Montalcinello Vacation Rentals

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Dec 8 - Dec 9
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Dec 9 - Dec 10
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Vacation Rentals in Montalcinello

Birthday party area
Siena Vip

Townhouse in Siena City Centre

9.2 out of 10, Wonderful, (420)
"A great location!"
Canada
Cheryl
Siena Vip
Exterior
PALAZZO DEL PAPA

Townhouse in Siena City Centre

9.6 out of 10, Exceptional, (96)
"Hamza was so wonderful and accommodating, would definitely stay here again!"
United States
Elise
The price is ￥18,547
￥21,124 total
includes taxes & fees
Dec 15 - Dec 16
PALAZZO DEL PAPA
32-inch Smart TV with digital channels, TV, streaming services
B&B Il Corso

Townhouse in Siena City Centre

9.8 out of 10, Exceptional, (190)
"Safe, clean, close to all attractions"
Canada
Carlo
B&B Il Corso
Seasonal outdoor pool, pool umbrellas, sun loungers
Country House il Ciliegio

Apartment in Roccastrada

9.2 out of 10, Wonderful, (7)
"It was a very pleasant stay, a warm welcome. A beautiful location surrounded by nature."
Netherlands
Maaike
The price is ￥11,117
￥12,229 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Country House il Ciliegio
Dining
Comfort, relaxation and nature

Vacation Home in Monticiano

10.0 out of 10, Exceptional, (1)
"Appartamento perfetto non manca nulla e proprietari accoglienti, e gentilissimi. Da tornare"
Italy
Sandra V.
The price is ￥13,021
￥18,447 total
includes taxes & fees
Dec 10 - Dec 11
Comfort, relaxation and nature
Iron/ironing board, WiFi, bed sheets
Palazzo Malfatti- Studio flat standard

Apartment in Massa Marittima

9.0 out of 10, Wonderful, (2)
"Short walk to the San Cerbone cathedral and the piazza. Great restaurants and shops very close."
United States
John H.
The price is ￥17,461
￥19,208 total
includes taxes & fees
Dec 9 - Dec 10
Palazzo Malfatti- Studio flat standard
Exterior
Sportland

Townhouse in Colle di Val d'Elsa

7.2 out of 10, Good, (5)
"Struttura essenziale ed economica "
Italy
Giorgio
Sportland
Bar (on property)
Il Battistero Siena - Residenza d'Epoca

Residence in Siena City Centre

9.6 out of 10, Exceptional, (191)
"Great location and friendly staff. "
United States
Parissa
Il Battistero Siena - Residenza d'Epoca
Superior Double Room, 1 Queen Bed, Private Bathroom, City View | View from room
B&B Palazzo del Magnifico

Townhouse in Siena City Centre

9.8 out of 10, Exceptional, (63)
"Great location. Room spacious and clean. Personnel friendly and great service walkable to best historic places. Could find something better "
United States
Rodolfo
B&B Palazzo del Magnifico
Exterior
Villa le Camelie Siena

Townhouse in Petriccio

8.6 out of 10, Excellent, (8)
"Nice for the price. Would stay there again."
United States
Mark
The price is ￥17,018
￥19,443 total
includes taxes & fees
Dec 9 - Dec 10
Villa le Camelie Siena
Terrace/patio
Casa di Campagna in Toscana

Townhouse in Sovicille

9.4 out of 10, Exceptional, (18)
"Fantastic experience with friendly hosts and an excellent breakfast! A little rustic here and there but all part of the charm!"
United Kingdom
Alasdair
Casa di Campagna in Toscana
Property grounds
Holiday Home 'La Casetta' with Private Terrace, Private Garden and Wi-Fi

Vacation Home in Volterra

The price is ￥15,296
￥18,225 total
includes taxes & fees
Dec 12 - Dec 13
Holiday Home 'La Casetta' with Private Terrace, Private Garden and Wi-Fi
Quadruple Room, City View | Desk, iron/ironing board, free WiFi, bed sheets
Al Mercato B&B

