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Cottages in Kissimmee, FL

Search among 3960 available cottages in Kissimmee from 50+ providers.

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28Sept2022Wednesday
29Sept2022Thursday
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12 adults
5 bedrooms
7 beds
View on map14.7 mi from City Center
The villa features a swimming pool and boasts a Jacuzzi and a sauna, which can be enjoyed a 50-minute drive from SeaWorld Orlando.
From   US$ 312 /nightSelect
Not available
8 adults
4 bedrooms
4 beds
View on map4.0 mi from City Center500 yd from Capone's Dinner and Show
Placed in West Kissimmee district near Kissimmee Go-Karts, the venue offers volleyball, billiard and fishing to meet your needs and expectations.
7.6
Very good13 reviews
From   US$ 102 /nightSelect
Not available
6 adults
6.8 mi from City Center700 yd from Fun Spot USA
Near the hotel, there are a bus stop and a train station and guests can easily reach Fun Spot America Kissimmee which is not far away.
7.0
Very good17 reviews
From   US$ 71 /nightSelect
Not available
14 adults
1 bedroom
3 beds
16.0 mi from City Center
Situated in Kissimmee, a 50-minute drive to SeaWorld Orlando, this villa features the garden and a sunny patio.
7.4
Very good2 reviews
From   US$ 196 /nightSelect
Not available
8 adults
3 bedrooms
4 beds
5.5 mi from City Center500 yd from Fantasy Surf
Set 15 km from Congo River Golf in Kissimmee, this self-catering property features a seasonal outdoor pool.
7.8
Very good10 reviews
From   US$ 71 /nightSelect
Not available
8 adults
3 bedrooms
4 beds
14.8 mi from City Center
Situated in a market area of Kissimmee, this hotel features a heated indoor pool and a tennis court.
8.0
Great238 reviews
From   US$ 79 /nightSelect
Not available
14 adults
7 bedrooms
7 beds
3.9 mi from City Center1.0 mi from Medieval Times
Situated 23 km from Orlando International Airport, this property features a sunbathing terrace, a tennis court and a golf course.
From   US$ 213 /nightSelect
Not available
16 adults
6 bedrooms
6 beds
3.3 mi from City Center1300 yd from Give Kids The World Village
Placed 6 km from the centre of Kissimmee, the venue includes a seasonal outdoor pool, a sun terrace and a garden available to all guests.
7.8
Very good7 reviews
From   US$ 301 /nightSelect
Not available
6 adults
3 bedrooms
3 beds
2.5 mi from City Center1.1 mi from Give Kids The World Village
Situated 8 km from Old Town in Kissimmee, this venue features a year-round outdoor pool, a tennis court and a golf course.
From   US$ 109 /nightSelect
Not available
8 adults
4 bedrooms
4 beds
3.5 mi from City Center1000 yd from Medieval Times
Located near Medieval Times Dinner, the hotel offers terrace views and a swimming pool.
9.2
Perfect526 reviews
From   US$ 118 /nightSelect
Not available
10 adults
5 bedrooms
5 beds
500 yd from City Center500 yd from Kissimmee Amtrak Station
Situated in the popular area of Kissimmee 1 km from the city centre, the villa boasts a patio and a golf course.
7.0
Very good1 review
From   US$ 225 /nightSelect
Not available
12 adults
4 bedrooms
4 beds
10.5 mi from City Center800 yd from Arnold Palmer Golf Course
This is a 4-bedroom villa, set in proximity to Reunion Resort Golf Course.
From   US$ 182 /nightSelect
Not available
8 adults
3 bedrooms
4 beds
5.8 mi from City Center
Located in a downtown area of Kissimmee, the accomodation offers the swimming pool and a patio.
6.8
Nice28 reviews
From   US$ 92 /nightSelect
Not available
10 adults
4 bedrooms
5 beds
5.4 mi from City Center1.1 mi from Gatorland
The exclusive villa lies in proximity to Dive Shop Kissimmee and provides a fully equipped kitchen with a mini-refrigerator, a cooktop and a washing machine.
7.0
Very good220 reviews
From   US$ 114 /nightSelect
Not available
10 adults
4 bedrooms
5 beds
14.0 mi from City Center
Situated 9 km from Disney's Hollywood Studios in Kissimmee, this property features a sun terrace and a golf course.
From   US$ 249 /nightSelect
Not available
18 adults
8 bedrooms
10 beds
10.8 mi from City Center
Situated next to Corpus Christi Catholic Church, this 8-bedroom property features cots, a kids' club and a playroom for families with kids.
From   US$ 428 /nightSelect
Not available
8 adults
3 bedrooms
4 beds
9.7 mi from City Center
This property with an outdoor swimming pool and a golf course is less than 1.9 km away from Orange County Convention Center.
From   US$ 124 /nightSelect
Not available
10 adults
1 bedroom
2 beds
14.1 mi from City Center
Set 17 km from Green Meadows Petting Farm in Kissimmee, this property features a year-round outdoor pool and a patio.
From   US$ 125 /nightSelect
Not available
8 adults
4 bedrooms
4 beds
3.9 mi from City Center1400 yd from Medieval Times
Situated 2 km from Kissimmee Value Outlet Shops in Kissimmee, this venue features a private swimming pool.
From   US$ 197 /nightSelect
Not available
8 adults
4 bedrooms
4 beds
400 yd from City Center500 yd from Kissimmee Amtrak Station
Located 1.8 km from Art In Motion LLC, this villa features a private pool and is equipped with a kitchen.
From   US$ 118 /nightSelect
Not available

