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Our top choices for Kissimmee cottages

Sunny Cottage near Disney with Margaritaville Resort & Island H20 Waterpark.

Sunny Cottage near Disney with Margaritaville Resort & Island H20 Waterpark.
Kissimmee
$505 nightly
The price is $566
Apr 13 - Apr 14
Total with taxes and fees
Sunny Cottage near Disney with Margaritaville Resort & Island H20 Waterpark.

Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
$383 nightly
The price is $426
Mar 23 - Mar 24
Total with taxes and fees
Serenity - Family & Pet Friendly, Amazing Location

Seas the Day Cottage near Disney with Margaritaville Resort & Island H2O Access.

Seas the Day Cottage near Disney with Margaritaville Resort & Island H2O Access.
Kissimmee
$502 nightly
The price is $563
Apr 14 - Apr 15
Total with taxes and fees
Seas the Day Cottage near Disney with Margaritaville Resort & Island H2O Access.

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
Kissimmee
9.6 out of 10, Exceptional, (8 reviews)
"Great place for a stay, clean and plenty of everything you need. "
United States
Leo C.
$276 nightly
The price is $310
Apr 6 - Apr 7
Total with taxes and fees
"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney

~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool

~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
3.0 star property
Indian Ridge
$419 nightly
The price is $472
Mar 23 - Mar 24
Total with taxes and fees
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool

Parrot Bay Cottage with Private Hot Tub near Disney with Margaritaville Resort.

Parrot Bay Cottage with Private Hot Tub near Disney with Margaritaville Resort.
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Booked for my friends visiting. Perfect location"
United States
Eric Allan G.
$523 nightly
The price is $586
Mar 24 - Mar 25
Total with taxes and fees
Parrot Bay Cottage with Private Hot Tub near Disney with Margaritaville Resort.

Tiny house close to Disney KISSIMMEE

Tiny house close to Disney KISSIMMEE
Kissimmee
8.4 out of 10, Very Good, (6 reviews)
"Just needed a place to stay close to Disney for the night and the place was clean and easy to check in and out. "
United States
Jena B.
$165 nightly
The price is $185
Apr 13 - Apr 14
Total with taxes and fees
Tiny house close to Disney KISSIMMEE

Brilliant Cottage near Disney with Private Pool & Margaritaville Resort &.

Brilliant Cottage near Disney with Private Pool & Margaritaville Resort &.
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"House is beautiful and in great condition. Margaritaville is the perfect location. A lot of events going on in the resort but not as noisy and rowdy at night like you would think. Each room being so spacious and having an en suite bathroom was a huge plus. The wraparound balcony on the 3rd floor provided great views. The house is a few steps from the resort pool. "
United States
Desaré L.
$1,270 nightly
The price is $1,420
Apr 13 - Apr 14
Total with taxes and fees
Brilliant Cottage near Disney with Private Pool & Margaritaville Resort &.

Anchor Cottage with Private Pool near Disney and Margaritaville Resort & Island.

Anchor Cottage with Private Pool near Disney and Margaritaville Resort & Island.
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Awesome Time"
United States
Joe R.
$591 nightly
The price is $661
Apr 13 - Apr 14
Total with taxes and fees
Anchor Cottage with Private Pool near Disney and Margaritaville Resort & Island.

Sunrise Cottage near Disney with Margaritaville Resort & Island H20 Waterpark.

Sunrise Cottage near Disney with Margaritaville Resort & Island H20 Waterpark.
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Comfy, cozy and room for everyone to have their own space . Easy to get around. Places to eat and shop right outside the property, so convenient."
United States
Marilou J.
$364 nightly
The price is $408
Apr 13 - Apr 14
Total with taxes and fees
Sunrise Cottage near Disney with Margaritaville Resort & Island H20 Waterpark.

Bikini Bay Cottage with Private Pool near Disney and Margaritaville Resort &.

Bikini Bay Cottage with Private Pool near Disney and Margaritaville Resort &.
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"The kitchen was well stocked. The home was perfect for a large family gathering and there was plenty of get-away space. The pool and spa were perfect for late night relaxation."
United States
Mary K.
$1,270 nightly
The price is $1,420
Apr 13 - Apr 14
Total with taxes and fees
Bikini Bay Cottage with Private Pool near Disney and Margaritaville Resort &.

Island Life Cottage near Disney with Margaritaville Resort & Island H2O Access.

