottages by Rentyl
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.

Recent Reviews in Kissimmee
expedia verified reviews

  • Quality Inn & Suites Kissimmee by The Lake

    Quality Inn & Suites Kissimmee by The Lake

    5/5 Excellent
    "It’s covenant for eateries and the parks it’s cleaned every day it’s got a pool for chilling out and to top up your tan "
    A verified traveler stayed at Quality Inn & Suites Kissimmee by The Lake
    Posted 5 days ago
    Quality Inn & Suites Kissimmee by The Lake
  • Silver Lake Resort

    Silver Lake Resort

    5/5 Excellent
    "Very nice clean and Quiet hotel I would stay there again"
    A verified traveler stayed at Silver Lake Resort
    Posted 5 days ago
    Silver Lake Resort
  • Maingate Lakeside Resort

    Maingate Lakeside Resort

    4/5 Good
    "Ok"
    A verified traveler stayed at Maingate Lakeside Resort
    Posted 5 days ago
    Maingate Lakeside Resort
  • Red Lion Hotel Orlando Lake Buena Vista South

    Red Lion Hotel Orlando Lake Buena Vista South

    5/5 Excellent
    "I loved the property. The staff helped me right away and answered all my questions they have a shuttle that goes and comes to Disneyworld and if you do not take those it is very cheap to take a Uber. They have a laundry room that was very convenient and the rooms were nice and clean you have to ask for them to clean the room but that’s good because some days I didn’t want it done. The lazy river was the best part after a hot day of long walking it really ended the day perfectly "
    A verified traveler stayed at Red Lion Hotel Orlando Lake Buena Vista South
    Posted 5 days ago
    Red Lion Hotel Orlando Lake Buena Vista South
  • Magic Moment Resort and Kids Club

    Magic Moment Resort and Kids Club

    5/5 Excellent
    "This was a wonderful spot for a quick stop in our travels. It was clean, friendly, and most importantly fun for the kids. The kids playground area and pool was exactly what we needed with all our traveling. I would recommend to others!"
    A verified traveler stayed at Magic Moment Resort and Kids Club
    Posted 6 days ago
    Magic Moment Resort and Kids Club
  • Palazzo Lakeside

    Palazzo Lakeside

    5/5 Excellent
    "Great place! I wish the staff helping in the breakfast area were more friendly"
    A verified traveler stayed at Palazzo Lakeside
    Posted 6 days ago
    Palazzo Lakeside
  • The Grand Orlando Resort at Celebration

    The Grand Orlando Resort at Celebration

    5/5 Excellent
    "We loved the pool area and the dining options just across the street"
    A verified traveler stayed at The Grand Orlando Resort at Celebration
    Posted 6 days ago
    The Grand Orlando Resort at Celebration
  • Margaritaville Resort Orlando

    Margaritaville Resort Orlando

    5/5 Excellent
    "Everything"
    A verified traveler stayed at Margaritaville Resort Orlando
    Posted 6 days ago
    Margaritaville Resort Orlando
  • Ramada by Wyndham Kissimmee Gateway

    Ramada by Wyndham Kissimmee Gateway

    5/5 Excellent
    "Really good place. Highly recommend. Planning to come back again."
    A verified traveler stayed at Ramada by Wyndham Kissimmee Gateway
    Posted 6 days ago
    Ramada by Wyndham Kissimmee Gateway

Explore a world of travel with Expedia

See our travel options