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Compare 1051 Cottages in Kissimmee with updated reviews, rates, and availability.

Once Upon a Lime – Margaritaville 3 BDR Sleeps 9! Incredible Amenities

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great space for an extended family trip. The house was clean and comfortable, perfect to relax before and after a busy day.the neighborhood was quiet, and parking was easy, just outside the front door."
Once Upon a Lime – Margaritaville 3 BDR Sleeps 9! Incredible Amenities

8000 Lost Shaker Lane

3.0 star property
9.8 out of 10, Exceptional, (6)
"Beautiful and clean! Easy to find, great location, easy check in and out and very roomy space! Everything you need is provided! Comfortable beds! Only thing I’d change is find an easier way to contact host with questions, such as direct texting. Otherwise, it’s call them, leave a message and wait for a call back. Or send a message through their chat and days to get a response. That said everything I needed - check in/check out proceedings was sent on time through email . Overall, a great...
8000 Lost Shaker Lane

Margarita Porch Paradise

5.0 star property
10.0 out of 10, Exceptional, (2)
"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

8081 Knee Deep Rd

3.0 star property
10.0 out of 10, Exceptional, (2)
"greqt host"
The price is AED 874
AED 1,917 total
includes taxes & fees
3 Apr - 4 Apr
8081 Knee Deep Rd

Elegant Family Home w/ Pool, Game Room, Themed Bedrooms

3.0 star property
Elegant Family Home w/ Pool, Game Room, Themed Bedrooms

1 bedroom, private laundry in resort near Disney!!

9.2 out of 10, Wonderful, (127)
"The stay was great and the location was perfect! The area felt very safe and it was easy to get to. We were doing a lot of different activities on this trip and it was a nice relaxing stay. "
1 bedroom, private laundry in resort near Disney!!

Townhome Splash Pool BBQ Free Water Park!

3.5 star property
9.6 out of 10, Exceptional, (10)
"Nice and relaxing quiet neighborhood "
Townhome Splash Pool BBQ Free Water Park!

3-br Condo BBQ & Heated Pool Near Disney&malls

3.0 star property
4.0 out of 10, (1)
"Mold on windows no screens on some windows. Faced a forest of trees no outdoor patio like I thought there would be. Communication was terrible the person I talked to on the phone knew nothing about the property never given times for the pools or that we could go to different pools within missed two days of swimming because of this showed a whirlpool tub but the spout for the tub didn’t even work "
3-br Condo BBQ & Heated Pool Near Disney&malls

3-br Condo Family Retreat Near Disney Gym&pool

2.0 star property
10.0 out of 10, Exceptional, (1)
"The property was really nice and spacious. The team does great at communication. We arrived hours before check in and for just a small fee they let us check in early. The houses are well cleaned! I would forsure stay again and recommend this for anyone!"
3-br Condo Family Retreat Near Disney Gym&pool

3000 Latitude Lane

3.0 star property
10.0 out of 10, Exceptional, (3)
"We loved this property the moment we walked in. We enjoyed the comfy beds, coziness, close parking, easy check-in, cleanliness, and having our own hot tub. We would like to stay here, again."
3000 Latitude Lane

Beautiful Townhome W/private Pool 7 mi to Disney

4.0 star property
7.2 out of 10, Good, (7)
"It was very nice we loved it the only thing that we don’t like was The parking spaces in the town home we got the pool they didn’t have no light but everything else was beautiful and clean"
Beautiful Townhome W/private Pool 7 mi to Disney

Lakeview Home w/ Private Pool & Free Water Park!

3.5 star property
10.0 out of 10, Exceptional, (3)
"Love the inside heated swimming pool. Ive maker was not working."
Lakeview Home w/ Private Pool & Free Water Park!

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

3.0 star property
Amazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621

Large Villa W/private Pool & Game Room! Waterpark

3.5 star property
9.6 out of 10, Exceptional, (11)
"Large family , wonderful beds !! Nice big house tons of bathrooms, would stay again 4 sure "
Large Villa W/private Pool & Game Room! Waterpark

Beautiful, family-friendly cottage just 4 miles from Disney World

10.0 out of 10, Exceptional, (5)
"My family of 3 really enjoyed our stay. Check-in was seemless, the amenities provided were clean and worked great. Plus the accommodations smelled nice upon entering (which is a huge plus since i am pregnant)! Everything you need is provided unless you have some specifics that you want (i.e loofahs instead of using the provided face towels). Its super close to everything you need such as a walmart, target, walgreens, etc. We even found a surprise food truck heaven in the neighborhood which we...
The price is AED 312
AED 782 total
includes taxes & fees
2 Apr - 3 Apr
Beautiful, family-friendly cottage just 4 miles from Disney World

Jedi cottage 4 miles from Disney! Mins from universal!

