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Kissimmee Vacation Rentals

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Check prices for these dates

In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Kissimmee vacation rentals

Outdoor pool, pool umbrellas, sun 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, (3,182 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, (1,776 reviews)
"Highly recommended the Margaritaville cottages!"
United States
Christine
The price is ￥31,420
￥67,265 total
includes taxes & fees
Jan 21 - Jan 22
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 ￥18,157
￥45,871 total
includes taxes & fees
Jan 25 - Jan 26
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 ￥9,947
￥14,874 total
includes taxes & fees
Jan 25 - Jan 26
voco Kissimmee Orlando by IHG
Condo, 4 Bedrooms | 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
The price is ￥16,892
￥88,896 total
includes taxes & fees
Jan 13 - Jan 14
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 ￥8,684
￥27,710 total
includes taxes & fees
Jan 13 - Jan 14
Dazzling Newly Renovated Condo 1.5 miles to Disney
House | 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 ￥18,412
￥65,842 total
includes taxes & fees
Jan 16 - Jan 17
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 ￥17,210
￥66,217 total
includes taxes & fees
Jan 12 - Jan 13
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 ￥9,260
￥28,005 total
includes taxes & fees
Jan 12 - Jan 13
Near Disney Universal Orlando First Floor Condo
Indoor pool, pool umbrellas, sun 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 ￥24,473
￥56,987 total
includes taxes & fees
Jan 12 - Jan 13
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, (2,041 reviews)
"Facility and staff were excellent "
United States
Travis
The price is ￥21,315
￥25,772 total
includes taxes & fees
Jan 14 - Jan 15
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 ￥18,315
￥46,050 total
includes taxes & fees
Jan 12 - Jan 13
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 ￥21,789
￥53,403 total
includes taxes & fees
Jan 12 - Jan 13
Storey Lake condos by UNE Homes
Townhome, 4 Bedrooms | Pool | A heated 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
Comfort House, Multiple Bedrooms, Private Pool, Lakeside | In-room dining
FL- 1904 Nice Ct

FL- 1904 Nice Ct

FL- 1904 Nice Ct
3.0 star property
Kissimmee
The price is ￥19,894
￥69,947 total
includes taxes & fees
Jan 12 - Jan 13
FL- 1904 Nice Ct
Design House, 6 Bedrooms, Private Pool | Private kitchen | Highchair
FL- 1844 GOBI DR

FL- 1844 GOBI DR

FL- 1844 GOBI DR
3.0 star property
Kissimmee
The price is ￥22,105
￥62,983 total
includes taxes & fees
Jan 16 - Jan 17
FL- 1844 GOBI DR
Outdoor pool, sun loungers
Murano Mews

Murano Mews

Murano Mews
4.5 star property
Kissimmee
The price is ￥25,084
￥104,262 total
includes taxes & fees
Jan 14 - Jan 15
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 ￥37,927
￥106,129 total
includes taxes & fees
Jan 22 - Jan 23
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

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent
"Did not use pool."
John 1-night trip
Posted 9 hours ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG

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 entertainment choices 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 1423 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.