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

Holiday rentals in Kissimmee

Anytime
1 guest
Anytime
1 guest
4,230 accommodations available

  • Price per night

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

  • Accommodation types

    • House
    • Apartment
    • Other

  • Distance to center

    • 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

Recommended holiday lettings in Kissimmee

Find your perfect holiday home, apartment or cottage in Kissimmee from just £70 per night!

Villa Kissimmee
-39%
3 May - 10 May
Free cancellation
157 m² Villa ∙ 4 bedrooms ∙ 8 guests
Kissimmee, Osceola County, Florida, United States
This stunning villa in Kissimmee welcomes up to 8 guests and features a refreshing pool, a fully equipped kitchen, and convenient parking, making it perfect for an unforg...
£216£133
per night
£216£133
per night
Check prices
House Kissimmee
-68%
30 Nov - 7 Dec
House ∙ 2 bedrooms ∙ 4 guests
Kissimmee, Osceola County, Florida, United States
A delightful house rental in Kissimmee awaits, perfect for up to four guests with a pool, fully equipped kitchen, convenient parking, and pets welcome. An ideal getaway f...
£231£72
per night
Good(9 ratings)
£231£72
per night
Check prices
House Kissimmee
-68%
30 Nov - 7 Dec
303 m² House ∙ 8 bedrooms ∙ 16 guests
Kissimmee, Osceola County, Florida, United States
This spacious house rental in Kissimmee accommodates up to 16 guests and features a private pool, hot tub, garden, and balcony, making it an ideal family-friendly getaway...
£506£170
per night
£506£170
per night
Check prices
House Kissimmee
-3%
14 Dec - 21 Dec
Free cancellation
House ∙ 4 bedrooms ∙ 9 guests
Kissimmee, Osceola County, Florida, United States
This fantastic holiday home in Kissimmee accommodates up to 9 guests and boasts a stunning lakeview, private pool, spacious garden, and a fully equipped kitchen—perfect f...
£201£164
per night
Outstanding(1 rating)
£201£164
per night
Check prices
Villa Kissimmee
-76%
7 Dec - 14 Dec
331 m² Villa ∙ 8 bedrooms ∙ 24 guests
Kissimmee, Osceola County, Florida, United States
This stunning villa in Kissimmee accommodates up to 24 guests and features a private heated pool, hot tub, fully-equipped kitchen, and ample parking. An ideal getaway awa...
£1,036£245
per night
£1,036£245
per night
Check prices
House Kissimmee
-47%
2 Dec - 9 Dec
Free cancellation
304 m² House ∙ 6 bedrooms ∙ 12 guests
Kissimmee, Osceola County, Florida, United States
This stunning house rental in Kissimmee offers a private pool, spa, and hot tub, perfect for family fun. Enjoy a spacious kitchen, balcony, and ample parking for up to 12...
£365£218
per night
£365£218
per night
Check prices
House Kissimmee
-49%
7 Dec - 14 Dec
263 m² House ∙ 8 bedrooms ∙ 17 guests
Kissimmee, Osceola County, Florida, United States
This stunning house rental in Kissimmee accommodates up to 17 guests, featuring a heated pool, hot tub, and spacious kitchen, perfect for family gatherings and unforgetta...
£378£199
per night
Good(70 ratings)
£378£199
per night
Check prices
House Kissimmee
-49%
1 Feb - 8 Feb
Free cancellation
345 m² House ∙ 7 bedrooms ∙ 16 guests
Kissimmee, Osceola County, Florida, United States
Experience the perfect getaway in Kissimmee with this spacious house rental, featuring a heated pool, hot tub, and a family-friendly kitchen, accommodating up to 16 guest...
£381£180
per night
Very good(29 ratings)
£381£180
per night
Check prices
House Kissimmee
-54%
8 May - 15 May
Free cancellation
283 m² House ∙ 5 bedrooms ∙ 10 guests
Kissimmee, Osceola County, Florida, United States
This stunning house rental in Kissimmee accommodates up to 10 guests and boasts a private pool, spa, lakeview, and hot tub, making it perfect for a memorable family getaw...
£320£152
per night
£320£152
per night
Check prices
House Kissimmee
-68%
30 Nov - 7 Dec
396 m² House ∙ 10 bedrooms ∙ 22 guests
Kissimmee, Osceola County, Florida, United States
This stunning house rental in Kissimmee accommodates up to 22 guests and features a private pool, a hot tub, and beautiful lake and sea views, perfect for a memorable get...
£351£234
per night
£351£234
per night
Check prices
House Kissimmee
-4%
7 Dec - 14 Dec
1000 m² House ∙ 3 bedrooms ∙ 6 guests
Kissimmee, Osceola County, Florida, United States
This stunning house rental in Kissimmee offers stunning lake and sea views, a pool, hot tub, and a spacious garden, perfect for a family getaway. Ideal for up to six gues...
£112£106
per night
£112£106
per night
Check prices
House Kissimmee
-45%
10 May - 17 May
Free cancellation
186 m² House ∙ 3 bedrooms ∙ 9 guests
Kissimmee, Osceola County, Florida, United States
This stunning house rental in Kissimmee accommodates up to 9 guests and features a pool, hot tub, and beautiful lake views, perfect for families and events. Enjoy the spa...
£155£98
per night
£155£98
per night
Check prices
House Kissimmee
-72%
1 Dec - 8 Dec
607 m² House ∙ 8 bedrooms ∙ 16 guests
Kissimmee, Osceola County, Florida, United States
Upstay brings you this pet-friendly luxurious Bella Vida Resort home, boasting 8 bedrooms, with capacity of up to 16 guests at a time. You'll love the open concept design...
£446£170
per night
£446£170
per night
Check prices
House Kissimmee
-42%
14 Sept - 21 Sept
Free cancellation
223 m² House ∙ 4 bedrooms ∙ 8 guests
Kissimmee, Osceola County, Florida, United States
This stunning house in Kissimmee accommodates up to 8 guests and boasts a pool, hot tub, and beautiful lake views. Ideal for family events, it features a spa, fireplace, ...
£200£117
per night
£200£117
per night
Check prices
House Kissimmee
-67%
23 Oct - 30 Oct
Free cancellation
280 m² House ∙ 5 bedrooms ∙ 12 guests
Kissimmee, Osceola County, Florida, United States
This stunning house rental in Kissimmee accommodates up to 12 guests and features a private pool, hot tub, spa, and lovely garden, perfect for a memorable family getaway....
£425£144
per night
Very good(2 ratings)
£425£144
per night
Check prices

