Houses & Vacation Rentals in Kissimmee - HomeToGo base64Hash Houses & Vacation Rentals in Kissimmee - HomeToGo

Houses & Vacation Rentals in Kissimmee

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Price per night
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$100 - $199
From $200
Accommodation types
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Distance to center
Max. 1 mi
Max. 2 mi
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Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+

Stay at a Kissimmee Vacation Rental for an Unforgettable Family Trip

Located directly between St. Cloud and Disney World, Kissimmee is a popular stop for vacationers headed to the Disney World theme parks. This popular central Florida destination beckons with its sunny skies, gastronomic delights, theme parks and family-centered activities.

Since Disney World opened in 1971, the town is primarily visitor-oriented and does a great job of it. Book your Kissimmee vacation rental for the perfect, adrenalin-filled adventure with the family.

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Save up to 48%

Best Vacation Home Deals in Kissimmee

House Kissimmee
Mar 25 - Apr 1
-48%
$299
$157 per night
House ∙ 10 guests ∙ 4 bedrooms
4.7
"Outstanding" (14 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Executive Villas Florida
View deal
House Kissimmee
Oct 22 - Oct 29
-48%
$299
$154 per night
House ∙ 8 guests ∙ 4 bedrooms
4.5
"Outstanding" (6 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Executive Villas Florida
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House Kissimmee
May 13 - May 20
-42%
$421
$243 per night
House ∙ 12 guests ∙ 6 bedrooms
Kissimmee, Osceola County, Florida, United States
Details
IPG Florida
View deal

Find a welcoming property from $95 per night by exploring the 18,130 options available in Kissimmee. All of the vacation rentals from the different providers are instantly compared on our website so you can save up to 48%.

Book Vacation Rental Offers with the Highest User Rating

Top-Rated Rentals and Accommodations in Kissimmee

House Kissimmee
Sep 3 - Sep 10
-27%
$286
$208 per night
House ∙ 6 guests ∙ 3 bedrooms
4.7
"Outstanding" (6 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Executive Villas Florida
View deal
House Kissimmee
Mar 25 - Apr 1
-43%
$277
$157 per night
House ∙ 8 guests ∙ 4 bedrooms
4.5
"Outstanding" (2 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Executive Villas Florida
View deal
Villa Kissimmee
Jan 28 - Feb 4
$188 per night
Villa ∙ 14 guests ∙ 5 bedrooms
5.0
"Excellent" (2 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Executive Villas Florida
View deal

Recommended Vacation Rentals in Kissimmee

Find your perfect vacation rental in Kissimmee: from $95 per night

House Kissimmee
$162 per night
House ∙ 15 guests ∙ 5 bedrooms
4.7
"Outstanding" (34 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Flow America Corp
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House Kissimmee
$320 per night
House ∙ 18 guests ∙ 9 bedrooms
Kissimmee, Osceola County, Florida, United States
Details
Southern Select Villas
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House Kissimmee
$214 per night
House ∙ 10 guests ∙ 5 bedrooms
Kissimmee, Osceola County, Florida, United States
Details
Fairytale Vacation Rentals LLC
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Maisonette Kissimmee
$109 per night
Maisonette ∙ 10 guests ∙ 3 bedrooms
Kissimmee, Osceola County, Florida, United States
Details
Reunion Vacation Homes
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House Kissimmee
$243 per night
House ∙ 10 guests ∙ 5 bedrooms
3.9
"Good" (6 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Florida Scandi Vacation Homes
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House Kissimmee
$144 per night
House ∙ 6 guests ∙ 3 bedrooms
Kissimmee, Osceola County, Florida, United States
Details
Vacasa
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House Kissimmee
$132 per night
House ∙ 8 guests ∙ 4 bedrooms
3.7
"Good" (3 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Fairytale Vacation Rentals LLC
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House Kissimmee
$850 per night
House ∙ 18 guests ∙ 9 bedrooms
5.0
"Excellent" (1 rating)
Kissimmee, Osceola County, Florida, United States
Details
Executive Villas Florida
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House Kissimmee
$126 per night
House ∙ 8 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
Details
IPG Florida
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Vacation rentals with Wi-Fi

House Internet Kissimmee
Aug 27 - Sep 3
-65%
$457
$159 per night
House ∙ 6 guests ∙ 3 bedrooms
Kissimmee, Osceola County, Florida, United States
Internet
Details
Love Rentals
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House Internet Kissimmee
Sep 10 - Sep 17
-47%
$294
$155 per night
House ∙ 8 guests ∙ 4 bedrooms
4.0
"Very good" (2 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
Details
Fidelity Vacation Homes LLC
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Villa Internet Kissimmee
Sep 7 - Sep 14
-63%
$505
$186 per night
Villa ∙ 14 guests ∙ 6 bedrooms
Kissimmee, Osceola County, Florida, United States
Internet
Details
Executive Villas Florida
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Vacation rentals and apartments with air conditioning

House Aircondition Kissimmee
Nov 11 - Nov 18
$231 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
"Excellent" (78 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
Aircondition
Details
Aunger Vacation Homes
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House Aircondition Kissimmee
Jan 7 - Jan 14
$179 per night
House ∙ 6 guests ∙ 3 bedrooms
4.6
"Outstanding" (21 ratings)
Kissimmee, Osceola County, Florida, United States
Aircondition
Details
Florida Villas & Homes by Elite, LLC
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House Aircondition Kissimmee
Jan 14 - Jan 21
-20%
$158
$126 per night
House ∙ 8 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
Aircondition
Details
IPG Florida
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Apartments and vacation rentals with a kitchen

Villa Kitchen Kissimmee
Apr 29 - May 6
-50%
$505
$252 per night
Villa ∙ 13 guests ∙ 6 bedrooms
5.0
"Excellent" (6 ratings)
Kissimmee, Osceola County, Florida, United States
Kitchen
Details
Executive Villas Florida
View deal
House Kitchen Kissimmee
Dec 3 - Dec 10
-25%
$279
$210 per night
House ∙ 12 guests ∙ 6 bedrooms
Kissimmee, Osceola County, Florida, United States
Kitchen
Details
IPG Florida
View deal
Villa Kitchen Kissimmee
Dec 3 - Dec 10
-30%
$276
$192 per night
Villa ∙ 8 guests ∙ 4 bedrooms
4.9
"Excellent" (13 ratings)
Kissimmee, Osceola County, Florida, United States
Kitchen
Details
Book Disney Homes
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Popular Rental Amenities in Kissimmee

  • Kitchen (17,359)
  • Pool (13,549)
  • No pets (12,180)
  • TV (11,554)
  • Air conditioning (11,552)
  • Internet (11,353)
  • Microwave (10,402)
  • Washer (9,194)
  • No smoking (8,753)
  • Dishwasher (7,514)
  • Grill (4,207)
  • Yard (2,626)

Properties can be chosen based on various criteria. Above, you will find the number of properties that offer a specific feature in Kissimmee. You can easily compare and find a vacation rental fitting your expectations in Kissimmee if you want a rental with a pool or you want to tune out with some TV time, as most accommodations provide "Pool" or "TV." Not as many vacation homes in Kissimmee are available if you want to sweat it out in a sauna or if you like to end your days curled up by the fire as "Fireplace" and "Sauna" are not very popular amenities in Kissimmee.

Price and Availability Index in Kissimmee

Vacation Rental Price Information in Kissimmee

The graph shows average prices of rentals in Kissimmee for the next twelve months. The most expensive dates to travel to Kissimmee are in December (12/17 - 12/24). The week with the lowest average prices is in September (9/3 - 9/10).

Rental Availability Information in Kissimmee

The availability graph shows the percentage of available rentals in Kissimmee. More people travel to Kissimmee a week in June (6/18 - 6/25). So far, 74% of the rentals are occupied this week. On the contrary, you will find the highest number of available rentals in a week of December (12/10 - 12/17).

The Weather in Kissimmee

max.
Min.
75°
57°
2 days 2
max.
Min.
73°
55°
4 days 4
max.
Min.
79°
59°
4 days 4
max.
Min.
84°
66°
5 days 5
max.
Min.
86°
70°
6 days 6
max.
Min.
90°
73°
14 days 14
max.
Min.
90°
75°
14 days 14
max.
Min.
91°
75°
14 days 14
max.
Min.
88°
73°
10 days 10
max.
Min.
84°
68°
4 days 4
max.
Min.
77°
61°
4 days 4
max.
Min.
75°
59°
3 days 3
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

This is the climate diagram in Kissimmee. August is the warmest month of the year in Kissimmee with temperatures reaching a maximum average of 91°. On the other hand, you could have temperatures dropping under 55° in February. The rainiest month is June while the driest month is January.

7-Day Weather Forecast in Kissimmee

Sun, 22 May
91°
73°

10%

4 h

7 mi/h

Mon, 23 May
89°
73°

10%

2 h

5 mi/h

Tue, 24 May
89°
75°

0%

8 h

9 mi/h

Wed, 25 May
89°
75°

10%

11 h

11 mi/h

Thu, 26 May
89°
75°

10%

1 h

9 mi/h

Fri, 27 May
87°
75°

15%

1 h

9 mi/h

Sat, 28 May
89°
75°

15%

6 h

5 mi/h

Accommodations for your vacation in Kissimmee

3,801 among the 18,132 available properties in Kissimmee are house rentals. They account for one-third of the accommodation types in this destination (39.39%). In addition, the median size of house rentals in Kissimmee is 2,870 ft² with an average price of $498 a night. Moreover, these properties are excellent for 12 as that is the average number of people house rentals can accommodate in Kissimmee. If you would like to rent something else, you can search and compare many other offers, such as apartment rentals, which are the second most popular type of accommodation in Kissimmee. These accommodations cost $328 a night on average and have an average size of 2,070 ft².
Where to find the best food in Kissimmee?

What to snack on in Kissimmee?

Kissimmee doesn't let down foodies with its myriad of restaurant options ranging from Middle Eastern delicacies to Dominican Republic fare. The town is proud of its award-winning breakfasts that feature hash browns, omelets, pancakes, cheese, ham and good coffee. Pick up some Middle Eastern takeaway such as hummus, Baba ghanoush and Kibbeh to snack on back at your Kissimmee vacation rental.

Savion's Place in downtown Kissimmee treats diners to Caribbean-inspired delicacies fused with modern American flavors. For dishes as varied as Cajun-grilled mahi-mahi, seafood and smoked baby back rib, Chef John’s Place does the trick. Germans Restaurant & Bierhaus, situated right on the edge of Walt Disney World, excels with its smoked meat, potatoes and bratwurst, washed down with good, full-bodied German ales.

What is the weather like in Kissimmee?

A Good Time to Visit Kissimmee

Spring and summer are predictably peak seasons in Kissimmee, when college students descend for spring break in March/April, and when families with kids arrive between June and August. Be sure to book your Kissimmee vacation home well in advance during this period, so that you can ensure you find your perfect vacation rental. For a quieter time, late fall and winter are ideal, as the temperature can be anywhere between 47ºF and 84ºF.

What are the top sights in Kissimmee?

Sights and Sounds of Kissimmee

Kissimmee's Old Town is wonderful to stroll around for its many shops, restaurants, and bars. You will also be able to check out the Ferris wheel and a classic car show held over the weekends. From late February through early April, catch some Major League Baseball at the Osceola County Stadium.

For insights into the restoration of WW2 aircrafts to working condition, visit the Warbird Air Museum. The Osceola County Historical Society is a traditional village and museum which features an interesting cracker house and horse stables. History buffs will enjoy a visit to the Museum of Military History which features the history of the American military experience through fun interactive exhibits.

What are the best activities for families in Kissimmee?

Theme Park Adventures: A Dream Vacation for Kids

Kids will love Kissimmee. Take them down to the Green Meadows Petting Farm where hands-on guided tours will introduce them to over 300 species of animals. The Paddling Center at Shingle Creek meanwhile, offers kayaking, paddling, canoeing and camping activities. The Wild Florida Airboats & Wildlife Park is a place to hang out with the sloths, bobcats and lemurs, and see alligators in the wild.

