Kissimmee Vacation Rentals

Save an average of 15% on thousands of properties with Expedia Rewards

Most properties are fully refundable. Because flexibility matters.

Search over 2.9 million properties and 550 airlines worldwide.

Vacation Rentals in Kissimmee

Ramada by Wyndham Kissimmee Gateway
3 out of 5
7470 W. Irlo Bronson Memorial Hwy., Kissimmee, FL, 34747
Fully refundableReserve now, pay when you stay
The price is $74 per night from Apr 10 to Apr 11
$74
per night
Apr 10 - Apr 11
Stay at this 3-star family-friendly aparthotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the clean rooms and the family ...
6.8/10 (4,369 reviews)
"The staff was very nice, the property was overall clean. The bathroom was my biggest issue, the floor was not clean, the sink pipe was broken, I had to turn it many different ways to get it turned off. The tiles look like they have never been cleaned."

Reviewed on Mar 25, 2023

Ramada by Wyndham Kissimmee Gateway
Seralago Hotel & Suites Main Gate East
3 out of 5
5678 West Irlo Bronson Memorial Hwy, Kissimmee, FL, 34746
Fully refundableReserve now, pay when you stay
The price is $60 per night from Apr 3 to Apr 4
$60
per night
Apr 3 - Apr 4
Stay at this 3-star family-friendly aparthotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the clean rooms and the overall ...
5.2/10 (4,385 reviews)
"Not enough towels"

Reviewed on Mar 20, 2023

Seralago Hotel & Suites Main Gate East
Staybridge Suites Orlando Royale Parc Suites, an IHG Hotel
3 out of 5
5876 W Irlo Bronson Memorial Hwy, Kissimmee, FL, 34746
Fully refundable
The price is $142 per night from Apr 16 to Apr 17
$142
per night
Apr 16 - Apr 17
Stay at this 3-star family-friendly aparthotel in Kissimmee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (1,225 reviews)
Overnight in Kissimmee
"I enjoyed the quiet area even though it was close to a University and shopping. The bed was softer than I prefer, and I didn't sleep well, so I don't think I'll be coming back."

Reviewed on Mar 24, 2023

Staybridge Suites Orlando Royale Parc Suites, an IHG Hotel

Save an average of 15% on thousands of hotels when you're signed in

Comfort Suites Maingate East
3 out of 5
2775 Florida Plaza Blvd, Kissimmee, FL, 34746
Fully refundableReserve now, pay when you stay
The price is $110 per night from Apr 23 to Apr 24
$110
per night
Apr 23 - Apr 24
Stay at this 3-star business-friendly aparthotel in Kissimmee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the clean ...
9/10 Wonderful! (1,810 reviews)
"Overall very nice stay , clean"

Reviewed on Mar 24, 2023

Comfort Suites Maingate East
Gaylord Palms Resort & Convention Center
4 out of 5
6000 West Osceola Parkway, Kissimmee, FL, 34746
Fully refundableReserve now, pay when you stay
The price is $299 per night from Apr 16 to Apr 17
$299
per night
Apr 16 - Apr 17
Stay at this 4-star spa aparthotel in Kissimmee. Enjoy 3 outdoor pools, 6 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
8.4/10 Very Good! (1,379 reviews)
"I will stay here again"

Reviewed on Mar 20, 2023

Gaylord Palms Resort & Convention Center
Flamingo Waterpark Resort
3 out of 5
2261 E. Irlo Bronson Memorial Hwy, Kissimmee, FL, 34744
Fully refundableReserve now, pay when you stay
The price is $109 per night from Mar 28 to Mar 29
$109
per night
Mar 28 - Mar 29
Stay at this 3-star aparthotel in Kissimmee. Enjoy free WiFi, free water park access, and breakfast. Our guests praise the pool and the helpful staff in our ...
6.4/10 (817 reviews)
"Had a great experience. Love it!!!"

Reviewed on Mar 24, 2023

Flamingo Waterpark Resort
Embassy Suites by Hilton Orlando Lake Buena Vista South
3.5 out of 5
4955 Kyngs Heath Rd, Kissimmee, FL, 34746
Fully refundableReserve now, pay when you stay
The price is $135 per night from Apr 24 to Apr 25
$135
per night
Apr 24 - Apr 25
Stay at this 3.5-star business-friendly aparthotel in Kissimmee. Enjoy free breakfast, free WiFi, and 2 restaurants. Our guests praise the breakfast and the ...
9/10 Wonderful! (1,375 reviews)
"Our stay was wonderful, we had a blast"

Reviewed on Mar 24, 2023

Embassy Suites by Hilton Orlando Lake Buena Vista South
Polynesian Isles Resort
3 out of 5
3045 Polynesian Isle Blvd., Kissimmee, FL, 34746
Fully refundableReserve now, pay when you stay
The price is $192 per night from Mar 28 to Mar 29
$192
per night
Mar 28 - Mar 29
Stay at this 3-star aparthotel in Kissimmee. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the WiFi in our reviews. Popular ...
9.4/10 Exceptional! (3,270 reviews)
"Spacious condos in a beautifully landscaped resort. The 2 pools were temperature controlled and very clean. Shared laundry with another condo was a plus. Very close to shopping and theme parks."

