Kissimmee Vacation Rentals

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Check prices for these dates

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Jun 21 - Jun 22
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Jun 22 - Jun 23
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Jun 27 - Jun 29
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Jul 4 - Jul 6

Vacation Rentals in Kissimmee

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.6 out of 10, Excellent, (2242)
"It's a great family place ❤️ "
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, (1434)
"Amazing cottage we stayed at! "
The price is ￥62,946
￥108,007 total
includes taxes & fees
Jun 24 - Jun 25
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Reunion Resort & Golf Club
Water park

Reunion Resort & Golf Club

5.0 star property
8.6 out of 10, Excellent, (1306)
"We had a fantastic time, enjoyed our stay and will definitely go back again"
The price is ￥30,452
￥41,459 total
includes taxes & fees
Jun 23 - Jun 24
Reunion Resort & Golf Club
Club Wyndham Cypress Palms
Private pool

Club Wyndham Cypress Palms

3.5 star property
9.0 out of 10, Wonderful, (1751)
"Friendly staff property, pool and room very clean"
Club Wyndham Cypress Palms
The Berkley, Orlando
Lobby

The Berkley, Orlando

4.0 star property
9.6 out of 10, Exceptional, (1800)
"Definitely would recommend and be staying again"
The price is ￥18,502
￥22,472 total
includes taxes & fees
Jul 13 - Jul 14
The Berkley, Orlando
Barefoot'n Resort Kissimmee Orlando
Exterior

Barefoot'n Resort Kissimmee Orlando

2.5 star property
9.0 out of 10, Wonderful, (107)
"Great place, would definitely stay there again "
The price is ￥17,378
￥21,548 total
includes taxes & fees
Jun 26 - Jun 27
Barefoot'n Resort Kissimmee 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, (2917)
"Very nice, clean, perfectly spacious, just what we needed and more than what we expected… staff is very professional and kind "
The price is ￥14,937
￥45,686 total
includes taxes & fees
Jun 25 - Jun 26
Regal Oaks Resort Vacation Townhomes by IDILIQ
The Irlo
Comfort Apartment, 1 King Bed with Sofa bed | Terrace/patio

The Irlo

4.0 star property
7.4 out of 10, Good, (3)
"Excellent customer service, everything clean, no complain at all!!!"
The price is ￥16,295
￥26,642 total
includes taxes & fees
Jun 22 - Jun 23
The Irlo
Magic Village Yards, Trademark Collection by Wyndham
Outdoor pool, pool umbrellas, sun loungers

Magic Village Yards, Trademark Collection by Wyndham

4.0 star property
9.2 out of 10, Wonderful, (1142)
"Spacious accommodations near Disney, with some amenities. "
Magic Village Yards, Trademark Collection by Wyndham
Lifetime of Vacations Resort
Lake view

Lifetime of Vacations Resort

3.0 star property
9.2 out of 10, Wonderful, (136)
"Rooms and Location"
Lifetime of Vacations Resort
Club Wyndham Star Island
2 outdoor pools, sun loungers

Club Wyndham Star Island

3.5 star property
8.2 out of 10, Very Good, (429)
"Property was very clean, nice decor and floorplan"
Club Wyndham Star Island
Formosa Valley Resort by UNE Homes
Private pool

Formosa Valley Resort by UNE Homes

4.0 star property
9.4 out of 10, Exceptional, (155)
"Second time we stayed in this place. Spacious, clean and convenient."
The price is ￥25,664
￥75,693 total
includes taxes & fees
Jun 22 - Jun 23
Formosa Valley Resort by UNE Homes
Seven Dwarfs Resort -Close to Disney
Lake view

Seven Dwarfs Resort -Close to Disney

3.5 star property
8.0 out of 10, Very Good, (1)
"The unit was really nice and clean. The only drawback was that over the 7 days that we stayed we saw and killed 3 cockroaches. "
Seven Dwarfs Resort -Close to Disney
Barefoot Suites
Dock

Barefoot Suites

3.0 star property
9.0 out of 10, Wonderful, (1752)
"Much better than the last stay there!"
Barefoot Suites
Encantada Resort Vacation Townhomes by IDILIQ
2 outdoor pools, pool umbrellas, sun loungers

Encantada Resort Vacation Townhomes by IDILIQ

3.0 star property
8.6 out of 10, Excellent, (1351)
"Stayed here 2 years in a row & we love the location & everything about the property! Staff is friendly. Definitely coming back in the future! "
Encantada Resort Vacation Townhomes by IDILIQ
Encore Resort
Outdoor pool

Encore Resort

4.0 star property
6.4 out of 10, (117)
"Great place "
Encore Resort
Grand Lake Resort
Dock

Grand Lake Resort

3.0 star property
9.2 out of 10, Wonderful, (125)
"Always a great place to stay"
Grand Lake Resort
Lakeview Luxury Villa with Everything
Pool

Lakeview Luxury Villa with Everything

9.8 out of 10, Exceptional, (361)
"Our grandchildren were ecstatic. Perfect vacation"
Lakeview Luxury Villa with Everything
Ultimate Lakeview Villa with Everything!
Pool

Ultimate Lakeview Villa with Everything!

9.4 out of 10, Exceptional, (123)
"Bart spacious house with great private pool and entertainment rooms."
Ultimate Lakeview Villa with Everything!
Berkley Lake Townhomes
2 outdoor pools, a heated pool, open 8:00 AM to 7:00 PM, sun loungers

Berkley Lake Townhomes

3.0 star property
8.4 out of 10, Very Good, (431)
"My kids love it "
Berkley Lake Townhomes
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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Frequently asked questions

Can I find vacation rentals in Kissimmee?

Yes, we have vacation rentals in Kissimmee close to Disney's Animal Kingdom® Theme Park, or you can select a secluded option if you'd like a relaxing place to 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's the top vacation rental that Kissimmee has to offer?

The Berkley, Orlando: This Kissimmee vacation home rental offers a furnished patio, a terrace, and a barbecue grill 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 vacation with an arcade game room and a hot tub. Other favorite homes for rent in Kissimmee are Formosa Valley Resort by UNE Homes and Encore Resort.

How many vacation rentals are there in Kissimmee?

Choose from 15098 Expedia vacation rentals in Kissimmee for a memorable vacation.

What can I see and do in Kissimmee?

Disney's Animal Kingdom® Theme Park and Walt Disney World® Resort are a couple of family-friendly sights, whereas cultural attractions include Medieval Times and Osceola Performing Arts Center. Other popular places to visit in the area include Old Town and Disney Springs™.

What are vacation rentals like in Kissimmee?

Vacation rentals are privately owned properties you can book for several days or more in Kissimmee. Vacation rentals offer amenities like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a family trip.