Montalcino Holiday Homes from £102: Search Holiday Homes in Montalcino

A historic tower with arches and a bell, surrounded by traditional buildings with tiled roofs and satellite dishes.

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Our top choices for Montalcino holiday homes

An outdoor patio with tables and chairs, surrounded by greenery and a view of distant hills.

1. Podere Belsogno-camera Lavanda

Montalcino

Johannes S.

includes taxes & fees

9 Oct - 10 Oct

A swimming pool with a wooden deck and lounge chairs, surrounded by a scenic landscape with hills and a clear sky.

2. Agritourism in val d'orcia

montalcino

includes taxes & fees

2 Oct - 3 Oct

A terrace with a table set for breakfast, overlooking a mountainous landscape.

3. Il Borghetto - The House of Elba, rooftop panoramic terrace

Castelnuovo dell'Abate

includes taxes & fees

7 Oct - 8 Oct

A pathway leading to a building with stone walls and a tree.

4. A typical Tuscan country house

Montalcino

includes taxes & fees

3 Oct - 4 Oct

A narrow stone corridor with a vaulted ceiling, leading to a room with a long table and chairs.

5. Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center

Montalcino

Robert K.

includes taxes & fees

24 Oct - 25 Oct

An outdoor seating area with a stone wall, a wooden door, and a table with chairs.

6. Podere Giardino Wine & Bed – Glicine Apartment: Country House with Pool, Wi-Fi & AC

Montalcino

"Podere Giardino is an amazing place to stay. You need a car but that’s true anywhere in Tuscany. Our apartment “Glicine” was 2 bedrooms and 2 bathrooms - a ton of space. It was clean and had absolutely everything you need to enjoy your stay. Super well stocked kitchen to cook a great meal. The pool was a highlight for us as it was hot outside and was very peaceful. We toured Italy for a month and this place was our favourite - truly a paradise away from the crowds. Ah the Tuscan...

Patrick D.

includes taxes & fees

11 Oct - 12 Oct

A patio area with a gravel floor, potted plants, and a white umbrella.

7. Charming Siena Countryside Stay

Monterongriffoli

includes taxes & fees

2 Oct - 3 Oct

A stone building with two windows, one with green shutters, and a rose bush in the foreground.

8. Exclusive Stone Tower.

Casciano

Ryan C.

includes taxes & fees

2 Oct - 3 Oct

A bedroom with a bed, a chair, a nightstand, a lamp, a decorative headboard, and a window with curtains.

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

Monteroni d'Arbia

includes taxes & fees

26 Oct - 27 Oct

An outdoor patio with a wooden pergola, a table with chairs, and potted plants.

10. Suite Gioconda - Podere Casa Rossa in Pienza

Pienza

Doug H.

includes taxes & fees

5 Oct - 6 Oct

A small brick structure with an arched entrance, surrounded by gravel, potted plants, and trees.

11. Holday at Poggettone

Monteroni d'Arbia

includes taxes & fees

14 Oct - 15 Oct

12. Holiday Home 'Una Finestra Sulla Vetta' with Mountain View and Wi-Fi

Montelaterone

includes taxes & fees

5 Oct - 6 Oct

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.

13. Casa Crevole di Martina in the Heart of Tuscany

Murlo

"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."

Sybille F.

includes taxes & fees

7 Oct - 8 Oct

A modern bedroom with a wooden headboard, a large bed with a textured blanket, bedside tables with lamps, and a mirror.

14. Terme house

Bagni San Filippo

includes taxes & fees

2 Oct - 3 Oct

A narrow stone pathway leading through an old stone building with arched doorways and potted plants.

