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

Holiday rentals in Kissimmee

Anytime
Guests
Anytime
Guests
9,965 accommodations available

  • Price per night

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

  • Accommodation types

    • House
    • Apartment
    • Holiday park

  • Distance to centre

    • 1 mi
    • 2 mi
    • 3 mi

  • Rating

    • 4.5+
    • 4+

  • 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 £62 per night!

Villa Kissimmee
Villa ∙ 6 guests ∙ 3 bedrooms
Kissimmee, Osceola County, Florida, United States
This stunning villa in Kissimmee accommodates up to six guests, featuring a private pool, fully equipped kitchen, and convenient parking, making it the perfect getaway!
from £93
per night
Excellent(10 ratings)
from £93
per night
Check prices
Villa Kissimmee
328 m² villa ∙ 12 guests ∙ 6 bedrooms
Kissimmee, Osceola County, Florida, United States
This stunning villa in Kissimmee offers a private pool, hot tub, and beautiful lake views, perfect for family gatherings. With room for 12 and pet-friendly amenities, it'...
from £329
per night
Outstanding(117 ratings)
from £329
per night
Check prices
Villa Kissimmee
446 m² villa ∙ 12 guests ∙ 6 bedrooms
Kissimmee, Osceola County, Florida, United States
This stunning villa in Kissimmee accommodates up to 12 guests, featuring a private pool, hot tub, fully equipped kitchen, balcony, and ample parking. An ideal getaway awa...
from £138
per night
Good(5 ratings)
from £138
per night
Check prices
House Kissimmee
House ∙ 13 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
This spacious house rental in Kissimmee accommodates up to 13 guests and features a pool, fireplace, fully equipped kitchen, parking, and is pet-friendly—perfect for your...
from £132
per night
Very good(3 ratings)
from £132
per night
Check prices
House Kissimmee
204 m² house ∙ 12 guests ∙ 5 bedrooms
Kissimmee, Osceola County, Florida, United States
This stunning house rental in Kissimmee accommodates up to 12 guests and features a private pool, hot tub, and beautiful lake views, perfect for an unforgettable family g...
from £152
per night
Outstanding(81 ratings)
from £152
per night
Check prices
House Kissimmee
117 m² house ∙ 8 guests ∙ 3 bedrooms
Kissimmee, Osceola County, Florida, United States
This fabulous house rental in Kissimmee accommodates up to 8 guests and features a private heated pool, fully equipped kitchen and ample parking, making it perfect for yo...
from £84
per night
Outstanding(2 ratings)
from £84
per night
Check prices
House Kissimmee
607 m² house ∙ 24 guests ∙ 12 bedrooms
Kissimmee, Osceola County, Florida, United States
This spacious house rental in Kissimmee accommodates up to 24 guests and features a fantastic pool, well-equipped kitchen, family-friendly amenities, and convenient parki...
from £263
per night
Excellent(7 ratings)
from £263
per night
Check prices
House Kissimmee
280 m² house ∙ 8 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
This delightful house rental in Kissimmee accommodates up to 8 guests and features a heated pool, hot tub, garden, and a pet-friendly atmosphere, ideal for family fun and...
from £81
per night
Very good(27 ratings)
from £81
per night
Check prices
House Kissimmee
House ∙ 12 guests ∙ 5 bedrooms
Kissimmee, Osceola County, Florida, United States
This stunning house rental in Kissimmee accommodates up to 12 guests and features a private pool, fully equipped kitchen, and convenient parking—perfect for an unforgetta...
from £175
per night
Very good(3 ratings)
from £175
per night
Check prices
Villa Kissimmee
326 m² villa ∙ 14 guests ∙ 7 bedrooms
Kissimmee, Osceola County, Florida, United States
This stunning villa in Kissimmee accommodates 14 guests and features a private heated pool, hot tub, and picturesque lakeview. Enjoy family-friendly amenities in a beauti...
from £190
per night
Very good(47 ratings)
from £190
per night
Check prices
House Kissimmee
House ∙ 10 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
This spacious house rental in Kissimmee accommodates up to 10 guests and welcomes pets, making it the perfect getaway for families and friends looking to explore Orlando'...
from £97
per night
Very good(23 ratings)
from £97
per night
Check prices
Villa Kissimmee
400 m² villa ∙ 18 guests ∙ 9 bedrooms
Kissimmee, Osceola County, Florida, United States
This stunning villa in Kissimmee offers a private pool, spacious kitchen, and family-friendly amenities, accommodating up to 18 guests. Ideal for a memorable getaway with...
from £275
per night
Excellent(18 ratings)
from £275
per night
Check prices
Apartment Kissimmee
56 m² apartment ∙ 4 guests ∙ 2 bedrooms
Kissimmee, Osceola County, Florida, United States
This delightful house rental in Kissimmee accommodates four guests and features a private pool, well-equipped kitchen, family-friendly garden, and convenient parking. A p...
from £65
per night
Outstanding(33 ratings)
from £65
per night
Check prices
House Kissimmee
House ∙ 8 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
Experience a fantastic getaway in Kissimmee with this spacious house rental that accommodates eight guests, featuring a private pool, hot tub, and convenient parking for ...
from £121
per night
Good(20 ratings)
from £121
per night
Check prices
Villa Kissimmee
2888 m² villa ∙ 16 guests ∙ 8 bedrooms
Kissimmee, Osceola County, Florida, United States
This stunning villa in Kissimmee accommodates up to 16 guests, featuring a private heated pool, hot tub, and family-friendly amenities. Perfect for making unforgettable m...
from £274
per night
Outstanding(37 ratings)
from £274
per night
Check prices

Holiday lettings and apartments with air conditioning

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

House Kissimmee
from £193 per night
18 guests ∙ 9 bedrooms

407 m² House

5.0
Outstanding(5 ratings)
Kissimmee, Osceola County, Florida, United States
Air conditioning
Check prices
Villa Kissimmee
from £135 per night
10 guests ∙ 5 bedrooms

251 m² Villa

4.5
Excellent(224 ratings)
Kissimmee, Osceola County, Florida, United States
Air conditioning
Check prices
Villa Kissimmee
from £614 per night
40 guests ∙ 15 bedrooms

627 m² Villa

4.4
Very good(50 ratings)
Kissimmee, Osceola County, Florida, United States
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
from £102 per night
12 guests ∙ 5 bedrooms

167 m² House

4.3
Very good(103 ratings)
Kissimmee, Osceola County, Florida, United States
Balcony/Patio
Check prices
House Kissimmee
from £531 per night
38 guests ∙ 15 bedrooms

592 m² House

4.4
Very good(21 ratings)
Kissimmee, Osceola County, Florida, United States
Balcony/Patio
Check prices
House Kissimmee
from £100 per night
6 guests ∙ 3 bedrooms

168 m² House

4.0
Very good(74 ratings)
Kissimmee, Osceola County, Florida, United States
Balcony/Patio
Check prices
Show more offers
883 reviews
We collected 883 reviews from travellers who stayed in Kissimmee. Holiday homes in this destination received an average rating of 4.1/5.

Frequently asked questions

What are the most popular accommodations in Kissimmee?

The most popular accommodation types in Kissimmee are house rentals and villa. With 9,965 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 £62. On average, properties in Kissimmee will have a size of 437 m² (Villa) and 290 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 £297 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