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
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Kissimmee cottages

House (3 Bedrooms) | Interior

Upstay: Bright Family-friendly Retreat With Patio

Upstay: Bright Family-friendly Retreat With Patio
3.0 star property
Chatham Park
The price is £189
includes taxes & fees
30 Jun - 1 Jul
Upstay: Bright Family-friendly Retreat With Patio
Exterior

Newly Remodeled Tiny Home 20 minutes from Disney!~

Newly Remodeled Tiny Home 20 minutes from Disney!~
Kissimmee
The price is £160
includes taxes & fees
30 Jun - 1 Jul
Newly Remodeled Tiny Home 20 minutes from Disney!~
Exterior

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
30 Jun - 1 Jul
Perfect Place for a Perfect Vacation
TV

Tiny house close to Disney KISSIMMEE

Tiny house close to Disney KISSIMMEE
Kissimmee
8.4 out of 10, Very good, (8 reviews)
"Nice, Cute little place"
United States
Brenda N.
The price is £142
includes taxes & fees
6 Jul - 7 Jul
Tiny house close to Disney KISSIMMEE
Exterior

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
Kissimmee
9.6 out of 10, Exceptional, (10 reviews)
"Great place for a stay, clean and plenty of everything you need. "
United States
Leo C.
The price is £210
includes taxes & fees
1 Jul - 2 Jul
"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
House (3 Bedrooms) | Interior

Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
The price is £328
includes taxes & fees
3 Jul - 4 Jul
Serenity - Family & Pet Friendly, Amazing Location
Property grounds

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 £170
includes taxes & fees
5 Jul - 6 Jul
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
Smart TV, books

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 £167
includes taxes & fees
6 Jul - 7 Jul
Family-Friendly Cottage Near Orlando’s Top Attractions
House (4 Bedrooms) | Interior

~ 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 £360
includes taxes & fees
30 Jun - 1 Jul
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
Exterior

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
13 Jul - 14 Jul
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
Exterior

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 £697
includes taxes & fees
28 Jul - 29 Jul
Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema
House (Multiple Bedrooms) | Interior

Minutes to Disney: Pool, Games & Themed Rooms

Minutes to Disney: Pool, Games & Themed Rooms
3.0 star property
Kissimmee
The price is £587
includes taxes & fees
2 Jul - 3 Jul
Minutes to Disney: Pool, Games & Themed Rooms
House (5 Bedrooms) | Interior

5 Mi to Walt Disney World! Gem w/ Resort Perks

5 Mi to Walt Disney World! Gem w/ Resort Perks
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (4 reviews)
"Property manager was amazing 👏. She responded quickly, even after hours."
United States
Lameka
The price is £410
includes taxes & fees
14 Jul - 15 Jul
5 Mi to Walt Disney World! Gem w/ Resort Perks
House (4 Bedrooms) | Interior

9 Mi to Disney: Home w/ Pool Table & Water Views!

9 Mi to Disney: Home w/ Pool Table & Water Views!
3.0 star property
Lake Berkley
The price is £313
includes taxes & fees
6 Jul - 7 Jul
9 Mi to Disney: Home w/ Pool Table & Water Views!
Porch

Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (193 reviews)
"Was probably once a great time place. Owner was nice. Night time neighborhood is a bit noisy guess it's just how people act now no respect for property."
United States
wade
The price is £58
includes taxes & fees
30 Jun - 1 Jul
Lake Ida Beach Resort
Interior

Downtown Cottage

Downtown Cottage
Colonialtown North
8.2 out of 10, Very good, (11 reviews)
"Clean perfect location for what we needed "
United States
Jerred B.
The price is £132
includes taxes & fees
30 Jun - 1 Jul
Downtown Cottage
Property grounds

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

New cottage retreat in St. Cloud with WiFi, AC.
St. Cloud
10.0 out of 10, Exceptional, (32 reviews)
"Great cute and clean place."
United States
Victoria T.
The price is £99
includes taxes & fees
30 Jun - 1 Jul
New cottage retreat in St. Cloud with WiFi, AC.
Exterior

Charming Historic Cottage with Cozy Porch and Garden Retreat

Charming Historic Cottage with Cozy Porch and Garden Retreat
Polk City
10.0 out of 10, Exceptional, (3 reviews)
"Clean comfort all ok"
United States
Donald P.
The price is £165
includes taxes & fees
30 Jun - 1 Jul
Charming Historic Cottage with Cozy Porch and Garden Retreat
House (4 Bedrooms) | Interior

Family Resort Home w Pool, BBQ & Game Room

Family Resort Home w Pool, BBQ & Game Room
3.0 star property
Solana
The price is £271
includes taxes & fees
1 Jul - 2 Jul
Family Resort Home w Pool, BBQ & Game Room
Property grounds

Romantic Lakefront Getaway with Balcony near Downtown Orlando

Romantic Lakefront Getaway with Balcony near Downtown Orlando
Orlando
The price is £171
includes taxes & fees
30 Jun - 1 Jul
Romantic Lakefront Getaway with Balcony near Downtown Orlando
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

Galleria Palms Hotel

Galleria Palms Hotel

10/10 Excellent
"Estuvo súper bueno"
Naomi 3-night trip
Posted 3 hours ago
Galleria Palms Hotel

Find out more about Kissimmee

Kissimmee Cottages information

Number of reviews
253
Accommodation
1191 Cottages
Lowest Price
£58
Highest Price
£697

Frequently asked questions

How much do cottages in Kissimmee cost?
You can expect to pay between £58 and £697 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 9.2. 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 1191 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.