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Check prices for these dates

In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for Kissimmee vacation homes

Lobby sitting area

Vacation Home in Kissimmee

The Berkley, Orlando
4.0 star property
9.6 out of 10, Exceptional, (2,051 reviews)
"Great and welcoming staff!"
United States
Aitor
The price is ￥18,500
￥22,608 total
includes taxes & fees
Jan 19 - Jan 20
The Berkley, Orlando
House | 3 bedrooms, Internet

Vacation Home in Chatham Park

Upstay 3BR Family-friendly Stylish Retreat w Patio
2.0 star property
The price is ￥11,070
￥40,642 total
includes taxes & fees
Jan 21 - Jan 22
Upstay 3BR Family-friendly Stylish Retreat w Patio
Indoor pool, pool umbrellas, sun loungers

Vacation Home in Lindfields

Pool •Spa •Game Rm •10 min Disney-Fun Disney Oasis
5.0 star property
The price is ￥14,089
￥45,242 total
includes taxes & fees
Jan 21 - Jan 22
Pool •Spa •Game Rm •10 min Disney-Fun Disney Oasis
Design House, 6 Bedrooms, Private Pool | Private kitchen | Highchair

Vacation Home in Kissimmee

FL- 1844 GOBI DR
3.0 star property
The price is ￥28,936
￥70,792 total
includes taxes & fees
Feb 5 - Feb 6
FL- 1844 GOBI DR
Townhome, 4 Bedrooms | Pool | A heated pool

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

Vacation Home in Kissimmee

FL- 1904 Nice Ct
3.0 star property
The price is ￥19,923
￥70,049 total
includes taxes & fees
Jan 20 - Jan 21
FL- 1904 Nice Ct
Outdoor pool

Vacation Home in Lake Berkley

Lakeview 6Br W/ Pool, Hot Tub & Near Theme Parks
4.5 star property
The price is ￥42,203
￥111,312 total
includes taxes & fees
Feb 17 - Feb 18
Lakeview 6Br W/ Pool, Hot Tub & Near Theme Parks
Outdoor pool

Vacation Home in Kissimmee

Maple Leaf Inn & Suites
2.5 star property
6.8 out of 10, (69 reviews)
"The room was clean and the staff was okay "
United States
Shaneka
The price is ￥8,357
￥9,484 total
includes taxes & fees
Jan 19 - Jan 20
Maple Leaf Inn & Suites
Private pool

Vacation Home in Kissimmee

Formosa Valley Resort by UNE Homes
4.0 star property
9.4 out of 10, Exceptional, (200 reviews)
"Loved our stay here. Would highly recommend "
United States
Walter
The price is ￥27,323
￥81,597 total
includes taxes & fees
Jan 19 - Jan 20
Formosa Valley Resort by UNE Homes
Exterior

Vacation Home in Lake Berkley

Disney Themed Single Family Home, Private Pool, 15 Mins From Disney & Sleeps 10
2.0 star property
9.6 out of 10, Exceptional, (14 reviews)
"Perfect little weekend getaway. Clean home, nice pool, fun game room!"
United States
Marisol O.
The price is ￥16,800
￥67,039 total
includes taxes & fees
Jan 19 - Jan 20
Disney Themed Single Family Home, Private Pool, 15 Mins From Disney & Sleeps 10
House | 5 bedrooms

Vacation Home in Kissimmee

Super Calm- Sleeps 17 W Designs Close TO Parks
2.0 star property
The price is ￥17,780
￥69,284 total
includes taxes & fees
Jan 19 - Jan 20
Super Calm- Sleeps 17 W Designs Close TO Parks
A heated pool

Vacation Home in Kissimmee

BreathTaking! Fantasy World Newly Renovated Near Disney 2+2 5 STAR UNIT!
9.0 out of 10, Wonderful, (115 reviews)
"Nice and relaxing. Great pool very within walking distance. Lots to do. Close to entertainment and shopping."
United States
Beth R.
The price is ￥10,910
￥38,189 total
includes taxes & fees
Jan 19 - Jan 20
BreathTaking! Fantasy World Newly Renovated Near Disney 2+2 5 STAR UNIT!
Fridge, microwave, oven, stovetop

Vacation Home in Indian Point

4BR Villa with Free Heated Pool & Grill • Near Disney
3.0 star property
10.0 out of 10, Exceptional, (9 reviews)
"Rented the property for 3 days and had an amazing time.Jacuzzi gets warm really quick! The host stayed in contact the whole time and made sure I got the most out of my stay. Will be booking again! "
United States
Clin'Tavia M.
The price is ￥18,010
￥63,449 total
includes taxes & fees
Jan 19 - Jan 20
4BR Villa with Free Heated Pool & Grill • Near Disney
Outdoor pool, sun loungers

Vacation Home in Bellavida

Florida Breeze
4.0 star property
The price is ￥52,331
￥123,386 total
includes taxes & fees
Feb 2 - Feb 3
Florida Breeze
Townhome, 4 Bedrooms | Pool | Outdoor pool

Vacation Home in Kissimmee

4br Townhome Near Disney W/ Resort Amenities 4 Bedroom Townhouse
3.5 star property
4br Townhome Near Disney W/ Resort Amenities 4 Bedroom Townhouse
Terrace/patio

Vacation Home in Crescent Lakes

Willow Bend
4.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"this house abuts woods and a slow river that made the property peaceful "
United States
John
Willow Bend
Outdoor pool, sun loungers

Vacation Home in Crescent Lakes

South Facing W/ Private Pool & Spa
4.0 star property
The price is ￥23,211
￥97,653 total
includes taxes & fees
Jan 29 - Jan 30
South Facing W/ Private Pool & Spa
Deluxe Condo, Garden View | In-room safe, iron/ironing board, free WiFi

Vacation Home in Reunion

Heaven On Earth Private Home
4.0 star property
The price is ￥33,838
￥62,915 total
includes taxes & fees
Jan 19 - Jan 20
Heaven On Earth Private Home
Property grounds

Vacation Home in Kissimmee

Spacious 2-Bedroom House 5 Star Near Disney Mill Creek Resort 2748
9.8 out of 10, Exceptional, (14 reviews)
"The place was in a great community. We felt very safe and right at home. Very well maintained with so many things to do on property. Great communication from the property owner. You can’t go wrong booking a stay here! We will definitely be back!"
United States
Emily D.
The price is ￥14,088
￥36,255 total
includes taxes & fees
Jan 19 - Jan 20
Spacious 2-Bedroom House 5 Star Near Disney Mill Creek Resort 2748
Outdoor pool, a heated pool

Vacation Home in Kissimmee

Disney-Themed Escape – Frozen & Star Wars Rooms, Pool, Games & Family Fun
9.8 out of 10, Exceptional, (38 reviews)
"Stay was good "
United States
Shauna W.
The price is ￥12,843
￥86,622 total
includes taxes & fees
Jan 21 - Jan 22
Disney-Themed Escape – Frozen & Star Wars Rooms, Pool, Games & Family Fun
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

Seasons Florida Resort

Seasons Florida Resort

10/10 Excellent
"Stayed because it is not far to the airport "
Gail 1-night trip
Posted 10 hours ago
Seasons Florida Resort

Find out more about Kissimmee

Kissimmee Vacation Homes information

Number of reviews
2,507
Accommodation
16373 Vacation Homes
Lowest Price
￥9,484
Highest Price
￥123,386