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
Up to $100
$100 - $199
From $200
Accommodation types
House
Apartment
Private room
Distance to center
Max. 1 mi
Max. 2 mi
Max. 3 mi
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 68%

Best Vacation Home Deals in Kissimmee

House Kissimmee
Oct 31 - Nov 7
-68%
$315
$102 per night
House ∙ 6 guests ∙ 3 bedrooms
4.0
"Very good" (1 rating)
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
May 21 - May 28
-21%
$189
$149 per night
Villa ∙ 8 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
Free cancellation
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House Kissimmee
Dec 5 - Dec 12
-68%
$663
$209 per night
House ∙ 10 guests ∙ 5 bedrooms
4.4
"Very good" (14 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
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Find a welcoming property from $102 per night by exploring the 30,426 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 75%.

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Top-Rated Rentals and Accommodations in Kissimmee

Villa Kissimmee
Sep 7 - Sep 14
-42%
$629
$367 per night
Villa ∙ 14 guests ∙ 5 bedrooms
4.9
"Excellent" (47 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
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House Kissimmee
Oct 21 - Oct 28
$120 per night
House ∙ 8 guests ∙ 4 bedrooms
4.6
"Outstanding" (36 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
May 7 - May 14
-66%
$1,156
$390 per night
House ∙ 18 guests ∙ 9 bedrooms
4.7
"Outstanding" (3 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
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Recommended Vacation Rentals in Kissimmee

Find your perfect vacation rental in Kissimmee: from $102 per night

House Kissimmee
May 13 - May 20
$129 per night
House ∙ 8 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
Free cancellation
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Villa Kissimmee
May 10 - May 17
$135 per night
Villa ∙ 8 guests ∙ 4 bedrooms
3.9
"Good" (25 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
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Villa Kissimmee
Sep 7 - Sep 14
-41%
$620
$367 per night
Villa ∙ 14 guests ∙ 5 bedrooms
4.9
"Excellent" (47 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
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House Kissimmee
May 13 - May 20
-76%
$475
$113 per night
House ∙ 10 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
May 6 - May 13
-66%
$1,156
$390 per night
House ∙ 18 guests ∙ 9 bedrooms
4.7
"Outstanding" (3 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
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House Kissimmee
Sep 30 - Oct 7
-37%
$386
$242 per night
House ∙ 14 guests ∙ 6 bedrooms
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Sep 9 - Sep 16
$135 per night
House ∙ 8 guests ∙ 4 bedrooms
4.9
"Excellent" (108 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
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House Kissimmee
Sep 29 - Oct 6
$322 per night
House ∙ 22 guests ∙ 8 bedrooms
4.2
"Very good" (6 ratings)
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
Sep 9 - Sep 16
$180 per night
Villa ∙ 10 guests ∙ 5 bedrooms
4.9
"Excellent" (65 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
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Find Fantastic yet Inexpensive Offers

Budget-friendly Vacation Rentals in Kissimmee

Condo Kissimmee
Sep 27 - Oct 4
$109 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.3
"Very good" (23 ratings)
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
May 7 - May 14
$135 per night
Villa ∙ 8 guests ∙ 4 bedrooms
3.9
"Good" (25 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
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House Kissimmee
May 30 - Jun 6
$129 per night
House ∙ 8 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
Free cancellation
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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Kissimmee accommodation with high-speed internet.

House Internet Kissimmee
Jun 3 - Jun 10
$129 per night
House ∙ 8 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
Free cancellation
Internet
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Villa Internet Kissimmee
Aug 30 - Sep 6
$135 per night
Villa ∙ 8 guests ∙ 4 bedrooms
3.9
"Good" (25 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
Internet
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House Internet Kissimmee
Oct 31 - Nov 7
-68%
$315
$102 per night
House ∙ 6 guests ∙ 3 bedrooms
4.0
"Very good" (1 rating)
Kissimmee, Osceola County, Florida, United States
Internet
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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Kissimmee and book a vacation rental with air conditioning.

