A pathway through a park with Spanish moss hanging from trees and a body of water in the background.

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Check prices for these dates

In two weeks
18 Sep - 20 Sep
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Kissimmee cottages

House (3 Bedrooms) | Interior

1. Upstay: Bright Family-friendly Retreat With Patio

Upstay: Bright Family-friendly Retreat With Patio
3.0 star property
Chatham Park
The price is AED 301
AED 963 total
includes taxes & fees
29 Sep - 30 Sep
Upstay: Bright Family-friendly Retreat With Patio
Microwave, stovetop

2. Tiny house close to Disney KISSIMMEE

Tiny house close to Disney KISSIMMEE
Kissimmee
8.4 out of 10, Very Good, (9 reviews)
"Proximity to theme parks, restaurants, and shopping"
United States
NOLI
The price is AED 231
AED 607 total
includes taxes & fees
4 Sep - 5 Sep
Tiny house close to Disney KISSIMMEE
Property grounds

3. Cozy 1-bedroom tiny home minutes from Disney, SeaWorld, and Universal!

Cozy 1-bedroom tiny home minutes from Disney, SeaWorld, and Universal!
Kissimmee
Cozy 1-bedroom tiny home minutes from Disney, SeaWorld, and Universal!
Exterior

4. Enchanted Cottage with Pool and Mini-Golf Near Disney

Enchanted Cottage with Pool and Mini-Golf Near Disney
Kissimmee
9.4 out of 10, Exceptional, (40 reviews)
"Very nice place! Great location!"
United States
Katie W.
The price is AED 314
AED 680 total
includes taxes & fees
7 Sep - 8 Sep
Enchanted Cottage with Pool and Mini-Golf Near Disney
Exterior

5. Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is AED 298
AED 707 total
includes taxes & fees
7 Sep - 8 Sep
Perfect Place for a Perfect Vacation
Exterior

6. Newly Remodeled Tiny Home 20 minutes from Disney!~

Newly Remodeled Tiny Home 20 minutes from Disney!~
Kissimmee
The price is AED 312
AED 772 total
includes taxes & fees
4 Sep - 5 Sep
Newly Remodeled Tiny Home 20 minutes from Disney!~
Smart TV, books

7. Family-Friendly Cottage Near Orlando’s Top Attractions

Family-Friendly Cottage Near Orlando’s Top Attractions
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Perfect location to enjoy Universal Epic and Islands of Adventure with only a 15 minute ride. The beds were very comfortable and the place is clean. We were welcomed with a cute sign, bottled water and cookies. Will definitely stay here again!"
United States
Joyce R.
The price is AED 331
AED 748 total
includes taxes & fees
7 Sep - 8 Sep
Family-Friendly Cottage Near Orlando’s Top Attractions
Exterior

8. Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema

Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema
3.0 star property
Kissimmee
The price is AED 608
AED 3,093 total
includes taxes & fees
21 Sep - 22 Sep
Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema
Exterior

9. Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee

Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
Kissimmee
10.0 out of 10, Exceptional, (2 reviews)
"We stayed and visited universal snd drove to Jacksonville it was a cute cottage"
United States
Jennifer b.
The price is AED 345
AED 1,138 total
includes taxes & fees
6 Sep - 7 Sep
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
Dining

10. Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC

Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
Kissimmee
The price is AED 340
AED 801 total
includes taxes & fees
14 Sep - 15 Sep
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
House (4 Bedrooms) | Interior

11. Pond Access & Grill! Group Escape, 19 Mi to WDW

Pond Access & Grill! Group Escape, 19 Mi to WDW
3.0 star property
Kissimmee
The price is AED 540
AED 1,261 total
includes taxes & fees
7 Sep - 8 Sep
Pond Access & Grill! Group Escape, 19 Mi to WDW
Exterior

12. "Casa Kiwi" Margaritaville Cottage 5 minutes to Disney

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
Kissimmee
9.4 out of 10, Exceptional, (13 reviews)
"Great place for a stay, clean and plenty of everything you need. "
United States
Leo C.
The price is AED 327
AED 964 total
includes taxes & fees
13 Sep - 14 Sep
"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
Exterior

