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Kissimmee Villa Rentals

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

Experience a magical time in a Kissimmee holiday letting

Kissimmee holiday rentals are generally flats or villas. Staying in one of these allows you to make your own meals at home and to create snacks to take with you visit nearby attractions. Just outside Orlando and surrounding the beautiful Lake Tohopekaliga, Kissimee offers you a base close to both nature, city life and theme parks.

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Save up to 72%

Best holiday rental deals in Kissimmee

House Kissimmee
15 Oct - 22 Oct
-39%
£769
£468 per night
House ∙ 18 guests ∙ 9 bedrooms
Kissimmee, Osceola County, Florida, United States
Details
Southern Select Villas
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House Kissimmee
24 Sep - 1 Oct
-48%
£245
£128 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (1 rating)
Kissimmee, Osceola County, Florida, United States
Details
Executive Villas Florida
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House Kissimmee
4 Sep - 11 Sep
-72%
£602
£168 per night
House ∙ 10 guests ∙ 5 bedrooms
Kissimmee, Osceola County, Florida, United States
Details
Fairytale Vacation Rentals LLC
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Explore 16,668 rentals listed in Kissimmee and find the ideal place for your getaway. Our search engine instantly compares the accommodation options , allowing you to save up to 44%.

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Top-Rated Lettings and Properties in Kissimmee

Condo Kissimmee
3 Sep - 10 Sep
-18%
£231
£190 per night
Condo ∙ 6 guests ∙ 3 bedrooms
4.9
"Excellent" (12 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Executive Villas Florida
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Villa Kissimmee
28 Jan - 4 Feb
£202 per night
Villa ∙ 14 guests ∙ 5 bedrooms
5.0
"Excellent" (2 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Executive Villas Florida
View deal
House Kissimmee
1 Sep - 8 Sep
-37%
£227
£144 per night
House ∙ 10 guests ∙ 5 bedrooms
4.5
"Outstanding" (2 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Executive Villas Florida
View deal

Recommended holiday lettings in Kissimmee

Rent a holiday home, apartment or cottage in Kissimmee from just £75 per night

House Kissimmee
27 Aug - 3 Sep
-65%
£419
£149 per night
House ∙ 6 guests ∙ 3 bedrooms
Kissimmee, Osceola County, Florida, United States
Details
Love Rentals
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House Kissimmee
10 Sep - 17 Sep
-42%
£298
£172 per night
House ∙ 8 guests ∙ 4 bedrooms
4.0
"Very good" (2 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Fidelity Vacation Homes LLC
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House Kissimmee
7 Jan - 14 Jan
£179 per night
House ∙ 6 guests ∙ 3 bedrooms
4.6
"Outstanding" (21 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Florida Villas & Homes by Elite, LLC
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House Kissimmee
3 Dec - 10 Dec
-20%
£304
£242 per night
House ∙ 12 guests ∙ 6 bedrooms
Kissimmee, Osceola County, Florida, United States
Details
IPG Florida
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House Kissimmee
13 May - 20 May
-38%
£422
£260 per night
House ∙ 12 guests ∙ 6 bedrooms
Kissimmee, Osceola County, Florida, United States
Details
IPG Florida
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House Kissimmee
5 Nov - 12 Nov
-48%
£227
£118 per night
House ∙ 4 guests ∙ 2 bedrooms
Kissimmee, Osceola County, Florida, United States
Details
Executive Villas Florida
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House Kissimmee
3 Sep - 10 Sep
-53%
£298
£141 per night
House ∙ 10 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
Details
Executive Villas Florida
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House Kissimmee
25 Mar - 1 Apr
-39%
£280
£170 per night
House ∙ 8 guests ∙ 4 bedrooms
4.5
"Outstanding" (2 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Executive Villas Florida
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Villa Kissimmee
3 Dec - 10 Dec
-28%
£277
£201 per night
Villa ∙ 8 guests ∙ 4 bedrooms
4.9
"Excellent" (13 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Book Disney Homes
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Holiday rentals with wifi

