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Check prices for these dates

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2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
In two months
20 Feb - 22 Feb

Our top choices for Kissimmee cottages

House (3 Bedrooms) | Interior
Upstay: Bright Family-friendly Retreat With Patio

Upstay: Bright Family-friendly Retreat With Patio

Upstay: Bright Family-friendly Retreat With Patio
3.0 star property
Chatham Park
The price is €223
includes taxes & fees
7 Jan - 8 Jan 2026
Upstay: Bright Family-friendly Retreat With Patio
House (4 Bedrooms) | Interior
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool

~ 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 €400
includes taxes & fees
24 Jan - 25 Jan 2026
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
Exterior
Charming 1-bedroom cottage in Kissimmee

Charming 1-bedroom cottage in Kissimmee

Charming 1-bedroom cottage in Kissimmee
Kissimmee
The price is €227
includes taxes & fees
31 Dec - 1 Jan 2026
Charming 1-bedroom cottage in Kissimmee
Microwave, stovetop
Tiny house close to Disney KISSIMMEE

Tiny house close to Disney KISSIMMEE

Tiny house close to Disney KISSIMMEE
2.0 star property
Kissimmee
9.0 out of 10, Wonderful, (2)
"The location was great. We really just needed somewhere to sleep because we spent the day at the Disney Parks. The place had enough beds and was a great price."
United States
Christine M.
The price is €154
includes taxes & fees
7 Jan - 8 Jan 2026
Tiny house close to Disney KISSIMMEE
Interior
Encore Swanky

Encore Swanky

Encore Swanky
3.0 star property
Kissimmee
The price is €718
includes taxes & fees
29 Dec - 30 Dec
Encore Swanky
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

Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema
3.0 star property
Kissimmee
The price is €1,020
includes taxes & fees
29 Dec - 30 Dec
Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema
Dining
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

Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
Kissimmee
The price is €183
includes taxes & fees
5 Jan - 6 Jan 2026
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

Family-Friendly Cottage Near Orlando’s Top Attractions
Kissimmee
10.0 out of 10, Exceptional, (1)
"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 €175
includes taxes & fees
7 Jan - 8 Jan 2026
Family-Friendly Cottage Near Orlando’s Top Attractions
Private kitchen
Cozy Tropical Cottage - 4 mi to Disney

Cozy Tropical Cottage - 4 mi to Disney

Cozy Tropical Cottage - 4 mi to Disney
Kissimmee
The price is €248
includes taxes & fees
28 Dec - 29 Dec
Cozy Tropical Cottage - 4 mi to Disney
Living area
Cozy Lake Cottage - 4 miles to Disney

Cozy Lake Cottage - 4 miles to Disney

Cozy Lake Cottage - 4 miles to Disney
Kissimmee
The price is €244
includes taxes & fees
2 Jan - 3 Jan 2026
Cozy Lake Cottage - 4 miles to Disney
House (6 Bedrooms) | Interior
Upstay: 6BR Resort Home w Pool & Basketball Court

Upstay: 6BR Resort Home w Pool & Basketball Court

Upstay: 6BR Resort Home w Pool & Basketball Court
3.0 star property
Kissimmee
Upstay: 6BR Resort Home w Pool & Basketball Court
Exterior
"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
Kissimmee
9.8 out of 10, Exceptional, (6)
"Wonderful place to stay overnight. Nice furnishings. Good room layout for family. Convenience of washer and dryer. Host was quick and responsive. Thank you for a terrific stay."
United States
George L.
The price is €260
includes taxes & fees
7 Jan - 8 Jan 2026
"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
Property grounds
Seas the Day Cottage near Disney with Margaritaville Resort & Island H2O Access.

Seas the Day Cottage near Disney with Margaritaville Resort & Island H2O Access.

Seas the Day Cottage near Disney with Margaritaville Resort & Island H2O Access.
Kissimmee
Seas the Day Cottage near Disney with Margaritaville Resort & Island H2O Access.
Exterior
Inviting Cottage with Private Hot Tub near Disney with Margaritaville Resort &.

Inviting Cottage with Private Hot Tub near Disney with Margaritaville Resort &.

Inviting Cottage with Private Hot Tub near Disney with Margaritaville Resort &.
Kissimmee
Inviting Cottage with Private Hot Tub near Disney with Margaritaville Resort &.
Exterior
Celestial Cottage near Disney with Margaritaville Resort & Island H2O Access -.

Celestial Cottage near Disney with Margaritaville Resort & Island H2O Access -.

Celestial Cottage near Disney with Margaritaville Resort & Island H2O Access -.
Kissimmee
Celestial Cottage near Disney with Margaritaville Resort & Island H2O Access -.
Exterior
Dreamy Coral Cottage with Hot Tub near Disney with Margaritaville Resort &.

Dreamy Coral Cottage with Hot Tub near Disney with Margaritaville Resort &.

Dreamy Coral Cottage with Hot Tub near Disney with Margaritaville Resort &.
2.0 star property
Kissimmee
Dreamy Coral Cottage with Hot Tub near Disney with Margaritaville Resort &.
Exterior
The Lime Life Cottage near Disney with Margaritaville Resort and Island H20.

The Lime Life Cottage near Disney with Margaritaville Resort and Island H20.

The Lime Life Cottage near Disney with Margaritaville Resort and Island H20.
2.0 star property
Kissmmmee
The Lime Life Cottage near Disney with Margaritaville Resort and Island H20.
Exterior
A Parrot's Live for Me Cottage with Private Pool near Disney with.

A Parrot's Live for Me Cottage with Private Pool near Disney with.

A Parrot's Live for Me Cottage with Private Pool near Disney with.
2.0 star property
Kissimmee
A Parrot's Live for Me Cottage with Private Pool near Disney with.
Outdoor dining
Orange Creamsickle Cottage near Disney with Margaritaville Resort & Island H20.

Orange Creamsickle Cottage near Disney with Margaritaville Resort & Island H20.

Orange Creamsickle Cottage near Disney with Margaritaville Resort & Island H20.
2.0 star property
Kissimmee
Orange Creamsickle Cottage near Disney with Margaritaville Resort & Island H20.
Exterior
Coral Reef Cottage! near Disney with Margaritaville Resort & Island H2O Access.

Coral Reef Cottage! near Disney with Margaritaville Resort & Island H2O Access.

Coral Reef Cottage! near Disney with Margaritaville Resort & Island H2O Access.
Kissimmee
Coral Reef Cottage! near Disney with Margaritaville Resort & Island H2O Access.
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

Comfort Inn & Suites Kissimmee by the Parks

Comfort Inn & Suites Kissimmee by the Parks

10/10 Excellent
"The staff was kind and the breakfast was always fresh"
Stephanie 8-night trip
Posted 1 day ago
Comfort Inn & Suites Kissimmee by the Parks

Find out more about Kissimmee

Kissimmee Cottages information

Number of reviews
2
Accommodation
1056 Cottages
Lowest Price
€154
Highest Price
€718

Frequently asked questions

How much do cottages in Kissimmee cost?
You can expect to pay between €154 and €718 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 9.0. 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 1056 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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