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 vacation homes

A patio with a wooden table, a blue lounge chair, a striped chair, and a large umbrella.

1. Detached house with garden a few minutes from the abbey of San Galgano

Detached house with garden a few minutes from the abbey of San Galgano
Toscana
10.0 out of 10, Exceptional, (1 review)
"Petite maison cosy et juste parfaite pour deux personnes. La localisation est très bonne, à l’entrée du village de Monticiano. L’accueil a été enthousiaste et la communication très fluide. Merci pour ce beau séjour ! On recommande !"
United States
Julie M.
The price is AED 206
AED 498 total
includes taxes & fees
10 Oct - 11 Oct
Detached house with garden a few minutes from the abbey of San Galgano
A stone building with two windows, one with green shutters, and a rose bush in the foreground.

2. Exclusive Stone Tower.

Exclusive Stone Tower.
Casciano
9.6 out of 10, Exceptional, (10 reviews)
"Loved it!"
United States
Ryan C.
The price is AED 341
AED 588 total
includes taxes & fees
12 Oct - 13 Oct
Exclusive Stone Tower.
A stone staircase leading to a building entrance with a sign indicating 'LA NOBILTA DEL TEMPO CASA VACANZA.'

3. Holiday Home 'La Nobiltà Del Tempo' with Balcony and Wi-Fi

Holiday Home 'La Nobiltà Del Tempo' with Balcony and Wi-Fi
Poggiobrucoli
The price is AED 909
AED 1,041 total
includes taxes & fees
2 Nov - 3 Nov
Holiday Home 'La Nobiltà Del Tempo' with Balcony and Wi-Fi
A balcony with potted plants and a view of rolling hills and mountains.

4. A Nest with a View - A Romantic Retreat Within the City Walls

A Nest with a View - A Romantic Retreat Within the City Walls
Radicondoli
The price is AED 584
AED 584 total
includes taxes & fees
3 Nov - 4 Nov
A Nest with a View - A Romantic Retreat Within the City Walls
A concrete outdoor grill with a metal grate and a metal handle.

5. Tuscan House: Spacious, Traditional Tuscan Apartment with Plenty of Outdoor Space and Breakfast Included

Tuscan House: Spacious, Traditional Tuscan Apartment with Plenty of Outdoor Space and Breakfast Included
Monteroni d'Arbia
The price is AED 391
AED 486 total
includes taxes & fees
15 Oct - 16 Oct
Tuscan House: Spacious, Traditional Tuscan Apartment with Plenty of Outdoor Space and Breakfast Included
A cozy room with a wooden ceiling, a dining table set with plates, cups, and a vase, and a sofa with a book on it.

6. Casa di Via del Corallo Gerfalco – Historic Village Apartment with Nature Reserve Access

Casa di Via del Corallo Gerfalco – Historic Village Apartment with Nature Reserve Access
Località Gerfalco Montieri
The price is AED 865
AED 988 total
includes taxes & fees
31 Oct - 1 Nov
Casa di Via del Corallo Gerfalco – Historic Village Apartment with Nature Reserve Access
A rustic outdoor setting with a stone building, a wooden table with chairs, a brick oven, and a variety of greenery including tall cypress trees and flowering plants.

7. Casa Crevole di Martina in the Heart of Tuscany

Casa Crevole di Martina in the Heart of Tuscany
Murlo
10.0 out of 10, Exceptional, (1 review)
The price is AED 949
AED 1,050 total
includes taxes & fees
13 Oct - 14 Oct
Casa Crevole di Martina in the Heart of Tuscany
A rustic building with a brick facade, a small arched window, and a door.

8. Cozy Tuscan-style apartment Suitable for families. Pets allowed

Cozy Tuscan-style apartment Suitable for families. Pets allowed
Toscana
10.0 out of 10, Exceptional, (2 reviews)
"This refurbished cottage is a hidden gem, surrounded by fruit trees on a hillside facing Siena. You’ll need a car — it s about a 5-minute drive on a steep, narrow, winding road to get to the stores by the freeway. The cottage was bigger than we were expecting, with a small but well-equipped kitchen. The host turned on the AC in anticipation of our arrival. There are two bedrooms on the main floor with AC, and a fourth bed in a loft."
United States
Shanti R.
The price is AED 617
AED 769 total
includes taxes & fees
10 Oct - 11 Oct
Cozy Tuscan-style apartment Suitable for families. Pets allowed
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and greenery.

9. House with pool for 4 pax

House with pool for 4 pax
Pievescola
9.4 out of 10, Exceptional, (3 reviews)
"Besser kann man es nicht haben. Den Pool hatten wir gefühlt immer für uns alleine. Die Lage der Unterkunft erlaubt es uns schnell in Siena und San Gimignano zu sein, auch die anderen Sehenswürdigkeiten in der Region waren schnell zu erreichen. In der Unterkunft war es sehr ruhig, ideal um sich zu erholen. Traumhaft schön. Wir kommen gerne wieder. Ciao Oli"
Germany
Oliver E.
The price is AED 586
AED 1,134 total
includes taxes & fees
10 Oct - 11 Oct
House with pool for 4 pax
A glass on a wooden table with a pool and a building in the background.

