Search Cottages in West Kissimmee

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Cottages in West Kissimmee

Lafitte's Landing Lakeview Cottage - Lakefront!
House, Multiple Beds, Patio, Garden View (Lafitte's Landing Lakeview Cottage) | In-room dining

Lafitte's Landing Lakeview Cottage - Lakefront!

3.0 star property
10.0 out of 10, Exceptional, (5)
"House was excellent clean and spacious and very comfortable and convenient to shops like target and Walmart very near to the property would definitely recommend. The view from the porch was amazing in the evening after a long day at the parks relaxing with a cold beer and looking at all wildlife in the lake very peaceful "
Lafitte's Landing Lakeview Cottage - Lakefront!
3000 Latitude Lane
Interior

3000 Latitude Lane

3.0 star property
9.6 out of 10, Exceptional, (4)
"Great stay!"
3000 Latitude Lane
8960 Cat Palm Road
Miscellaneous

8960 Cat Palm Road

3.0 star property
10.0 out of 10, Exceptional, (1)
"Nice place to stay. Clean, quiet, secure."
8960 Cat Palm Road
Home w/ Hot Tub: 4 Mi to Disney!
Terrace/patio

Home w/ Hot Tub: 4 Mi to Disney!

9.6 out of 10, Exceptional, (32)
"Great place to stay. "
Home w/ Hot Tub: 4 Mi to Disney!
Once Upon a Lime – Margaritaville 3 BDR Sleeps 9! Incredible Amenities
3 bedrooms, iron/ironing board, travel crib, internet

Once Upon a Lime – Margaritaville 3 BDR Sleeps 9! Incredible Amenities

2.0 star property
6.0 out of 10, (1)
"Cleanliness was subpar at best. None of sheets on all of the beds were fitted, several nights I woke up on top of a naked stained mattress!!!! We asked for extra linen that didn’t come. The ice maker was broken, and because it wasn’t included in the description, nothing was done. Floor was so disgusting my in-laws wanted to buy a black wash cloth to not stain the white towels when she cleaned her feet. The description does say there is no access to the pool, however before we booked, we were...
Once Upon a Lime – Margaritaville 3 BDR Sleeps 9! Incredible Amenities
Up to Scale With Margaritas
Exterior

Up to Scale With Margaritas

3.0 star property
9.0 out of 10, Wonderful, (7)
"Everything was perfect "
Up to Scale With Margaritas
8081 Knee Deep Rd
Miscellaneous

8081 Knee Deep Rd

3.0 star property
10.0 out of 10, Exceptional, (2)
"greqt host"
8081 Knee Deep Rd
3 Mi to Disney: Home w/ Hot Tub in Margaritaville!
House (3 Bedrooms) | Interior

3 Mi to Disney: Home w/ Hot Tub in Margaritaville!

3.0 star property
9.4 out of 10, Exceptional, (3)
3 Mi to Disney: Home w/ Hot Tub in Margaritaville!
Home w/ Hot Tub: 4 Mi to Disney!
Interior

Home w/ Hot Tub: 4 Mi to Disney!

3.0 star property
Home w/ Hot Tub: 4 Mi to Disney!
Frankly Fintastic
House, Multiple Beds, Hot Tub, Garden View (Frankly Fintastic) | Private kitchen | Fridge, microwave, oven, stovetop

Frankly Fintastic

5.0 star property
6.0 out of 10, (1)
"The property was nice. It would have been better if I had access to the pool area. That’s what I looked forward to the most. The king bed on the second floor was the most uncomfortable bed I have ever slept in in my life, that sounded like the bed would break in half at every movement. Awful. I was soft, high in the middle, low on the edges. My back hurt my entire start. Overall, the output of nice sand in a great location."
Frankly Fintastic
3050 Pirate Way
Miscellaneous

3050 Pirate Way

3.0 star property
3050 Pirate Way
Sandy Cottage! 3 Miles from Disney with Margaritaville Resort & Island H2O Access - 8080DR
Pool

