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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Kissimmee vacation homes

House | 2 bedrooms

Super Boho - At Lake Toho Fishing Vintage Vibes

Super Boho - At Lake Toho Fishing Vintage Vibes
2.0 star property
Historic Downtown Kissimmee
The price is ￥7,906
￥43,133 total
includes taxes & fees
Apr 29 - Apr 30
Super Boho - At Lake Toho Fishing Vintage Vibes
Design House, 6 Bedrooms, Private Pool | Private kitchen | Highchair

FL- 1844 GOBI DR

FL- 1844 GOBI DR
3.0 star property
Kissimmee
The price is ￥17,535
￥58,160 total
includes taxes & fees
May 12 - May 13
FL- 1844 GOBI DR
Lobby sitting area

The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,199 reviews)
"Great stay!"
United States
Daniel
The price is ￥21,520
￥26,003 total
includes taxes & fees
Apr 29 - Apr 30
The Berkley, Orlando
Interior

Kissimmee Retreat with Jacuzzi and Games

Kissimmee Retreat with Jacuzzi and Games
Kissimmee
The price is ￥12,753
￥41,555 total
includes taxes & fees
May 1 - May 2
Kissimmee Retreat with Jacuzzi and Games
Private kitchen

Charming 2-bedroom Florida Getaway! Sleeps 6

Charming 2-bedroom Florida Getaway! Sleeps 6
Kissimmee
10.0 out of 10, Exceptional, (12 reviews)
"Perfect! Place was clean. Parking was easy. ( Business travel)"
United States
Matt S.
The price is ￥13,135
￥46,829 total
includes taxes & fees
May 3 - May 4
Charming 2-bedroom Florida Getaway! Sleeps 6
Outdoor pool

Maple Leaf Inn & Suites

Maple Leaf Inn & Suites
2.5 star property
Kissimmee
6.8 out of 10, (71 reviews)
"The room was clean and the staff was okay "
United States
Shaneka
The price is ￥11,157
￥12,663 total
includes taxes & fees
Apr 29 - Apr 30
Maple Leaf Inn & Suites
Fridge, microwave, oven, stovetop

Escape to Paradise!Luxury Waterfront Heated Pool House with Game Room and Piano!

Escape to Paradise!Luxury Waterfront Heated Pool House with Game Room and Piano!
Buena Ventura Lakes
10.0 out of 10, Exceptional, (35 reviews)
"Clean spacious very cozy & relaxing"
United States
Nicky B.
Escape to Paradise!Luxury Waterfront Heated Pool House with Game Room and Piano!
A heated pool

~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool

~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
Indian Ridge
9.0 out of 10, Wonderful, (22 reviews)
"Great location and a well resourced, clean and spacious villa"
United Kingdom
Matthew L.
The price is ￥16,419
￥74,899 total
includes taxes & fees
Apr 29 - Apr 30
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
Outdoor pool, sun loungers

Florida Breeze

Florida Breeze
4.0 star property
Bellavida
The price is ￥53,370
￥121,502 total
includes taxes & fees
May 6 - May 7
Florida Breeze
Property grounds

Close to Disney 3 bedroom 3 bath-Unit10 Crestwynd

Close to Disney 3 bedroom 3 bath-Unit10 Crestwynd
Crestwynd Bay
9.2 out of 10, Wonderful, (77 reviews)
"Great location and great ammenities"
United States
Joy B.
The price is ￥15,056
￥43,582 total
includes taxes & fees
May 5 - May 6
Close to Disney 3 bedroom 3 bath-Unit10 Crestwynd
House | 3 bedrooms

Super YES - Many Amenities Relax GYM Courts

Super YES - Many Amenities Relax GYM Courts
2.0 star property
Kissimmee
The price is ￥11,038
￥50,959 total
includes taxes & fees
May 26 - May 27
Super YES - Many Amenities Relax GYM Courts
Smart TV

U2 Crestwynd- 3 bdrm, 3 bath Disney home

U2 Crestwynd- 3 bdrm, 3 bath Disney home
Crestwynd Bay
8.8 out of 10, Excellent, (93 reviews)
"Love that the home was in a gated area. Also, very close to shopping and the ESPN center (which is where we were going). Cute place and we will be staying there again!"
United States
Shawn
The price is ￥14,219
￥41,835 total
includes taxes & fees
Apr 29 - Apr 30
U2 Crestwynd- 3 bdrm, 3 bath Disney home
Exterior detail

