Holiday lettings & accommodation in Kissimmee - Wimdu base64Hash Holiday lettings & accommodation in Kissimmee - Wimdu

Holiday lettings & accommodation in Kissimmee

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Top deals for holiday homes in Kissimmee

Find best holiday rental deals in Kissimmee and save up to 47%

House Kissimmee
e.g. 14/01 - 21/01 (Sat - Sat)
-17%
£170
£141 per night
House ∙ 8 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
e.g. 29/04 - 06/05 (Sat - Sat)
-47%
£493
£263 per night
Villa ∙ 13 guests ∙ 6 bedrooms
5.0
"Excellent" (6 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
e.g. 03/12 - 10/12 (Sat - Sat)
-20%
£304
£242 per night
House ∙ 12 guests ∙ 6 bedrooms
Kissimmee, Osceola County, Florida, United States
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Pet-friendly rentals in Kissimmee

Explore best dog-friendly accommodation offers and enjoy holidays with your pet

House Kissimmee
e.g. 29/10 - 05/11 (Sat - Sat)
£184 per night
House ∙ 8 guests ∙ 3 bedrooms
4.8
"Excellent" (9 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
Pet-friendly
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House Kissimmee
e.g. 24/09 - 01/10 (Sat - Sat)
-33%
£193
£129 per night
House ∙ 8 guests ∙ 3 bedrooms
4.0
"Very good" (4 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
Pet-friendly
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House Kissimmee
e.g. 20/08 - 27/08 (Sat - Sat)
£244 per night
House ∙ 10 guests ∙ 4 bedrooms
4.8
"Excellent" (4 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
Pet-friendly
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Accommodation with Internet in Kissimmee

Choose your ideal cottage with Internet and WiFi in Kissimmee

House Kissimmee
e.g. 22/10 - 29/10 (Sat - Sat)
-44%
£300
£168 per night
House ∙ 8 guests ∙ 4 bedrooms
4.5
"Outstanding" (6 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
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Villa Kissimmee
e.g. 21/09 - 28/09 (Wed - Wed)
-59%
£492
£202 per night
Villa ∙ 14 guests ∙ 6 bedrooms
Kissimmee, Osceola County, Florida, United States
Internet
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House Kissimmee
e.g. 11/11 - 18/11 (Fri - Fri)
£238 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
"Excellent" (78 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
Internet
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Holiday cottages with pool in Kissimmee

Discover best holiday homes and cottages with pool in Kissimmee

House Kissimmee
e.g. 27/08 - 03/09 (Sat - Sat)
-71%
£546
£159 per night
House ∙ 6 guests ∙ 3 bedrooms
Kissimmee, Osceola County, Florida, United States
Pool
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House Kissimmee
e.g. 25/03 - 01/04 (Sat - Sat)
-43%
£300
£170 per night
House ∙ 10 guests ∙ 4 bedrooms
4.7
"Outstanding" (14 ratings)
Kissimmee, Osceola County, Florida, United States
Pool
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House Kissimmee
e.g. 05/11 - 12/11 (Sat - Sat)
-43%
£297
£170 per night
House ∙ 8 guests ∙ 4 bedrooms
4.0
"Very good" (2 ratings)
Kissimmee, Osceola County, Florida, United States
Pool
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Best holiday rental offers in Kissimmee

