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
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Kissimmee cottages

Exterior

1. 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 NZ$524
includes taxes & fees
23 Sept - 24 Sept
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
Smart TV, books

2. 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 NZ$345
includes taxes & fees
23 Sept - 24 Sept
Family-Friendly Cottage Near Orlando’s Top Attractions
Exterior

3. Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is NZ$326
includes taxes & fees
23 Sept - 24 Sept
Perfect Place for a Perfect Vacation
Exterior

4. Mvv7482 - 3BR House Near Disney at Magic Village

Mvv7482 - 3BR House Near Disney at Magic Village
3.0 star property
Kissimmee
The price is NZ$955
includes taxes & fees
11 Oct - 12 Oct
Mvv7482 - 3BR House Near Disney at Magic Village
Microwave, stovetop

5. 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 NZ$277
includes taxes & fees
23 Sept - 24 Sept
Tiny house close to Disney KISSIMMEE
House (4 Bedrooms) | Interior

6. 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 NZ$352
includes taxes & fees
23 Sept - 24 Sept
Pond Access & Grill! Group Escape, 19 Mi to WDW
Exterior

7. 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 NZ$1,494
includes taxes & fees
5 Oct - 6 Oct
Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema
House (5 Bedrooms) | Interior

8. Upstay Luxury Home With Pool, Hot Tub, Games Room

Upstay Luxury Home With Pool, Hot Tub, Games Room
3.0 star property
Reunion
The price is NZ$824
includes taxes & fees
24 Sept - 25 Sept
Upstay Luxury Home With Pool, Hot Tub, Games Room
Exterior

9. 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, (44 reviews)
"This place was the perfect little hideaway during our trip to the parks. Would most definitely stay again."
United States
Shane B.
Enchanted Cottage with Pool and Mini-Golf Near Disney
Exterior

10. "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 NZ$464
includes taxes & fees
23 Sept - 24 Sept
"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
House (3 Bedrooms) | Interior

11. Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
The price is NZ$675
includes taxes & fees
23 Sept - 24 Sept
Serenity - Family & Pet Friendly, Amazing Location
Dining

12. 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 NZ$372
includes taxes & fees
23 Sept - 24 Sept
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
Exterior

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

Newly Remodeled Tiny Home 20 minutes from Disney!~
Kissimmee
The price is NZ$362
includes taxes & fees
3 Oct - 4 Oct
Newly Remodeled Tiny Home 20 minutes from Disney!~
Exterior

14. Mvv7485 - 3BR House Near Disney With Hot Tub

Mvv7485 - 3BR House Near Disney With Hot Tub
3.0 star property
Kissimmee
The price is NZ$848
includes taxes & fees
13 Oct - 14 Oct
Mvv7485 - 3BR House Near Disney With Hot Tub
House (4 Bedrooms) | Interior

15. ~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool

~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
3.0 star property
Indian Ridge
The price is NZ$832
includes taxes & fees
23 Sept - 24 Sept
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
Exterior

16. Mvv7460 - 3BR House Near Disney w/ Hot tub

Mvv7460 - 3BR House Near Disney w/ Hot tub
3.0 star property
Kissimmee
The price is NZ$881
includes taxes & fees
13 Oct - 14 Oct
Mvv7460 - 3BR House Near Disney w/ Hot tub
Exterior

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

Mvy7664 - 3BR House Near Disney With Hot Tub
3.0 star property
Kissimmee
The price is NZ$784
includes taxes & fees
15 Oct - 16 Oct
Mvy7664 - 3BR House Near Disney With Hot Tub
House (3 Bedrooms) | Interior

18. Upstay: Bright Family-friendly Retreat With Patio

Upstay: Bright Family-friendly Retreat With Patio
3.0 star property
Chatham Park
The price is NZ$432
includes taxes & fees
23 Sept - 24 Sept
Upstay: Bright Family-friendly Retreat With Patio
Exterior

19. Mvy7632 - 4BR House Near Disney

Mvy7632 - 4BR House Near Disney
3.0 star property
Kissimmee
The price is NZ$833
includes taxes & fees
6 Oct - 7 Oct
Mvy7632 - 4BR House Near Disney
House (3 Bedrooms) | Interior

20. Hook, Line & Leisure: Lakefront Gem w/ Porch!

Hook, Line & Leisure: Lakefront Gem w/ Porch!
3.0 star property
Florence Villa
10.0 out of 10, Exceptional, (3 reviews)
"We stayed here because our soccer team had a tournament in the area. We had a couple families stay and the price was much cheaper than hotels around the area. The house is beautiful and spacious inside. Has alot of upgrades. At first we thought the neighborhood looked a little off, but we had no issues at all with our stay. We have some other tournaments in this area later in the year and we will definitely be booking to stay here again."
United States
John
The price is NZ$706
includes taxes & fees
23 Sept - 24 Sept
Hook, Line & Leisure: Lakefront Gem w/ Porch!
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

Embassy Suites By Hilton Orlando Sunset Walk

Embassy Suites By Hilton Orlando Sunset Walk

10/10 Excellent
"Great stay foods was great will come back again next time"
Aaron 3-night trip
Posted 1 hour ago
Embassy Suites By Hilton Orlando Sunset Walk

Find out more about Kissimmee

Kissimmee Cottages information

Number of reviews
200
Accommodation
1480 Cottages
Lowest Price
NZ$134
Highest Price
NZ$1,494

Frequently asked questions

How much do cottages in Kissimmee cost?
You can expect to pay between NZ$134 and NZ$1,494 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.
How many cottages are there in Kissimmee?
Choose from 1480 cottages in Kissimmee. No matter if you're holidaying with the kids or organising a weekend break with your buddies, Expedia will help you find the right place to escape the hustle and bustle.
What is there to do in Kissimmee near my cottage?
Whatever you love to do, Kissimmee has tons of things to capture your imagination. 192 Flea Market, Osceola Square Mall and Lake Cecile are on many travellers' to-do lists. Don't leave without exploring Kissimmee Golf Club, Old Town and Silver Spurs Arena either. With Expedia's hotel deals in Kissimmee, you can discover even more neat attractions like these with the money you save.

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