Kissimmee Cottages

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

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Our top choices for Kissimmee cottages

1. Upstay: Bright Family-friendly Retreat With Patio

Chatham Park

includes taxes & fees

19 Aug - 20 Aug

2. Serenity - Family & Pet Friendly, Amazing Location

Crestwynd Bay

includes taxes & fees

9 Aug - 10 Aug

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

Kissimmee

includes taxes & fees

21 Aug - 22 Aug

4. Tiny house close to Disney KISSIMMEE

Kissimmee

NOLI

includes taxes & fees

31 Aug - 1 Sept

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

Kissimmee

includes taxes & fees

21 Aug - 22 Aug

6. Perfect Place for a Perfect Vacation

Kissimmee

includes taxes & fees

7 Sept - 8 Sept

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

Kissimmee

Jennifer b.

includes taxes & fees

7 Sept - 8 Sept

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

Kissimmee

Joyce R.

includes taxes & fees

7 Sept - 8 Sept

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Top Kissimmee Hotel Reviews

Kompose Boutique Resort at Theme Parks

10/10 Excellent

"Clean room, the staff, breakfast and pool are excellent."

Galleria Palms Hotel

10/10 Excellent

"Our stay was better than expected. Staff was friendly, everything was clean, the buffet breakfast was delicious and varied everyday. Our room was very clean and comfortable. It looked remodeled, except for the shower head. It was very dirty and rusted. Our only other issue was only 1 elevator was working. We were there 4 days with one elevator and a hotel full of people. Many times people were waiting for long periods of time. Check in and out was quick and easy."

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

10/10 Excellent

"Villa experience was exceptional. The property was clean and equipped with everything we needed. Margarita mixer and family board games were a nice bonus. Every room had a flatscreen#winning. The kids watched their programs and the adults did not have to watch cartoons! The shuttle to the main hotel was easy to use and took us to the waterpark and nearby shops. We loved the bonus of free entry to H2O waterpark which was AWESOME! Great savings and great fun. Lots of variety and luxury with this booking. Booking our next stay and looking forward to returning."

Delta Hotels by Marriott Orlando Celebration

10/10 Excellent

"The best part I loved from the resort was that breakfast was until 12pm. If you don't like to fell rushed in the morning this hotel is for you. The room has a very good size. The staff is very helpful and friendly. The varies outdoor pool was never crowded, enough lounges for everyone. I would recommend this hotel."

Find out more about Kissimmee

Kissimmee Cottages information

Number of reviews	263
Accommodation	1480 Cottages
Lowest Price	NZ$132
Highest Price	NZ$1,455

Frequently asked questions

How much do cottages in Kissimmee cost?

You can expect to pay between NZ$132 and NZ$1,455 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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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Kissimmee cottages

1. Upstay: Bright Family-friendly Retreat With Patio

2. Serenity - Family & Pet Friendly, Amazing Location

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

4. Tiny house close to Disney KISSIMMEE

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

6. Perfect Place for a Perfect Vacation

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

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

9. ~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool

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

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

12. Upstay - Resort Home w Cinema, Pool & Lake View

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

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

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

16. Lake Ida Beach Resort

17. Family Resort Home w Pool, BBQ & Game Room

18. Downtown Cottage

19. New cottage retreat in St. Cloud with WiFi, AC.

20. Cozy Forest Retreat Mid-Century Charm Fireplace 20 Min to Disney

Find holiday rentals that suit your style

Top Kissimmee Hotel Reviews

Kompose Boutique Resort at Theme Parks

Find out more about Kissimmee

Kissimmee Cottages information

Frequently asked questions

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