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Holiday Holiday homes and Villas for rent in Kissimmee, FL

Search among 6515 available holiday houses in Kissimmee from 50+ providers

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Villas ×
10 adults
4 bedrooms
5 beds
View on map6.7 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 good220 reviews
From   C$ 155 /nightSelect
Not available
6 adults
View on map9.0 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$ 210 /nightSelect
Not available
8 adults
3 bedrooms
4 beds
21.9 km from City Centre
Located in the centre of Kissimmee, this hotel offers an outdoor pool and a 24-hour bar.
8.0
Great238 reviews
From   C$ 131 /nightSelect
Not available
8 adults
4 bedrooms
2 beds
20.1 km from City Centre
This traditional venue features art deco architecture and a garden in the centre of Kissimmee.
8.4
Great13 reviews
From   C$ 270 /nightSelect
Not available
10 adults
4 bedrooms
5 beds
7.7 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$ 214 /nightSelect
Not available
9 adults
4 bedrooms
5 beds
7.7 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.
From   C$ 149 /nightSelect
Not available
10 adults
5 bedrooms
5 beds
21.3 km from City Centre
Situated in West Kissimmee district, this resort villa features an outdoor terrace and a private pool.
From   C$ 195 /nightSelect
Not available
10 adults
4 bedrooms
5 beds
21.8 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$ 190 /nightSelect
Not available
8 adults
3 bedrooms
4 beds
6.9 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
3 bedrooms
4 beds
7.4 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$ 134 /nightSelect
Not available
8 adults
4 bedrooms
4 beds
4.4 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$ 105 /nightSelect
Not available
14 adults
1 bedroom
3 beds
23.9 km from City Centre
Situated 22 km from Discovery Cove in Kissimmee, this self-catering villa features a garden and a heated pool.
7.4
Very good2 reviews
From   C$ 194 /nightSelect
Not available
6 adults
3 bedrooms
3 beds
5.4 km from City Centre1.1 km from Siesta Lago Mobile Home Vlg
Set 8 km from the city centre, this self-catering property features a Jacuzzi and a sauna.
From   C$ 164 /nightSelect
Not available
6 adults
1 bedroom
4 beds
6.6 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
21.5 km from City Centre
Positioned in West Kissimmee district, the villa includes a kitchen, as well as an outdoor swimming pool.
From   C$ 380 /nightSelect
Not available
8 adults
4 bedrooms
4 beds
6.2 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$ 284 /nightSelect
Not available
10 adults
4 bedrooms
4 beds
21.8 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$ 185 /nightSelect
Not available
10 adults
5 bedrooms
5 beds
23.7 km from City Centre
Located in West Kissimmee district, this villa features a terrace along with a fully equipped kitchen.
From   C$ 100 /nightSelect
Not available
12 adults
5 bedrooms
7 beds
21.8 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$ 334 /nightSelect
Not available
12 adults
1 bedroom
4 beds
21.6 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$ 230 /nightSelect
Not available

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6515 hotels found

FAQs about holiday houses and cottages in Kissimmee

We created these 12 answers to questions about cabin rentals in Kissimmee to make your planning easier.

What are the most favoured pet-friendly holiday houses in Kissimmee?

If you want to stay with pets, iBooked.ca offers 43 deals to select from. Check Royal Laguna Villas By Magical Memories at the cost of 157C$ per night, featuring a tennis court, an outdoor swimming pool and a gym on site. Another great option is Tropical Palms Resort & Campground at the cost of 244C$ per one night. Other suitable properties are Windsor Mansion and Green Condo At Windsor Palms Resort.

What are the best cheap villas in Kissimmee?

For those searching for a budget stay, iBooked.ca offers 4256 accommodations to select from. Among the best villas, we recommend Harry Potter And Princess Themed Rooms with an outdoor swimming pool, cots and a Jacuzzi on site. It costs about 230C$ per night. Visitors also like Holiday Escape, featuring a tennis court, an outdoor swimming pool and a golf course at a reasonable price of 279C$ per night. Other suitable accommodations are Newest Water Resort Multiple Rooms Available, Emerald Island Resort By Orlando Select Vacation Rental and La Bella Vita.

