Search Holiday Rentals in Montauto

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November 2026

December 2026

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Our top choices for Montauto holiday rentals

A view through a window of a stone staircase leading to a building with arched windows and a tower, overlooking a hilly landscape.

1. Palazzo Pacini

Colle di Val d'Elsa

John

3.358.196 ₫ total

includes taxes & fees

7 Dec - 8 Dec

A bedroom with a bed, a bedside table, a TV mounted on the wall, and a sliding glass door leading to a balcony with a view of greenery and hills.

2. Tuscasì Aparthotel

Sovicille

Sergey

2.134.646 ₫ total

includes taxes & fees

20 Nov - 21 Nov

A hallway with a wooden barrel, a white bench, a painting of a landscape, and a small table with a vase.

3. Sportland

Colle di Val d'Elsa

Giorgio

1.424.046 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A rustic stone building with a courtyard.

4. Fullino Nero

Siena

Annie

3.287.260 ₫ total

includes taxes & fees

7 Nov - 8 Nov

An aerial view of a countryside estate with multiple buildings, a swimming pool, and surrounding green fields.

5. Villa Montecastello

Monteriggioni

Alvaro

10.166.092 ₫ total

includes taxes & fees

19 Nov - 20 Nov

A stone courtyard with a bench, potted plants, and a building in the background.

6. Casa di Campagna in Toscana

Sovicille

Sally

2.450.220 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A modern lobby with white leather sofas, a glass coffee table, and potted plants.

7. ApartHotel Anghel

Siena

clifford

1.759.665 ₫ total

includes taxes & fees

15 Nov - 16 Nov

8. Residence Arianna

Sovicille

Violeta

3.849.555 ₫ total

includes taxes & fees

9 Nov - 10 Nov

An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

9. Guild Living Siena Senior Resort & Residence

Scacciapensieri

"We booked this last - minute and were really impressed with the whole experience. The property and grounds are beautiful. Staff was so friendly and helpful. The rooms were well appointed and quiet. Beds were too firm for our liking, but it was easy to overlook as the entire stay was really great. Good options in the restaurant too. The block of hotel rooms is in a retirement resort, which I think is a wonderful idea! Very much enjoyed our stay. We had a car and parking was free."

Heidi

2.876.560 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A traditional interior with stone arches, a staircase, and a cozy seating area with a table.

10. Agriturismo La Ferrozzola

Castellina in Chianti

Ruth

3.744.889 ₫ total

includes taxes & fees

19 Nov - 20 Nov

A stone building with a sign reading "Reception Antica Fonte".

11. Antica Fonte Residenza di Siena

Siena

Geoffrey

2.854.726 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A building with a sign reading 'Villa Le Camelie' and multiple flags.

12. Villa le Camelie Siena

Petriccio

Mark

2.278.013 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A table set with breakfast items on a balcony overlooking a historic town.

13. Residenza d'Epoca Palazzo Borghesi

Siena City Centre

Suelina

4.440.685 ₫ total

includes taxes & fees

10 Nov - 11 Nov

A bedroom with a bed, bedside table, and a window with a view of greenery.

14. La Coroncina Lodging

Siena

Hassan

2.822.891 ₫ total

includes taxes & fees

30 Nov - 1 Dec

A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

15. Casa Vacanze Squarcialupi

Castellina in Chianti

Jeffrey

3.435.588 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A table with two wine glasses, a bottle, and a book.

16. Domus il Palio B&B

Ravacciano

Leo

1.962.443 ₫ total

includes taxes & fees

18 Nov - 19 Nov

A narrow street with buildings on either side, featuring arched windows and a pedestrian walkway.

17. B&B Il Corso

Siena City Centre

Heather

2.199.986 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A bathroom with a window view of a historic building and a tiled roof.

18. Siena Vip

Siena City Centre

Jacob

2.918.165 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A bottle of wine, two glasses, and a decorative tray on a table by a window with a view of buildings.

19. Regis Condo

Siena City Centre

Jessica

2.296.601 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A narrow hallway with a wooden bench, a radiator, and a wooden cabinet.

20. Il Battistero Siena - Residenza d'Epoca

Siena City Centre

Anthony

3.285.860 ₫ total

includes taxes & fees

13 Nov - 14 Nov

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Find holiday rentals that suit your style

Top Montauto Hotel Reviews

A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

Hotel Borgo San Luigi

Monteriggioni

10/10 Excellent

Tracey

A swimming pool, steps, and a grassy area with umbrellas.

