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
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 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)
The price is AED 682
AED 763 total
includes taxes & fees
11 Oct - 12 Oct
Villa Montecastello
A stone building with a garden pathway leading to it.

2. VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Montalcino
The price is AED 22,333
AED 24,391 total
includes taxes & fees
15 Oct - 16 Oct
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
A two-story house with a stone facade, a tiled roof, and a well-maintained lawn.

3. 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 AED 5,218
AED 5,486 total
includes taxes & fees
3 Nov - 4 Nov
Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi
A poolside area with lounge chairs and umbrellas, a clear view of the pool, and a pathway leading to the pool.

4. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Siena
The price is AED 22,459
AED 22,459 total
includes taxes & fees
27 Oct - 28 Oct
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
A landscaped garden with a central fountain, a pool, and a small building with a tiled roof.

5. VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31

VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31
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 AED 29,160
AED 31,219 total
includes taxes & fees
3 Nov - 4 Nov
VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31
An outdoor dining area with a table and chairs, overlooking a historic town with a prominent tower and buildings.

6. 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 AED 8,237
AED 11,277 total
includes taxes & fees
18 Oct - 19 Oct
Villa Mami: A Tuscan Retreat of Elegance and Charm
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

Villa Duomo Mare – Entire House with Garden & Terrace, Walk to Center
Massa Marittima
The price is AED 1,549
AED 1,961 total
includes taxes & fees
11 Oct - 12 Oct
Villa Duomo Mare – Entire House with Garden & Terrace, Walk to Center
A clear pool with lounge chairs, a wooden deck, and a view of hills in the background.

8. 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 AED 10,369
AED 12,442 total
includes taxes & fees
14 Oct - 15 Oct
Villa 'La Vigna' with Private Pool, Wi-Fi and Air Conditioning
A covered outdoor patio with a wooden table and chairs, a vase of flowers, and a view of the countryside.

9. Villa Capanna: A Window onto Tuscany

Villa Capanna: A Window onto Tuscany
Vico dʼArbia
The price is AED 5,793
AED 6,702 total
includes taxes & fees
4 Nov - 5 Nov
Villa Capanna: A Window onto Tuscany
A rustic stone building with a tower, covered walkways, and a grassy courtyard.

10. Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
The price is AED 5,793
AED 6,702 total
includes taxes & fees
3 Nov - 4 Nov
Villa Torre Among the Hills of Siena
A stone house with a tiled roof, a small porch, and potted plants.

11. 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 AED 1,234
AED 2,495 total
includes taxes & fees
2 Nov - 3 Nov
Quercetino: An Authentic Tuscan Country House Near Val d'Orcia & Hot Springs - Sleeps 10
A house with a stone wall, a large tree, and a patio area with a bench and table.

12. 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 AED 5,212
AED 5,481 total
includes taxes & fees
10 Oct - 11 Oct
Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi
A gazebo with a thatched roof overlooking a scenic landscape.

13. Villa Gelsomino a Casa Conti di Sotto-Toscana mare piscine/spa- idromassaggio

Villa Gelsomino a Casa Conti di Sotto-Toscana mare piscine/spa- idromassaggio
Toscana
9.8 out of 10, Exceptional, (21 reviews)
"Posto magnifico, le ville molto curate e pulite, con tutto il necessario e anche di più. La posizione davvero ottima, si arriva in un attimo in paese e in pochi minuti di auto si può raggiungere la costa. Consigliatissimo, sicuramente ritorneremo anche con la bella stagione."
Italy
Giulia O.
The price is AED 1,358
AED 1,551 total
includes taxes & fees
16 Oct - 17 Oct
Villa Gelsomino a Casa Conti di Sotto-Toscana mare piscine/spa- idromassaggio
A two-story house with a stone facade, a tiled roof, and a well-maintained lawn.

14. 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 AED 5,212
AED 5,481 total
includes taxes & fees
2 Nov - 3 Nov
Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi
A two-story house with a stone facade, a tiled roof, and a well-maintained lawn.

15. 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 AED 5,218
AED 5,486 total
includes taxes & fees
10 Oct - 11 Oct
Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & Wi-Fi
A stone wall, a pine tree, and a view of a green valley with hills.

16. 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 AED 1,913
AED 2,209 total
includes taxes & fees
11 Oct - 12 Oct
Villa 'In Antico Borgo Medievale' with Mountain View, Wi-Fi and Air Conditioning
A stone building with a tiled roof, a small porch, and a pathway leading to it.

17. 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 AED 7,052
AED 7,320 total
includes taxes & fees
11 Oct - 12 Oct
Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
A stone building with a car parked in front, surrounded by trees and a gravel path.

18. Charming Tuscany Villa w/ Private Infinity Pool

Charming Tuscany Villa w/ Private Infinity Pool
Castel del Piano
The price is AED 4,448
AED 5,362 total
includes taxes & fees
10 Oct - 11 Oct
Charming Tuscany Villa w/ Private Infinity Pool
A stone building with a sloped roof and a chimney, surrounded by a grassy area and trees.

19. Red Heart - relax with those you love in Tuscany.

Red Heart - relax with those you love in Tuscany.
Trequanda
The price is AED 2,037
AED 3,469 total
includes taxes & fees
10 Oct - 11 Oct
Red Heart - relax with those you love in Tuscany.
A stone building with a tower, surrounded by trees and a garden.

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

Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Vico dʼArbia
10.0 out of 10, Exceptional, (1 review)
"Lovely house in the Montechiaro property, very close to Siena, but far enough to enjoy the night sky in Tuscany. Communication was great."
United States
Marina O.
The price is AED 4,008
AED 4,917 total
includes taxes & fees
3 Nov - 4 Nov
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
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

Hotel Athena

Hotel Athena

10/10 Excellent
"Lovely hotel in Siena. Well located for exploring on foot with the main Palazzo and the Duomo no more than 15 minutes away. Really enjoyed the rooftop patio!"
Hillaine 3-night trip
Posted 4 hours ago
Hotel Athena