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
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

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 a garden, just a few minutes from the Abbey of San Galgano

Detached house with a garden, just 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
21 Oct - 22 Oct
Detached house with a garden, just 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 330
AED 577 total
includes taxes & fees
27 Oct - 28 Oct
Exclusive Stone Tower.
A balcony with a tiled roof, a table with chairs, and a guitar leaning against the wall.

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 939
AED 1,071 total
includes taxes & fees
19 Nov - 20 Nov
Holiday Home 'La Nobiltà Del Tempo' with Balcony and Wi-Fi
A two-story building with a stone facade and a tiled roof.

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
1 Nov - 2 Nov
A Nest with a View - A Romantic Retreat Within the City Walls
A gated entrance with a number plaque, a pathway leading to a building, and a parked vehicle.

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
3 Nov - 4 Nov
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)
"Nach einer herzlichen Begrüßung durch die Gastgeberin haben wir ein paar entspannte Tage verbracht. Im Kühlschrank befanden sich für uns schon einmal keiner Erfrischungen. Obwohl wir nur 4 Nächte blieben, gab es einen Handtuchtausch nach 2 Tagen. Total überrascht hat uns aber der selbstgebackene Kuchen der für uns bereit stand. Wir würden hier jeder Zeit wieder Urlaub machen und können die Unterkunft mehr wir nur empehlen."
Germany
Sybille F.
The price is AED 1,080
AED 1,180 total
includes taxes & fees
19 Nov - 20 Nov
Casa Crevole di Martina in the Heart of Tuscany
A rustic building with a brick facade, a small arched window, and a door.

8. A cozy, Tuscan-style apartment perfect for families. Pets Allowed

A cozy, Tuscan-style apartment perfect 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 618
AED 770 total
includes taxes & fees
21 Oct - 22 Oct
A cozy, Tuscan-style apartment perfect 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)
"Peaceful, tranquil & quiet retreat with gorgeous but unheated pool - so very refreshing! Lovely, airy & cool rooms. Twin beds were hard but double bed was comfortable. Check side of recycling bin by gate to know what items can be recycled - written instructions were confusing. Hostess Lea delightful & welcoming with hostess Camilla very helpful & warmly wishing us the best!"
Canada
Judith C.
The price is AED 587
AED 1,135 total
includes taxes & fees
22 Oct - 23 Oct
House with pool for 4 pax
A stone bench with a rustic fire pit in a garden setting.

10. Apartment in Chianti With Pool ID 513

Apartment in Chianti With Pool ID 513
Casole d'Elsa
The price is AED 994
AED 1,101 total
includes taxes & fees
27 Oct - 28 Oct
Apartment in Chianti With Pool ID 513
A stone building with a flat roof, multiple windows, and a small porch area.

11. Podere Cagnesi: Relaxation in nature

Podere Cagnesi: Relaxation in nature
Podere Cagnesi
The price is AED 445
AED 839 total
includes taxes & fees
21 Oct - 22 Oct
Podere Cagnesi: Relaxation in nature
A wooden interior with a glass-enclosed shower, large windows, and a wooden floor.

12. 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 stone building with a tree in front, outdoor seating with tables and chairs, and a paved walkway.

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

Farmhouse "Casa Girasole" with Private Pool, Terraces & Wi-Fi
Roccastrada
The price is AED 23,516
AED 24,525 total
includes taxes & fees
16 Nov - 17 Nov
Farmhouse "Casa Girasole" with Private Pool, Terraces & Wi-Fi
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
26 Oct - 27 Oct
Love Nest Siena: Romantic Suite with SPA & Jacuzzi
An outdoor patio with tables and chairs, surrounded by greenery and a view of distant hills.

15. 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 577 total
includes taxes & fees
19 Nov - 20 Nov
Podere Belsogno-camera Lavanda
Exterior

16. Villa Giglio, Botri dei Lumachi

Villa Giglio, Botri dei Lumachi
Toscana
The price is AED 1,294
AED 1,479 total
includes taxes & fees
27 Oct - 28 Oct
Villa Giglio, Botri dei Lumachi
Property grounds

17. Villa Pianosa, Botri dei Lumachi

Villa Pianosa, Botri dei Lumachi
Toscana
The price is AED 1,294
AED 1,479 total
includes taxes & fees
27 Oct - 28 Oct
Villa Pianosa, Botri dei Lumachi
A small brick structure with an arched entrance, surrounded by gravel, potted plants, and trees.

18. Holday at Poggettone

Holday at Poggettone
Monteroni d'Arbia
The price is AED 593
AED 914 total
includes taxes & fees
29 Oct - 30 Oct
Holday at Poggettone
A house with a patio, a table with chairs, and a large umbrella.

19. Casetta di campagna indipendente

Casetta di campagna indipendente
Roccastrada
The price is AED 301,330
AED 301,581 total
includes taxes & fees
20 Nov - 21 Nov
Casetta di campagna indipendente
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 1,464
AED 1,619 total
includes taxes & fees
1 Nov - 2 Nov
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

Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

8/10 Good
"We were in one of the other wings so it wasn't in the main building. It was a rainy week and we had a wedding and there were no rooms in the main building to accommodate us. There is no overhead so you will get wet and there are a million stairs to get to that wing (you will need help if you have a ton of luggage as well). The hotel is far from city center too, you need to plan your cabs out accordingly."
Marcela 3-night trip
Posted 2 hours ago
Villa Ermellina Siena, a Tribute Portfolio Hotel

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