Kissimmee Holiday Rentals

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Check prices for these dates

Tonight
27 Feb - 28 Feb
Tomorrow
28 Feb - 1 Mar
This weekend
28 Feb - 2 Mar
Next weekend
7 Mar - 9 Mar

Holiday Rentals in Kissimmee

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very good, (1582)
"Nice condo with a big bathroom. The kitchen was kind of small and didn’t have a dishwasher or oven, but it was still fine for cooking meals. Great location right next to Disney World, plus close to shopping and restaurants. Quiet community with walking trails and lots of pools. One negative: the two gyms on site had almost no equipment, including no dumbbells. That was disappointing. "
The price is S$147
includes taxes & fees
13 Mar - 14 Mar
Vacation Village at Parkway
Margaritaville Resort Orlando Cottages by Rentyl
Interior

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1216)
"We love Margaritaville Resort orlando! It’s our third time here and we will continue to come and enjoy our Relaxing time away!! See you soon!"
Margaritaville Resort Orlando Cottages by Rentyl
Barefoot Suites
Aerial view

Barefoot Suites

3.0 star property
9.0 out of 10, Wonderful, (1691)
"Fantastic location next to old Town! Close to everything but quiet with beautiful pool area. Unit was dated but clean, quiet and very spacious. Absolutely loved it!"
The price is S$164
includes taxes & fees
2 Mar - 3 Mar
Barefoot Suites
Barefoot'n Resort Kissimmee Orlando
Exterior

Barefoot'n Resort Kissimmee Orlando

2.5 star property
9.0 out of 10, Wonderful, (14)
"For the price, this was absolutely a happy surprise, Our room was immaculate and walking across the street to old town, where there are lots of restaurants and fun things to see and do, was great! "
The price is S$164
includes taxes & fees
2 Mar - 3 Mar
Barefoot'n Resort Kissimmee Orlando
Reunion Resort & Golf Club
Water park

Reunion Resort & Golf Club

5.0 star property
8.6 out of 10, Excellent, (1222)
"The staff were wonderful and made our trip. The resort is huge and we felt like we were at an all inclusive somewhere tropical. There’s a free shuttle that you can book with an app on your phone that will take you all around. Lots to do, good restaurants and a gorgeous lobby area to hang out in on a cooler day. Pools, grounds and courses were gorgeous. About 20 minutes from Disney attractions, traffic was never too bad. "
The price is S$434
includes taxes & fees
30 Mar - 31 Mar
Reunion Resort & Golf Club
Regal Oaks Resort Vacation Townhomes by IDILIQ
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, (2842)
"I have three young kids and we loved our stay here! The pool was amazing and they have a bin of toys and blow ups to use. The cabana and restaurant on property were wonderful to have. We loved the location with Old Town in walking distance and easy drives to WDW and the airport. They also have an option to rent a pack and play and a high chair which was really convenient. "
The price is S$497
includes taxes & fees
16 Mar - 17 Mar
Regal Oaks Resort Vacation Townhomes by IDILIQ
The Berkley, Orlando
Lobby sitting area

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1686)
"Very large condo units. Everything was clean and in great working order. Everyone that we dealt with were super friendly and accommodating. And best of all, at a great price! We would definitely stay here again the next time we are in Orlando."
The price is S$310
includes taxes & fees
2 Mar - 3 Mar
The Berkley, Orlando
Magic Village Yards, Trademark Collection by Wyndham
Outdoor pool, pool umbrellas, pool loungers

Magic Village Yards, Trademark Collection by Wyndham

4.0 star property
9.2 out of 10, Wonderful, (1122)
"We had an amazing time. I highly recommend staying here. All the comforts of home while enjoying your time in Florida. Super easy access to Disney parks. The front desk staff was phenomenal "
Magic Village Yards, Trademark Collection by Wyndham
Encantada Resort Vacation Townhomes by IDILIQ
2 outdoor pools, pool umbrellas, pool loungers

Encantada Resort Vacation Townhomes by IDILIQ

3.0 star property
8.6 out of 10, Excellent, (1329)
"I recently stayed at Encantada Resort Vacation Townhomes by IDILIQ in Four Corners, Florida, from December 23 to January 2, and it was absolutely fantastic! The resort provided the perfect balance of relaxation and convenience. The townhome was spacious, clean, and well-maintained, with all the amenities we needed to feel at home. The fully equipped kitchen made it easy to prepare meals, and the private patio with a hot tub was an incredible touch for unwinding after a day of exploring. The...
The price is S$418
includes taxes & fees
5 Mar - 6 Mar
Encantada Resort Vacation Townhomes by IDILIQ
Club Wyndham Cypress Palms
Private pool

