Monticiano Villas - Best Villa Monticiano 2026

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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

includes taxes & fees

7 Nov - 8 Nov

A stone building with a garden pathway leading to it.

2. VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

Montalcino

includes taxes & fees

7 Nov - 8 Nov

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

3. Villa Montecastello

Monteriggioni

Alvaro

includes taxes & fees

20 Nov - 21 Nov

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.

includes taxes & fees

7 Nov - 8 Nov

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

includes taxes & fees

7 Nov - 8 Nov

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

includes taxes & fees

29 Nov - 30 Nov

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

includes taxes & fees

8 Nov - 9 Nov

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

includes taxes & fees

7 Nov - 8 Nov

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

includes taxes & fees

9 Nov - 10 Nov

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

includes taxes & fees

19 Nov - 20 Nov

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

Roccastrada GR

includes taxes & fees

7 Nov - 8 Nov

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

includes taxes & fees

7 Nov - 8 Nov

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

13. Villa Torre Among the Hills of Siena

Vico dʼArbia

includes taxes & fees

7 Nov - 8 Nov

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

Roccastrada GR

includes taxes & fees

7 Nov - 8 Nov

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

15. WPRELAIS BORGO VIGNALUNGA

Toscana

Jeremy F.

includes taxes & fees

22 Nov - 23 Nov

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

includes taxes & fees

30 Nov - 1 Dec

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

includes taxes & fees

7 Nov - 8 Nov

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

includes taxes & fees

7 Nov - 8 Nov

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.

includes taxes & fees

7 Nov - 8 Nov

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Top Monticiano Hotel Reviews

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	615 Villas
Lowest Price	€351
Highest Price	€11,800

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Our top choices for Monticiano villas

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

2. VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

3. Villa Montecastello

4. VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31

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

6. VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

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

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

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

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

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

12. Villa Capanna: A Window onto Tuscany

13. Villa Torre Among the Hills of Siena

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

15. WPRELAIS BORGO VIGNALUNGA

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

17. Charming Tuscan villa with a private infinity pool

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

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

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Top Monticiano Hotel Reviews

Villa Ermellina Siena, a Tribute Portfolio Hotel

La Certosa di Pontignano - Place of Charme

Il Chiostro del Carmine

Castiglion del Bosco, A Rosewood Hotel

Hotel Borgo San Luigi

Hotel Chiusarelli

Castello di Velona Resort Thermal SPA & Winery

Hotel Italia

Albergo Le Terme

Find out more about Monticiano

Monticiano Villas information

Search Villas in Monticiano

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Monticiano villas

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

2. VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

3. Villa Montecastello

4. VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31

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

6. VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

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

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

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

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

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

12. Villa Capanna: A Window onto Tuscany

13. Villa Torre Among the Hills of Siena

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

15. WPRELAIS BORGO VIGNALUNGA

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

17. Charming Tuscan villa with a private infinity pool

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

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

Find holiday rentals that suit your style

Top Monticiano Hotel Reviews

Villa Ermellina Siena, a Tribute Portfolio Hotel

Find out more about Monticiano

Monticiano Villas information