Vacation rentals with outdoor seating in Winter Park

Everything was easy, comfortable, and convenient.

The bungalow was a perfect home-away-from-home during our two week stay. Our hosts were kind, very responsive, and super generous with their time. They dropped off a spatula day-of when I couldn't find one in the house (Spoiler alert: it was under the oven mitt the whole time!). The neighborhood is a great mix of restaurants and classic, old-Florida craftsman and ranch houses. It can be a little noisy with Hawkers right nextdoor, but it's totally worth having great Asian street food just steps away.

The space was clean, well-kept, and matched the listing perfectly. Check-in was smooth, the neighborhood was quiet, and everything I needed was easy to find. Solid experience — I’d definitely stay here again.

This cute little home was absolutely adorable, and my daughter and I had the absolute best time! Joey let me check in early because I had worked night shift the night before, so I even had time to take a nap! The neighborhood was so trendy - and one of my most favorite things about the neighborhood was a very retro water fountain right in the middle of the street! Lake Eola was so close, and I absolutely love being outside- , so I loved that there were lots of areas to walk. Joey’s recommendations for restaurants were on pointe also ! I will definitely be looking to stay here again the next time I’m in Orlando to see my daughter!

I had a wonderful stay at this property. The host provided clear and concise instructions, making the check-in process seamless. The house itself is beautiful, offering a perfect balance of privacy and comfort. Renting the entire place gave us the space we needed, and it came equipped with all the essentials. Highly recommend for anyone looking for a relaxing and practical getaway!

There is not really a word that can describe Brandi. Her phenomenal hospitality and love made me feel safe and right at home. The property is private and secure making it easy to enjoy your stay with no worries! I have a bit of OCD and NEVER was triggered by anything! I would recommend her x10!!!

Had a wonderful time!! Pool was great and house was very comfortable! We always feel right at home this is our second stay!! 😁

I did not stay here, the booking for a business client. He said the place was amazing.

We were in town for my sons baseball tournament and this place was perfect. It was in a very convenient location, close to many things, and only 35 minutes from Disney springs. We appreciate that animals were allowed and that it was easy to walk a dog through the neighborhood.

The UCF Parents Retreat was absolutely perfect. It is just 10 minutes from campus! It’s a charming, cozy apartment that made us feel right at home. My daughter and I loved our stay, and even Lucy, our 12-year-old Cocker Spaniel, settled in immediately. The bed was especially comfortable, which was a huge plus. I would highly recommend this spot to anyone visiting UCF!

The space was exactly like the pictures. It is small but it was perfect for my husband, myself, and our dog. It is in a beautiful historic district in Orlando.

My boyfriend and I had a lovely stay here. Although it was a short, 4 night trip, we felt right at home for the entirety of it! We were even welcomed with fresh lit candles to top it off. Throughout our stay the host had great communication and really outdid our expectations when he offered to start us a fire outside to enjoy the evening. The place was spotless and the bed was so so comfy! We look forward to staying here in the future!

This little studio was absolutely amazing for what I needed! It was a reasonable size and price. Also right down the street from the event I was going to! Lando is also an amazing host definitely would stay here again!

Liana’s place was amazing and the bed was so comfy. It was a nicely clean suite and was filled with supplies to help our stay feel comfortable and convenient. 17 mins away from disney springs and 8 mins away from Universal City Walk.

Great location to Disney - about 10 minutes about so close enough to get there quickly but far enough away to be outside of the craziness. Clean place, nice beds, great for kids.

Everything was lovely! My husband, daughter, and I stayed for my son’s graduation from UCF. It was so convenient and close to campus. Also, it was a peaceful retreat as described. Highly recommend!

We had an absolutely wonderful stay at Mike's place in Orlando! From the moment we booked, Mike was an exceptional host - incredibly communicative, friendly, and always quick to respond to any questions we had. We couldn't have asked for a better experience. We would highly recommend his place to anyone visiting Orlando and will definitely be back on our next trip!

There's a reason why Rafaela's place has a diamond next to it as a gem. It's in a great location close to all Disney parks, the rooms are decorated just like the photos with Moana and Buzz Lightyear (Toy Story), and there are a lot of thoughtful touches like the wireless charging pads in the bedrooms. The water park was a lot of fun and very walkable too. Whether you want to stay and play at the water park, go to the gym, or use it as a home base for a Disney adventure, there's a lot to like about the space. The beds were comfy too!

Marc’s place was truly a one of a kind! Really enjoyed my stay there and would definitely recommend to anyone to stay here. Place was perfect!

Great Stay,Check In Was Easy You Go Right Up To Room With The Codes They Provide. Room Looks Just Like Picture, Everything Was Clean And Set Up Perfect For A Studio. Everything Is Also Close To Where You Stay.

Nicoleta’s place was beautiful and well maintained. She was very helpful with accommodating our check out time and left very clear instructions for check in and check out. We enjoyed our stay and will be back again!!!

We enjoyed our stay at Ryan’s place! The place was pristine and just as pictured. I loved the extra towels, blankets, and stocked coffee station. Ryan was communicative (without being annoying) and was extremely accommodating! We didn’t use the shuttle service for the parks, since we had a vehicle, so I can’t comment on that. My kids enjoyed late night swims after days at Universal Studios and Epic Universe, which were both about a 20-minute drive from the place. I would definitely recommend this place to anyone who will be visiting Disney or Universal Studios!

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

We’ve stayed at several rentals in Orlando before, and this one has definitely been our favorite. The apartment was spotless, very well equipped, and had everything we needed. The location is excellent, very safe and quiet, and close to everything we needed. We really enjoyed the peaceful view over the lake to the pool area behind it. The pool with the lazy river was nice and added to the relaxing atmosphere. Joanne was very quick to respond and helpful throughout our stay. Would absolutely come back.