Some info has been automatically translated. Show original language

Condo vacation rentals in Kissimmee

Find and book unique condos on Airbnb

0 of 0 items showing
1 of 3 pages
0 of 0 items showing
1 of 12 pages

Popular amenities for Kissimmee condo rentals

Condo rentals with a pool

Guest favorite
A large outdoor swimming pool with a water slide is surrounded by palm trees. Multiple lounge chairs are positioned around the pool area. A cloudy sky is visible in the background, providing a calm atmosphere.
Condo in Four Corners
4.88 out of 5 average rating, 146 reviews

LUXURY RESORT & GOLF CONDO MIN CLOSE TO DISNEY

HazelRating, 5 stars3 weeks ago
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
Guest favorite
An aerial view captures a resort-style pool surrounded by lush greenery. The pool features multiple sections and shaded seating areas. Sun loungers and umbrellas are arranged around the water, with palm trees adding a tropical touch. Nearby, a winding road leads through the community.
Condo in Davenport
4.78 out of 5 average rating, 65 reviews

Lovely 1 Bedroom Apartment with Pool and Jacuzzi!

MalahkiRating, 5 stars1 week ago
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!
Top guest favorite
Condo in Kissimmee
4.97 out of 5 average rating, 74 reviews

Family Friendly Condo Near Disney World

MoniqueRating, 5 stars4 months ago
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!
Top guest favorite
Condo in Kissimmee
4.94 out of 5 average rating, 31 reviews

Near Disney World | Resort w/ Pools

TomRating, 5 stars3 weeks ago
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!
Guest favorite
Condo in Kissimmee
4.92 out of 5 average rating, 133 reviews

Chic Condo + Star Wars Room | Pool & Near Disney

LynnRating, 5 stars1 week ago
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!
Superhost
Condo in Kissimmee
4.85 out of 5 average rating, 134 reviews

Lovely 3-BR Condo With Pool 5.7mi from Disney!

EmmanuelRating, 5 stars1 week ago
Great place for family with kids. Highly recommended!
Superhost
A large pool surrounded by a tropical landscape is highlighted by palm trees and a sunlit building. The building features arched entryways and a red-tiled roof. The shimmering water reflects the sunlight, creating a serene atmosphere in the gated community.
Condo in Kissimmee
4.9 out of 5 average rating, 10 reviews

Windsor Hills Condo Near Disney

JohnnyRating, 5 stars4 weeks ago
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!
Superhost
A resort-style pool area is shown, featuring a large swimming pool with a gradual entry. Surrounding the pool are multiple lounge chairs and potted plants. A serene pond is visible in the background, complemented by lush greenery and a picturesque building facade.
Condo in Kissimmee
4.81 out of 5 average rating, 231 reviews

Stunning condo close to everything!

brandonRating, 5 stars1 month ago
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

Guest favorite
A kid-friendly bedroom features two twin beds dressed in gray bedding with playful Mickey Mouse designs. A light blue nightstand accompanies each bed, and a whimsical Mickey Mouse wall mural adds charm. A ceiling fan offers comfort with natural light filtering through the window.
Condo in Davenport
4.92 out of 5 average rating, 12 reviews

Condo near Disney newly renovated

PennyRating, 5 stars1 day ago
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.
Superhost
A resort pool is surrounded by lush palm trees and lounge chairs. Water cascades from a small fountain, enhancing the serene outdoor space. The sky is partly cloudy, providing a calm atmosphere for relaxation.
Condo in Orlando
5 out of 5 average rating, 3 reviews

Resort room Marriott cypress harbour near Disney

FarahRating, 5 stars40 months ago
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.
Guest favorite
A spacious living room features a soft sectional sofa in a neutral tone. A large television is mounted on the wall, accompanied by a modern TV stand. A dining table and chairs are visible in the background, creating a welcoming space for family gatherings.
Condo in Kissimmee
4.81 out of 5 average rating, 52 reviews

Large condo w/heated pool near Walt Disney Parks

ClaudiaRating, 5 stars2 weeks ago
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.
Guest favorite
The living area features modern furnishings, including a brown leather sofa, a patterned rug, and a sleek coffee table. Natural light enters through large glass doors that open to a balcony. A flat-screen TV is mounted on the wall, complemented by decorative wall art.
Condo in Kissimmee
4.86 out of 5 average rating, 71 reviews

4731 208 - 3 Bedroom Condo in Storey Lake Resort

AshleyRating, 5 stars1 month ago
So close to Disney, less than 10 miles away from all the parks! Super clean!
Superhost
An outdoor pool area features palm trees and comfortable seating arrangements. Lounge chairs and shaded tables are positioned around the pool, which is surrounded by modern apartment buildings. A warm-toned lounge area offers additional seating, creating a welcoming space for relaxation.
Condo in Florida Center
4.77 out of 5 average rating, 101 reviews