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3960 hotels found

FAQs about cottages in Kissimmee

Check 8 answers in our FAQ if you are looking for cottages in Kissimmee.

What are the best cottage rentals in Kissimmee?

Travelers who are searching for the best private accommodation, Booked.net offers 5 deals to pick from. One of the best vacation cottages is Magical Memories Villas-Disney Area By Ipg Florida, which costs 124US$ per night and offers a tennis court, an outdoor swimming pool and a gym on site. Alternatively, you may book Cozykey Vacation Rentals rated 10.0/10 for 189US$ per night. It offers an outdoor swimming pool, cribs and complimentary private parking. The rooms are equipped with complimentary WiFi, TV and wireless Internet.

What are the best cheap vacation cottages in Kissimmee?

If you're on budget, Booked.net offers 7 options to pick from. For instance, book Caribe Cove Resort (rating: 8.0/10), it has 24-hour reception, tea service and laundry service, as well as steam baths, cribs and a Jacuzzi on site. Another perfect budget place is Tropical Palms Resort rated 7.0/10 offering an outdoor swimming pool, shopping service and a gym on site. This option costs 137US$ per night.

What are the best Kissimmee cottages featuring a hot tub?

We recommend Fairytale Escape providing an outdoor swimming pool, a Jacuzzi and a playroom on site. It costs 140US$ per night. Alternatively, book Venetian Bay Villages Resort for 134US$ per night. It features a tennis court, an outdoor swimming pool and a plunge pool on site.

What are top Kissimmee cottages for rent next to Brinson Park?

One of the coolest option is Fairytale Escape offering an outdoor swimming pool, a Jacuzzi and a playroom on site. It costs 140US$ per night.

What are the top pet-friendly cottages in Kissimmee?

If you want to stay in Kissimmee with your pet, Booked.net offers 16 options to pick from. You may book Tropical Palms Resort rated 7.0/10 located a 25-minute walk from Celebration Golf Club. It costs 137US$ per night and provides an outdoor swimming pool, shopping service and a gym.

What are the best Kissimmee cottages offering a swimming pool?

If you want to stay at the best Kissimmee cottage with a pool, Booked.net offers 348 accommodation to pick from. We recommend Orlando Vacation Rental Homes with an outdoor swimming pool, a sunbathing terrace and ironing on site. It costs 145US$ per night. Alternatively, check Tropical Palms Resort for 137US$ per night. This cool place for rent has 24 hour front desk assistance and express check-out, as well as an outdoor swimming pool, shopping service and a gym on site.

What are the best waterfront cottages in Kissimmee?

According to Booked.net travel data, there are 3 beachfront properties to pick from. Check Bahama Bay Resort 22110 at the cost of 297US$ per night. It's placed in West Kissimmee district and offers a tennis court, an outdoor swimming pool and a Jacuzzi on site. Alternatively, book The Oaks Villa - Near Disney-Universal Studio offering a tennis court, an outdoor swimming pool and concierge service on site. It costs 137US$ per night.

What are the best romantic cottages in Kissimmee?

To visit Kissimmee during a romantic trip, travelers usually pick one of 4 top-ranked cottages. You may like Windsor At Westside (rating: 8.0/10) offering cribs and ironing on site. It costs 130US$ per night. Alternatively, check Multi Resorts At Fantasy World rated 6.6/10 offering 24-hour front desk and concierge service, as well as a tennis court, concierge service and water slides. It costs 151US$ per night.