Kissimmee Vacation Rentals

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Vacation Rentals in Kissimmee

Vacation Village at Parkway

3.0 star property
8.6 out of 10, Excellent, (2665)
"Loved our stay can’t wait to go back "
The price is CA $100
CA $137 total
includes taxes & fees
Aug 4 - Aug 5
Vacation Village at Parkway

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1523)
"Love staying here. It’s like home away from HOME! "
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

Barefoot'n Resort Kissimmee Orlando

2.5 star property
9.0 out of 10, Wonderful, (131)
"Great place, would definitely stay there again "
The price is CA $135
CA $171 total
includes taxes & fees
Aug 16 - Aug 17
Barefoot'n Resort Kissimmee Orlando

Reunion Resort & Golf Club

5.0 star property
8.8 out of 10, Excellent, (1364)
"Great place for families"
Reunion Resort & Golf Club

Club Wyndham Cypress Palms

3.5 star property
9.0 out of 10, Wonderful, (1780)
"Wonderful stay! Very clean, cozy, and peaceful. The location is super central—close to everything. I’d definitely stay here again!"
Club Wyndham Cypress Palms

The Berkley, Orlando

4.0 star property
9.6 out of 10, Exceptional, (1864)
"Very nice property for family vacation)"
The price is CA $148
CA $182 total
includes taxes & fees
Aug 11 - Aug 12
The Berkley, Orlando

Regal Oaks Resort Vacation Townhomes by IDILIQ

4.0 star property
8.4 out of 10, Very good, (2952)
"Great stay "
The price is CA $135
CA $427 total
includes taxes & fees
Aug 24 - Aug 25
Regal Oaks Resort Vacation Townhomes by IDILIQ

The Irlo

4.0 star property
7.2 out of 10, Good, (15)
"Everything was great!"
The price is CA $141
CA $238 total
includes taxes & fees
Aug 31 - Sep 1
The Irlo

Formosa Valley Resort by UNE Homes

4.0 star property
9.4 out of 10, Exceptional, (163)
"We loved our stay in UNE HOMES! Very spacious, clean, bathroom in everyroom, big rooms, BIG KITCHEN! Will be back for sure."
The price is CA $196
CA $664 total
includes taxes & fees
Aug 3 - Aug 4
Formosa Valley Resort by UNE Homes

Encantada Resort Vacation Townhomes by IDILIQ

3.0 star property
8.6 out of 10, Excellent, (1364)
"Very nice resort "
The price is CA $122
CA $343 total
includes taxes & fees
Sep 1 - Sep 2
Encantada Resort Vacation Townhomes by IDILIQ

Magic Village Yards, Trademark Collection by Wyndham

4.0 star property
9.2 out of 10, Wonderful, (1144)
"Spacious accommodations near Disney, with some amenities. "
Magic Village Yards, Trademark Collection by Wyndham

Lifetime of Vacations Resort

3.0 star property
9.4 out of 10, Exceptional, (142)
"Fairly quiet, beautiful view. We would 100% stay here again."
Lifetime of Vacations Resort

Grand Lake Resort

3.0 star property
9.2 out of 10, Wonderful, (131)
"Always a great place to stay"
Grand Lake Resort

Barefoot Suites

3.0 star property
9.0 out of 10, Wonderful, (1759)
"Much better than the last stay there!"
The price is CA $133
CA $169 total
includes taxes & fees
Aug 11 - Aug 12
Barefoot Suites

Lakeview Luxury Villa with Everything

9.8 out of 10, Exceptional, (375)
"Location was great! House was great lots to do, lots of space, clean, absolutely loved it!"
Lakeview Luxury Villa with Everything

Spacious Bowling Villa, Lake Views, 14 Bdr/14bath, close to Disney, Sleeps 38

10.0 out of 10, Exceptional, (22)
"Great communication from the host and a fun house"
Spacious Bowling Villa, Lake Views, 14 Bdr/14bath, close to Disney, Sleeps 38

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

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

Encore Resort

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

Club Wyndham Star Island

3.5 star property
8.2 out of 10, Very good, (432)
"Very spacious! Villa was clean ! No complaints "
Club Wyndham Star Island
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

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 Summerville Vacation Homes by Columbia Management.

How many vacation rentals are there in Kissimmee?

Choose from 15331 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.