Places to stay in Province of Siena

4.91 out of 5 average rating, 162 reviews

Apartment in Caminino

Pieve di Caminino Historic Farm

SusannaRating, 5 stars3 months ago

the property is a dream.. we stayed in the Foresteria, better than the photos!!! Perfect place for those looking for tranquility while respecting and in full contact with nature. Emiliano is a wonderful host, he made us find the fireplace lit, he allowed us to bring our dogs and leave them free in his beautiful estate and he gave us many tips on activities to do in the surroundings... we can't wait to go back !!

Apartment in Montepulciano

4.82 out of 5 average rating, 121 reviews

Stuart Mint Tea: central, romantic, top location

EricRating, 5 stars5 months ago

Beautiful apartment located close by to the Christmas Markets, which was very nice. It is also close to the parking lots. The apartment is very quiet, you actually wake up with the sound of birds, not kidding. Finally, a beautiful cafe is located next to the apartment making our stay very amazing.

Apartment in Montepulciano

4.97 out of 5 average rating, 385 reviews

A view from the top, Montepulciano

EmiliaRating, 5 stars1 month ago

A truly beautiful apartment in the most wonderful town in Italy. A very welcoming host, comfortable and homely apartment with a beautiful view of the Tuscan countryside, especially at sunset! We would love to return here and would highly recommend

4.89 out of 5 average rating, 101 reviews

Cottage in Vetulonia

La Quercia ~ rustic nature retreat & endless views

ParvathyRating, 5 stars4 days ago

This place cannot be fully described in words. It's is much more beautiful than the pictures. It is so very relaxing and I have never felt so in sync with nature. I and my husband felt we needed more days to stay and would love to come back. Andrea and Chandra have really build something amazing here. Sebastian and all who work there are extremely friendly and helpful. We took the pottery lesson with Chandra which was really great. She is an amazing teacher. The food made by Andrea was very very tasty. Overall, we had fantastic time at Il Baciarino and it was the perfect way to end our vacation feeling very calm and relaxed. I would recommend everyone to experience this wonderful place!

4.9 out of 5 average rating, 179 reviews

Cottage in Volterra

Podere Grignano, beautiful Tuscany

MarkRating, 5 stars2 months ago

Stefano and Roberta are two of the most absolute intrepid souls you will ever encounter. Their hospitality and generosity is without equal. Smartly appointed and expertly renovated, this exquisite example of an ancient farmhouse sits atop a stunning ridge line with vast views and expansive mountain scenery inspiring and enchanting at every turn. Right in the heart of Tuscany, this spectacular piece of the Italian wonderland does not disappoint!

Apartment in Castiglion Fiorentino

5 out of 5 average rating, 57 reviews

Medieval Delight! Rustic Beams w/Modern Amenities

LoriRating, 5 stars2 months ago

Amanda's apartment provided a warm, comfortable, and well-appointed home for a month in Castiglion Fiorentino. The laundry room, large kitchen, and private outdoor space were the perfect amenities for an extended stay for a couple. Part way through our trip, we had friends rent the attached apartment and we opened the adjoining doors so we could play cards in front of the fire in the evenings. Amanda arranged occasional cleanings during our stay, as well as organizing cars to/from the train station on our arrival and departure. This is a beautiful, safe, and walkable hill town with fantastic restaurants, museums, churches, and shops that were open even in the off season. The people, town, and food were warm and wonderful. We began Italian language lessons while there and became regulars at the Cafè Le Logge with its incredible view. We took regular daytrips by train to Arezzo or Florence, and by bus or car to Cortona and Chiusi. We could have stayed a month longer! Amanda was amazing!

