Vacation rentals in Ossaia

For our family vacation, three couples and a 1-year old, the place was perfect. The ability to spend the heat of the day in the huge pool or inside the refreshing lodging made the stay excellent. The place is close to groceries, pharmaceuticals, restaurants, local sites, cities, etc. Ken was always responsive to whatever issue we brought up and his quick replies were greatly appreciated.

There are not words for our wonderful stay at Daniele and Barbara's house. It's a whole family affair, with both parents taking care of us and the house. You can tell they all have the kindest souls and did their best to make us feel welcome and at home even with the language barrier! The house was very clean and had a beautiful view - I've never seen a more beautiful sunrise, honestly. The driveway is steep but we made it up just fine in our 9 passenger van. It is easy to find and it is very easy to access the downtown area. There are a lot of grocery options nearby and restaurants, as well. We tried to take the train one day but couldn't find parking - just a warning if you plan to do the same (though with a smaller car, you might be fine). The house is very close to some good wineries and easy to access Greve in Chianti, which was a nice visit. The house itself had very comfortable beds, clean bathrooms and nice water pressure in the showers. I would recommend this stay to anyone!

An incredible home, beautifully designed and restored. Rob and Illonka were both friendly, fun, and very caring for us. They came to help us when we had car trouble and always gave us fantastic recommendations for everything from parking lots to wonderful restaurants. The property is beautiful and so peaceful. There are plenty of towns and cities close by to visit, our favorites being Assisi, Gubbio, and Perugia. A car is a must, and this home has cylindrical stairs, so not good for anyone wobbly on their feet.

Very nice and classic villa. Great for big family or group of friends who want to spend time together and also have privacy. The yard is amazing. The hot tub is great for cold days. The location is in the middle of the hills wineries which is beautiful but do take in mind every ride to any town is at least 20-30 minutes down and up the hills.

Raggiolo is one of the most incredibly beautiful and peaceful places I’ve ever been. Laura was so helpful and responsive. The view from the house and garden is spectacular.

Immaculate views, especially if you're looking for isolation. Gorgeous pool, plenty of room, amazing balcony, wood burning fireplaces - what more could you ask for? I spent 3 weeks here and enjoyed every minute. Was an excellent retreat space, and would love to come back again

I’m a frequent Airbnb guest, in different locations around the world, and I don’t think I’ve had a better experience than here. Simone was spectacularly helpful and friendly , and the meal he made us all on one of our evenings was Michelin star standard. The villa itself was incredibly well equipped, with everything that you could ever wish for, especially in the kitchen which was so well equipped ( and I speak as someone who booked a villa in Sicily in June this year, where the kitchen was quite the opposite) The location was ideal, with a view of the Tuscan hills and the Arno valley to die for. I can’t recommend this villa, and especially Simone, more highly

If you want to stay near the city and at the same time close to nature, Meinolf's place is for you! Amidst the olive trees, with a breathtaking view, this beautiful typical residence is the perfect base for visiting the area. In addition, Meinolf is particularly kind and welcoming, as is her son.

Such an amazing place. On the top floor with beautiful views over Siena. Lucia stocked up the refrigerator with water, juice boxes & beer and the cupboards with some light breakfast toasts, jam & Nutella. It was quiet and peaceful, no need for the earplugs we always carry. There are 4 flights of stairs to climb to get to the unit.