The 10 best Villas in Province of Siena, Italy

May 31, 2023 Esmeralda Fenner

Discover the best Villas in Province of Siena, Tuscany including Dievole, Pieve Marsina, Relais Convento San Bartolomeo dimora storica, Cignella Resort, Pieve Marsina & Borgo Argenina, Borgo Dolciano, Villa Oliveta, Agriturismo Fraschetta, Casalta di Pesa, Il Rifugio del Falconiere.
Restaurants in Province of Siena

1. Dievole

Localita Dievole 6, 53019 Vagliagli, Castelnuovo Berardenga Italy
Excellent
82%
Good
13%
Satisfactory
2%
Poor
2%
Terrible
1%
Overall Ratings

4.5 based on 377 reviews

Dievole

Dievole Wine Estate is the perfect place to spend your holidays : together with your partner or your family you can choose between the confort of our double rooms or the luxury of our Colomabaio Suites. In the Restaurant with two theme evenings (Barbeque Evening and Candle Light Dinner in the Cellar)and the Terrazza lounge bar, you will be able to taste the tipical Tuscan cuisine.

Relaxing Tuscany retreat

Reviewed By keyany2019

We stayed at this resort for two days. The hotel ground is perfectly maintained and has a lot of beautiful trails to walk around. There are two pools on hotel ground. The infinity pool has an amazing view of the vineyard and the smaller pool is really quiet. The restaurant offers high quality food with local products. The service is impeccable. We hope to come back here soon.

2. Pieve Marsina

Localita Argenina Monti di Sotto, 53013, Gaiole in Chianti Italy
Excellent
73%
Good
24%
Satisfactory
2%
Poor
1%
Terrible
0%
Overall Ratings

4.5 based on 169 reviews

Pieve Marsina

On the highest point of a hill set among the mosaic of the vineyards, typical of the Chianti Classico area, in the heart of a medieval village, you'll find the Pieve Marsina. The house, composed of delightful apartments, has as it's main objective the idea of offering guests the opportunity to enjoy the calm, the beauty and all the pleasures our region has to offer. For this reason our apartments have been renovated with respect for tradition: you'll find antique terracotta floor tiles, walls of warm colours, discovered during renovation work, large stone and brick fireplaces and magnificent porticos with a magical atmopshere. Under one of these fully renovated porticos we have installed a relaxing Jacuzzi for 3-5 people. Essential oils for aromatic sensations, relaxing music, fragrances and flavours that liberate the mind. Three comfortable dechchairs for relaxing before and after bathing. Perfect on summer evenings and cold winter days.

Quaint, charming B&B in the Gorgeous Chianti Hills

Reviewed By na1asha

Quaint, charming B&B in the Chianti Hills Pieve Marsina is a quaint, quiet, and charming hotel located in the hills of Chianti. We stayed for 2 nights here on our trip to Chianti. - The property is beautiful and the grounds are immaculate. The views of the vine filled hills are stunning. We took a morning stroll around the property, and it was lovely. - Gabrielle is a helpful host and is there for you to answer questions when you need him. - Breakfast was part of our room package. The cappuccinos at breakfast were some of the best we had in Italy! - Pieve Marsina has an honor system where you can purchase coffee, tea, wine, water, and other snacks during your stay. - We used the hot tub when we found out it was open. The water in the spa was rather cold and we were later charged for the usage of the spa which we were not aware was a separate charge. - Our room had a beautiful, vintage style tub, but it was a little difficult to operate to shower with, practically speaking. I would request a room with a shower if this is important to you. - We came in the shoulder season and the room was quite cold. We couldn’t figure out how to get the radiator to heat up the room. The wifi does not reliably reach the room we stayed in. Depending on your preference - this could be a plus or a minus! A chance to truly disconnect. Overall, this hotel is beautiful & has a historic, untouched feel to it. The views are amazing and we enjoyed our stay.

3. Relais Convento San Bartolomeo dimora storica

Viale Giuseppe Vespa 368, 53025 Piancastagnaio Italy
Excellent
97%
Good
3%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5 based on 74 reviews

Relais Convento San Bartolomeo dimora storica

Convent of St. Bartolomeo Historical Estate in Tuscany A detailed renewal of the 14th century Franciscan estate brought the Saint Bartolomeo’s Convent back to its ancient splendour. This is all thanks to the owner, Prof. Vittorino Ricci Barbini, known urologist, who has decided to open up his own childhood house to visitors and guests.Within the Convent it’s possible to feel the magic of a“historical” house.