15. Romantic farm in the Sienese hills

Trequanda, Siena

"Zum positiven: Kommunikation mit dem Gastgeber war sehr gut und informativ. Check in war gut, Antonio der die Übergabe der Schlüssel und die Erläuterung zum Appartement machte sprach leider nur italienisch, aber er war sehr freundlich und mit Händen und Füßen funktionierte es gut. Das Apartment war wirklich sehr schön und mit Liebe zum Detail eingerichtet. Die Location war wirklich sehr schön.Nun zum negativen: An allen Fenstern der Unterkunft waren keine Fliegengitter angebracht was es...

Harald B.

includes taxes & fees

2 Oct - 3 Oct

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

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

Toscana

Julie M.

includes taxes & fees

2 Oct - 3 Oct

A neatly made bed with a dark patterned bedspread, two bedside tables with lamps, and two framed pictures on the wall.

17. Double room with private bathroom in the countryside 5 minutes from Montepulciano

Toscana

includes taxes & fees

2 Oct - 3 Oct

A stone staircase with illuminated steps leading to a door with a glass panel.

18. Renovated Tuscan-style country house

Castel del Piano

includes taxes & fees

1 Nov - 2 Nov

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Top Montalcino Hotel Reviews

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Castiglion del Bosco is truly exquisite, the perfect way to experience Tuscany in luxury while still feeling completely surrounded by nature. The property is impeccable, from the beautiful gardens and grounds to the elegant rooms. Everything feels authentically Italian, refined and incredibly well maintained. The service is exceptional and very personalized. The staff genuinely goes out of their way to make you feel welcome. General Manager Nicola Migheli even greeted us personally upon arrival, which was a lovely touch. We also saw him regularly walking the property with his team, and it was clear how hands-on he is with every detail. One thing to know is that getting in and out requires about 40 minutes on a bumpy dirt road. It wasn’t terrible, but worth mentioning if you plan to explore frequently. That said, this is a hotel you don’t need to leave. It’s a beautiful place to slow down, relax and enjoy Tuscany in a truly special setting. We absolutely loved our stay!"

Le Ragnaie

10/10 Excellent

"This was a top-notch stay from beginning to end. We stayed 3 nights in the panoramic suite. Every night we watched the sunset. The suite was incredible!! We even made dinner one night. The staff were so helpful - even when my husband thought he lost his backpack! Juliana helped us find it! The owner was gracious and told us we could walk through the vineyards. It was the last day of harvest when we did. Great breakfast with lots of variety. Best stay! Can’t wait to come back!!! Grazie mille!"

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, though—it was simply a case of my own mistaken perception."

Find out more about Montalcino

Montalcino Holiday Homes information

Number of reviews	25
Accommodation	1340 Holiday Homes
Lowest Price	£102
Highest Price	£1,144

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Montalcino holiday homes

1. Podere Belsogno-camera Lavanda

2. Agritourism in val d'orcia

3. Il Borghetto - The House of Elba, rooftop panoramic terrace

4. A typical Tuscan country house

5. Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center

6. Podere Giardino Wine & Bed – Glicine Apartment: Country House with Pool, Wi-Fi & AC

7. Charming Siena Countryside Stay

8. Exclusive Stone Tower.

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

10. Suite Gioconda - Podere Casa Rossa in Pienza

11. Holday at Poggettone

12. Holiday Home 'Una Finestra Sulla Vetta' with Mountain View and Wi-Fi

13. Casa Crevole di Martina in the Heart of Tuscany

14. Terme house

15. Romantic farm in the Sienese hills

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

17. Double room with private bathroom in the countryside 5 minutes from Montepulciano

18. Renovated Tuscan-style country house

Find holiday rentals that suit your style

Top Montalcino Hotel Reviews

Castiglion del Bosco, A Rosewood Hotel

Palazzo Saloni

Hotel Athena

La Certosa di Pontignano

Podere Brizio

Le Ragnaie

Grand Hotel Continental Siena – Starhotels Collezione

Castello di Velona Resort Thermal SPA & Winery

Precise Tale Poggio Alla Sala

Find out more about Montalcino

Montalcino Holiday Homes information

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