13. Pastel Paradise Villa near Disney With Margaritaville Resort and Island H20.

Pastel Paradise Villa near Disney With Margaritaville Resort and Island H20.
Kissimmee
The price is AED 613
AED 1,895 total
includes taxes & fees
7 Sep - 8 Sep
Pastel Paradise Villa near Disney With Margaritaville Resort and Island H20.
Exterior

14. Mvy7664 - 3BR House Near Disney With Hot Tub

Mvy7664 - 3BR House Near Disney With Hot Tub
3.0 star property
Kissimmee
The price is AED 707
AED 1,649 total
includes taxes & fees
25 Sep - 26 Sep
Mvy7664 - 3BR House Near Disney With Hot Tub
Exterior

15. Sunny Cottage near Disney with Margaritaville Resort & Island H2O Access -.

Sunny Cottage near Disney with Margaritaville Resort & Island H2O Access -.
Kissimmee
The price is AED 702
AED 2,006 total
includes taxes & fees
7 Sep - 8 Sep
Sunny Cottage near Disney with Margaritaville Resort & Island H2O Access -.
Exterior

16. Crystal Cottage near Disney with Margaritaville Resort & Island H2O Access -.

Crystal Cottage near Disney with Margaritaville Resort & Island H2O Access -.
Kissimmee
The price is AED 702
AED 2,006 total
includes taxes & fees
16 Sep - 17 Sep
Crystal Cottage near Disney with Margaritaville Resort & Island H2O Access -.
Exterior

17. Island Life Cottage near Disney w/ Margaritaville & Island H2O Access - 8026SU

Island Life Cottage near Disney w/ Margaritaville & Island H2O Access - 8026SU
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Great location for all things Disney."
United States
Chris B.
Island Life Cottage near Disney w/ Margaritaville & Island H2O Access - 8026SU
Exterior

18. Livin' for the Weekend Cottage near Disney with Island H2O Access - 8021FF

Livin' for the Weekend Cottage near Disney with Island H2O Access - 8021FF
Kissimmee
The price is AED 702
AED 2,006 total
includes taxes & fees
7 Sep - 8 Sep
Livin' for the Weekend Cottage near Disney with Island H2O Access - 8021FF
Exterior

19. Comfy Cottage near Disney with Margaritaville Resort & Island H2O Access -.

Comfy Cottage near Disney with Margaritaville Resort & Island H2O Access -.
Kissimmee
The price is AED 702
AED 2,001 total
includes taxes & fees
7 Sep - 8 Sep
Comfy Cottage near Disney with Margaritaville Resort & Island H2O Access -.
Exterior

20. Island Time Cottage with Hot Tub Near Disney with Margaritaville Resort &.

Island Time Cottage with Hot Tub Near Disney with Margaritaville Resort &.
Kissimmee
The price is AED 702
AED 2,006 total
includes taxes & fees
16 Sep - 17 Sep
Island Time Cottage with Hot Tub Near Disney with Margaritaville Resort &.
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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Top Kissimmee Hotel Reviews

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

10/10 Excellent
"Second visit and brought the parents for their 60th anniversary! Despite the rain had a pleasant time."
Deyna 6-night trip
Posted 3 hours ago
Vacation Village Orlando, Celebration

Frequently asked questions

How much do cottages in Kissimmee cost?
You can expect to pay between AED 287 and AED 3,093 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?
Pick from multiple cottages in Kissimmee with a total average guest review rating of 8.4. 1702vp is a great place to relax and recharge between adventures. This 3.5-star cottage also features a swimming pool and WiFi. 4720shd Ultimate New 6 Bedroom Storey Lake Home is another leading pick with visitors to this area. It has a 4-star rating and amenities including a swimming pool and clothes washing facilities.
How many cottages are there in Kissimmee?
Choose from 1480 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 crew can still vacation here in style! Why not choose 4720shd Ultimate New 6 Bedroom Storey Lake Home? Located around 8 kilometers from the downtown area, this 4-star retreat features beauty services and a swimming pool. Stunning Lakeview Townhome With Private Pool is another excellent 4-star choice just 8 kilometers from the center of Kissimmee. It provides a relaxed vibe close to nature on top of amenities like a swimming pool and a lanai.
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.