LUXURY ONE BEDROOM CONDO NEAR UNIVERSAL

BrinttneeRating, 5 stars2 weeks ago
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
Superhost
A modern living area features a light gray sectional sofa adorned with decorative pillows. A glass coffee table sits in front, reflecting natural light. In the background, a kitchen with wooden cabinets and stainless steel appliances is visible, along with a dining area accessed through an archway.
Condo in Orlando
4.82 out of 5 average rating, 51 reviews

Newly Renovated 1-Bedroom Condo,Pool and lake view

JeffRating, 5 stars4 weeks ago
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!!
Top guest favorite
The modern studio features a spacious bed surrounded by natural light, with double glass doors opening to a private terrace. Two stylish chairs are positioned near a small dining table, complementing the elegant ceiling design and neutral color scheme throughout the space.
Condo in Florida Center
5 out of 5 average rating, 14 reviews

Exclusive Studio w/Private Terrace, Kitchenette

KristenRating, 5 stars3 days ago
Great views and location! Kyle was very easy to work with and includes special touches to welcome you to his place
Top guest favorite
A playful bunk room features bright blue walls adorned with whimsical clouds and colorful designs. A structured bunk bed is positioned against the wall, creating a cozy sleeping area. A small window allows natural light to brighten the space.
Condo in Orlando
5 out of 5 average rating, 36 reviews

Brand New Lakefront 18th FL - .8 miles from Disney

EricaRating, 5 stars2 weeks ago
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

Superhost
A large swimming pool features clear blue water and a natural rock waterfall, flanked by palm trees and lounge chairs under umbrellas. A paved area surrounds the pool, creating an inviting space for relaxation and recreation.
Condo in Kissimmee
4.75 out of 5 average rating, 12 reviews

Mystic Dunes Golf Resort-2 bedroom weekly

MarcyRating, 5 stars75 months ago
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!
Guest favorite
Condo in Kissimmee
4.88 out of 5 average rating, 25 reviews

Beautiful Vacation Condo at Windsor Palms Resort

IvonneRating, 5 stars4 months ago
Very cozy apartment, clean, super-equipped kitchen, comfortable beds, showers with super hot water, very conveniently located to go to Disney and Universal parks
Top guest favorite
Condo in Orlando
4.92 out of 5 average rating, 108 reviews

P12# Vista Cay/ Walk to OCCC & New EPIC PARK !

TerryRating, 5 stars4 weeks ago
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!
Superhost
A multi-story building features a spacious porch with white railings, surrounded by lush landscaping and palm trees. Well-maintained pathways lead through green lawns, inviting guests to explore the tropical surroundings under a clear blue sky.
Condo in Orlando
4.5 out of 5 average rating, 4 reviews

Kingstown Reef, FL, *1 Bedroom Deluxe #2

EricRating, 5 stars89 months ago
Nice and clean place to stay near Sea World!
Guest favorite
An open-air tiki bar is visible near the pool area, featuring a vibrant blue wall adorned with tropical decorations. The bar is equipped with a dark countertop, and barstools are arranged for seating. Guests can be seen interacting with staff behind the bar.
Condo in Kissimmee
4.9 out of 5 average rating, 219 reviews

Because you deserve it! Disney - Pool - Tiki Bar

Author EssenceRating, 5 stars1 week ago
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..
Guest favorite
A tranquil waterfront view presents a vast lake reflecting soft pastel colors of sunset. A fishing pier extends into the water, surrounded by lush greenery. The serene scene invites relaxation, showcasing the natural beauty of Lake Bryan.
Condo in Orlando
4.99 out of 5 average rating, 135 reviews

Serene Lakeview By DisneyWorld & Marriott Conv

SusieRating, 5 stars2 weeks ago
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!
Guest favorite
A large swimming pool is framed by palm trees and lounge chairs under a clear sky. The pool area includes a shaded gazebo with seating, and the surrounding paved deck is well-maintained. Sunlight reflects gently on the water's surface, creating a relaxing ambiance.
Condo in Ventura
4.89 out of 5 average rating, 9 reviews

Ventura Country Club Home away from home

HamidRating, 5 stars3 weeks ago
Excellent host, very responsive to our needs. Highly recommend.
Superhost
A comfortable living area is showcased, featuring two sofas and a coffee table. Natural light enters through large sliding doors, leading to a screened patio. A flat-screen Roku TV is mounted on the wall, providing entertainment options. A light color scheme creates a bright ambiance.
Condo in Kissimmee
4.88 out of 5 average rating, 114 reviews

2-104 Legacy Dunes, Lake View, Heated Pool, Gym

AlyssaRating, 5 stars5 months ago
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

Destinations to explore

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