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

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Houses & Vacation Rentals in Kissimmee

Find 21,863 available offers from 110 partners
Kissimmee
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Kissimmee
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Popular Filters to find the Perfect Home Rental in Kissimmee

2 Adults
Pool
1 Bedroom
House
4 Adults
6 Adults

Vacation rentals with Wi-Fi

House  Kissimmee
Sep 1 - Sep 8
$178
per night
House ∙ 12 guests ∙ 6 bedrooms

House with Barbeque, Patio & Private Pool

4.8
Outstanding (266 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
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Resort  Kissimmee
Aug 21 - Aug 28
-36%
$170
$109
per night
Resort ∙ 127 guests ∙ 3 bedrooms

Big Resort with Hot Tub, Pool & Sauna

4.2
Very good
Kissimmee, Osceola County, Florida, United States
Free cancellation
Internet
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House  Kissimmee
Sep 14 - Sep 21
-34%
$413
$272
per night
House ∙ 16 guests ∙ 5 bedrooms

Vacation Home for Memorable Getaway with Private Pool, Terrace & Yard | Lake View | Perfect for Remote Work

4.5
Excellent (26 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
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Vacation rentals and apartments with air conditioning

House  Kissimmee
Sep 14 - Sep 21
-53%
$433
$205
per night
House ∙ 10 guests ∙ 4 bedrooms

House with Private Pool & Patio

5.0
Outstanding (2 ratings)
Kissimmee, Osceola County, Florida, United States
Air conditioning
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House  Kissimmee
Feb 1 - Feb 8
$147
per night
House ∙ 8 guests ∙ 3 bedrooms

Fully Equipped Vacation Home with Terrace, Pool & BBQ

4.4
Very good (77 ratings)
Kissimmee, Osceola County, Florida, United States
Air conditioning
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Villa  Kissimmee
Sep 21 - Sep 28
$208
per night
Villa ∙ 10 guests ∙ 5 bedrooms

Villa with Private Pool & Terrace

4.5
Excellent (40 ratings)
Kissimmee, Osceola County, Florida, United States
Air conditioning
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Apartments and vacation rentals with a kitchen

House  Kissimmee
Jul 31 - Aug 7
-43%
$336
$192
per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home with Patio, Private Pool & Jacuzzi

3.6
Good (18 ratings)
Kissimmee, Osceola County, Florida, United States
Kitchen
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House  Kissimmee
Sep 8 - Sep 15
-51%
$292
$143
per night
House ∙ 6 guests ∙ 3 bedrooms

Family-Friendly Pleasant Vacation Home | Pet-Friendly

4.5
Excellent
Kissimmee, Osceola County, Florida, United States
Kitchen
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House  Kissimmee
Sep 23 - Sep 30
$200
per night
House ∙ 12 guests ∙ 5 bedrooms

Vacation Home with Private Pool, BBQ & Terrace | City View

4.3
Very good (43 ratings)
Kissimmee, Osceola County, Florida, United States
Kitchen
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Best Vacation Home Deals in Kissimmee

Save up to 73%

House Kissimmee
Aug 3 - Aug 10
-52%
$354
$170
per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home with Terrace & Private Pool

3.3
(8 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Aug 22 - Aug 29
-58%
$649
$271
per night
House ∙ 12 guests ∙ 6 bedrooms

Children-Friendly House with Private Pool, Terrace & Grill

3.0
(16 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Aug 10 - Aug 17
-73%
$1,149
$316
per night
House ∙ 19 guests ∙ 10 bedrooms

House with BBQ, Private Pool & Yard | Lake View | Good for Workation

Kissimmee, Osceola County, Florida, United States
Free cancellation
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Find a welcoming property from $101 per night by exploring the 21,863 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 64%.

Recommended Vacation Rentals in Kissimmee

Find your perfect vacation rental in Kissimmee: from $104 per night

House Kissimmee
Sep 14 - Sep 21
$140
per night
House ∙ 6 guests ∙ 3 bedrooms

House with Garden, Terrace & Private Pool | City View

5.0
Outstanding (4 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Aug 3 - Aug 10
-21%
$271
$215
per night
House ∙ 12 guests ∙ 5 bedrooms

Child-Friendly Beautiful Vacation Home with Private Pool, Yard & Patio | Nature View

4.8
Outstanding (270 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Jun 14 - Jun 21
$156
per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home with Grill, Private Pool & Garden | Lake View

