Kissimmee Villa Rentals - HomeToGo base64Hash Kissimmee Villa Rentals - HomeToGo

Kissimmee Villa Rentals

Find 21,669 available offers from 114 partners
Kissimmee
Anytime
Guests
Kissimmee
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Guests

Popular Filters to discover the perfect holiday home in Kissimmee

House
2 Adults
Pets allowed
Hot tub
Pool
Cottage
Cabin

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.

Show all 21,669 properties

Apartments and holiday lettings with a kitchen

Looking for self-catering accommodation in Kissimmee? Find the perfect letting for you with our selection of Kissimmee holiday rentals with kitchens. Well-appointed and equipped with plenty of cooking appliances, these holiday homes are great for self-catered stays.

House  Kissimmee
25 May - 1 Jun
£239 per night
House ∙ 14 guests ∙ 5 bedrooms

Holiday Home in Kissimmee with Private Pool

4.3
Very good (71 ratings)
Kissimmee, Osceola County, Florida, United States
Kitchen
Details
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Villa  Kissimmee
10 Sept - 17 Sept
£233 per night
Villa ∙ 14 guests ∙ 7 bedrooms

Villa in Kissimmee with Private Pool

4.1
Very good (45 ratings)
Kissimmee, Osceola County, Florida, United States
Kitchen
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House  Kissimmee
15 Apr - 22 Apr
£166 per night
House ∙ 9 guests ∙ 4 bedrooms

House in Kissimmee with Pool

4.9
Outstanding (54 ratings)
Kissimmee, Osceola County, Florida, United States
Kitchen
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Holiday rentals with wifi

Whether it's for working remotely or streaming your favourite shows, internet access can be an indispensable amenity when it comes to choosing a holiday home. Check out HomeToGo's range of holiday lettings with WiFi in Kissimmee and enjoy a fast and reliable internet connection during your stay.

House  Kissimmee
7 May - 14 May
£124 per night
House ∙ 6 guests ∙ 1 bedroom

Standard Holiday Home in Four Corners with Private Pool

4.2
Very good (320 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
Details
HomeToGo
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Cottage  Kissimmee
7 May - 14 May
£148 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage in Kissimmee with Pool

Kissimmee, Osceola County, Florida, United States
Internet
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HomeToGo
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House  Kissimmee
7 May - 14 May
£157 per night
House ∙ 12 guests ∙ 6 bedrooms

Spacious Holiday Home in Kissimmee with Private Pool

4.6
Excellent (116 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
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Holiday lettings and apartments with air conditioning

Good weather while on holiday is always great - and it's a plus to be able to control the temperature in your accommodation too. Find holiday homes and apartments in Kissimmee with air conditioning and cooling systems to ensure maximum comfort during your stay.

House  Kissimmee
11 May - 18 May
-52%
£287
£137 per night
House ∙ 6 guests ∙ 3 bedrooms

Beautiful Holiday Home in Kissimmee

4.0
Very good
Kissimmee, Osceola County, Florida, United States
Air conditioning
Details
Vacasa
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House  Kissimmee
10 Sept - 17 Sept
£126 per night
House ∙ 9 guests ∙ 4 bedrooms

Holiday Home in Kissimmee with Pool, Barbecue & Terrace

4.6
Excellent (34 ratings)
Kissimmee, Osceola County, Florida, United States
Air conditioning
Details
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House  Kissimmee
26 Oct - 2 Nov
£207 per night
House ∙ 14 guests ∙ 5 bedrooms

Holiday Home in Kissimmee with Private Pool

Kissimmee, Osceola County, Florida, United States
Air conditioning
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Best holiday rental deals in Kissimmee

Save up to 9%

House Kissimmee
10 Sept - 17 Sept
-9%
£107
£97 per night
House ∙ 8 guests ∙ 4 bedrooms

Lovely Holiday Home in Kissimmee with Pool

4.0
Very good (48 ratings)
Kissimmee, Osceola County, Florida, United States
Details
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House Kissimmee
10 Sept - 17 Sept
-3%
£203
£196 per night
House ∙ 15 guests ∙ 6 bedrooms

Holiday Home in Kissimmee with Large Pool

4.6
Excellent (66 ratings)
Kissimmee, Osceola County, Florida, United States
Details
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Villa Kissimmee
10 Sept - 17 Sept
-3%
£206
£200 per night
Villa ∙ 10 guests ∙ 5 bedrooms

Beautiful Villa in Kissimmee with Pool, Sauna & Terrace

4.3
Very good (27 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Vrbo
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Book a top quality holiday home for as little as £81 per night by exploring the 21,669 properties listed in Kissimmee. HomeToGo instantly sorts all of these holidays rentals so you can save up to 46%!

