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Check prices for these dates

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

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 AED 226
AED 1,044 total
includes taxes & fees
18 May - 19 May
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 AED 400
AED 1,336 total
includes taxes & fees
12 May - 13 May
FL- 1844 GOBI DR
Lobby sitting area

The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,201 reviews)
"Great stay!"
United States
Daniel
The price is AED 531
AED 638 total
includes taxes & fees
17 May - 18 May
The Berkley, Orlando
Interior

Kissimmee Retreat with Jacuzzi and Games

Kissimmee Retreat with Jacuzzi and Games
Kissimmee
The price is AED 294
AED 943 total
includes taxes & fees
30 May - 31 May
Kissimmee Retreat with Jacuzzi and Games
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 AED 378
AED 1,726 total
includes taxes & fees
1 May - 2 May
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
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 AED 288
AED 1,059 total
includes taxes & fees
4 May - 5 May
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 AED 257
AED 292 total
includes taxes & fees
3 May - 4 May
Maple Leaf Inn & Suites
Exterior

5 Bedrooms/ 4 Bathrooms/ Indian Creek (8056 SD)

5 Bedrooms/ 4 Bathrooms/ Indian Creek (8056 SD)
Kissimmee
9.0 out of 10, Wonderful, (10 reviews)
"Easy access to Disney Property yet still private and quiet. The communication was easy and prompt. Would definitely stay again"
United States
Jon S.
5 Bedrooms/ 4 Bathrooms/ Indian Creek (8056 SD)
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 AED 451
AED 1,832 total
includes taxes & fees
1 May - 2 May
Family-Friendly 4 Bedroom 3 Bath Pool Home 271
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 AED 347
AED 1,004 total
includes taxes & fees
5 May - 6 May
Close to Disney 3 bedroom 3 bath-Unit10 Crestwynd
House | 2 bedrooms

Super Boho- At Lake Toho s Water Sleeps 6

Super Boho- At Lake Toho s Water Sleeps 6
2.0 star property
Historic Downtown Kissimmee
The price is AED 278
AED 1,004 total
includes taxes & fees
26 May - 27 May
Super Boho- At Lake Toho s Water Sleeps 6
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 AED 217
AED 831 total
includes taxes & fees
3 May - 4 May
Incredible Fantasy World! Newly Renovated Near Disney with Amazing Amenities
Outdoor pool, sun loungers

Florida Breeze

Florida Breeze
4.0 star property
Bellavida
The price is AED 1,014
AED 2,542 total
includes taxes & fees
6 May - 7 May
Florida Breeze
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
The price is AED 853
AED 2,289 total
includes taxes & fees
8 May - 9 May
Willow Bend
Dining

Private Pool Getaway Near Theme Parks

Private Pool Getaway Near Theme Parks
Cumbrian Lakes
9.6 out of 10, Exceptional, (4 reviews)
"The house was big, clean, everything work fine the Pool was fantastic. "
United States
Katerine O.
The price is AED 382
AED 1,235 total
includes taxes & fees
6 May - 7 May
Private Pool Getaway Near Theme Parks
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 AED 493
AED 1,311 total
includes taxes & fees
4 May - 5 May
Fully renovated 3-bedroom townhome Kissimmee - Close to theme parks and airport
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 AED 347
AED 1,004 total
includes taxes & fees
5 May - 6 May
U2 Crestwynd- 3 bdrm, 3 bath Disney home
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 AED 184
AED 624 total
includes taxes & fees
12 May - 13 May
Enchanting Newly Renovated 1.5miles to Disney and Near Tons of Restaurants 760
Pool

Superb Townhouse Newly Renovated 1.5 miles to Disney

Superb Townhouse Newly Renovated 1.5 miles to Disney
Kissimmee
9.8 out of 10, Exceptional, (128 reviews)
"Very clean and comfortable. Gated complex and very close to Disney and I-4. Would recommend to anyone wanting a nice complex to stay while in Orlando."
United States
Robert H.
Superb Townhouse Newly Renovated 1.5 miles to Disney
Interior

Disney Getaway: 4BR/3.5BA, Heated Pool - Sleeps 10

Disney Getaway: 4BR/3.5BA, Heated Pool - Sleeps 10
Kissimmee
9.2 out of 10, Wonderful, (23 reviews)
"Great communication with host - great location "
United States
Ana H.
Disney Getaway: 4BR/3.5BA, Heated Pool - Sleeps 10
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
"Room was clean, quiet, staff was super nice, would stay again "
Meghan 2-night trip
Posted 3 hours ago
Seasons Florida Resort