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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

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

Upstay: Bright Family-friendly Retreat With Patio
3.0 star property
Chatham Park
The price is NZ$449
includes taxes & fees
2 Dec - 3 Dec
Upstay: Bright Family-friendly Retreat With Patio
A row of yellow buildings with numbered doors, a sidewalk, and greenery.

2. Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
The price is NZ$727
includes taxes & fees
9 Nov - 10 Nov
Serenity - Family & Pet Friendly, Amazing Location
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

Mvy7664 - 3BR House Near Disney With Hot Tub
3.0 star property
Kissimmee
The price is NZ$802
includes taxes & fees
11 Nov - 12 Nov
Mvy7664 - 3BR House Near Disney With Hot Tub
A single-story mobile home with a front porch and a small deck.

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

Newly Remodeled Tiny Home 20 minutes from Disney!~
Kissimmee
The price is NZ$354
includes taxes & fees
7 Nov - 8 Nov
Newly Remodeled Tiny Home 20 minutes from Disney!~
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

Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
Kissimmee
The price is NZ$370
includes taxes & fees
7 Nov - 8 Nov
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
A mobile home with a paved driveway, a lawn, and a golf cart parked in front.

6. Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is NZ$326
includes taxes & fees
9 Nov - 10 Nov
Perfect Place for a Perfect Vacation
A single-story house with a brick facade, a garage, and a well-maintained lawn.

7. Kissimmee Pool Home w/ Game Room Near Disney

Kissimmee Pool Home w/ Game Room Near Disney
3.0 star property
Indian Ridge
The price is NZ$846
includes taxes & fees
9 Nov - 10 Nov
Kissimmee Pool Home w/ Game Room Near Disney
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

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 NZ$525
includes taxes & fees
16 Nov - 17 Nov
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.

9. 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 NZ$350
includes taxes & fees
7 Dec - 8 Dec
Family-Friendly Cottage Near Orlando’s Top Attractions
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

Refurbished Lux 6 Bed Golf Views at Reunion Resort by Shine Villas
3.5 star property
Reunion
The price is NZ$1,426
includes taxes & fees
23 Nov - 24 Nov
Refurbished Lux 6 Bed Golf Views at Reunion Resort by Shine Villas
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

"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 NZ$637
includes taxes & fees
20 Nov - 21 Nov
"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
A modern hotel with a curved driveway, large windows, and palm trees.

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

Mvv7482 - 3BR House Near Disney at Magic Village
3.0 star property
Kissimmee
The price is NZ$845
includes taxes & fees
16 Nov - 17 Nov
Mvv7482 - 3BR House Near Disney at Magic Village
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

The Russell Lake House
Winter Haven
9.8 out of 10, Exceptional, (25 reviews)
"Nice place!"
United States
Jake D.
The price is NZ$355
includes taxes & fees
17 Nov - 18 Nov
The Russell Lake House
A swimming pool with a fence, lounge chairs, and a palm tree.

14. 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 NZ$131
includes taxes & fees
16 Nov - 17 Nov
Lake Ida Beach Resort
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

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 NZ$231
includes taxes & fees
17 Nov - 18 Nov
Garden in the Cloud- Cottage St. Cloud with WiFi, AC, Free parking
A two-story house with a garage, surrounded by well-maintained lawns and palm trees.

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

Family Resort Home w Pool, BBQ & Game Room
3.0 star property
Solana
The price is NZ$584
includes taxes & fees
29 Nov - 30 Nov
Family Resort Home w Pool, BBQ & Game Room
A wooden deck with outdoor seating, a shed, and a view of the surrounding landscape.

17. Lakefront Tiny Cottage 4 Miles to LEGOLAND.

Lakefront Tiny Cottage 4 Miles to LEGOLAND.
winter have
9.0 out of 10, Wonderful, (42 reviews)
"Awesome location, very nice"
United States
Kyle P.
The price is NZ$250
includes taxes & fees
2 Dec - 3 Dec
Lakefront Tiny Cottage 4 Miles to LEGOLAND.
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!

9 Mi to Walt Disney World: Family Home w/ Pool!
3.0 star property
Clear Creek
The price is NZ$657
includes taxes & fees
22 Nov - 23 Nov
9 Mi to Walt Disney World: Family Home w/ Pool!
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

Charming Historic Cottage with Cozy Porch and Garden Retreat
Polk City
10.0 out of 10, Exceptional, (6 reviews)
"Clean comfort all ok"
United States
Donald P.
The price is NZ$360
includes taxes & fees
22 Nov - 23 Nov
Charming Historic Cottage with Cozy Porch and Garden Retreat
A residential area with a large house, a smaller attached garage, and a view of the water.

20. Charming Lakeside Cottage

Charming Lakeside Cottage
Winter Haven
10.0 out of 10, Exceptional, (2 reviews)
"Truly great people. We had a wonderful time! Peaceful and relaxing!!"
United States
Jeremy Kyle W.
The price is NZ$300
includes taxes & fees
8 Nov - 9 Nov
Charming Lakeside Cottage
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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Learn more about Kissimmee

Just minutes from Orlando's theme parks, this sunny gateway offers airboat tours where gators glide beneath your feet. Spend mornings paddling through natural springs and evenings exploring Old Town's vintage car shows and family-friendly restaurants.

See all hotels in Kissimmee
A large, historic building with a tower, reflecting on a calm lake with lily pads, surrounded by trees and a sunset sky.

Frequently Asked Questions

How much do cottages in Kissimmee cost?

You can expect to pay between NZ$130 and NZ$1,426 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.

How many cottages are there in Kissimmee?

Choose from 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.

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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