Recommended holiday lettings in Kissimmee

Rent a holiday home, apartment or cottage in Kissimmee from just £81 per night

Villa Kissimmee
10 Sept - 17 Sept
£137 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Beautiful Villa in Kissimmee with Garden, Terrace & Barbecue + Beautiful View

4.6
Excellent (90 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Vrbo
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House Kissimmee
25 May - 1 Jun
£129 per night
House ∙ 8 guests ∙ 1 bedroom

Holiday Home in Kissimmee with Pool & Barbecue

3.6
Good (416 ratings)
Kissimmee, Osceola County, Florida, United States
Details
HomeToGo
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House Kissimmee
19 Oct - 26 Oct
£151 per night
House ∙ 7 guests ∙ 3 bedrooms

House in Kissimmee with Private Pool

4.8
Outstanding (113 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Vrbo
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House Kissimmee
10 Sept - 17 Sept
£119 per night
House ∙ 8 guests ∙ 4 bedrooms

Holiday Home in Kissimmee with Beautiful Pool

4.9
Outstanding (112 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Vrbo
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House Kissimmee
25 May - 1 Jun
£132 per night
House ∙ 8 guests ∙ 4 bedrooms

Private Holiday Home in Kissimmee with Private Pool + Conservation View

4.4
Very good (92 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Vrbo
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House Kissimmee
26 Oct - 2 Nov
£218 per night
House ∙ 10 guests ∙ 5 bedrooms

Holiday Home in Kissimmee with Communal Pool

5.0
Outstanding (2 ratings)
Kissimmee, Osceola County, Florida, United States
Details
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House Kissimmee
13 Apr - 20 Apr
£154 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Kissimmee with Private Pool

4.8
Outstanding (82 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Vrbo
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Villa Kissimmee
10 Sept - 17 Sept
£132 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Villa in Kissimmee with Pool

4.3
Very good (27 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Vrbo
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House Kissimmee
10 Sept - 17 Sept
£136 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Kissimmee with Private Pool

4.5
Excellent (30 ratings)
Kissimmee, Osceola County, Florida, United States
Details
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Budget-friendly Holiday Homes in Kissimmee

Find Fantastic yet Cheap Lettings

Villa Kissimmee
10 Sept - 17 Sept
£139 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Villa in Kissimmee with Private Pool

4.9
Outstanding (83 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Vrbo
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House Kissimmee
11 May - 18 May
£179 per night
House ∙ 8 guests ∙ 4 bedrooms

Nice Holiday Home in Kissimmee with Pool & Barbecue

4.5
Excellent (69 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Vrbo
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House Kissimmee
25 May - 1 Jun
£119 per night
House ∙ 6 guests ∙ 1 bedroom

Lovely House in Kissimmee with Pool, Garden & Barbecue

5.0
Outstanding (6 ratings)
Kissimmee, Osceola County, Florida, United States
Details
HomeToGo
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Top-Rated Lettings and Properties in Kissimmee

Book Holiday Letting Offers with the Highest User Rating

Villa Kissimmee
11 May - 18 May
-4%
£99
£96 per night
Villa ∙ 6 guests ∙ 3 bedrooms

Lovely Villa in Kissimmee with Terrace, Pool, Hot Tub

4.5
Excellent (76 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Vrbo
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House Kissimmee
26 Oct - 2 Nov
£107 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Kissimmee with Pool, Sauna & Terrace

4.8
Outstanding (27 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Vrbo
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House Kissimmee
25 May - 1 Jun
-3%
£133
£129 per night
House ∙ 9 guests ∙ 3 bedrooms

Nice House in Kissimmee with Pool, Barbecue & Sauna

4.7
Excellent (6 ratings)
Kissimmee, Osceola County, Florida, United States
Details
Vrbo
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Popular holiday rental amenities in Kissimmee

  • Pool (19,508)
  • WiFi (20,941)
  • Air conditioning (20,801)
  • Parking (1,756)
  • TV (19,995)
  • Washing machine (16,752)
  • Kitchen (20,798)
  • Dishwasher (14,373)
  • Hot tub (3,180)
  • Grill (7,375)
  • Microwave (15,811)
  • No smoking (18,789)

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 need internet access during your holidays, since a lot of the lettings include Pool or Internet. It is also possible to search for a holiday rental if you want a letting with a sauna , as 874 of the listed properties there include Sauna.

