Kissimmee Villa Rentals

Find 14,104 available offers from 58 partners
Kissimmee
Anytime
Guests

Choose the perfect holiday letting

Price per night
Up to £100
£100 - £199
From £200
Accommodation types
House
Apartment
Other
Distance to center
Max. 1 km
Max. 2 km
Max. 5 km
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+
Save up to 63%

Best holiday rental deals in Kissimmee

House Kissimmee
4 Dec - 11 Dec
-16%
£150
£126 per night
House ∙ 8 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
Free cancellation
Details
Ventura Resort Rentals
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House Kissimmee
18 Sep - 25 Sep
-57%
£232
£100 per night
House ∙ 8 guests ∙ 4 bedrooms
4.5/5.0 "Outstanding"
(6 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
Details
Orlando Short Term LLC
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Studio flat Kissimmee
18 Sep - 25 Sep
-63%
£136
£51 per night
Studio flat ∙ 4 guests ∙ 1 bedroom
Kissimmee, Osceola County, Florida, United States
Free cancellation
Details
Orlando Short Term LLC
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Explore 15 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 63%.

Recommended holiday lettings in Kissimmee

Rent a holiday home, apartment or cottage in Kissimmee from just £54 per night

House Kissimmee 6
4 Sep - 11 Sep
-56%
£189
£83 per night
House ∙ 6 guests ∙ 3 bedrooms
4.0/5.0 "Very good"
(8 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
Details
Orlando Short Term LLC
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Apartment Kissimmee 6
11 Sep - 18 Sep
-32%
£126
£86 per night
Apartment ∙ 6 guests ∙ 3 bedrooms
Kissimmee, Osceola County, Florida, United States
Free cancellation
Details
Ventura Resort Rentals
View deal
House Kissimmee 8
4 Dec - 11 Dec
-20%
£138
£110 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0/5.0 "Excellent"
(3 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
Details
Ventura Resort Rentals
View deal
House Kissimmee 6
2 Oct - 9 Oct
-56%
£189
£83 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0/5.0 "Excellent"
(2 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
Details
Orlando Short Term LLC
View deal
House Kissimmee 6
23 Oct - 30 Oct
-52%
£203
£97 per night
House ∙ 6 guests ∙ 3 bedrooms
3.9/5.0 "Good"
(16 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Florida Scandi Vacation Homes
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House Kissimmee 8
4 Dec - 11 Dec
-24%
£150
£114 per night
House ∙ 8 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
Free cancellation
Details
Ventura Resort Rentals
View deal
House Kissimmee 8
11 Sep - 18 Sep
-52%
£204
£98 per night
House ∙ 8 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
Free cancellation
Details
Orlando Short Term LLC
View deal
House Kissimmee 8
21 Aug - 28 Aug
£136 per night
House ∙ 8 guests ∙ 4 bedrooms
4.5/5.0 "Outstanding"
(2 ratings)
Kissimmee, Osceola County, Florida, United States
Details
IPG Professional Management Inc
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Holiday rentals with wifi

House Internet Kissimmee
11 Sep - 18 Sep
-28%
£176
£127 per night
House ∙ 6 guests ∙ 3 bedrooms
4.7/5.0 "Outstanding"
(37 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
Details
Florida Villas & Homes by Elite, LLC
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House Internet Kissimmee
11 Sep - 18 Sep
-30%
£126
£88 per night
House ∙ 6 guests ∙ 3 bedrooms
Kissimmee, Osceola County, Florida, United States
Internet
Details
Premier Vacation Rentals
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House Internet Kissimmee
18 Sep - 25 Sep
-21%
£119
£94 per night
House ∙ 8 guests ∙ 4 bedrooms
4.5/5.0 "Outstanding"
(10 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
Details
Titan Vacation Homes
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Holiday lettings and apartments with air conditioning

House Aircondition Kissimmee
4 Sep - 11 Sep
-53%
£234
£111 per night
House ∙ 6 guests ∙ 3 bedrooms
4.0/5.0 "Very good"
(1 rating)
Kissimmee, Osceola County, Florida, United States
Aircondition
Details
Stars Vacation Homes
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House Aircondition Kissimmee
31 Jul - 7 Aug
-28%
£163
£118 per night
House ∙ 8 guests ∙ 3 bedrooms
Kissimmee, Osceola County, Florida, United States
Aircondition
Details
IPG Professional Management Inc
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House Aircondition Kissimmee
25 Apr - 2 May
£132 per night
House ∙ 9 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
Aircondition
Details
IPG Professional Management Inc
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Apartments and holiday lettings with a kitchen

Studio flat Kitchen Kissimmee
19 Jun - 26 Jun
-63%
£133
£50 per night
Studio flat ∙ 4 guests ∙ 1 bedroom
Kissimmee, Osceola County, Florida, United States
Kitchen
Details
Orlando Short Term LLC
View deal
Condo Kitchen Kissimmee
11 Sep - 18 Sep
-75%
£327
£82 per night
Condo ∙ 4 guests ∙ 1 bedroom
Kissimmee, Osceola County, Florida, United States
Kitchen
Details
Florida Magical Homes LLC
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House Kitchen Kissimmee
4 Sep - 11 Sep
-57%
£228
£98 per night
House ∙ 8 guests ∙ 4 bedrooms
4.5/5.0 "Outstanding"
(6 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
Kitchen
Details
Orlando Short Term LLC
View deal
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Popular holiday rental amenities in Kissimmee

  • Internet (8,310)
  • Pool (7,897)
  • No smoking (7,116)
  • TV (6,813)
  • Kitchen (6,558)
  • Air conditioning (6,159)
  • Microwave (5,706)
  • Washing machine (5,087)
  • Dishwasher (4,154)
  • BBQ (3,407)
  • No pets (2,792)
  • Hot tub (2,554)

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 can't imagine a holiday without internet or you want a rental with a pool, since a lot of the lettings include internet or pools. It is also possible to search for a holiday rental if you plan to go fishing , as 455 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 (18/12 - 25/12). Conversely, the cheapest average prices are in one week of September (11/09 - 18/09).

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 (26/06 - 03/07). More properties are available during one week of November (13/11 - 20/11), when the booking rate is only 23%.

The Weather in Kissimmee

max.
Min.
24°
14°
2 days 2
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23°
13°
4 days 4
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26°
15°
4 days 4
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29°
19°
5 days 5
max.
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30°
21°
6 days 6
max.
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32°
23°
14 days 14
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32°
24°
14 days 14
max.
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33°
24°
14 days 14
max.
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31°
23°
10 days 10
max.
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29°
20°
4 days 4
max.
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25°
16°
4 days 4
max.
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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.

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 £290, and their size, on average, is 266 m². Furthermore, if you're going in a group of 11, house rentals are an excellent accommodation type in Kissimmee, as they usually accommodate 11 people. You can also compare other property types in Kissimmee. Apartment rentals are another popular property type in Kissimmee, with 2,330 on offer. Apartment rentals have an average size of 158 m² in Kissimmee.

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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How to get to Kissimmee?

Getting to Kissimmee

The easiest way to get to Kissimmee is by the Orlando International Airport (MCO) which is an arrival point for most domestic and international flights. The Kissimmee Gateway Airport (ISM) is the nearest aviation facility to Walt Disney World, Sea World and UNIVERSAL Orlando. The quickest way to get to your Kissimmee holiday letting would be by taxi or by letting car.

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.

We list offers from thousands of providers, including:

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

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