House Kissimmee
e.g. 06/05 - 13/05 (Sat - Sat)
-40%
£427
£256 per night
House ∙ 12 guests ∙ 6 bedrooms
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
e.g. 05/11 - 12/11 (Sat - Sat)
-48%
£229
£119 per night
House ∙ 4 guests ∙ 2 bedrooms
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
e.g. 03/09 - 10/09 (Sat - Sat)
-53%
£301
£142 per night
House ∙ 10 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
e.g. 25/03 - 01/04 (Sat - Sat)
-39%
£283
£172 per night
House ∙ 8 guests ∙ 4 bedrooms
4.5
"Outstanding" (2 ratings)
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
e.g. 03/12 - 10/12 (Sat - Sat)
-28%
£281
£203 per night
Villa ∙ 8 guests ∙ 4 bedrooms
4.9
"Excellent" (13 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
e.g. 15/10 - 22/10 (Sat - Sat)
-26%
£598
£441 per night
House ∙ 18 guests ∙ 9 bedrooms
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
e.g. 24/09 - 01/10 (Sat - Sat)
-48%
£248
£129 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (1 rating)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
e.g. 04/09 - 11/09 (Sun - Sun)
-71%
£580
£170 per night
House ∙ 10 guests ∙ 5 bedrooms
Kissimmee, Osceola County, Florida, United States
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Maisonette Kissimmee
e.g. 10/09 - 17/09 (Sat - Sat)
-34%
£310
£206 per night
Maisonette ∙ 10 guests ∙ 3 bedrooms
Kissimmee, Osceola County, Florida, United States
Free cancellation
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Villa Kissimmee
e.g. 10/09 - 17/09 (Sat - Sat)
-38%
£522
£326 per night
Villa ∙ 10 guests ∙ 5 bedrooms
4.6
"Outstanding" (5 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
e.g. 10/09 - 17/09 (Sat - Sat)
-60%
£535
£212 per night
House ∙ 10 guests ∙ 5 bedrooms
3.9
"Good" (6 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
e.g. 18/09 - 25/09 (Sun - Sun)
-36%
£227
£145 per night
House ∙ 8 guests ∙ 4 bedrooms
4.7
"Outstanding" (3 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
e.g. 26/08 - 02/09 (Fri - Fri)
-63%
£407
£152 per night
House ∙ 8 guests ∙ 4 bedrooms
3.7
"Good" (3 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
e.g. 06/05 - 13/05 (Sat - Sat)
-35%
£644
£419 per night
House ∙ 18 guests ∙ 9 bedrooms
5.0
"Excellent" (1 rating)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
e.g. 15/10 - 22/10 (Sat - Sat)
-17%
£172
£143 per night
House ∙ 8 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
e.g. 03/09 - 10/09 (Sat - Sat)
-30%
£309
£218 per night
House ∙ 6 guests ∙ 3 bedrooms
4.7
"Outstanding" (6 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
e.g. 18/05 - 25/05 (Wed - Wed)
£312 per night
House ∙ 12 guests ∙ 6 bedrooms
5.0
"Excellent" (16 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
e.g. 22/10 - 29/10 (Sat - Sat)
-41%
£809
£476 per night
House ∙ 13 guests ∙ 6 bedrooms
4.3
"Very good" (17 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
e.g. 06/05 - 13/05 (Sat - Sat)
-66%
£566
£192 per night
House ∙ 8 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
e.g. 21/08 - 28/08 (Sun - Sun)
-61%
£546
£211 per night
House ∙ 10 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
e.g. 28/01 - 04/02 (Sat - Sat)
£204 per night
Villa ∙ 14 guests ∙ 5 bedrooms
5.0
"Excellent" (2 ratings)
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
e.g. 05/11 - 12/11 (Sat - Sat)
-47%
£234
£124 per night
Villa ∙ 10 guests ∙ 5 bedrooms
4.0
"Very good" (4 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
e.g. 07/09 - 14/09 (Wed - Wed)
-59%
£682
£277 per night
House ∙ 14 guests ∙ 5 bedrooms
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
e.g. 10/09 - 17/09 (Sat - Sat)
-23%
£143
£111 per night
Villa ∙ 6 guests ∙ 3 bedrooms
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
e.g. 25/03 - 01/04 (Sat - Sat)
-43%
£403
£229 per night
House ∙ 10 guests ∙ 5 bedrooms
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
e.g. 10/09 - 17/09 (Sat - Sat)
-43%
£486
£277 per night
House ∙ 12 guests ∙ 6 bedrooms
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
e.g. 03/12 - 10/12 (Sat - Sat)
-26%
£225
£167 per night
House ∙ 10 guests ∙ 5 bedrooms
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
e.g. 21/05 - 28/05 (Sat - Sat)
-37%
£334
£212 per night
House ∙ 10 guests ∙ 5 bedrooms
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
e.g. 03/12 - 10/12 (Sat - Sat)
-44%
£397
£221 per night
House ∙ 10 guests ∙ 5 bedrooms
4.9
"Excellent" (27 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
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House Kissimmee
e.g. 17/09 - 24/09 (Sat - Sat)
-72%
£575
£163 per night
House ∙ 10 guests ∙ 5 bedrooms
4.5
"Outstanding" (6 ratings)
Kissimmee, Osceola County, Florida, United States
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Condo Kissimmee
e.g. 22/08 - 29/08 (Mon - Mon)
-45%
£310
£170 per night
Condo ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (79 ratings)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
e.g. 03/12 - 10/12 (Sat - Sat)
-45%
£408
£224 per night
House ∙ 10 guests ∙ 5 bedrooms
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
e.g. 01/10 - 08/10 (Sat - Sat)
-21%
£392
£310 per night
House ∙ 12 guests ∙ 6 bedrooms
5.0
"Excellent" (1 rating)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
e.g. 24/09 - 01/10 (Sat - Sat)
-24%
£225
£172 per night
House ∙ 12 guests ∙ 6 bedrooms
4.0
"Very good" (1 rating)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
e.g. 14/01 - 21/01 (Sat - Sat)
-21%
£314
£247 per night
House ∙ 12 guests ∙ 6 bedrooms
5.0
"Excellent" (1 rating)
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
e.g. 21/05 - 28/05 (Sat - Sat)
-48%
£469
£245 per night
House ∙ 10 guests ∙ 5 bedrooms
Kissimmee, Osceola County, Florida, United States
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House Kissimmee
e.g. 10/09 - 17/09 (Sat - Sat)
-39%
£641
£389 per night
House ∙ 12 guests ∙ 6 bedrooms
Kissimmee, Osceola County, Florida, United States
Free cancellation
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House Kissimmee
e.g. 10/09 - 17/09 (Sat - Sat)
-45%
£451
£248 per night
House ∙ 12 guests ∙ 6 bedrooms
5.0
"Excellent" (1 rating)
Kissimmee, Osceola County, Florida, United States
Free cancellation
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House Kissimmee
e.g. 10/09 - 17/09 (Sat - Sat)
-24%
£181
£137 per night
House ∙ 6 guests ∙ 3 bedrooms
Kissimmee, Osceola County, Florida, United States
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Price and Availability Index for Kissimmee

