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Check prices for these dates

In two weeks
5 June - 7 June
In two months
17 July - 19 July
In three months
14 Aug - 16 Aug
In four months
11 Sept - 13 Sept

Our top choices for Kissimmee cottages

House (3 Bedrooms) | Interior

Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
The price is AU$540
includes taxes & fees
26 May - 27 May
Serenity - Family & Pet Friendly, Amazing Location
House (3 Bedrooms) | Interior

Upstay: Bright Family-friendly Retreat With Patio

Upstay: Bright Family-friendly Retreat With Patio
3.0 star property
Chatham Park
The price is AU$347
includes taxes & fees
26 May - 27 May
Upstay: Bright Family-friendly Retreat With Patio
House (5 Bedrooms) | Interior

5 Mi to Walt Disney World! Gem w/ Resort Perks

5 Mi to Walt Disney World! Gem w/ Resort Perks
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (4 reviews)
"Property manager was amazing 👏. She responded quickly, even after hours."
United States
Lameka
The price is AU$751
includes taxes & fees
22 June - 23 June
5 Mi to Walt Disney World! Gem w/ Resort Perks
Microwave, stovetop

Tiny house close to Disney KISSIMMEE

Tiny house close to Disney KISSIMMEE
Kissimmee
8.4 out of 10, Very good, (7 reviews)
"Nice, Cute little place"
United States
Brenda N.
The price is AU$244
includes taxes & fees
26 May - 27 May
Tiny house close to Disney KISSIMMEE
Exterior

Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is AU$273
includes taxes & fees
26 May - 27 May
Perfect Place for a Perfect Vacation
Smart TV, books

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 AU$289
includes taxes & fees
26 May - 27 May
Family-Friendly Cottage Near Orlando’s Top Attractions
Dining

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 AU$312
includes taxes & fees
19 June - 20 June
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
Exterior

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 AU$425
includes taxes & fees
10 June - 11 June
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
Exterior

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
Kissimmee
9.6 out of 10, Exceptional, (10 reviews)
"Great place for a stay, clean and plenty of everything you need. "
United States
Leo C.
The price is AU$405
includes taxes & fees
9 June - 10 June
"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
Exterior

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 AU$1,369
includes taxes & fees
11 June - 12 June
Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema
House (3 Bedrooms) | Interior

Oasis Near Disney w Golf View, Family&pet Friendly

Oasis Near Disney w Golf View, Family&pet Friendly
3.0 star property
Reunion
The price is AU$524
includes taxes & fees
26 May - 27 May
Oasis Near Disney w Golf View, Family&pet Friendly
House (4 Bedrooms) | Interior

Upstay: Pet-friendly Family Home w Pool & Sundeck

Upstay: Pet-friendly Family Home w Pool & Sundeck
3.0 star property
Kissimmee
The price is AU$500
includes taxes & fees
1 June - 2 June
Upstay: Pet-friendly Family Home w Pool & Sundeck
House (4 Bedrooms) | Interior

~ 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 AU$662
includes taxes & fees
7 June - 8 June
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
House (5 Bedrooms) | Interior

Family-friendly Villa w Pool, Hot Tub & Games Room

Family-friendly Villa w Pool, Hot Tub & Games Room
3.0 star property
Kissimmee
The price is AU$841
includes taxes & fees
28 May - 29 May
Family-friendly Villa w Pool, Hot Tub & Games Room
Porch

Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (193 reviews)
"Was probably once a great time place. Owner was nice. Night time neighborhood is a bit noisy guess it's just how people act now no respect for property."
United States
wade
The price is AU$119
includes taxes & fees
2 June - 3 June
Lake Ida Beach Resort
Exterior

New cottage retreat in St. Cloud with WiFi, AC.

New cottage retreat in St. Cloud with WiFi, AC.
St. Cloud
10.0 out of 10, Exceptional, (30 reviews)
"Great cute and clean place."
United States
Victoria T.
The price is AU$196
includes taxes & fees
26 May - 27 May
New cottage retreat in St. Cloud with WiFi, AC.
House (4 Bedrooms) | Front of property

Family Resort Home w Pool, BBQ & Game Room

Family Resort Home w Pool, BBQ & Game Room
3.0 star property
Solana
The price is AU$460
includes taxes & fees
26 May - 27 May
Family Resort Home w Pool, BBQ & Game Room
Interior

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, (2 reviews)
"Stay was amazing. Host was very friendly and very easy to communicate with. 10/10 recommend"
United States
Joseph B.
The price is AU$288
includes taxes & fees
31 May - 1 June
Charming Historic Cottage with Cozy Porch and Garden Retreat
Interior

Downtown Cottage

Downtown Cottage
Colonialtown North
8.2 out of 10, Very good, (11 reviews)
"Clean perfect location for what we needed "
United States
Jerred B.
The price is AU$272
includes taxes & fees
1 June - 2 June
Downtown Cottage
House (2 Bedrooms) | Interior

Chic Orlando Family Getaway w/ Fenced Yard!

Chic Orlando Family Getaway w/ Fenced Yard!
3.0 star property
Rosemont
10.0 out of 10, Exceptional, (2 reviews)
"The house was well supplied with amenities, family friendly and it was very fun to use the pool and games. There’s a super Walmart and other shops close by."
United States
Jennifer
The price is AU$736
includes taxes & fees
8 June - 9 June
Chic Orlando Family Getaway w/ Fenced Yard!
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

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4/10 Poor
"There were big bugs in our room. Some staff were rude, and alot of the pool staff were inconsistent with personal tube float rules. The only positive I found is how pleasent the shuttle drivers were and helpful."
Paula 5-night trip
Posted less than an hour ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Find out more about Kissimmee

Kissimmee Cottages information

Number of reviews
251
Accommodation
1342 Cottages
Lowest Price
AU$119
Highest Price
AU$1,369

Frequently asked questions

How much do cottages in Kissimmee cost?
Prepare to pay between AU$119 and AU$1,369 per night for cottages in Kissimmee. Whatever your budget, an excellent stay is only a click or two away on Expedia. This price was 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?
Pack your bags and pick from 1342 cottages in Kissimmee. Thinking about a place where you can relax and stay in touch with nature? Expedia will help you find the ideal escape in a few easy clicks.
What is there to do in Kissimmee near my cottage?
Whatever you're into, Kissimmee has loads to keep you occupied. Discovery Cove, Aquatica and Disneys Typhoon Lagoon Water Park are on most visitors' itineraries. Don't miss Gatorland®, Medieval Times and Fun Spot America either. With Expedia's hotel deals in Kissimmee, you'll be able to see more terrific attractions like these with the cash you save.

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