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
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Kissimmee cottages

A multi-story building with a 'STUDIO MOVIE GRILL' sign, parking lot, and surrounding greenery.

1. Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
The price is AU$571
includes taxes & fees
11 Oct - 12 Oct
Serenity - Family & Pet Friendly, Amazing Location
A residential area with houses featuring sloped roofs and solar panels.

2. Upstay: Bright Family-friendly Retreat With Patio

Upstay: Bright Family-friendly Retreat With Patio
3.0 star property
Chatham Park
The price is AU$356
includes taxes & fees
19 Oct - 20 Oct
Upstay: Bright Family-friendly Retreat With Patio
A modern hotel with a curved driveway, large windows, and palm trees.

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

Mvv7482 - 3BR House Near Disney at Magic Village
3.0 star property
Kissimmee
The price is AU$675
includes taxes & fees
27 Oct - 28 Oct
Mvv7482 - 3BR House Near Disney at Magic Village
A single-story mobile home with a front porch and a small deck.

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

Newly Remodeled Tiny Home 20 minutes from Disney!~
Kissimmee
The price is AU$307
includes taxes & fees
16 Oct - 17 Oct
Newly Remodeled Tiny Home 20 minutes from Disney!~
A single-story house with a gabled roof, a front porch, and a small front yard with a large agave plant.

5. 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 AU$442
includes taxes & fees
16 Oct - 17 Oct
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
A kitchen with white cabinets, a granite countertop, a stainless steel sink, and a black microwave.

6. 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 AU$233
includes taxes & fees
16 Oct - 17 Oct
Tiny house close to Disney KISSIMMEE
An aerial view of a resort with multiple swimming pools, a dock, and a residential area with houses.

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 AU$1,175
includes taxes & fees
2 Nov - 3 Nov
Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema
A compact kitchen with a built-in TV, a dining area with a bench, and a wall decorated with motivational posters.

8. 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 AU$315
includes taxes & fees
11 Oct - 12 Oct
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
A modern living room with a sofa, a large wall clock, and a mirror.

9. 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 AU$293
includes taxes & fees
11 Oct - 12 Oct
Family-Friendly Cottage Near Orlando’s Top Attractions
A mobile home with a paved driveway, a lawn, and a golf cart parked in front.

10. Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is AU$279
includes taxes & fees
12 Oct - 13 Oct
Perfect Place for a Perfect Vacation
A single-story house with a brick facade, a garage, and a well-maintained lawn.

11. ~ 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 AU$684
includes taxes & fees
10 Oct - 11 Oct
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
A residential house with a garage, a front door, and a driveway.

12. 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 AU$686
includes taxes & fees
11 Oct - 12 Oct
Upstay Luxury Home With Pool, Hot Tub, Games Room
A modern hotel with a central courtyard, palm trees, and a parking area.

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

Mvy7664 - 3BR House Near Disney With Hot Tub
3.0 star property
Kissimmee
The price is AU$645
includes taxes & fees
15 Oct - 16 Oct
Mvy7664 - 3BR House Near Disney With Hot Tub
A restaurant with outdoor seating and a thatched roof.

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

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
Kissimmee
9.4 out of 10, Exceptional, (14 reviews)
"Great place for a stay, clean and plenty of everything you need. "
United States
Leo C.
The price is AU$436
includes taxes & fees
27 Oct - 28 Oct
"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
An outdoor patio area with a long table and chairs, a sofa, and a stone wall.

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

Mvv7485 - 3BR House Near Disney With Hot Tub
3.0 star property
Kissimmee
Mvv7485 - 3BR House Near Disney With Hot Tub
A modern building with large windows and a parking lot.

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

Mvv7460 - 3BR House Near Disney w/ Hot tub
3.0 star property
Kissimmee
Mvv7460 - 3BR House Near Disney w/ Hot tub
A two-story house with a garage, surrounded by palm trees and a brick driveway.

17. Family-friendly Villa w Pool, Hot Tub & Game Room

Family-friendly Villa w Pool, Hot Tub & Game Room
3.0 star property
Kissimmee
The price is AU$739
includes taxes & fees
13 Oct - 14 Oct
Family-friendly Villa w Pool, Hot Tub & Game Room
A swimming pool with lounge chairs, surrounded by palm trees and a dock extending into a body of water, during sunset.

18. The Russell Lake House

The Russell Lake House
Winter Haven
9.8 out of 10, Exceptional, (24 reviews)
"Host was attentive and excellent!!!"
United States
jason s.
The price is AU$304
includes taxes & fees
11 Oct - 12 Oct
The Russell Lake House
A small, single-story house with a gray roof and white siding, featuring two white plastic chairs outside.

19. Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (198 reviews)
"Clean room and private area loved it"
United States
Heather
The price is AU$107
includes taxes & fees
15 Oct - 16 Oct
Lake Ida Beach Resort
A two-story house with a garage, surrounded by well-maintained lawns and palm trees.

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

Family Resort Home w Pool, BBQ & Game Room
3.0 star property
Solana
The price is AU$472
includes taxes & fees
18 Oct - 19 Oct
Family Resort Home w Pool, BBQ & Game Room
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

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

10/10 Excellent
"Friendly staff and very clean rooms."
Jennifer R 1-night trip
Posted 1 hour ago
Margaritaville Resort Orlando with H2O Waterpark

Find out more about Kissimmee

Kissimmee Cottages information

Number of reviews
50
Accommodation
1590 Cottages
Lowest Price
AU$107
Highest Price
AU$1,175

Frequently asked questions

How much do cottages in Kissimmee cost?
Prepare to pay between AU$107 and AU$1,175 per night for cottages in Kissimmee. Whatever your budget, an excellent stay is only a click or two away on Expedia. This price was 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?
Pack your bags and pick from 1590 cottages in Kissimmee. Thinking about a place where you can relax and stay in touch with nature? Expedia will help you find the ideal escape in a few easy clicks.
What is there to do in Kissimmee near my cottage?
Whatever you're into, Kissimmee has loads to keep you occupied. Discovery Cove, Aquatica and Disneys Typhoon Lagoon Water Park are on most visitors' itineraries. Don't miss Gatorland®, Medieval Times and Fun Spot America either. With Expedia's hotel deals in Kissimmee, you'll be able to see more terrific attractions like these with the cash you save.

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