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
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

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 HK$728
HK$3,117 total
includes taxes & fees
14 Oct - 15 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 HK$565
HK$1,968 total
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 HK$1,776
HK$3,831 total
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 HK$667
HK$1,642 total
includes taxes & fees
26 Oct - 27 Oct
Newly Remodeled Tiny Home 20 minutes from Disney!~
An aerial view of a resort with multiple swimming pools, a dock, and a residential area with houses.

5. 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 HK$1,191
HK$6,486 total
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.

6. 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 HK$727
HK$1,727 total
includes taxes & fees
14 Oct - 15 Oct
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
A single-story house with a gabled roof, a front porch, and a small front yard with a large agave plant.

7. 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 HK$738
HK$2,432 total
includes taxes & fees
19 Oct - 20 Oct
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
A mobile home with a paved driveway, a lawn, and a golf cart parked in front.

8. Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is HK$636
HK$1,510 total
includes taxes & fees
14 Oct - 15 Oct
Perfect Place for a Perfect Vacation
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 HK$706
HK$1,598 total
includes taxes & fees
14 Oct - 15 Oct
Family-Friendly Cottage Near Orlando’s Top Attractions
A single-story house with a brick facade, a garage, and a well-maintained lawn.

10. ~ 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 HK$1,130
HK$3,734 total
includes taxes & fees
20 Oct - 21 Oct
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
A two-story house with a garage, a front door, and a small porch.

11. Resort Home w Bbq, Pool, Games- Near Disney!

Resort Home w Bbq, Pool, Games- Near Disney!
3.0 star property
Kissimmee
The price is HK$902
HK$3,509 total
includes taxes & fees
14 Oct - 15 Oct
Resort Home w Bbq, Pool, Games- Near Disney!
A modern hotel with a central courtyard, palm trees, and a parking area.

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

Mvy7664 - 3BR House Near Disney With Hot Tub
3.0 star property
Kissimmee
The price is HK$1,511
HK$3,523 total
includes taxes & fees
15 Oct - 16 Oct
Mvy7664 - 3BR House Near Disney With Hot Tub
A restaurant with outdoor seating and a thatched roof.

13. "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 HK$840
HK$2,250 total
includes taxes & fees
27 Oct - 28 Oct
"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
A residential area with a well-maintained lawn, a street with parked cars, and a green dumpster.

14. Ei8555 - 3BR House Near Disney

Ei8555 - 3BR House Near Disney
3.0 star property
Kissimmee
The price is HK$1,138
HK$2,554 total
includes taxes & fees
6 Nov - 7 Nov
Ei8555 - 3BR House Near Disney
A modern building with large windows and a parking lot.

15. 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 residential house with a garage, a front door, and a driveway.

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

Upstay Luxury Home With Pool, Hot Tub, Games Room
3.0 star property
Reunion
Upstay Luxury Home With Pool, Hot Tub, Games Room
An outdoor lounge area with multiple seating options, ceiling fans, and large windows offering views of palm trees and a beach.

17. Upstay: New Solara Resort Home w/ Pool & Hot Tub

Upstay: New Solara Resort Home w/ Pool & Hot Tub
3.0 star property
Kissimmee
The price is HK$1,326
HK$3,990 total
includes taxes & fees
15 Oct - 16 Oct
Upstay: New Solara Resort Home w/ Pool & Hot Tub
A two-story house with a garage, surrounded by palm trees and a brick driveway.

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

Family-friendly Villa w Pool, Hot Tub & Game Room
3.0 star property
Kissimmee
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.

19. 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 HK$530
HK$1,645 total
includes taxes & fees
14 Oct - 15 Oct
The Russell Lake House
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

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

10/10 Excellent
"The lazy river was nice, they need another elevator towards the rear right side or at least a stairway exit. Had to park in front of the building all the time and my room was in the rear second floor. A looooooong walk every time to the car. This was the only downside of the hotel everything else was ok."
Rolando 2-night trip
Posted less than an hour ago
Kompose Boutique Resort at Theme Parks

Find out more about Kissimmee

Kissimmee Cottages information

Number of reviews
41
Accommodation
1479 Cottages
Lowest Price
HK$1,510
Highest Price
HK$6,486

Frequently asked questions

How much do cottages in Kissimmee cost?
You can expect to pay between HK$1,510 and HK$6,486 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 9.8. 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 1479 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.
Are there any family-friendly cottages in Kissimmee?
Get cosy at 4720shd Ultimate New 6 Bedroom Storey Lake Home, a 4-star cottage not far from town. Amenities here include WiFi and clothes washing facilities. Another family-friendly pick where you can swap the concrete jungle for wide open spaces is Stunning Lakeview Townhome With Private Pool. A playground and a lazy river help make this 4-star cottage a traveller favourite. Once you've checked in and dropped off your luggage, there are lots of family-friendly attractions to see in and around Kissimmee. Discovery Cove and Aquatica guarantee fun for young and old.
Are there any 5-star cottages in Kissimmee?
Kissimmee does not have any 5-star cottages — but you and your crew can still holiday here in style! Why not choose 4720shd Ultimate New 6 Bedroom Storey Lake Home? Located around 8 kilometres 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 kilometres from the centre 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.
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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