Learn how chocolate miraculously transitions from a humble bean into a luscious chocolate bar at Chocolate Kingdom. The Happy Days Family Fun Center in Kissimmee's Old Town boasts the world's largest indoor bumper car ride, as well as laser tag. At the LEGOLAND Florida Resort, adults and children alike are blown away by the structures built from LEGO blocks.

Kissimmee packs a punch, so go on and book a house with a pool to relax at the end of the day. Your first port-of-call to Florida awaits.

Where are the unique attractions in Kissimmee?

Excursion Destinations Galore

While in Kissimmee, a day trip to Walt Disney World Resort becomes an obligation! Come and discover the fantasy and magic of your favorite Disney characters. To take a look at what a real movie set looks like, your next stop should be the Universal Orlando Resort, where you can immerse yourself in Harry Potter's magical universe, or even mount an attack on space aliens. Smaller kids will love the Ranch Buggy Tour, which takes you to one of America's oldest working cattle operations.

Just an hour’s drive from Kissimmee are the Atlantic beaches of Cape Canaveral and Cocoa Beach. Animal lovers should not miss Forever Florida, a 4,700 acre ecological ranch and wildlife conservation area that is home to alligators, black bears and the Florida panther. For bass fishing, Lake Tohopekaliga is your best bet. At the end of the day, you can unwind by the pool at your Kissimmee vacation rental and exchange stories from the day.

For something a little further afield, take a short drive to St. Cloud and visit the Peghorn National Park and Trail for great hiking and kite flying.

What are the must-see attractions in Kissimmee?

Things to Do in Kissimmee Besides Theme Parks

Museum of Military History

Find out about American military history at Kissimmee's military museum, where interactive exhibits explore American conflicts from the Civil War to the wars in Iraq and Afghanistan.

Gaylord Palms Resort and Convention Center

The glass atrium of the Gaylord Palms hotel encloses 4.5 acres of lush gardens and water features. Highlights include the luxurious spa and the organic black angus steaks in the restaurant.

Shingle Creek Regional Park

An oasis of green within the urban sprawl of Orlando, Shingle Creek can be explored by foot, bicycle or boat. Try to spot the deer, alligators and birds.

Fun Spot America

The family-owned theme park of Fun Spot America offers fun for all the family, with high-adrenaline roller coasters teamed with more gentle rides for younger children.

Kissimmee Lakefront Park

Appealing to both locals and visitors, Kissimmee Lakefront Park features wide walkways for jogging or walking, a splash park and two children's playgrounds.

Frequently Asked Questions

How much does it cost to rent a vacation rental in Kissimmee?

On average, a House rentals or Apartment rentals in Kissimmee costs $95 per night.

How many vacation rentals are available to book in Kissimmee?

December has the highest amount of available House rentals and Apartment rentals in Kissimmee, so you can expect plenty of offers, even for last-minute bookings.

What amenities are most popular for vacation homes in Kissimmee?

Most travelers search for Pool, TV, and Internet when booking a vacation rental in Kissimmee.

How many vacation rentals are in Kissimmee?

Kissimmee has 18,132 House rentals and Apartment rentals on offer to rent.

Are pets allowed in vacation rentals in Kissimmee?

If traveling with a dog in Kissimmee, 7% of vacation rentals allow pets.

What's the best time of year to travel to Kissimmee?

If booking a vacation rental in Kissimmee, consider that rainy season is usually in June or July, with January often being the driest.

We list offers from thousands of providers, including:

Booking.com Vacation Rentals in Kissimmee TripAdvisor Vacation Rentals in Kissimmee Vrbo Vacation Rentals in Kissimmee Airbnb Vacation Rentals in Kissimmee VacationRentals.com Vacation Rentals in Kissimmee HouseTrip Vacation Rentals in Kissimmee FlipKey Vacation Rentals in Kissimmee 9flats.com Vacation Rentals in Kissimmee PerfectPlaces.com Vacation Rentals in Kissimmee Homestay.com Vacation Rentals in Kissimmee Only-apartments Vacation Rentals in Kissimmee Interhome Vacation Rentals in Kissimmee Bedycasa Vacation Rentals in Kissimmee Novasol Vacation Rentals in Kissimmee HomeEscape Vacation Rentals in Kissimmee

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