
Vacation home rentals in Province of Siena
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Poggiarello - Royal Mail
We spent 5 days at this charming Airbnb property in October. The breathtaking landscape and panoramic views added an extra layer of beauty to our stay. The outdoor facilities, including a swimming pool, sauna, jacuzzi, grill, and a spacious table, were top-notch, enhancing our overall experience. The location was ideal, providing easy access to San Gimignano, Siena, and some wonderful wineries. t's worth noting that there is a 2km dirt road leading to the property. Our family thoroughly enjoyed our time here, making it an enjoyable getaway.

Antico Chianti Residence
Lucia was so kind and helpful getting us checked in. Her insights of local history and the beautiful spaces inside the location was very helpful. An excellent experience and an enjoyable Airbnb.

Near Siena (6 km), swimming pool and terrace
Beautiful apartment over 3 floors with a lovely patio, spacious common spaces and a beautiful shared pool, conveniently located just a few minutes from Siena. Great base for exploring Tuscany!

17th century farmhouse Val d'Orcia private pool
Agostina was right away, and I mean January when we booked, available and kind to any of our questions and requests. the farmhouse was super clean, bathrooms, kitchens, rooms, sheets, towels and dishes. Everything was in great condition. Agostina responded and welcomed us on the phone and her door even late in the evening. Check-in and check-out instructions are always very clear from the beginning. The house is complete with everything, for example, there was salt, sugar, oil, vinegar to buffer the arrival, in the pantry there was even a mini primer, a blender, a spinner and plates, glasses, pots and saladers at will. Until now I never saw such a thing. 100% recommended. There were 11 of us and we occupied the entire farmhouse with the possibility of another 3 places. Truly satisfied. Kindness, reliability and expertise, three rare qualities to find all together. Thank you Agostina

Ancient stone farmhouse with park and pool
We had a fantastic stay at this beautiful villa in Tuscany. From the moment we arrived, the owner, Stella, made us feel so welcome – she was incredibly friendly and helpful throughout our stay. The villa itself was lovely, and the highlight for us (especially the children!) was the pool. It was perfectly maintained and cleaned daily, which made it a joy to use every day. The pool area could also be shut off when not used to keep the children safe. Stella also gave us some great local restaurant recommendations, all of which served amazing food at very reasonable prices – a real bonus! We did manage to walk out to a few restaurants. Overall, we had a wonderful experience and would absolutely recommend this villa to anyone looking for a relaxing and authentic stay in Tuscany. We would definitely love to return. Thanks for all your help Stella. 👍

farm in the countryside for groups
We had a great time in Tuscany. The house is in the countryside, quiet and peaceful. We just regretted that there wasn't a basic kit (salt, pepper, oil, sugar and something to make laundry) for the first day because we hadn't thought of everything and the shops aren't all ready. Other than that, everything was good.

Mivà di Più vacation homes (Rosy 1st floor)
This place was a gem! I’ve traveled a lot throughout Italy, and this place exceeded the usual standards. It was hotel- clean with easy to use heat and air. The bathroom is renovated and all the original charm is intact throughout the unit. The space actually feels larger than it looks in the photos, and the view from the Juliet window looks right out onto the piazza. The restaurant downstairs is delicious and convenient with plenty of cafes right around the corner. The host is very responsive and helpful. Would definitely recommend and stay again.

Relax near the Tuscan Spa Petriolo Siena
We loved it! It’s quiet and calm! Was an amazing experience! The hosts were AMAZING! The grounds were amazing and walkable and foliage was a dream! The home was quite comfortable and has everything you need for short or long term stays! If you rent a car there is private parking. You can reach the property without a car via bus or taxi … the last bus leaves at 230 at the Autostazione in Siena, bus 116 monticiano and review the driving directions to see where to get off, but it is the last stop before Tocchi, let the bus driver know and they can help you! It is a half mile walk from the bus stop to the house, so be prepared for a little walk. (We enjoyed the walk and adventure each time we went intosiena whichwas usuallytwice a week. A taxi will run you about 90euros from the train/bus station. The bus runs daily from the airbnb at 630am sharp(bus 116 at the end of the road) and can take you to Siena for amazing sightseeing, shopping and food! Enjoy and love the nature there!
Vacation home rentals with a patio

Pian'D'olmo, an ancient farmhouse in the heart of Tuscany
We had a great stay and Frederic was always reachable. The house and garden are beautiful and it’s perfect for 4 people.

Happy Tuscany
We arrived in Rigomagno Scalo by chance, traveling by motorcycle halfway between Genoa and L'Aquila and we were pleasantly impressed by the location. A Ranch immersed in olive trees and oaks with all the comforts you want, from the swimming pool with the sunbathing patio to the whirlpool. A barbecue area is also available. The house upstairs was all at our disposal and the furnishings were just refurbished with great care. Three bathrooms available (impeccable) and of course air conditioning. The two tables in the hall and the kitchen counter are of great value, suitable for hosting over 20 people for any conventions, built by Alessandro with sections of tree trunks and finished with wisdom. A heartfelt thank you to Alessandro and his wife for their hospitality! We promise to review it again.

