Monticiano Villas ￥56,092

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Our top choices for Monticiano villas

A two-story house with a stone facade, a tiled roof, and a well-maintained lawn.

1. Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi

Roccastrada GR

￥235,249 total

includes taxes & fees

Nov 8 - Nov 9

A stone building with a garden pathway leading to it.

2. VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

Montalcino

￥1,130,234 total

includes taxes & fees

Nov 13 - Nov 14

A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

3. Villa Montecastello

Monteriggioni

Alvaro

￥56,092 total

includes taxes & fees

Nov 21 - Nov 22

A landscaped garden with a central fountain, a pool, and a small building with a tiled roof.

4. VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31

Siena

Ron M.

￥1,338,621 total

includes taxes & fees

Nov 8 - Nov 9

An outdoor dining area with a table and chairs, overlooking a historic town with a prominent tower and buildings.

5. Villa Mami: A Tuscan retreat full of elegance and charm

Toscana

￥438,672 total

includes taxes & fees

Nov 8 - Nov 9

A large estate with a swimming pool, tennis court, and multiple guest rooms.

6. VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

Colle Val D'Elsa

￥2,083,869 total

includes taxes & fees

Nov 29 - Nov 30

A stone exterior wall, a glass door entrance, and a brick pathway leading to a staircase.

7. Villa Duomo Mare – Entire House with Garden & Terrace, Walk to Center

Massa Marittima

￥84,210 total

includes taxes & fees

Nov 8 - Nov 9

A house with a stone wall, a large tree, and a patio area with a bench and table.

8. Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi

Roccastrada GR

￥235,249 total

includes taxes & fees

Nov 8 - Nov 9

A clear pool with lounge chairs, a wooden deck, and a view of hills in the background.

9. Villa 'La Vigna' with Private Pool, Wi-Fi and Air Conditioning

Gavorrano

￥534,036 total

includes taxes & fees

Nov 10 - Nov 11

A stone house with a tiled roof, a small porch, and potted plants.

10. Quercetino: Authentic Tuscan country house near Val d'Orcia & hot springs - Sleeps 10

Montenero

￥98,613 total

includes taxes & fees

Nov 19 - Nov 20

11. Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi

Roccastrada GR

￥235,249 total

includes taxes & fees

Nov 8 - Nov 9

A covered outdoor patio with a wooden table and chairs, a vase of flowers, and a view of the countryside.

12. Villa Capanna: A Window onto Tuscany

Vico dʼArbia

￥262,814 total

includes taxes & fees

Nov 9 - Nov 10

A rustic stone building with a tower, covered walkways, and a grassy courtyard.

13. Villa Torre Among the Hills of Siena

Vico dʼArbia

￥262,814 total

includes taxes & fees

Nov 8 - Nov 9

14. Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & Wi-Fi

Roccastrada GR

￥235,249 total

includes taxes & fees

Nov 8 - Nov 9

A stone building with multiple rooms, surrounded by lush greenery and trees.

15. WPRELAIS BORGO VIGNALUNGA

Toscana

Jeremy F.

￥189,313 total

includes taxes & fees

Nov 22 - Nov 23

A stone building with a tiled roof, a small porch, and a pathway leading to it.

16. Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi

San Quirico d'Orcia

￥360,849 total

includes taxes & fees

Nov 30 - Dec 1

A stone building with a car parked in front, surrounded by trees and a gravel path.

17. Charming Tuscan villa with a private infinity pool

Castel del Piano

￥218,453 total

includes taxes & fees

Nov 9 - Nov 10

A stone building with a sloped roof and a chimney, surrounded by a grassy area and trees.

18. Red Heart - Relax with Your Loved Ones in Tuscany

Trequanda

￥142,163 total

includes taxes & fees

Nov 13 - Nov 14

A stone building with a tower, surrounded by trees and a garden.

19. Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

Vico dʼArbia

Marina O.

￥193,835 total

includes taxes & fees

Nov 8 - Nov 9

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Top Monticiano Hotel Reviews

Hotel Athena

10/10 Excellent

"Very nice staff"

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent

"Charming, beautifully decorated, and pet-friendly hotel We enjoyed our stay at this charming hotel. It is very cutely decorated and has lots of character. The location is great if you prefer staying outside the busy city center while still having convenient access to everything. The room was a good size—not too big or too small—with a comfortable bed and a spacious bathroom. Breakfast was also very good, offering everything you need to start the day. Another big plus is that the hotel is pet-friendly! If I had to mention anything, it would be a few minor finishing details, such as the AC vents, that seemed a little unfinished. Nothing major, just small touches that could make the overall experience even better. Overall, a lovely hotel with charm, comfortable rooms, and a welcoming atmosphere. We would happily stay again!"

Il Chiostro del Carmine

8/10 Good

"The location was excellent, within walking distance to all the sights but far enough that it was quiet. Breakfast was excellent and if you can get window seating, it will make a perfect start of the day. The staff was helpful but remains in the background unless you need something. The room was clean, only caveat is the shower is rather small for such a big bathroom. We will stay here again."

Hotel Borgo San Luigi

10/10 Excellent

"Borgo San Luis is a luxury destination! The four of us were treated as honored guests of great renown. The grounds were wide, varied, and immaculate. The breakfasts were special events for us foodies, and the swimming pool was refreshing even in October!. Parking was free, secure, and accessible. We easily saw why the Borgo was a destination for the weddings, feasts, and meetings that were taking place at the time of our visit -- but they were never intrusive. The staff were multi-lingual and honestly could not do enough for us. Should you ever desire a dream from which that you did not want to awaken, visit Borgo San Luis."

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"Stayed at the hotel for our honeymoon and it was an incredible experience. The view is simply breathtaking and the castle is extremely charming. Food (breakfast and diner) and wine at the restaurants are high quality, inspired and locally sourced, though expensive. Their Brunello is VERY good. The thermal spa experience is unique in the region and is awsome, especially during the fall season when it is cooler outside. The room was super clean and the staff was very helpful throughout the entire week, and we felt welcomed at any time of day. 15 min by car from Montalcino, strongly recommend to rent a car since it is slightly remote. Overall 9.5/10, strongly recommend for a special occasion."

Hotel Italia

10/10 Excellent

"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the station and then go up about 6 banks of escalators to get up the hillside. Then the hotel is just a block away. One of the AC units didn't work but friendly staff helped start the other one. All staff were very friendly and spoke English. Easy walk a few blocks into the old city. Wonderful breakfast!!! We were able to leave our bags for most of the day while we explored the city prior to leaving on the bus again. I would definitely stay again."

Find out more about Monticiano

Monticiano Villas information

Number of reviews	44
Accommodation	604 Villas
Lowest Price	￥56,092
Highest Price	￥2,083,869

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Our top choices for Monticiano villas

1. Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi