A pathway through a park with Spanish moss hanging from trees and a body of water in the background.

Kissimmee Vacation Rentals

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Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Kissimmee vacation rentals

Exterior

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (4,600 reviews)
"Great stay!"
United States
Thailia
The price is NT$2,085
NT$3,176 total
includes taxes & fees
Jul 26 - Jul 27
Vacation Village Orlando, Celebration
Lounge

Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
4.0 star property
Kissimmee
10.0 out of 10, Exceptional, (8 reviews)
"Would stay again and so should you! "
United States
katie
The price is NT$3,207
NT$7,981 total
includes taxes & fees
Jul 27 - Jul 28
Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
Exterior

Regal Oaks Resort Vacation Townhomes by IDILIQ

Regal Oaks Resort Vacation Townhomes by IDILIQ
4.0 star property
Kissimmee
8.4 out of 10, Very Good, (3,182 reviews)
"Great rental on a beautiful property! Description was accurate, truly enjoyed the hot tub and lakeview!!"
United States
Phinnie
The price is NT$4,636
NT$11,659 total
includes taxes & fees
Aug 2 - Aug 3
Regal Oaks Resort Vacation Townhomes by IDILIQ
Outdoor pool, pool umbrellas, sun loungers

Barefoot Suites

Barefoot Suites
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (1,897 reviews)
"Our go-to place for my family to stay. Great location, cleanliness and fair pricing."
United States
Justin
The price is NT$2,613
NT$3,606 total
includes taxes & fees
Aug 2 - Aug 3
Barefoot Suites
Exterior

Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando
2.5 star property
Kissimmee
9.2 out of 10, Wonderful, (338 reviews)
"Great location and clean spacious and comfortable"
United States
Michele
The price is NT$3,435
NT$4,303 total
includes taxes & fees
Aug 3 - Aug 4
Barefoot'n Resort Kissimmee Orlando
Lobby sitting area

The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,310 reviews)
"Property is great...very comfortable and quiet...love the location"
United States
Jesus
The price is NT$3,827
NT$4,670 total
includes taxes & fees
Aug 3 - Aug 4
The Berkley, Orlando
2 outdoor pools, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers

Villas at Fortune Place

Villas at Fortune Place
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (182 reviews)
"I stayed for 1 night it was a very nice place I will definitely come back to this place also very clean."
United States
Barry
The price is NT$3,644
NT$4,428 total
includes taxes & fees
Jul 26 - Jul 27
Villas at Fortune Place
Outdoor pool

The Irlo

The Irlo
3.0 star property
Kissimmee
7.6 out of 10, Good, (66 reviews)
"Room was nice, staff was friendly. Location was perfect for my needs"
United States
Amanda
The price is NT$1,840
NT$2,820 total
includes taxes & fees
Aug 2 - Aug 3
The Irlo
Water park

Reunion Resort & Golf Club

Reunion Resort & Golf Club
5.0 star property
Reunion
8.8 out of 10, Excellent, (1,592 reviews)
"Excellent suite…spacious, clean, and comfortable."
United States
Melissa Andrea
The price is NT$10,100
NT$12,999 total
includes taxes & fees
Aug 3 - Aug 4
Reunion Resort & Golf Club
Flat-screen TV, DVD player

Grand Lake Resort

Grand Lake Resort
3.0 star property
Kissimmee
9.2 out of 10, Wonderful, (209 reviews)
"Family friendly, equipped kitchen, huge bath tubs and clean spacious rooms!"
United States
Rose
The price is NT$2,308
NT$2,912 total
includes taxes & fees
Aug 2 - Aug 3
Grand Lake Resort
Luxury House, 4 Bedrooms | Interior

Parkside Paradise

Parkside Paradise
2.5 star property
Reunion
Parkside Paradise
House | 4 bedrooms, high-speed internet

10 Mins to Disney Pool Access Sleeps 8

10 Mins to Disney Pool Access Sleeps 8
2.0 star property
Reunion
10 Mins to Disney Pool Access Sleeps 8
Exterior

Lifetime of Vacations Resort

Lifetime of Vacations Resort
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (174 reviews)
"We love coming here when we visit Orlando. The rooms are amazing and perfect for our needs. The beds are comfortable too!"
United States
Alena
The price is NT$2,239
NT$3,092 total
includes taxes & fees
Jul 26 - Jul 27
Lifetime of Vacations Resort
Apartment (3 Bedrooms) | Interior

Upstay Sunny Home w Private Patio Near Disney

Upstay Sunny Home w Private Patio Near Disney
3.5 star property
Kissimmee
Upstay Sunny Home w Private Patio Near Disney
House (3 Bedrooms) | Interior

Oasis Near Disney w Golf View, Family&pet Friendly

Oasis Near Disney w Golf View, Family&pet Friendly
3.0 star property
Reunion
The price is NT$2,814
NT$11,728 total
includes taxes & fees
Jul 28 - Jul 29
Oasis Near Disney w Golf View, Family&pet Friendly
Exterior

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (2,102 reviews)
"Happy with the location and area great for families"
United States
Noah
The price is NT$6,609
NT$13,985 total
includes taxes & fees
Aug 17 - Aug 18
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
Outdoor pool

Maple Leaf Inn & Suites

Maple Leaf Inn & Suites
2.5 star property
Kissimmee
6.8 out of 10, (71 reviews)
"The room was clean and the staff was okay "
United States
Shaneka
The price is NT$1,911
NT$2,170 total
includes taxes & fees
Aug 4 - Aug 5
Maple Leaf Inn & Suites
Terrace/patio

Disney's Animal Kingdom Villas - Kidani Village

Disney's Animal Kingdom Villas - Kidani Village
4.0 star property
Bay Lake
9.0 out of 10, Wonderful, (171 reviews)
"Clean room. Staff was friendly. My grand daughter loved getting Disney character stickers from the gift shop staff. Pool was amazing!"
United States
Katrina
The price is NT$15,938
NT$17,931 total
includes taxes & fees
Jul 28 - Jul 29
Disney's Animal Kingdom Villas - Kidani Village
2 outdoor pools

Value Edge

Value Edge
Kissimmee
The price is NT$1,936
NT$4,395 total
includes taxes & fees
Jul 30 - Jul 31
Value Edge
Apartment (4 Bedrooms) | Interior

< 2 Mi to WDW Attractions: Luxe Family Getaway!

< 2 Mi to WDW Attractions: Luxe Family Getaway!
4.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"We really enjoyed our Disney trip! Very convenient location!"
United States
Zaily
The price is NT$3,920
NT$11,646 total
includes taxes & fees
Aug 5 - Aug 6
< 2 Mi to WDW Attractions: Luxe Family Getaway!
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

Quality Inn & Suites Kissimmee near Main Gate

Quality Inn & Suites Kissimmee near Main Gate

10/10 Excellent
"👌 servicio en todo"
EDNA 3-night trip
Posted 1 hour ago
Quality Inn & Suites Kissimmee near Main Gate

Find out more about Kissimmee

Search for holiday rentals in Kissimmee on Expedia! You can easily find your home rentals, villas, holiday apartments in Kissimmee using one of the methods below:

  • View our selection of featured holiday rentals in Kissimmee
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  • Enter your travel dates to view the best deals on holiday rentals in Kissimmee while they last

Look no further and take a look at our great range of rental properties in Kissimmee!

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 lively festivals. The array of shops and renowned opera 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 Casa con Piscina Privada en Orlando and Encore Resort.

How many vacation rentals are there in Kissimmee?

Choose from 1616 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 Capone's Dinner Show. 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.