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Kissimmee Vacation Rentals

Find 31,225 available offers from 73 partners
Kissimmee
Anytime
Guests

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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Apartment
Private room
Distance to center
Max. 1 km
Max. 2 km
Max. 5 km
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+

Discover Magical Theme Parks From Your Kissimmee Vacation Rental

Many Kissimmee vacation rentals are modern, spacious apartments and homes within a short drive of the area's major theme parks.

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Save up to 55%

Best Vacation Home Deals Kissimmee

House Kissimmee
Sep. 9 - Sep. 16
-30%
$453
$316 per night
House ∙ 12 guests ∙ 5 bedrooms
Modern House in Kissimmee with Private Pool
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Oct. 27 - Nov. 3
-55%
$935
$422 per night
House ∙ 14 guests ∙ 5 bedrooms
Beautiful House in Kissimmee with Nice Patio
4.1
"Very good" (30 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Oct. 7 - Oct. 14
-17%
$306
$253 per night
House ∙ 8 guests ∙ 4 bedrooms
Vacation Home in Kissimmee with Private Pool
4.9
"Excellent" (9 ratings)
Kissimmee, Osceola County, Florida, United States
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31,225 beautiful properties from 73 partner websites can be booked in Kissimmee, with prices beginning at $162 per night. By comparing these accommodations, HomeToGo features the most economical offers as well as the highest rated vacation homes in Kissimmee.

Book Vacation Rentals with the Highest User Rating

Top-Rated Offers and Accommodations Kissimmee

House Kissimmee
Sep. 2 - Sep. 9
-34%
$341
$225 per night
House ∙ 10 guests ∙ 4 bedrooms
Nice House in Kissimmee with Grill, Yard & Pool + Great View
4.7
"Outstanding" (180 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
May 13 - May 20
$264 per night
House ∙ 8 guests ∙ 4 bedrooms
Vacation Home in Kissimmee with Grill, Pool & Yard + Lake View
4.7
"Outstanding" (111 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Sep. 2 - Sep. 9
$268 per night
House ∙ 8 guests ∙ 3 bedrooms
Wonderful Vacation Home in Kissimmee with Solar-Heated Pool
4.7
"Outstanding" (21 ratings)
Kissimmee, Osceola County, Florida, United States
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Recommended Vacation Rentals Kissimmee

Find your perfect vacation rental Kissimmee: from $160 per night

House Kissimmee
Sep. 16 - Sep. 23
$227 per night
House ∙ 12 guests ∙ 5 bedrooms
Vacation Home in Kissimmee with Yard, Grill & Pool
3.5
"Good" (86 ratings)
Kissimmee, Osceola County, Florida, United States
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Condo Kissimmee
Mar. 9 - Mar. 16
$208 per night
Condo ∙ 5 guests ∙ 2 bedrooms
Condo in Kissimmee with Pool & Grill + Internal Views
5.0
"Excellent" (52 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Sep. 16 - Sep. 23
$281 per night
House ∙ 8 guests ∙ 4 bedrooms
Vacation Home in Kissimmee with Lakefront Pool + Spectacular Views
4.9
"Excellent" (175 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Dec. 27 - Jan. 3
$304 per night
House ∙ 8 guests ∙ 4 bedrooms
Beautiful Vacation Home in Kissimmee with Pool
4.4
"Very good" (6 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Jun. 3 - Jun. 10
$176 per night
House ∙ 6 guests ∙ 3 bedrooms
Family Friendly House in Kissimmee with Pool
4.7
"Outstanding" (21 ratings)
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
Feb. 17 - Feb. 24
$320 per night
Villa ∙ 10 guests ∙ 5 bedrooms
Villa in Kissimmee with Pool
4.6
"Outstanding" (29 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Sep. 2 - Sep. 9
-48%
$627
$326 per night
House ∙ 8 guests ∙ 4 bedrooms
House in Kissimmee with Grill
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
Mar. 9 - Mar. 16
$253 per night
Villa ∙ 6 guests ∙ 3 bedrooms
Villa in Kissimmee with Private Pool
4.1
"Very good" (47 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Sep. 16 - Sep. 23
-35%
$432
$279 per night
House ∙ 8 guests ∙ 4 bedrooms
Whole Vacation Home in Kissimmee with Private Pool
4.9
"Excellent" (169 ratings)
Kissimmee, Osceola County, Florida, United States
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Find Fantastic yet Inexpensive Rentals

