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Check prices for these dates

In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for Kissimmee cottages

Dining

Cottage in Kissimmee

Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
The price is ￥13,975
￥33,734 total
includes taxes & fees
Jan 18 - Jan 19
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
Microwave, stovetop

Cottage in Kissimmee

Tiny house close to Disney KISSIMMEE
2.0 star property
8.6 out of 10, Excellent, (4 reviews)
"Just needed a place to stay close to Disney for the night and the place was clean and easy to check in and out. "
United States
Jena B.
The price is ￥11,092
￥27,449 total
includes taxes & fees
Jan 19 - Jan 20
Tiny house close to Disney KISSIMMEE
House (4 Bedrooms) | Interior

Cottage in Indian Ridge

~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
3.0 star property
The price is ￥18,380
￥74,720 total
includes taxes & fees
Jan 16 - Jan 17
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
Exterior

Cottage in Reunion

Wellerden at Reunion Resort!by Shine Villas
3.5 star property
The price is ￥31,598
￥104,839 total
includes taxes & fees
Jan 21 - Jan 22
Wellerden at Reunion Resort!by Shine Villas
Interior

Cottage in Kissimmee

Encore Swanky
3.0 star property
The price is ￥32,099
￥100,637 total
includes taxes & fees
Feb 1 - Feb 2
Encore Swanky
Smart TV, books

Cottage in Kissimmee

Family-Friendly Cottage Near Orlando’s Top Attractions
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 ￥14,261
￥32,419 total
includes taxes & fees
Jan 19 - Jan 20
Family-Friendly Cottage Near Orlando’s Top Attractions
Exterior

Cottage in Kissimmee

Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, 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 ￥15,687
￥44,246 total
includes taxes & fees
Feb 10 - Feb 11
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
Exterior

Cottage in Kissimmee

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
9.8 out of 10, Exceptional, (7 reviews)
"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 ￥16,970
￥46,073 total
includes taxes & fees
Jan 20 - Jan 21
"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
Terrace/patio

Cottage in Kissimmee

Blue Moon Luxurious Cottage with Private Pool near Disney with Margaritaville.
2.0 star property
The price is ￥130,563
￥268,334 total
includes taxes & fees
Feb 15 - Feb 16
Blue Moon Luxurious Cottage with Private Pool near Disney with Margaritaville.
Exterior

Cottage in Kissimmee

Dreamy Coral Cottage with Hot Tub near Disney with Margaritaville Resort &.
2.0 star property
Dreamy Coral Cottage with Hot Tub near Disney with Margaritaville Resort &.
Exterior

Cottage in Kissmmmee

Lush Garden Oasis Cottage near Disney with Margaritaville Resort and Island H2O.
2.0 star property
Lush Garden Oasis Cottage near Disney with Margaritaville Resort and Island H2O.
Pool

Cottage in Kissimmee

Blissful Oasis with Private Pool near Disney with Margaritaville Resort &.
Blissful Oasis with Private Pool near Disney with Margaritaville Resort &.
Exterior

Cottage in Kissimmee

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

Cottage in Kissimmee

Cozy Cottage with Hot Tub Near Disney with Margaritaville Resort & Island H2O.
Cozy Cottage with Hot Tub Near Disney with Margaritaville Resort & Island H2O.
Exterior

Cottage in Kissimmee

Lovely Cottage 3 miles from Disney w/ Hot Tub and Margaritaville Resort &.
Lovely Cottage 3 miles from Disney w/ Hot Tub and Margaritaville Resort &.
Exterior

Cottage in Kissimmee

Island Time Cottage with Hot Tub Near Disney with Margaritaville Resort &.
Island Time Cottage with Hot Tub Near Disney with Margaritaville Resort &.
Exterior

Cottage in Kissimmee

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

Cottage in Kissimmee

Tropical Paradise Cottage near Disney with Margaritaville Resort & Island H2O.
Tropical Paradise Cottage near Disney with Margaritaville Resort & Island H2O.
Exterior

Cottage in Kissimmee

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

Cottage in Kissimmee

Cheerful Villa near Disney with Margaritaville Resort and Island H20 Waterpark.
Cheerful Villa near Disney with Margaritaville Resort and Island H20 Waterpark.
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

Margaritaville Resort Orlando

10/10 Excellent
"The room was very spacious & the resort is beautiful! "
Teresa 4-night trip
Posted 1 day ago
Margaritaville Resort Orlando

Find out more about Kissimmee

Kissimmee Cottages information

Number of reviews
4
Accommodation
1056 Cottages
Lowest Price
￥27,449
Highest Price
￥268,334

Frequently asked questions

How much do cottages in Kissimmee cost?
You can expect to pay between ￥27,449 and ￥268,334 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 9.5. 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 vacationing with the kids or organizing 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 cozy 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 traveler favorite. 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 vacation here in style! Why not choose 4720shd Ultimate New 6 Bedroom Storey Lake Home? Located around 8 kilometers 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 kilometers from the center 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 travelers' 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.