A restaurant and bar with a distinctive tower and palm trees.

Search Cottages in West Kissimmee

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for West Kissimmee cottages

A multi-story building with a 'STUDIO MOVIE GRILL' sign, parking lot, and surrounding greenery.

1. Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
The price is AED 335
AED 1,452 total
includes taxes & fees
15 Oct - 16 Oct
Serenity - Family & Pet Friendly, Amazing Location
A residential area with a well-maintained lawn, a street with parked cars, and a green dumpster.

2. Ei8555 - 3BR House Near Disney

Ei8555 - 3BR House Near Disney
3.0 star property
Kissimmee
The price is AED 533
AED 1,195 total
includes taxes & fees
6 Nov - 7 Nov
Ei8555 - 3BR House Near Disney
A restaurant with outdoor seating and a thatched roof.

3. "Casa Kiwi" Margaritaville Cottage 5 minutes to Disney

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
Kissimmee
9.4 out of 10, Exceptional, (14 reviews)
"Great place for a stay, clean and plenty of everything you need. "
United States
Leo C.
The price is AED 393
AED 1,053 total
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.

4. ~ 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 AED 529
AED 1,748 total
includes taxes & fees
15 Oct - 16 Oct
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
A two-story house with a garage, surrounded by well-maintained lawns and palm trees.

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

Family Resort Home w Pool, BBQ & Game Room
3.0 star property
Solana
The price is AED 382
AED 1,205 total
includes taxes & fees
18 Oct - 19 Oct
Family Resort Home w Pool, BBQ & Game Room
A modern hotel with a central courtyard, palm trees, and a parking area.

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

Mvy7664 - 3BR House Near Disney With Hot Tub
3.0 star property
Kissimmee
The price is AED 707
AED 1,649 total
includes taxes & fees
20 Oct - 21 Oct
Mvy7664 - 3BR House Near Disney With Hot Tub
A small cabin with a porch and a garage, surrounded by trees and a clear sky.

7. Cozy Forest Retreat Mid-Century Charm Fireplace 20 Min to Disney

Cozy Forest Retreat Mid-Century Charm Fireplace 20 Min to Disney
Davenport
6.8 out of 10, (3 reviews)
"Needs some upgrades. The bed was a full size, very small for a couple, should really think of upgrading to a king. Pans were old and could use replacing. Bugs and ants constant. Shower was small. Very small tv. Stovetop had missing nob and was difficult to operate. Definitely needs upgrading, left a day early, didn’t feel comfortable there. "
United States
Rebecca F.
The price is AED 261
AED 572 total
includes taxes & fees
15 Oct - 16 Oct
Cozy Forest Retreat Mid-Century Charm Fireplace 20 Min to Disney
A small, single-story house with a gray roof and white siding, featuring two white plastic chairs outside.

8. Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (198 reviews)
"Clean room and private area loved it"
United States
Heather
The price is AED 258
AED 289 total
includes taxes & fees
15 Oct - 16 Oct
Lake Ida Beach Resort
A mobile home with a paved driveway, a lawn, and a golf cart parked in front.

9. Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is AED 298
AED 703 total
includes taxes & fees
18 Oct - 19 Oct
Perfect Place for a Perfect Vacation
A modern living room with a sofa, a large wall clock, and a mirror.

10. 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 AED 331
AED 744 total
includes taxes & fees
15 Oct - 16 Oct
Family-Friendly Cottage Near Orlando’s Top Attractions
A residential property with a well-maintained lawn, a paved driveway, and a small garden area with plants.

11. Gorgeous Cottage near Lake Louisa & mins 2 Disney.

Gorgeous Cottage near Lake Louisa & mins 2 Disney.
Vacation Village
9.4 out of 10, Exceptional, (65 reviews)
"Wonderful time at a property just right for our needs and wants. "
United States
Peter C.
The price is AED 455
AED 579 total
includes taxes & fees
18 Oct - 19 Oct
Gorgeous Cottage near Lake Louisa & mins 2 Disney.
A single-story house with a gabled roof, a front porch, and a small front yard with a large agave plant.

