
Condo vacation rentals in Kissimmee
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Top-rated condo rentals in Kissimmee
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Vacation rentals for every style
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Popular amenities for Kissimmee condo rentals
Condo rentals with a pool

LUXURY RESORT & GOLF CONDO MIN CLOSE TO DISNEY
I love this place. The view was amazing. The host made me and my family feel so welcomed. The host checked on us everyday to make we were good and didn’t need anything. I really appreciate it

Lovely 1 Bedroom Apartment with Pool and Jacuzzi!
We had a wonderful stay at Danny's home! It was incredibly comfortable and made us feel right at home. The amenities were fantastic, and the atmosphere was warm and inviting. Highly recommend!

Family Friendly Condo Near Disney World
Not only was Amanda an amazing host she also provided a space that was perfect for my family! The set up was great in the 2nd bedroom as it had a larger bed on the bottom and then a top bunk. The amenities in the complex were also great! We took advantage of the pool, basketball court, and even had a meal at the bar. Amanda was great with her communication and even checked in even though it was also Holiday time for her family! I would definitely recommend the stay due to its cleanliness and location and any place of Amanda’s I would stay in!

Near Disney World | Resort w/ Pools
I stayed there for three months last winter so a warm pool and hot tub were essential. The 6 foot pool is heated to 83° to 85°. The hot tub to about 101°. It was a 15 minute Uber to Disney. The clubhouse has a convenience store, a 50 seat movie theater, pool table, ping-pong table, arcade and a bar that served sandwiches, pizza, chips, etc. Tuesday and Thursday mornings they served pancakes that were quite good. The beds were very comfortable as well as the entire condo. The kitchen was well equipped, with the exception of a full-size blender and a hand mixer. The owner always responded to my texts within a very short time. My kids are lobbying me to rent it again next winter because they liked it so much!

Chic Condo + Star Wars Room | Pool & Near Disney
We had a fantastic stay here and will return! The unit was beautifully decorated, very clean, and the Disney paintings throughout were the perfect touch. While we didn’t find all of the hidden Mickey’s and Minnie’s, we had a lot of fun searching for them! Thank you for sharing this beautiful home with us!

Lovely 3-BR Condo With Pool 5.7mi from Disney!
Great place for family with kids. Highly recommended!

Windsor Hills Condo Near Disney
We enjoyed staying at this place! Travis described it perfectly and there was plenty of space for our family of 5 (3 kids 10, 7, 5). Pool was amazing with slides for the kids and most places were within 5-10 min drive. If you have kids and are doing Disney, don’t bother bringing a stroller. They have a double stroller that comfortably fit my kids (rotating seats). Excellent place and we will be back again in this condo!

Stunning condo close to everything!
Doris' place is a great location and close proximity from where we were headed. There were also plenty of restaurants and other shops/stores in the area which made it that much better. My daughters really enjoyed the pool and were happy about having a say in this selection. Most definitely a must visit.
Condo rentals with a hot tub

Condo near Disney newly renovated
I we absolutely love this place and would absolutely return. It was conveniently located and very easy to access. As soon as you enter the gated community it is very close. You don’t have to drive deep into the track. Which I find it to be important because sometimes it’s very time consuming to get in and out of these gated communities due to traffic within them . Especially when staying in any Orlando .I felt this home was extremely clean bathrooms were pristine. it felt very comfortable and area felt very safe good neighborhood. Marina was an excellent host very quick to respond great communication and helpful. I would highly recommend this listing you will not be disappointed.

Resort room Marriott cypress harbour near Disney
We had a great family vacation and can’t wait to return to Marriott Cypress. The two bedroom rental was as pictured, the resort was fully renovated over the last few years. Grateful to have had the opportunity to enjoy a relaxing last minute vacation during the holidays. The resort offered daily activities throughout the day, bike rentals, heated pools, on-site restaurants and the staff were friendly and attentive. The beds were comfortable, by day two it started to feel like our home away from home (minus the jacuzzi in the main bedroom). I initially booked the rental in error. I submitted a reservation vs. an inquiry. Mina was very helpful and immediately told me to contact Airbnb to cancel. She even re-opened the dates in hopes of other inquiries to replace my reservation. Within 48 hours, and after several email exchange with Mina, we happily agreed to keep the reservation. Many thanks Mina for keeping in touch and helping us create wonderful family memories.

