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

Houses & Vacation Rentals in Kissimmee

Find 20,306 available offers from 93 partners
Kissimmee
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Condo
House
Resort
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+

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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Best Vacation Home Deals in Kissimmee

Save up to 56%

House Kissimmee
Jan 15 - Jan 22
-56%
$164
$72 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Kissimmee + Gorgeous View

Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Apr 27 - May 4
-40%
$144
$87 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Kissimmee

Kissimmee, Osceola County, Florida, United States
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Resort Kissimmee
Feb 26 - Mar 4
-40%
$229
$136 per night
Resort ∙ 127 guests ∙ 1 bedroom

Resort in Kissimmee with Pool

4.4
Very good
Kissimmee, Osceola County, Florida, United States
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Find a welcoming property from $53 per night by exploring the 20,306 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%.

Top-Rated Rentals and Accommodations in Kissimmee

Book Vacation Rental Offers with the Highest User Rating

House Kissimmee
May 11 - May 18
$125 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Kissimmee with Outdoor Pool

4.5
Excellent
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Dec 15 - Dec 22
$133 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Kissimmee with Screened-In Pool

5.0
Outstanding (71 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Sep 21 - Sep 28
$138 per night
House ∙ 8 guests ∙ 3 bedrooms

Nice House in Kissimmee with Pool

5.0
Outstanding (2 ratings)
Kissimmee, Osceola County, Florida, United States
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Recommended Vacation Rentals in Kissimmee

Find your perfect vacation rental in Kissimmee: from $53 per night

House Kissimmee
Sep 7 - Sep 14
-28%
$108
$78 per night
House ∙ 6 guests ∙ 3 bedrooms

Family Friendly Vacation Home in Kissimmee with Private Pool

Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Apr 20 - Apr 27
-26%
$204
$152 per night
House ∙ 12 guests ∙ 6 bedrooms

House in Kissimmee with Private Pool + Lake Views

Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Apr 6 - Apr 13
-24%
$167
$127 per night
House ∙ 8 guests ∙ 4 bedrooms

Beautiful Vacation Home in Kissimmee with Heatable Pool + Fantastic View

Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Apr 20 - Apr 27
-42%
$181
$105 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Kissimmee with Wood-Burning Fireplace

Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Dec 15 - Dec 22
-26%
$144
$107 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Kissimmee with Outdoor Pool

4.8
Outstanding (8 ratings)
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
Dec 11 - Dec 18
-50%
$239
$119 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Pleasant Villa in Kissimmee with Private Pool + Lake Views

Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Jan 17 - Jan 24
-63%
$470
$172 per night
House ∙ 17 guests ∙ 8 bedrooms

Vacation Home in Kissimmee with Outdoor Pool

4.3
Very good (30 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Dec 15 - Dec 22
-62%
$530
$204 per night
House ∙ 12 guests ∙ 6 bedrooms

Vacation Home in Kissimmee with Free Parking

4.7
Excellent (16 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Oct 18 - Oct 25
-42%
$388
$224 per night
House ∙ 12 guests ∙ 6 bedrooms

Vacation Home in Kissimmee with Free Parking

Kissimmee, Osceola County, Florida, United States
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Budget-friendly Vacation Rentals in Kissimmee

Find Fantastic yet Inexpensive Offers

Apartment Kissimmee
Dec 16 - Dec 23
$100 per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Rental Apartment in Kissimmee

Kissimmee, Osceola County, Florida, United States
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Condo Kissimmee
Jan 6 - Jan 13
-46%
$98
$53 per night
Condo ∙ 4 guests ∙ 1 bedroom

Wonderful Condo in Kissimmee with Free Parking

Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Dec 12 - Dec 19
-55%
$199
$90 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Kissimmee

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  Kissimmee
Jan 20 - Jan 27
-99%
$12,421
$68 per night
House ∙ 4 guests ∙ 1 bedroom

House in Kissimmee with Free Parking

Kissimmee, Osceola County, Florida, United States
Internet
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House  Kissimmee
Dec 15 - Dec 22
$100 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Kissimmee with Outdoor Pool

4.8
Outstanding (8 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
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House  Kissimmee
May 4 - May 11
-38%
$300
$185 per night
House ∙ 12 guests ∙ 7 bedrooms

Vacation Home in Kissimmee with Table Patio

5.0
Outstanding (18 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
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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  Kissimmee
Jan 13 - Jan 20
-20%
$126
$101 per night
House ∙ 10 guests ∙ 4 bedrooms

Nice House in Kissimmee with Pool, Yard & Grill

Kissimmee, Osceola County, Florida, United States
Kitchen
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House  Kissimmee
Sep 14 - Sep 21
-65%
$276
$97 per night
House ∙ 9 guests ∙ 1 bedroom

Vacation Home in Kissimmee with Private Balcony

5.0
Outstanding (1 rating)
Kissimmee, Osceola County, Florida, United States
Kitchen
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House  Kissimmee
Jan 5 - Jan 12
-62%
$224
$84 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Kissimmee with Pool

Kissimmee, Osceola County, Florida, United States
Kitchen
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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.

