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Compare 990 Cottages in Kissimmee with updated reviews, rates, and availability.

Margarita Porch Paradise
Outdoor dining
Margarita Porch Paradise
5.0 star property
10.0 out of 10, Exceptional, (1)
"The house was beautiful and comfortable for our family, we would have stayed longer! The resort is fun, plenty of stores and good restaurants. We will definitely come back. "
Margarita Porch Paradise
1-bedroom cottage just a 13-minute walk to Old Town
Exterior of cottage
1-bedroom cottage just a 13-minute walk to Old Town
9.2 out of 10, Wonderful, (120)
"This is a super cute little cottage. It is easily accessible on the property. I saw deer and other wildlife on the property. It was very peaceful and perfect lovation for our trip. "
1-bedroom cottage just a 13-minute walk to Old Town
Contemporary Home w/ Hot Tub: 4 Mi to Disney Magic
Kissimmee Vacation Rental | 4BR | 3BA | 2 Stories | 1,500 Sq Ft
Contemporary Home w/ Hot Tub: 4 Mi to Disney Magic
9.6 out of 10, Exceptional, (27)
"Great place to stay. "
Contemporary Home w/ Hot Tub: 4 Mi to Disney Magic
Stunning Villa With Themed Room's and Game Room, Right Across From the Club House #7sl9003
Pool
Stunning Villa With Themed Room's and Game Room, Right Across From the Club House #7sl9003
3.0 star property
Stunning Villa With Themed Room's and Game Room, Right Across From the Club House #7sl9003
Amazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621
Living room
Amazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621
3.0 star property
Amazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621
Jedi cottage 4 miles from Disney! Mins from universal!
Interior
Jedi cottage 4 miles from Disney! Mins from universal!
10.0 out of 10, Exceptional, (17)
"Extended our stay at Disney and decided to stay off property the one day! Kathryn was a great host!"
The price is SAR 319
SAR 850 total
includes taxes & fees
4 Dec - 5 Dec
Jedi cottage 4 miles from Disney! Mins from universal!
Enchanted Cottage with Pool and Mini-Golf Near Disney
Enchanted Cottage - 1 bedroom, 1 bathroom near Disney
Enchanted Cottage with Pool and Mini-Golf Near Disney
9.6 out of 10, Exceptional, (14)
"This location was perfect for me and my two dogs. "
Enchanted Cottage with Pool and Mini-Golf Near Disney
3000 Latitude Lane
Outdoor spa tub
3000 Latitude Lane
3.0 star property
10.0 out of 10, Exceptional, (2)
"Great stay!"
3000 Latitude Lane
Orlando Home w/ Lake View, Pool & Game Room!
Exterior
Orlando Home w/ Lake View, Pool & Game Room!
3.0 star property
Orlando Home w/ Lake View, Pool & Game Room!
Kissimmee Vacation Home: Heated Pool, Near Disney!
Pool
Kissimmee Vacation Home: Heated Pool, Near Disney!
3.0 star property
Kissimmee Vacation Home: Heated Pool, Near Disney!
Fully-Stocked Cozy Tropical Cottage-4 mi to Disney
Living area
Fully-Stocked Cozy Tropical Cottage-4 mi to Disney
The price is SAR 507
SAR 1,058 total
includes taxes & fees
2 Dec - 3 Dec
Fully-Stocked Cozy Tropical Cottage-4 mi to Disney
Beautiful Waterfront Cottage near Disney with Private Pool & Margaritaville Resort Access - 3024PH
Pool
Beautiful Waterfront Cottage near Disney with Private Pool & Margaritaville Resort Access - 3024PH
Beautiful Waterfront Cottage near Disney with Private Pool & Margaritaville Resort Access - 3024PH
Luxurious Home W/private Pool, Near Disney!
Pool
Luxurious Home W/private Pool, Near Disney!
4.0 star property
8.0 out of 10, Very Good, (3)
"House was great, however chose to pay for the early check-in so we could use the pool. To use the heater for the pool it’s an up charge. Understand. However they charged me $25 per day for the entire stay but the pool wasn’t warm until the morning we checked out."
Luxurious Home W/private Pool, Near Disney!
Peaceful Home w/ Patio, 26 Mi to Disney World
Living area
Peaceful Home w/ Patio, 26 Mi to Disney World
3.0 star property
Peaceful Home w/ Patio, 26 Mi to Disney World
Way Too Many Bottles – 3 BDR Waterfront For 6 in Desirable Margaritaville!
Discover serenity: where relaxation meets peace of mind
Way Too Many Bottles – 3 BDR Waterfront For 6 in Desirable Margaritaville!
2.0 star property
2.0 out of 10, (1)
"We arrived at check in time on our son’s 6th birthday to a property that had NOT BEEN CLEANED! I was told to wait for it to be cleaned or get refunded leaving no place to go with our dog. I was even told to leave the dog with the cleaning crew! WHAT! We had to find a new house to check in and take our dog to, we never made it to the birthday dinner! I have still NOT been refunded. This company said I needed to work with the host, they take no accountability when booking through their site! The...
Way Too Many Bottles – 3 BDR Waterfront For 6 in Desirable Margaritaville!