Large condo w/heated pool near Walt Disney Parks
Nice large condo, beautiful clean rooms, nice location close to Disney and lots of stores nearby. Host was fantastic answered my msg very quickly when I msg. Will definitely recommend others to stay here.

4731 208 - 3 Bedroom Condo in Storey Lake Resort
So close to Disney, less than 10 miles away from all the parks! Super clean!

LUXURY ONE BEDROOM CONDO NEAR UNIVERSAL
Overall we enjoyed our stay! It was very clean and smelled wonderful! The host was very helpful and communicated well if I had any questions. Definitely will Be booking again

Newly Renovated 1-Bedroom Condo,Pool and lake view
Second time staying here because we liked it so much, second time was just as good and there will likely be a third stay here next year!!

Exclusive Studio w/Private Terrace, Kitchenette
Great views and location! Kyle was very easy to work with and includes special touches to welcome you to his place

Brand New Lakefront 18th FL - .8 miles from Disney
Our stay was perfect for our family of 4. Super convenient to have coffee and chick fil a across the street. We Uber’d to Disney everyday with ease, under $15 a trip, better value than renting a car and paying for parking. Josh was very responsive and helpful while we were staying. An added bonus was watching a SpaceX launch from the balcony. Pool and bar (w/food) stays open until 11pm! Great value, if we venture that way again we’d definitely repeat!
Weekly condo rentals

Mystic Dunes Golf Resort-2 bedroom weekly
The condo had everything we needed and the service was great. There were activities available throughout the week of a diverse variety. The location is just minutes away (no matter what time of day) from the Animal Kingdom back entrance where all of the parks can be accessed with minimal traffic. Brooke was very helpful in letting us know exactly what to do do when we arrived. I was extremely pleased with our experience and I can be a tough judge!

Beautiful Vacation Condo at Windsor Palms Resort
Very cozy apartment, clean, super-equipped kitchen, comfortable beds, showers with super hot water, very conveniently located to go to Disney and Universal parks

P12# Vista Cay/ Walk to OCCC & New EPIC PARK !
The condo is beautiful with a great view from the Lanai. Katharine and Gilberto were very responsive and very helpful. We asked for a few things to help with cooking and we received them the very next day Likewise, when the blender broke, a new one arrived the following day. The condo is huge and was very quiet. There was nothing better than getting up in the morning and having coffee on the Lanai while overlooking the water! We will be going back!

Kingstown Reef, FL, *1 Bedroom Deluxe #2
Nice and clean place to stay near Sea World!

Because you deserve it! Disney - Pool - Tiki Bar
We had a great Spring Break Stay.. Anas place is great and the community and amenities are wonderful. We will be back this Summer to stay again..

Serene Lakeview By DisneyWorld & Marriott Conv
Adir’s place is conveniently located to the airport and amusement parks. It was so clean, spacious, and had a beautiful view of the lake. We loved being able to walk over to Starbucks in the morning. Parking was easy too. Adir is an amazing and friendly host and was always giving us helpful info or responding if we had concerns. I would totally stay here again!

Ventura Country Club Home away from home
Excellent host, very responsive to our needs. Highly recommend.

2-104 Legacy Dunes, Lake View, Heated Pool, Gym
This was my first experience with AirBnb and I’ll probably never go back to hotels. I had a great experience with Anthony. The house was clean, there were great amenities, and Anthony was very responsive and gave a lot of details so there was no confusion.
Quick stats about condo rentals in Kissimmee
Total rentals
460 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
29K reviews
Family-friendly rentals
420 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with a pool
430 properties have a pool
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- Disney's Animal Kingdom Theme Park
- Disney Springs
- SeaWorld Orlando
- Cocoa Beach Pier
- ESPN Wide World of Sports
- Universal Orlando Resort
- Reunion West
- Amway Center
- Kissimmee Lakefront Park
- ChampionsGate Golf Club
- Epcot
- Disney's Hollywood Studios
- Universal's Islands of Adventure
- Blue Spring State Park
- Magic Kingdom Park
- Aquatica
- ICON Park
- Island H2O Water Park
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