Search Holiday Rentals in Kissimmee

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Kissimmee holiday rentals

Exterior

Condo in Kissimmee

Vacation Village Orlando, Celebration
3.0 star property
8.6 out of 10, Excellent, (3,493 reviews)
"Yes .. very clean rooms and hotel chef was great"
United States
Alicia
The price is ฿2,741
฿3,887 total
includes taxes & fees
15 Mar - 16 Mar
Vacation Village Orlando, Celebration
Exterior

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 ฿2,018
฿2,995 total
includes taxes & fees
4 Mar - 5 Mar
voco Kissimmee Orlando by IHG
Exterior

Aparthotel in Kissimmee

Barefoot'n Resort Kissimmee Orlando
2.5 star property
9.0 out of 10, Wonderful, (214 reviews)
"Great place. Great location. "
United States
Andrew
The price is ฿2,638
฿3,381 total
includes taxes & fees
2 Mar - 3 Mar
Barefoot'n Resort Kissimmee Orlando
Outdoor pool

Apartment in Kissimmee

Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
3.0 star property
The price is ฿2,548
฿7,058 total
includes taxes & fees
2 Mar - 3 Mar
Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
Interior

Apartment in Kissimmee

Enjoy Disney 3brs at Villas of Somerset
3.5 star property
The price is ฿3,912
฿9,407 total
includes taxes & fees
2 Mar - 3 Mar
Enjoy Disney 3brs at Villas of Somerset
Comfort Apartment, 2 Bedrooms, Partial Lake View | Living area

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 ฿2,235
฿6,883 total
includes taxes & fees
6 Mar - 7 Mar
304 Lakeshore - Unit 1 and 2
House | 2 bedrooms

Holiday Home in Historic Downtown Kissimmee

Super Boho - At Lake Toho Fishing Vintage Vibes
2.0 star property
The price is ฿1,924
฿8,667 total
includes taxes & fees
2 Mar - 3 Mar
Super Boho - At Lake Toho Fishing Vintage Vibes
Design House, 6 Bedrooms, Private Pool | Private kitchen | High chair

Holiday Home in Kissimmee

FL- 1844 GOBI DR
3.0 star property
The price is ฿4,719
฿12,807 total
includes taxes & fees
5 Mar - 6 Mar
FL- 1844 GOBI DR
Lobby sitting area

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 ฿3,958
฿4,802 total
includes taxes & fees
2 Mar - 3 Mar
The Berkley, Orlando
Outdoor pool

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 ฿1,987
฿6,601 total
includes taxes & fees
2 Mar - 3 Mar
The Irlo
Outdoor pool, pool umbrellas, pool loungers

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
Terrace/patio

Aparthotel in Bay Lake

Disney's Animal Kingdom Villas - Kidani Village
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
House | Living area | 55-inch Smart TV with digital channels

Holiday Home in Indian Point

Sunny Private Pool & Spa & Fenced Yard. Nr Parks
4.5 star property
The price is ฿7,171
฿19,822 total
includes taxes & fees
16 Mar - 17 Mar
Sunny Private Pool & Spa & Fenced Yard. Nr Parks
Interior

Villa in Kissimmee

Modern 3 Bed Villa, Newly Renovated, Prime Location
3.0 star property
The price is ฿4,160
฿9,689 total
includes taxes & fees
4 Mar - 5 Mar
Modern 3 Bed Villa, Newly Renovated, Prime Location
House | 2 bedrooms

Holiday Home in Historic Downtown Kissimmee

Super Boho- At Lake Toho s Water Sleeps 6
2.0 star property
The price is ฿3,261
฿9,374 total
includes taxes & fees
31 Mar - 1 Apr
Super Boho- At Lake Toho s Water Sleeps 6
Family Apartment | Private kitchen | Full-sized fridge, microwave, oven, dishwasher

Apartment in Kissimmee

LOVELY LUXURY APARTMENT CLOSE DISNEY
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
Outdoor pool

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 ฿1,832
฿2,079 total
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kissimmee Hotel Reviews

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

10/10 Excellent
"Everything is so clean, fresh and new. Beds were comfortable. Staff was friendly and helpful. The breakfast buffet offered great selections, only recommendation would be to have bananas. The location is perfect for commuting to Disney parks. Did not get to enjoy the amenities this time around but will be staying again in May. Overall great experience and you can't beat the price!"
Timothy 2-night trip
Posted 12 hours ago
Kompose Boutique Resort at Theme Parks

Find out more about Kissimmee

Search for holiday rentals in Kissimmee on Expedia! You can easily find your home rentals, villas, holiday apartments in Kissimmee using one of the methods below:

  • View our selection of featured holiday rentals in Kissimmee
  • Use the map to find apartments and other holiday homes in the Kissimmee neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Kissimmee while they last

Look no further and take a look at our great range of rental properties in Kissimmee!

Explore a world of travel with Expedia

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 Formosa Valley Resort by UNE Homes and Encore Resort.

How many holiday rentals are there in Kissimmee?

Choose from 1515 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. Other popular places to visit in the area include Old Town and Disney Springs™.

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.