Holiday Letting Price Information in Kissimmee

We analysed data from the last 12 months and built the graph above to show you accommodation prices in Kissimmee. Holiday rental prices in Kissimmee are at their highest in December and reach on average £454 per night. October is the cheapest month to book your holiday rental, so make sure to consider it when planning your next trip.

Holiday Home Availability Information in Kissimmee

Here, you can see how busy Kissimmee will be at different times of year. Only 27 of the holiday lettings in Kissimmee are available in June. If you'd like to visit then, make sure to book early! The week with the highest availability is in December (10/12 - 17/12) - 79 of the holiday rentals are still available.

Holiday Apartments, Accommodation and Villas in Kissimmee

Villa in Kissimmee The popular tourist destination of Kissimmee is a joy to visit and there are many exciting attractions that bring many people to the city every year. Kissimmee is located in Osceola County in Central Florida, just south of Orlando and sits on Lake Tohopekaliga, a huge stretch of water. The area of commonly referred to as Kissimmee-St Cloud as the neighbourhood of St Cloud is situated close to the east of Kissimmee. Kissimmee is very well located if you plan on using the city as a base for exploring the region and not only is Orlando close by but also major baseball arenas, Disney World and many excellent rural lakes and countryside to explore. Most tourist activity is centred around the area surrounding Highway 192 and the SR-535 which is the main road into Disney World.

