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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Kissimmee vacation homes

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 ￥9,699
￥11,009 total
includes taxes & fees
Jul 15 - Jul 16
Maple Leaf Inn & Suites
Lobby sitting area

The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,297 reviews)
"Truly enjoyed our stay! The hotel was clean and the room was impressive. The pool was nice and resort itself was quiet and relaxing. We would definitely stay again."
United States
Mitchell
The price is ￥21,301
￥25,782 total
includes taxes & fees
Jul 22 - Jul 23
The Berkley, Orlando
Fridge, microwave, oven, stovetop

Charming 2-bedroom Florida Getaway! Sleeps 6

Charming 2-bedroom Florida Getaway! Sleeps 6
Kissimmee
9.8 out of 10, Exceptional, (17 reviews)
"Great little place. We would book it again."
United States
Jack Francis G.
The price is ￥12,720
￥46,480 total
includes taxes & fees
Aug 13 - Aug 14
Charming 2-bedroom Florida Getaway! Sleeps 6
6 bedrooms, desk, Internet

Upstay - New Build - Resort Home w Pool Hot Tub

Upstay - New Build - Resort Home w Pool Hot Tub
3.0 star property
Kissimmee
8.0 out of 10, Very Good, (1 review)
"Friendly and very beautiful complex."
United States
Donna
The price is ￥73,221
￥120,811 total
includes taxes & fees
Jul 16 - Jul 17
Upstay - New Build - Resort Home w Pool Hot Tub
Pool

Magical Family Townhome Retreat – Comfort & Convenience Near Top Attractions!

Magical Family Townhome Retreat – Comfort & Convenience Near Top Attractions!
Kissimmee
9.4 out of 10, Exceptional, (55 reviews)
"Great time with plenty of space"
United States
Anonymous traveler
The price is ￥15,861
￥57,502 total
includes taxes & fees
Jul 16 - Jul 17
Magical Family Townhome Retreat – Comfort & Convenience Near Top Attractions!
Pool

3 BD/ 2 BA/ Lucaya Village (22-103)

3 BD/ 2 BA/ Lucaya Village (22-103)
Kissimmee
8.8 out of 10, Excellent, (3 reviews)
The price is ￥14,567
￥68,051 total
includes taxes & fees
Aug 5 - Aug 6
3 BD/ 2 BA/ Lucaya Village (22-103)
Outdoor pool, a heated pool

Luxurious & Superb 3bd Reunion Townhome. Close to Disney!

Luxurious & Superb 3bd Reunion Townhome. Close to Disney!
Reunion
10.0 out of 10, Exceptional, (143 reviews)
"This is a fabulous rental! Clean, spacious and the property is well maintained. Tara was a wonderful host — very responsive and helpful. We hope to stay again in the future! "
Canada
Erica S.
The price is ￥15,360
￥46,302 total
includes taxes & fees
Aug 12 - Aug 13
Luxurious & Superb 3bd Reunion Townhome. Close to Disney!
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, (133 reviews)
"Great location! Comfortable space and amenities. Worked great for my family of four to use as a home base to get to all the touristy places we wanted to visit."
United States
Nathan H.
The price is ￥11,318
￥35,121 total
includes taxes & fees
Jul 19 - Jul 20
Superb Townhouse Newly Renovated 1.5 miles to Disney
Pool

3 BD/ 2 BA/ Lucaya Village (16-102)

3 BD/ 2 BA/ Lucaya Village (16-102)
Kissimmee
The price is ￥15,424
￥67,841 total
includes taxes & fees
Aug 1 - Aug 2
3 BD/ 2 BA/ Lucaya Village (16-102)
Front of property

Disney Area Home | Pool · Spa · Game Room | 5BR Sleeps 14

Disney Area Home | Pool · Spa · Game Room | 5BR Sleeps 14
4.5 star property
Lindfields
The price is ￥39,433
￥80,541 total
includes taxes & fees
Jul 21 - Jul 22
Disney Area Home | Pool · Spa · Game Room | 5BR Sleeps 14
Interior

It’s only 15 minutes drive to Disney World and the amazing outlets in Orlando

It’s only 15 minutes drive to Disney World and the amazing outlets in Orlando
Kissimmee
9.8 out of 10, Exceptional, (36 reviews)
"Great location and condo."
United States
Lonnie M.
The price is ￥17,817
￥53,568 total
includes taxes & fees
Aug 2 - Aug 3
It’s only 15 minutes drive to Disney World and the amazing outlets in Orlando
Pool

