Kissimmee Vacation Rentals

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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16
In four months
Dec 12 - Dec 14

Browse Select Kissimmee Vacation Homes

The Berkley, Orlando
Lobby

The Berkley, Orlando

4.0 star property
9.6 out of 10, Exceptional, (1882)
"Very nice property for family vacation)"
The price is CA $135
CA $168 total
includes taxes & fees
Aug 26 - Aug 27
The Berkley, Orlando
Super Trend
House, 6 Bedrooms, Private Pool | Private kitchen

Super Trend

2.0 star property
The price is CA $165
CA $534 total
includes taxes & fees
Aug 25 - Aug 26
Super Trend
Royal Park Orlando Modern Room with 2 DBL Beds & Tennis Court
Iron/ironing board, WiFi, bed sheets, wheelchair access

Royal Park Orlando Modern Room with 2 DBL Beds & Tennis Court

10.0 out of 10, Exceptional, (1)
"Before i book the stay here i went to read the reviews about the property, some where good and some bad. So for the price you kind have to have an idea of how is going to be. But let me tell i was amazing how nice the room was, so perfectly clean, and they dont have carpet on the floor of the room wich for me it show they have to keep everything looking clean and good. I will definitely will be caming back to this place"
The price is CA $80
CA $120 total
includes taxes & fees
Aug 26 - Aug 27
Royal Park Orlando Modern Room with 2 DBL Beds & Tennis Court
Formosa Valley Resort by UNE Homes
Private pool

Formosa Valley Resort by UNE Homes

4.0 star property
9.4 out of 10, Exceptional, (167)
"My children and I enjoyed our stay. This place is close to everything. The property managers responds within minutes for any inquires. You can also reach someone by phone at any hour. The home was very clean with everything you need! I would definitely recommend!"
The price is CA $176
CA $641 total
includes taxes & fees
Aug 24 - Aug 25
Formosa Valley Resort by UNE Homes
Willow Bend
Outdoor pool, sun loungers

Willow Bend

4.0 star property
10.0 out of 10, Exceptional, (1)
"this house abuts woods and a slow river that made the property peaceful "
The price is CA $196
CA $821 total
includes taxes & fees
Aug 24 - Aug 25
Willow Bend
Super Boho - At Lake Toho's Water
House, 2 Bedrooms, Lake View, Lakeside | Private kitchen

Super Boho - At Lake Toho's Water

2.0 star property
The price is CA $136
CA $348 total
includes taxes & fees
Aug 25 - Aug 26
Super Boho - At Lake Toho's Water
Escape to Paradise!Luxury Waterfront Heated Pool House in Tranquil Neighborhood!
Fridge, microwave, oven, stovetop

Escape to Paradise!Luxury Waterfront Heated Pool House in Tranquil Neighborhood!

9.8 out of 10, Exceptional, (20)
"This house had everything you could imagine! Very well stocked. The host was amazing!"
The price is CA $248
CA $526 total
includes taxes & fees
Aug 25 - Aug 26
Escape to Paradise!Luxury Waterfront Heated Pool House in Tranquil Neighborhood!
4 Bedrooms/2 Bathrooms AMAZING HOME! PRIVATE POOL!
Fridge, microwave, oven, stovetop

4 Bedrooms/2 Bathrooms AMAZING HOME! PRIVATE POOL!

9.4 out of 10, Exceptional, (15)
"The place was great for us. We came down for our son’s volleyball nationals and the pool and game room were great for down time."
The price is CA $251
CA $743 total
includes taxes & fees
Aug 25 - Aug 26
4 Bedrooms/2 Bathrooms AMAZING HOME! PRIVATE POOL!
FL- 1844 GOBI DR
Design House, 6 Bedrooms, Private Pool | Private kitchen

FL- 1844 GOBI DR

3.0 star property
The price is CA $209
CA $570 total
includes taxes & fees
Aug 25 - Aug 26
FL- 1844 GOBI DR
Resort Villa, Pools Fun and relaxation/w Kingbed
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Resort Villa, Pools Fun and relaxation/w Kingbed

9.0 out of 10, Wonderful, (28)
"This host was very nice, accomodating and responsive. Great communication."
The price is CA $166
CA $386 total
includes taxes & fees
Sep 1 - Sep 2
Resort Villa, Pools Fun and relaxation/w Kingbed
7 miles to Disney | 3bd | Pool
Pool

7 miles to Disney | 3bd | Pool

9.4 out of 10, Exceptional, (33)
"Clean budget friendly option. Quiet neighborhood. 20 minutes to the parks. Responsive host. Safe for kids. "
The price is CA $92
CA $508 total
includes taxes & fees
Aug 22 - Aug 23
7 miles to Disney | 3bd | Pool
Lakefront 8BR Retreat – Private Pool, Hot Tub, BBQ & Game Room!
Exterior

Lakefront 8BR Retreat – Private Pool, Hot Tub, BBQ & Game Room!

