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
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Distance to center
Max. 1 km
Max. 2 km
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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 68%

Best Vacation Home Deals in Kissimmee

Villa Kissimmee
Dec 2 - Dec 9
-29%
$160
$113 per night
Villa ∙ 4 guests ∙ 4 bedrooms
Villa in Kissimmee with Professional Pool + Water View
4.4
"Very good" (90 ratings)
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
Dec 2 - Dec 9
-41%
$167
$100 per night
Villa ∙ 6 guests ∙ 3 bedrooms
Comfortable Villa in Kissimmee with Private Pool
4.6
"Outstanding" (24 ratings)
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
Sep 5 - Sep 12
-68%
$485
$157 per night
Villa ∙ 8 guests ∙ 4 bedrooms
Villa in Kissimmee with Private Pool + Lake View
4.8
"Excellent" (11 ratings)
Kissimmee, Osceola County, Florida, United States
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Find a welcoming property from $79 per night by exploring the 31,540 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 69%.

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Top-Rated Rentals and Accommodations in Kissimmee

Villa Kissimmee
Nov 11 - Nov 18
-24%
$168
$128 per night
Villa ∙ 6 guests ∙ 3 bedrooms
Beautiful Villa in Kissimmee with Double Garage + Lake View
4.6
"Outstanding" (70 ratings)
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
Sep 15 - Sep 22
-26%
$174
$130 per night
Villa ∙ 8 guests ∙ 4 bedrooms
Beautiful Villa in Kissimmee with Yard & Pool
4.9
"Excellent" (65 ratings)
Kissimmee, Osceola County, Florida, United States
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Condo Kissimmee
May 6 - May 13
-25%
$149
$112 per night
Condo ∙ 4 guests ∙ 3 bedrooms
Condo in Kissimmee with Sauna, Grill & Pool
5.0
"Excellent" (10 ratings)
Kissimmee, Osceola County, Florida, United States
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Recommended Vacation Rentals in Kissimmee

Find your perfect vacation rental in Kissimmee: from $79 per night

Villa Kissimmee
May 9 - May 16
$122 per night
Villa ∙ 8 guests ∙ 3 bedrooms
Charming Villa in Kissimmee with Pool
4.7
"Outstanding" (36 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Jan 6 - Jan 13
$130 per night
House ∙ 8 guests ∙ 4 bedrooms
Vacation Home in Kissimmee with Private Pool
4.7
"Outstanding" (66 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Sep 8 - Sep 15
-60%
$275
$110 per night
House ∙ 6 guests ∙ 1 bedroom
House in Kissimmee with Private Pool
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
Oct 26 - Nov 2
-35%
$255
$165 per night
Villa ∙ 6 guests ∙ 3 bedrooms
Charming Villa in Kissimmee with Private Pool + Water View
5.0
"Excellent" (10 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Sep 12 - Sep 19
-22%
$144
$113 per night
House ∙ 4 guests ∙ 4 bedrooms
Wonderful Vacation Home in Kissimmee with Private Pool + Lake Views
5.0
"Excellent" (2 ratings)
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
Dec 9 - Dec 16
-17%
$143
$119 per night
Villa ∙ 6 guests ∙ 3 bedrooms
Villa in Kissimmee with Yard & Pool
4.4
"Very good" (38 ratings)
Kissimmee, Osceola County, Florida, United States
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Apartment Kissimmee
Jun 3 - Jun 10
-63%
$120
$44 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Apartment in Kissimmee with Pool
4.4
"Very good" (51 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
May 8 - May 15
-16%
$152
$129 per night
House ∙ 6 guests ∙ 3 bedrooms
Charming House in Kissimmee with Private Pool + Lake View
5.0
"Excellent" (2 ratings)
Kissimmee, Osceola County, Florida, United States
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Condo Kissimmee
Dec 2 - Dec 9
-47%
$125
$66 per night
Condo ∙ 8 guests ∙ 3 bedrooms
Condo in Kissimmee with Pool
4.8
"Excellent" (9 ratings)
Kissimmee, Osceola County, Florida, United States
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Find Fantastic yet Inexpensive Offers

Budget-friendly Vacation Rentals in Kissimmee

Condo Kissimmee
Jul 29 - Aug 5
$79 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Beautiful Condo in Kissimmee with Pool & Grill, Queen Sofabed
4.8
"Excellent" (37 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Jul 29 - Aug 5
$84 per night
House ∙ 4 guests ∙ 3 bedrooms
House in Kissimmee with Pool & Sauna
5.0
"Excellent" (6 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Sep 9 - Sep 16
$125 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Kissimmee with Electric Pool
5.0
"Excellent" (26 ratings)
Kissimmee, Osceola County, Florida, United States
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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
Jan 6 - Jan 13
$105 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Kissimmee with Private Pool
4.5
"Outstanding" (78 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
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House Internet Kissimmee
Aug 26 - Sep 2
$125 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Kissimmee with Electric Pool
5.0
"Excellent" (26 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
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House Internet Kissimmee
Sep 17 - Sep 24
-28%
$226
$163 per night
House ∙ 12 guests ∙ 6 bedrooms
Vacation Home in Kissimmee with Grill, Yard & Pool
4.6
"Outstanding" (126 ratings)
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.