Finding the right Accommodation

There is plenty of accommodation options available to visitors in the city of Kissimmee from hotels to hostels to bed and breakfasts. At Wimdu we are confident we have the perfect room in an apartment rental or villa to suit your personal tastes and budget. This personalised approach to accommodation rental means you will be staying in an apartment or villa privately owned by locals and you will get insider knowledge about Kissimmee which will only enhance your stay. Once you have compared the prices of our apartments and villas with the nearest hotels you will see how much money you can save. Wimdu is a cheap hotel alternative as we have accommodation rentals to suit all budgets and styles.

Fun Facts!

  • The oldest courthouse in America is located in Kissimmee!
  • Kissimmee is home to hundreds of different species of wildlife including approximately 35 different protected or endangered species.
  • Makinson’s Hardware Store located in Downtown Kissimmee is the oldest hardware store in the state of Florida.
  • At one time there were so many wild cows in Kissimmee, the residents of downtown had to fence in their yards to keep the cows out.

What to See and Do in Kissimmee

In Kissimmee, the possibilities for fun and adventure are endless. You may like to go flying across the water on a thrilling airboat ride and discover a world alive with tropical birds, turtles and legendary alligators. You may also like to travel to Old Town which is a shopping emporium housing many specialty stores, restaurants and amusement rides. At Old Town you can also see live music and be treated to over 325 classic cars, hot rods, street rods and antique cars which join in a colourful procession, cruising through the streets of Old Town. There’s even a free Ferris wheel here which will take you soaring above the rooftops of the Old Town! The Warbird Air Museum, Osceola Heritage Park and Silver Spurs Arena are all popular with tourists too. One of the most intriguing things to do in the area is to go on ‘EcoSafari’. Several companies offer trips into the local swampland where you can see all manner of flora and fauna. ‘Forever Florida’ is a 4700 eco-ranch and wildlife conservation area containing animals such as alligators, black bears and over 200 species of bird – amazing!

If all of that fun and adventure wasn’t enough, Kissimmee is just a quick drive from Orlando which means you are very close to amazing theme parks such as Walt Disney World Resort, Universal Orlando Resort, and SeaWorld Orlando. Added to this, if golf is your game, Kissimmee is a vacation dream come true. The year round warm weather and variety of golf courses are ideal for all levels including touring pro’s and absolute beginners.

Getting Around

There are various ways to get into Kissimmee. Orlando International Airport is where most people heading to Florida land at and the airport handles both international and domestic flights. From the airport Kissimmee is just a 25 minute drive along the L-4. If you’re landing at Orlando Airport be aware that security waiting lines can be long and don’t be surprised if you’re expected to wait for at least an hour especially during the busy summer season. Check-in times are also long so allow 2-3 hours when leaving/entering Orlando airport. Kissimmee also has a smaller airport that receives a lot of passengers bound for Walt Disney World, Sea World, Universal Studios and the Orange County Convention Centre. It is however mainly used by smaller light aircraft. By car the best way to get to Kissimmee is via the Florida Turnpike and leaving exit 242 or 249. Toll booths are in operation along the exits so be prepared with some money to hand. Interstate 4 takes drivers from Central Florida to Tampa or Daytona Beach. AMTRAK run daily trains on the routes Silver Star and Silver Meteor. Once you have arrived in Kissimmee you’ll find getting around fairly straightforward. Being an American city, Kissimmee is best navigated by car. Expect congestion in downtown Kissimmee but apart from that it’s a relatively enjoyable experience. The Lynx bus company run buses in and around Kissimmee. It is best to find your apartment or villa centred around your holiday, for example if you are heading to Kissimmee for visit some amusement parks, then look for your accommodation clost to the parks you wish to visit.

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