Holiday rentals in Kissimmee - Casamundo base64Hash Holiday rentals in Kissimmee - Casamundo

Holiday rentals in Kissimmee

Anytime
Guests
Anytime
Guests
3,891 accommodations available

  • Price per night

    • Up to £100
    • £100 - £199
    • From £200

  • Accommodation types

    • House
    • Apartment
    • Other

  • Distance to centre

    • 1 km
    • 2 km
    • 5 km

  • Rating

    • 4.5+
    • 4+

  • Booking Options

    • Instant Booking

  • Services

    • Pool
    • WiFi
    • Air conditioning
    • Kitchen
    • Parking
    • Washing machine
    • TV
    • Dishwasher
    • Microwave
    • Balcony/patio
    • Hot tub
    • Garden
    • Cot
    • Fireplace
    • Sauna

  • Accommodation type

    • Pet-friendly
    • No smoking
    • No pets
    • Wheelchair access

  • Activities

    • Grill
    • Fishing

Top 15 Recommended holiday lettings in Kissimmee

Find your perfect holiday home, apartment or cottage in Kissimmee from just £90 per night!

House Kissimmee
-7%
10 May - 17 May
House ∙ 24 guests ∙ 12 bedrooms
Kissimmee, Osceola County, Florida, United States
This spacious house rental in Kissimmee accommodates 24 guests and features a private pool, a garden, and balconies, perfect for family gatherings and making unforgettabl...
£282£262
per night
£282£262
per night
Check prices
Villa Kissimmee
-68%
10 Sept - 17 Sept
Free cancellation
399 m² villa ∙ 24 guests ∙ 9 bedrooms
Kissimmee, Osceola County, Florida, United States
This stunning villa in Kissimmee accommodates up to 24 guests and boasts a private heated pool, hot tub, and beautiful lake views. Perfect for families and events, it off...
£890£281
per night
£890£281
per night
Check prices
House Kissimmee
-58%
10 May - 17 May
245 m² house ∙ 15 guests ∙ 7 bedrooms
Kissimmee, Osceola County, Florida, United States
This fantastic house rental in Kissimmee accommodates up to 15 guests and features a heated pool, family-friendly amenities, a kitchen, parking, and is pet-friendly. Book...
£406£170
per night
Good(5 ratings)
£406£170
per night
Check prices
Apartment Kissimmee
-69%
26 Jul - 2 Aug
Free cancellation
95 m² apartment ∙ 6 guests ∙ 2 bedrooms
Kissimmee, Osceola County, Florida, United States
An inviting apartment rental in Kissimmee that accommodates six guests, featuring a pool, hot tub, fully equipped kitchen, and family-friendly amenities, plus convenient ...
£285£90
per night
Outstanding(26 ratings)
£285£90
per night
Check prices
House Kissimmee
-40%
2 Aug - 9 Aug
Free cancellation
304 m² house ∙ 24 guests ∙ 6 bedrooms
Kissimmee, Osceola County, Florida, United States
This stunning house rental in Kissimmee accommodates up to 24 guests, featuring a private pool, spa, balcony, and breathtaking lake and sea views, perfect for family geta...
£574£347
per night
£574£347
per night
Check prices
House Kissimmee
-47%
3 May - 10 May
167 m² house ∙ 8 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
This stunning house rental in Kissimmee accommodates up to 8 guests, featuring a beautiful pool, breathtaking ocean views, and convenient parking. Embrace the perfect get...
£260£138
per night
£260£138
per night
Check prices
House Kissimmee
-38%
6 Sept - 13 Sept
Free cancellation
353 m² house ∙ 20 guests ∙ 8 bedrooms
Kissimmee, Osceola County, Florida, United States
This stunning house rental in Kissimmee accommodates up to 20 guests and features a private pool, spa, hot tub, and a spacious kitchen, making it perfect for family gathe...
£642£400
per night
£642£400
per night
Check prices
House Kissimmee
-8%
17 May - 24 May
House ∙ 27 guests ∙ 10 bedrooms
Kissimmee, Osceola County, Florida, United States
A stunning house rental in Kissimmee, perfect for families with 27 guests. Enjoy a private pool, spacious kitchen, parking, and a lovely balcony for relaxation. Book your...
£265£245
per night
£265£245
per night
Check prices
House Kissimmee
-39%
19 Aug - 26 Aug
Free cancellation
399 m² house ∙ 25 guests ∙ 9 bedrooms
Kissimmee, Osceola County, Florida, United States
This spacious house rental in Kissimmee comfortably accommodates up to 25 guests, featuring a fully-equipped kitchen, family-friendly amenities, ample parking, and is per...
£535£326
per night
Outstanding(4 ratings)
£535£326
per night
Check prices
House Kissimmee
-72%
10 May - 17 May
Free cancellation
380 m² house ∙ 19 guests ∙ 9 bedrooms
Kissimmee, Osceola County, Florida, United States
This stunning house rental in Kissimmee welcomes up to 19 guests and features a private heated pool, hot tub, and a family-friendly kitchen, perfect for events and memora...
£938£262
per night
Outstanding(1 rating)
£938£262
per night
Check prices
House Kissimmee
-56%
19 May - 26 May
Free cancellation
175 m² house ∙ 6 guests ∙ 3 bedrooms
Kissimmee, Osceola County, Florida, United States
This delightful house rental in Kissimmee accommodates up to 6 guests and offers fantastic amenities including a pool, fully equipped kitchen, family-friendly environment...
£282£124
per night
Excellent(93 ratings)
£282£124
per night
Check prices
House Kissimmee
-68%
15 May - 22 May
358 m² house ∙ 14 guests ∙ 6 bedrooms
Kissimmee, Osceola County, Florida, United States
This stunning Kissimmee house rental comfortably accommodates up to 14 guests, featuring a private heated pool, a family-friendly kitchen, and ample parking, perfect for ...
£631£204
per night
Outstanding(1 rating)
£631£204
per night
Check prices
House Kissimmee
-61%
1 Sept - 8 Sept
Free cancellation
526 m² house ∙ 22 guests ∙ 9 bedrooms
Kissimmee, Osceola County, Florida, United States
This spacious house rental in Kissimmee accommodates up to 22 guests and features a private heated pool, hot tub, and family-friendly amenities, making it perfect for eve...
£1,019£394
per night
Outstanding(1 rating)
£1,019£394
per night
Check prices
House Kissimmee
-3%
6 May - 13 May
579 m² house ∙ 17 guests ∙ 7 bedrooms
Kissimmee, Osceola County, Florida, United States
This stunning house rental in Kissimmee accommodates up to 17 guests and features a private heated pool, spa, fireplace, and a spacious kitchen, making it perfect for fam...
£537£522
per night
£537£522
per night
Check prices
Villa Kissimmee
-64%
6 Sept - 13 Sept
Free cancellation
446 m² villa ∙ 23 guests ∙ 8 bedrooms
Kissimmee, Osceola County, Florida, United States
This stunning villa in Kissimmee accommodates up to 23 guests and features a private pool, spa, and breathtaking lake and sea views, making it perfect for family gatherin...
£685£244
per night
£685£244
per night
Check prices

