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Top Holiday Rentals in Kissimmee

Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
3.0 star property
8.0 out of 10, Very good, (1641)
"Staff very attentive Gr8 breakfast"
The price is £66
includes taxes & fees
30 Sept - 1 Oct
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (1014)
"Perfect but cottages is far"
Margaritaville Resort Orlando Cottages by Rentyl
Flamingo Waterpark Resort
3.0 star property
6.8 out of 10, (1274)
"Fun place for kids"
The price is £81
includes taxes & fees
3 Oct - 4 Oct
Flamingo Waterpark Resort
Seralago Hotel & Suites Main Gate East
3.0 star property
5.2 out of 10, (5476)
"It was okay, they need to update their room and TV."
The price is £46
includes taxes & fees
4 Oct - 5 Oct
Seralago Hotel & Suites Main Gate East
Vacation Village at Parkway
3.0 star property
8.4 out of 10, Very good, (1366)
"We had a great time, apartaments Are spacious and it’s very close to Disney parks. Recommended."
Vacation Village at Parkway
The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, (1545)
"The employees at the Berkley were so friendly. The beds were very comfortable. Every area of this resort was kept so clean. We had an issue with our fridge and a hornet nest on our screened in porch. The issues were resolved so quickly. We will be coming back for sure! Wonderful place!"
The Berkley, Orlando
Embassy Suites by Hilton Orlando Lake Buena Vista South
3.5 star property
9.2 out of 10, Wonderful, (1842)
"Breakfast was excellent"
The price is £113
includes taxes & fees
6 Oct - 7 Oct
Embassy Suites by Hilton Orlando Lake Buena Vista South
Club Wyndham Cypress Palms
3.5 star property
8.8 out of 10, Excellent, (1546)
"Good stay but a little dirty in hallways "
Club Wyndham Cypress Palms
Regal Oaks Resort Vacation Townhomes by IDILIQ
4.0 star property
8.4 out of 10, Very good, (2772)
"Excelente lugar y comodss habitaciones "
The price is £233
includes taxes & fees
23 Sept - 24 Sept
Regal Oaks Resort Vacation Townhomes by IDILIQ
Reunion Resort & Golf Club
5.0 star property
8.6 out of 10, Excellent, (1166)
"Water pressure is the worse I have ever dealt with. "
The price is £215
includes taxes & fees
8 Oct - 9 Oct
Reunion Resort & Golf Club
Modern Luxury Villa with Everything
9.8 out of 10, Exceptional, (327)
"We have had a rental that we have stayed in, the last 3 times we have come to FL. This year we decided to change it up a little and we are so glad we did. 3 families met to vacation together and it was perfect!! The home was so clean, the beds were so comfortable and the home theatre was wonderful for the kiddos to have a movie night. We did have a little trouble getting the home theatre to work, but the home management team was so quick to correct it. We all loved the game room. The pool was...
Modern Luxury Villa with Everything
Holiday Inn Express & Suites S Lake Buena Vista, an IHG Hotel
2.5 star property
8.6 out of 10, Excellent, (901)
"We had a great time, great customer service, very clean and good breakfast. Will come back. "
The price is £89
includes taxes & fees
29 Sept - 30 Sept
Holiday Inn Express & Suites S Lake Buena Vista, an IHG Hotel
Encantada Resort Vacation Townhomes by IDILIQ
3.0 star property
8.6 out of 10, Excellent, (1296)
"I stayed at Encantada for 1 week, it was a girls trip with myself and my two friends, and I have nothing but great things to say about this place. As we drove up, I loved that it was a gated community and you had to punch in a code to go in, so immediately I felt safe. The front desk was excellent. We were greeted warmly and even though we arrived a little early and the room wasn’t ready, within 15 mins it was all ready for us. We had house 8536 Bay Lilly Loop (4 Bedroom Townhouse) we opted on...
The price is £194
includes taxes & fees
23 Sept - 24 Sept
Encantada Resort Vacation Townhomes by IDILIQ
Magic Village Yards, Trademark Collection by Wyndham
4.0 star property
9.2 out of 10, Wonderful, (1097)
"The place was a great location and central to everything "
The price is £396
includes taxes & fees
29 Sept - 30 Sept
Magic Village Yards, Trademark Collection by Wyndham
Lakeview Luxury Villa with Everything
9.8 out of 10, Exceptional, (275)
"The house is in great location, with easy access to theme parks and KSC. My party had 13 people of various ages, kids and adults, and we enjoyed the stay a lot. Lots of room, nice playroom with games, clean pool. Kids loved the home theater and all the themed rooms. The host was very responsive and addressed all questions quickly. Highly recommend. "
Lakeview Luxury Villa with Everything
Lifetime of Vacations Resort
3.0 star property
9.2 out of 10, Wonderful, (104)
"Great property in a popular location Stayed here twice now. Would stay again "
Lifetime of Vacations Resort
Home w/ Pool, Hot Tub & Game Room, 6 Mi to Disney!
9.8 out of 10, Exceptional, (19)
"It was a nice house and the kids loved the pool. we would rent the house again."
Home w/ Pool, Hot Tub & Game Room, 6 Mi to Disney!
Caribbean Villa
9.6 out of 10, Exceptional, (15)
"King size bed was comfortable. WiFi excellent. Even provided Netflix. Owner answered all questions quickly. Neighbors quiet. Had everything needed for a short stay. Conveniently located to Silver Spurs Arena. Nice selection of stores and restaurants close by. Older property, but was clean and comfortable. Had a very nice stay. Would use again"
The price is £171
includes taxes & fees
2 Oct - 3 Oct
Caribbean Villa
Ultimate Lakeview Villa with Everything!
9.8 out of 10, Exceptional, (305)
"We met as a mostly adult family of 10 people from all over the country. This house was an excellent choice to give everyone their own space, and the young adults really enjoyed the pool, theatre and game room. The kitchen was well equipped enough for family meals and everything in the house worked well. It was a perfect place for our family reunion. "
Ultimate Lakeview Villa with Everything!
Calypso Cay Vacation Villas
3.5 star property
7.8 out of 10, Good, (1289)
"Our first night was not good, we flew in at 12am and arrived at around 230-3am. The room smelt of mildew and our kids asked why their socks were wet, It must have flooded, we called immediately and they said they would send housekeeping in the AM. My husband does floors and said they would need to remove the carpet as it has been wet for awhile. We went to the office early as they were using a very loud machine doing renovations in the auite across the hall and they changed our roo.. the new...
The price is £100
includes taxes & fees
22 Sept - 23 Sept
Calypso Cay Vacation Villas
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Other types of properties in Kissimmee you may be interested in

