Vacation rentals with a pool in Winter Springs

Unfortunately, I had to cancel my stay due to an issue caused by the previous guest, which left the property unavailable for my reservation. While the situation was disappointing, I want to highlight how responsive and proactive Kyle was throughout the process. He immediately took steps to resolve the issue, kept me updated, and looped in Airbnb support without me needing to reach out myself—which I really appreciated. Thank you!

We where in Orlando to go to my granddaughters graduation & this home just made it a perfect vacation - so comfortable - & clean & the pool & outside area was amazing !!

I had such an amazing time, it was a relaxing getaway. Our host were amazing and very friendly. 10/10 recommend and definitely booking again!

Very beautiful family friendly cozy home! The kids loved it! We will be booking our next Florida trip here again!

Great place to stay in a gated community, we felt really safe. Place was nice and tidy . Pool was great and great communication with host

Wow! This was by far the best Airbnb I’ve stayed at. I’m more of a hotel girly but Tetyana made us feel right at home from the very beginning to end of our stay! Amazing amenities, clean home, amazing pool and hot tub, and Tetyana was super nice and accommodating. Will definitely be booking again when I’m in the Orlando area. Not to mention pet friendly I was able to finally travel with my little buddy and it was amazing. 10/10 recommend!!

Great stay! The place was clean, comfortable, and exactly as described. Roy was very responsive and made check-in super easy. Would definitely recommend and stay again!

La casa mui comoda todo está serca los restaurantes las tiendas una piscina increíble la casa está al 100 la pasamos super

We had a wonderful stay at Fred’s place! The apartment was beautiful, spacious, and very clean—exactly as described. We spent almost every day at the Oasis Club (included free access with this stay), which my kids absolutely loved. The area was safe and peaceful, perfect for a relaxing family getaway. Would definitely stay here again!

We spent a couple days and it was amazing only 10 minutes from Disney.

El apartamento es muy cómodo, tiene todo lo necesario para una buena estadía con la familia y está ubicado en una zona tranquila y de fácil acceso a todo. Está cerca de los parques de Disney y cerca de toda clase de tiendas, supermercados y restaurantes. Gary es muy diligente, ofrece instrucciones claras y estuvo pendiente a que no tuviéramos problemas a la llegada.

It was clean, looked like the pictures, responsive host. Would stay again.

The place was exactly how it’s shown in pictures. All my expectations were met. My family & I enjoyed our stay. Our boys enjoyed the characters in each room.

The space was perfect for my family. We enjoyed the pool and location was perfect for stores, and near the convention center where my daughter had a competition. Great communication with host was quick to respond.

Departamento super equipado y cómodo. Tiene todo lo necesario y mucho mas. Super limpio y tranquilo. Nos encanto y estuvimos muy cómodos en nuestra estadía, Anderson estuvo muy atento, muchas gracias

Great location to everything. close enough to all the parks but a perfectly peaceful distance for quiet and relaxation. will definitely use again. Doris is a great host.

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.

Had a great stay at Phil's place. The home was perfect for mother's day weekend. My daughter loved the pool. The home was clean! 10/10 recommend.

Great stay in the Villa everything clean and tidy on arrival. Communication excellent and friendly. Agree with other guests road noise was more than expected but didn't interfere with our stay. Pool privacy could be improved , also trash removal (ended up taking it most days ourselves). Villa was well equipped but more cutlery would be an improvement. Would stay again.

Place was nice with nice amenities. Kids rooms are very cute.

I am very happy with my stay in Kissimmee, the house is great, very spacious, great location, I would definitely rent it for my next vacation.

Nous étions 7 adultes et 2 enfants et cette maison était énorme. Tout le monde était content avec leur chambre. La seule de jeu était un succès. Super grand et comfortable ❤️ c’était incroyable on veut déjà retourner. La seule contrainte que nous avons eu c’était qu’on a pas comprit comment chauffer le spa. La hôte répond super vite et nous aide dans tout ce que nous avons besoin. Merci beaucoup pour ces souvenirs et beaux moments.

Great stay! Highly recommend!

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.