Reviewed on Mar 25, 2023

Polynesian Isles Resort
Margaritaville Resort Orlando Cottages by Rentyl
4 out of 5
8000 Fins Up Circle, Kissimmee, FL, 34747
Stay at this 4-star spa aparthotel in Kissimmee. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.4/10 Very Good! (488 reviews)
"Great place close to everything"

Reviewed on Mar 13, 2023

Margaritaville Resort Orlando Cottages by Rentyl
Vacation Village at Parkway
3 out of 5
2975 Arabian Nights Blvd, Kissimmee, FL, 34747
Stay at this 3-star family-friendly condo in Kissimmee. Enjoy free WiFi, 7 outdoor pools, and 6 spa tubs. Our guests praise the convenient parking and the comfy ...
8.2/10 Very Good! (1,126 reviews)
"House was clean and provided most basic necessities. Close to Target for essentials and a few activities are also not far from the community. Be mindful however on the fine print surrounding your booking. Checkin is not available until 4pm. Checkout with a family of (6 or more) by 10am as you end ..."

Reviewed on Mar 16, 2023

Vacation Village at Parkway
Holiday Inn Orlando SW - Celebration Area, an IHG Hotel
3 out of 5
5711 W Irlo Bronson Memorial Hwy, Kissimmee, FL, 34746
Fully refundable
The price is $98 per night from Apr 16 to Apr 17
$98
per night
Apr 16 - Apr 17
Stay at this 3-star family-friendly aparthotel in Kissimmee. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the clean ...
7.6/10 Good! (1,151 reviews)
"Good"

Reviewed on Mar 18, 2023

Holiday Inn Orlando SW - Celebration Area, an IHG Hotel
SpringHill Suites by Marriott Orlando Lake Buena Vista South
3 out of 5
4991 Calypso Cay Way, Kissimmee, FL, 34746
Fully refundableReserve now, pay when you stay
The price is $127 per night from Apr 9 to Apr 10
$127
per night
Apr 9 - Apr 10
Stay at this 3-star golf aparthotel in Kissimmee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (1,149 reviews)
"It was a nice, clean property with 24 hour desk staff to accommodate late arrivals (11:37 PM flight arrival). The only complaint is that parking was limited as half the parking lot was blocked off (possibly doing parking repaving?). I ended up parking on a curb in the lot as there were no spaces ..."

Reviewed on Mar 20, 2023

SpringHill Suites by Marriott Orlando Lake Buena Vista South
Reunion Resort & Golf Club
5 out of 5
7593 Gathering Drive, Kissimmee, FL, 34747
Stay at this 5-star luxury aparthotel in Kissimmee. Enjoy 11 outdoor pools, 7 restaurants, and a golf course. Our guests praise the helpful staff and the spacious ...
8.6/10 Excellent! (1,071 reviews)
"we loved the course and staff"

Reviewed on Mar 15, 2023

Reunion Resort & Golf Club
Barefoot Suites
3 out of 5
2750 Florida Plaza Blvd, Kissimmee, FL, 34746
The price is $122 per night from Mar 30 to Mar 31
$122
per night
Mar 30 - Mar 31
Stay at this 3-star family-friendly aparthotel in Kissimmee. Enjoy free WiFi, free parking, and a free theme park shuttle. Our guests praise the helpful staff ...
8.8/10 Excellent! (1,464 reviews)
"Location. Clean room. Easy check in and out. Friendly staff. Great room with new appliances and utensils."

Reviewed on Mar 20, 2023

Barefoot Suites
Celebration Suites
3 out of 5
5820 W Irlo Bronson Memorial Hwy, Kissimmee, FL, 34746
The price is $115 per night from Mar 28 to Mar 29
$115
per night
Mar 28 - Mar 29
Stay at this 3-star family-friendly aparthotel in Kissimmee. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff and the ...
7.6/10 Good! (4,639 reviews)
"The dryers dont work good. After a long while of not getting dry i went to a laundromat about 12 miles up the road"

Reviewed on Mar 16, 2023

Celebration Suites
Magic Village Yards, Trademark Collection by Wyndham
4 out of 5
3151 Pantanal Lane, Kissimmee, FL, 34747
Stay at this 4-star aparthotel in Kissimmee. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the comfy rooms in our ...
9/10 Wonderful! (981 reviews)
"The personnel were really helpful and friendly, anytime I needed something or had a question they were quick to react."

Reviewed on Mar 19, 2023

Magic Village Yards, Trademark Collection by Wyndham
Calypso Cay Vacation Villas
3.5 out of 5
4951 Calypso Cay Way, Kissimmee, FL, 34746
The price is $127 per night from Mar 28 to Mar 29
$127
per night
Mar 28 - Mar 29
Stay at this 3.5-star family-friendly aparthotel in Kissimmee. Enjoy 3 outdoor pools, a fitness center, and a 24-hour front desk. Our guests praise the pool ...
7.8/10 Good! (1,173 reviews)
"This place felt like we were at an all-inclusive. Lots of fun to be had on-site. Condos were lovely and had everything we needed. Lots of towels and comfort and very clean. We really loved having laundry in our suite. Bar staff were so nice and attentive. Robert at the front counter was so kind and ..."

