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Holiday rentals in Kissimmee, FL

Search among 6848 available holiday rentals in Kissimmee from 50+ providers

If you're heading to Kissimmee and searching for somewhere to stay, on iBooked.ca you'll have a wide list of 6034 holiday rentals options to choose from. If you plan to stay close to Kissimmee Civic Center while you are in Kissimmee, you should book one of the 14 holiday villas here. Now that you know where to go, all that's left is for you to enter your dates and pick the best holiday home in Kissimmee.Hide
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Vacation rentals ×
10 adults
4 bedrooms
5 beds
View on map7.9 km from City Centre1.8 km from Gatorland
Set in Downtown Kissimmee district in Kissimmee, the property provides resort accommodation with the swimming pool.
7.0
Very good223 reviews
From   C$ 155 /nightSelect
Not available
6 adults
View on map10.2 km from City Centre700 m from Fun Spot USA
Offering location in Celebration district close to Dive Shop Kissimmee, this accommodation features 139 rooms and cots, a mini club and a play area.
7.0
Very good17 reviews
From   C$ 217 /nightSelect
Not available
8 adults
4 bedrooms
2 beds
21.3 km from City Centre
This traditional venue features art deco architecture and a garden in the centre of Kissimmee.
8.4
Great14 reviews
From   C$ 207 /nightSelect
Not available
9 adults
4 bedrooms
5 beds
8.8 km from City Centre1.1 km from Gatorland
Situated 9 km from Kissimmee Sports Arena & Rodeo in Kissimmee, this property features a patio, a golf course and a garden.
8.0
Great4 reviews
From   C$ 145 /nightSelect
Not available
10 adults
4 bedrooms
5 beds
23.0 km from City Centre
Set 35 km from Orlando International Airport in Kissimmee, this resort villa features a year-round outdoor swimming pool.
From   C$ 192 /nightSelect
Not available
10 adults
4 bedrooms
5 beds
8.9 km from City Centre1.1 km from Gatorland
This resort villa has a full kitchen and a play area, a game room and a playground for kids.
8.2
Great31 reviews
From   C$ 215 /nightSelect
Not available
10 adults
5 bedrooms
5 beds
22.5 km from City Centre
Situated in West Kissimmee district, this resort villa features an outdoor terrace and a private pool.
From   C$ 193 /nightSelect
Not available
8 adults
3 bedrooms
4 beds
8.5 km from City Centre
This villa, situated in the downtown area, includes an outdoor pool along with a private pool, a basketball court and a tennis court.
6.8
Nice28 reviews
From   C$ 130 /nightSelect
Not available
8 adults
3 bedrooms
4 beds
8.1 km from City Centre400 m from Fantasy Surf
Located in Kissimmee in Downtown Kissimmee district, this property features a patio, a swimming pool and a garden.
7.8
Very good10 reviews
From   C$ 89 /nightSelect
Not available
8 adults
4 bedrooms
4 beds
5.6 km from City Centre500 m from Capone's Dinner and Show
Situated in proximity to Medieval Times, the venue has a large pool and a play area, a game room and a playground for families with children.
7.6
Very good13 reviews
From   C$ 133 /nightSelect
Not available
14 adults
1 bedroom
3 beds
25.1 km from City Centre
Situated 22 km from Discovery Cove in Kissimmee, this self-catering villa features a garden and a heated pool.
10.0
Perfect1 review
From   C$ 164 /nightSelect
Not available
6 adults
1 bedroom
4 beds
7.8 km from City Centre1.8 km from Gatorland
Situated in a recreational area, this self-catering villa offers a swimming pool and a garden with pool views.
From   C$ 98 /nightSelect
Not available
8 adults
5 bedrooms
5 beds
22.6 km from City Centre
Positioned in West Kissimmee district, the villa includes a kitchen, as well as an outdoor swimming pool.
From   C$ 381 /nightSelect
Not available
10 adults
4 bedrooms
4 beds
23.0 km from City Centre
Situated in West Kissimmee district, 35 km from Orlando International Airport, the venue boasts an aqua park, a sun terrace and a garden.
From   C$ 183 /nightSelect
Not available
8 adults
4 bedrooms
4 beds
7.4 km from City Centre1000 m from Fantasy Surf
Located a few steps away from Fantasy Surf, the venue has an outdoor swimming pool and views of the river.
From   C$ 293 /nightSelect
Not available
The largest option:
5 adults
2 bedrooms
3 beds
6.6 km from City Centre400 m from Ice Factory,The
While staying in this 2-bedroom apartment with a nice balcony, guests can visit Osceola Center For the Arts.
9.0
Perfect1 review
From   C$ 116 /nightSelect
Not available
12 adults
5 bedrooms
7 beds
23.0 km from City Centre
Featuring a bar, a picnic area and a tennis court, the venue offers accommodation in West Kissimmee district of Kissimmee.
From   C$ 238 /nightSelect
Not available
10 adults
1 bedroom
2 beds
22.0 km from City Centre
Situated in proximity to Orlando Cat Cafe in West Kissimmee district, this resort villa offers a private swimming pool and a patio.
From   C$ 155 /nightSelect
Not available
8 adults
22.9 km from City Centre
This 4-bedroom property includes a private pool, and lies in proximity to Na'vi River Journey.
From   C$ 233 /nightSelect
Not available
9 adults
4 bedrooms
5 beds
4.8 km from City Centre1.4 km from Medieval Times
Located in Downtown Kissimmee district, this 4-bedroom property features a library and a tennis court.
From   C$ 120 /nightSelect
Not available

