Kissimmee Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jul 12 - Jul 13
Tomorrow
Jul 13 - Jul 14
Next weekend
Jul 18 - Jul 20
In two weeks
Jul 25 - Jul 27

Vacation Rentals in Kissimmee

The Berkley, Orlando
Lobby

The Berkley, Orlando

4.0 star property
9.6 out of 10, Exceptional, (1833)
"Stayed twice will stay again"
The price is ₩158,205
₩193,613 total
includes taxes & fees
Jul 13 - Jul 14
The Berkley, Orlando
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."
The price is ₩186,950
₩650,826 total
includes taxes & fees
Jul 14 - Jul 15
Formosa Valley Resort by UNE Homes
Private Disney Oasis With Pool Hot Tub Ps5 and Modern Amenities
House | 4 bedrooms, Internet

Private Disney Oasis With Pool Hot Tub Ps5 and Modern Amenities

2.0 star property
The price is ₩312,099
₩725,620 total
includes taxes & fees
Jul 16 - Jul 17
Private Disney Oasis With Pool Hot Tub Ps5 and Modern Amenities
Super Fun
Outdoor pool

Super Fun

2.0 star property
The price is ₩179,031
₩506,175 total
includes taxes & fees
Aug 11 - Aug 12
Super Fun
Super Boho - At Lake Toho's Water
House, 2 Bedrooms, Lake View, Lakeside | Private kitchen

Super Boho - At Lake Toho's Water

2.0 star property
The price is ₩151,488
₩364,741 total
includes taxes & fees
Aug 11 - Aug 12
Super Boho - At Lake Toho's Water
Sunny Paradise Retreat At Paradise Palms By Shine Villas 4 Bedroom Townhouse
Townhome, 4 Bedrooms | Pool | A heated pool

Sunny Paradise Retreat At Paradise Palms By Shine Villas 4 Bedroom Townhouse

3.0 star property
The price is ₩158,525
₩833,650 total
includes taxes & fees
Jul 14 - Jul 15
Sunny Paradise Retreat At Paradise Palms By Shine Villas 4 Bedroom Townhouse
FL- 1844 GOBI DR
Design House, 6 Bedrooms, Private Pool | Private kitchen | Highchair

FL- 1844 GOBI DR

3.0 star property
The price is ₩307,107
₩679,091 total
includes taxes & fees
Aug 12 - Aug 13
FL- 1844 GOBI DR
Super Fab
Comfort House, Multiple Bedrooms, Private Pool | Terrace/patio

Super Fab

2.0 star property
The price is ₩395,245
₩1,233,591 total
includes taxes & fees
Aug 11 - Aug 12
Super Fab
Super Zesty
Exclusive House, Multiple Bedrooms, Private Pool | Living area

Super Zesty

3.0 star property
The price is ₩308,484
₩907,879 total
includes taxes & fees
Jul 14 - Jul 15
Super Zesty
FL- 1905 NICE CT
Design House, 6 Bedrooms, Private Pool | Living area

FL- 1905 NICE CT

3.0 star property
The price is ₩326,387
₩645,888 total
includes taxes & fees
Jul 29 - Jul 30
FL- 1905 NICE CT
Luxury fun 9BR Near Disney Villa
House

Luxury fun 9BR Near Disney Villa

2.0 star property
The price is ₩434,673
₩1,134,840 total
includes taxes & fees
Jul 27 - Jul 28
Luxury fun 9BR Near Disney Villa
Super Play
Family House, Multiple Bedrooms, Private Pool | Living area

Super Play

3.0 star property
The price is ₩318,124
₩939,485 total
includes taxes & fees
Aug 12 - Aug 13
Super Play
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 15199 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.