5 out of 5 average rating, 5 reviews

Apartment in Scrofiano

Historic Tuscany Oasis 2BR, 2BA, Garden, A/C

KataRating, 5 stars8 months ago

This small old house in the 12th-13th century medieval village is tastefully furnished and excellently equipped. We think the two bathrooms are a big bonus, it was very useful for us. In addition, we would highlight the equipment of the kitchen and the quality of the bed mattresses.The host lady lives right next to the accomodation, a few steps away, which gives security. She was very flexible and patient with our late arrival. You can only park a little further from the house, but it seemed safe and a short walk would not hurt.Overall, we recommend this place to anyone looking for a quiet, romantic stay.

Farm stay in Roccatederighi

4.92 out of 5 average rating, 129 reviews

Holiday in antique farm, Belvedere

JessicaRating, 5 stars1 month ago

This place is an absolute gem! It was so breathtakingly beautiful, that we tried to delay our flights and stay longer! Every single family member was lovely! It truly did feel like home. My husband and I cannot wait to come back and bring family with us too. There simply aren't any words to describe how much we loved our time at Peruzzo!

4.96 out of 5 average rating, 138 reviews

Apartment in Siena

Emily's home

MarciaRating, 5 stars1 month ago

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.

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Other great vacation rentals in Province of Siena

Villa in Chianciano Terme

5 out of 5 average rating, 10 reviews

3bdr deLux Villa in Montepulciano Tuscany,Top View

LorieRating, 5 stars21 months ago

When you stay with Fulvia you feel like you are a long lost relative coming for a visit! The surroundings are calming and picturesque and the home has a wonderful history as a restaurant. The house is very warm and inviting and spacious but maybe not good for those who crave minimalism. The AC works well and although there is no pool, the hot tub became a nice cool soak at night. She gave us a cooking class which was a wonderful experience and she arranged the menu around our likes and dislikes. She also had great recommendations for towns to visit and places to eat and also organized a wine tour close by. She and her family live on the ground floor, but it still feels private in the outdoor areas. We stayed there after a few days in Florence on our way to Rome and it was half way in between, so it was great location to visit towns on the way in and on the way out.

Apartment in Mercatale Valdarno

4.98 out of 5 average rating, 80 reviews

Panoramic view from stone Apartment- Pool and A/C

ClaireRating, 5 stars7 months ago

While looking for a place to stay it’s often difficult to choose. If we had known how fabulous this place was it would have been a no brainer! We all agreed that this is the best Airbnb we have ever stayed in on all of our travels. Massimiliano was a delight and so personable. He made excellent suggestions one being having a cooking lesson. If you have a chance ask for Francesca! The BEST! One last thing…we left with amazing recommendations for the next part of our trip. Thank you so much for a wonderful stay! Good luck with the harvest!

5 out of 5 average rating, 8 reviews

Farm stay in Camucia

The Garden of Olives | Casa Ippocastano

LukaszRating, 5 stars2 weeks ago

great place and a great host!

4.95 out of 5 average rating, 76 reviews

Villa in Asciano

Podere on the Crete Senesi

ChulaRating, 5 stars6 months ago

We spent a glorious and relaxing week at Sarchianello and could not recommend it more. The location was perfect for day trips to local places like Siena and Montalcino, and it was the ideal place to return to for an evening of eating and drinking. We loved our stay and were sorry to leave! It truly felt like a home away from home.

Home in Tavarnelle Val di Pesa

4.94 out of 5 average rating, 139 reviews

Nada Home

JamesRating, 5 stars1 week ago

We had a lovely holiday in Tuscany. The villa is surrounded by beautiful scenery with lots of day trip options nearby. We added on a cooking class with Raimondo and Viola (Nada's daughter) and learnt so much. We will definitely be making fresh pasta from now on! The villa is well equipped, and nicely furnished.

4.78 out of 5 average rating, 32 reviews

Cottage in San Gimignano

Glicine romantic cottage in country

BartRating, 5 stars19 months ago

Concetta is the most lovely host! And the house provided everything we needed. Beautiful, remote area! Would gladly return.

Farm stay in Greve in Chianti

4.87 out of 5 average rating, 192 reviews

The Bartaline Hut

OmerRating, 5 stars1 week ago

Just book it! It was extraordinary