Siena is one of Tuscany’s most striking cities. It is also the capital of the province of Siena in Tuscany. It’s iconic Piazza il Campo plays host to the Siena palio twice a year. It’s also home to the Duomo with its black and white striped Gothic facade, and the 102 metre tall Torre del Mangia. The The countryside that surrounds the city itself – known in Italian as the Terre di Siena – has unsurprisingly attracted visitors ever since the Grand Tour in the 18th century. And today, its beauty and charm continues to lure holidaymakers back year after year. This is the landscape of rolling vineyards and olive groves.
These Siena villas are all within the Siena province of Tuscany.
EXCELLENT Based on 50 reviews Miki Leibowitz2024-10-20Trustindex verifies that the original source of the review is Google. Cassina Rossa in Forte Dei Marmi was a perfectly located villa to enjoy all things Forte & truly feel like a local! The communication with the owner and her representatives was so easy and they were VERY helpful with anything we needed during our stay. We so enjoyed waking up every morning and either taking our coffee intown while it was super quiet and watching everything wake up around us or on most mornings we rode the bikes that were supplied to us to the wonderful market that was literally down the street and picked up anything we needed fresh for the day. The kitchen was beautifully equipped and we made espresso most mornings and either sat outside on ground level patio or on the roof top overlooking the mountains. It was comfortable enough to have lunch and dinner at home a couple of times and fun setting a beautiful table with their pretty dishes, linens, etc. Having Bagno Vasco the very authentic classic beach club included was a dream and a big savings! Great food, easy location to bike or drive to and the position of our chairs, umbrella and sunbed right next to the sea was great. We were there for over 2 weeks and for a nominal amount he supplied us with their towels each day so we didn’t have to bring back and forth. The villa’s proximity to the center of town can’t be beat. It’s quiet enough to be a bit removed and beautiful to see the mountains whenever walking or riding home but so close to all the wonderful restaurants & very upscale & unique shops. Forte has such a unique vibe day and night especially on market days (Wednesday and Sunday). The markets are so full of clothing, housewares, etc that you’ll need to bring an extra bag or ship stuff home. People come from everywhere to take advantage of it. The location of Forte Dei Marmi is so central and close to other towns like Pietrasanta up in the hills which allows you to experience a completely different more typically Tuscan area within a short 15-20 min drive and it’s also very close to Lucca, Pisa & Carrara (where they get the marble) only 1 1/2 hours from Florence and Portofino if you are staying longer and want to take some wonderful daytrips. Forte Dei Marmi doesn’t have the dramatic coastline of the Amalfi coast but the beauty of looking one direction and seeing the beaches and looking the other and seeing the stunning mountains including Carrara is truly unique and offers its own special beauty. Another plus is that it is very flat so much easier than many Italian towns to walk and ride bikes which everyone does everywhere. It’s fun to see everyone (mostly Italians which we loved) fully dressed for dinner on bikes as it’s truly the chosen form of transportation for the young and old. We can’t wait to return!! Victor Johansen2024-10-20Trustindex verifies that the original source of the review is Google. Jo at Bookings for You is absolutely wonderful to work with. We have booked properties in Sorrento and Sicily over the past two years (2022 & 2024) and have not been disappointed. The properties were 1st class and just phenomenal. Jo lists only the best based on; location, amenities, condition & cleanliness. I highly recommend Bookings for You when planning & booking your stay in Italy; you won't be disappointed. First class service and first class properties! Jackie Morgan2024-10-05Trustindex verifies that the original source of the review is Google. Great service , prompt and efficient responses to enquiries . Villa was just what we wanted for a family holiday , and Fiona was a great asset ! Thanks Joy2024-09-07Trustindex verifies that the original source of the review is Google. We have just spent a fabulous week in Villa Speracedes booked with Bookings for You. Bookings for You provided excellent communication with us both prior to and during the trip to ensure that everything ran as smoothly as possible for us. The apartment was great: comfortable, very well equipped and the terrace was fabulous with a seating area for meal times, comfortable loungers to relax on and down the steps, loungers beside the pool. All having magnificent views across the valleys. Highly recommended! Rob Aherne2024-09-02Trustindex verifies that the original source of the review is Google. Fabulous stay in Villa Assisi - a big villa with private pool in a hotel resort complex. It was very peaceful, despite a very central location, and the pool was a fantastic luxury given the super-hot temperatures. We were able to use the hotel facilities, such as the tennis court and bicycles, as well, so it felt like the best of both worlds. We were well looked after by Bookings for You too. Highly recommended. evan sohun2024-08-19Trustindex verifies that the original source of the review is Google. An amazing place. Had such a great stay with my family and the hosts were so helpful all along. Thank you! Diane Safran2024-08-07Trustindex verifies that the original source of the review is Google. The villa is Beautiful. The staff wonderful especially the chef and Benne. Daniela is a wonderful host. Our family had a wonderful time Thank you Ella Jones2024-08-05Trustindex verifies that the original source of the review is Google. Absolutely fantastic from start to finish! We had the most amazing holiday at Golfo Gabella on Lake Maggiore and will definitely be rebooking for next year 😊
Siena is a city in Tuscany and it is also the capital of the Tuscan province of Siena. The Siena region is then divided into seven sub regions.
