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Our top choices for Kissimmee vacation homes

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 336
AED 1,070 total
includes taxes & fees
14 Jun - 15 Jun
Super Boho- At Lake Toho s Water Sleeps 6

The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,226 reviews)
"Excellent place to stay. Very clean with all the amenities. "
United States
Shari
The price is AED 468
AED 568 total
includes taxes & fees
2 Jun - 3 Jun
The Berkley, Orlando

Aster Cove

Aster Cove
4.0 star property
Crescent Lakes
The price is AED 571
AED 2,015 total
includes taxes & fees
23 May - 24 May
Aster Cove

Sunny Private Pool & Spa & Fenced Yard. Nr Parks

Sunny Private Pool & Spa & Fenced Yard. Nr Parks
4.5 star property
Indian Point
The price is AED 586
AED 2,033 total
includes taxes & fees
8 Jun - 9 Jun
Sunny Private Pool & Spa & Fenced Yard. Nr Parks

Florida Breeze

Florida Breeze
4.0 star property
Bellavida
The price is AED 793
AED 2,280 total
includes taxes & fees
26 May - 27 May
Florida Breeze

Charming 2-bedroom Florida Getaway! Sleeps 6

Charming 2-bedroom Florida Getaway! Sleeps 6
Kissimmee
9.8 out of 10, Exceptional, (15 reviews)
"Perfect! Place was clean. Parking was easy. ( Business travel)"
United States
Matt S.
The price is AED 320
AED 1,095 total
includes taxes & fees
21 May - 22 May
Charming 2-bedroom Florida Getaway! Sleeps 6

FL- 1844 GOBI DR

FL- 1844 GOBI DR
3.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is AED 863
AED 1,861 total
includes taxes & fees
9 Jun - 10 Jun
FL- 1844 GOBI DR

Kissimmee Retreat with Jacuzzi and Games

Kissimmee Retreat with Jacuzzi and Games
Kissimmee
The price is AED 343
AED 859 total
includes taxes & fees
25 May - 26 May
Kissimmee Retreat with Jacuzzi and Games

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, (36 reviews)
"Clean spacious very cozy & relaxing"
United States
Nicky B.
The price is AED 459
AED 1,143 total
includes taxes & fees
24 May - 25 May
Escape to Paradise!Luxury Waterfront Heated Pool House with Game Room and Piano!

5BD/4BA Grand Townhome w/pool close to Disney

5BD/4BA Grand Townhome w/pool close to Disney
Kissimmee
9.8 out of 10, Exceptional, (13 reviews)
"This property was amazing. The place was clean and perfect for my family"
United States
April S.
The price is AED 438
AED 1,812 total
includes taxes & fees
21 May - 22 May
5BD/4BA Grand Townhome w/pool close to Disney

Comfortable Beds - Fully Equipped Kitchen Pool Spa

Comfortable Beds - Fully Equipped Kitchen Pool Spa
2.0 star property
Kissimmee
The price is AED 574
AED 2,058 total
includes taxes & fees
28 May - 29 May
Comfortable Beds - Fully Equipped Kitchen Pool Spa

SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2772 W

SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2772 W
Kissimmee
9.8 out of 10, Exceptional, (16 reviews)
"Great host and cottage thank you so much"
United States
Elizabeth M.
The price is AED 327
AED 862 total
includes taxes & fees
21 May - 22 May
SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2772 W

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

Lakeview 6Br W/ Pool, Hot Tub & Near Theme Parks

Lakeview 6Br W/ Pool, Hot Tub & Near Theme Parks
4.5 star property
Lake Berkley
The price is AED 727
AED 2,472 total
includes taxes & fees
31 May - 1 Jun
Lakeview 6Br W/ Pool, Hot Tub & Near Theme Parks

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

~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
Indian Ridge
9.2 out of 10, Wonderful, (23 reviews)
"Great place to stay"
United Kingdom
Robert
The price is AED 378
AED 1,733 total
includes taxes & fees
7 Jun - 8 Jun
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool

Stylish Family Retreat in Kissimmee

Stylish Family Retreat in Kissimmee
Trafalgar Village
10.0 out of 10, Exceptional, (2 reviews)
"Great communication, the one little thing that was wrong was fixed right away. House had everything you need and even a few starter items. The only suggesstion is to get better fluffier pillows. "
United States
Keshia E.
The price is AED 375
AED 1,830 total
includes taxes & fees
26 May - 27 May
Stylish Family Retreat in Kissimmee

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.
The price is AED 477
AED 2,317 total
includes taxes & fees
26 May - 27 May
5 Bedrooms/ 4 Bathrooms/ Indian Creek (8056 SD)

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, (129 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.
The price is AED 290
AED 828 total
includes taxes & fees
27 May - 28 May
Superb Townhouse Newly Renovated 1.5 miles to Disney

-A Sweet Home Near Theme Parks!-

-A Sweet Home Near Theme Parks!-
Kissimmee
10.0 out of 10, Exceptional, (5 reviews)
"The house was very clean and well organized. All appliances were working and in great condition. Check in and check out was so simple. And it had the absolute biggest selection of coffee. We had a great stay"
United States
Barbara
The price is AED 569
AED 1,409 total
includes taxes & fees
1 Jun - 2 Jun
-A Sweet Home Near Theme Parks!-

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
25 May - 26 May
Maple Leaf Inn & Suites
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