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Our top choices for Kissimmee holiday rentals

Barefoot Suites

Barefoot Suites
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (1,808 reviews)
"Great clean safe and good location "
United States
italo
Barefoot Suites

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (3,183 reviews)
"Great staff clean and well maintained facilities and rooms will stay again and highly recommended "
Canada
Ryan
Vacation Village Orlando, Celebration

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, (1,776 reviews)
"Highly recommended the Margaritaville cottages!"
United States
Christine
The price is ฿6,243
฿13,365 total
includes taxes & fees
21 Jan - 22 Jan
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Enjoy Disney 3brs at Villas of Somerset

Enjoy Disney 3brs at Villas of Somerset
3.5 star property
Kissimmee
The price is ฿3,608
฿9,114 total
includes taxes & fees
25 Jan - 26 Jan
Enjoy Disney 3brs at Villas of Somerset

voco Kissimmee Orlando by IHG

voco Kissimmee Orlando by IHG
4.0 star property
Kissimmee
7.6 out of 10, Good, (1,008 reviews)
"A great place we had a great time there good service clean and friendly people "
United States
Jose
The price is ฿1,976
฿2,955 total
includes taxes & fees
25 Jan - 26 Jan
voco Kissimmee Orlando by IHG

Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo

Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo
3.0 star property
Kissimmee
The price is ฿3,533
฿17,882 total
includes taxes & fees
13 Jan - 14 Jan
Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo

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, (3,051 reviews)
"The rooms were very clean and fully stocked. It was very spacious as well. "
United States
Sharlett
Regal Oaks Resort Vacation Townhomes by IDILIQ

Super Liked - 4BD 3 5b 6 Miles To Disney Springs

Super Liked - 4BD 3 5b 6 Miles To Disney Springs
2.0 star property
Kissimmee
The price is ฿3,691
฿13,120 total
includes taxes & fees
18 Jan - 19 Jan
Super Liked - 4BD 3 5b 6 Miles To Disney Springs

Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
The price is ฿3,420
฿13,157 total
includes taxes & fees
13 Jan - 14 Jan
Serenity - Family & Pet Friendly, Amazing Location

Pool •Spa •Game Rm •10 min Disney-Fun Disney Oasis

Pool •Spa •Game Rm •10 min Disney-Fun Disney Oasis
5.0 star property
Lindfields
The price is ฿3,953
฿10,290 total
includes taxes & fees
13 Jan - 14 Jan
Pool •Spa •Game Rm •10 min Disney-Fun Disney Oasis

The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,042 reviews)
"Facility and staff were excellent "
United States
Travis
The price is ฿4,235
฿5,121 total
includes taxes & fees
13 Jan - 14 Jan
The Berkley, Orlando

Modern 3 Bed Villa, Newly Renovated, Prime Location

Modern 3 Bed Villa, Newly Renovated, Prime Location
3.0 star property
Kissimmee
The price is ฿3,639
฿9,150 total
includes taxes & fees
13 Jan - 14 Jan
Modern 3 Bed Villa, Newly Renovated, Prime Location

Storey Lake condos by UNE Homes

Storey Lake condos by UNE Homes
3.5 star property
Kissimmee
The price is ฿4,329
฿10,611 total
includes taxes & fees
13 Jan - 14 Jan
Storey Lake condos by UNE Homes

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

Sunny Paradise Retreat At Paradise Palms By Shine Villas 4 Bedroom Townhouse
3.0 star property
Kissimmee
Sunny Paradise Retreat At Paradise Palms By Shine Villas 4 Bedroom Townhouse

FL- 1904 Nice Ct

FL- 1904 Nice Ct
3.0 star property
Kissimmee
The price is ฿3,953
฿13,898 total
includes taxes & fees
13 Jan - 14 Jan
FL- 1904 Nice Ct

FL- 1844 GOBI DR

FL- 1844 GOBI DR
3.0 star property
Kissimmee
The price is ฿4,455
฿12,586 total
includes taxes & fees
18 Jan - 19 Jan
FL- 1844 GOBI DR

Murano Mews

Murano Mews
4.5 star property
Kissimmee
The price is ฿4,984
฿20,717 total
includes taxes & fees
14 Jan - 15 Jan
Murano Mews

Lakeview 6Br W/ Pool, Hot Tub & Near Theme Parks

Lakeview 6Br W/ Pool, Hot Tub & Near Theme Parks
4.5 star property
Lake Berkley
Lakeview 6Br W/ Pool, Hot Tub & Near Theme Parks
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

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

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Frequently asked questions

Can I find holiday rentals in Kissimmee?

Yes, there are holiday rentals in Kissimmee close to Disney's Animal Kingdom® Theme Park, or you can select a more secluded option if you're looking for a relaxing stay. Tourists who visit Kissimmee like the fun-filled theme parks and lively festivals. The array of shops and entertainment choices are some other things you might want to check out while you're here.

What are some of the best holiday rentals that Kissimmee has to offer?

The Berkley, Orlando: This highly rated holiday home rental in Kissimmee offers a furnished patio, a terrace and a BBQ 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 holiday with an arcade/games room and 1 hot tub. Other favourite homes for rent in Kissimmee are Formosa Valley Resort by UNE Homes and Summerville Vacation Homes by Columbia Management.

How many holiday rentals are there in Kissimmee?

Choose from 1449 Expedia holiday rentals in Kissimmee for a memorable holiday.

What can I see and do in Kissimmee?

Disney's Animal Kingdom® Theme Park and Walt Disney World® Resort are a couple of the 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 holiday rentals like in Kissimmee?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kissimmee. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a small group gathering.