Villa Internet Kissimmee
24 Sep - 1 Oct
-59%
£492
£202 per night
Villa ∙ 14 guests ∙ 6 bedrooms
Kissimmee, Osceola County, Florida, United States
Internet
Details
Executive Villas Florida
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House Internet Kissimmee
11 Nov - 18 Nov
£238 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
"Excellent" (78 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
Internet
Details
Aunger Vacation Homes
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Villa Internet Kissimmee
29 Apr - 6 May
-47%
£492
£262 per night
Villa ∙ 13 guests ∙ 6 bedrooms
5.0
"Excellent" (6 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
Details
Executive Villas Florida
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Holiday lettings and apartments with air conditioning

House Aircondition Kissimmee
10 Sep - 17 Sep
-60%
£528
£210 per night
House ∙ 10 guests ∙ 5 bedrooms
3.9
"Good" (6 ratings)
Kissimmee, Osceola County, Florida, United States
Aircondition
Details
Florida Scandi Vacation Homes
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House Aircondition Kissimmee
2 Oct - 9 Oct
-63%
£421
£155 per night
House ∙ 8 guests ∙ 4 bedrooms
3.7
"Good" (3 ratings)
Kissimmee, Osceola County, Florida, United States
Aircondition
Details
Fairytale Vacation Rentals LLC
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House Aircondition Kissimmee
3 Dec - 10 Dec
-42%
£637
£372 per night
House ∙ 18 guests ∙ 9 bedrooms
5.0
"Excellent" (1 rating)
Kissimmee, Osceola County, Florida, United States
Aircondition
Details
Executive Villas Florida
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Apartments and holiday lettings with a kitchen

House Kitchen Kissimmee
15 Oct - 22 Oct
-17%
£170
£141 per night
House ∙ 8 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
Kitchen
Details
IPG Florida
View deal
House Kitchen Kissimmee
3 Sep - 10 Sep
-25%
£286
£215 per night
House ∙ 6 guests ∙ 3 bedrooms
4.7
"Outstanding" (6 ratings)
Kissimmee, Osceola County, Florida, United States
Kitchen
Details
Executive Villas Florida
View deal
House Kitchen Kissimmee
28 Jan - 4 Feb
£274 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
"Excellent" (59 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
Kitchen
Details
Ellis Exclusive Villas
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Popular holiday rental amenities in Kissimmee

  • Kitchen (15,990)
  • Pool (12,189)
  • No pets (10,929)
  • Air conditioning (10,162)
  • TV (10,154)
  • Internet (9,938)
  • Microwave (9,096)
  • Washing machine (8,127)
  • No smoking (7,320)
  • Dishwasher (6,444)
  • BBQ (3,880)
  • Hot tub (2,505)

Lettings can be selected based on your personal preferences. Above, you will find the total number of rentals that provide a specific amenity in Kissimmee. You can easily choose a holiday letting fitting your criteria in Kissimmee if you want a rental with a pool or you want to tune out with some TV time, since a lot of the lettings include Pool or TV. It is also possible to search for a holiday rental if you plan to go fishing , as 491 of the listed properties there include Fishing.

Price and Availability Index for Kissimmee

Holiday Letting Price Information in Kissimmee

The price graph will give you the nightly price average for the upcoming months. The most expensive week to book a holiday letting in Kissimmee is in December (17/12 - 24/12). Conversely, the cheapest average prices are in one week of September (03/09 - 10/09).

Holiday Home Availability Information in Kissimmee

Have a look at the above graph to see the availability of holiday rentals in Kissimmee. The week with the lowest percentage of available properties is in June (18/06 - 25/06). More properties are available during one week of December (10/12 - 17/12), when the booking rate is only 20%.

The Weather in 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

Here is our climate diagram for Kissimmee. During August, maximum temperatures climb above 33°. Conversely, February is the coolest month in Kissimmee, with temperatures falling below 13°. The rainiest month is June, while the driest month is January.