5 BD / 3.5 BA/ Bella Vida (361 LF)

5 BD / 3.5 BA/ Bella Vida (361 LF)
Bellavida
10.0 out of 10, Exceptional, (5 reviews)
"Nice place great location "
United States
Angela R.
The price is ￥17,138
￥103,420 total
includes taxes & fees
Jul 15 - Jul 16
5 BD / 3.5 BA/ Bella Vida (361 LF)
Pool

4 BD/ 4 BA/ Bella Vida (440 LF)

4 BD/ 4 BA/ Bella Vida (440 LF)
Bellavida
9.0 out of 10, Wonderful, (28 reviews)
"This was a great property conveniently located to everything. The pool was great the accommodations were perfect for our family of 6."
United States
Eric H.
The price is ￥20,223
￥93,344 total
includes taxes & fees
Aug 12 - Aug 13
4 BD/ 4 BA/ Bella Vida (440 LF)
House | 6 bedrooms

Champions Gate Luxury 6br-private Pool

Champions Gate Luxury 6br-private Pool
2.0 star property
Kissimmee
The price is ￥43,378
￥134,994 total
includes taxes & fees
Aug 11 - Aug 12
Champions Gate Luxury 6br-private Pool
Pool

4 BD/ 3 BA/ Lucaya Village (15-101)

4 BD/ 3 BA/ Lucaya Village (15-101)
Kissimmee
9.2 out of 10, Wonderful, (15 reviews)
"We really enjoyed our stay. The townhouse is convenient to shopping, restaurants and Disney attractions."
United States
Genevieve S.
The price is ￥17,138
￥80,281 total
includes taxes & fees
Aug 10 - Aug 11
4 BD/ 3 BA/ Lucaya Village (15-101)
Pool

4 Bedrooms/ 3 Bathrooms/ Terra Verde (4746 VB)

4 Bedrooms/ 3 Bathrooms/ Terra Verde (4746 VB)
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"The booking process was flawless considering I added 2 days during the process. The house was spotlessly clean when we arrived. Our son lives across the street and had watched the recent total renovation of the property. We’ve rented several properties in Terre Verde over the years and using Master Vacation Homes was great."
United States
Stu C.
The price is ￥15,498
￥78,160 total
includes taxes & fees
Aug 10 - Aug 11
4 Bedrooms/ 3 Bathrooms/ Terra Verde (4746 VB)
A heated pool

4 Bedroom/ 3 Bathroom/ Storey Lake (2521RT)

4 Bedroom/ 3 Bathroom/ Storey Lake (2521RT)
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Loved our stay. Beautiful, super clean and perfectly located. "
United States
Cristina Z.
The price is ￥17,481
￥78,937 total
includes taxes & fees
Aug 10 - Aug 11
4 Bedroom/ 3 Bathroom/ Storey Lake (2521RT)
Pool

4 Bedrooms / 3 Bathrooms / Storey Lake (4853 RC)

4 Bedrooms / 3 Bathrooms / Storey Lake (4853 RC)
Kissimmee
9.6 out of 10, Exceptional, (7 reviews)
"It was a very nice place with a private pool. Very spacious"
United States
Virginia B.
The price is ￥17,138
￥79,795 total
includes taxes & fees
Aug 12 - Aug 13
4 Bedrooms / 3 Bathrooms / Storey Lake (4853 RC)
Pool

4 BD/ 3 BA/ Lucaya Village (14-101)

4 BD/ 3 BA/ Lucaya Village (14-101)
Kissimmee
8.6 out of 10, Excellent, (7 reviews)
"This condo was perfect for my group who was going back and forth to ESPN Wide World of Sports. It was located in a good area and worked out perfectly."
United States
Mendi R.
The price is ￥17,138
￥80,281 total
includes taxes & fees
Jul 17 - Jul 18
4 BD/ 3 BA/ Lucaya Village (14-101)
House, 5 Bedrooms, Private Pool, Lakeside | Exterior

5BR Villa Private Pool & Game Room

5BR Villa Private Pool & Game Room
4.0 star property
Lake Berkley
6.0 out of 10, (1 review)
"We had several problems. The owner uses a management company & they were a nightmare to deal with."
United States
joseph
The price is ￥35,182
￥100,651 total
includes taxes & fees
Jul 29 - Jul 30
5BR Villa Private Pool & Game Room
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

10/10 Excellent
"Service was wonderful. All staff where always pleasant and always here with everything!"
Casey 6-night trip
Posted 7 hours ago
Galleria Palms Hotel

Find out more about Kissimmee

Kissimmee Vacation Homes information

Number of reviews
2,646
Accommodation
14784 Vacation Homes
Lowest Price
￥11,009
Highest Price
￥134,994