Condo Aircondition Kissimmee
Sep 26 - Oct 3
$109 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.3
"Very good" (23 ratings)
Kissimmee, Osceola County, Florida, United States
Aircondition
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Villa Aircondition Kissimmee
Sep 4 - Sep 11
-44%
$667
$370 per night
Villa ∙ 14 guests ∙ 5 bedrooms
4.9
"Excellent" (47 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
Aircondition
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House Aircondition Kissimmee
May 20 - May 27
$120 per night
House ∙ 8 guests ∙ 4 bedrooms
4.6
"Outstanding" (36 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
Aircondition
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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Kissimmee rental with full kitchen.

Villa Kitchen Kissimmee
May 20 - May 27
$149 per night
Villa ∙ 8 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
Free cancellation
Kitchen
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House Kitchen Kissimmee
Dec 1 - Dec 8
-68%
$661
$209 per night
House ∙ 10 guests ∙ 5 bedrooms
4.4
"Very good" (14 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
Kitchen
Details
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House Kitchen Kissimmee
May 14 - May 21
-76%
$475
$113 per night
House ∙ 10 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
Kitchen
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Popular Rental Amenities in Kissimmee

  • Pool (19,887)
  • Air conditioning (19,782)
  • Internet (19,540)
  • Kitchen (19,508)
  • TV (18,660)
  • Microwave (18,308)
  • Dishwasher (16,387)
  • Washer (16,058)
  • No smoking (15,912)
  • No pets (15,034)
  • Grill (6,985)
  • Yard (5,154)

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're dreaming of days spent poolside or you can't imagine a vacation without internet, as most accommodations provide "Pool" or "Internet." Not as many vacation homes in Kissimmee are available if you want a rental providing a crib or if you like to end your days curled up by the fire as "Fireplace" and "Crib" 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 (12/24 - 12/31). The week with the lowest average prices is in October (10/1 - 10/8).

Rental Availability Information in Kissimmee

The availability graph shows the percentage of available rentals in Kissimmee. More people travel to Kissimmee a week in December (12/24 - 12/31). So far, 61% of the rentals are occupied this week. On the contrary, you will find the highest number of available rentals in a week of August (8/26 - 9/2).

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

Mon, 26 Sep
91°
77°

15%

4 h

6 mi/h

Tue, 27 Sep
77°
73°

15%

0 h

9 mi/h

Wed, 28 Sep
80°
75°

15%

0 h

10 mi/h

Thu, 29 Sep
84°
77°

15%

2 h

13 mi/h

Fri, 30 Sep
86°
75°

15%

2 h

13 mi/h

Sat, 1 Oct
86°
73°

15%

6 h

9 mi/h

Sun, 2 Oct
86°
68°

0%

10 h

5 mi/h

Accommodations for your vacation in Kissimmee

9,068 among the 30,598 available properties in Kissimmee are house rental. They account for many of the accommodation types in this destination (60.12%). In addition, the median size of house rental in Kissimmee is 2,690 ft² with an average price of $502 a night. Moreover, these properties are excellent for 12 as that is the average number of people house rental can accommodate in Kissimmee. If you would like to rent something else, you can search and compare many other offers, such as apartment rental, which are the second most popular type of accommodation in Kissimmee. These accommodations cost $319 a night on average and have an average size of 1,560 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 rental or Apartment rental in Kissimmee costs $102 per night.

How many vacation rentals are available to book in Kissimmee?

September has the highest amount of available House rental and Apartment rental 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, Internet, and TV when booking a vacation rental in Kissimmee.

How many vacation rentals are in Kissimmee?

Kissimmee has 30,598 House rental and Apartment rental 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 VacationRentals.com Vacation Rentals in Kissimmee HouseTrip Vacation Rentals in Kissimmee FlipKey Vacation Rentals in Kissimmee Homestay.com Vacation Rentals in Kissimmee Only-apartments Vacation Rentals in Kissimmee Interhome Vacation Rentals in Kissimmee Novasol Vacation Rentals in Kissimmee HomeEscape Vacation Rentals in Kissimmee

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