Orchid apartment with terrace
good stay for 1 night. Amazing balcony

Casa Dani with private pool
We had a wonderful stay at Daniela's place The apartment is extremely well maintained, well located for visiting the surroundings of Tuscany and Umbria. The beautiful pool is a real plus when you come back from a walk and want to cool off. The small downside, the house is not well soundproofed, the slamming of the front door because of the comings and goings of the residents is the only inconvenience of this pleasant Airbnb. Very good place to share with friends!

Fontarcella, H&R- mediterranean home with jacuzzi
The place was a 10/10! We felt incredibly comfortable, the communication was great and very friendly. We would 100% recommend it. We were able to relax, it was very clean and the kitchen was perfectly equipped. Thanks for everything!

Elegant farmhouse overlooking Pienza
Apart from the stunning location and beautiful well equipped house, Laura was a delight to deal with. She was responsive and informative. Our guests loved it as much as we did. Thank you Laura.

Tuscany Country House, Central Chianti, Pano Views
We found Peggy’s place to be the perfect spot for exploring Tuscany. The instructions made it for easy to find & only a few short minutes drive from Panzano where we had lunch at Dario’s (a must in our opinion). Also highly recommend Montese Cooking Experience in San Gimignano.

Pienzalettings
Lovely suave in the historic section.
Vacation home rentals with a washer and dryer

Elegant farmhouse surrounded by nature, Terra
We stayed ar Romina's and Riccardo with a couple of friends. We enjoyed our lovely apartment and beautiful peaceful property surrounded by olive trees and herbs. Our hosts were super friendly and helpful, especially since airline lost one of our friends' luggage. Romina helped us communicate with DHL and went above and beyond to make sure it was delivered. Riccardo gladly explained the kind of plants they were growing and harvesting for essential oils. We enjoyed the company of Luna the cat who came visit but was politely staying outside. Wildlife is abundant and nature unspoiled - truly a magical place! The area is quite remote so it may not be convenient to everyone. The closest little town is Casole d'Elsa where you can find 2-3 restaurants and a pharmacy, larger supermarkets are within 20min drive. It's a great starting point to visit Siena, San Gimignano, Volterra. The apartment is well equipped with small stove, dishwasher, fridge and microwave. Highly recommend!

The Eagle and the Olive Tree
We had the absolute pleasure of spending three unforgettable days at Paolo and Monica’s 800-year-old farmhouse — and it was hands down the best Airbnb experience we’ve ever had. The home itself is stunning: full of history, character, and comfort, with every amenity thoughtfully provided. Each morning, Paolo and Monica prepared a beautiful, fresh breakfast spread complete with homemade cakes and warm, delicious options that started our days off with so much care and joy. The hospitality was truly beyond compare — Paolo and Monica are salt-of-the-earth people with hearts of gold. One of the highlights of our stay was visiting with the many animals they lovingly care for. From eagles and owls to donkeys, horses, peacocks, ducks, and sheep — it felt like something out of a storybook. Monica’s passion for rescuing and training animals is inspiring, and added such a special, personal touch to the experience. Thier home is filled with beauty, warmth, and heart. Coming back soon! ❤️❤️❤️

Apartment with pool and restaurant
The stay was perfect. The attention to detail sets it apart. The possibility of bringing the puppy was super appreciated. The restaurant deserves a big round of applause. I highly recommend it.

White lily with a view of Siena
It’s a nice quiet rural place up in a hill. The bedrooms upstairs are more updated, comfortable and the kitchen downstairs is more outdated. Laundry machine and dishwasher are older, same as stove took some time to fully boil eggs like 25-30 minutes. But the location is great if you have a car to go around the places and a nice experience to stay in the area. There are no walkable groceries or restaurants so you need to plan ahead. The host communicates well and responds quickly, also flexible which is great for a more relaxing environment. Would definitely recommend if you would like to stay around Siena area.

★ Romantic apartment & stunning view of Tuscany ★
A great peaceful location with excellent pool area and gardens, but also well placed to visit Florence, Siena and San Gimignano. A car is necessary and it is easy to get around the Tuscan hills from here. Giorgia greeted us on arrival and responded very quickly to our questions during the week. Bug spray is essential. All in all we had a wonderful holiday.

Cosy house with private pool
Very nice house. Very nice welcome from our host's in-laws. They were always available and thoughtful although they only speak Italian. The location of the accommodation is ideal between Siena and Florence. Lots of pretty villages nearby.

Tower House of the 1000
Beautiful apartment located in the middle of a historic village. We were a group of 5 people and we used all the services indicated (kitchen, bathrooms, spaces, etc.) without any problems. The village's location is very strategic for visiting the surrounding cities and winery areas. Thanks Marta, see you soon.

The Piccola Villa of Borgo Argenina
This was our favorite place we stayed in Italy and we went to three other locations. The view is unbeatable and so much to do nearby. We went to a few wineries and ate at Malborghetto (Highly recommend for an authentic experience and small town feel!). We hope to come back! Communication with hosts was great. amenities such as the pool, breakfast, the kitchen, were awesome. Thanks so much for a wonderful stay!
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- Santa Maria Novella
- Duomo di Firenze
- Lake Trasimeno
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Basilica of Santa Maria Novella
- Mugello Circuit
- Ponte Vecchio
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Mercato Centrale
- Kite Beach Fiumara
- Marina di Grosseto beach
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Cavallino Matto
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Cala Di Forno
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
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