Kissimmee Holiday Rentals

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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, (3,481 reviews)
"Yes .. very clean rooms and hotel chef was great"
United States
Alicia
The price is HK$690
HK$979 total
includes taxes & fees
15 Mar - 16 Mar
Vacation Village Orlando, Celebration
2 bedrooms

Holiday Home in Historic Downtown Kissimmee

Boho Lake Fishing Civic Center More
2.0 star property
2.0 out of 10, (1 review)
"My hotel booking was cancelled on the date I was flying out to Orlando, had to wait for days for my refund to be completed "
United Kingdom
Elton
The price is HK$590
HK$2,100 total
includes taxes & fees
30 Mar - 31 Mar
Boho Lake Fishing Civic Center More
Exterior

Aparthotel in Kissimmee

voco Kissimmee Orlando by IHG
4.0 star property
7.6 out of 10, Good, (1,002 reviews)
"Staff was very helpful, location was what we needed and rooms and pool were outstanding "
United States
Chester Joseph
The price is HK$463
HK$703 total
includes taxes & fees
4 Mar - 5 Mar
voco Kissimmee Orlando by IHG
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 HK$451
HK$1,608 total
includes taxes & fees
8 Mar - 9 Mar
The Irlo
Exterior

Apartment in Kissimmee

Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
3.0 star property
The price is HK$642
HK$1,661 total
includes taxes & fees
1 Mar - 2 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 HK$985
HK$2,369 total
includes taxes & fees
1 Mar - 2 Mar
Enjoy Disney 3brs at Villas of Somerset
Private kitchen

Holiday Home in Kissimmee

FL- 1844 GOBI DR
3.0 star property
The price is HK$1,236
HK$3,281 total
includes taxes & fees
5 Mar - 6 Mar
FL- 1844 GOBI DR
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
Exterior

Aparthotel in Kissimmee

Barefoot'n Resort Kissimmee Orlando
2.5 star property
9.0 out of 10, Wonderful, (212 reviews)
"Great place. Great location. "
United States
Andrew
The price is HK$665
HK$852 total
includes taxes & fees
2 Mar - 3 Mar
Barefoot'n Resort Kissimmee Orlando
Exterior

Condo in Kissimmee

Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
9.2 out of 10, Wonderful, (157 reviews)
"Excellent accommodations."
United States
Raychelle
The price is HK$618
HK$1,754 total
includes taxes & fees
1 Mar - 2 Mar
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
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 HK$509
HK$1,672 total
includes taxes & fees
1 Mar - 2 Mar
304 Lakeshore - Unit 1 and 2
2 bedrooms

Holiday Home in Historic Downtown Kissimmee

Super Boho Waterfront Retreat w Fishing Views
2.0 star property
The price is HK$459
HK$1,951 total
includes taxes & fees
1 Mar - 2 Mar
Super Boho Waterfront Retreat w Fishing Views
Living area

Holiday Home in Indian Point

Sunny Private Pool & Spa & Fenced Yard. Nr Parks
4.5 star property
The price is HK$1,807
HK$4,995 total
includes taxes & fees
16 Mar - 17 Mar
Sunny Private Pool & Spa & Fenced Yard. Nr Parks
Living area

Apartment in Kissimmee

Cozy 2BD/2BTH Condo Near Disney
9.4 out of 10, Exceptional, (11 reviews)
"This was the perfect place for me and my family as we arrive to Florida for our kids first trip to Florida. The beds were comfortable and everyone felt like they had their own space. The house made things extremely easy and was very detailed."
United States
Dwayne P.
The price is HK$494
HK$1,365 total
includes taxes & fees
4 Mar - 5 Mar
Cozy 2BD/2BTH Condo Near Disney
Microwave, oven, stovetop, dishwasher

Apartment in Kissimmee

Cloud Nine • 1BR 15 MIN from Kissimmee Main Street
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 HK$657
HK$1,585 total
includes taxes & fees
2 Mar - 3 Mar
Cloud Nine • 1BR 15 MIN from Kissimmee Main Street
Interior

Villa in Kissimmee

Modern 3 Bed Villa, Newly Renovated, Prime Location
3.0 star property
The price is HK$1,048
HK$2,442 total
includes taxes & fees
4 Mar - 5 Mar
Modern 3 Bed Villa, Newly Renovated, Prime Location
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
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 HK$461
HK$524 total
includes taxes & fees
15 Mar - 16 Mar
Maple Leaf Inn & Suites
Exterior

Aparthotel in Kissimmee

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
4.0 star property
8.8 out of 10, Excellent, (1,829 reviews)
"We loved the resort. The cottages were comfortable and clean, the pool was amazing and we loved that there was a shuttle to the pool. The best part was the Margaritaville blender in the kitchen! We would totally stay there again."
United States
Michelle
The price is HK$1,792
HK$3,599 total
includes taxes & fees
2 Mar - 3 Mar
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
TV, Netflix, streaming services

Villa in Royal Palm Bay

Completely Renovated 3/2 Close to Disney parks
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 HK$633
HK$1,904 total
includes taxes & fees
2 Mar - 3 Mar
Completely Renovated 3/2 Close to Disney parks
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

Embassy Suites By Hilton Orlando Sunset Walk

Embassy Suites By Hilton Orlando Sunset Walk

10/10 Excellent
"Yes"
Maureen 4-night trip
Posted 21 hours ago
Embassy Suites By Hilton Orlando Sunset Walk

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
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  • 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!

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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 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.