Kissimmee Cottages | Expedia.ie

A pathway through a park with Spanish moss hanging from trees and a body of water in the background.

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Our top choices for Kissimmee cottages

A residential area with houses featuring sloped roofs and solar panels.

1. Upstay: Bright Family-friendly Retreat With Patio

Chatham Park

includes taxes & fees

30 Nov - 1 Dec

A row of yellow buildings with numbered doors, a sidewalk, and greenery.

2. Serenity - Family & Pet Friendly, Amazing Location

Crestwynd Bay

includes taxes & fees

9 Nov - 10 Nov

A poolside area with lounge chairs and palm trees, a clear blue sky, and a building with a modern design.

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

Kissimmee

A single-story mobile home with a front porch and a small deck.

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

Kissimmee

A compact kitchen with a built-in TV, a dining area with a bench, and a wall decorated with motivational posters.

5. Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC

Kissimmee

A mobile home with a paved driveway, a lawn, and a golf cart parked in front.

6. Perfect Place for a Perfect Vacation

Kissimmee

A single-story house with a brick facade, a garage, and a well-maintained lawn.

7. Kissimmee Pool Home w/ Game Room Near Disney

Indian Ridge

includes taxes & fees

9 Nov - 10 Nov

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

8. Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee

Kissimmee

Jennifer b.

A modern living room with a sofa, a large wall clock, and a mirror.

9. Family-Friendly Cottage Near Orlando’s Top Attractions

Kissimmee

Joyce R.

A two-story house with a balcony, two garages, and a brick driveway.

10. Refurbished Lux 6 Bed Golf Views at Reunion Resort by Shine Villas

Reunion

A two-story house with a green front door, a balcony, and a small garden with palm trees.

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

Kissimmee

Leo C.

includes taxes & fees

20 Nov - 21 Nov

A modern hotel with a curved driveway, large windows, and palm trees.

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

Kissimmee

includes taxes & fees

16 Nov - 17 Nov

A swimming pool with lounge chairs, surrounded by palm trees and a dock extending into a body of water, during sunset.

13. The Russell Lake House

Winter Haven

Jake D.

includes taxes & fees

17 Nov - 18 Nov

A swimming pool with a fence, lounge chairs, and a palm tree.

14. Lake Ida Beach Resort

Winter Haven

Heather

includes taxes & fees

15 Nov - 16 Nov

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.

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

St. Cloud

Victoria T.

includes taxes & fees

16 Nov - 17 Nov

A two-story house with a garage, surrounded by well-maintained lawns and palm trees.

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

Solana

includes taxes & fees

29 Nov - 30 Nov

A wooden deck with outdoor seating, a shed, and a view of the surrounding landscape.

17. Lakefront Tiny Cottage 4 Miles to LEGOLAND.

winter have

Kyle P.

includes taxes & fees

8 Nov - 9 Nov

A single-story house with a white exterior, a front door, and a garage.

18. 9 Mi to Walt Disney World: Family Home w/ Pool!

Clear Creek

A single-story house with a stone retaining wall, a front porch, and a small garden.

19. Charming Historic Cottage with Cozy Porch and Garden Retreat

Polk City

Donald P.

includes taxes & fees

22 Nov - 23 Nov

A residential area with a large house, a smaller attached garage, and a view of the water.

20. Charming Lakeside Cottage

Winter Haven

Jeremy Kyle W.

includes taxes & fees

8 Nov - 9 Nov

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Top Kissimmee Hotel Reviews

Delta Hotels by Marriott Orlando Celebration

10/10 Excellent

"Great staff and good location. Property not new but safe and clean. Very good pool and lobby areas. Good restaurant-breakfast snack bar."

Kompose Boutique Resort at Theme Parks

10/10 Excellent

"From the moment you step in it smells very clean; and it doesn’t stop there, the rooms are very clean as well. When I went to my room the first day I saw the staff cleaning the rooms and you could SMELL it was being cleaned and I loved that. There are very good amenities here and the breakfast is amazing! I definitely recommend staying here and I will 100% be returning when I come back to Orlando. Great location!"

Galleria Palms Hotel

10/10 Excellent

"The staff was amazing - Kim at the front was so friendly and felt like talking to family. I was only here for one night, but chose the hotel due to the close proximity to grocery etc. I was able to walk to many stores and food places. Several kitzchy gift shops nearby which are always fun. I cannot say enough about the BREAKFAST! The potatoes and eggs were on POINT! It can be hard to love hotel breakfast most of the time - these guys do it right! I am also a fan of the coffee in the lobby - way better than standard weak hotel coffee - THANK YOU for that! My room was clean and so comfy. The shower was hot, and the bed slept well! There were so many staff members around - this is such a blessing, as they clearly are prepared to take care of any issues. I would definitely come back here!"

Find out more about Kissimmee

Kissimmee Cottages information

Number of reviews	124
Accommodation	1590 Cottages
Lowest Price	€79
Highest Price	€435

Frequently asked questions

How much do cottages in Kissimmee cost?

You can expect to pay between €79 and €435 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 9.8. 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 1590 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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Kissimmee Holiday Rentals

Things to do in Kissimmee

Search Cottages in Kissimmee

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Kissimmee cottages

1. Upstay: Bright Family-friendly Retreat With Patio

2. Serenity - Family & Pet Friendly, Amazing Location

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

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

5. Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC

6. Perfect Place for a Perfect Vacation

7. Kissimmee Pool Home w/ Game Room Near Disney

8. Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee

9. Family-Friendly Cottage Near Orlando’s Top Attractions

10. Refurbished Lux 6 Bed Golf Views at Reunion Resort by Shine Villas

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

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

13. The Russell Lake House

14. Lake Ida Beach Resort

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

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

17. Lakefront Tiny Cottage 4 Miles to LEGOLAND.

18. 9 Mi to Walt Disney World: Family Home w/ Pool!

19. Charming Historic Cottage with Cozy Porch and Garden Retreat

20. Charming Lakeside Cottage

Find holiday rentals that suit your style

Top Kissimmee Hotel Reviews

Delta Hotels by Marriott Orlando Celebration

Find out more about Kissimmee

Kissimmee Cottages information

Frequently asked questions

Explore a world of travel with Expedia