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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 Montalcinello 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
26 Oct - 27 Oct
Detached house with a garden, just a few minutes from the Abbey of San Galgano
A traditional stone building with a tiled roof, surrounded by terraced fields and mountains in the background.

2. A Nest with a View - A Romantic Getaway Within the City Walls

A Nest with a View - A Romantic Getaway Within the City Walls
Radicondoli
The price is AED 643
AED 643 total
includes taxes & fees
1 Nov - 2 Nov
A Nest with a View - A Romantic Getaway Within the City Walls
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and greenery.

3. 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 586
AED 1,146 total
includes taxes & fees
26 Oct - 27 Oct
House with pool for 4 pax
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.

4. 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 821
AED 944 total
includes taxes & fees
31 Oct - 1 Nov
Casa di Via del Corallo Gerfalco – Historic Village Apartment with Nature Reserve Access
A stone building with a flat roof, multiple windows, and a small porch area.

5. Podere Cagnesi: Relaxation in the Heart of Nature

Podere Cagnesi: Relaxation in the Heart of Nature
Podere Cagnesi
The price is AED 444
AED 838 total
includes taxes & fees
26 Oct - 27 Oct
Podere Cagnesi: Relaxation in the Heart of Nature
A stone building with two windows, one with green shutters, and a rose bush in the foreground.

6. 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 576 total
includes taxes & fees
27 Oct - 28 Oct
Exclusive Stone Tower.
A horse grazing under a tree in a grassy area with a small building in the background.

7. 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 617
AED 765 total
includes taxes & fees
26 Oct - 27 Oct
A cozy, Tuscan-style apartment perfect for families. Pets Allowed
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

8. Apartment in Chianti With Pool ID 3939

Apartment in Chianti With Pool ID 3939
Casole d'Elsa
The price is AED 1,463
AED 1,617 total
includes taxes & fees
26 Oct - 27 Oct
Apartment in Chianti With Pool ID 3939
A bedroom with a bed, a vanity with a mirror, and LED strip lighting.

9. Siena Love Nest: Romantic Suite with Spa & Jacuzzi

Siena Love Nest: Romantic Suite with Spa & Jacuzzi
Toscana
The price is AED 407
AED 724 total
includes taxes & fees
26 Oct - 27 Oct
Siena Love Nest: Romantic Suite with Spa & Jacuzzi
Property grounds

10. Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included

Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included
Monteroni d'Arbia
The price is AED 391
AED 486 total
includes taxes & fees
5 Nov - 6 Nov
Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included
A pool with stone edging, surrounded by lush greenery and a stone wall.

11. Casale Torricella: Relax in the Woods with Sea View

Casale Torricella: Relax in the Woods with Sea View
Montieri
10.0 out of 10, Exceptional, (1 review)
"Pros: Die Lage von Casale Torricella ist traumhaft. Die absolute Ruhe. Man hört lediglich Vogelgezwitscher und trotzdem ist Montieri mit seinem kleinen Supermetcado und 2 empfehlenswerter Lokalen nicht weit entfernt Der unbeschreibliche Duft, der in den Morgenstunden von all den Wildpflanzen ausgeht. Die supernetten Vermieter. Ich könnte stundenlang weiter schwärmen."
Germany
Anonymous traveler
The price is AED 1,722
AED 1,722 total
includes taxes & fees
31 Oct - 1 Nov
Casale Torricella: Relax in the Woods with Sea View
A balcony with a tiled roof, a table with chairs, and a guitar leaning against the wall.

12. 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 908
AED 1,040 total
includes taxes & fees
25 Nov - 26 Nov
Holiday Home 'La Nobiltà Del Tempo' with Balcony and Wi-Fi
A two-story house with a stone foundation, wooden shutters, and a covered porch with outdoor furniture.

13. Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning

Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning
Casole d'Elsa
9.0 out of 10, Wonderful, (2 reviews)
"Pros: Das Haus ist gut ausgestattet und liegt schön ruhig. Abends kann man das Zirpen der Grillen genießen, den Kauz hören und es kam auch ein Dachs vorbei! Wunderbar für Naturliebhaber. Es ist abseits gelegen. Die Gastgeber sind ausgesprochen nett und haben viele Tipps ! Sehr nette Gastfreundschaft. Ein Ort zum entspannen in der Toscana."
Germany
Anonymous traveler
The price is AED 1,656
AED 1,998 total
includes taxes & fees
22 Nov - 23 Nov
Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning
Pool

14. Villa Giglio, Botri dei Lumachi

Villa Giglio, Botri dei Lumachi
Toscana
The price is AED 1,292
AED 1,478 total
includes taxes & fees
26 Oct - 27 Oct
Villa Giglio, Botri dei Lumachi
Pool

15. Villa Pianosa, Botri dei Lumachi

Villa Pianosa, Botri dei Lumachi
Toscana
The price is AED 1,292
AED 1,478 total
includes taxes & fees
26 Oct - 27 Oct
Villa Pianosa, Botri dei Lumachi
A stone building with a patio area, outdoor seating, and a fire pit.

16. Holiday Home 'Podere Le Rote' with Private Pool, Garden, and Wi-Fi

Holiday Home 'Podere Le Rote' with Private Pool, Garden, and Wi-Fi
Castelnuovo di Val di Cecina
9.0 out of 10, Wonderful, (2 reviews)
"We had the best time in this beautiful place! The location is absolutely stunning — the garden, house, pool, and everything was perfect and very clean. Tamara is super friendly and kind; she even brought us fresh bread every morning and sold us her delicious honey! Her two dogs are also very sweet and added to the warm, welcoming vibe of the place. The space is very spacious and a truly beautiful corner of nature that you must see.Thank you again, Tamara, for everything!"
Germany
Lea B.
The price is AED 4,719
AED 5,362 total
includes taxes & fees
28 Oct - 29 Oct
Holiday Home 'Podere Le Rote' with Private Pool, Garden, and Wi-Fi
A bedroom with a bed, a bedside table with a book, a nightstand, and three framed pictures on the wall.

17. Comfortable double room with a bathroom in the historic center of San Gimignano.

Comfortable double room with a bathroom in the historic center of San Gimignano.
San Gimignano City Centre
The price is AED 514
AED 609 total
includes taxes & fees
26 Oct - 27 Oct
Comfortable double room with a bathroom in the historic center of San Gimignano.
A stone building with a wooden door and a table with a vase of flowers.

18. Apartment in Chianti With Pool ID 455

Apartment in Chianti With Pool ID 455
Casole d'Elsa
The price is AED 1,463
AED 1,617 total
includes taxes & fees
26 Oct - 27 Oct
Apartment in Chianti With Pool ID 455
A rustic villa with a garden, a pond, and a mountainous backdrop.

19. Ebbio – Villa and Organic Farm in Monteriggioni

Ebbio – Villa and Organic Farm in Monteriggioni
Monteriggioni
The price is AED 34,562
AED 34,582 total
includes taxes & fees
27 Oct - 28 Oct
Ebbio – Villa and Organic Farm in Monteriggioni
A building with a stone facade, a door, a window, and a patio area with chairs and a table.

20. A peaceful spot with a garden between Chianti and Crete, near the old town

A peaceful spot with a garden between Chianti and Crete, near the old town
Casetta
The price is AED 296
AED 403 total
includes taxes & fees
18 Nov - 19 Nov
A peaceful spot with a garden between Chianti and Crete, near the old town
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 Montalcinello Hotel Reviews

Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent
"Beautiful hotel and setting, plenty parking for a hire car and a bus into Siena centre at the end of the drive. Very comfortable room and helpful, attentive staff. Excellent base for exploring the area."
Jill 6-night trip
Posted 3 hours ago
Villa Ermellina Siena, a Tribute Portfolio Hotel

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