Budget-friendly Rentals Kissimmee

House Kissimmee
Oct. 27 - Nov. 3
-18%
$336
$277 per night
House ∙ 8 guests ∙ 4 bedrooms
Vacation Home in Kissimmee with Grill & Pool + Lake Views
4.2
"Very good" (33 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
May 13 - May 20
$319 per night
House ∙ 8 guests ∙ 4 bedrooms
Wonderful House in Kissimmee with Yard, Pool & Grill
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
Apr. 20 - Apr. 27
-48%
$632
$326 per night
House ∙ 8 guests ∙ 4 bedrooms
House in Kissimmee with Outdoor Pool
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 Internet Kissimmee
Feb. 2 - Feb. 9
$248 per night
House ∙ 9 guests ∙ 4 bedrooms
Pleasant Vacation Home in Kissimmee with Private Pool
4.7
"Outstanding" (110 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
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House Internet Kissimmee
Sep. 23 - Sep. 30
-19%
$280
$227 per night
House ∙ 8 guests ∙ 4 bedrooms
House in Kissimmee with Private Pool
4.8
"Excellent" (60 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
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Villa Internet Kissimmee
Sep. 9 - Sep. 16
-64%
$1,579
$570 per night
Villa ∙ 16 guests ∙ 7 bedrooms
Villa in Kissimmee with Quiet Pool
4.8
"Excellent" (194 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
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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 Air conditioning Kissimmee
May 13 - May 20
$263 per night
House ∙ 8 guests ∙ 4 bedrooms
Nice Vacation Home in Kissimmee with Pool + Nice View
4.4
"Very good" (47 ratings)
Kissimmee, Osceola County, Florida, United States
Air conditioning
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Villa Air conditioning Kissimmee
Dec. 11 - Dec. 18
$329 per night
Villa ∙ 8 guests ∙ 4 bedrooms
Villa in Kissimmee with Pool & Yard + Lake View
5.0
"Excellent" (33 ratings)
Kissimmee, Osceola County, Florida, United States
Air conditioning
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House Air conditioning Kissimmee
Oct. 24 - Oct. 31
$380 per night
House ∙ 12 guests ∙ 5 bedrooms
Wonderful Vacation Home in Kissimmee with Pool, Yard & Grill
4.9
"Excellent" (218 ratings)
Kissimmee, Osceola County, Florida, United States
Air conditioning
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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 Kitchen Kissimmee
Sep. 16 - Sep. 23
$306 per night
House ∙ 4 guests ∙ 5 bedrooms
House in Kissimmee with Private Pool
4.9
"Excellent" (119 ratings)
Kissimmee, Osceola County, Florida, United States
Kitchen
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Villa Kitchen Kissimmee
Feb. 3 - Feb. 10
$321 per night
Villa ∙ 10 guests ∙ 5 bedrooms
Villa in Kissimmee with Pool
4.6
"Outstanding" (29 ratings)
Kissimmee, Osceola County, Florida, United States
Kitchen
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House Kitchen Kissimmee
Aug. 19 - Aug. 26
-16%
$489
$410 per night
House ∙ 10 guests ∙ 5 bedrooms
Vacation Home in Kissimmee with Cabanasresort-Style Pool
5.0
"Excellent" (2 ratings)
Kissimmee, Osceola County, Florida, United States
Kitchen
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Popular Rental Amenities Kissimmee

  • Internet (25,733)
  • Air conditioning (25,682)
  • Kitchen (25,650)
  • Pool (25,123)
  • TV (24,801)
  • Microwave (23,831)
  • Dishwasher (22,038)
  • No smoking (21,716)
  • Washer (21,669)
  • No pets (21,103)
  • Grill (9,586)
  • Yard (7,288)

Price and Availability Index in Kissimmee

Vacation Rental Price Information Kissimmee

We rendered price information data on the above graph to give you more insights on prices Kissimmee. Kissimmee, prices can go up to $683 (12/16 - 12/23). On the other hand, in September you will find the cheapest prices (9/9 - 9/16). Prices this week are on average $424 a night.

Rental Availability Information Kissimmee

The graph shows the weekly availability rate Kissimmeefor the next twelve months. The week with the highest booking rate in the next 12 months is in April (4/1 - 4/8), where 77% of the vacation rentals are booked. November (11/25 - 12/2) has got the highest percentage of available rentals.

