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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 193
AED 1,006 total
includes taxes & fees
30 Apr - 1 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 404
AED 1,340 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, (2,200 reviews)
"Great stay!"
United States
Daniel
The price is AED 496
AED 599 total
includes taxes & fees
30 Apr - 1 May
The Berkley, Orlando
Interior

Kissimmee Retreat with Jacuzzi and Games

Kissimmee Retreat with Jacuzzi and Games
Kissimmee
The price is AED 294
AED 958 total
includes taxes & fees
1 May - 2 May
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 303
AED 1,079 total
includes taxes & fees
3 May - 4 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
30 Apr - 1 May
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 AED 378
AED 1,667 total
includes taxes & fees
30 Apr - 1 May
~ 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
6 May - 7 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 1,004 total
includes taxes & fees
5 May - 6 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 273
AED 1,196 total
includes taxes & fees
27 May - 28 May
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 347
AED 1,004 total
includes taxes & fees
4 May - 5 May
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 1,274 total
includes taxes & fees
30 Apr - 1 May
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 AED 451
AED 1,773 total
includes taxes & fees
30 Apr - 1 May
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 AED 588
AED 1,433 total
includes taxes & fees
2 May - 3 May
-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 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
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
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 1,216 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)
"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

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

10/10 Excellent
"Have stayed here more than once. Love the location and all of the amenities."
Carolyn 1-night trip
Posted 1 hour ago
Kompose Boutique Resort at Theme Parks