Marvelous place, really kind people!

Reviewed By Giorgis P

Just one night, is a very short time to enjoy this marvelous hotel. But enough to transfer you so close to another epoque.This old monastery, built at 1200, can offer you the calmness and the mystery of a sacred place, with the beauty, the cleanness and all the comforts you need. The owners must be very proud for their job and the result. The restoration is unique. At our short stay in Italy and just after our booking to Convento san Bartolomeo, we were asked by the owners, if we needed extra directions for our trip, such as food and sightseeing. No one else of the hotels was interested about our needs. At our arrival, one of the owners, for about an hour, showed us the whole building, the cells, the winery and every part with great details. Next morning, due to our early flight departure from Rome, the owner prepared our breakfast at 5.00 o 'clock, with great willingness. Rarely, during my trips, i have met such really kind people. If you travel to Tuscany, spend some day to visit this hotel. It is a live museum at a hotel's prce. Enjoy!

4. Cignella Resort

Strada Provinciale Dei Renelli, 53020 Trequanda Italy
Excellent
96%
Good
4%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5 based on 50 reviews

Cignella Resort

Cignella Resort was born from the transformation of an old farm with more than 200 years of history. In the past it has known really flourishing periods as a farm and cattle breeding, but when the needs of the owners have changed the farm has been transformed and expanded, as you see it today, into a small village, and it has become a modern and luxurious resort between Val d'Orcia and Val di Chiana, two of the most beautiful and famous valleys in the Siena's province. Without neglecting any detail and with an eye to the conservation of all the typical architectural elements of the place, the transformation of the estate began. The recovery was done using and bringing back to use the original materials, such as the roof beams, with traditional techniques to preserve their typical appearance of two centuries ago. Today Cignella Resort, due its strategic position, is the perfect starting point for those who want to experience Tuscany from the inside and thanks also to the particular layout of the structure, you will feel like you are living in a real small town. Each accommodation overlooks a large garden that almost acts as a square, at the same time everyone has their own reserved outdoor space in which to spend moments of tranquility with loved ones. You can live an experience of local life and at the same time discover and get to know the province of Siena with its villages and famous hills. The Resort offers its guests thirteen accommodations, all different from each other, in which it is possible to experience the essence of the place. Fully equipped, they are oriented towards ecological sustainability with latest generation appliances and a geothermal heating / cooling system. Each guest will have everything they need to feel at home and spend their stay in contact with local culture and traditions. At guests' disposal there are also an outdoor swimming pool, open during the hot season, a poolside solarium with umbrellas and sunbeds, a Wine bar where the lazy ones can also have breakfast and a Reception that will help you in everything and for all in the organization of time during your holidays in Tuscany. At last we recommend our guests to come to us with their own vehicle, in order to be able to move independently.

Beautiful place with excellent service

Reviewed By V2607TJstephanied

Loved this place with great views, lovely pool And great breakfast! We stayed for 1,5 weeks with a familie of four. And will come back again! Highly recommend this place. Also great hosts. Thanks Luca!

5. Pieve Marsina & Borgo Argenina

Location Argenina, 53013, Gaiole in Chianti Italy
Excellent
93%
Good
3%
Satisfactory
1%
Poor
1%
Terrible
1%
Overall Ratings

5 based on 890 reviews

Pieve Marsina & Borgo Argenina

Borgo Argenina, villas and rooms in Chianti Classico region, is the perfect Home Base in an authentic Tuscany country farm village Experience a true taste of Tuscany and Elena's Italian hospitality. Local wine, long walks to the nearby wineries, amazing landscape around with rolling hills around in vine; tiny ancient villages with delicious family run restaurants, all accessible from the tranquility of Borgo Argenina. Our cooking class, is the best experience to learn traditional Italian recipes in an authentic country Tuscan kitchen and to enjoy a delicious meal together with other guests, around a rustic huge wood table. Dating back to 998, Borgo Argenina gets its name from the Latin argine, meaning border. It is the perfect gateway bordering gorgeous regions - Val d'Orcia, Chianti, Siena and Florence - all possible in a memorable day trip. In addition to these well-known Italian treasures, there are many more enchanting places to explore: San Giminiano, Pienza , Montalcino and Montepulciano, - are truly special, and the more you come to know the region the more you love it.