Hotel Palazzo San Lorenzo & SPA

Colle di Val d'Elsa

10/10 Excellent

Charles

A modern bedroom with a wooden headboard, a large bed with white linens, a bedside table with a lamp, and a sliding glass door leading to an outdoor patio with a table and chairs.

Hotel Ristorante La Dama nella Vigna

Monteriggioni

10/10 Excellent

Ryan

An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

10/10 Excellent

This place is surreal. We felt like we were on the set of the Name of the Rose. Sleeping in a real XIV century monastery, with its own church (with amazing frescoes), on a hill overlooking the grapes and olive trees dotted countryside...just unbelievable. We stay in one the celle, which is a 3 bedroom apartment on 2 floors, with your own private garden...yes, that's correct. Simply unheard of. The location is great too (Siena is a short drive away). The only setbacks were breakfast, very...

Ivo

A yellow building with stone pillars, multiple windows, and a statue in the garden.

Villa San Lucchese

Poggibonsi

10/10 Excellent

Anonymous traveller

A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

Belvedere di San Leonino

Castellina in Chianti

10/10 Excellent

Jess

A swimming pool with a clear reflection, surrounded by trees and a building with a sloped roof.

Relais Castel Bigozzi

Monteriggioni

10/10 Excellent

Bob

A stone building with a tiled roof, green shutters, and a small staircase leading to a door.

Castello di Fonterutoli Wine Resort

Castellina in Chianti

10/10 Excellent

Claire

A poolside area with lounge chairs, umbrellas, and a swimming pool.

Hotel Il Piccolo Castello

Monteriggioni

10/10 Excellent

Vinay

A pool area with lounge chairs and umbrellas, surrounded by greenery and buildings.

Hotel Sovestro

San Gimignano

10/10 Excellent

Hotel Sovestro is a friendly, relaxing place with two swimming pools and an indoor and outdoor breakfast area. Linked to the hotel next door is a lovely restaurant. Our stay was perfect at the hotel. The room was spacious and comfortable with a balcony overlooking the Tuscan countryside. The continental breakfast choice is outstanding and the entire hotel is kept very clean and up together. The walk to San Gimignano was a little further than we anticipated but it can be done in a leisurely 30...

Ruth

A pathway lined with trees and a large pot in the center.

Villa Montarioso

Montarioso

10/10 Excellent

Anonymous traveller

A hotel entrance with a glass facade, a brown awning, and a garden with pink flowers.

Hotel La Vecchia Cartiera

Colle di Val d'Elsa

10/10 Excellent

We had a great holiday based at "the old paper mill", whizzing around Tuscany in Florence (our hired Fiat 500 who did sterling work up and down and around the hills and winding roads). Colle is a good base if you prefer to stay in "real" Italy, and is close enough to the touristy bits (Siena, San Gimignano, Volterra etc) for days out. The hotel staff are great - friendly and helpful, and they didn't laugh at my amateur Italiano! Our room was clean and comfy with a lovely view of the old town.

Rachael

Frequently Asked Questions

Can I find a holiday rental in Montauto?

Yes, there are holiday rentals close to the most popular sights in Montauto, or you can select a more secluded option if you're looking for a relaxing stay. Montauto is known for its restaurants and coffee shops. Make sure you have time to check out the shopping while you're in the area.

What’s there to see and do in Montauto?

While exploring the area, visit family-friendly sights like Chianti Observatory, or get outside and enjoy nature at Val di Merse. In the wider area, you’ll find Monteriggioni Castle and Museo del Cristallo di Colle di Val d'Elsa.

What’s a holiday rental in Montauto like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Montauto. Holiday rentals feature amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for families.

Search Holiday Rentals in Montauto

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Montauto holiday rentals

1. Palazzo Pacini

2. Tuscasì Aparthotel

3. Sportland

4. Fullino Nero

5. Villa Montecastello

6. Casa di Campagna in Toscana

7. ApartHotel Anghel

8. Residence Arianna

9. Guild Living Siena Senior Resort & Residence

10. Agriturismo La Ferrozzola

11. Antica Fonte Residenza di Siena

12. Villa le Camelie Siena

13. Residenza d'Epoca Palazzo Borghesi

14. La Coroncina Lodging

15. Casa Vacanze Squarcialupi

16. Domus il Palio B&B

17. B&B Il Corso

18. Siena Vip

19. Regis Condo

20. Il Battistero Siena - Residenza d'Epoca

Find holiday rentals that suit your style

Top Montauto Hotel Reviews

Hotel Borgo San Luigi

10/10 Excellent

Frequently Asked Questions

Can I find a holiday rental in Montauto?

What’s there to see and do in Montauto?

What’s a holiday rental in Montauto like?