Fully renovated 3-bedroom townhome Kissimmee - Close to theme parks and airport

Fully renovated 3-bedroom townhome Kissimmee - Close to theme parks and airport
Buena Ventura Lakes
9.2 out of 10, Wonderful, (5 reviews)
"Great Property!"
United States
Mike R.
The price is ￥21,377
￥55,282 total
includes taxes & fees
Apr 29 - Apr 30
Fully renovated 3-bedroom townhome Kissimmee - Close to theme parks and airport
A heated pool

Family-Friendly 4 Bedroom 3 Bath Pool Home 271

Family-Friendly 4 Bedroom 3 Bath Pool Home 271
Kissimmee
8.6 out of 10, Excellent, (25 reviews)
"The property was very nice and a convenient location. The clubhouse was fun for the family and the pool at the property was private and relaxing."
United States
Yolanda S.
The price is ￥19,571
￥76,952 total
includes taxes & fees
Apr 29 - Apr 30
Family-Friendly 4 Bedroom 3 Bath Pool Home 271
Terrace/patio

Willow Bend

Willow Bend
4.0 star property
Crescent Lakes
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
Terrace/patio

-A Sweet Home Near Theme Parks!-

-A Sweet Home Near Theme Parks!-
Kissimmee
10.0 out of 10, Exceptional, (4 reviews)
"We had a good stay. Thanks!"
United States
Lisa H.
The price is ￥25,506
￥62,199 total
includes taxes & fees
May 2 - May 3
-A Sweet Home Near Theme Parks!-
TV, foosball, table tennis

Enchanting Newly Renovated 1.5miles to Disney and Near Tons of Restaurants 760

Enchanting Newly Renovated 1.5miles to Disney and Near Tons of Restaurants 760
Kissimmee
9.0 out of 10, Wonderful, (51 reviews)
"Couldn’t get in contact with the host. We were never sent information to get into building. Did not stay there. "
United States
William
The price is ￥7,971
￥27,072 total
includes taxes & fees
May 12 - May 13
Enchanting Newly Renovated 1.5miles to Disney and Near Tons of Restaurants 760
Outdoor pool, a heated pool

Incredible Fantasy World! Newly Renovated Near Disney with Amazing Amenities

Incredible Fantasy World! Newly Renovated Near Disney with Amazing Amenities
Kissimmee
9.6 out of 10, Exceptional, (76 reviews)
"Easy to reach. The beds are very comfortable."
United States
Linda J.
The price is ￥9,405
￥36,054 total
includes taxes & fees
May 3 - May 4
Incredible Fantasy World! Newly Renovated Near Disney with Amazing Amenities
Dining

Private Pool Getaway Near Theme Parks

Private Pool Getaway Near Theme Parks
Cumbrian Lakes
9.4 out of 10, Exceptional, (3 reviews)
"The house was big, clean, everything work fine the Pool was fantastic. "
United States
Katerine O.
The price is ￥17,376
￥52,752 total
includes taxes & fees
May 3 - May 4
Private Pool Getaway Near Theme Parks
Outdoor pool, a heated pool

Amazing Breathtaking Fantasy World Newly Renovated Near Disney 2+2

Amazing Breathtaking Fantasy World Newly Renovated Near Disney 2+2
Kissimmee
9.2 out of 10, Wonderful, (95 reviews)
"The place felt very clean and like a home away from home. This place is located near Walmart and many food chains and other stores so it makes traveling easy. The bed and pillows were very comfortable as well. Mark was very attentive to us and made sure we had a great stay! "
United States
Ada D.
Amazing Breathtaking Fantasy World Newly Renovated Near Disney 2+2
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

8/10 Good
"Chambre très propre et confortable, personnel accueillant."
Josianne 5-night trip
Posted 1 hour ago
Galleria Palms Hotel

Find out more about Kissimmee

Kissimmee Vacation Homes information

Number of reviews
2,697
Accommodation
15327 Vacation Homes
Lowest Price
￥12,663
Highest Price
￥121,502