An aerial view of a river winding through a rocky landscape with sparse vegetation.

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Monticiano villas

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

1. Villa Montecastello

Villa Montecastello
Monteriggioni
8.0 out of 10, Very good, (3 reviews)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
United States
Alvaro
The price is AU$268
includes taxes & fees
27 Sept - 28 Sept
Villa Montecastello
A two-story house with a stone facade, a tiled roof, and a well-maintained lawn.

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

Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi
Roccastrada GR
The price is AU$2,161
includes taxes & fees
1 Oct - 2 Oct
Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi
A wooden deck with a glass enclosure overlooking a mountainous landscape.

3. Villa Biancospino to Casa Conti di Sotto, private heated hydromassage,sea,spa

Villa Biancospino to Casa Conti di Sotto, private heated hydromassage,sea,spa
Toscana
10.0 out of 10, Exceptional, (2 reviews)
"It was a very nice vacation at Casa Conti Di Sotto. The VIP area is really private, you only have one neighbour in the other part of the house. The house and garden are well equipped. The main house is located a few meters away from the VIP area. There are all the other things like swimming pool and sauna. The upper part at the sauna has a nice view of the landscape. Vasile was also very nice and helpful."
Germany
Matthias W.
The price is AU$504
includes taxes & fees
1 Oct - 2 Oct
Villa Biancospino to Casa Conti di Sotto, private heated hydromassage,sea,spa
A stone building with a garden pathway leading to it.

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

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Montalcino
The price is AU$9,615
includes taxes & fees
27 Sept - 28 Sept
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
A table with a red and white checkered tablecloth, a hanging light fixture, and a view of green hills and trees.

5. Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace and Wi-Fi

Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace and Wi-Fi
Murlo
10.0 out of 10, Exceptional, (1 review)
"Our stay at this property was absolutely excellent! The home was spotless, beautifully decorated, and even more spacious than the photos showed. Every amenity listed was fully functional, and the brand new swimming pool was amazing. The location was perfect— isolated peaceful and quiet, yet just a short drive from the Buonconvento .The host was wonderful to work with. Communication was lightning-fast, and the check-in and checkout instructions were crystal clear. They truly went above and beyond...
United States
martina p.
The price is AU$4,413
includes taxes & fees
28 Sept - 29 Sept
Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace and Wi-Fi
A poolside area with lounge chairs and umbrellas, a clear view of the pool, and a pathway leading to the pool.

6. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Siena
The price is AU$8,853
includes taxes & fees
27 Sept - 28 Sept
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
A stone house with a tiled roof, a small porch, and potted plants.

7. Quercetino: An Authentic Tuscan Country House Near Val d'Orcia & Hot Springs - Sleeps 10

Quercetino: An Authentic Tuscan Country House Near Val d'Orcia & Hot Springs - Sleeps 10
Montenero
The price is AU$962
includes taxes & fees
26 Oct - 27 Oct
Quercetino: An Authentic Tuscan Country House Near Val d'Orcia & Hot Springs - Sleeps 10
A stone exterior wall, a glass door entrance, and a brick pathway leading to a staircase.

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

Villa Duomo Mare – Entire House with Garden & Terrace, Walk to Center
Massa Marittima
The price is AU$772
includes taxes & fees
5 Oct - 6 Oct
Villa Duomo Mare – Entire House with Garden & Terrace, Walk to Center
A landscaped garden with a central fountain, a pool, and a small building with a tiled roof.

9. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 32

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 32
Siena
10.0 out of 10, Exceptional, (1 review)
"We celebrated our 20th Anniversary with 23 guests, all who stayed at the Property. The location and accommodations could not have been better and the staff and property manager were excellent. I would highly recommend staying here for any Tuscany adventures! Thank you so much to the owner and all involved!Ron and Wendy"
United States
Ron M.
The price is AU$11,376
includes taxes & fees
27 Sept - 28 Sept
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 32
An outdoor dining area with a table and chairs, overlooking a historic town with a prominent tower and buildings.

