Search Holiday Rentals in Kissimmee

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Top Holiday Rentals in Kissimmee

The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, (1411)
"It is like living in your own home. Fully equipped kitchen. King size beds comfortable but the twin beds were not. The vacation home is very nice though. Close to a lot of restaurants.20 mins to Disney"
The Berkley, Orlando
Formosa Valley Resort by UNE Homes
4.0 star property
9.4 out of 10, Exceptional, (112)
"Downstairs bedroom bathroom had water get too cold quickly. Upstairs master bedroom had shower that had boiling hot water. No washcloths available."
Formosa Valley Resort by UNE Homes
Spectrum Resort Orlando
4.0 star property
9.2 out of 10, Wonderful, (191)
"The Spectrum Resort townhome was excellent! We loved every minute of our stay there. We also had Mobile Spa come to the townhome while we were staying there. It was fabulous! We plan to return! One request is to stock extra blankets."
Spectrum Resort Orlando
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Embassy Suites by Hilton Orlando Lake Buena Vista South
3.5 star property
9.2 out of 10, Wonderful, (1697)
"everything is excellent"
The price is ₹11,996
₹13,616 total
includes taxes & fees
2 Jun - 3 Jun
Embassy Suites by Hilton Orlando Lake Buena Vista South
Magic Village Yards, Trademark Collection by Wyndham
4.0 star property
9.2 out of 10, Wonderful, (1066)
"We stayed here because it is close to all the parks. Pleasantly surprised with the unit too. All new!"
Magic Village Yards, Trademark Collection by Wyndham
Lifetime of Vacations Resort
3.0 star property
9.0 out of 10, Wonderful, (82)
"Everything about the Property.is perfect nice and clean."
Lifetime of Vacations Resort
Grand Lake Resort
3.0 star property
9.0 out of 10, Wonderful, (84)
"nd quiet. Nobody bothering you the pool was amazing and heated the jacuzzi whew amazing lol. I will definitely book again when I visit. The view is also so nice in the backyard seeing the water. Option to even use the boat but I was scared of alligators lol so I stayed on shore. It’s an amazing quiet place. Even slept in a couple times due to the quietness and not knowing it was day time lol. Definitely an amazing birthday trip"
Grand Lake Resort
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (833)
"The food by the pool was delicious!"
Margaritaville Resort Orlando Cottages by Rentyl
Club Wyndham Cypress Palms
3.5 star property
8.8 out of 10, Excellent, (1451)
"Great place to stay!"
Club Wyndham Cypress Palms
Caribe Cove Resort
3.5 star property
8.8 out of 10, Excellent, (2227)
"The salt water pool is heated. The mattresses were lumpy, shower in master bath wasn't useable, carpet is worn, ice dispenser stuck. In need of some updating but overall was a good value. Front desk people were great and super helpful. "
Caribe Cove Resort
Reunion Resort & Golf Club
5.0 star property
8.6 out of 10, Excellent, (1119)
"Perfect for the family. "
Reunion Resort & Golf Club
Encantada Resort Vacation Townhomes by IDILIQ
3.0 star property
8.6 out of 10, Excellent, (1253)
"It was great besides no air conditioning upstairs where bedrooms are , even though they clean after you leave there should be a dust pan and mop to do cleaning while there "
The price is ₹8,532
₹21,936 total
includes taxes & fees
12 Jun - 13 Jun
Encantada Resort Vacation Townhomes by IDILIQ
Holiday Inn Express & Suites S Lake Buena Vista, an IHG Hotel
2.5 star property
8.6 out of 10, Excellent, (855)
"The personal in the breakfast "
The price is ₹7,817
₹11,085 total
includes taxes & fees
22 May - 23 May
Holiday Inn Express & Suites S Lake Buena Vista, an IHG Hotel
Vacation Villas 2, a Ramada by Wyndham
3.5 star property
8.6 out of 10, Excellent, (1234)
"It’s outdated but still a great spot to stay. Very safe and quite "
Vacation Villas 2, a Ramada by Wyndham
Regal Oaks Resort Vacation Townhomes by IDILIQ
4.0 star property
8.4 out of 10, Very good, (2666)
"I loved my stay at the regal oaks with my family perfect place for a family vacation. Food and drinks are great the customer service is excellent "
The price is ₹8,628
₹23,228 total
includes taxes & fees
27 May - 28 May
Regal Oaks Resort Vacation Townhomes by IDILIQ
Vacation Village at Parkway
3.0 star property
8.2 out of 10, Very good, (1253)
"Wonderful place to stay. Clean and well maintained. Would recommend for stay."
Vacation Village at Parkway
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
3.0 star property
7.8 out of 10, Good, (1437)
"Great service "
The price is ₹5,094
₹8,152 total
includes taxes & fees
21 May - 22 May
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
Celebration Suites
3.0 star property
7.8 out of 10, Good, (4056)
"No need for the extra room but good if more people with you "
Celebration Suites
Ramada by Wyndham Kissimmee Gateway
3.0 star property
7.2 out of 10, Good, (5895)
"My trip was awesome and the location was perfect "
The price is ₹3,421
₹5,209 total
includes taxes & fees
16 May - 17 May
Ramada by Wyndham Kissimmee Gateway
Flamingo Waterpark Resort
3.0 star property
6.6 out of 10, (1143)
"The only issue was that I called to service my room 2 days before my last day and for 12pm but nothing was done so I have to grab toilet paper and towels from lobby "
The price is ₹6,689
₹10,348 total
includes taxes & fees
16 May - 17 May
Flamingo Waterpark Resort
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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.

Other types of properties in Kissimmee you may be interested in

Hilton Vacation Club Mystic Dunes Orlando
3.5 star property
8.8 out of 10, Excellent, (3104)
"I loved the apartment/condo style of the rooms they have it’s very convenient and has plenty of space. "
The price is ₹7,282
₹11,109 total
includes taxes & fees
22 May - 23 May
Hilton Vacation Club Mystic Dunes Orlando
Margaritaville Resort Orlando
4.0 star property
8.8 out of 10, Excellent, (2992)
"Love Margaritaville! The best food and atmosphere. "
The price is ₹11,625
₹16,986 total
includes taxes & fees
16 May - 17 May
Margaritaville Resort Orlando
Red Lion Hotel Orlando Lake Buena Vista South
3.5 star property
8.6 out of 10, Excellent, (4320)
"room very clean and staff friendly "
The price is ₹5,336
₹7,978 total
includes taxes & fees
20 May - 21 May
Red Lion Hotel Orlando Lake Buena Vista South
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 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. Another good choice for your trip to Kissimmee is Storey Lake 9 Bed Game Room & Pool 9 Bedroom Home by Redawning.

How many holiday rentals are there in Kissimmee?

Choose from 19272 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 Osceola Performing Arts Center and Medieval Times. 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.