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

Houses & Vacation Rentals in Kissimmee

Find 21,779 available offers from 104 partners
Kissimmee
Anytime
Guests
Kissimmee
Anytime
Guests

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
Aug 19 - Aug 26
-38%
$187
$117 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Kissimmee with Pool

5.0
Outstanding (4 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
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Resort  Kissimmee
Aug 21 - Aug 28
-35%
$128
$84 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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House  Kissimmee
Feb 1 - Feb 8
$95 per night
House ∙ 11 guests ∙ 3 bedrooms

House in Kissimmee with Pool, Grill & Patio

4.4
Very good (75 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
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Vacation rentals and apartments with air conditioning

Villa  Kissimmee
Jun 22 - Jun 29
$333 per night
Villa ∙ 18 guests ∙ 9 bedrooms

Villa in Kissimmee

Kissimmee, Osceola County, Florida, United States
Air conditioning
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House  Kissimmee
Sep 14 - Sep 21
$108 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Kissimmee with Upgraded Patio

4.8
Outstanding (209 ratings)
Kissimmee, Osceola County, Florida, United States
Air conditioning
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House  Kissimmee
Mar 5 - Mar 12
$168 per night
House ∙ 12 guests ∙ 6 bedrooms

Spacious Vacation Home in Kissimmee with Private Pool

4.6
Excellent (128 ratings)
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
-79%
$853
$176 per night
House ∙ 17 guests ∙ 8 bedrooms

Charming Vacation Home in Kissimmee with Pool, Grill & Yard

Kissimmee, Osceola County, Florida, United States
Free cancellation
Kitchen
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House  Kissimmee
Sep 7 - Sep 14
-80%
$922
$182 per night
House ∙ 16 guests ∙ 8 bedrooms

House in Kissimmee with Hot Tub, Grill & Pool

Kissimmee, Osceola County, Florida, United States
Free cancellation
Kitchen
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Villa  Kissimmee
Nov 27 - Dec 4
-43%
$227
$130 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Villa in Kissimmee with Gorgeous Pool + Lake View

4.4
Very good (41 ratings)
Kissimmee, Osceola County, Florida, United States
Kitchen
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Best Vacation Home Deals in Kissimmee

Save up to 34%

House Kissimmee
Sep 7 - Sep 14
-34%
$187
$124 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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House Kissimmee
Sep 9 - Sep 16
-26%
$145
$107 per night
House ∙ 8 guests ∙ 4 bedrooms

Beautiful Vacation Home in Kissimmee with Heatable Pool + Fantastic View

4.6
Excellent (148 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Jun 22 - Jun 29
-25%
$151
$113 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Kissimmee with Pool

Kissimmee, Osceola County, Florida, United States
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Find a welcoming property from $29 per night by exploring the 21,779 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%.

Recommended Vacation Rentals in Kissimmee

Find your perfect vacation rental in Kissimmee: from $29 per night

Villa Kissimmee
Jun 3 - Jun 10
$95 per night
Villa ∙ 8 guests ∙ 3 bedrooms

Luxurious Villa in Kissimmee with Large Pool + Lake View

4.7
Excellent (77 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Aug 17 - Aug 24
$90 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Kissimmee with Pool

Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Jun 22 - Jun 29
-63%
$199
$74 per night
House ∙ 6 guests ∙ 3 bedrooms

Beautiful House in Kissimmee

4.5
Excellent
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Aug 24 - Aug 31
-58%
$180
$76 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Kissimmee with Electric Pool

5.0
Outstanding (3 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Aug 24 - Aug 31
$78 per night
House ∙ 6 guests ∙ 3 bedrooms

Family Friendly Vacation Home in Kissimmee with Private Pool

3.8
Good (23 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Jun 1 - Jun 8
$120 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Kissimmee with Private Pool

4.6
Excellent (197 ratings)
Kissimmee, Osceola County, Florida, United States
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Resort Kissimmee
Aug 17 - Aug 24
-35%
$159
$103 per night
Resort ∙ 127 guests ∙ 2 bedrooms

Resort in Kissimmee with Pool, Grill & Jacuzzi

4.5
Excellent
Kissimmee, Osceola County, Florida, United States
Free cancellation
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Villa Kissimmee
May 17 - May 24
$119 per night
Villa ∙ 9 guests ∙ 4 bedrooms

Gorgeous Villa in Kissimmee with Grill, Pool & Patio

3.8
Good (10 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Aug 31 - Sep 7
-65%
$262
$91 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Kissimmee with Beautiful Pool

4.9
Outstanding (114 ratings)
Kissimmee, Osceola County, Florida, United States
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Budget-friendly Vacation Rentals in Kissimmee

Find Fantastic yet Inexpensive Offers

House Kissimmee
Oct 26 - Nov 2
$68 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Kissimmee with Private Whirlpool

4.6
Excellent (150 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Jul 13 - Jul 20
-70%
$540
$162 per night
House ∙ 12 guests ∙ 6 bedrooms

House in Kissimmee with Grill, Pool & Patio

Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Nov 9 - Nov 16
-25%
$160
$120 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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Top-Rated Rentals and Accommodations in Kissimmee

Book Vacation Rental Offers with the Highest User Rating

House Kissimmee
Jul 6 - Jul 13
-53%
$196
$93 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Kissimmee with Pool

5.0
Outstanding
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Sep 13 - Sep 20
-22%
$185
$145 per night
House ∙ 12 guests ∙ 6 bedrooms

Vacation Home in Kissimmee with Patio, Grill & Yard

4.6
Excellent (167 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Aug 24 - Aug 31
-21%
$121
$96 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Kissimmee with Private Pool

4.6
Excellent (33 ratings)
Kissimmee, Osceola County, Florida, United States
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Popular Rental Amenities in Kissimmee

  • Pool (19,190)
  • WiFi (20,558)
  • Pet-friendly (2,008)
  • Air conditioning (20,196)
  • Kitchen (20,087)
  • TV (19,305)
  • Washing machine (16,069)
  • Hot tub (3,079)
  • Parking (1,827)
  • Microwave (15,591)
  • Grill (7,541)
  • Dishwasher (14,209)

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 need a crib for your baby or if you love sweating the stress away in saunas 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 (9/14 – 9/21).

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, 77% of the rentals are occupied this week. On the contrary, you will find the highest number of available rentals in a week of October (10/19 – 10/26).

Information about vacation rentals in Kissimmee

🏡 Vacation rentals available 21,779 rentals
💳 Possible discounts up to 69%
🌙 Nightly prices starting at $29
⭐ Popular amenities Pool, Internet and Pets allowed
🐾 Pet friendly homes 2,041 homes
🏊 Vacation rentals with pools 19,165 homes
45 reviews
Kissimmee vacation rentals have an average rating of 4.1/5 on 45 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 $29 per night. If you would like to stay in a house rental, the average price is $423 per night. A villa Kissimmee will cost on average $530 per night.

How many vacation homes are available for booking in Kissimmee?

There are 21,779 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 19,165 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 $29.

Find the perfect Kissimmee home to match your style

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