
Cottage holiday rentals in Kissimmee
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Top-rated cottage rentals in Kissimmee
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Holiday rentals for every style
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Popular amenities for cottage rentals in Kissimmee
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.

Mills Cottage
This place was spectacular. Sometimes with an air b and b experience, you hope the place is as pleasant as the pictures. This was such a wonderful surprise. Immediately it felt cozy and peaceful, surrounded by nature, wood and botanical details everywhere. But it surpassed that - Every detail of this place had been touched with diligent character, you immediately recognized the owners of this place genuinely cared down to the last morsel of decorations, plates, games and books. Nothing was forgotten. I HIGHLY recommend paying for the extra amenities which made our stay incredible; we booked an extra day just to relax and absorb the relaxation. It was one of the best parts of my trip to Orlando. I cannot speak highly enough about this place, I feel like we’ve found a rare gem in the business of air b and b’s. I cannot wait to book our next stay. This place made you fall in love with Orlando and treating yourself to a hidden oasis away from the modern rat race. INCREDIBLE!

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.

Disney Owl Cottage - Kissimmee, Florida
It is perfect for Disney trips and for two people and their dog to stay. Quiet and walkable with dogs.

Lake House
I booked this air bnb for a girls weekend trip and we had a great time! The neighborhood is peaceful and right next to the park. Once you enter the gate it’s like being in your own secluded community. We used the pool, sauna, and game room. Jerome was responsive and super helpful with any questions we had. We loved the interior decor of the cottage and the little porch in the front. We were so happy with this find and really enjoyed our stay.

Mickey's Hideaway Cottage - 5 miles from Disney
Our stay at Mickeys Cottage hideaway was AMAZING! We loved everything about it. It was very clean, comfortable and the host was very attentive with us. It added so much magic to our first Disney trip, we look forward to coming to Orlando again and to book our stay with Samara.

Lake View Peaceful House! the Bruno's House
The place was perfect for a quick DIsney getaway. It was very close to shopping and the Disney resort

Sherwood - Disney Get'A'Way
Nice and comfortable!
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

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

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.

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.

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!
Private cottage rentals

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

Beautiful (AS SEEN on TV) Near Downtown & Airport
This was our very first Airbnb experience and it beyond exceeded our expectations! Ansl was very welcoming and informative. The cottage was exactly as described and in immaculate condition. We had everything we needed and our stay was relaxing and peaceful! Would absolutely stay with Ansl again! Highly recommend!

Cottage of Charms
Another great trip. I’ve stayed here multiple times and I would stay again. Always feel comfortable and close to the parks and lots of restaurants.

Cottage Retreat 3BR w Free Parking near WDW
This stay was great for the week, it was close to the parks and had many options for shopping and good food! The house was clean and comfortable, Dennis was very kind and informative and he always responded quickly! Amazing stay, only thing was that I was jealous of that the other guests were able to use the amenities around the complex, a dip in the pool would have been nice.

The Cozy Nook
Anabel always very helpful and attentively! We guided before we even left Brazil, we only have to thank you! With regard to the house, it is exactly as it is in the description: mini house, in a quiet muuuuuitoo area, in the midst of nature and the camping of motorhomes! We woke up one morning with the woodpecker picking a tree... lots of squirrels in the area, the girls loved it! The house for a couple and 2 children or 4 adults is excellent. The washer and dryer were essential in our stay! Anyway, I recommend for those who want quiet and practicality to go to the parks: Disney about 10 minutes and Universal about 25 minutes by car, more or less!

Gorgeous Cottage near Lake Louisa & mins 2 Disney.
We had a great time staying here while we did theme parks and enjoyed the nearby lakes!

Charming 4BR Cottage near Theme Parks & Disney
Clean place and very nice. I felt very comfortable staying

Bungalow cottage close to Disney Universal, for 4!
A lovely cozy tiny house. All themed 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 barbecue. Oh and I looked for scissors in vain. The house is not brand new, which you also see in some places, but it is clean and cozy. We had a lovely time there.
Quick stats about cottage rentals in Kissimmee
Total rentals
10 properties
Nightly prices starting at
₹5,138 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