Villa Aircondition Kissimmee
Nov 11 - Nov 18
$187 per night
Villa ∙ 6 guests ∙ 3 bedrooms
Spacious Villa in Kissimmee with Pool & Yard
5.0
"Excellent" (190 ratings)
Kissimmee, Osceola County, Florida, United States
Aircondition
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Condo Aircondition Kissimmee
May 30 - Jun 6
-18%
$138
$113 per night
Condo ∙ 8 guests ∙ 4 bedrooms
Condo in Kissimmee with Pool
4.6
"Outstanding" (95 ratings)
Kissimmee, Osceola County, Florida, United States
Aircondition
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House Aircondition Kissimmee
Oct 28 - Nov 4
-20%
$180
$145 per night
House ∙ 6 guests ∙ 3 bedrooms
Nice House in Kissimmee with Private Pool + Lake View
4.9
"Excellent" (66 ratings)
Kissimmee, Osceola County, Florida, United States
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.

House Kitchen Kissimmee
May 13 - May 20
$175 per night
House ∙ 4 guests ∙ 4 bedrooms
Vacation Home in Kissimmee with Communal Pool
4.8
"Excellent" (65 ratings)
Kissimmee, Osceola County, Florida, United States
Kitchen
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House Kitchen Kissimmee
May 20 - May 27
-53%
$307
$146 per night
House ∙ 14 guests ∙ 7 bedrooms
Vacation Home in Kissimmee with Pool
Kissimmee, Osceola County, Florida, United States
Kitchen
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Condo Kitchen Kissimmee
Apr 17 - Apr 24
-21%
$140
$110 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in Kissimmee with Pool, Yard & Grill + Western View
5.0
"Excellent" (75 ratings)
Kissimmee, Osceola County, Florida, United States
Kitchen
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Popular Rental Amenities in Kissimmee

  • Internet (27,469)
  • Air conditioning (27,234)
  • Kitchen (27,202)
  • Pool (26,741)
  • TV (26,741)
  • Microwave (25,065)
  • Dishwasher (23,211)
  • No smoking (23,103)
  • No pets (22,806)
  • Washer (22,632)
  • Grill (10,035)
  • Yard (7,837)

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 need internet access during your vacation or you want a rental with a pool, as most accommodations provide "Internet" or "Pool." Not as many vacation homes in Kissimmee are available if you bring your pet everywhere or if you want a rental with a fireplace as "Fireplace" and "Pets allowed" 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 (12/23 - 12/30). The week with the lowest average prices is in September (9/9 - 9/16).

Rental Availability Information in Kissimmee

The availability graph shows the percentage of available rentals in Kissimmee. More people travel to Kissimmee a week in February (2/18 - 2/25). So far, 72% of the rentals are occupied this week. On the contrary, you will find the highest number of available rentals in a week of November (11/25 - 12/2).

The Weather in Kissimmee

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Min.
75°
57°
2 days 2
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73°
55°
4 days 4
max.
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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

Thu, 2 Feb
84°
64°

0%

10 h

7 mi/h

Fri, 3 Feb
75°
62°

15%

2 h

12 mi/h

Sat, 4 Feb
75°
64°

15%

3 h

15 mi/h

Sun, 5 Feb
80°
66°

15%

1 h

8 mi/h

Mon, 6 Feb
80°
62°

10%

8 h

8 mi/h

Tue, 7 Feb
80°
64°

10%

5 h

9 mi/h

Wed, 8 Feb
80°
62°

5%

9 h

9 mi/h

Accommodations for your vacation in Kissimmee

15,217 among the 31,540 available properties in Kissimmee are house rental. They account for many of the accommodation types in this destination (62.48%). In addition, the median size of house rental in Kissimmee is 249 m² with an average price of $501 a night. Moreover, these properties are excellent for 11 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 $292 a night on average and have an average size of 146 m².
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 many holiday homes are available to book in Kissimmee?

There are 31,540 vacation rentals from 71 providers in Kissimmee.

What amenities are most popular for vacation rentals in Kissimmee?

The most popular amenities for vacation home rentals in Kissimmee include accommodations that have: Pool, Internet, and TV.

How many vacation rentals are there in Kissimmee?

There are 31,540 rentals from 71 providers in Kissimmee.

Are dogs allowed in vacation rentals in Kissimmee?

If you are traveling with a pet in Kissimmee - 8% of rentals are pet-friendly.

What's the best time to travel to Kissimmee?

August and June are the warmest months in Kissimmee with temperatures around 91 °F. February and January in Kissimmee are the coldest, with 55 °F on average.

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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