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

Houses & Vacation Rentals in Kissimmee

Find 22,235 available offers from 109 partners
Kissimmee
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Guests
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 and apartments with air conditioning

Resort  Kissimmee
Jul 27 - Aug 3
-44%
$285
$159
per night
Resort ∙ 10 guests ∙ 1 bedroom

Family-Friendly Wonderful Resort with Pool

4.4
Very good
Kissimmee, Osceola County, Florida, United States
Air conditioning
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House  Kissimmee
Mar 8 - Mar 15
$146
per night
House ∙ 8 guests ∙ 3 bedrooms

Fully Equipped Vacation Home with Terrace, Pool & BBQ

4.4
Very good (76 ratings)
Kissimmee, Osceola County, Florida, United States
Air conditioning
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House  Kissimmee
Sep 7 - Sep 14
-30%
$291
$204
per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home with Pool

5.0
Outstanding
Kissimmee, Osceola County, Florida, United States
Air conditioning
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Apartments and vacation rentals with a kitchen

House  Kissimmee
Sep 7 - Sep 14
-70%
$658
$196
per night
House ∙ 15 guests ∙ 7 bedrooms

Vacation Home with Heated Pool & BBQ

3.7
Good (3 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
Kitchen
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House  Kissimmee
Aug 3 - Aug 10
-41%
$330
$195
per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home with Patio, Private Pool & Jacuzzi

3.6
Good (16 ratings)
Kissimmee, Osceola County, Florida, United States
Kitchen
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Villa  Kissimmee
Sep 14 - Sep 21
$149
per night
Villa ∙ 8 guests ∙ 3 bedrooms

Family-Oriented Pleasant Villa with Heated Pool

4.5
Excellent (11 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
Kitchen
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Vacation rentals with Wi-Fi

House  Kissimmee
Sep 21 - Sep 28
-27%
$245
$180
per night
House ∙ 8 guests ∙ 3 bedrooms

House with Private Pool

5.0
Outstanding (4 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
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House  Kissimmee
Aug 19 - Aug 26
-50%
$423
$211
per night
House ∙ 10 guests ∙ 4 bedrooms

House with Private Pool & Patio

5.0
Outstanding (2 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
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House  Kissimmee
Sep 14 - Sep 21
-34%
$234
$155
per night
House ∙ 10 guests ∙ 4 bedrooms

Fully Equipped Vacation Home

4.6
Excellent (23 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
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Best Vacation Home Deals in Kissimmee

Save up to 47%

Resort Kissimmee
Oct 5 - Oct 12
-16%
$134
$113
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
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House Kissimmee
Sep 14 - Sep 21
-47%
$261
$138
per night
House ∙ 6 guests ∙ 3 bedrooms

House with Garden, Terrace & Private Pool | Nature View

5.0
Outstanding (4 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Aug 10 - Aug 17
-47%
$307
$162
per night
House ∙ 8 guests ∙ 4 bedrooms

Children-Friendly House with Pool

5.0
Outstanding
Kissimmee, Osceola County, Florida, United States
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Find a welcoming property from $104 per night by exploring the 22,235 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 73%.

Recommended Vacation Rentals in Kissimmee

Find your perfect vacation rental in Kissimmee: from $99 per night

House Kissimmee
Sep 7 - Sep 14
-47%
$349
$184
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
Jun 18 - Jun 25
$157
per night
House ∙ 8 guests ∙ 4 bedrooms

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

4.6
Excellent (195 ratings)
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
Feb 8 - Feb 15
$107
per night
Villa ∙ 8 guests ∙ 3 bedrooms

Villa with Patio, Barbeque & Private Pool | Nature View | Perfect for Remote Work

4.7
Excellent (86 ratings)
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
Sep 14 - Sep 21
$208
per night
Villa ∙ 10 guests ∙ 5 bedrooms

Villa with Private Pool & Terrace

4.5
Excellent (39 ratings)
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
Sep 8 - Sep 15
$157
per night
Villa ∙ 9 guests ∙ 4 bedrooms

Villa with Barbeque, Terrace & Private Pool

3.8
Good (10 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
May 31 - Jun 7
-20%
$244
$195
per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home with Private Pool | Nature View

4.6
Excellent (41 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
May 14 - May 21
-72%
$786
$217
per night
House ∙ 10 guests ∙ 5 bedrooms

Child-Friendly Lovely Vacation Home with Patio, Private Pool & BBQ

4.6
Excellent (92 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Sep 21 - Sep 28
$136
per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home with Heated Pool & Barbeque | Lake View

4.8
Outstanding (8 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Jun 18 - Jun 25
$217
per night
House ∙ 10 guests ∙ 4 bedrooms

House with Private Pool, Patio & BBQ | Lake View

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

Find Fantastic yet Inexpensive Offers

House Kissimmee
Sep 8 - Sep 15
$225
per night
House ∙ 11 guests ∙ 5 bedrooms

Vacation Home with BBQ, Jacuzzi & Patio

4.2
Very good (68 ratings)
Kissimmee, Osceola County, Florida, United States
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Resort Kissimmee
Aug 20 - Aug 27
-29%
$200
$143
per night
Resort ∙ 127 guests ∙ 2 bedrooms

Resort with Jacuzzi, BBQ & Pool | Good for Workation

4.5
Excellent
Kissimmee, Osceola County, Florida, United States
Free cancellation
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House Kissimmee
Sep 14 - Sep 21
-54%
$447
$208
per night
House ∙ 8 guests ∙ 4 bedrooms

Family-Friendly Beautiful Vacation Home for Memorable Getaway with Private Pool, Barbeque & Patio | Lake View | Good for Workation

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

House Kissimmee
Aug 31 - Sep 7
$181
per night
House ∙ 12 guests ∙ 6 bedrooms

House with Barbeque, Patio & Private Pool

4.8
Outstanding (264 ratings)
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
Sep 14 - Sep 21
$129
per night
Villa ∙ 8 guests ∙ 3 bedrooms

Fully Equipped Nice Villa with Pool, Sauna & Barbeque | Pets Are Welcome

4.9
Outstanding (106 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Oct 19 - Oct 26
$207
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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Popular Rental Amenities in Kissimmee

  • Pool (19,623)
  • WiFi (20,870)
  • Pet-friendly (1,975)
  • Air conditioning (20,655)
  • Kitchen (20,666)
  • TV (19,704)
  • Washing machine (16,461)
  • Hot tub (3,303)
  • Parking (1,827)
  • Microwave (15,727)
  • Grill (7,704)
  • Dishwasher (14,330)

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 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 October (10/26 – 11/2).

Rental availability information in Kissimmee

The availability graph shows the percentage of available rentals in Kissimmee. More people travel to Kissimmee a week in January (1/25 – 2/1). So far, 75% of the rentals are occupied this week. On the contrary, you will find the highest number of available rentals in a week of November (11/9 – 11/16).

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 22,082 rentals
💳 Possible discounts up to 54%
🌙 Nightly prices starting at $99
⭐ Popular amenities Pool, Internet and Pets allowed
🐾 Pet friendly homes 1,954 homes
🏊 Vacation rentals with pools 19,504 homes
51 reviews
Kissimmee vacation rentals have an average rating of 3.6/5 on 51 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 $99 per night. If you would like to stay in a house rental, the average price is $421 per night. A villa Kissimmee will cost on average $528 per night.

How many vacation homes are available for booking in Kissimmee?

There are 22,082 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 19,504 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 $99.

Find the perfect Kissimmee home to match your style

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