What are the best budget villas in Kissimmee with weekly rates?

Among the best accommodations in Kissimmee, you may book West Lucaya By Fvh at the cost of 1579C$ per week. It offers an outdoor swimming pool, free parking and a free private car park on site.

What are the best villas in Kissimmee offering a pool?

According to iBooked.ca travel data, there are more than 2799 properties with pools. Check Royal Laguna Villas By Magical Memories (rating: 7.0/10), a good property with tour/ticket assistance, a laundry room and a cash machine/banking services. It offers cable channels, a dining area and a TV in the rooms and costs 157C$ per night. As an alternative, check Orlando Vacation Rentals at the cost of 397C$ per one night. Other good properties are Crystal Cove Resort-4704Grrli, Not Rear Neighbors In Goofy Retreat In Champion Gates and Gorgeous Four Bd W/ Pool Close To Disney 5035.

How much does it cost to stay in villa in Kissimmee?

The average prices for Kissimmee properties are: The average prices for Kissimmee properties are: Newest Water Resort Multiple Rooms Available costs about 557C$ per night.

What are the top family holiday houses in Kissimmee?

For a perfect family stay, check one of available deals on iBooked.ca. You may book Multi Resorts At Fantasy World for about 226C$ per night. This villa is situated 3.5 km from Old Town with a tennis court, an outdoor swimming pool and an aqua park on site. You may also check Family Friendly Four Bedrooms W Pool 4896 rated 7.0/10 with an outdoor swimming pool, a golf course and a Jacuzzi.

What are the top holiday houses in Kissimmee with a hot tub?

IBooked.ca offers 421 deals providing jacuzzi to select from. You may like Sonoma Resort 2600Ya Villa offering an outdoor swimming pool, a Jacuzzi and video games at the price of 551C$ per one night. Bikini Bottom rated 7.0/10 is also a perfect accommodation with jacuzzi. It costs 235C$ per night and has a tennis court, an outdoor swimming pool and a golf course. Other suitable options are Sonoma 7 Bedroom Pool Home 1852Sn, Comfy House Well Decorated And Themed Rooms In Storey Lake, Near Disney - 4804 and Villas At Seven Dwarfs Lane Resort.

What are the best lakeside holiday houses in Kissimmee?

Check Villas At Seven Dwarfs Lane Resort at the price of 132C$ per night.

What are the top holiday houses in Kissimmee that are good for couples?

According to iBooked.ca travel data, there are 4 deals for couples. Enjoy staying at Homes4Uu Vacation Homes (rating: 9.4/10) at the cost of 254C$ per night. It's situated 450 metres from Tuscan Hills Boulevard and offers an outdoor swimming pool, free parking and free private parking. Alternatively, book Tropical Dream - Townhouse 3 Bedrooms Near Disney rated 8.0/10 for 120C$ per night. This apartment offers a flat-screen TV with satellite channels and flat-screen television in the rooms.

What are the best holiday houses in Kissimmee with kitchens?

To stay at the top holiday house with a kitchen, iBooked.ca offers 3 properties to select from. If you enjoy cooking, book Windsor Hills By Funquest Vacation with a rating 8.2/10 for 223C$ per night, providing a gym, a swimming pool and 24-hour reception.

Which cheap holiday houses in Kissimmee have free parking?

If you want to stay at the place with free parking, iBooked.ca has 1704 deals to offer. For instance, Amsun Vacation Homes, a good choice located 4.6 km from Mystic Dunes Golf Club at Mystic Dunes Resort. It features an outdoor swimming pool, a free car park and complimentary private parking. Also you may check Villas At Seven Dwarfs Lane Resort, a top villa with a tennis court, an aqua park and a business centre on site.

What are the top holiday houses in Kissimmee near Kissimmee Lakefront Park?

According to iBooked.ca travel data, there are various deals to select from. For instance, book Comfy House Well Decorated And Themed Rooms In Storey Lake, Near Disney - 4804, a top villa, which is set a 5-minute walk from Kissimmee Lakefront Park. Another good option is 85961 3 Bedroom Home Eagle Pointe at the cost of 189C$ per night.