Reviewed on Mar 21, 2023

Calypso Cay Vacation Villas
CLC Regal Oaks Resort Vacation Townhomes
4 out of 5
5780 Golden Hawk Way, Kissimmee, FL, 34746
The price is $183 per night from Mar 28 to Mar 29
$183
per night
Mar 28 - Mar 29
Stay at this 4-star business-friendly condo in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the bar in our reviews. ...
8.2/10 Very Good! (2,344 reviews)
"The resort was nice and quiet and it just a few minutes walk to the fun spot amusement park"

Reviewed on Mar 22, 2023

CLC Regal Oaks Resort Vacation Townhomes
Spectrum Resort Orlando
4 out of 5
7750 Sandy Ridge Drive, Kissimmee, FL, 34747
Stay at this 4-star golf condo in Kissimmee. Enjoy free WiFi, free parking, and free water park access. Popular attractions Disney's Animal Kingdom® Theme Park ...
9/10 Wonderful! (24 reviews)
"Had a great time at this resort!"

Reviewed on Mar 21, 2023

Spectrum Resort Orlando
Club Wyndham Star Island
3.5 out of 5
5000 Avenue of the Stars, Suite WVO, Kissimmee, FL, 34746
Stay at this 3.5-star spa aparthotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the convenient ...
8/10 Very Good! (362 reviews)
"We loved it here. Beautiful grounds, clean suites, friendly staff. The only complaint is expedia needs to uodate their listing because club wyndham does not have jetted tubs as it has recently been remodeled and the hot ribs have been removed from the rooms. We kinda booked solely on the fact there ..."

Reviewed on Feb 24, 2023

Club Wyndham Star Island
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 rentals in Kissimmee

Less expensive
More expensive
Next month
September
March
$155
Month
Price
January
$134
February
$150
March
$179
April
$155
May
$130
June
$144
July
$150
August
$129
September
$120
October
$129
November
$131
December
$158
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 rentals in Kissimmee. Select dates and complete search for nightly totals inclusive of taxes and fees.

Other types of properties in Kissimmee you may be interested in

Margaritaville Resort Orlando

Margaritaville Resort Orlando

4 out of 5
8000 Fins Up Circle, Kissimmee, FL, 34747
Fully refundableReserve now, pay when you stay
Margaritaville Resort Orlando
Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

3 out of 5
7470 W. Irlo Bronson Memorial Hwy., Kissimmee, FL, 34747
Fully refundableReserve now, pay when you stay
Ramada by Wyndham Kissimmee Gateway
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.

Everything you need to know about Kissimmee vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Kissimmee vacation rental for you. At Expedia, you can take your pick from top vacation rentals, private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on... and on.. 

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kissimmee vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. Explore our selection of accommodation rentals in Florida

Kissimmee vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kissimmee. If you’re looking for a little peace, consider booking during the quieter months, such as October or November. For more hustle and bustle, you may prefer to visit in July or August. 

Prices vary throughout the year. Winter is the cheapest time to visit, with Summer the most expensive. 

Your chosen location, property type, and amenities will impact the cost of your trip, too. Right now, the selection of Kissimmee vacation rentals we have selected for you on this page range between $60 per night and $299 per night. Entering your desired dates in the search wizard you might find even better deals

How to find incredible deals on Kissimmee rentals

At Expedia, we put the best Kissimmee vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Kissimmee rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kissimmee vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kissimmee. Or explore even further and have a look at our Florida Keys vacation rentals, rentals in Orlando or vacation homes in Destin. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find vacation rentals in Kissimmee?

Yes, we have vacation rentals in Kissimmee close to Walt Disney World® Resort, or you can select a secluded option if you'd like a relaxing place to stay. Tourists who visit Kissimmee like the fun-filled theme parks and entertainment choices. The array of shops and lively festivals are some other things you might want to check out while you're here.

What's the top vacation rental that Kissimmee has to offer?

Formosa Valley Resort by UNE Homes: This Kissimmee vacation home rental is equipped with an outdoor pool, air-conditioning, and cable TV to help you feel comfortable during your stay. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. Other favorite homes for rent in Kissimmee are Laguna Villas and Crystal Cove Resort.

How many vacation rentals are there in Kissimmee?

Choose from 17718 Expedia vacation rentals in Kissimmee for a memorable vacation.

What can I see and do in Kissimmee?

Walt Disney World® Resort and Disney's Animal Kingdom® Theme Park are a couple of family-friendly sights, whereas cultural attractions include Medieval Times and Osceola Performing Arts Center. You can also visit some other popular places in town, such as Walt Disney World® area and Old Town.

What are vacation rentals like in Kissimmee?

Vacation rentals are privately owned properties you can book for several days or more in Kissimmee. Vacation rentals offer amenities like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a family trip.

Recent reviews of Kissimmee properties
Expedia verified reviews