Kissimmee Holiday Rentals

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Holiday Rentals in Kissimmee

2 outdoor pools, a heated pool, pool loungers
Seralago Hotel & Suites Main Gate East
3.0 star property
5.2 out of 10, (5268)
"This hotel is one my family and I would usually book, however it has absolutely gone down hill fast. There is absolutely NO dining area on premises, zero ice machines, rust and mold in the rooms, and no coffee makers in any rooms. We had to go off property just to even get a meal or snack. Oh and housekeeping is done ONLY after you check out. So needless to say, we WON'T be staying here again."
The price is S$88
includes taxes & fees
29 May - 30 May
Seralago Hotel & Suites Main Gate East
Exterior
Ramada by Wyndham Kissimmee Gateway
3.0 star property
7.2 out of 10, Good, (5935)
"Place was clean and quiet. The gentleman that checked me in was very pleasant and helpful"
The price is S$89
includes taxes & fees
28 May - 29 May
Ramada by Wyndham Kissimmee Gateway
Water park
Flamingo Waterpark Resort
3.0 star property
6.6 out of 10, (1149)
"We liked the property but the hours for the waterpark were confusing "
The price is S$161
includes taxes & fees
9 Jun - 10 Jun
Flamingo Waterpark Resort
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Interior
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (843)
"Great place "
Margaritaville Resort Orlando Cottages by Rentyl
Aerial view
Vacation Village at Parkway
3.0 star property
8.2 out of 10, Very good, (1258)
"I stay at a lot of resorts in the area!! This is one of my favorites 👍"
Vacation Village at Parkway
Property amenity
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
3.0 star property
7.8 out of 10, Good, (1441)
"The hotel was what I expected… the only thing I saw that could have been better is mold growing in the shower…. For the price I was satisfied "
The price is S$132
includes taxes & fees
30 May - 31 May
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
Lobby sitting area
The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, (1413)
"Nice and clean "
The Berkley, Orlando
Outdoor pool, pool loungers, lifeguards on site
Spectrum Resort Orlando
4.0 star property
9.2 out of 10, Wonderful, (192)
"Loved the place. Wished the pool was open longer. "
Spectrum Resort Orlando
2 restaurants, lunch, dinner served; American cuisine
Embassy Suites by Hilton Orlando Lake Buena Vista South
3.5 star property
9.2 out of 10, Wonderful, (1705)
"Quite,clean ,comfortable bed "
The price is S$220
includes taxes & fees
9 Jun - 10 Jun
Embassy Suites by Hilton Orlando Lake Buena Vista South
2 outdoor pools, open 8:00 AM to 9:00 PM, pool cabanas (surcharge)
Regal Oaks Resort Vacation Townhomes by IDILIQ
4.0 star property
8.4 out of 10, Very good, (2669)
"Very nice place to stay "
The price is S$385
includes taxes & fees
11 Jun - 12 Jun
Regal Oaks Resort Vacation Townhomes by IDILIQ
Private pool
Club Wyndham Cypress Palms
3.5 star property
8.8 out of 10, Excellent, (1454)
"Great place to stay!"
Club Wyndham Cypress Palms
Waterslide
Reunion Resort & Golf Club
5.0 star property
8.6 out of 10, Excellent, (1120)
"3 bedroom condo was clean spacious our part of the resort was quiet "
The price is S$481
includes taxes & fees
4 Jun - 5 Jun
Reunion Resort & Golf Club
2 outdoor pools, pool umbrellas, pool loungers
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 S$355
includes taxes & fees
12 Jun - 13 Jun
Encantada Resort Vacation Townhomes by IDILIQ
Bar (on property)
Holiday Inn Express & Suites S Lake Buena Vista, an IHG Hotel
2.5 star property
8.6 out of 10, Excellent, (858)
"wonderful experience "
The price is S$179
includes taxes & fees
29 May - 30 May
Holiday Inn Express & Suites S Lake Buena Vista, an IHG Hotel
Outdoor pool, pool umbrellas, pool loungers
Magic Village Yards, Trademark Collection by Wyndham
4.0 star property
9.2 out of 10, Wonderful, (1069)
"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
Pool
Storey Lake 9 Bed Game Room & Pool 9 Bedroom Home by RedAwning
3.5 star property
Storey Lake 9 Bed Game Room & Pool 9 Bedroom Home by RedAwning
Lake
Lifetime of Vacations Resort
3.0 star property
9.0 out of 10, Wonderful, (82)
"Place is good Its a older place but its safe and in a great location. Staff is very nice and area is a hub for Disneyland merchandise. "
Lifetime of Vacations Resort
Outdoor pool, pool umbrellas, pool loungers
Grand Lake Resort
3.0 star property
9.0 out of 10, Wonderful, (85)
"Very courteous staff "
Grand Lake Resort
3 outdoor pools, open 9:00 AM to midnight, pool umbrellas, pool loungers
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
Outdoor pool, pool umbrellas, pool loungers
Vacation Villas 2, a Ramada by Wyndham
3.5 star property
8.6 out of 10, Excellent, (1235)
"It’s outdated but still a great spot to stay. Very safe and quite "
Vacation Villas 2, a Ramada by Wyndham
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See all available properties in Kissimmee
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

4 outdoor pools, pool cabanas (surcharge), pool umbrellas
Hilton Vacation Club Mystic Dunes Orlando
3.5 star property
8.8 out of 10, Excellent, (3143)
"I loved everything about the resort. "
The price is S$180
includes taxes & fees
3 Jun - 4 Jun
Hilton Vacation Club Mystic Dunes Orlando
In-room safe, laptop workspace, blackout curtains, iron/ironing board
Palazzo Lakeside Hotel
3.0 star property
8.0 out of 10, Very good, (3982)
"Great price, great location, friendly staff, would recommend!!!"
The price is S$94
includes taxes & fees
6 Jun - 7 Jun
Palazzo Lakeside Hotel
Lobby
Margaritaville Resort Orlando
4.0 star property
8.8 out of 10, Excellent, (3005)
"So welcoming and relaxing!"
The price is S$308
includes taxes & fees
28 May - 29 May
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 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.

Recent reviews of Kissimmee properties
Expedia verified reviews