10. Villa Mami: A Tuscan Retreat of Elegance and Charm

Villa Mami: A Tuscan Retreat of Elegance and Charm
Toscana
10.0 out of 10, Exceptional, (1 review)
The price is AU$4,292
includes taxes & fees
19 Oct - 20 Oct
Villa Mami: A Tuscan Retreat of Elegance and Charm
A two-story house with a stone facade, a tiled roof, and a well-maintained lawn.

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

Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi
Roccastrada GR
The price is AU$2,161
includes taxes & fees
2 Oct - 3 Oct
Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi
A stone wall, a pine tree, and a view of a green valley with hills.

12. Villa 'In Antico Borgo Medievale' with Mountain View, Wi-Fi and Air Conditioning

Villa 'In Antico Borgo Medievale' with Mountain View, Wi-Fi and Air Conditioning
Porrona
The price is AU$871
includes taxes & fees
1 Oct - 2 Oct
Villa 'In Antico Borgo Medievale' with Mountain View, Wi-Fi and Air Conditioning
A house with a stone wall, a large tree, and a patio area with a bench and table.

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

Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi
Roccastrada GR
The price is AU$2,161
includes taxes & fees
2 Oct - 3 Oct
Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi
A two-story house with a stone facade, a tiled roof, and a well-maintained lawn.

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

Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & Wi-Fi
Roccastrada GR
The price is AU$2,161
includes taxes & fees
2 Oct - 3 Oct
Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & Wi-Fi
A clear pool with lounge chairs, a wooden deck, and a view of hills in the background.

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

Villa 'La Vigna' with Private Pool, Wi-Fi and Air Conditioning
Gavorrano
The price is AU$4,905
includes taxes & fees
29 Sept - 30 Sept
Villa 'La Vigna' with Private Pool, Wi-Fi and Air Conditioning
A stone building with multiple rooms, surrounded by lush greenery and trees.

16. WPRELAIS BORGO VIGNALUNGA

WPRELAIS BORGO VIGNALUNGA
Toscana
10.0 out of 10, Exceptional, (39 reviews)
"This villa is amazing! The views are spectacular. The home is awesome! The property is beautiful! "
United States
Jeremy F.
WPRELAIS BORGO VIGNALUNGA
A covered outdoor patio with a wooden table and chairs, a vase of flowers, and a view of the countryside.

17. Villa Capanna: A Window onto Tuscany

Villa Capanna: A Window onto Tuscany
Vico dʼArbia
The price is AU$2,778
includes taxes & fees
17 Oct - 18 Oct
Villa Capanna: A Window onto Tuscany
A rustic stone building with a tower, covered walkways, and a grassy courtyard.

18. Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
The price is AU$2,780
includes taxes & fees
17 Oct - 18 Oct
Villa Torre Among the Hills of Siena
A stone building with a car parked in front, surrounded by trees and a gravel path.

19. Charming Tuscany Villa w/ Private Infinity Pool

Charming Tuscany Villa w/ Private Infinity Pool
Castel del Piano
The price is AU$2,040
includes taxes & fees
9 Oct - 10 Oct
Charming Tuscany Villa w/ Private Infinity Pool
A stone building with a tiled roof, a small porch, and a pathway leading to it.

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

Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
San Quirico d'Orcia
The price is AU$2,882
includes taxes & fees
29 Sept - 30 Sept
Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Monticiano Hotel Reviews

L'Orto delle Terme

L'Orto delle Terme

10/10 Excellent
"Tout etait parfais. Chambre propre, staff accueillants et disponible au besoin. Petit déjeuner tres bon avec beaucoup de choix de qualité. Location et vue incroyable. Paysage a couper le souffle."
elise 2-night trip
Posted 1 hour ago
L'Orto delle Terme

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Monticiano Villas information

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