Club Wyndham Cypress Palms

3.5 star property
9.0 out of 10, Wonderful, (1664)
"Really like the facilities and properties. Staff is very helpful and friendly. Great location."
Club Wyndham Cypress Palms
Blissful Bay
Full-sized fridge, microwave, oven, stovetop

Blissful Bay

3.0 star property
7.2 out of 10, Good, (13)
"All of house is great. Meet new people vacationing from other places really great stay."
Blissful Bay
Formosa Valley Resort by UNE Homes
Private pool

Formosa Valley Resort by UNE Homes

4.0 star property
9.4 out of 10, Exceptional, (141)
"Traffic is terrible but location of property is nice. Safe and quiet neighborhood. "
Formosa Valley Resort by UNE Homes
Encore Resort
Outdoor pool

Encore Resort

4.0 star property
6.4 out of 10, (114)
"It was a very nice home. My family had a great time"
Encore Resort
Lifetime of Vacations Resort
Lake

Lifetime of Vacations Resort

3.0 star property
9.2 out of 10, Wonderful, (121)
"Amazing for families. Great location and amenities. "
Lifetime of Vacations Resort
Grand Lake Resort
Outdoor pool, pool umbrellas, pool loungers

Grand Lake Resort

3.0 star property
9.0 out of 10, Wonderful, (106)
"Stayed 4 nights. The location is great. Our unit was very clean and quiet. Check in was easy. Very nice staff. I would definitely stay again. "
Grand Lake Resort
Caribe Cove Resort
Outdoor pool, a heated pool

Caribe Cove Resort

3.5 star property
8.8 out of 10, Excellent, (2243)
"Condo is spacious, beds aren’t comfortable but for the price it’s understandable. If they could change the mattress would be amazing! Pool area is really nice. "
Caribe Cove Resort
The Bear's Den Resort Orlando
Terrace/patio

The Bear's Den Resort Orlando

5.0 star property
8.0 out of 10, Very good, (22)
"Great place , I recommend it to everyone."
The Bear's Den Resort Orlando
Vacation USA LTD
View from room

Vacation USA LTD

3.5 star property
6.8 out of 10, (155)
"Great location and proximity to the airport, Disney parks and Universal Studios. Place was clean, easy to access and had all the amenities we needed. "
The price is S$535
includes taxes & fees
14 Mar - 15 Mar
Vacation USA LTD
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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Other types of properties in Kissimmee you may be interested in

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very good, (1582)
"Nice condo with a big bathroom. The kitchen was kind of small and didn’t have a dishwasher or oven, but it was still fine for cooking meals. Great location right next to Disney World, plus close to shopping and restaurants. Quiet community with walking trails and lots of pools. One negative: the two gyms on site had almost no equipment, including no dumbbells. That was disappointing. "
The price is S$147
includes taxes & fees
13 Mar - 14 Mar
Vacation Village at Parkway
Margaritaville Resort Orlando
Lobby

Margaritaville Resort Orlando

4.0 star property
9.0 out of 10, Wonderful, (3241)
"This hotel was perfect!!! Excellent location! The only minor inconvenience I didn’t like was that next our room there was a family staying with children and one of the kids would wake us up every morning screaming and crying at 7am on the dot! Lol it didn’t bother me too much we were also traveling with our kids but other than that this hotel met our expectations we will definitely stay here again"
The price is S$342
includes taxes & fees
30 Mar - 31 Mar
Margaritaville Resort Orlando
Ramada by Wyndham Hotel & Water Park
View from room

Ramada by Wyndham Hotel & Water Park

3.0 star property
7.0 out of 10, Good, (1002)
"The hotel is in the process of being really nice! Our room was comfortable and slightly outdated but no complaints other than the location. This is not the hotels fault but the road the hotel is on is incredibly busy and traffic was hideous! Otherwise very convenient location for Disney/universal and very cute water park and arcade. "
The price is S$115
includes taxes & fees
4 Mar - 5 Mar
Ramada by Wyndham Hotel & Water Park
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 lively festivals. The array of shops and entertainment choices 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 Formosa Valley Resort by UNE Homes.

How many holiday rentals are there in Kissimmee?

Choose from 15069 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.