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Check prices for these dates

In two weeks
8 May - 10 May
In two months
19 Jun - 21 Jun
In three months
17 Jul - 19 Jul
In four months
14 Aug - 16 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 201
AED 1,015 total
includes taxes & fees
28 Apr - 29 Apr
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 433
AED 1,373 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, (2,193 reviews)
"Great stay!"
United States
Daniel
The price is AED 496
AED 599 total
includes taxes & fees
27 Apr - 28 Apr
The Berkley, Orlando
Interior

Kissimmee Retreat with Jacuzzi and Games

Kissimmee Retreat with Jacuzzi and Games
Kissimmee
The price is AED 349
AED 470 total
includes taxes & fees
28 Apr - 29 Apr
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 AED 309
AED 1,049 total
includes taxes & fees
30 Apr - 1 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 220
AED 250 total
includes taxes & fees
27 Apr - 28 Apr
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.
The price is AED 460
AED 1,124 total
includes taxes & fees
27 Apr - 28 Apr
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 AED 378
AED 1,733 total
includes taxes & fees
27 Apr - 28 Apr
~ 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 AED 1,230
AED 2,800 total
includes taxes & fees
30 Apr - 1 May
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 AED 347
AED 993 total
includes taxes & fees
8 May - 9 May
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 AED 227
AED 1,143 total
includes taxes & fees
27 Apr - 28 Apr
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 AED 328
AED 968 total
includes taxes & fees
27 Apr - 28 Apr
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 AED 493
AED 1,311 total
includes taxes & fees
27 Apr - 28 Apr
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.
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
The price is AED 853
AED 2,289 total
includes taxes & fees
8 May - 9 May
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 AED 514
AED 1,339 total
includes taxes & fees
27 Apr - 28 Apr
-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)
"This property was close to everything and was so convenient and felt safe...we definitely loved our stay there"
United States
Vithra
The price is AED 220
AED 669 total
includes taxes & fees
4 May - 5 May
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 AED 253
AED 880 total
includes taxes & fees
3 May - 4 May
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 AED 400
AED 1,263 total
includes taxes & fees
3 May - 4 May
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)
"Host was great, property was in good condition. I wouldn’t hesitate to book again. "
United States
Frank B.
The price is AED 294
AED 907 total
includes taxes & fees
28 Apr - 29 Apr
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

Parkway International Resort

Parkway International Resort

10/10 Excellent
"We had an absolutely amazing stay! This hotel is perfect for families—everything felt welcoming, comfortable, and thoughtfully set up for both kids and adults. The pricing was unbeatable for the quality we received, and the cozy atmosphere made it feel like a home away from home. We truly couldn’t have asked for a better experience. We will not stay anywhere else when visiting Orlando"
Justina 5-night trip
Posted 1 hour ago
Parkway International Resort