Price and Availability Index for Kissimmee

Click on any bar to see price and availability information

Holiday Letting Price Information in Kissimmee

The graph shows the average holiday rental prices for the next twelve months in Kissimmee. In Kissimmee, prices rise to around £414 in December (21/12 – 28/12). Prices decrease in September to an average of £214 per night (28/09 – 05/10).

Rental availability information in Kissimmee

Check how busy Kissimmee is with our availability graph. In one week of March (08/03 – 15/03), 75% of the holiday homes are booked. Conversely, 60% of the lettings are still available during a week in December (21/12 – 28/12).

The Weather in Kissimmee

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Jan.
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- Rainy days

Check out the climate diagram for Kissimmee. On average, the warmest month is August. In contrast, February is the coldest month in Kissimmee. The wettest month is June, while the driest month is January.

7-Day Weather Forecast in Kissimmee

Sat, 13 Apr
25°
23°

0%

6 h

10 km/h

Sun, 14 Apr
27°
25°

0%

6 h

8 km/h

Mon, 15 Apr
30°
28°

10%

6 h

16 km/h

Tue, 16 Apr
31°
28°

10%

5 h

23 km/h

Wed, 17 Apr
33°
31°

10%

3 h

13 km/h

Thu, 18 Apr
33°
32°

0%

3 h

8 km/h

Fri, 19 Apr
33°
33°

0%

5 h

23 km/h

Accommodation options for your holiday in Kissimmee

Many of the rentals (60.66%) in Kissimmee are house rentals. They are the most common holiday lettings on offer there. These types of accommodation have a median size of 264 m² and cost, on average, £337 a night. Furthermore, these properties are usually a great option if you're going in a group of 12, as that's the average number of holidaymakers that house rentals can accommodate in Kissimmee. A villa is the second most available type of rental in Kissimmee. Villa in Kissimmee usually have an average size of 322 m².
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.

Information about holiday rentals in Kissimmee

🏡 Holiday homes available 21,669 rentals
💳 Discounts available up to 46%
🌙 Nightly prices from £81
⭐ Popular amenities Pool, Internet and Air conditioning
🐾 Pet friendly rentals 1,963 properties
🏊 Holiday rentals with pools 18,899 properties
24 reviews
Kissimmee holiday rentals have an average rating of 4.1/5 across 24 reviews left by travellers.

Frequently Asked Questions

How many holiday lets are available to book in Kissimmee?

There are 21,669 holiday rentals from 114 providers on offer in Kissimmee.

What is the most popular holiday home amenity in Kissimmee?

The top three amenities our customers choose for holiday rentals in Kissimmee are Pool, Internet and Air conditioning.

How many holiday lettings in Kissimmee have a pool?

Holiday rentals with pools are 87 of all in Kissimmee.

What's the perfect time to travel to Kissimmee?

January and December are the months with the least amount of rain in Kissimmee.

Can you get deals on holiday accommmodation in Kissimmee?

You can get great value holiday accommodation in Kissimmee with the cost per night for a letting starting at just £81 - and HomeToGo has launched a range of filters that make it easy to see some awesome deals. When thinking about the timing for your holiday, make use of HomeToGo's flexible dates technology to quickly locate low-price timings and get discounts of up to 46%. Furthermore, HomeToGo's 'distance from' filter lets you locate top quality accommodation offers in lower-price, under-the-radar locales which are still near to your desired destination, whether that's sand and sea, a mountain for snowboarding, or a city's urban hub. Start searching with time to spare to get the benefits of the greatest variety of options and low prices - and do so free from stress by utilising HomeToGo's 'free cancellation' filter as you look for the perfect holiday home.

What are the advantages of booking a holiday rental in Kissimmee with HomeToGo?

From increased privacy away from the crowds to more space to enjoy with your travel companions, holiday lettings in Kissimmee provide a variety of bonuses. HomeToGo surfaces genuine ratings from verified visitors, and searching is safe, easy, and hassle-free - so with 21,669 lets from 114 providers in the area, you're bound to discover the ideal holiday home with the amenities and features you need in Kissimmee.

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