House  Kissimmee
Jan 2 - Jan 9
-36%
$530
$339 per night
House ∙ 12 guests ∙ 6 bedrooms

Pleasant Vacation Home in Kissimmee with Free Parking

4.8
Outstanding (10 ratings)
Kissimmee, Osceola County, Florida, United States
Air conditioning
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House  Kissimmee
May 11 - May 18
-38%
$348
$217 per night
House ∙ 10 guests ∙ 6 bedrooms

Vacation Home in Kissimmee with Pool

5.0
Outstanding (1 rating)
Kissimmee, Osceola County, Florida, United States
Air conditioning
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House  Kissimmee
Sep 7 - Sep 14
-34%
$170
$112 per night
House ∙ 10 guests ∙ 5 bedrooms

House in Kissimmee with Pool, Grill & Yard + Lake View

4.8
Outstanding (61 ratings)
Kissimmee, Osceola County, Florida, United States
Air conditioning
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Popular Rental Amenities in Kissimmee

  • Pool (18,680)
  • WiFi (19,825)
  • Pet-friendly (1,899)
  • Air conditioning (19,397)
  • Kitchen (19,668)
  • TV (18,854)
  • Washing machine (16,508)
  • Hot tub (2,929)
  • Parking (1,819)
  • Microwave (15,856)
  • Grill (6,995)
  • Dishwasher (14,453)

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 need a crib for your baby or if you want to sweat it out in a sauna as "Sauna" and "Crib" are not very popular amenities in Kissimmee.

Price and Availability Index in Kissimmee

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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 October (10/12 – 10/19).

Rental availability information in Kissimmee

The availability graph shows the percentage of available rentals in Kissimmee. More people travel to Kissimmee a week in November (11/9 – 11/16). So far, 79% of the rentals are occupied this week. On the contrary, you will find the highest number of available rentals in a week of August (8/31 – 9/7).

The Weather in Kissimmee

max.
Min.
75°
57°
2 days 2
max.
Min.
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

Sun, 10 Dec
77°
73°

0%

1 h

10 mi/h

Mon, 11 Dec
62°
57°

0%

5 h

9 mi/h

Tue, 12 Dec
71°
66°

0%

2 h

14 mi/h

Wed, 13 Dec
69°
68°

10%

0 h

14 mi/h

Thu, 14 Dec
66°
64°

15%

0 h

19 mi/h

Fri, 15 Dec
68°
68°

15%

0 h

6 mi/h

Sat, 16 Dec
75°
73°

15%

0 h

12 mi/h

Accommodations for your vacation in Kissimmee

7,086 among the 20,306 available properties in Kissimmee are house rental. They account for many of the accommodation types in this destination (63.31%). In addition, the median size of house rental in Kissimmee is 255 m² with an average price of $441 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 villa, which are the second most popular type of accommodation in Kissimmee. These accommodations cost $526 a night on average and have an average size of 309 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.

Information about vacation rentals in Kissimmee

🏡 Vacation rentals available 20,306 homes
💳 Possible discounts up to 48%
🌙 Nightly prices starting at $53
⭐ Popular amenities Pool, Internet and Pets allowed
🐾 Pet friendly homes 1,791 homes
🏊 Vacation rentals with pools 17,922 homes

Frequently Asked Questions

What is the typical price per night for a vacation home in Kissimmee?

The average accommodation in Kissimmee is priced at $53 per night. If you would like to stay in a house rental, the average price is $441 per night. A villa Kissimmee will cost on average $526 per night.

How many vacation homes are available for booking in Kissimmee?

There are 20,306 rentals to choose from for your trip.

What amenities are most popular for vacation rentals in Kissimmee?

Usually travelers search for Internet, Pool, and Pets allowed when booking a vacation rental in Kissimmee.

How many vacation homes with a pool are in Kissimmee?

Discover 17,922 vacation rentals available in Kissimmee.

Are pets allowed in vacation rentals in Kissimmee?

If you are traveling with a pet in Kissimmee - 9% of rentals are pet-friendly.

What are the best months to travel to Kissimmee?

Kissimmee has its warmest time of year in August and June, with average nightly prices of $53.

Find the perfect Kissimmee home to match your style

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