Search Cottages in Kissimmee

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Compare 994 Cottages in Kissimmee with updated reviews, rates, and availability.

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
Frankly Fintastic - Happy Days in Margaritaville! Min to Resorts, Pet Friendly
Unwind in the private hot tub, soaking away your cares in the sunshine

Frankly Fintastic - Happy Days in Margaritaville! Min to Resorts, Pet Friendly

10.0 out of 10, Exceptional, (3)
"SO nice that each couple had a queen or king sized bed and each bedroom had its own bathroom. Hot tub was a huge bonus after long days on your feet at the theme parks. Very nice house in a beautiful area convenient to the Disney parks."
Frankly Fintastic - Happy Days in Margaritaville! Min to Resorts, Pet Friendly
Up to Scale With Margaritas
Exterior

Up to Scale With Margaritas

3.0 star property
8.8 out of 10, Excellent, (6)
"The only issue was the upstairs airconditioner was not working in terms the rooms were hot while hallway was cold. But nice for our family. "
Up to Scale With Margaritas
Stunning Lakeview Townhome w/ Private Pool!
Pool

Stunning Lakeview Townhome w/ Private Pool!

4.0 star property
8.4 out of 10, Very Good, (9)
"Perfect location house was just what is described "
Stunning Lakeview Townhome w/ Private Pool!
8000 Lost Shaker Lane
Outdoor spa tub

8000 Lost Shaker Lane

3.0 star property
9.6 out of 10, Exceptional, (5)
"Lots of room , beautifully decorated. Close to everything we needed for the weekend . "
8000 Lost Shaker Lane
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
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, (123)
"Ideal location for central Fl the parks Well kept grounds and lots of other units of similar type "
1-bedroom cottage just a 13-minute walk to Old Town
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!

10.0 out of 10, Exceptional, (22)
"My friend and I came down to FL for the AKC agility invitationals. I was competing with my dog and she drove her down and tagged along at the event. We really didn't stay in the place much, but it was beautiful there! Very Quiet. Ivonne was great, checking in on us and making sure we had everything we needed. Would definitely stay again. "
4 miles from Disney 5 Star RV Resort! Location Location !The Hidden Gem Cottage!
Elegant + Spacious Kissimmee Vacation Rental Home!
Private kitchen

Elegant + Spacious Kissimmee Vacation Rental Home!

3.0 star property
8.0 out of 10, Very Good, (1)
"Communication on the property was excellent. Comfortable"
Elegant + Spacious Kissimmee Vacation Rental Home!
6 Br / 4,5 Bath + Pool/Spa + Game Room / Less than 4 miles from Disney
Pool

6 Br / 4,5 Bath + Pool/Spa + Game Room / Less than 4 miles from Disney

9.6 out of 10, Exceptional, (7)
"Excellent property for a Florida holiday base. Will be staying again in the future"
6 Br / 4,5 Bath + Pool/Spa + Game Room / Less than 4 miles from Disney
Townhome Splash Pool BBQ Free Water Park!
Property grounds

Townhome Splash Pool BBQ Free Water Park!

3.5 star property
9.6 out of 10, Exceptional, (9)
"Nice and relaxing quiet neighborhood "
Townhome Splash Pool BBQ Free Water Park!
The Compass Cottage: A Cheerful 1 Bed / 1 Bath
Exterior

The Compass Cottage: A Cheerful 1 Bed / 1 Bath

9.2 out of 10, Wonderful, (5)
"The location is on a quiet dead end street. Loved the spacious and shaded yard! The kitchen is well stocked with the necessities, though the oven temperature could not be regulated and only three burners on the stove worked. Since we mostly use the microwave, we were fine. The bed was very comfortable with a spacious closet in the bedroom. The only real issue for us was the "comfy" living room furniture listed was NOT - very uncomfortable and not good for our old backs."
The price is AED 239
AED 769 total
includes taxes & fees
3 Jan - 4 January 2025
The Compass Cottage: A Cheerful 1 Bed / 1 Bath
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
Lake-view Home w/ Game Room in Orlando!
Exterior

Lake-view Home w/ Game Room in Orlando!

3.0 star property
Lake-view Home w/ Game Room in Orlando!
Caribbean Dreamin
Living area

Caribbean Dreamin

3.0 star property
10.0 out of 10, Exceptional, (1)
"This Caribbean Dreamin property is awesome! It is clean, spacious, and very well kept. Contrary to the contract, the house includes all the amenities for all bathrooms as well as dishwashing detergent. Nice touch! The community is very pretty and well kept. Shopping nearby. Unfortunately, we were here for a couple nights during Hurricane Milton so didn't go out at all. But being in a nice home away from home made a difference during the stressful time. I would highly recommend this...
Caribbean Dreamin
Star Stay at Championsgate Resort by Shine Villas 023
Exterior

Star Stay at Championsgate Resort by Shine Villas 023

2.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent communication. Property was immaculate. Management was very easy to deal with and made our stay very comfortable and pleasant."
Star Stay at Championsgate Resort by Shine Villas 023
Margarita Beach House Cottage with Private Hot Tub near Disney & Margaritaville Resort Access - 3074PI
Outdoor dining

Margarita Beach House Cottage with Private Hot Tub near Disney & Margaritaville Resort Access - 3074PI

Margarita Beach House Cottage with Private Hot Tub near Disney & Margaritaville Resort Access - 3074PI
Fully-Stocked Cozy Tropical Cottage-4 mi to Disney
Living area

Fully-Stocked Cozy Tropical Cottage-4 mi to Disney

The price is AED 496
AED 1,031 total
includes taxes & fees
15 Jan - 16 January 2025
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
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

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, (1128)
"The property is clean, situated in a great location and overall very nice. The pool staff had no clue which pool Was heated, they searched our bags to make sure we didn’t bring any outside food or drink as if we were criminals. The front desk has no clue of what time events are. Property though is safe and clean, but front desk and personnel need better training, especially given they are at a higher price point than other resorts."
Margaritaville Resort Orlando Cottages by Rentyl
Vacation Village at Parkway
Outdoor pool

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1402)
"El hotel está en un lugar muy bueno bien cerca de los parques , el hotel está muy limpio con muchas condiciones muy limpio y un muy buen precio "
Vacation Village at Parkway
The Berkley, Orlando
Outdoor pool

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1625)
"Loved the space and separation distance of bedrooms. Transporting to Disney was smooth and convenient! Will book again. "
The Berkley, Orlando
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 AED 239 and AED 496 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 9.3.
How many cottages are there in Kissimmee?
Claim your vacation time and pick from 994 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.