Cottage vacation rentals in Kissimmee

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Popular amenities for Kissimmee cottage rentals

Cottage rentals with a hot tub

Cottage in Kissimmee

4.86 out of 5 average rating, 7 reviews

The Cozy Porch

MichaelRating, 5 stars1 month ago
Great location. Very quite.
Guest favorite

Cottage in Kissimmee

4.82 out of 5 average rating, 78 reviews

Serenity Cottage come relax and enjoy

AshleeRating, 5 stars4 months ago
My family and I enjoyed our time at serenity cottage, the neighbors were really friendly and helpful along with miguel. We were alittle upset the pool closed at 830 instead of 10 but we did enjoy a few minutes of swimming. The cottage met all of our needs and the back patio was so peaceful. when we come back to Florida to visit we will definitely be booking with miguel again.
Superhost

Cottage in Kissimmee

4.76 out of 5 average rating, 38 reviews

Disney Owl Cottage - Kissimmee, Florida

MadolynRating, 5 stars3 months ago
The cottage was excellent, everything was how it was described. Perfect for a small vacation with friends, the drive from Universal was usually only 20 minutes unless there was traffic. It felt like a safe and good area, the kitchen was very stocked with everything we needed to cook. The hosts were very proactive and helpful. Overall it was an amazing stay, would definitely book again!
Guest favorite

Cottage in Kissimmee

4.98 out of 5 average rating, 66 reviews

Getaway Cottage Near Disney

MelodyRating, 5 stars1 week ago
Great value. Quiet neighborhood. Very cozy, comfortable, and peaceful.
Guest favorite

Cottage in Kissimmee

4.96 out of 5 average rating, 45 reviews

Mickey's Hideaway Cottage - 5 miles from Disney

ArletteRating, 5 stars3 days ago
It was a nice peaceful little place, very close to everything especially Disney!! My kid loved the Disney decorations will definitely book again!!

Cottage in Kissimmee

4.91 out of 5 average rating, 33 reviews

Sherwood - Disney Get'A'Way

KiraRating, 5 stars19 months ago
The accommodations were perfect. As a Carnivore I cook all my own food and having a place with a gas stove was exactly what I needed. I travel with my own cast iron cookware. I was made very much at home and all was comfortable and clean. I loved the location and picnic table in the back allowed outdoor dining that views of trees and water. All of the neighbors were friendly and I enjoyed going for walks as well. This was located perfectly to the event I was attending and it was quiet at night for restful sleep. I highly recommend this property to anyone looking for a great value and peaceful stay. The host was perfect.

Cottage in Kissimmee

4.78 out of 5 average rating, 117 reviews

Hidden Lake View Cottage 4 miles from Disney!

MelissaRating, 5 stars1 month ago
had the best week! the home felt cozy and like home. also super close to disney and easy accessible. 10/10 would recommend!

Cottage in Kissimmee

4.81 out of 5 average rating, 108 reviews

""Perfect Cottage Near Disney &Attractions!!!""

AmberRating, 5 stars1 month ago
We’ve stayed in Geovanny’s house before and will continue to use his home. If you’re looking for bougie, this may not be your place. It’s exactly what we needed though: VERY clean (linens smell freshly laundered, clean dishes, squeaky clean bathroom, not cluttered, outdoor living area kept up, etc), safe neighborhood (my kids could walk around and I feel safe), easy/quick access to Disney, room for a family of 6 to sleep. Geovanny is very responsive and helpful if I message him. Thanks for being a great host Geovanny!!!

Pet-friendly cottage rentals

Cottage in Four Corners

4.64 out of 5 average rating, 28 reviews

Cottage Retreat! 2BR w Pvt Pool & Balcony near WDW

MichaelRating, 5 stars1 month ago
the cottage felt like home. peaceful and relaxing. Dennis was great answering any questions and concerns we had in a timely manner. we will be back. thank you
Superhost

Cottage in Davenport

4.86 out of 5 average rating, 7 reviews

Charming Cottage #1

RayRating, 5 stars1 month ago
The water can smell at times. Very peaceful RV resort. 35-45 minutes from Disney. Would stay again.
Guest favorite

Cottage in Kissimmee

4.86 out of 5 average rating, 14 reviews

Mickey&Minie Honey moon cottage house10 min.Disney

JasonRating, 5 stars5 months ago
Great location right near all the parks at Disney. Very affordable and worth the stay if you are looking for a single bed. Would recommend and I plan to stay here in the future.
Superhost

Cottage in Clermont

4.95 out of 5 average rating, 44 reviews

Lilac Loft- Lake, Pool, Pickle Ball, Disney, FUN!

