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
Anytime
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 with Wi-Fi

House  Kissimmee
Oct 29 - Nov 5
-40%
$372
$223
per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Kissimmee with Cabanasresort-Style Pool

5.0
Outstanding (2 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
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House  Kissimmee
Aug 31 - Sep 7
$181
per night
House ∙ 12 guests ∙ 6 bedrooms

House in Kissimmee with Pool, Grill & Patio

4.8
Outstanding (266 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
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Resort  Kissimmee
Sep 14 - Sep 21
-33%
$174
$116
per night
Resort ∙ 127 guests ∙ 3 bedrooms

Charming Resort in Kissimmee with Jacuzzi, Sauna & Pool

4.2
Very good
Kissimmee, Osceola County, Florida, United States
Free cancellation
Internet
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Vacation rentals and apartments with air conditioning

House  Kissimmee
May 10 - May 17
$209
per night
House ∙ 14 guests ∙ 5 bedrooms

House in Kissimmee with Screened-In Pool

5.0
Outstanding (47 ratings)
Kissimmee, Osceola County, Florida, United States
Air conditioning
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House  Kissimmee
Aug 19 - Aug 26
$194
per night
House ∙ 10 guests ∙ 5 bedrooms

House in Kissimmee with Large Pool

4.7
Excellent (174 ratings)
Kissimmee, Osceola County, Florida, United States
Air conditioning
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House  Kissimmee
Aug 3 - Aug 10
$215
per night
House ∙ 12 guests ∙ 5 bedrooms

Pleasant House in Kissimmee with In-Ground Pool + Lakefront View

4.8
Outstanding (270 ratings)
Kissimmee, Osceola County, Florida, United States
Air conditioning
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Apartments and vacation rentals with a kitchen

House  Kissimmee
Aug 3 - Aug 10
-50%
$339
$170
per night
House ∙ 8 guests ∙ 4 bedrooms

House in Kissimmee with Pool & Patio

3.3
(8 ratings)
Kissimmee, Osceola County, Florida, United States
Kitchen
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House  Kissimmee
Aug 18 - Aug 25
$204
per night
House ∙ 12 guests ∙ 5 bedrooms

House in Kissimmee with Private Pool

4.3
Very good (43 ratings)
Kissimmee, Osceola County, Florida, United States
Kitchen
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House  Kissimmee
Sep 14 - Sep 21
-51%
$292
$143
per night
House ∙ 6 guests ∙ 3 bedrooms

Beautiful House in Kissimmee

4.5
Excellent
Kissimmee, Osceola County, Florida, United States
Kitchen
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Best Vacation Home Deals in Kissimmee

Save up to 65%

House Kissimmee
Aug 24 - Aug 31
-50%
$431
$217
per night
House ∙ 10 guests ∙ 4 bedrooms

House in Kissimmee with Cabanasresort-Style Pool

4.7
Excellent (25 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Aug 16 - Aug 23
-43%
$339
$195
per night
House ∙ 8 guests ∙ 4 bedrooms

House in Kissimmee with Private Pool

3.3
(8 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Sep 7 - Sep 14
-65%
$368
$130
per night
House ∙ 8 guests ∙ 4 bedrooms

House in Kissimmee with Free Parking

4.8
Outstanding (93 ratings)
Kissimmee, Osceola County, Florida, United States
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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 $101 per night

House Kissimmee
Aug 12 - Aug 19
$220
per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Kissimmee with Grill, Patio & Pool

5.0
Outstanding (3 ratings)
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
Oct 12 - Oct 19
$198
per night
Villa ∙ 8 guests ∙ 4 bedrooms

Villa in Kissimmee with Outdoor Pool + Lake View

4.8
Outstanding (121 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Jul 28 - Aug 4
-60%
$649
$257
per night
House ∙ 12 guests ∙ 6 bedrooms

House in Kissimmee with Grill, Pool & Patio

3.0
(16 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Jul 27 - Aug 3
$184
per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Kissimmee with Yard, Patio & Pool

4.7
Excellent (59 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Sep 7 - Sep 14
-29%
$283
$200
per night
House ∙ 10 guests ∙ 4 bedrooms

House in Kissimmee with Pool

5.0
Outstanding
Kissimmee, Osceola County, Florida, United States
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Resort Kissimmee
Aug 10 - Aug 17
-28%
$211
$152
per night
Resort ∙ 127 guests ∙ 2 bedrooms

Resort in Kissimmee with Pool, Grill & Jacuzzi

4.6
Excellent
Kissimmee, Osceola County, Florida, United States
Free cancellation
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House Kissimmee
Oct 22 - Oct 29
-28%
$334
$241
per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Kissimmee with Pool, Hot Tub & Patio

3.6
Good (18 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Oct 5 - Oct 12
$257
per night
House ∙ 10 guests ∙ 5 bedrooms

Beautiful House in Kissimmee with Blue Pool

4.8
Outstanding (142 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Oct 12 - Oct 19
$258
per night
House ∙ 12 guests ∙ 6 bedrooms

Family Friendly House in Kissimmee with Olympic-Size Pool

4.8
Outstanding (197 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 7 - Sep 14
-70%
$653
$196
per night
House ∙ 15 guests ∙ 7 bedrooms

Family Friendly House in Kissimmee with Outdoor Pool

3.7
Good (3 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
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Villa Kissimmee
Oct 5 - Oct 12
$176
per night
Villa ∙ 8 guests ∙ 4 bedrooms

Sunny Villa in Kissimmee with Outdoor Pool

4.4
Very good (41 ratings)
Kissimmee, Osceola County, Florida, United States
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Resort Kissimmee
Aug 10 - Aug 17
-45%
$277
$153
per night
Resort ∙ 127 guests ∙ 1 bedroom

Resort in Kissimmee with Pool

4.5
Excellent
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 10 - Aug 17
$177
per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Kissimmee with Pool, Yard & Patio + Fountain View

4.9
Outstanding (278 ratings)
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
Jul 12 - Jul 19
$535
per night
Villa ∙ 16 guests ∙ 8 bedrooms

Villa in Kissimmee with Expansive Pool

5.0
Outstanding (34 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Jul 27 - Aug 3
$277
per night
House ∙ 8 guests ∙ 4 bedrooms

House in Kissimmee with South-Facing Pool

5.0
Outstanding (6 ratings)
Kissimmee, Osceola County, Florida, United States
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Popular Rental Amenities in Kissimmee

  • Pool (19,221)
  • WiFi (20,441)
  • Pet-friendly (2,358)
  • Air conditioning (20,341)
  • Kitchen (20,377)
  • TV (19,367)
  • Washing machine (16,297)
  • Hot tub (3,249)
  • Parking (1,634)
  • Microwave (15,461)
  • Grill (7,490)
  • Dishwasher (14,065)

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 (12/21 – 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 21,863 rentals
💳 Possible discounts up to 64%
🌙 Nightly prices starting at $101
⭐ Popular amenities Pool, Internet and Pets allowed
🐾 Pet friendly homes 1,874 homes
🏊 Vacation rentals with pools 19,242 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 $101 per night. If you would like to stay in a house rental, the average price is $413 per night. A villa Kissimmee will cost on average $525 per night.

How many vacation homes are available for booking in Kissimmee?

There are 21,863 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 19,242 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 $101.

Find the perfect Kissimmee home to match your style

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