These sub regions include the beautiful Val d’Orcia which is included in the list of UNESCO World Heritage sites in Italy. This is one of Tuscany’s most beautiful areas and is the perfect embodiment of both art and nature. Think rolling hills dotted with vineyards and olive groves, punctuated with cypress trees and with a backdrop of some of Tuscany’s most beautiful Medieval villages and homes. One of Tuscany’s most photographed spots is the famous Val d’Orcia cypress trees which sit near San Quirico d’Orcia.
Other sub regions include the Val di Chiana, the Val d’Elsa and Chianti. Both Radda in Chianti and Castellina in Chianti are located in Siena so if you have a passion for wine, a Siena villa could be the perfect option.
Of course, the region’s most famous city is Siena itself. However, no visit to the city of Siena would be complete without also exploring the idyllic countryside that surrounds the main city of Siena. Some of our favourite towns and villages in the Siena region include Montalcino, Montepulciano, Pienza, Cetona, Monteriggioni, San Gimignano and Sarteano.
Other principal towns in Siena also include Poggibonsi, Colle di Val d’Elsa and Chiusi. Other smaller towns and villages of note in Siena include Monticiano, Rapolano, Asciano, Buonconvento, Monteroni d’Arbia, Murlo, Castiglion d’Orica, San Quirico d’Orcia and Sovicille. But there are numerous others.
And, it is worth remembering that part of the Chianti area of Tuscany also falls into the Siena region. Both Radda in Chianti and Castellina in Chianti are located in Siena for example.
Many of these towns and villages provide perfect examples of the region’s Renaissance history. Pienza is not unique in that it was designed during the Renaissance period to reflect the ideals of good government.
The city of Siena itself is astonishingly beautiful. It centres about the Piazza il Campo, home to the 102 metre tall Torre del Mangia along with the striking black and white striped Gothic facade of the Duomo. Arguably it is the Siena palio that the city is most well known for though. The palio takes place twice a year, once on 2 July – the Palio of Provenzano – and secondly on 16 August when the city hosts the Palio of the Assumption.
As much as we love Siena itself, we’re big fans of rural living over city life. As a result, in our opinion, driving through the Siena countryside is pretty much a perfect way to spend a day in this part of Tuscany. As you explore, take the opportunity to stop in at a winery, park up in one of the Medieval villages or enjoy a wonderful passeggiata through this idyllic landscape.
And, of course, you can use a stay in one of our Siena villas as a base to explore the rest of Tuscany too. Enjoy our guide to the top 60 things to do in Tuscany for added inspiration on what to see and do during your Tuscany villa holiday.
In the Summer, expect plenty of long, hot, sunny days in Siena. Daytime temperatures often exceed 30℃ so it’s definitely the time to combine sightseeing with plenty of relaxing poolside at your Siena villa. When you are out and about, just be prepared for the the most popular towns and villages to be crowded with other holidaymakers.
Our favourite time to stay in one of our Siena villas is actually in the Spring or Autumn though. This is when you can expect fewer tourists and so it’s just that little bit quieter. It’s also when we think the region looks its best. In the Spring, the area is filled with wild flowers. And in the Autumn, the vineyards are filled with beautiful reds and oranges as the leaves start to turn. Both seasons are also filled with an abundance of festivals and sagra to enjoy too.
If you decide to visit during the Winter, you shouldn’t be surprised if some shops and restaurants are closed in the smaller towns and villages. However, the city of Siena is always open and it’s one of our favourite cities in Tuscany to visit off season.