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

Holiday rentals in Kissimmee

Anytime
Guests
Anytime
Guests
5,346 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+

  • Popular amenities

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

  • Other Services

    • 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 £57 per night!

Villa Kissimmee
232 m² villa ∙ 12 guests ∙ 6 bedrooms

Children-friendly villa with terrace, private pool & BBQ | Lake view

Kissimmee, Osceola County, Florida, United States
This stunning villa in Kissimmee accommodates up to 12 guests and features a private heated pool, hot tub, and breathtaking lake views, perfect for family adventures and ...
from £217
per night
Outstanding(162 ratings)
from £217
per night
Check prices
Apartment Kissimmee
56 m² apartment ∙ 4 guests ∙ 2 bedrooms

Holiday apartment with terrace, private pool & jacuzzi

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 £57
per night
Outstanding(34 ratings)
from £57
per night
Check prices
Villa Kissimmee
Villa ∙ 6 guests ∙ 3 bedrooms

Villa with private pool | Nature view

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 £96
per night
Excellent(12 ratings)
from £96
per night
Check prices
House Kissimmee
139 m² house ∙ 8 guests ∙ 4 bedrooms

Holiday home with barbecue, pool & jacuzzi | Nature view

Kissimmee, Osceola County, Florida, United States
This stunning house rental in Kissimmee accommodates up to 8 guests and features a pool, hot tub, family-friendly kitchen, and ample parking, making it perfect for your n...
from £64
per night
Outstanding(54 ratings)
from £64
per night
Check prices
House Kissimmee
117 m² house ∙ 8 guests ∙ 3 bedrooms

Fully equipped holiday home with private pool & barbeque

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 £81
per night
Outstanding(3 ratings)
from £81
per night
Check prices
House Kissimmee
280 m² house ∙ 8 guests ∙ 4 bedrooms

Holiday home with garden, jacuzzi & heated pool | Nature view | Perfect for remote work

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 £84
per night
Very good(30 ratings)
from £84
per night
Check prices
Villa Kissimmee
149 m² villa ∙ 8 guests ∙ 4 bedrooms

Villa with private pool, terrace & hot tub | Nature view | Perfect for remote work

Kissimmee, Osceola County, Florida, United States
This delightful villa in Kissimmee accommodates up to eight guests and features a private heated pool, hot tub, kitchen, and family-friendly amenities, perfect for an unf...
from £99
per night
Excellent(150 ratings)
from £99
per night
Check prices
House Kissimmee
House ∙ 11 guests ∙ 5 bedrooms

Holiday home with BBQ & pool

Kissimmee, Osceola County, Florida, United States
Ideal for family getaways, this spacious house rental in Kissimmee accommodates up to 11 guests and features a refreshing pool, a fully equipped kitchen, and convenient p...
from £116
per night
Outstanding(3 ratings)
from £116
per night
Check prices
House Kissimmee
288 m² house ∙ 12 guests ∙ 6 bedrooms

Children-friendly holiday home with terrace, private pool & sauna | Suitable for remote work

Kissimmee, Osceola County, Florida, United States
This stunning house rental in Kissimmee accommodates up to 12 guests, featuring a private heated pool, hot tub, sauna, and a spacious garden—perfect for unforgettable fam...
from £194
per night
Outstanding(226 ratings)
from £194
per night
Check prices
House Kissimmee
House ∙ 14 guests ∙ 5 bedrooms

Family-friendly holiday home with garden, terrace & hot tub | Pets are welcome

Kissimmee, Osceola County, Florida, United States
This spacious house in Kissimmee accommodates up to 14 guests and features a private pool, hot tub, and garden, making it perfect for family getaways. Enjoy a pet-friendl...
from £156
per night
Very good(9 ratings)
from £156
per night
Check prices
House Kissimmee
306 m² house ∙ 16 guests ∙ 6 bedrooms

House with hot tub, BBQ & private pool | City view | Good for workation

Kissimmee, Osceola County, Florida, United States
Experience the ultimate getaway in this spacious Kissimmee house rental, featuring a private pool, hot tub, and family-friendly amenities, perfect for up to 16 guests and...
from £150
per night
Very good(9 ratings)
from £150
per night
Check prices
House Kissimmee
167 m² house ∙ 6 guests ∙ 3 bedrooms