Townhouse in Siena City Centre

9.0 out of 10, Wonderful, (96)
"Hotel is a one block from main square of the city also have a good restaurant around the corner "
United States
Guillermo
The price is ￥10,124
￥13,449 total
includes taxes & fees
Dec 14 - Dec 15
Al Mercato B&B
Suite | Premium bedding, Select Comfort beds, minibar, in-room safe
La Terrazza Sul Campo Rooming House

Residence in Siena City Centre

9.8 out of 10, Exceptional, (239)
"Huge room! Great location "
Canada
karen
La Terrazza Sul Campo Rooming House
Balcony
Palazzo al Torrione 2

Townhouse in San Gimignano City Centre

9.2 out of 10, Wonderful, (107)
"Truly a gem! Our room was beautiful with a lovely view. It is very close to the main road and restaurants. Definitely opt in for the breakfast it was absolutely delicious. "
United States
Leasly
The price is ￥14,549
￥21,430 total
includes taxes & fees
Dec 15 - Dec 16
Palazzo al Torrione 2
Lobby lounge
ApartHotel Anghel

Apartment in Siena

8.4 out of 10, Very Good, (334)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is ￥10,758
￥12,557 total
includes taxes & fees
Dec 10 - Dec 11
ApartHotel Anghel
Exterior detail
B&B Palazzo Tortoli

Townhouse in San Gimignano City Centre

9.2 out of 10, Wonderful, (57)
"This is a great B&B its right in the heart of the town. The rooms are very clean and have historical character. The staff are so friendly and helpful. "
United States
April
The price is ￥19,055
￥21,865 total
includes taxes & fees
Jan 2 - Jan 3, 2026
B&B Palazzo Tortoli
Property grounds
Detached house with garden a few minutes from the abbey of San Galgano

Vacation Home in Toscana

The price is ￥9,042
￥21,883 total
includes taxes & fees
Dec 9 - Dec 10
Detached house with garden a few minutes from the abbey of San Galgano
Panoramic Suite, City View | View from room
Residenza d'Epoca Palazzo Borghesi

Residence in Siena City Centre

9.6 out of 10, Exceptional, (116)
"We enjoyed our stay here. Convenient, clean, central to city center, shops, and restaurants. We would stay here again."
United States
Linda
The price is ￥28,437
￥32,004 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Residenza d'Epoca Palazzo Borghesi
Standard Double Room (with Toilet) | Living area | 24-inch LED TV with satellite channels, TV
Palazzo Masi

Townhouse in Siena City Centre

8.8 out of 10, Excellent, (84)
"Very friendly and attentive, a very clean place and its location is excellent. "
United States
Gloria
The price is ￥14,797
￥16,999 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Palazzo Masi
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

Hotel Italia

Hotel Italia

10/10 Excellent
"This was a short stay for us in Siena. A great hotel. Friendly staff and the best bargain best breakfast we have had in Italy. Highly recommended"
Phil 1-night trip
Posted 4 days ago
Hotel Italia

Find out more about Montalcinello

Search for holiday rentals in Montalcinello on Expedia! You can easily find your home rentals, villas, holiday apartments in Montalcinello using one of the methods below:

  • View our selection of featured holiday rentals in Montalcinello
  • Use the map to find apartments and other holiday homes in the Montalcinello neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Montalcinello while they last

Look no further and take a look at our great range of rental properties in Montalcinello!

Frequently asked questions

Can I find vacation rentals in Montalcinello?

Yes, you can find vacation rentals near the most popular attractions in Montalcinello, or you can select a secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Montalcinello?

Villa with large garden in the Chianti hills: This vacation home rental outside of Montalcinello is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books.

What’s there to see and do in Montalcinello?

While exploring the area, visit family-friendly sights like Terme Petriolo, or get outside and enjoy nature at Val di Merse. In the larger area, you’ll find Abbazia di San Galgano and Le Caldane Thermal Baths.

What’s a vacation rental in Montalcinello like?

A vacation rental is a private property you can stay in for short or long periods in Montalcinello. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for a family getaway.