Palazzo Lakeside Hotel
3.0 star property
8.0 out of 10, Very good, (4634)
"I enjoyed the hammocks and the daily breakfast and even the customer service. I feel it if my hammock and this sweet older man helped me up. I didn’t like the $179.00 fees I was charged without knowing. It was a little loud with all the kids there which made breakfast not that enjoyable although the choices of food were good. I loved the pictures and the chandelier. It was nice."
The price is £62
includes taxes & fees
23 Sept - 24 Sept
Palazzo Lakeside Hotel
Margaritaville Resort Orlando
4.0 star property
9.0 out of 10, Wonderful, (3126)
"Amazing "
The price is £146
includes taxes & fees
22 Sept - 23 Sept
Margaritaville Resort Orlando
Hilton Vacation Club Mystic Dunes Orlando
9.0 out of 10, Wonderful, (3397)
"Easy check in. Lots of pools"
The price is £93
includes taxes & fees
9 Oct - 10 Oct
Hilton Vacation Club Mystic Dunes Orlando
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.

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 entertainment choices. 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. Some other homes for rent in Kissimmee include Home w/ Pool, Hot Tub & Game Room, 6 Mi to Disney! and ⭐⭐⭐⭐⭐Expansive family-friendly vacation home, themed rooms, water park, fitness.

How many holiday rentals are there in Kissimmee?

Choose from 18571 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.