Best holiday rental deals in Kissimmee

Save up to 74%

House Kissimmee
21 Sept - 28 Sept
-52%
£303
£146 per night
10 guests ∙ 4 bedrooms

200 m² House

Kissimmee, Osceola County, Florida, United States
Free cancellation
Check prices
House Kissimmee
4 Oct - 11 Oct
-63%
£417
£153 per night
8 guests ∙ 4 bedrooms

151 m² House

Kissimmee, Osceola County, Florida, United States
Free cancellation
Check prices
House Kissimmee
12 May - 19 May
-74%
£1,219
£314 per night
28 guests ∙ 12 bedrooms

449 m² House

5.0
Outstanding(1 rating)
Kissimmee, Osceola County, Florida, United States
Free cancellation
Check prices

Holiday lettings and apartments with air conditioning

Book your stay in an air-conditioned holiday rental in Kissimmee!

House Kissimmee
13 Sept - 20 Sept
-8%
£380
£351 per night
26 guests ∙ 13 bedrooms

House

Kissimmee, Osceola County, Florida, United States
Free cancellation
Air conditioning
Check prices
House Kissimmee
8 Sept - 15 Sept
-55%
£592
£266 per night
24 guests ∙ 8 bedrooms

House

Kissimmee, Osceola County, Florida, United States
Free cancellation
Air conditioning
Check prices
House Kissimmee
6 Dec - 13 Dec
-61%
£322
£124 per night
8 guests ∙ 4 bedrooms

172 m² House

Kissimmee, Osceola County, Florida, United States
Free cancellation
Air conditioning
Check prices
See all offers

Holiday homes with a patio or terrace

Sunset serenity: Book your Kissimmee holiday rental with a private terrace - relaxation awaits!

House Kissimmee
30 Nov - 7 Dec
-60%
£1,177
£477 per night
24 guests ∙ 12 bedrooms

449 m² House

4.5
Excellent(2 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
Balcony/Patio
Check prices
House Kissimmee
3 May - 10 May
-50%
£459
£232 per night
18 guests ∙ 8 bedrooms

House

Kissimmee, Osceola County, Florida, United States
Balcony/Patio
Check prices
House Kissimmee
27 May - 3 Jun
-66%
£855
£291 per night
16 guests ∙ 8 bedrooms

232 m² House

Kissimmee, Osceola County, Florida, United States
Free cancellation
Balcony/Patio
Check prices
Show more offers
13,175 reviews
We collected 13,175 reviews from travellers who stayed in Kissimmee. Holiday homes in this destination received an average rating of 4.4/5.

Frequently asked questions

What are the most popular accommodations in Kissimmee?

The most popular accommodation types in Kissimmee are house rentals and villa. With 3,891 accommodations in Kissimmee, the perfect holiday home is only one click away.

What does it cost to rent a holiday home in Kissimmee?

With Casamundo, you will find holiday rentals in Kissimmee starting from as little as £90. On average, properties in Kissimmee will have a size of 521 m² (Villa) and 285 m² (House rentals).

Do you offer pet-friendly house rentals in Kissimmee?

If you are travelling with your pet, we have the perfect solution: Apartment rental are the most pet-friendly accommodation types in Kissimmee. On average a pet-friendly rental costs £335 per night.

Do you also offer accommodations that are suitable for groups in Kissimmee ?

We have a great range of accommodations for groups in Kissimmee. On average, the house rentals has space for 12 guests.

Price and Availability Index for Kissimmee

Click on any bar to see price and availability information

Holiday Letting Price Information in Kissimmee

Rental availability information in Kissimmee

Top cities to visit

Show more

Most popular holiday destinations around Kissimmee

image-tag