2.0 star property
10.0 out of 10, Exceptional, (5)
"Charming and well-maintained, with thoughtful touches throughout. The central location offers easy access to attractions. A comfortable and inviting choice for any stay."
The price is CA $65
CA $640 total
includes taxes & fees
Aug 24 - Aug 25
Lakefront 8BR Retreat – Private Pool, Hot Tub, BBQ & Game Room!
Private Room with 2 Double Beds Located Near Local Attractions
Iron/ironing board, bed sheets, wheelchair access

Private Room with 2 Double Beds Located Near Local Attractions

The price is CA $80
CA $120 total
includes taxes & fees
Aug 26 - Aug 27
Private Room with 2 Double Beds Located Near Local Attractions
JUST RENOVATED!✦Spacious✦Clean✦Private True South Pool/Spa✦5 Miles to Disney
Outdoor pool, a heated pool

JUST RENOVATED!✦Spacious✦Clean✦Private True South Pool/Spa✦5 Miles to Disney

10.0 out of 10, Exceptional, (192)
"Beautiful house, convenient location, nice pool and hot tub. "
The price is CA $150
CA $529 total
includes taxes & fees
Aug 25 - Aug 26
JUST RENOVATED!✦Spacious✦Clean✦Private True South Pool/Spa✦5 Miles to Disney
Original Room with 2 DBL Beds, Pool and Fitness Center
Iron/ironing board, WiFi, bed sheets, wheelchair access

Original Room with 2 DBL Beds, Pool and Fitness Center

The price is CA $80
CA $120 total
includes taxes & fees
Aug 30 - Aug 31
Original Room with 2 DBL Beds, Pool and Fitness Center
FL- 1905 NICE CT
Design House, 6 Bedrooms, Private Pool | Living area

FL- 1905 NICE CT

3.0 star property
The price is CA $204
CA $509 total
includes taxes & fees
Aug 25 - Aug 26
FL- 1905 NICE CT
Lucaya village holiday home
Property grounds

Lucaya village holiday home

9.6 out of 10, Exceptional, (58)
"The house was clean and easily accessible. Things were missing that should have been included for a more comfortable stay."
The price is CA $201
CA $496 total
includes taxes & fees
Aug 22 - Aug 23
Lucaya village holiday home
Disney Themed Single Family Home, Private Pool, 15 Mins From Disney & Sleeps 10
Outdoor pool, a heated pool

Disney Themed Single Family Home, Private Pool, 15 Mins From Disney & Sleeps 10

2.0 star property
9.6 out of 10, Exceptional, (8)
"This home is well kept and in a great location! The kids loved the pool after the long, hot days at Disney."
The price is CA $130
CA $565 total
includes taxes & fees
Aug 23 - Aug 24
Disney Themed Single Family Home, Private Pool, 15 Mins From Disney & Sleeps 10
Super Play
Family House, Multiple Bedrooms, Private Pool | Living area

Super Play

3.0 star property
The price is CA $211
CA $822 total
includes taxes & fees
Aug 26 - Aug 27
Super Play
Luxury 5 BR at Disney Universal free heated pool high chair stroller playpen
Outdoor pool, a heated pool

Luxury 5 BR at Disney Universal free heated pool high chair stroller playpen

9.8 out of 10, Exceptional, (66)
"This place conveniently located near Disney World and Universal. As well as having easy access to grocery stores. I would highly recommend staying here "
The price is CA $180
CA $532 total
includes taxes & fees
Sep 4 - Sep 5
Luxury 5 BR at Disney Universal free heated pool high chair stroller playpen
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

Ramada by Wyndham Hotel & Water Park

Ramada by Wyndham Hotel & Water Park

10/10 Excellent
"Good hotel. Good area "
Mayura 2-night trip
Posted 5 hours ago
Ramada by Wyndham Hotel & Water Park