Felt Like Your Tuscany Home!!

Reviewed By smithjulia08

Borgo Argenina is a gem in Tuscany - beautifully restored and owned by the most wonderful woman, Elena. Elena makes you feel like you are right at home from the moment you walk in the door. Her warmth and the hospitality of the overall stay were amazing. The grounds are beautiful - the perfect place to watch a Tuscan sunset. Do not miss her cooking class - its such fun and the end result is a delicious Italian feast set in a gorgeous Tuscan kitchen! We can't wait to come back.

6. Borgo Dolciano

Localita Dolciano 3, 53043, Chiusi Italy
Excellent
71%
Good
20%
Satisfactory
6%
Poor
2%
Terrible
1%
Overall Ratings

4.5 based on 212 reviews

Borgo Dolciano

Borgo Dolciano is one of the most interesting complex holiday homes in Tuscany, located three kilometers from the Etruscan town of Chiusi, very close to important cultural and historical attractions like Siena, Pienza, Montepulciano, Lake Trasimeno and other, an ideal place to spend your holiday between relax and nature, culture, good food and great wine. The farmhouse has a wonderful pool surrou.

Overnight and nothing more.

Reviewed By IVAN T

We were a group of 8 people (4 couples). We got the apartments close to each other. The ambiance is soothing. The staff is more than friendly and helpful. They recommended us a restaurant for dinner in Chiusi and even made a table reservation for us. The road leading to the accommodation is in poor condition. Breakfast is typically Italian. You need to indicate on the list of paper what you want for breakfast the next day, but the selection is limited to a few items (croissants, juice, pastries, yogurt and coffee). Breakfast is then brought to your room, but only after 8 a.m., which means you can’t start exploring Tuscany before that. The location is secluded, so there is nothing to do with the surrounding area. There is nothing to do in your free time in the accommodation. Caution is required due to the large wildlife (deer, wild boar) as it can lead to an awkward encounter with your car.

7. Villa Oliveta

Via Giacomo Matteotti nr. 45, 53037, San Gimignano Italy
Excellent
36%
Good
27%
Satisfactory
18%
Poor
14%
Terrible
5%
Overall Ratings

4 based on 22 reviews

Villa Oliveta

For those who love nature and the Tuscany countryside, the indipendent country villa "Oliveta” is the ideal holiday destination in Italy.The country villa is situated in the Aretine Chianti hills at the foot of Mt. Pratomagno and consist of a farmhouse originally built in 1806 but carefully restructured to maintain its exquisite rustic characteristics: wooden-beamed ceilings, terracotta floors, antique wood-burning bread oven.The farmhouse has the following facilities: a swimming pool with a panoramic view and an adiacent solarium, an outdoor hydromassage tub, a car park, an outside laundry area with 2 washing machines and a large private garden with a barbecue and a large terrace with a panoramic view of the valley.Villa Oliveta is completely surrounded by hectares of typical terraced olive groves and offers a beautiful view over the Arno Valley to the Sienese Chianti hills beyond, but above all the opportunity of taking long walks in the chestnut and beech forests of Pratomagno to feel fully immersed in nature.

Great Place

Reviewed By rgfromhtfc1

Stayed here for a opulent of nights. Andrea the host is great and keen to share local knowledge with his guests. Great facilities and pool area, which was great to relax by. 10 mins into town centre but uphill in summer makes it a bit of a toil, so enjoy a drink stop on the way. Only let down is their is no air con and though there is a fan in the room it hardly made the difference in the height of summer.We both said we would return if in Toscana again.