10. Apartment in Chianti With Pool ID 513

Apartment in Chianti With Pool ID 513
Casole d'Elsa
The price is AED 1,101
AED 1,219 total
includes taxes & fees
12 Oct - 13 Oct
Apartment in Chianti With Pool ID 513
A house with a patio, a table with chairs, and a large umbrella.

11. Casetta di campagna indipendente

Casetta di campagna indipendente
Roccastrada
The price is AED 1,306
AED 1,557 total
includes taxes & fees
12 Oct - 13 Oct
Casetta di campagna indipendente
A stone building with a flat roof, multiple windows, and a small porch area.

12. Podere Cagnesi: Relaxation in nature

Podere Cagnesi: Relaxation in nature
Podere Cagnesi
The price is AED 445
AED 839 total
includes taxes & fees
10 Oct - 11 Oct
Podere Cagnesi: Relaxation in nature
A rustic stone building with a covered patio, outdoor seating, and a garden area.

13. Podere La Speranza – Independent House in Tuscany near San Galgano

Podere La Speranza – Independent House in Tuscany near San Galgano
Chiusdino
The price is AED 2,140
AED 2,479 total
includes taxes & fees
9 Nov - 10 Nov
Podere La Speranza – Independent House in Tuscany near San Galgano
A modern hotel room with a flat-screen TV displaying 'NETFLIX', a jacuzzi, and a neon sign.

14. Love Nest Siena: Romantic Suite with SPA & Jacuzzi

Love Nest Siena: Romantic Suite with SPA & Jacuzzi
Toscana
The price is AED 408
AED 725 total
includes taxes & fees
11 Oct - 12 Oct
Love Nest Siena: Romantic Suite with SPA & Jacuzzi
A stone building with a tree in front, outdoor seating with tables and chairs, and a paved walkway.

15. Farmhouse "Casa Girasole" with Private Pool, Terraces & Wi-Fi

Farmhouse "Casa Girasole" with Private Pool, Terraces & Wi-Fi
Roccastrada
The price is AED 23,495
AED 24,503 total
includes taxes & fees
3 Nov - 4 Nov
Farmhouse "Casa Girasole" with Private Pool, Terraces & Wi-Fi
A wooden interior with a glass-enclosed shower, large windows, and a wooden floor.

16. Agriturismo Benvenuti

Agriturismo Benvenuti
Roccastrada
6.0 out of 10, (3 reviews)
"La stanza era molto grande e tranquilla. C'è anche un giardino abbastanza ampio a disposizione esclusiva di ogni camera/appartamento. Estrema cortesia. Ovviamente si è in aperta campagna, non in vicinanza del mare o dentro un borgo, ma in auto si raggiungo facilmente molte località interessanti del luogo. Su alcuni particolari, potrebbe essere tenuto un po' meglio, ma nel complesso ha un ottimo rapporto qualità/prezzo per la zona."
Italy
Ivano
The price is AED 256
AED 331 total
includes taxes & fees
23 Oct - 24 Oct
Agriturismo Benvenuti
A dining area with a table set for four, a large window with an arched ceiling, and a view of the outdoors.

17. La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!

La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!
casole d'elsa siena
10.0 out of 10, Exceptional, (43 reviews)
La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!
An outdoor patio with tables and chairs, surrounded by greenery and a view of distant hills.

18. Podere Belsogno-camera Lavanda

Podere Belsogno-camera Lavanda
Montalcino
10.0 out of 10, Exceptional, (5 reviews)
"The stay was very pleasant, the room was very tidy and cosy. The view when waking up is breathtaking, as well as the whole place. Exactly as stated in the pictures. We were very welcomed by the host and you get a good breakfast. Would definitely come back again if I‘m in the area! Thank you very much for the stay!"
Austria
Johannes S.
The price is AED 494
AED 576 total
includes taxes & fees
3 Nov - 4 Nov
Podere Belsogno-camera Lavanda
A small brick structure with an arched entrance, surrounded by gravel, potted plants, and trees.

19. Holday at Poggettone

Holday at Poggettone
Monteroni d'Arbia
The price is AED 593
AED 914 total
includes taxes & fees
11 Oct - 12 Oct
Holday at Poggettone
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

20. Apartment in Chianti With Pool ID 3939

Apartment in Chianti With Pool ID 3939
Casole d'Elsa
The price is AED 1,651
AED 1,825 total
includes taxes & fees
19 Oct - 20 Oct
Apartment in Chianti With Pool ID 3939
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 1 hour ago
Hotel Athena

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