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

A residential area with houses featuring sloped roofs and solar panels.

1. Upstay: Bright Family-friendly Retreat With Patio

Upstay: Bright Family-friendly Retreat With Patio
3.0 star property
Chatham Park
The price is £187
includes taxes & fees
29 Sept - 30 Sept
Upstay: Bright Family-friendly Retreat With Patio
A kitchen with white cabinets, a granite countertop, a stainless steel sink, and a black microwave.

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 £128
includes taxes & fees
28 Sept - 29 Sept
Tiny house close to Disney KISSIMMEE
A multi-story building with a 'STUDIO MOVIE GRILL' sign, parking lot, and surrounding greenery.

3. Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
The price is £291
includes taxes & fees
28 Sept - 29 Sept
Serenity - Family & Pet Friendly, Amazing Location
A mobile home with a paved driveway, a lawn, and a golf cart parked in front.

4. Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is £149
includes taxes & fees
28 Sept - 29 Sept
Perfect Place for a Perfect Vacation
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 £240
includes taxes & fees
28 Sept - 29 Sept
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
A modern living room with a sofa, a large wall clock, and a mirror.

6. 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 £158
includes taxes & fees
28 Sept - 29 Sept
Family-Friendly Cottage Near Orlando’s Top Attractions
A single-story house with a covered patio area, a lawn, and a clear sky.

7. 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 £152
includes taxes & fees
4 Oct - 5 Oct
Pond Access & Grill! Group Escape, 19 Mi to WDW
A single-story mobile home with a front porch and a small deck.

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

Newly Remodeled Tiny Home 20 minutes from Disney!~
Kissimmee
The price is £163
includes taxes & fees
30 Sept - 1 Oct
Newly Remodeled Tiny Home 20 minutes from Disney!~
A compact kitchen with a built-in TV, a dining area with a bench, and a wall decorated with motivational posters.

9. 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 £171
includes taxes & fees
11 Oct - 12 Oct
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
An aerial view of a resort with multiple swimming pools, a dock, and a residential area with houses.

10. 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 £638
includes taxes & fees
6 Oct - 7 Oct
Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema
A resort with a central swimming pool, sun loungers, and palm trees.

11. Mvy7632 - 4BR House Near Disney

Mvy7632 - 4BR House Near Disney
3.0 star property
Kissimmee
The price is £359
includes taxes & fees
6 Oct - 7 Oct
Mvy7632 - 4BR House Near Disney
A restaurant with outdoor seating and a thatched roof.

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 £232
includes taxes & fees
27 Oct - 28 Oct
"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
A single-story house with a brick facade, a garage, and a well-maintained lawn.

13. ~ 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 £359
includes taxes & fees
28 Sept - 29 Sept
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
A modern hotel with a central courtyard, palm trees, and a parking area.

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 £339
includes taxes & fees
15 Oct - 16 Oct
Mvy7664 - 3BR House Near Disney With Hot Tub
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
The price is £353
includes taxes & fees
13 Oct - 14 Oct
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
The price is £356
includes taxes & fees
13 Oct - 14 Oct
Mvv7460 - 3BR House Near Disney w/ Hot tub
A modern hotel with a curved driveway, large windows, and palm trees.

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

Mvv7482 - 3BR House Near Disney at Magic Village
3.0 star property
Kissimmee
The price is £425
includes taxes & fees
11 Oct - 12 Oct
Mvv7482 - 3BR House Near Disney at Magic Village
A two-story house with a garage, surrounded by well-maintained lawns and palm trees.

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

Family Resort Home w Pool, BBQ & Game Room
3.0 star property
Solana
The price is £248
includes taxes & fees
30 Sept - 1 Oct
Family Resort Home w Pool, BBQ & Game Room
A residential property with a red carpet leading to a door, a small garden area with green turf and potted plants, and a wooden fence.

19. Beautiful Studio cottage in St. Cloud with WiFi, AC, free parking

Beautiful Studio cottage in St. Cloud with WiFi, AC, free parking
St. Cloud
10.0 out of 10, Exceptional, (32 reviews)
"Great cute and clean place."
United States
Victoria T.
The price is £95
includes taxes & fees
5 Oct - 6 Oct
Beautiful Studio cottage in St. Cloud with WiFi, AC, free parking
A small, single-story house with a gray roof and white siding, featuring two white plastic chairs outside.

20. Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (197 reviews)
"Clean room and private area loved it"
United States
Heather
The price is £57
includes taxes & fees
14 Oct - 15 Oct
Lake Ida Beach 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

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

8/10 Good
"Room was clean, however there was strong odor of mold, in the hallway going into the room, which resonated inside near the entrance. Loved the amenities, pool was refreshing."
Sandra 2-night trip
Posted less than an hour ago
Hilton Vacation Club Mystic Dunes Orlando

Find out more about Kissimmee

Kissimmee Cottages information

Number of reviews
57
Accommodation
1480 Cottages
Lowest Price
£57
Highest Price
£638

Frequently asked questions

How much do cottages in Kissimmee cost?
You can expect to pay between £57 and £638 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?
Kissimmee has multiple cottages with a total average guest review rating of 9.6. 1702vp is a fantastic option if you love nature and an easy-breezy pace. Guests staying at this 3.5-star stay can enjoy amenities such as a swimming pool and WiFi. Stunning Lakeview Townhome With Private Pool is another popular pick. This 4-star cottage comes with a swimming pool and a lazy river.
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.
Are there any family-friendly cottages in Kissimmee?
Many travellers needing a family-friendly cottage in Kissimmee pick Stunning Lakeview Townhome With Private Pool. With a 4-star rating and amenities such as a lazy river and a waterslide, you'll get a good night's rest here. Another noteworthy pick for families who crave a break close to nature is 4720shd Ultimate New 6 Bedroom Storey Lake Home. WiFi and clothes washing facilities help make this 4-star cottage a comfortable base for your Kissimmee trip. Kissimmee boasts loads of family-friendly attractions to visit when you need to keep the kids busy. 192 Flea Market and Kissimmee Golf Club promise a fun day out for visitors of all ages.
Are there any 5-star cottages in Kissimmee?
There are no 5-star cottages in Kissimmee. However, you will find some comfy 4-star accommodation that are sure to impress. Reserve your spot at Stunning Lakeview Townhome With Private Pool, around 5 mi from downtown. a swimming pool and a patio are just two of the conveniences on offer here. 4720shd Ultimate New 6 Bedroom Storey Lake Home is another stylish pick with a swimming pool and spa facilities. It's about 5 mi from the centre of Kissimmee.
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.