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Holiday rentals in Kissimmee, FL

Search among 6061 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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Tropical Palms Resort & Campground photos Exterior
Lodge
6 adults
View on map10.6 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$ 227 /nightSelect
Not available
Emerald Island Resort In Orlando/Kissimmee Near Disney photos Exterior
Villa
8 adults
3 bedrooms
4 beds
View on map20.1 km from City Centre
Set 18 km from Kissimmee Sports Arena & Rodeo in Kissimmee, this property features a bar, a tennis court and a golf course.
From   C$ 124 /nightSelect
Not available
Lovely 3 Bedroom Condo In Windsor Palms Resort photos Exterior
Villa
8 adults
19.6 km from City Centre
Situated 17 km from Plaza del Sol Kissimmee, this self-catering villa features a terrace and an outdoor swimming pool.
From   C$ 147 /nightSelect
Not available
Four Bedroom Townhome W/ Game Room 5128 photos Exterior
Villa
9 adults
1 bedroom
4 beds
8.9 km from City Centre1.8 km from Gatorland
Located in Downtown Kissimmee district, the villa has an outdoor pool and offers views of the patio.
From   C$ 156 /nightSelect
Not available
Magical Memories Villas-Disney Area By Ipg Florida photos Exterior
Villa
10 adults
4 bedrooms
5 beds
8.3 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$ 321 /nightSelect
Not available
Trafalgar Village photos Room
Villa
8 adults
10.2 km from City Centre
The property is fitted with an outdoor pool and is situated less than 8 km from Kissimmee Sports Arena & Rodeo.
From   C$ 328 /nightSelect
Not available
Florida Vacation Villas photos Exterior
Apartment
6 adults
2 bedrooms
3 beds
8.2 km from City Centre1.9 km from Gatorland
Offering location in Downtown Kissimmee district close to Candle U, this accommodation features 60 rooms and cots, a playroom and a playground.
8.2
Great16 reviews
From   C$ 1 329 /nightSelect
Not available
Encantada Resort photos Exterior
Villa
8 adults
4 bedrooms
2 beds
21.7 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$ 185 /nightSelect
Not available
Holiday Villas Of Kissimmee photos Exterior
Villa
10 adults
1 bedroom
2 beds
22.3 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$ 171 /nightSelect
Not available
How To Rent Your Own Private Luxury Home On Reunion Resort And Spa Orlando Apartment 3017 photos Exterior
Apartment
8 adults
3 bedrooms
3 beds
17.5 km from City Centre400 m from Watson Golf Course
Boasting an aqua park, water slides and a tennis court, this apartment, suitable for 8 guests, is set about 7 km from Corpus Christi Catholic Church.
From   C$ 252 /nightSelect
Not available
Windsor Sunrise By Florida Spirit photos Exterior
Villa
10 adults
5 bedrooms
5 beds
22.4 km from City Centre
Located 3.1 km from Northeast Regional Park, this villa features a private swimming pool and is equipped with a fully-fitted kitchen.
From   C$ 417 /nightSelect
Not available
Cumbrian Lakes 4645Cl photos Exterior
Apartment
10 adults
5 bedrooms
3 beds
5.8 km from City Centre600 m from Xtreme Paintball Xperience
Set 3.8 km from 192 Flea Market, this apartment has a kitchen and 3 bathrooms.
From   C$ 269 /nightSelect
Not available
Villas At Seven Dwarfs Lane Resort photos Exterior
Villa
8 adults
4 bedrooms
4 beds
6.1 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$ 122 /nightSelect
Not available
Lucaya Village By Fvh photos Exterior
Villa
10 adults
4 bedrooms
5 beds
9.3 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$ 216 /nightSelect
Not available
Paradise Palms Resort By Florida Scandi Vacation Homes photos Exterior
Villa
12 adults
1 bedroom
4 beds
23.2 km from City Centre
This property is 17 km from Orlando Premium Outlets and welcomes its guests to enjoy canoeing, hiking and bowling.
From   C$ 233 /nightSelect
Not available
Beachtree Villas photos Exterior
Apartment
7.0 km from City Centre600 m from Siesta Lago Mobile Home Vlg
In addition to an outdoor Jacuzzi and a sauna, the affordable apartment boasts close proximity to Medieval Times and excellent transport links with a bus stop right in front.
9.0
Perfect2 reviews
From   C$ 514 /nightSelect
Not available
Starmark Vacation Homes Davenport photos Exterior
Villa
10 adults
23.6 km from City Centre
Located in a resort area near Celebration Town Center, this accommodation comes with a microwave oven, a dishwasher and a fridge in a fully furnished kitchen.
From   C$ 211 /nightSelect
Not available
Orlando Vacation Rental Homes photos Exterior
Villa
14 adults
1 bedroom
3 beds
25.4 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$ 170 /nightSelect
Not available
Homes4Uu Kissimmee Vacation Homes photos Exterior
Villa
10 adults
5 bedrooms
5 beds
8.5 km from City Centre1.7 km from Gatorland
Set 1200 metres from Psychic Aura Shop in Kissimmee, this residential venue features a private swimming pool.
9.4
Perfect1 review
From   C$ 298 /nightSelect
Not available
Amsun Vacation Homes photos Exterior
Villa
10 adults
1 bedroom
2 beds
22.4 km from City Centre
Situated in West Kissimmee district of Kissimmee, 7 km from Disney's Blizzard Beach Water Park, this venue boasts an outdoor swimming pool and a garden.
From   C$ 157 /nightSelect
Not available
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FAQs about holiday lettings in Kissimmee

These are 8 useful recommendations about holiday lettings in Kissimmee.

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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