Best holiday rental deals in Kissimmee

Save up to 37%

House Kissimmee
9 Jan - 16 Jan
-18%
£371
£303 per night
449 m² House ∙ 26 guests ∙ 12 bedrooms
Kissimmee, Osceola County, Florida, United States
Free cancellation
Check prices
Apartment Kissimmee
18 Jan - 25 Jan
-37%
£203
£128 per night
113 m² Apartment ∙ 6 guests ∙ 3 bedrooms
Kissimmee, Osceola County, Florida, United States
Free cancellation
Check prices
House Kissimmee
29 Mar - 5 Apr
-4%
£159
£153 per night
170 m² House ∙ 9 guests ∙ 4 bedrooms
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!

Apartment Kissimmee
30 Nov - 7 Dec
-50%
£195
£95 per night
119 m² Apartment ∙ 7 guests ∙ 3 bedrooms
Kissimmee, Osceola County, Florida, United States
Air conditioning
Check prices
House Kissimmee
20 Sept - 27 Sept
-69%
£552
£180 per night
351 m² House ∙ 18 guests ∙ 8 bedrooms
Kissimmee, Osceola County, Florida, United States
Free cancellation
Air conditioning
Check prices
Apartment Kissimmee
18 Jan - 25 Jan
-36%
£181
£114 per night
113 m² Apartment ∙ 6 guests ∙ 3 bedrooms
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
27 Sept - 4 Oct
-68%
£502
£148 per night
278 m² House ∙ 14 guests ∙ 5 bedrooms
Kissimmee, Osceola County, Florida, United States
Free cancellation
Balcony/Patio
Check prices
House Kissimmee
13 Sept - 20 Sept
-47%
£698
£223 per night
392 m² House ∙ 20 guests ∙ 10 bedrooms
4.5
Excellent(2 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
Balcony/Patio
Check prices
House Kissimmee
11 May - 18 May
-53%
£443
£207 per night
House ∙ 23 guests ∙ 8 bedrooms
Kissimmee, Osceola County, Florida, United States
Free cancellation
Balcony/Patio
Check prices
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50 reviews
We collected 50 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 4,230 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 £70. On average, properties in Kissimmee will have a size of 312 m² (Villa) and 308 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 £330 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 13 guests.

Price and Availability Index for Kissimmee

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Holiday Letting Price Information in Kissimmee

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