Guesthouse holiday rentals in Winter Park

Can't say enough about this charming house. Guests absolutely loved it! Definitely our go-to for the next show at Clarcona. Look forward to seeing you then.

I had a great stay at Muriel's place. The spot is only a block off the water, which provides great backdrops for walks. It's a private spot that's conveniently located (not walkable, but only a 5-minute drive) near to the park neighborhoods (Thornton, Audubon, Winter Park, College Park), Mills 50, and downtown. The neighborhood is very quiet and safe with easy access to I-4 and 17-92. This is a great, clean, and well-maintained spot, with a great host, that is well worth the price.

We enjoyed our stay very much and look forward to returning again sometime in the future. This is a quaint little cottage in a quiet and very private setting.

Cute, cozy place with a pool. Perfect for a couple, close to everything. Hosts were friendly and responsive.

This cabin is absolutely perfect! While it is centrally located and only a block away from a busy street, it is very quiet, peaceful and relaxing. We didn't hear a since dog, person, music or car. The cabin is very bright, the kitchen is VERY well equipped, and there are lots of towels, blankets and pillow. (We have stayed at Airbnb's with only 2 thin pillows, 2 bath towels for multiple nights and no kitchen towels.) The decor is eligent, simple but beautiful quality. The cabin is very spacious and highly functional. The host is kind and responsive. This is one of the very best Airbnb's we have ever stayed at and we have stayed in many. A+++

Terry was a great host, and very responsive to messages. Very easy to check in and out of with very clear instructions. The place was clean and tidy, and very quiet. It was a great place to stay! It's also very close to everything downtown!

quiet location surround by a busy area. lots of stuff do do in the area but it was nice having a quiet place to come back to. I really enjoyed having the screened in porch

We loved our stay. Beautiful place, very quiet and private. Clear instructions, easy check-in, place was very clean and comfortable. Right down the road from Yellow Dog Eats which was fantastic. Thank you Noga!

10/10 best place I have stayed in, would recommend

Love this spot. It was clean and near downtown Sanford. Exactly what we needed. Will stay here again.

place was very clean and pretty spacious for a 1 BR. The layout was nice. Javier was very chill and was understanding. The bed room was very nice as well.

I loved our stay at genesis air bnb it was very clean and very comfortable. I would definitely stay here again it actually was one of the cleanest Airbnbs I’ve stayed at. Genesis Airbnb get a 10 out of 5 for me 👍🏽💯

5 star AirBnb, perfect for a quick business trip to Mount Dora. Loved the location, quiet and peaceful. Beautiful outdoor space, and pristine inside. Extremely comfortable, with great attention to detail. Close proximity to downtown Mount Dora, and a very kind host. Thank you Pamela - looking forward to my next stay.

Beautiful and peaceful home. Was very clean and private. I would 100% recommend here. I will definitely be back. Allowed me to check in early.

Sweet little cottage in close proximity to downtown Mt Dora. We thoroughly enjoyed our stay. Well-supplied kitchen, plus all other necessities available. I would definitely stay here again.

We had such a lovely stay! The space was peaceful, spotless, and felt like a true retreat. The host clearly put a lot of care into guest comfort—having filtered air and water was such a thoughtful touch, and the bed was incredibly comfortable. It really felt like a home away from home. Communication was smooth, check-in was easy, and the whole experience was top-notch. Highly recommend and would definitely stay again!

Sapphire Cottage is the perfect getaway, tucked back off a quiet road , and an 20 minute drive to Mount Dora, making it both peaceful and accessible to town. A canal runs behind the property and there are 2 kayaks you can use if you’re feeling adventurous, if not, you can just hang out and watch the happy hens roam the property or pet the goats in their enclosure. The cottage is really quite lovely, very comfortable, modern yet cozy feeling at the same time. Miriam and Ismael obviously put a lot of thought into its design and decor. The rooms are spacious, the cottage is spotless, and everything works as it should. Miriam and Ismael are the perfect hosts, available yet unobtrusive. I would go back in a heartbeat, and can recommend it without hesitation.

This place was perfect for us. The Host’s home, as well as the Airbnb behind his home, are simply beautiful. We could not have been more comfortable in the garage apartment. It’s cozy and quiet and we could not have asked for anything to be better. We will definitely stay there again as we have family very close by.

Had more than what we needed and was a great spot to recharge from the daily adventures we had. Would book again if in the area.

Perfect place, perfect location, perfect experience. Thank you for the excellent hospitality David. We felt at home during our stay and had a great time enjoying the amenities. 100% recommend. Respectful and trust worthy host. Clean space

Me and my wife really enjoyed ourselves at this beautiful peaceful property for our first time in Orlando. She was very friendly and helpful also. Definitely recommend!!!

Jill was the most amazing host! The was incredibly responsive, friendly, and truly went above and beyond to make myself and daughter felt comfortable. Everything was just as described. The fully functional kitchen was also the best-stalked airbnb kitchen I’ve ever seen. We had no issues cooking meals. The dogs made me feel safe and secure. I was missing my own dog, so they helped with that. My daughter loved the pool and spent most of the day in it. They also had a beautiful fenced in back yard with umbrellas and plenty of seating with shade if needed. Speaking of keeping cool, the A/C unit works really well! Jill was very responsive and even anticipated our needs multiple times. My daughter insists that we stay with Jill when we come back to Sanford.

Had a wonderful and peaceful stay. Great neighborhood. Safe, quiet, and beautiful. Plenty of space and super comfy bed! Nadeem is very friendly and makes sure your stay has everything you need! Will stay again.

Great location and very walkable! It was close to everything on my list of things to try. I wasn’t too sure about what to do about the dishes as there wasn’t a kitchenette. Ended up buying dishwashing soap and washing in the bathroom sink.