12. 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 AED 345
AED 1,138 total
includes taxes & fees
19 Oct - 20 Oct
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
A compact kitchen with a built-in TV, a dining area with a bench, and a wall decorated with motivational posters.

13. 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 AED 340
AED 804 total
includes taxes & fees
25 Oct - 26 Oct
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
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.

14. Garden in the Cloud- Cottage St. Cloud with WiFi, AC, Free parking

Garden in the Cloud- Cottage 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 AED 294
AED 511 total
includes taxes & fees
9 Nov - 10 Nov
Garden in the Cloud- Cottage St. Cloud with WiFi, AC, Free parking
An outdoor lounge area with multiple seating options, ceiling fans, and large windows offering views of palm trees and a beach.

15. Upstay: New Solara Resort Home w/ Pool & Hot Tub

Upstay: New Solara Resort Home w/ Pool & Hot Tub
3.0 star property
Kissimmee
The price is AED 534
AED 1,769 total
includes taxes & fees
15 Oct - 16 Oct
Upstay: New Solara Resort Home w/ Pool & Hot Tub
A modern hotel with a curved driveway, large windows, and palm trees.

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

Mvv7482 - 3BR House Near Disney at Magic Village
3.0 star property
Kissimmee
Mvv7482 - 3BR House Near Disney at Magic Village
A serene landscape with a pond, trees with Spanish moss, and a palm tree.

17. Shore Steps Cottage - Walking Distance To The Town Of Windermere

Shore Steps Cottage - Walking Distance To The Town Of Windermere
Windermere
10.0 out of 10, Exceptional, (1 review)
The price is AED 493
AED 1,310 total
includes taxes & fees
15 Oct - 16 Oct
Shore Steps Cottage - Walking Distance To The Town Of Windermere
A hammock tied between two wooden posts, a wooden deck, and a view of a lake with trees and a clear sky.

18. Cozy Lake Front Cottage

Cozy Lake Front Cottage
Clermont
10.0 out of 10, Exceptional, (25 reviews)
"Very nice cottage, beautiful view"
United States
rachel c.
The price is AED 545
AED 1,131 total
includes taxes & fees
18 Oct - 19 Oct
Cozy Lake Front Cottage
A covered porch with two wooden chairs and a bench, overlooking a road and a body of water.

19. Lakefront Retreat on Lake Ariana w/ EV Charger

Lakefront Retreat on Lake Ariana w/ EV Charger
3.0 star property
Auburndale
8.0 out of 10, Very good, (1 review)
"This house has beautiful views of Lake Ariana and you can walk to old town and access the lake easily. The house is an old classic central Florida house with some quirks, but had room for family and entertaining. Auburndale beautiful and was a great place to visit and had quick access to highways. "
United States
Katrina
The price is AED 422
AED 1,228 total
includes taxes & fees
15 Oct - 16 Oct
Lakefront Retreat on Lake Ariana w/ EV Charger
An aerial view of a resort with multiple swimming pools, a dock, and a residential area with houses.

20. 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 AED 541
AED 3,017 total
includes taxes & fees
2 Nov - 3 Nov
Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top West Kissimmee Hotel Reviews

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

10/10 Excellent
"This resort was AMAZING. Their decor of Margaritaville style was truly impeccable. The pool was huge and laid out well. Our room with balcony was amazing. Again, the style of decor was awesome! Their entrance inside when we walked in made me say: Oh My God! We want to go back and stay longer in the hotel OR stay in one of their cottages for a week."
Gary 1-night trip
Posted less than an hour ago
Margaritaville Resort Orlando with H2O Waterpark

Frequently asked questions

Why book your cottage in West Kissimmee with Expedia?
Reserving a cottage in West Kissimmee is as simple as entering your travel dates and picking your ideal place for outdoor relaxation and recreation. From ritzy retreats to low-cost properties and cottages that feature perks like free WiFi, Expedia has something for all traveler tastes. As for the best deals around? We've got you covered!
How can I find cheap cottages in West Kissimmee?
The quickest way to get cheap cottages in West Kissimmee is with Expedia's useful filter tool. Refine your search by budget, amenities and star rating to take advantage of awesome bargains in just a few clicks.

Explore a world of travel with Expedia