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Kissimmee Holiday Rentals

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Check prices for these dates

Tonight
11 Jan - 12 Jan
Tomorrow
12 Jan - 13 Jan
Next weekend
16 Jan - 18 Jan
In two weeks
23 Jan - 25 Jan

Our top choices for Kissimmee holiday rentals

Outdoor pool, pool umbrellas, pool loungers
Barefoot Suites

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
Exterior
Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (3,181 reviews)
"Great staff clean and well maintained facilities and rooms will stay again and highly recommended "
Canada
Ryan
Vacation Village Orlando, Celebration
Exterior
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

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, (1,775 reviews)
"Highly recommended the Margaritaville cottages!"
United States
Christine
The price is HK$1,551
HK$3,321 total
includes taxes & fees
21 Jan - 22 Jan
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
Interior
Enjoy Disney 3brs at Villas of Somerset

Enjoy Disney 3brs at Villas of Somerset

Enjoy Disney 3brs at Villas of Somerset
3.5 star property
Kissimmee
The price is HK$896
HK$2,265 total
includes taxes & fees
25 Jan - 26 Jan
Enjoy Disney 3brs at Villas of Somerset
Exterior
voco Kissimmee Orlando by IHG

voco Kissimmee Orlando by IHG

voco Kissimmee Orlando by IHG
4.0 star property
Kissimmee
7.6 out of 10, Good, (1,004 reviews)
"A great place we had a great time there good service clean and friendly people "
United States
Jose
The price is HK$491
HK$734 total
includes taxes & fees
25 Jan - 26 Jan
voco Kissimmee Orlando by IHG
Lobby
Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo

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
Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo
2 restaurants, lunch, dinner served; American cuisine
Regal Oaks Resort Vacation Townhomes by IDILIQ

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
Pool
Dazzling Newly Renovated Condo 1.5 miles to Disney

Dazzling Newly Renovated Condo 1.5 miles to Disney

Dazzling Newly Renovated Condo 1.5 miles to Disney
Kissimmee
9.4 out of 10, Exceptional, (88 reviews)
"This place was awesome! Incredibly clean floors. I even called my sister just to show her how clean the floors were. "
United States
Elizabeth P L.
The price is HK$429
HK$1,368 total
includes taxes & fees
13 Jan - 14 Jan
Dazzling Newly Renovated Condo 1.5 miles to Disney
4 bedrooms
Super Liked - 4BD 3 5b 6 Miles To Disney Springs

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 HK$909
HK$3,250 total
includes taxes & fees
16 Jan - 17 Jan
Super Liked - 4BD 3 5b 6 Miles To Disney Springs
Interior
Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
The price is HK$920
HK$3,351 total
includes taxes & fees
16 Jan - 17 Jan
Serenity - Family & Pet Friendly, Amazing Location
Outdoor pool, a heated pool
Near Disney Universal Orlando First Floor Condo

Near Disney Universal Orlando First Floor Condo

Near Disney Universal Orlando First Floor Condo
2.0 star property
Kissimmee
10.0 out of 10, Exceptional, (4 reviews)
"Nicely located near I4. Publix supermarket and many restaurants close by. The host is the best. Always responds quickly and is very helpful. "
United States
Jeremiah R.
The price is HK$457
HK$1,383 total
includes taxes & fees
12 Jan - 13 Jan
Near Disney Universal Orlando First Floor Condo
Indoor pool, pool umbrellas, pool loungers
Pool •Spa •Game Rm •10 min Disney-Fun Disney Oasis

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 HK$1,208
HK$2,813 total
includes taxes & fees
12 Jan - 13 Jan
Pool •Spa •Game Rm •10 min Disney-Fun Disney Oasis
Lobby sitting area
The Berkley, Orlando

The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,040 reviews)
"Facility and staff were excellent "
United States
Travis
The price is HK$1,052
HK$1,272 total
includes taxes & fees
12 Jan - 13 Jan
The Berkley, Orlando
Interior
Modern 3 Bed Villa, Newly Renovated, Prime Location

Modern 3 Bed Villa, Newly Renovated, Prime Location

Modern 3 Bed Villa, Newly Renovated, Prime Location
3.0 star property
Kissimmee
The price is HK$904
HK$2,273 total
includes taxes & fees
12 Jan - 13 Jan
Modern 3 Bed Villa, Newly Renovated, Prime Location
2 outdoor pools
Storey Lake condos by UNE Homes

Storey Lake condos by UNE Homes

Storey Lake condos by UNE Homes
3.5 star property
Kissimmee
The price is HK$1,076
HK$2,636 total
includes taxes & fees
12 Jan - 13 Jan
Storey Lake condos by UNE Homes
Pool
Sunny Paradise Retreat At Paradise Palms By Shine Villas 4 Bedroom Townhouse

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
In-room dining
FL- 1904 Nice Ct

FL- 1904 Nice Ct

FL- 1904 Nice Ct
3.0 star property
Kissimmee
The price is HK$982
HK$3,453 total
includes taxes & fees
12 Jan - 13 Jan
FL- 1904 Nice Ct
Private kitchen
FL- 1844 GOBI DR

FL- 1844 GOBI DR

FL- 1844 GOBI DR
3.0 star property
Kissimmee
The price is HK$1,115
HK$3,136 total
includes taxes & fees
16 Jan - 17 Jan
FL- 1844 GOBI DR
Outdoor pool, pool loungers
Murano Mews

Murano Mews

Murano Mews
4.5 star property
Kissimmee
The price is HK$1,238
HK$5,147 total
includes taxes & fees
14 Jan - 15 Jan
Murano Mews
Outdoor pool
Lakeview 6Br W/ Pool, Hot Tub & Near Theme Parks

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

Lakeview 6Br W/ Pool, Hot Tub & Near Theme Parks
4.5 star property
Lake Berkley
The price is HK$1,872
HK$5,239 total
includes taxes & fees
22 Jan - 23 Jan
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

Galleria Palms Hotel

Galleria Palms Hotel

10/10 Excellent
"I had the best stay! From start to finish of the staff was sweet and personable to me. It was my first time solo traveling and I felt completely safe and invited. The place was clean, simple, and I had everything I needed. If I had a question all I had to do was ask. It’s near almost everything. I was in for an audition so I didn’t get to do much around the city but they had free shuttles to a lot of attractions. It’s tucked into a peaceful spot but surrounded by a lot of stores and food. The breakfast options were so good and it changed every day. This place felt like a home away from home for me. Everyone working there was absolutely awesome. Don’t forget about fresh cookies every night!!! it was just the perfect place for me to be as someone that was nervous about traveling on their own for the first time. I will definitely come back again!"
Maya 3-night trip
Posted 20 hours ago
Galleria Palms Hotel

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!

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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 1423 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.