Kissimmee Holiday Rentals

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Our top choices for Kissimmee holiday rentals

3.0 star property
8.6 out of 10, Excellent, (3,495 reviews)
"Yes .. very clean rooms and hotel chef was great"
United States
Alicia
The price is AU$176
includes taxes & fees
15 Mar - 16 Mar
Vacation Village Orlando, Celebration

Aparthotel in Kissimmee

voco Kissimmee Orlando by IHG
4.0 star property
7.6 out of 10, Good, (1,005 reviews)
"Staff was very helpful, location was what we needed and rooms and pool were outstanding "
United States
Chester Joseph
The price is AU$136
includes taxes & fees
4 Mar - 5 Mar
voco Kissimmee Orlando by IHG
2.5 star property
9.0 out of 10, Wonderful, (214 reviews)
"Great place. Great location. "
United States
Andrew
The price is AU$146
includes taxes & fees
16 Mar - 17 Mar
Barefoot'n Resort Kissimmee Orlando
The price is AU$319
includes taxes & fees
2 Mar - 3 Mar
Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
3.5 star property
The price is AU$426
includes taxes & fees
2 Mar - 3 Mar
Enjoy Disney 3brs at Villas of Somerset

Residence in Historic Downtown Kissimmee

304 Lakeshore - Unit 1 and 2
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Muy buena casa y muy bien ubicada"
United States
Kinan
The price is AU$312
includes taxes & fees
9 Mar - 10 Mar
304 Lakeshore - Unit 1 and 2

Holiday Home in Historic Downtown Kissimmee

Super Boho - At Lake Toho Fishing Vintage Vibes
2.0 star property
The price is AU$392
includes taxes & fees
2 Mar - 3 Mar
Super Boho - At Lake Toho Fishing Vintage Vibes

Holiday Home in Kissimmee

FL- 1844 GOBI DR
3.0 star property
The price is AU$572
includes taxes & fees
5 Mar - 6 Mar
FL- 1844 GOBI DR

Holiday Home in Kissimmee

The Berkley, Orlando
4.0 star property
9.6 out of 10, Exceptional, (2,116 reviews)
"Always enjoy our stay here!"
United States
David
The price is AU$217
includes taxes & fees
2 Mar - 3 Mar
The Berkley, Orlando

Apartment in Kissimmee

The Irlo
3.0 star property
7.8 out of 10, Good, (7 reviews)
"My stay started as a cautious one, and quickly changed to a great one . Room was alot more then I anticipated, and staff- from manager Shawn down to the clerk's went well above and beyond for levels of service. Seen postings negative to site but believe me I've been here almost a month and found nothing bad. Florida is known for bugs of many sorts and glad to report had no issues, and they take extra precautions to keep everyone safe. I now snow bird and will be back again without a second...
United States
Jeffrey
The price is AU$290
includes taxes & fees
4 Mar - 5 Mar
The Irlo

Aparthotel in Kissimmee

Barefoot Suites
3.0 star property
9.0 out of 10, Wonderful, (1,831 reviews)
"Great place. To stay "
United States
THOMAS
Barefoot Suites
9.2 out of 10, Wonderful, (157 reviews)
"Excellent accommodations."
United States
Raychelle
The price is AU$318
includes taxes & fees
2 Mar - 3 Mar
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
4.0 star property
9.0 out of 10, Wonderful, (167 reviews)
"The animals are amazing and the location for Animal Kingdom was perfect! The room was clean and comfortable."
United States
Kelly
Disney's Animal Kingdom Villas - Kidani Village
4.5 star property
Sunny Private Pool & Spa & Fenced Yard. Nr Parks
3.0 star property
The price is AU$438
includes taxes & fees
4 Mar - 5 Mar
Modern 3 Bed Villa, Newly Renovated, Prime Location
10.0 out of 10, Exceptional, (26 reviews)
"15 mins drive to Disney, We enjoyed our stay, clean as advertised, Owner communicates in detail, Will definitely rebook this Villa. "
United States
Elisa
The price is AU$337
includes taxes & fees
2 Mar - 3 Mar
Completely Renovated 3/2 Close to Disney parks

Holiday Home in Historic Downtown Kissimmee

Super Boho- At Lake Toho s Water Sleeps 6
2.0 star property
The price is AU$414
includes taxes & fees
31 Mar - 1 Apr
Super Boho- At Lake Toho s Water Sleeps 6
10.0 out of 10, Exceptional, (4 reviews)
"Everything was great. Good location and nice cozy place for 2."
United States
Joshua T.
The price is AU$291
includes taxes & fees
2 Mar - 3 Mar
Cloud Nine • 1BR 15 MIN from Kissimmee Main Street
3.5 star property
8.4 out of 10, Very good, (7 reviews)
"We liked the friendliness of the folks around us. Once we got used to the the streets and how they changed names we were able to navigate around without trouble. At first though we got lost quite often. There weren't enough towels and wash cloths and the kitchen faucet had a broken faucet nut which we had to fix ourselves a couple of times. Other than that it was a most comfortable abode and we are glad that we rented it. "
United States
Edward
LOVELY LUXURY APARTMENT CLOSE DISNEY

Holiday Home in Kissimmee

Maple Leaf Inn & Suites
2.5 star property
6.8 out of 10, (69 reviews)
"The room was clean and the staff was okay "
United States
Shaneka
The price is AU$94
includes taxes & fees
8 Mar - 9 Mar
Maple Leaf Inn & Suites
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.

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Top Kissimmee Hotel Reviews

Find out more about Kissimmee

Everything you need to know about Kissimmee holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kissimmee holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Kissimmee holiday 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  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kissimmee holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kissimmee holiday rentals we have selected for you start as low as AU$146 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Kissimmee rentals

At Expedia, we put the best Kissimmee holiday 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 holiday.

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. 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 holiday rentals in Kissimmee?

Yes, there are holiday rentals in Kissimmee close to Disney's Animal Kingdom® Theme Park, or you can select a more secluded option if you're looking for a relaxing stay. Tourists who visit Kissimmee like the fun-filled theme parks and renowned opera. The array of shops and lively festivals are some other things you might want to check out while you're here.

What are some of the best holiday rentals that Kissimmee has to offer?

The Berkley, Orlando: This highly rated holiday home rental in Kissimmee offers a furnished patio, a terrace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a microwave and a coffee maker. You can relax into your holiday with an arcade/games room and 1 hot tub. Other favourite homes for rent in Kissimmee are Glam Villa Near the Parks w Gamer & Princess BRs, Huge Theater, Arcade, Spa Pool and Luxury 20 bedroom Reunion Villas @ Disney's Doorstep.

How many holiday rentals are there in Kissimmee?

Choose from 1552 Expedia holiday rentals in Kissimmee for a memorable holiday.

What can I see and do in Kissimmee?

Disney's Animal Kingdom® Theme Park and Walt Disney World® Resort are a couple of the family-friendly sights, whereas cultural attractions include Medieval Times and Capone's Dinner Show. You can also visit some other popular places in town, such as Old Town and Reunion Resort Golf Course.

What are holiday rentals like in Kissimmee?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kissimmee. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a small group gathering.