8. Agriturismo Fraschetta

Strada Provinciale della Badia di Sant'Antimo Podere Benducce, 53024, Montalcino Italy
Excellent
43%
Good
21%
Satisfactory
14%
Poor
14%
Terrible
7%
Overall Ratings

4 based on 14 reviews

Agriturismo Fraschetta

Small flat with kitchenette

Reviewed By ReviewsItaly

2 km far from Montalcino. To dine there aren't restaurant close by. You can cook in the kitchenette as you rent a small flat, even for 1 night only. New building. Breakfast...6 people...6 croissants... we would have appreciated a larger assortment. We should have given 3 dots only, but they have an amazing terrace with stunning view, at night the starred sky is fantastic.

9. Casalta di Pesa

Località Santa Maria a Grignano 84, 53011, Castellina In Chianti Italy
Excellent
60%
Good
32%
Satisfactory
0%
Poor
4%
Terrible
4%
Overall Ratings

4.5 based on 25 reviews

Casalta di Pesa

CASALTA di Pesa is a Holiday Home surrounded by vineyards, just outside the centre of Castellina in Chianti in the province of Siena. An ideal destination in which to enjoy a truly relaxing holiday in the prestigious area of Tuscany, Chianti. The house was completely renovated in 2010, without altering the original structure dating from the 14th century. Every detail was planned and created with care; the interior finishes and furnishings were selected with respect for the rustic style typical of the area. The ideal geographical position means that cities of art such as Firenze, Siena, San Gimignano, Montalcino or the enchanting medieval village of Cortona may be reached in just a short time. The interior decoration was designed and supplied by ALIVAR srl

Perfect stay in calm & beautiful scenery

Reviewed By yaroslaw2018

That is perfect place if you are looking for a calm break from big city noise. You can relax onto great pool & also in front of your apartment. Sun beds are very comfy and they are always available. We stayed in Lyra apartament, very comfortable for 4 persons. Close to pool amenities. Rooms are spacious & kept in traditional Toskania style. Beds are very comfortable. Great & helpful Hosts. Much appreciation to Rita, who was waiting for us late in the evening on an arrival day. Definitely recommend that place & hope to be back soon.

10. Il Rifugio del Falconiere

Localita Le Casacce 279 Barontoli, 53018, Sovicille Italy
Excellent
96%
Good
4%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5 based on 23 reviews

Il Rifugio del Falconiere

Our Holiday Home is located in an old farmhouse surrounded by nature, just 8 kilometers from the center of the beautiful city of Siena. After 10 years of renovation we are proud to offer you a unique stay in a special setting which preserve the structural, architectural and decorative features typical of this area, with tiled floors, exposed wooden beams and wrought iron beds. We offer 4 wonderful rustic apartments of 75 square meters, which can accommodate up to 2 people each. A perfect place for couples seeking peace and privacy. Close to these apartments there is our wonderful Villa Mozart, which can accomodate 4 to 6 people. It also has a private garden. Few kilometers from here we offer two more apartments situated in San Rocco a Pilli. All apartments feature a double bedroom, a fully equipped kitchen, dining area, a comfortable living room with TV and a private bathroom with shower (Jacuzzi/Steam bath). Surrounded by beautiful landscapes, our home holiday offers its guests a large garden, surrounded by olive trees and lush vegetation, an infinity pool with barbecue area and many other corners dedicated to your relaxation. The nature and the nature trails of the Val di Merse and the Montagnola Senese predominate in this area almost untouched. See you at "Il Rifugio del Falconiere". We will do our best to make you experience a relaxing holiday and provide you a unique stay in Tuscany. Il Rifugio is a perfect place for events and weddings. Large hall for dinners and parties, as well as the outdoor areas of the garden. Just 10 minutes far from Siena and close to the main attraction of Tuscany, like San Galgano and the Sword in the Rock, Chianti wine region, Montalcino and his Brunello or the 2 fascinating medieval town of Monteriggioni and San Gimignano.

Authentic Tuscan villa

Reviewed By waterview124

What a magnificent place. Just out of Siena in the countryside and a short drive to many beautiful towns. The villa is large and beautifully decorated with everything you need plus a welcome basket of local foods. The host spent time giving us helpful advice on towns to visit, good local wines to drink and places to eat. We loved hearing about the history of the place and the 10 years it took to fully renovate this magnificent property. It is even better than what the photos show. After a day out sightseeing it is very relaxing to come back to the quietness of this property and relax by the pool and watch the sun setting over the hills. I can highly recommend this place. It’s simply beautiful.

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