The Weather Kissimmee

max.
Min.
24°
14°
2 days 2
max.
Min.
23°
13°
4 days 4
max.
Min.
26°
15°
4 days 4
max.
Min.
29°
19°
5 days 5
max.
Min.
30°
21°
6 days 6
max.
Min.
32°
23°
14 days 14
max.
Min.
32°
24°
14 days 14
max.
Min.
33°
24°
14 days 14
max.
Min.
31°
23°
10 days 10
max.
Min.
29°
20°
4 days 4
max.
Min.
25°
16°
4 days 4
max.
Min.
24°
15°
3 days 3
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Find the Kissimmee climate diagram. On average, the warmest month is August. February is the coolest month, with average minimal temperature reaching 13°. The wettest month is June with 14 rainy days on average. On the contrary, there is an average of only 2 rainy days in January, which is the driest month.

7-Day Weather Forecast Kissimmee

Wed., 22 Mar.
28°
15°

5%

9 h

16 km/h

Thu., 23 Mar.
30°
16°

0%

10 h

15 km/h

Fri., 24 Mar.
33°
16°

0%

10 h

13 km/h

Sat., 25 Mar.
33°
17°

0%

9 h

22 km/h

Sun., 26 Mar.
33°
20°

15%

7 h

9 km/h

Mon., 27 Mar.
34°
20°

0%

9 h

12 km/h

Tue., 28 Mar.
31°
20°

10%

6 h

16 km/h

What are the best activities for families Kissimmee?

Discovery Cove and SeaWorld

For a break from theme parks' fast pace and crowds, take the kids to Discovery Cove for the day. Swim with dolphins, interact with stingrays, walk along the reef with a dive helmet, and snorkel on the coral reef before relaxing on the lazy river and beaches.

Older children will love the big coasters at SeaWorld, such as Manta and Kraken. The whole family will enjoy the dolphin and whale shows, massive aquarium, and touch pools.

Where are the unique attractions Kissimmee?

Disney World and Universal Studios

Disney World, the theme park that made Orlando famous, comprises four distinct parks: Disney World, Hollywood Studios, Animal Kingdom, Magic Kingdom, and Epcot. You'll need to spend at least a day in each park to get the most out of a Disney vacation. Magic Kingdom, the most popular of the parks, is home to the famous Disney castle at the end of Main Street.

Universal Studios is great for those with older children. Visit the Wizarding World of Harry Potter, spend a day swimming and rocketing down high-speed water slides at Volcano Bay, and experience all the classic Universal attractions, such as E.T Adventure, the Simpsons Ride, and the Incredible Hulk Coaster

What are the best events and festivals Kissimmee?

The Epcot International Food & Wine Festival

Book your Kissimmee condo rentals far in advance for the Epcot International Food & Wine Festival. Walk your way around the world and taste different wines and foods from various countries at little popup stalls around the lagoon at this popular fall event.

You could also time your visit to see the Disney World Marathon, held over a weekend every January. Events include a full marathon, fun kids' runs, and a health expo.

Information about vacation rentals Kissimmee

🏡 Vacation rentals available 31,175 properties
💳 Discounts available up to 68%
🌙 Price per night from $160
⭐ Popular amenities Internet, Air conditioning and Kitchen
🐾 Pet friendly accommodation options 2,554 properties
🏊 Vacation rentals with pools 28,078 properties

Frequently Asked Questions

What is the typical price of a vacation home Kissimmee?

The nightly price for accommodation Kissimmee starts at $160.

What is the typical availability of House rentals Kissimmee?

We found 31,175 vacation homes Kissimmee available for your next trip.

What are the most popular vacation home amenities Kissimmee?

The most popular amenities for rentals Kissimmee include vacation homes with Internet, Air conditioning, or Kitchen.

How many House rentals and Villa can I find Kissimmee?

Kissimmee has 31,175 House rentals and Villa available to book.

Are there pet-friendly vacation rentals Kissimmee?

Finding a vacation rental Kissimmee that allows dogs is definitely possible, with 2,554 pet-friendly homes on offfer.

What's the best month to visit Kissimmee?

When booking accommodation Kissimmee, remember that the rainiest months are usually June and July, with January often being the sunniest.

We list offers from thousands of providers, including:

Booking.com Vacation Rentals Kissimmee TripAdvisor Vacation Rentals Kissimmee Vrbo Vacation Rentals Kissimmee Novasol Vacation Rentals Kissimmee Inter Chalet Vacation Rentals Kissimmee Interhome Vacation Rentals Kissimmee HouseTrip Vacation Rentals Kissimmee Belvilla Vacation Rentals Kissimmee Homestay.com Vacation Rentals Kissimmee Ski Planet Vacation Rentals Kissimmee Only-apartments Vacation Rentals Kissimmee James Villa Holidays Vacation Rentals Kissimmee

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