Kissimmee Vacation Rentals

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Check prices for these dates

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

Our top choices for Kissimmee vacation rentals

Outdoor pool, pool umbrellas, sun loungers
Barefoot Suites

Aparthotel in Kissimmee

Barefoot Suites
3.0 star property
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

Condo in Kissimmee

Vacation Village Orlando, Celebration
3.0 star property
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
The price is ￥12,582
￥18,229 total
includes taxes & fees
Feb 8 - Feb 9
Vacation Village Orlando, Celebration
Exterior
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Aparthotel in Kissimmee

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
4.0 star property
8.8 out of 10, Excellent, (1,774 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

Apartment in Kissimmee

Enjoy Disney 3brs at Villas of Somerset
3.5 star property
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

Aparthotel in Kissimmee

voco Kissimmee Orlando by IHG
4.0 star property
7.6 out of 10, Good, (1,003 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

Condo in Kissimmee

Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo
3.0 star property
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
Fitness facility
Regal Oaks Resort Vacation Townhomes by IDILIQ

Condo resort in Kissimmee

Regal Oaks Resort Vacation Townhomes by IDILIQ
4.0 star property
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

Condo in Kissimmee

Dazzling Newly Renovated Condo 1.5 miles to Disney
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

Vacation Home in Kissimmee

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

Cottage in Crestwynd Bay

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
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

Apartment in Kissimmee

Near Disney Universal Orlando First Floor Condo
2.0 star property
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

Vacation Home in Lindfields

Pool •Spa •Game Rm •10 min Disney-Fun Disney Oasis
5.0 star property
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

Vacation Home in Kissimmee

The Berkley, Orlando
4.0 star property
9.6 out of 10, Exceptional, (2,040 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

Villa in Kissimmee

Modern 3 Bed Villa, Newly Renovated, Prime Location
3.0 star property
The price is ￥18,315
￥46,050 total
includes taxes & fees
Jan 14 - Jan 15
Modern 3 Bed Villa, Newly Renovated, Prime Location
2 outdoor pools
Storey Lake condos by UNE Homes

Apartment in Kissimmee

Storey Lake condos by UNE Homes
3.5 star property
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

Vacation Home in Kissimmee

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

Vacation Home in Kissimmee

FL- 1904 Nice Ct
3.0 star property
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

Vacation Home in Kissimmee

FL- 1844 GOBI DR
3.0 star property
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

Vacation Home in Kissimmee

Murano Mews
4.5 star property
Murano Mews
Outdoor pool
Lakeview 6Br W/ Pool, Hot Tub & Near Theme Parks

Vacation Home in Lake Berkley

Lakeview 6Br W/ Pool, Hot Tub & Near Theme Parks
4.5 star property
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 4 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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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.