MeganRating, 5 stars2 weeks ago
We needed to evacuate from our home due to hurricane Milton. It was a very stressful situation and we were not thinking straight as we were very worried about the storm. Amanda was very accommodating letting us check in early and responding within seconds when i couldn't figure out the lock (it was easy, I was just stressed). We felt at home and were able to relax and just take it easy during such a high stress situation. I was very impressed by all the little comfort details we found. There was great communication about amenities, internet, using the Roku, parking and more. This is my second stay at an Airbnb and it was above and beyond what we were expecting. I'm happy to say we are lucky and our home only has minimal damage and no power/water for a few days. Having such a comfortable place to stay during this emergency really helped us relax as much as possible when dealing with something like this. I would highly recommend Amanda and the home she and her team shared with us.
Superhost

Cottage in St. Cloud

4.85 out of 5 average rating, 41 reviews

Beautiful Home Private Pool Close to Attractions

HollyRating, 5 stars5 months ago
We had a fantastic stay- location was perfect as we were looking to stay close while we moved out of our house. The Rios are amazing and their place was perfect for us! Super clean, comfortable beds and sofas and a washer and dryer made it perfect! So thankful we found them and we wouldn’t hesitate to stay again when we visit again. Thank you!
Guest favorite

Cottage in Kissimmee

4.93 out of 5 average rating, 27 reviews

Magic in Margaritaville! New, Modern Condo for 7

MargaretRating, 5 stars1 month ago
Enjoyed our stay here. Centrally located, easy to get around, safe & quiet. Wonderful amenities and very comfortable. Hosts were especially accommodating to our late schedule change.
Superhost

Cottage in Davenport

4.87 out of 5 average rating, 15 reviews

Free parking Full house lake view and king Bed

AngieRating, 5 stars5 days ago
the stay was great. quiet place with a decent size pond. the only complaint i have is that several lights did not work at all. otherwise, it was a fantastic place to stay and I will without a doubt stay there again if it's available in the future

Cottage in College Park

4.73 out of 5 average rating, 15 reviews

The Hideaway At College Park

RachelRating, 5 stars1 month ago
adorable little spot in a quiet neighborhood. Grocery store 12min easy walk away. Tom was very flexible and accommodating and the bed was very comfortable.

Private cottage rentals

Guest favorite

Cottage in Orlando

4.88 out of 5 average rating, 275 reviews

Beautiful (AS SEEN on TV) Near Downtown & Airport

OliviaRating, 5 stars1 month ago
Cute spot and close to everything happening in SoDo!!

Cottage in Clermont

4.68 out of 5 average rating, 130 reviews

Gorgeous Cottage near Lake Louisa & mins 2 Disney.

AnabelRating, 5 stars1 month ago
Great place, clean and just as described. Great communication and wonderful recommendations. It is a peaceful area, we had a pleasant stay! Will stay here again when we come back to Claremont!!
Guest favorite

Cottage in Polk City

4.94 out of 5 average rating, 33 reviews

Paradise Cottage & Tiki Hut at Bay Lake Resort

MichaelRating, 5 stars1 month ago
Everything about this cottage was great. It was very clean and comfortable and very quiet. It was very close to a grocery store and a few places to eat. I would highly recommend staying here especially if you want to relax and enjoy the great Florida weather.
Guest favorite

Cottage in Clermont

4.83 out of 5 average rating, 105 reviews

-Your Own Cottage Near Disney and All the Parks-

HeatherRating, 5 stars2 weeks ago
The cottage looked exactly as in the pictures. The community was quiet and the people I saw and met were friendly. Stores and food were all drivable. I would stay here again for sure! I was there during Hurricane Milton and the cottage and neighborhood was not affected.
Guest favorite

Cottage in Kissimmee

4.86 out of 5 average rating, 428 reviews

Yay! Cool Tiny Home Near All the Parks (98)

MichelleRating, 5 stars1 week ago
Had a quick on and out of town trip . Host was very accommodating with check in very convenient location for what was needed
Guest favorite

Cottage in Orlando

4.97 out of 5 average rating, 79 reviews

Cosy & Convenient Guest Cottage in Thornton Park

GabrielRating, 5 stars4 months ago
Debi was a very responsive host during my stay. The location is ideal for walking to points of interest (parks, restaurants, etc), and is in a quiet neighborhood. The space is comfortable for two people, and has everything needed for short or long term stays.

Cottage in Davenport

4.67 out of 5 average rating, 24 reviews

Cozy Home in Davenport

JustinRating, 5 stars3 months ago
Inside the house was as described. Outside of the house could use some remodeling. Loved the kitchen. Felt at home

Cottage in Kissimmee

4.73 out of 5 average rating, 282 reviews

Cute Sandcastle Cottage near Disney

RachelRating, 5 stars5 months ago
Such a stunning cottage in a beautiful, safe, quiet, and peaceful resort! I highly recommend, and will definitely be returning! xxxx

Quick stats about cottage rentals in Kissimmee

  • Total rentals

    10 properties

  • Nightly prices starting at

    $50 before taxes and fees

  • Total number of reviews

    2.8K reviews

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

  • Local attractions

    Star Island Resort & Club, Silver Spurs Arena, and FantasyWorld Resort

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Osceola County
  5. Kissimmee
  6. Cottage rentals