Storey Lake Resort Vacation Home
Pool
Storey Lake Resort Vacation Home
2.5 star property
Storey Lake Resort Vacation Home
Elegant Family Home w/ Pool, Game Room, Themed Bedrooms
Room
Elegant Family Home w/ Pool, Game Room, Themed Bedrooms
3.0 star property
Elegant Family Home w/ Pool, Game Room, Themed Bedrooms
"Peachy Keen" 3BD Pool & Spa Cottage Near Disney
Pool
"Peachy Keen" 3BD Pool & Spa Cottage Near Disney
10.0 out of 10, Exceptional, (3)
"Near everything and convenient in and out to the property. Minor issue with the pool was rectified by the manager during our stay. Fast response to our questions and concerns."
"Peachy Keen" 3BD Pool & Spa Cottage Near Disney
4 miles from Disney 5 Star RV Resort! Location Location !The Hidden Gem Cottage!
Outdoor sitting area with water fountain.
4 miles from Disney 5 Star RV Resort! Location Location !The Hidden Gem Cottage!
9.8 out of 10, Exceptional, (19)
"Communication and access was perfect!"
4 miles from Disney 5 Star RV Resort! Location Location !The Hidden Gem Cottage!
Kissimmee Home w/ Private Pool - 8 Mi to Disney!
Living area
Kissimmee Home w/ Private Pool - 8 Mi to Disney!
3.0 star property
10.0 out of 10, Exceptional, (1)
"This is a great option if you’re not staying on property. It’s a spacious townhouse with a private pool which is such a plus on those hot summer days. The rooms were nice and clean and so were the bathrooms. I was happy that they had plenty of pots and plates which made it easy for us to cook and eat before heading out to the parks. The only thing I would say is I wish they had a few more essential like Paper towels, a sponge for washing dishes and a couple extra garage bags to help make sure...
Kissimmee Home w/ Private Pool - 8 Mi to Disney!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Kissimmee

Seralago Hotel & Suites Main Gate East
Exterior
Seralago Hotel & Suites Main Gate East
3.0 star property
5.2 out of 10, (5565)
"I had to wait 20 minutes for the front counter lady to come in from smoking. The security guard was sitting in the lobby playing on his phone and he just kept saying she will be back soon.. Then she told me I had booked a double bed room and I said no I booked a family suite.. So I had to show her my email and she said well I don't know why they put you in another room, let me make sure I have a clean one.. After standing in the lobby for a total of 40 minutes (including her smoke break time), I...
The price is SAR 147
SAR 244 total
includes taxes & fees
24 Nov - 25 Nov
Seralago Hotel & Suites Main Gate East
Ramada by Wyndham Hotel & Water Park
Lobby
Ramada by Wyndham Hotel & Water Park
3.0 star property
6.8 out of 10, (1298)
"Pleasant check in and overall stay"
The price is SAR 267
SAR 438 total
includes taxes & fees
2 Dec - 3 Dec
Ramada by Wyndham Hotel & Water Park
Margaritaville Resort Orlando Cottages by Rentyl
Front of property
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (1084)
"This is our third time staying at Margaritaville (cottage the first time, villas the second and third time); I must say this villa was the least taken care of. It wasn’t super clean and the slider had some damage regarding opening/closing the blinds and locking/unlocking the sliding glass door. The front door didn’t have a safety lock at all (it looked to have been removed) so that made us a little uneasy. Our bed (queen) was very bouncy and it seemed to cave a little in the middle. Overall, it...
Margaritaville Resort Orlando Cottages by Rentyl
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much do cottages in Kissimmee cost?
Cottages in Kissimmee range between SAR 319 and SAR 507 per night. These properties offer a chance to soak up nature’s beauty — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Kissimmee?
A traveler favorite is 1702vp. Base yourself at this 3.5-star stay which comes with a swimming pool and WiFi. Stunning Lakeview Townhome With Private Pool is another popular option worth shortlisting. Spend your break at this 4-star cottage and make the most of amenities including a swimming pool and a waterslide. There are multiple cottages in Kissimmee with a total average guest review rating of 8.9.
How many cottages are there in Kissimmee?
Claim your vacation time and pick from 990 cottages in Kissimmee. Imagining a place where you can get in touch with nature? Expedia can help you find your ideal getaway in a few quick clicks.
Are there any 5-star cottages in Kissimmee?
There are no 5-star cottages in Kissimmee. But you will find some comfortable 4-star accommodations that are sure to impress. Book a night or two at Stunning Lakeview Townhome With Private Pool, around 8 kilometers from the downtown area. a swimming pool and a lanai are a couple of the amenities here. 4720shd Ultimate New 6 Bedroom Storey Lake Home is another upscale pick with a swimming pool and beauty services. It’s about 8 kilometers from central Kissimmee.
Why book your cottage in Kissimmee with Expedia?
Reserving a cottage in Kissimmee is as easy as clicking on your travel dates and choosing an ideal place for a vacation in nature. From luxurious retreats to low-cost stays and cottages that come with conveniences like a kitchen, Expedia has something for all tastes and styles. As for the best deals around? We’ve got you covered!
How can I find cheap cottages in Kissimmee?
With Expedia’s helpful filter tool, locating cheap cottages in Kissimmee couldn’t be simpler. To view properties that’ll make your bank balance smile, narrow your search by amenities, star rating and budget.