Children-friendly holiday home with private pool, garden & terrace | City view

Kissimmee, Osceola County, Florida, United States
This delightful house rental in Kissimmee accommodates up to 6 guests and features a private heated pool, hot tub, garden, and a well-equipped kitchen, perfect for family...
from £116
per night
Very good(22 ratings)
from £116
per night
Check prices
House Kissimmee
House ∙ 12 guests ∙ 6 bedrooms

Holiday home with private pool, barbecue & terrace

Kissimmee, Osceola County, Florida, United States
This fantastic house rental in Kissimmee accommodates up to 12 guests and features a private heated pool, family-friendly amenities, a fully equipped kitchen, and conveni...
from £133
per night
Outstanding(328 ratings)
from £133
per night
Check prices
House Kissimmee
House ∙ 13 guests ∙ 4 bedrooms

Fully equipped lovely house with pool, terrace & barbeque | Good for workation | Pets are welcome

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
Good(5 ratings)
from £132
per night
Check prices
House Kissimmee
372 m² house ∙ 18 guests ∙ 9 bedrooms

House with BBQ, private pool & terrace | Lake view

Kissimmee, Osceola County, Florida, United States
This stunning house rental in Kissimmee accommodates 18 guests and boasts a private heated pool, hot tub, and breathtaking lake views, perfect for a memorable family geta...
from £258
per night
Excellent(129 ratings)
from £258
per night
Check prices

Holiday homes with a pool

Ready to dive in? Holiday homes with pools await in Kissimmee - reserve your rental!

House Kissimmee
from £115 per night
130 m² House ∙ 6 guests ∙ 3 bedrooms

Child-friendly house with private pool & terrace | City view

4.8
Outstanding(128 ratings)
Kissimmee, Osceola County, Florida, United States
Pool
Check prices
House Kissimmee
from £204 per night
379 m² House ∙ 17 guests ∙ 7 bedrooms

Holiday home with BBQ, private pool & terrace

4.1
Very good(45 ratings)
Kissimmee, Osceola County, Florida, United States
Pool
Check prices
House Kissimmee
from £113 per night
232 m² House ∙ 9 guests ∙ 4 bedrooms

Family-friendly pleasant holiday home with garden, private pool & barbecue | Nature view

4.6
Excellent(157 ratings)
Kissimmee, Osceola County, Florida, United States
Pool
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Pet-Friendly Holiday Homes

Reserve a pet-friendly holiday rental in Kissimmee - plan your paw-fect getaway!

House Kissimmee
from £127 per night
House ∙ 10 guests ∙ 4 bedrooms

Pleasant house with private pool & BBQ | Pet-friendly

5.0
Outstanding(94 ratings)
Kissimmee, Osceola County, Florida, United States
Pet-friendly
Check prices
Villa Kissimmee
from £79 per night
121 m² Villa ∙ 8 guests ∙ 3 bedrooms

Fully equipped charming villa with pool, sauna & hot tub | Pets allowed

4.8
Outstanding(184 ratings)
Kissimmee, Osceola County, Florida, United States
Pet-friendly
Check prices
House Kissimmee
from £139 per night
194 m² House ∙ 14 guests ∙ 5 bedrooms

Child-friendly beautiful house with terrace, BBQ & jacuzzi | Pets are welcome

4.7
Excellent(27 ratings)
Kissimmee, Osceola County, Florida, United States
Pet-friendly
Check prices
Show more offers
196 reviews
We collected 196 reviews from travellers who stayed in Kissimmee. Holiday homes in this destination received an average rating of 4.2/5.

Frequently asked questions

What are the most popular accommodations in Kissimmee?

The most popular accommodation types in Kissimmee are house rentals and villa. With 5,346 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 £57. On average, properties in Kissimmee will have a size of 355 m² (Villa) and 281 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 £292 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

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Holiday Letting Price Information in Kissimmee

Rental availability information in Kissimmee

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