7-Day Weather Forecast in Kissimmee

Sun, 22 May
33°
23°

10%

4 h

12 km/h

Mon, 23 May
32°
23°

10%

2 h

9 km/h

Tue, 24 May
32°
24°

0%

8 h

15 km/h

Wed, 25 May
32°
24°

10%

11 h

18 km/h

Thu, 26 May
32°
24°

10%

1 h

15 km/h

Fri, 27 May
31°
24°

15%

1 h

15 km/h

Sat, 28 May
32°
24°

15%

6 h

9 km/h

Accommodation options for your holiday in Kissimmee

Holidaymakers interested in house rentals in Kissimmee have a lot of alternatives, as this is the most common property type there. The average nightly cost of house rentals in Kissimmee is £402, and their size, on average, is 269 m². Furthermore, if you're going in a group of 12, house rentals are an excellent accommodation type in Kissimmee, as they usually accommodate 12 people. You can also compare other property types in Kissimmee. Apartment rentals are another popular property type in Kissimmee, with 1,931 on offer. Apartment rentals have an average size of 193 m² in Kissimmee.
Where to find the best food in Kissimmee?

The cuisine of Kissimmee

The majority of visitors to Kissimmee are heading to the area's big theme parks. You can get some really good food in the parks if you know where to go. Some of the best food in Disney World can be found at Animal Kingdom. The ribs at Flame Tree Barbecue are excellent and the Yak and Yeti offers delicious Pan-Asian cuisine. Some of the best restaurants at the resorts include Sanaa at Animal Kingdom Lodge and the famous Victoria and Albert's at the luxurious Grand Floridian.

At Universal Studio's, try the fun food at the Hard Rock Cafe or go for some unique Greek cuisine at Mythos. Harry Potter fans will love the highly-themed Three Broomsticks at Island's of Adventure.

Those wanting to eat outside the parks will find a wide range of restaurants from the Outback Steakhouse to the locally owned places such as Mi Casita BBQ and Nadia's Cafe.

What are the best activities for families in Kissimmee?

Fun activities for children around Kissimmee

The most popular activity for families is to visit the theme parks and there are plenty of them in the area. Disney World is the most famous option and it is made up of four different lands. You can easily spend a week exploring the Magic Kingdom, Hollywood Studios, Animal Kingdom, and EPCOT. Little children will have the most fun at the Magic Kingdom as a number of the rides and attractions are geared towards the under tens.

Older children may have more fun at Universal Studios which has plenty of big thrill rides and the very popular Harry Potter lands. Those that love water slides will have a great day at Volcano Bay riding some of the biggest water slides in the world.

Those wanting to avoid the main theme parks will still have plenty to do. Discovery Cove offers an exclusive experience that allows guests to swim with dolphins and rays. Seaworld has plenty of big rides, but small children can also have fun looking at the wide variety of marine animals in the park. Go for a ride on ICON Orlando to get a birds-eye view of the city and its theme parks. The wheel reaches 120 metres into the air and is a fun ride for the whole family.

What are the best nightlife spots in Kissimmee?

The nightlife of Kissimmee

There are plenty of places to go clubbing or enjoy a quiet drink in Kissimmee. Parks enthusiasts will love how the theme parks light up at night and the incredible fireworks shows. It can be a good idea to visit the theme parks at night. During the fireworks, queues are often much shorter for the popular rides such as Space Mountain.

Dance the night away at one of the many salsa clubs, such as Salsa Latina Night Club and Feugo Night Club. If you prefer big dance clubs, head to Universal City Walk and check out the Red Coconut Club to hear the latest hits from big name DJ's.

If you prefer a quiet night, try one of the many excellent bars in the area including Finnegan's Bar and Grill or Ragland Road Irish Pub.

Where are the unique attractions in Kissimmee?

