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 single-story house with a gabled roof, a front porch, and a small front yard with a large agave plant.

1. 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 €283
includes taxes & fees
5 Oct - 6 Oct
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.

2. 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 €187
includes taxes & fees
5 Oct - 6 Oct
Family-Friendly Cottage Near Orlando’s Top Attractions
A mobile home with a paved driveway, a lawn, and a golf cart parked in front.

3. Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is €173
includes taxes & fees
5 Oct - 6 Oct
Perfect Place for a Perfect Vacation
A modern building with a parking lot, a golf cart, and a tree.

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

Mvv7482 - 3BR House Near Disney at Magic Village
3.0 star property
Kissimmee
The price is €506
includes taxes & fees
11 Oct - 12 Oct
Mvv7482 - 3BR House Near Disney at Magic Village
A kitchen with white cabinets, a granite countertop, a stainless steel sink, and a black microwave.

5. 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 €148
includes taxes & fees
5 Oct - 6 Oct
Tiny house close to Disney KISSIMMEE
A building with a central arched entrance, surrounded by a landscaped garden with palm trees and shrubs.

6. 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 €175
includes taxes & fees
5 Oct - 6 Oct
Pond Access & Grill! Group Escape, 19 Mi to WDW
An aerial view of a resort with multiple swimming pools, a dock, and a residential area with houses.

7. 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 €745
includes taxes & fees
5 Oct - 6 Oct
Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema
A residential house with a garage, a front door, and a driveway.

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

Upstay Luxury Home With Pool, Hot Tub, Games Room
3.0 star property
Reunion
The price is €411
includes taxes & fees
24 Sept - 25 Sept
Upstay Luxury Home With Pool, Hot Tub, Games Room
A covered outdoor area with a concrete floor, surrounded by grass and trees.

9. Enchanted Cottage with Pool and Mini-Golf Near Disney

Enchanted Cottage with Pool and Mini-Golf Near Disney
Kissimmee
9.4 out of 10, Exceptional, (44 reviews)
"This place was the perfect little hideaway during our trip to the parks. Would most definitely stay again."
United States
Shane B.
Enchanted Cottage with Pool and Mini-Golf Near Disney
A restaurant with outdoor seating and a thatched roof.

10. "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 €322
includes taxes & fees
23 Oct - 24 Oct
"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
A multi-story building with a 'STUDIO MOVIE GRILL' sign, parking lot, and surrounding greenery.

11. Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
Serenity - Family & Pet Friendly, Amazing Location
A compact kitchen with a built-in TV, a dining area with a bench, and a wall decorated with motivational posters.

12. 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 €197
includes taxes & fees
5 Oct - 6 Oct
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
A single-story mobile home with a front porch and a small deck.

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

Newly Remodeled Tiny Home 20 minutes from Disney!~
Kissimmee
The price is €189
includes taxes & fees
5 Oct - 6 Oct
Newly Remodeled Tiny Home 20 minutes from Disney!~
A modern building with a central entrance, surrounded by a landscaped area with palm trees.

14. Mvv7485 - 3BR House Near Disney With Hot Tub

Mvv7485 - 3BR House Near Disney With Hot Tub
3.0 star property
Kissimmee
The price is €423
includes taxes & fees
13 Oct - 14 Oct
Mvv7485 - 3BR House Near Disney With Hot Tub
A single-story house with a brick facade, a garage, and a well-maintained lawn.

15. ~ 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 €414
includes taxes & fees
5 Oct - 6 Oct
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
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 €439
includes taxes & fees
13 Oct - 14 Oct
Mvv7460 - 3BR House Near Disney w/ Hot tub
A modern hotel with a central courtyard, palm trees, and a parking area.

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

Mvy7664 - 3BR House Near Disney With Hot Tub
3.0 star property
Kissimmee
The price is €391
includes taxes & fees
15 Oct - 16 Oct
Mvy7664 - 3BR House Near Disney With Hot Tub
A residential area with houses featuring sloped roofs and solar panels.

18. Upstay: Bright Family-friendly Retreat With Patio

Upstay: Bright Family-friendly Retreat With Patio
3.0 star property
Chatham Park
The price is €215
includes taxes & fees
23 Sept - 24 Sept
Upstay: Bright Family-friendly Retreat With Patio
A resort with a central swimming pool, sun loungers, and palm trees.

19. Mvy7632 - 4BR House Near Disney

Mvy7632 - 4BR House Near Disney
3.0 star property
Kissimmee
The price is €415
includes taxes & fees
6 Oct - 7 Oct
Mvy7632 - 4BR House Near Disney
A two-story house with a front porch, a garage, and a well-maintained lawn.

20. Hook, Line & Leisure: Lakefront Gem w/ Porch!

Hook, Line & Leisure: Lakefront Gem w/ Porch!
3.0 star property
Florence Villa
10.0 out of 10, Exceptional, (3 reviews)
"We stayed here because our soccer team had a tournament in the area. We had a couple families stay and the price was much cheaper than hotels around the area. The house is beautiful and spacious inside. Has alot of upgrades. At first we thought the neighborhood looked a little off, but we had no issues at all with our stay. We have some other tournaments in this area later in the year and we will definitely be booking to stay here again."
United States
John
The price is €352
includes taxes & fees
23 Sept - 24 Sept
Hook, Line & Leisure: Lakefront Gem w/ Porch!
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

Seasons Florida Resort

Seasons Florida Resort

10/10 Excellent
"Thanks"
Luis 1-night trip
Posted 3 hours ago
Seasons Florida Resort

Find out more about Kissimmee

Kissimmee Cottages information

Number of reviews
72
Accommodation
1480 Cottages
Lowest Price
€148
Highest Price
€745

Frequently asked questions

How much do cottages in Kissimmee cost?
You can expect to pay between €148 and €745 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 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?
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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