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6848 hotels found

FAQs about holiday lettings in Kissimmee

We created these 8 answers to questions about holiday lettings in Kissimmee to make your planning easier.

What are the most popular holiday rentals in Windsor Palms area?
Our visitors usually stay in high-rated holiday places in such districts as — Windsor Palms and Windsor Palms.
What are the top pet-friendly holiday rentals in Kissimmee?
Legacy Dunes Resort In Orlando Kissimmee Near Disney is an excellent choice among 37 pet-friendly holiday rentals in Kissimmee.
What budget holiday rentals in Kissimmee would you recommend?
Some of the top budget holiday rentals are:
Luxury Three Bedroom Condo Near Disney World from 136C$/night
Florida Vacation Villas from 183C$/night.
Click here to see more popular budget accommodation options.
How much does a 2-bedroom holiday house cost for a week?
A 2-bedroom holiday home costs about 511C$ per week for instance, check Laguna Bay'S Dream Condo.
How much does a 3-bedroom holiday house cost for a week?
A 3-bedroom house for rent costs approximately 80C$ per week try this popular option — Truro Vacation Condo In The Windsor Palms Resort By Ipg Florida.
What are the top-ranked holiday apartments next to a beach?
If you are searching for a beach villa, Bahama Bay Orlando By Owners is a great option to consider.
What are the most popular Kissimmee holiday rentals for a family stay?
Families heading to Kissimmee can stay close to Medieval Times Dinner & Tournament by booking Sonoma 7 Bedroom Pool Home 1852Sn.
What are the best holiday rentals with free wifi in Kissimmee?
According to guest ranking above 5.0/5, the best property providing free wi-fi is Letty'S Be Home.

Holiday rentals in Kissimmee

Handpicked holiday rentals in Kissimmee

If you want to admire nice views, book an apartment during your city escape close to Kissimmee Korners Shopping Center of Kissimmee. 5 apartments are within a short walk of Kissimmee Korners Shopping Center. Explore these superb offers and book the place you relish!

Exclusive luxury places to stay in Kissimmee

Luxury house rentals and apartments in Kissimmee are an optimal choice for those who want to feel on top of the world while on holiday. Kissimmee has a rich selection of luxury holiday rentals, including exclusive villas and apartments for rent that will you plunge in the exclusivity of this city. We will help you find the most splendid accommodation in Kissimmee.

High graded cheap holiday homes in Kissimmee

What happened to getting higher value for less money? Accommodations in Kissimmee are suitable for any budget and company. We get and examine the availability data in United States delivered by 100+ suppliers to offer nice and affordable holiday homes in Kissimmee for thrifty travellers. Surf through!

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