A pathway through a park with Spanish moss hanging from trees and a body of water in the background.

Kissimmee Holiday Rentals

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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Kissimmee holiday rentals

Exterior

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (4,663 reviews)
"We had a great stay and really enjoyed it!"
United States
Andre
The price is HK$577
HK$851 total
includes taxes & fees
30 Jul - 31 Jul
Vacation Village Orlando, Celebration
Outdoor pool, pool umbrellas, pool loungers

Barefoot Suites

Barefoot Suites
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (1,901 reviews)
"Very quiet and relaxing location close to old town."
United Kingdom
Martin
The price is HK$633
HK$873 total
includes taxes & fees
2 Aug - 3 Aug
Barefoot Suites
Outdoor pool

The Irlo

The Irlo
3.0 star property
Kissimmee
7.6 out of 10, Good, (67 reviews)
"Room was nice, staff was friendly. Location was perfect for my needs"
United States
Amanda
The price is HK$447
HK$685 total
includes taxes & fees
29 Jul - 30 Jul
The Irlo
2 outdoor pools

Value Edge

Value Edge
4.0 star property
Kissimmee
6.0 out of 10, (1 review)
The price is HK$471
HK$1,068 total
includes taxes & fees
28 Jul - 29 Jul
Value Edge
2 outdoor pools, open 8:00 AM to 11:00 PM, pool umbrellas, pool loungers

Villas at Fortune Place

Villas at Fortune Place
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (188 reviews)
"I stayed for 1 night it was a very nice place I will definitely come back to this place also very clean."
United States
Barry
The price is HK$706
HK$872 total
includes taxes & fees
2 Aug - 3 Aug
Villas at Fortune Place
Lobby sitting area

The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,322 reviews)
"Property is great...very comfortable and quiet...love the location"
United States
Jesus
The price is HK$900
HK$1,101 total
includes taxes & fees
25 Aug - 26 Aug
The Berkley, Orlando
Exterior

Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando
2.5 star property
Kissimmee
9.2 out of 10, Wonderful, (341 reviews)
"Great location and clean spacious and comfortable"
United States
Michele
The price is HK$832
HK$1,042 total
includes taxes & fees
3 Aug - 4 Aug
Barefoot'n Resort Kissimmee Orlando
Terrace/patio

Sunset Bliss Retreat Condo - Near Disney

Sunset Bliss Retreat Condo - Near Disney
Kissimmee
9.6 out of 10, Exceptional, (56 reviews)
"This was the perfect stay - location was great, communication was also top notch. Would definitely book again! "
United States
Andrea M.
The price is HK$433
HK$1,262 total
includes taxes & fees
6 Aug - 7 Aug
Sunset Bliss Retreat Condo - Near Disney
Coffee/tea maker, fridge, microwave, oven

Luxe Condo Double Bed Bliss Getaway near Disney

Luxe Condo Double Bed Bliss Getaway near Disney
Kissimmee
8.8 out of 10, Excellent, (45 reviews)
"This was the perfect property for our stay. It was a safe location and well stocked kitchen and the pictures and write up were accurate. We enjoyed our stay!! "
Canada
Barry
The price is HK$536
HK$1,398 total
includes taxes & fees
1 Aug - 2 Aug
Luxe Condo Double Bed Bliss Getaway near Disney
Coffee/tea maker, fridge, microwave, oven

Charming 2-bedroom Florida Getaway! Sleeps 6

Charming 2-bedroom Florida Getaway! Sleeps 6
Kissimmee
9.8 out of 10, Exceptional, (17 reviews)
"Great little place. We would book it again."
United States
Jack Francis G.
The price is HK$628
HK$2,307 total
includes taxes & fees
1 Aug - 2 Aug
Charming 2-bedroom Florida Getaway! Sleeps 6
Outdoor pool

Maple Leaf Inn & Suites

Maple Leaf Inn & Suites
2.5 star property
Kissimmee
6.8 out of 10, (71 reviews)
"The room was clean and the staff was okay "
United States
Shaneka
The price is HK$463
HK$525 total
includes taxes & fees
4 Aug - 5 Aug
Maple Leaf Inn & Suites
Interior