Sandy Cottage! 3 Miles from Disney with Margaritaville Resort & Island H2O Access - 8080DR

8.0 out of 10, Very Good, (2)
"We've stayed at this resort before but this was probably our worst stay. The check-in process was crazy and the people at the front desk were struggling and then forgot to call us when the property was ready and we had to go back. Also I called the front desk for help with the wifi password and they didn't know. I messaged the property and heard back 24 hours later and the password was wrong (it ended up being in small print on a light switch). The unit was a little dated and not that clean. ...
Sandy Cottage! 3 Miles from Disney with Margaritaville Resort & Island H2O Access - 8080DR
Spacious Resort Home w/ Pool - 11 Mi to Disney!
Outdoor pool

Spacious Resort Home w/ Pool - 11 Mi to Disney!

3.0 star property
8.6 out of 10, Excellent, (4)
"Property manager was amazing 👏. She responded quickly, even after hours."
Spacious Resort Home w/ Pool - 11 Mi to Disney!
Parrot Paradise Escape – Margaritaville Getaway for 8, Close to Theme Parks!
Property grounds

Parrot Paradise Escape – Margaritaville Getaway for 8, Close to Theme Parks!

Parrot Paradise Escape – Margaritaville Getaway for 8, Close to Theme Parks!
"Peachy Keen" 3BD Pool & Spa Cottage Near Disney
Dining

"Peachy Keen" 3BD Pool & Spa Cottage Near Disney

10.0 out of 10, Exceptional, (6)
"The location is phenomenal. The property is well cared for. I will definitely stay here again when visiting the area. "
"Peachy Keen" 3BD Pool & Spa Cottage Near Disney
5 Mi to Disney World: Spacious Kissimmee Home!
Interior

5 Mi to Disney World: Spacious Kissimmee Home!

3.0 star property
10.0 out of 10, Exceptional, (2)
"Our stay as a family at the property was amazing, excellent and an exceptional experience. The rooms were of good sizes, the place is clean, and welcoming is like home away from home. The neighborhood is peaceful, check-in instructions was straight forward. The owner was nice, welcoming, can easily to get a hold of him. Overall, it was a nice place and staty. We would stay there next time in Florida. Also, shout out to the cleaners as well. Thanks for the maintenance of the place. Stay blessed...
5 Mi to Disney World: Spacious Kissimmee Home!
6 Mi to Disney World: Home w/ Large Yard!
Interior

6 Mi to Disney World: Home w/ Large Yard!

3.0 star property
6 Mi to Disney World: Home w/ Large Yard!
Spacious Kissimmee Family Home w/ Game Room & Pool
Interior

Spacious Kissimmee Family Home w/ Game Room & Pool

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great host Stay was such a pleasure. He even gave us a checkout time extension at a short notice "
Spacious Kissimmee Family Home w/ Game Room & Pool
Spacious Home W/private Pool/spa & Free Waterpark!
Miscellaneous

Spacious Home W/private Pool/spa & Free Waterpark!

4.0 star property
8.0 out of 10, Very Good, (2)
"The place is good, but there came a time when we felt uncomfortable, because they did not guide you well and everything you needed to know about the place. Whatever we did due to lack of orientation, they threatened us that it couldn't be done and we had to call the police. We felt intimidated during our stay. We also couldn't use the attractions, swimming pool, parks of the place because the check in of the house was different from that of the surroundings and there was a discrepancy on the...
Spacious Home W/private Pool/spa & Free Waterpark!
Frankly Fintastic - Happy Days in Margaritaville! Min to Resorts, Pet Friendly
Fridge, microwave, oven, stovetop

Frankly Fintastic - Happy Days in Margaritaville! Min to Resorts, Pet Friendly

Frankly Fintastic - Happy Days in Margaritaville! Min to Resorts, Pet Friendly
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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.