9.8 out of 10, Exceptional, (18)
"Extended our stay at Disney and decided to stay off property the one day! Kathryn was a great host!"
The price is AED 220
AED 720 total
includes taxes & fees
2 Apr - 3 Apr
Jedi cottage 4 miles from Disney! Mins from universal!

Modern Townhome W/private Pool & Free Water Park!

4.0 star property
8.8 out of 10, Excellent, (5)
"This property was excellent and lived up to the expectations in the post! So close to the parks, we came back everyday to cool down by the pool and recharge our batteries."
Modern Townhome W/private Pool & Free Water Park!

5003 Windermere Avenue

3.0 star property
10.0 out of 10, Exceptional, (1)
"very nice house , with 4 Rooms , 1 of them in the 1st floor so very convenient to my mom . kitchen is awesome , new and good quality appliances we take the kids to the club , there is a lazy river and the sliders are fun . No additional charges . "
5003 Windermere Avenue

Spacious Home W/private Pool/spa & Free Waterpark!

4.0 star property
8.0 out of 10, Very Good, (2)
"The place is good, but there came a time when we felt uncomfortable, because they did not guide you well and everything you needed to know about the place. Whatever we did due to lack of orientation, they threatened us that it couldn't be done and we had to call the police. We felt intimidated during our stay. We also couldn't use the attractions, swimming pool, parks of the place because the check in of the house was different from that of the surroundings and there was a discrepancy on the...
Spacious Home W/private Pool/spa & Free Waterpark!
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

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1839)
"Like the layout of the room, was good value for the money "
The price is AED 372
AED 484 total
includes taxes & fees
2 Apr - 3 Apr
Vacation Village at Parkway

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1289)
"We absolutely loved our stay. The villa was spacious and modern. The resort is huge and has nice amenities. We especially loved the shuttle service, which we used daily to get to the water park, sunset walk restaurants, and main pool area. Our only disappointment was our villa being so close to a very high traffic, noisy road. It was too noisy to relax and sit outside. If we return, we will request a villa in a different area."
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

Barefoot'n Resort Kissimmee Orlando

2.5 star property
9.4 out of 10, Exceptional, (38)
"We really loved the place but the bathroom wasn’t clean and smelled of urine. The blankets on the bed were only two sheets and a very thin blanket. Overall, we liked it though"
The price is AED 357
AED 451 total
includes taxes & fees
2 Apr - 3 Apr
Barefoot'n Resort Kissimmee 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?
You can expect to pay between AED 220 and AED 874 per night for cottages in Kissimmee. No matter your budget, a fantastic stay is only a few clicks away on Expedia. 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?
Select from multiple cottages in Kissimmee with a total average guest review rating of 9.1. 1702vp is a terrific place to rest and recharge between adventures. This 3.5-star cottage also offers a swimming pool and WiFi. Stunning Lakeview Townhome With Private Pool is another top option with visitors to the area. It has a 4-star rating and amenities including beach volleyball activities and a swimming pool.
How many cottages are there in Kissimmee?
Choose from 1051 cottages in Kissimmee. No matter if you’re vacationing with the kids or organizing a weekend break with your buddies, Expedia will help you find the right place to escape the hustle and bustle.
Are there any 5-star cottages in Kissimmee?
Kissimmee does not have any 5-star cottages — but you and your besties can still spend your days here in style! Why not choose Stunning Lakeview Townhome With Private Pool? Located around 8 kilometers from the downtown area, this 4-star escape features a swimming pool and a living room. 4720shd Ultimate New 6 Bedroom Storey Lake Home is another terrific 4-star pick just 8 kilometers from the center of Kissimmee. It offers a laid-back vibe close to nature on top of amenities like spa facilities and a swimming pool.
Why book your cottage in Kissimmee with Expedia?
Expedia has some great cottages in Kissimmee, so start planning for a memorable stay on nature’s doorstep. If you have a certain budget, select how much you’re willing to spend and the star rating of your property. Or, make your way to the filters to search for cottages with a pool or a kitchen. We’ll help you find a suitable place whatever your getaway looks like.
How can I find cheap cottages in Kissimmee?
The easiest way to compare cheap cottages in Kissimmee is with Expedia’s user-friendly filter tool. Narrow your search by amenities, budget and star rating to grab excellent rates in just a few clicks.