Holiday rentals with a pool in Osceola County

Tetyana was a great host, very responsive and friendly, Home was beautiful and exactly as shown in the photos, no surprises. Easy Check in. Highly recommend.

Rick’s home was amazing for me and my friends for our 2 week stay. We loved the location and the home offered us plenty of space. It was very comfortable and had everything we needed for our stay. Rick was responsive and gave us plenty of info up front which made check in very smooth. Would 100% recommend this as a place to stay in the Kissimmee area! Thanks Rick!

The stay was great and the pool is amazing! Jhan is very responsive and was able to accommodate us at a short notice. We will definitely be back again!

Came for a birthday vacation and I def chose the right place to stay! The airbnb was close to Disney parks and gift shops. The home was just like the photos, everything was clean and beautiful 😊 The pool was so refreshing and clean, plus had a nice view of the pond. We even decided to stay an extra day, Dinara was super accommodating. I definitely recommend!

5*’s isn’t enough! We had the most amazing trip! Armani’s place is highly recommended! Close to Disney and other attractions! Armani couldn’t do anymore for us! My daughter loved the pool and because all the beds where comfortable had to try and figure out which one was her favourite by sleeping in them all 😂 We will be back Armani! Thank you so much!!!

Robin was an exceptionally welcoming and accommodating host. Very responsive to questions and her home was so warm and inviting. Would definitely stay here again!

Pirate and Princess house was an amazing stay. Location is beautiful and the house is just as described. Our family loved the themed rooms, and having the pool and hot tub was a relaxing way to spend vacation after returning from the parks. We can’t wait to come back and stay again.

We had a fantastic 1-week stay at Cindy’s property, and I can confidently say it exceeded our expectations. From the moment we walked in, the place was spotless and smelled amazing! Everything was stocked exactly as described (including umbrellas to use), and the home looked just like the photos in the listing—no surprises, just comfort, and snacks! The hardwood floors were not only beautiful but made it easy to keep things clean throughout the week. The beds, pillows, and bedding were all incredibly comfortable—every family member, from our 1-year-old to our 54-year-old, felt right at home. The outdoor area was a highlight—especially the pool and colorful lights that created a cozy atmosphere at night. We also loved the fun little game area, which added some great family bonding time. Cindy was a wonderful host—so nice, friendly, responsive, and very accommodating. She truly helped make our stay easy and enjoyable. We would absolutely book with Cindy again.

This is our third time staying at one of Adam’s properties and our second time at this location. The space is exactly as it appears in the photos, extremely clean and cozy. The beds are incredibly comfortable and the kitchen is well stocked with the essentials. As a host, Adam is very responsive and wonderful to communicate with.

The place was great! it was perfect for a quick family trip to Disney. Would highly recommend!

perfect in every way.

Good location, restaurants 10 mins to walk and most of all a kind host ever and provided me useful information. Thank you.

Beatriz was a great host! The house was so clean and had everything we needed. The pool amenities were our favorite! Loved having a patio as well. We plan on rebooking when we return.

We had a truly wonderful stay at this property in Orlando! The location was absolutely perfect—close to everything we needed to enjoy our vacation to the fullest. The home was spotless, well-equipped, and had all the essentials to make us feel comfortable and at ease. Lynn was incredibly responsive and always available if we needed anything, which was greatly appreciated. I highly recommend this property and would like to sincerely thank Lynn for making our stay so enjoyable!

very cozy private location with lots of stores within 5 mins. beach accessories available for convenience. will book again.

Thank you for the lovely stay! My family and I truly enjoyed the condominium — it was clean, comfortable, and had everything we needed. Wishing you continued success, and we’d definitely stay again on a future Orlando trip! Warmly, Maria Alejandra

This property was very nice and matched the photos to a T. The house was spotless & very spacious. The renovated design was modern and the themed rooms were perfectly executed. The only downside was the check-in process at the gate, but after a quick phone call, the issue was resolved. I absolutely loved the space. 10/10.

This house was ideal for our weekend. Everything we needed was provided, and the extras pillows, towels, and toiletries were a nice touch. The pool water heater was a great addition, making the water perfect for the time of year ($10 a day was worth it) . We enjoyed our stay and would recommend it to others.

I can’t say enough good things about this Airbnb – it was absolutely incredible from start to finish. The space was spotless, nicely decorated and had every amenity we could have possibly needed (and then some!). It truly felt like a home away from home, with thoughtful touches throughout that made our stay extra special. The host was communicative welcoming and very helpful!

This home is just at pictured. Has everything you’ll need. Grill and propane being available on site were a very nice bonus. Hot tub and heated pool were fantastic after walking all day. Host was amazing and communication was very quick. Highly recommend this place and location

This place was perfect for our two families (10 people in total) while we visited Legoland. Kitchen and hangout space was great.

Excellent space. Looks exactly like the pictures and was very well stocked!

The home was beautiful & exactly as described.

We evacuated our coastal home ahead of a hurricane and found this pet-friendly rental to be exactly what we needed. The house was fun, which helped lift our spirits during a difficult time. However, the real highlight was the hosts, who were incredibly accommodating and gracious, making an extremely stressful situation much easier to manage.