4.6
Excellent (197 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Oct 26 - Nov 2
$243
per night
House ∙ 12 guests ∙ 5 bedrooms

House with Barbeque, Private Pool & Patio

4.6
Excellent (37 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Sep 14 - Sep 21
-29%
$283
$202
per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home with Pool

5.0
Outstanding
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Aug 10 - Aug 17
$248
per night
House ∙ 8 guests ∙ 4 bedrooms

Children-Friendly Nice Vacation Home with Private Pool & Yard | Lake View

4.6
Excellent (59 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Aug 5 - Aug 12
$251
per night
House ∙ 11 guests ∙ 5 bedrooms

Vacation Home with BBQ, Jacuzzi & Patio

4.3
Very good (69 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Jul 28 - Aug 4
$242
per night
House ∙ 10 guests ∙ 5 bedrooms

Fully Equipped House with Patio & Private Pool

Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Oct 26 - Nov 2
$201
per night
House ∙ 14 guests ∙ 5 bedrooms

Children-Friendly Vacation Home with Private Pool, Sauna & Patio | Pets Are Welcome

5.0
Outstanding (47 ratings)
Kissimmee, Osceola County, Florida, United States
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Budget-friendly Vacation Rentals in Kissimmee

Find Fantastic yet Inexpensive Offers

House Kissimmee
Aug 3 - Aug 10
-38%
$319
$197
per night
House ∙ 8 guests ∙ 4 bedrooms

House with Terrace & Private Pool

5.0
Outstanding (9 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Sep 22 - Sep 29
$213
per night
House ∙ 10 guests ∙ 4 bedrooms

House with Private Pool, Patio & BBQ | Lake View

5.0
Outstanding (3 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Aug 30 - Sep 6
-70%
$679
$204
per night
House ∙ 8 guests ∙ 4 bedrooms

Family-Oriented Beautiful Vacation Home with Private Pool & Grill

4.5
Excellent (66 ratings)
Kissimmee, Osceola County, Florida, United States
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Top-Rated Rentals and Accommodations in Kissimmee

Book Vacation Rental Offers with the Highest User Rating

Resort Kissimmee
Aug 17 - Aug 24
-21%
$185
$145
per night
Resort ∙ 127 guests ∙ 2 bedrooms

Resort with Jacuzzi, BBQ & Pool | Good for Workation

4.6
Excellent
Kissimmee, Osceola County, Florida, United States
Free cancellation
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House Kissimmee
Sep 9 - Sep 16
-41%
$413
$242
per night
House ∙ 14 guests ∙ 6 bedrooms

Children-Friendly House with Private Pool, Terrace & Sauna | Nature View

5.0
Outstanding (184 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
May 4 - May 11
$289
per night
House ∙ 15 guests ∙ 6 bedrooms

Family-Oriented Spacious House with Barbecue, Patio & Private Pool

4.7
Excellent (68 ratings)
Kissimmee, Osceola County, Florida, United States
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Popular Rental Amenities in Kissimmee

  • Pool (19,624)
  • WiFi (20,944)
  • Pet-friendly (1,934)
  • Air conditioning (20,727)
  • Kitchen (20,713)
  • TV (19,727)
  • Washing machine (16,513)
  • Hot tub (3,289)
  • Parking (1,809)
  • Microwave (15,799)
  • Grill (7,791)
  • Dishwasher (14,398)

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 need internet access during your vacation, 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 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 (12/21 – 12/28). The week with the lowest average prices is in September (9/28 – 10/5).

Rental availability information in Kissimmee

The availability graph shows the percentage of available rentals in Kissimmee. More people travel to Kissimmee a week in March (3/8 – 3/15). So far, 78% of the rentals are occupied this week. On the contrary, you will find the highest number of available rentals in a week of August (8/10 – 8/17).

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.

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.

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 22,235 rentals
💳 Possible discounts up to 73%
🌙 Nightly prices starting at $104
⭐ Popular amenities Pool, Internet and Pets allowed
🐾 Pet friendly homes 1,977 homes
🏊 Vacation rentals with pools 19,631 homes
47 reviews
Kissimmee vacation rentals have an average rating of 3.8/5 on 47 reviews left by travelers.

Frequently Asked Questions

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

The average accommodation in Kissimmee is priced at $104 per night. If you would like to stay in a house rental, the average price is $416 per night. A villa Kissimmee will cost on average $525 per night.

How many vacation homes are available for booking in Kissimmee?

There are 22,235 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 19,631 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 $104.

Find the perfect Kissimmee home to match your style

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