Kissimmee Vacation Rentals

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Check prices for these dates

Tonight
Jul 7 - Jul 8
Tomorrow
Jul 8 - Jul 9
This weekend
Jul 11 - Jul 13
Next weekend
Jul 18 - Jul 20

Vacation Rentals in Kissimmee

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.6 out of 10, Excellent, (2405)
"This is a great place to stay that is conveniently located to the parks, food, and shopping. "
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, (1473)
"Park was amazing for my boys, great for family and very close to Disney World "
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, (1328)
"Great Resort."
Reunion Resort & Golf Club
Club Wyndham Cypress Palms
Private pool

Club Wyndham Cypress Palms

3.5 star property
9.0 out of 10, Wonderful, (1764)
"Excellent place, very safe and staff very friendly. "
Club Wyndham Cypress Palms
The Berkley, Orlando
Lobby

The Berkley, Orlando

4.0 star property
9.6 out of 10, Exceptional, (1824)
"We enjoyed our short stay. The area had plentiful options for dining, my family loved the amenities and overall the check in was quick and room was clean. "
The price is P6,482
P7,933 total
includes taxes & fees
Jul 8 - Jul 9
The Berkley, Orlando
Barefoot'n Resort Kissimmee Orlando
Exterior

Barefoot'n Resort Kissimmee Orlando

2.5 star property
9.0 out of 10, Wonderful, (116)
"Great place, would definitely stay there again "
The price is P5,822
P7,312 total
includes taxes & fees
Jul 8 - Jul 9
Barefoot'n Resort Kissimmee Orlando
The Irlo
Outdoor pool

The Irlo

4.0 star property
8.4 out of 10, Very Good, (7)
"Everything was great!"
The price is P5,755
P6,532 total
includes taxes & fees
Jul 9 - Jul 10
The Irlo
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, (2932)
"Great place to stay with your family "
Regal Oaks Resort Vacation Townhomes by IDILIQ
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
Grand Lake Resort
Dock

Grand Lake Resort

3.0 star property
9.2 out of 10, Wonderful, (128)
"Always a great place to stay"
Grand Lake 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, (157)
"Second time we stayed in this place. Spacious, clean and convenient."
Formosa Valley Resort by UNE Homes
Lifetime of Vacations Resort
Lake view

Lifetime of Vacations Resort

3.0 star property
9.4 out of 10, Exceptional, (138)
"Rooms and Location"
Lifetime of Vacations Resort
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, (1352)
"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
Seven Dwarfs Resort -Close to Disney
Private kitchen

Seven Dwarfs Resort -Close to Disney

3.5 star property
6.0 out of 10, (4)
"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
Club Wyndham Star Island
2 outdoor pools, sun loungers

Club Wyndham Star Island

3.5 star property
8.2 out of 10, Very Good, (431)
"Property was very clean, nice decor and floorplan"
Club Wyndham Star Island
Encore Resort
Outdoor pool

Encore Resort

4.0 star property
6.4 out of 10, (117)
"Great place "
Encore Resort
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
Barefoot Suites
Aerial view

Barefoot Suites

3.0 star property
9.0 out of 10, Wonderful, (1756)
"Much better than the last stay there!"
Barefoot Suites
The Bear's Den Resort Orlando
Front of property

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
Caribe Cove Resort
Outdoor pool, a heated pool

Caribe Cove Resort

3.5 star property
8.8 out of 10, Excellent, (2251)
"Everything was lovely "
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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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 renowned opera. 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 15157 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 County Welcome Center and History Museum. 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.