Kissimmee Holiday Rentals

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Check prices for these dates

In two weeks
12 Sept - 14 Sept
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov
In four months
19 Dec - 21 Dec

Holiday Rentals in Kissimmee

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.6 out of 10, Excellent, (2806)
"Lovely property will stay here everytime"
The price is S$144
includes taxes & fees
15 Sept - 16 Sept
Vacation Village at Parkway
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Interior

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1584)
"Great place"
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Reunion Resort & Golf Club
Water park

Reunion Resort & Golf Club

5.0 star property
8.8 out of 10, Excellent, (1382)
"The best hotel "
The price is S$366
includes taxes & fees
27 Aug - 28 Aug
Reunion Resort & Golf Club
Magical Dreams
Outdoor pool

Magical Dreams

3.0 star property
10.0 out of 10, Exceptional, (1)
"estaba algo caliente pero nos contactamos con los encargados y nos solucionaron el problema "
The price is S$187
includes taxes & fees
27 Aug - 28 Aug
Magical Dreams
The Berkley, Orlando
Lobby

The Berkley, Orlando

4.0 star property
9.6 out of 10, Exceptional, (1890)
"Beautiful, perfect for a family getaway"
The price is S$146
includes taxes & fees
27 Aug - 28 Aug
The Berkley, Orlando
Regal Oaks Resort Vacation Townhomes by IDILIQ
View from property

Regal Oaks Resort Vacation Townhomes by IDILIQ

4.0 star property
8.4 out of 10, Very good, (2968)
"Excellent service and stay "
The price is S$421
includes taxes & fees
1 Sept - 2 Sept
Regal Oaks 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, (1797)
"Great stay, excellent rooms, ample and clean. Resort facilities are good."
Club Wyndham Cypress Palms
Barefoot'n Resort Kissimmee Orlando
Exterior

Barefoot'n Resort Kissimmee Orlando

2.5 star property
9.0 out of 10, Wonderful, (138)
"Great place, would definitely stay there again "
The price is S$176
includes taxes & fees
27 Aug - 28 Aug
Barefoot'n Resort Kissimmee Orlando
Enchanted Dreams
Full-sized fridge, microwave, oven, stovetop

Enchanted Dreams

3.5 star property
6.0 out of 10, (2)
"Clean, comfortable home. Everything was excellent from the security to amenities. I will book again, share with friends and family. "
The price is S$201
includes taxes & fees
29 Aug - 30 Aug
Enchanted Dreams
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, (1373)
"Love that there was a private as well as a community pool"
The price is S$364
includes taxes & fees
31 Aug - 1 Sept
Encantada Resort Vacation Townhomes by IDILIQ
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, (1145)
"Spacious accommodations near Disney, with some amenities. "
Magic Village Yards, Trademark Collection by Wyndham
Grand Lake Resort
Dock

Grand Lake Resort

3.0 star property
9.2 out of 10, Wonderful, (135)
"Always a great place to stay"
Grand Lake Resort
Lifetime of Vacations Resort
Lake view

Lifetime of Vacations Resort

3.0 star property
9.4 out of 10, Exceptional, (144)
"Fairly quiet, beautiful view. We would 100% stay here again."
Lifetime of Vacations Resort
Formosa Valley Resort by UNE Homes
Private pool

Formosa Valley Resort by UNE Homes

4.0 star property
9.4 out of 10, Exceptional, (168)
"My children and I enjoyed our stay. This place is close to everything. The property managers responds within minutes for any inquires. You can also reach someone by phone at any hour. The home was very clean with everything you need! I would definitely recommend!"
The price is S$632
includes taxes & fees
27 Aug - 28 Aug
Formosa Valley Resort by UNE Homes
Barefoot Suites
Dock

Barefoot Suites

3.0 star property
9.0 out of 10, Wonderful, (1764)
"We have stayed numerous times. We love the property and love staying across the street from Fun Spot. Its nice to be able to stroll out every evening, shop, dine and have some fun. The 2 bedroom was very nice, clean and super roomy! We will be back as usual."
Barefoot Suites
Summerville Vacation Homes by Columbia Management
Private kitchen

Summerville Vacation Homes by Columbia Management

4.0 star property
8.4 out of 10, Very good, (151)
"Not enough parking "
Summerville Vacation Homes by Columbia Management
Royal Laguna Villas By Magical Memories
Lobby

Royal Laguna Villas By Magical Memories

3.5 star property
7.0 out of 10, Good, (2336)
"the apartment is comfortable and pleasant but the air conditioning does not work, there is only a ceiling fan in the main room and in the living room. They did not give us the card for the pool area and it was a problem to pay and get the lockbox code."
Royal Laguna Villas By Magical Memories
Club Wyndham Star Island
2 outdoor pools, pool loungers

Club Wyndham Star Island

3.5 star property
8.2 out of 10, Very good, (433)
"Very safe place for families. Very good security. Very friendly staff. We were here for 10 nights and got great sleep. Very comfortable beds. Make sureto get the villawith 3 bedrooms. Very spacious. Great family friendly budget resort. Staff is very strict when it comes to the pool rules. This makes the experience enjoyable."
Club Wyndham Star Island
The Irlo
Terrace/patio

The Irlo

4.0 star property
7.0 out of 10, Good, (16)
"Everything was great!"
The price is S$221
includes taxes & fees
27 Aug - 28 Aug
The Irlo
Caribe Cove Resort
Outdoor pool, a heated pool

Caribe Cove Resort

3.5 star property
8.8 out of 10, Excellent, (2257)
"We had a great family vacation "
Caribe Cove Resort
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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Top Kissimmee Hotel Reviews

Comfort Suites Maingate East

Comfort Suites Maingate East

10/10 Excellent
"We had issue with rooms, they were very caring to change our room. Understanding staff. Night time reception agent was a gem and daytime manager also."
Alice 7-night trip
Posted 1 day ago
Comfort Suites Maingate East

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 renowned opera 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. Other favourite homes for rent in Kissimmee are Formosa Valley Resort by UNE Homes and Summerville Vacation Homes by Columbia Management.

How many holiday rentals are there in Kissimmee?

Choose from 15053 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 Osceola County Welcome Center and History Museum. 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.