Holiday Rentals in Kissimmee

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Holiday Rentals in Kissimmee

Seralago Hotel & Suites Main Gate East
3.0 star property
5.2 out of 10, (5516)
"Close to everything "
The price is €58
includes taxes & fees
29 Oct - 30 Oct
Seralago Hotel & Suites Main Gate East
Flamingo Waterpark Resort
3.0 star property
6.8 out of 10, (1290)
"my family loved this place it was a lastminute booking closes to where i needed to be and it was a great choose i made for my babies. i loved the stay very welcoming and fun for the whole family!!!"
The price is €98
includes taxes & fees
29 Oct - 30 Oct
Flamingo Waterpark Resort
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (1052)
"Property was clean and nice. Easy check in with a complementary drink which was a nice bonus. Cottage was spacious and was nice that every room had their own bathroom. "
Margaritaville Resort Orlando Cottages by Rentyl
Vacation Village at Parkway
3.0 star property
8.4 out of 10, Very good, (1380)
"Stayed during Hurricane Milton and felt very safe and secure."
Vacation Village at Parkway
The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, (1568)
"Great property! Clean, safe. Great staff. Great location to Disney "
The Berkley, Orlando
Regal Oaks Resort Vacation Townhomes by IDILIQ
4.0 star property
8.4 out of 10, Very good, (2784)
"Great place for our family. The property is perfectly located for access to all the area attractions. "
The price is €284
includes taxes & fees
18 Nov - 19 Nov
Regal Oaks Resort Vacation Townhomes by IDILIQ
Reunion Resort & Golf Club
5.0 star property
8.6 out of 10, Excellent, (1174)
"EXCELLENT STAY! Will stay again"
The price is €264
includes taxes & fees
15 Nov - 16 Nov
Reunion Resort & Golf Club
Club Wyndham Cypress Palms
3.5 star property
8.8 out of 10, Excellent, (1576)
"Excelent place "
Club Wyndham Cypress Palms
Modern Luxury Villa with Everything
9.8 out of 10, Exceptional, (340)
"Most well stocked kitchen and bathroom! Loved the pool and all the available games to play family Olympics"
Modern Luxury Villa with Everything
Encantada Resort Vacation Townhomes by IDILIQ
3.0 star property
8.6 out of 10, Excellent, (1306)
"This rental is ideal if you’re planning a trip to Disney, with its convenient location near Disney Springs, theme parks, and plenty of shopping. However, there were several drawbacks. The community gate was broken upon arrival, remaining open all weekend, which made the security guard feel redundant. I specifically chose this rental for the hot tub, but it was disappointing to find that only half the jets were working. While the outdoor area is screened in, there were spider webs and flies,...
The price is €243
includes taxes & fees
27 Oct - 28 Oct
Encantada Resort Vacation Townhomes by IDILIQ
Magic Village Yards, Trademark Collection by Wyndham
4.0 star property
9.2 out of 10, Wonderful, (1101)
"The villa was so spacious the kids and adults loved it! Best made memories for my family thanks to Magic Village!"
Magic Village Yards, Trademark Collection by Wyndham
Lakeview Luxury Villa with Everything
9.8 out of 10, Exceptional, (285)
"Not only our grand children but we as well were in aww of this property. The pool, kitchen, beds and bathrooms were clean and comfortable. The only complaints i had were minor and insignificant yet the property management offered to rectify them immediately. I would recommend to anyone. "
Lakeview Luxury Villa with Everything
Lifetime of Vacations Resort
3.0 star property
9.2 out of 10, Wonderful, (106)
"I like the property location, was able to walk to eat at 5 different restaurants. The place is well maintained and clean, just need to upgrade the tv size. Living and bed room TVs are only 32 inches. "
Lifetime of Vacations Resort
Home w/ Pool, Hot Tub & Game Room, 6 Mi to Disney!
9.6 out of 10, Exceptional, (20)
"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 €212
includes taxes & fees
29 Oct - 30 Oct
Caribbean Villa
Ultimate Lakeview Villa with Everything!
9.8 out of 10, Exceptional, (309)
"The house provided many activities for the kids and great accommodations for youth and King size beds for adults. There was room to spread out, but we were also able to play games, dine together, and enjoy each others company. We are very happy that we paid to heat the pool. I missed that the grill was an add on, but we resolved that on day 2 when they delivered the grill in 24hrs. The QR codes at the entry gates were challenging, but they works most of the time Communication with the host...
Ultimate Lakeview Villa with Everything!
Luxury 4 bedroom 3 bath pool Home 283
9.4 out of 10, Exceptional, (18)
"It was great for the stay and living wise and view of the neighborhood. But the patio door was hard to open and called maintenance they never showed up. Other then that the neighborhood was great. I would stay again. "
Luxury 4 bedroom 3 bath pool Home 283
Drive-In Theater, Forest Bedroom, Huge Pirate Ship, Arcade, Pool Table, Grill: Movie Magic
9.6 out of 10, Exceptional, (19)
"Well thought out theme rooms that were loved by the youngest to the oldest family member. We had plenty of room for all 18 of us, everything we needed was there, the movie room and rhe pool were the two locations that we loved the most. "
Drive-In Theater, Forest Bedroom, Huge Pirate Ship, Arcade, Pool Table, Grill: Movie Magic
Family Resort Home w Private Pool, BBQ, PingPong
8.4 out of 10, Very good, (6)
"Home was amazing even better than it looks online . Due to the weather we couldn’t experience all it had to offer . Check in was easy . Homeowner communicated in a timely manner throughout the stay . There were some issues with cleanliness , broken furniture and a few more issues but they were address as promptly as possible ."
Family Resort Home w Private Pool, BBQ, PingPong
Caribe Cove Resort
3.5 star property
8.8 out of 10, Excellent, (2239)
"It was spacious and felt like you were at home"
Caribe Cove Resort
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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, (4741)
"We enjoyed our stay this was the second time. And we will be back. We love the positive vibes. "
The price is €75
includes taxes & fees
5 Nov - 6 Nov
Palazzo Lakeside Hotel
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
3.0 star property
8.4 out of 10, Very good, (1003)
"Great stay "
The price is €90
includes taxes & fees
3 Nov - 4 Nov
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
Margaritaville Resort Orlando
4.0 star property
9.0 out of 10, Wonderful, (3135)
"Enjoyed property and amenities …. Beds were a little high "
The price is €202
includes taxes & fees
28 Oct - 29 Oct
Margaritaville Resort 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.