Storey Lake Resort Condo Near Disney and Old Town

Storey Lake Resort Condo Near Disney and Old Town
3.5 star property
Kissimmee
The price is HK$722
HK$2,979 total
includes taxes & fees
17 Aug - 18 Aug
Storey Lake Resort Condo Near Disney and Old Town
Flat-screen TV, DVD player

Grand Lake Resort

Grand Lake Resort
3.0 star property
Kissimmee
9.2 out of 10, Wonderful, (213 reviews)
"Family friendly, equipped kitchen, huge bath tubs and clean spacious rooms!"
United States
Rose
The price is HK$559
HK$705 total
includes taxes & fees
2 Aug - 3 Aug
Grand Lake Resort
Exterior

Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney

Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
Kissimmee
9.2 out of 10, Wonderful, (169 reviews)
"This was a great location to everything and pet-friendly. The host was great at communication. The neighborhood was very nice and the people were extremely friendly. We will definitely stay here again when in Orlando. "
United States
Lydia W.
The price is HK$471
HK$1,589 total
includes taxes & fees
2 Aug - 3 Aug
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
Coffee/tea maker, microwave, oven, stovetop

Cloud Nine • 1BR 15 MIN from Kissimmee Main Street

Cloud Nine • 1BR 15 MIN from Kissimmee Main Street
Kissimmee
10.0 out of 10, Exceptional, (5 reviews)
"Space was great for a single traveler or couple. Fairly quiet apartment complex with a couple pools on the property. Was great for my quick stay in the area. "
United States
Shea H.
The price is HK$725
HK$1,696 total
includes taxes & fees
29 Jul - 30 Jul
Cloud Nine • 1BR 15 MIN from Kissimmee Main Street
Exterior

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (2,115 reviews)
"Everything was excellent at the resort"
United States
Rosa
The price is HK$1,600
HK$3,386 total
includes taxes & fees
17 Aug - 18 Aug
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
Living area

Cozy 2BD/2BTH Condo Near Disney

Cozy 2BD/2BTH Condo Near Disney
Kissimmee
9.2 out of 10, Wonderful, (32 reviews)
"Comfy, cute, clean and affordable place to stay!"
United States
Anna W.
The price is HK$494
HK$1,438 total
includes taxes & fees
3 Aug - 4 Aug
Cozy 2BD/2BTH Condo Near Disney
Interior

Oasis Near Disney w Golf View, Family&pet Friendly

Oasis Near Disney w Golf View, Family&pet Friendly
3.0 star property
Reunion
The price is HK$690
HK$2,857 total
includes taxes & fees
28 Jul - 29 Jul
Oasis Near Disney w Golf View, Family&pet Friendly
Coffee/tea maker, fridge, microwave, oven

Lovely 1 bed/1 bath Condo, Just 7 miles from Disney!

Lovely 1 bed/1 bath Condo, Just 7 miles from Disney!
Kissimmee
9.4 out of 10, Exceptional, (91 reviews)
"Just what we needed for a 4 night stay. Enjoyed the pool area. Close to some nice walking trails."
Canada
Joanne J.
The price is HK$559
HK$1,810 total
includes taxes & fees
29 Jul - 30 Jul
Lovely 1 bed/1 bath Condo, Just 7 miles from Disney!
Coffee/tea maker, fridge, microwave, oven

Luxe King Suite Bliss Getaway Condo Near Disney

Luxe King Suite Bliss Getaway Condo Near Disney
Kissimmee
9.0 out of 10, Wonderful, (42 reviews)
"Everything was great! Pictures are accurate and I had a great vacation! "
United States
mike w.
The price is HK$508
HK$1,348 total
includes taxes & fees
2 Aug - 3 Aug
Luxe King Suite Bliss Getaway Condo Near Disney
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
"Bueno"
Alexander 2-night trip
Posted 1 hour 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!

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 lively festivals. The array of shops and renowned opera 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?

Formosa Valley Resort by UNE Homes: This highly rated holiday home rental in Kissimmee is equipped with an outdoor pool, air conditioning and a Smart TV to help you feel comfortable during your stay. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop. Some other homes for rent in Kissimmee include Lovely 4-bedroom house in nice Kissimmee Disney and 6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ.

How many holiday rentals are there in Kissimmee?

Choose from 1624 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 Osceola County Welcome Center and History Museum. 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.