
Cottage vacation rentals in Kissimmee
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Top-rated cottage rentals in Kissimmee
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Kissimmee cottage rentals
Cottage rentals with a pool

Cozy Private Cottage 5 miles from Disney!
This place is a perfect stay! The decor and the location made it feel very home-y and the host is very friendly and responsive. Would definitely stay here again!

A Luxurious Haven near Disney! Tiny home
Every thing was great?

Gorgeous 4 bed/3 bath, Private Pool and Spa Home
Very beautiful home very clean and lots of things to use for cooking I will definitely recommend her place and if I ever come back I would definitely stay at her place again

Kiwi Cottage at Margaritaville Resort, near Disney
My husband and I stayed for 2 weeks at this lovely cottage. It was clean and very comfortable with plenty of space. We loved using the private hot tub in the cool mornings and private pool in the afternoon. Hedging on the fences provided nice privacy. We only used our rental car once to make one run to target for s few groceries ( many beginning supplies were provided). Otherwise, we enjoyed walking to many restaurants. The owners were very communicative during the whole process. Very relaxing time.

Charming Cottage #1
The water can smell at times. Very peaceful RV resort. 35-45 minutes from Disney. Would stay again.

Mickey&Minie Honey moon cottage house10 min.Disney
Enjoyed stay Quiet neighborhood

Country house 5 - relax and enjoy!
Tina was a great host with excellent response time. The place is. Nicely tucked away from the Orlando traffic in champions gate and not too far from I-4.

Bungalow cottage close to Disney Universal, for 4!
A nice cozy tiny house. All theme parks can be reached in about 30 minutes. Walmart around the corner The house has everything you need. The only thing you might miss is a grill. Oh, and I looked in vain for scissors. The house is not brand new, which you can also see in some places, but it is clean and cozy. We had a lovely time there.
Cottage rentals with a hot tub

The Cozy Porch
Perfect size for me and my boyfriend, quiet and friendly space. Close to a lot of stuff, easy to find. Had a great vacation and ws always easy to communicate.

Getaway Cottage Near Disney
Sue's place was perfect for our theme park break. While we love the chaos of the parks during the day, we like somewhere quiet to escape to on an evening, and this place was exactly that. The cottage had everything you could imagine needing, and more! Having Aldi on the drive in (or a 5 minute evening stroll away) was also very handy for picking up essentials. Even though we stayed over a week we didn't find the time to make use of the pool, but it would be so perfectly located if you wanted to take advantage of it given its proximity.

Sherwood Forest Vacation Home Near Disney
this was our second stay at this home both for two weeks,what a lovely home this is and full of character with lots of nooks and crannys everywhere,plenty of room though maybe a bit smallish for 6 adults but ideal for four,very clean inside and out with beautifull views and lots of wildlife to see from the patio area,we saw deer,gatorts,racoons,snake,turtles,various birds of all sizes including an osprey,diana the owner was very helpfull with any problems,,,,,,,,,,,the only problem we had was the annoying noise,dust ect from the large building site directly next door,sadly they have dug up the smallish woods next to this property and building more homes which is such a shame though it didnt ruin our holiday in any way just a shame though,hopefully it will be finished soon and will look better though nothing can replace the trees they cut down,thank you so much diana for letting us stay there,hopefully will rebook for next year.

Cozy Tiny Home Getaway minutes from Disney
We stayed for a week in Casa Flamingo. The house was clean and we could find everything in it that was important for our stay. The location of the house is very quiet. It is close the Walt Disney World which was important to us. Ashlee was friendly and always responded to our questions quickly.

Hidden Lake View Cottage 4 miles from Disney!
Everything was perfect. Can’t wait to go back there next year.

""Perfect Cottage Near Disney &Attractions!!!""
I had a great stay. There was a minor issue with the first property when we arrived, but the host responded and resolved it quickly by relocating us. The second place was clean and comfortable. Really appreciated the host’s quick communication and hospitality. Would definitely book again!

Beautiful Cottage 2 Bedroom
We stayed with my family at this accommodation, we had a lot of fun since the house is very beautiful. It had Mickey decorations and was close to the parks, it's a private residence and the nights are pretty quiet. We'd come back again.

Cozy Orlando Area Cottage Near Disney - 5 miles
My mom and I had a wonderful week at the cottage, it was just as described and we were very comfortable there. Thanks to Joyce and her son Ron for trouble shooting the TVs. I'd stay here again in a heartbeat. The pair of Sandhill Cranes that visited a couple of times was a nice touch too.
Pet-friendly cottage rentals

10% OFF | Charming 2BR Cottage with Private Pool
Good place to stay close to Disney. Dennis responds very quickly, great communication

2BD Cottage in Margaritaville w Playground in back
We love staying at Daniel’s places. This is our third visit, and we cannot wait to go again. He is very responsive, and the home is clean (and safe). You will not be disappointed. Currently planning the next trip to Daniel’s place.

2BD Cottage in Margaritaville Resort near Disney
My daughter and I really enjoyed the place! It was great to be near Target, restaurants, and the parks!

4BD Pool Cottage, Water View in Margaritaville
Home is in a perfect location, particularly if you are visiting the Disney parks. Close to various restaurants, grocery stores and shopping outside of Disney. Great neighborhood for walking our dog. Felt safe when walking her late at night and waste disposable boxes in several areas. Daniel was incredibly responsive and flexible. Had a little bit of issue with the AC, but he was quick to come out and troubleshoot.

Tropical 4BD Cottage in Margaritaville nr Disney!
Daniel is a great host. The property is located at a private and peaceful community with many restaurants and entertainment walking distance. Comfortable, clean and had everything needed. I would definitely stay again and recommend.

3 Bed Pool/Spa w/ Sunset Water in Margaritaville
5 stars! Beautiful, clean home! We hope to stay again. Thank you!

Entire house Close to Disney
This was the perfect place for some quiet time, easy check in and clear instructions. Comfortable beds and plenty of room

Chic Cottage near Disney - Lots of Amenities!
We stayed at Hernans place for a weekend and it was great for what we needed it for. To give an honest review I must say, upon entering it is important to note that this is very clearly an older building so some things are a little worn, no problem! We had a housekeeping issue and contacted Hernan and within 3 hours, the housekeeping team came and corrected all issues for us. Truly such an accommodating and kind host. We weren’t in the house much but when we were there we felt safe and comfortable. One thing I will note, there were 3 of us staying for a weekend with 1 roll of toilet paper. That was the only thing I forgot to mention to the host but I am sure if I did mention it, he would have corrected it. Great stay, great host!
Quick stats about cottage rentals in Kissimmee
Total rentals
10 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
2.8K reviews
Rentals with a pool
10 properties have a pool
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Disney's Animal Kingdom Theme Park
- SeaWorld Orlando
- Universal Orlando Resort
- Disney Springs
- ESPN Wide World of Sports
- Amway Center
- Epcot
- Reunion West
- Magic Kingdom Park
- Aquatica
- ChampionsGate Golf Club
- Disney's Hollywood Studios
- Kissimmee Lakefront Park
- Universal's Islands of Adventure
- Island H2O Water Park
- Walt Disney World Resort Golf
- Blue Spring State Park
- ICON Park
- Universal CityWalk
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