Island Life Cottage near Disney with Margaritaville Resort & Island H2O Access.
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Great location for all things Disney."
United States
Chris B.
$425 nightly
The price is $476
Apr 13 - Apr 14
Total with taxes and fees
Island Life Cottage near Disney with Margaritaville Resort & Island H2O Access.

Pineapple Dream Cottage with Private Hot Tub near Disney with Margaritaville.

Pineapple Dream Cottage with Private Hot Tub near Disney with Margaritaville.
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"We loved our experience, from the time we walked into our cottage, we knew we would have a great time. The Cottage was spaces enough for our party of five. This vacation was a graduation gift for my grandson. I loved the proximity to the theme parks. I also loved the amenities that were offered by the property’s management team, Awesome! "
United States
Patricia B.
$505 nightly
The price is $566
Apr 13 - Apr 14
Total with taxes and fees
Pineapple Dream Cottage with Private Hot Tub near Disney with Margaritaville.

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.
$250 nightly
The price is $280
Mar 24 - Mar 25
Total with taxes and fees
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee

Sea Breeze Cottage near Disney with Margaritaville Resort & Island H20.

Sea Breeze Cottage near Disney with Margaritaville Resort & Island H20.
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Loved the location and the pool at the resort. Flower cafe nearby was our favorite morning coffee stop. Our dog loved the dog park too!"
United States
Kristy R.
$505 nightly
The price is $566
Apr 13 - Apr 14
Total with taxes and fees
Sea Breeze Cottage near Disney with Margaritaville Resort & Island H20.

Oasis Cottage near Disney with Margaritaville Resort & Island H20 Waterpark.

Oasis Cottage near Disney with Margaritaville Resort & Island H20 Waterpark.
Kissimmee
$759 nightly
The price is $849
Apr 10 - Apr 11
Total with taxes and fees
Oasis Cottage near Disney with Margaritaville Resort & Island H20 Waterpark.

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.
$188 nightly
The price is $211
Apr 21 - Apr 22
Total with taxes and fees
Family-Friendly Cottage Near Orlando’s Top Attractions

Sandy Cottage! 3 Miles from Disney with Margaritaville Resort & Island H2O.

Sandy Cottage! 3 Miles from Disney with Margaritaville Resort & Island H2O.
Kissimmee
8.0 out of 10, Very Good, (2 reviews)
"Wonderful"
United States
Anonymous traveler
$505 nightly
The price is $566
Apr 13 - Apr 14
Total with taxes and fees
Sandy Cottage! 3 Miles from Disney with Margaritaville Resort & Island H2O.

Blissful Oasis with Private Pool near Disney with Margaritaville Resort &.

Blissful Oasis with Private Pool near Disney with Margaritaville Resort &.
Kissimmee
$1,331 nightly
The price is $1,488
Apr 11 - Apr 12
Total with taxes and fees
Blissful Oasis with Private Pool near Disney with Margaritaville Resort &.

Breezy Green Cottage with Private Hot Tub near Disney with Margaritaville.

Breezy Green Cottage with Private Hot Tub near Disney with Margaritaville.
Kissimmee
8.0 out of 10, Very Good, (1 review)
"We’ve stayed at Margaritaville at least 4-5 times in different houses and we always have a great time. This house had a great location, as it was close to the gym and pool area. Negatives: on the listing it says there is a king bed, definitely no king bed. The first night was cold and none of the beds had anything other than sheets and when we called and requested additional blankets, we were told it was going to be $10 each blanket! The room did not come with sheets for the pull out couch so...
United States
Chad A.
$425 nightly
The price is $476
Apr 13 - Apr 14
Total with taxes and fees
Breezy Green Cottage with Private Hot Tub near Disney with Margaritaville.
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

Find out more about Kissimmee

Kissimmee Cottages information

Number of reviews
27
Accommodation
1055 Cottages
Lowest Price
$185
Highest Price
$1,488

Frequently asked questions

How much do cottages in Kissimmee cost?
You can expect to pay between $185 and $1,488 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 9.5. 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 1055 cottages in Kissimmee. No matter if you're vacationing with the kids or organizing 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 cozy 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 traveler favorite. 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 vacation here in style! Why not choose 4720shd Ultimate New 6 Bedroom Storey Lake Home? Located around 5 miles 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 5 miles from the center 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 travelers' 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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