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Top Holiday Rentals in Kissimmee

The Berkley, Orlando

4.0 star property
9.6 out of 10, Exceptional, (1843)
"Wonderful place to stay, staff were so nice. Would stay there every time we came to florida"
The price is £105
includes taxes & fees
20 Jul - 21 Jul
The Berkley, Orlando

Super Trend

2.0 star property
The price is £334
includes taxes & fees
17 Aug - 18 Aug
Super Trend

Royal Park Orlando Peaceful Room with 2 DBL Beds and Pool

9.6 out of 10, Exceptional, (21)
"The room was clean and in a convenient location for me. The staff was very friendly. I would stay there again."
The price is £67
includes taxes & fees
23 Jul - 24 Jul
Royal Park Orlando Peaceful Room with 2 DBL Beds and Pool

Formosa Valley Resort by UNE Homes

4.0 star property
9.4 out of 10, Exceptional, (158)
"Second time we stayed in this place. Spacious, clean and convenient."
The price is £363
includes taxes & fees
31 Jul - 1 Aug
Formosa Valley Resort by UNE Homes

Super Fun

2.0 star property
The price is £275
includes taxes & fees
14 Aug - 15 Aug
Super Fun

Super Boho - At Lake Toho's Water

2.0 star property
The price is £191
includes taxes & fees
12 Aug - 13 Aug
Super Boho - At Lake Toho's Water

Sunny Paradise Retreat At Paradise Palms By Shine Villas 4 Bedroom Townhouse

3.0 star property
Sunny Paradise Retreat At Paradise Palms By Shine Villas 4 Bedroom Townhouse

FL- 1844 GOBI DR

3.0 star property
The price is £356
includes taxes & fees
12 Aug - 13 Aug
FL- 1844 GOBI DR

Resort Villa, Pools Fun and relaxation/w Kingbed

9.0 out of 10, Wonderful, (28)
"This host was very nice, accomodating and responsive. Great communication."
The price is £209
includes taxes & fees
18 Jul - 19 Jul
Resort Villa, Pools Fun and relaxation/w Kingbed

Lakefront 8BR Retreat – Private Pool, Hot Tub, BBQ & Game Room!

2.0 star property
10.0 out of 10, Exceptional, (5)
"Charming and well-maintained, with thoughtful touches throughout. The central location offers easy access to attractions. A comfortable and inviting choice for any stay."
The price is £424
includes taxes & fees
14 Aug - 15 Aug
Lakefront 8BR Retreat – Private Pool, Hot Tub, BBQ & Game Room!

Kissimmee Cozy Villa 3 bedroom 3 bath. Close to attractions yet peaceful.

10.0 out of 10, Exceptional, (35)
"We had a great time visiting Florida. This property was exactly what we needed. It was close to everything!!"
The price is £230
includes taxes & fees
28 Jul - 29 Jul
Kissimmee Cozy Villa 3 bedroom 3 bath. Close to attractions yet peaceful.

Super Fab

2.0 star property
The price is £643
includes taxes & fees
12 Aug - 13 Aug
Super Fab

Amazing Breathtaking Fantasy World Newly Renovated Near Disney 2+2

9.2 out of 10, Wonderful, (79)
"Lovely townhome that fit our needs for a Disney trip. The down side was the water slide was under construction but the lazy river, hot tub and pool were great. We only did a short stay but there was plenty to do and could have easily stayed much longer."
The price is £220
includes taxes & fees
24 Jul - 25 Jul
Amazing Breathtaking Fantasy World Newly Renovated Near Disney 2+2

Luxury fun 9BR Near Disney Villa

2.0 star property
The price is £588
includes taxes & fees
27 Jul - 28 Jul
Luxury fun 9BR Near Disney Villa

4 Bedrooms/2 Bathrooms AMAZING HOME! PRIVATE POOL!

9.4 out of 10, Exceptional, (15)
"The place was great for us. We came down for our son’s volleyball nationals and the pool and game room were great for down time."
The price is £408
includes taxes & fees
28 Jul - 29 Jul
4 Bedrooms/2 Bathrooms AMAZING HOME! PRIVATE POOL!

5 Bedrooms / 4 Bathrooms / Champions Gate (444 OC)

9.4 out of 10, Exceptional, (16)
"House was big and roomy very clean and had everything we needed. Pool was a huge plus to jump in and take a swim after day at Disney Other amenities such as the pools and playgrounds was great with little ones Bed comfortable loved it will stay again soon I hope"
The price is £310
includes taxes & fees
20 Jul - 21 Jul
5 Bedrooms / 4 Bathrooms / Champions Gate (444 OC)

Spacious Vacation Home 20 min from Theme Parks!

9.2 out of 10, Wonderful, (55)
"We love the house it is very comfortable 100% recommend "
The price is £276
includes taxes & fees
21 Jul - 22 Jul
Spacious Vacation Home 20 min from Theme Parks!

Maple Leaf Inn & Suites

2.5 star property
6.6 out of 10, (67)
"not a fan of the area. as for the room, you definitely get what you pay for "
The price is £52
includes taxes & fees
20 Jul - 21 Jul
Maple Leaf Inn & Suites

Super Zesty

3.0 star property
The price is £503
includes taxes & fees
12 Aug - 13 Aug
Super Zesty

FL- 1905 NICE CT

3.0 star property
The price is £345
includes taxes & fees
30 Jul - 31 Jul
FL- 1905 NICE CT
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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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 15199 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.