Escape the crowds on a day trip

The crowds in Kissimmee can become overwhelming, especially if you are spending a large amount of your time at the theme parks. Head out on one of these day trips and take a break from the crowds. The Kennedy Space Center is a popular day trip for families and those interested in the history and future of space travel.

Go to see the manatees of Crystal River about 90 minutes away from Kissimmee. This will be a holiday highlight for nature loves as you get to see the gentle creatures in their natural habitat. Tours with wildlife experts allow you to swim with the manatees. November through to March is the best time to view them as they are in the river escaping the colder sea temperatures.

Head to the beach at New Smyrna Beach just over an hour's drive from Orlando. Relax on soft, sandy beaches or go for a swim in the calm water. The nearby Marine Discovery Center offers guided kayak tours to spot dolphins around Indian River Lagoon.

Frequently Asked Questions

How much does it cost to rent a holiday home in Kissimmee?

On average, a House rentals or Apartment rentals in Kissimmee costs £75 per night.

How many holiday homes are available to book in Kissimmee?

December is the time of year with the highest amount of House rentals and Apartment rentals available in Kissimmee, so you'll find plenty of great holiday deals during this month.

What is the most popular holiday home amenity in Kissimmee?

When booking a holiday home in Kissimmee, consider looking for accommodation with Pool, TV, or Internet, which are the three most popular amenities for this destination.

How many holiday homes are on offer in Kissimmee?

Holidaymakers looking for accommodation in Kissimmee will be pleased to know that there are 16,676 options on offer, with prices starting from just £75 per night.

Am I allowed to bring my pet when staying in a Kissimmee holiday home?

Finding accommodation in Kissimmee for you and your dog is definitely possible, with 1,773 pet-friendly holiday homes available.

What's the best time of year to travel to Kissimmee?

Book your Kissimmee holiday in January or December to avoid a washout; these are the months with the least amount of rain.

How do I find deals on holiday accommmodation in Kissimmee?

You can get brilliant bargains on holiday lets in Kissimmee with the cost per night for accommodation starting at just £75 - and HomeToGo has introduced a range of features that mean it's easy to discover some awesome deals. When thinking about the timing for your holiday, try a search using HomeToGo's flexible dates technology to quickly locate low-price date options and get discounts of up to 59%. Moreover, HomeToGo's 'distance from' filter lets you uncover top quality accommodation offers in lower-price, under-the-radar locales which are still near to your desired destination, whether that's a beach, lake, ski region or city centre. Book early to get the benefits of a wide range of offers and low prices - and do so with confidence by selecting HomeToGo's 'free cancellation' filter when searching for holiday accommodation.

What are the pros of booking a holiday home in Kissimmee with HomeToGo?

From serenity away from the crowds to plenty of room in which to have fun with your family, friends or partner, holiday lets in Kissimmee bring plenty of advantages. HomeToGo provides genuine ratings written by previous guests, and searching is safe, simple, and stress-free - so with 16,676 lettings from 92 providers in the region, you're bound to locate the ideal type of accommodation with all of the amenities that are important to you in Kissimmee.

We list offers from thousands of providers, including:

Booking.com Holiday Rentals in Kissimmee Novasol Holiday Rentals in Kissimmee TripAdvisor Holiday Rentals in Kissimmee Airbnb Holiday Rentals in Kissimmee Inter Chalet Holiday Rentals in Kissimmee HomeAway Holiday Rentals in Kissimmee EveryStay Holiday Rentals in Kissimmee Interhome Holiday Rentals in Kissimmee 9flats.com Holiday Rentals in Kissimmee HouseTrip Holiday Rentals in Kissimmee Belvilla Holiday Rentals in Kissimmee Sykes Cottages Holiday Rentals in Kissimmee Homestay.com Holiday Rentals in Kissimmee Ski Planet Holiday Rentals in Kissimmee Only-apartments Holiday Rentals in Kissimmee James Villa Holidays Holiday Rentals in Kissimmee

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