Holiday rentals with outdoor seating in Province of Siena

Stepheno was very helpful and was flexible with our check in. He even helped us book a super nice local restaurant. The apartment was very well equipped and decorated, and had everything we needed. The view over the valley and vineyard was amazing. We wish we could stay longer.

We spent an amazing six days at the property and loved our stay. The check in was very smooth and Fede met us on arrival and explained everything to us very clearly. Ale took over for the rest of our stay and could not have been more attentive. He helped organise a wine tasting for us and also arranged to have a chef come to the house to give us a cooking lesson and eat a delicious traditional Tuscan meal. One of our cars would not start one day and Ale even offered to take a leave of absence from work to try and come and help. He really went above and beyond to help with recommendations of places to visit, local restaurants etc. We loved the terrace area for enjoying breakfast and lunch and found the beds very comfortable. The living area was also nice and cool despite the high temperatures. I would definitely recommend this to friends and family. Altogether a great holiday in a beautiful part of the country.

Staying at Torre “La Lambarda” Suite was an absolute dream come true. Nestled atop the enchanting village of Monticchiello, this historic tower offers breathtaking panoramic views of the Val d'Orcia that are simply unforgettable. The suite itself is a perfect blend of medieval charm and modern comfort, with every detail thoughtfully curated to enhance the guest experience. Although I didn’t meet Deb personally, her team provided outstanding hospitality throughout our stay. Every member of the staff—both at the property and at the wonderful restaurant—was warm, attentive, and genuinely kind. Their care and professionalism made us feel incredibly welcome and well looked after. Dining at Deb's Lounge was a true highlight. The food was exceptional, the ambiance cozy and intimate, and the staff went above and beyond to make every meal special. This stay was more than just a vacation; it was a magical journey into the heart of Tuscany. I wholeheartedly recommend a stay in the Tower.

Beautiful home set in the country side. Views were breathtaking. If you have a vehicle, easy to get around to near by towns. Highly recommend near by restaurant that is only 3 minute drive.

We expected a very nice, special accommodation, in which everything necessary was available. We felt very comfortable. Due to the narrow streets, unfortunately, we could not ride the bikes as often, but with the car, we explored the area extensively and visited the many beautiful cities. We can definitely recommend the accommodation.

Fantastic time out with panoramic views! This Airbnb accommodation was an absolute stroke of luck! The view was simply breathtaking and inspired us every morning. If you are looking for peace and relaxation, you have come to the right place – the location is wonderfully quiet and idyllic. The apartment itself is fantastically equipped and really offers all the amenities you could wish for. It was super convenient that basic things like oil, vinegar, etc. were available. This not only saves money, but also the first purchase. The only thing that took some getting used to was the bed. But of course, that's a matter of taste and has not tarnished our positive experience in any way. We can fully recommend this place and would come back any time!

We loved staying in Montalcino at Lisa's place. Lisa was a fantastic host and responded quickly. She gave us her picks for restaurants, wine tastings, etc, which were excellent choices. The Airbnb was ideally situated right off the main square. It has a yard, which we enjoyed, and a very functional kitchen with everything we needed. The king-size bed was very comfortable and had high-quality linens. This is a hilltop city, so keep this in mind for anyone unable to walk up steeper inclines throughout the city. We enjoyed the exercise and the stunning views. We stayed for a week and I could have easily stayed longer as we got to know the restaurants, stores and the area. Montalcino is a charming place to spend your time. It was a good location from which to take day trips. There is so much to do in the general area. We highly recommend you stay here; it was the highlight of our trip, and we felt like we were in good hands. Thank you, Lisa!

Catherine is a wonderful host, very friendly and helpful. We came in for business and the Airbnb was such a peaceful place to return to at the end of the day.

Lorenzo’s place is beautiful, and had everything we needed for our stay. It’s a short car ride from Siena and a grocery store, and a good base for day trips.

Loved Simona’s beautiful flat, lots of gorgeous gardens around, picture perfect view of Siena. You’re in the countryside yet <10 min drive or taxi or Siena. Lots of space, our toddler loved it too!

Beautiful place, lovely views and areas to eat, drink and relax at the AirBnB. Great location, near to vineyards and local towns.

Olimpia was a wonderful host! Her place was so beautiful and comfortable, and the rooftop terrace was amazing. 360 views of beautiful Siena. The kitchen was like being in your own - we made dinner one night and took it up to the terrace to watch the sunset. Olimpia met us for check in and clearly explained everything. If I had a question she answered me right away. And the location was perfect. I would recommend this place and Olimpia to everyone!

Best place to stay!!! The charm of property draws you in immediately! A lovely garden, fresh flowers in the apartment, stunning views of San Gimignano. We loved the touches of old Italy everywhere (with the subtle inclusion of modern flair). And the little extras - a beautiful homemade tart welcomed us, as well as fresh fruit, juices, coffee and creamers and a few more fun surprises! Fabio and Alessandra are fabulous hosts - always answering any of our questions and having excellent advice on where to eat and things to do! The location is perfect for day trips to many of the Tuscan and Chianti region towns. And so lovely to come back to the charm of Fabio and Alessandra’s place. Grazie mille!!!

Very clean Airbnb, the host left us with a bottle of wine and brownies for our arrival which was very thoughtful. The Tuscan views from the bnb was very nice.

Good location thanks to the escalators for easy access to the historic center. Listing as described and photos. Barbara is very responsive and friendly.

What an incredible stay at this beautiful apartment! Pictures don’t do it justice. A true Tuscan paradise. Apartment is spotless. Beautiful touches everywhere and very spacious. The views are incredible. Great front and back porches to relax and take in the beauty. Mario and Nadia are wonderful hosts. Always responsive and a pleasure to interact with. Loved our stay and would definitely come back again. Highly recommend!

Marco’s place is away from the hustle and bustle of Siena very quietly comfortable and super clean. The view from the balcony alone is worth the night rate. Close to all the lovely sights in Val D’Orcia. In a very quaint town with locals who actually live here. Marco is very responsive and clearly explained everything to us. Must try the pizza at Pizza I’ll Vecchio…a hidden gem in Tuscany

very nice and cozy house, well equipped and very clean. Lisa was very nice and helpful, always timely in responding to messages. Very different experience from the cold and "industrial" BnBs that are increasingly frequently found... it's a real home!

The views are breathtaking from all the rooms, especially from the balcony, which became our favorite spot. The location is perfect, just a few minutes' walk from the main points of interest. Super well-equipped apartment, we didn't miss anything, with everything you need to cook. The bedrooms are spacious and the beds are comfortable. Mirko and his family were exceptional hosts. Definitely a place we'd love to go back to!

We had the best time!! The cutest little apartment with a nice little balcony. Loved the exposed beams and the kitchen. It was very walkable to great restaurants and scenic views, also far enough away were you are not worried about noise at night. Host was super responsive and had excellent recommendations on where to eat and what to do!

Very comfortable accommodations and gorgeous property and views

Our group stayed for the Strade Bianche weekend to ride the Granfondo after watching the pros the day before. Giovanna's villa was fantastic for us. We had everything we needed and she was more than happy to answer any questions for us. would highly recommend.

Fantastic location where everything was walkable but in a peaceful area. Accommodation had everything you'd need and it was great to have some outside space. Highly recommend.

Lovely apartment about 10 minute walk from Siena main square and 15 minute walk from the train station. The apartment is even better in person than in the photos, very clean, comfortable and has good air conditioning which was much appreciated. Angelo was good at keeping in touch and even allowed us to check in early as we arrived early to Siena. Great stay and would recommend to anyone.