Photo by LigaDue

Montefollonico Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Our top choices for Montefollonico holiday rentals

[15 min from Montepulciano] Villa Chiara

[15 min from Montepulciano] Villa Chiara
Montefollonico
The price is NZ$831
includes taxes & fees
1 Jan - 2 Jan 2026
[15 min from Montepulciano] Villa Chiara

La Locanda Di Cetona

La Locanda Di Cetona
Cetona
9.2 out of 10, Wonderful, (5)
"A lovely hotel and very welcoming staff. Cetona is a delight. "
Australia
Julian
La Locanda Di Cetona

Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (51)
"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "
United States
Lenise
Affitacamere Maria Gabriella

FonteLiving

FonteLiving
San Casciano dei Bagni
10.0 out of 10, Exceptional, (5)
"Comfortable apartment in quiet block. Nicely furnished excellent housekeeping nice spacious bathrooms great view from the terrace."
United Kingdom
R
The price is NZ$147
includes taxes & fees
11 Jan - 12 Jan 2026
FonteLiving

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (166)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is NZ$139
includes taxes & fees
18 Jan - 19 Jan 2026
Abbadia Sicille Relais

La Piccola Locanda

La Piccola Locanda
Chiusi
8.8 out of 10, Excellent, (8)
"This was a great place to stay for two nights in late October and to take out and back day trips by train to Siena and Florence on back-to-back days. Very close to the train station - very convenient. Breakfast in the restaurant in the morning was small, but good. Highly recommend this location! It's small, but serviced and supported very well by the staff at the restaurant. "
United States
Jeffery
La Piccola Locanda

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (86)
"Staff is great and many good restaurants in short walking distance."
United States
Mark
Meublé Il Riccio

La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (131)
"Great room-great staff-great location"
United States
Richard
The price is NZ$308
includes taxes & fees
18 Jan - 19 Jan 2026
La Locanda di San Francesco

B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (90)
"Great location and excellent staff. "
Canada
Jacek
B&B Le Scalette di Piazza

TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (1)
"メイン通りの好立地。 客室は豪華でエレガント。 ウェルカムキットも良く、アメニティも良好。 次回も必ず利用したい。 スタッフの方、いろいろありがとうございました。"
Japan
keita
The price is NZ$183
includes taxes & fees
13 Jan - 14 Jan 2026
TuscanyLettings Studio&Room

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (94)
"gorgeous historical property, very attentive host, great location"
United States
Sarah
The price is NZ$174
includes taxes & fees
15 Jan - 16 Jan 2026
Residenza Fabroni

PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (1)
"Fantastic room in the city center, close to everything in Pienza"
Norway
Tom
The price is NZ$170
includes taxes & fees
6 Jan - 7 Jan 2026
PienzaLettings Suites

Idolina Guest House

Idolina Guest House
Montalcino
9.4 out of 10, Exceptional, (105)
"The building is lovely - traditional Italian construction with big Chestnut beams in the ceiling. The owner/manager is very pleasant and helpful. Overall, a very nice place to stay. "
Canada
Carl
Idolina Guest House

DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (27)
"This was our favourite B&B. The owner Simona was absolutely wonderful. The hot tub in our room was out of this world. If you have the chance to visite this gem…DO IT!!"
Canada
Claude
DormiVeglia B&B

Casa Gioia - Casa Olivieri

Casa Gioia - Casa Olivieri
Pienza
The price is NZ$172
includes taxes & fees
6 Jan - 7 Jan 2026
Casa Gioia - Casa Olivieri

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (134)
"Such friendly staff, loved Pienza and the property was such a good location! "
United Kingdom
Bethan
The price is NZ$398
includes taxes & fees
3 Jan - 4 Jan 2026
Hotel San Gregorio

Affittacamere Mariuccia

Affittacamere Mariuccia
Montalcino
9.0 out of 10, Wonderful, (11)
"The apartment was big enough, the owner very polite and helpful. But, there were bugs at our mattress... "
United Kingdom
Angeliki
Affittacamere Mariuccia

Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano
The price is NZ$501
includes taxes & fees
5 Jan - 6 Jan 2026
Albergo Diffuso Borgo Santo

Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.0 out of 10, Wonderful, (78)
"Fantastic place"
United States
Clifford
The price is NZ$446
includes taxes & fees
3 Jan - 4 Jan 2026
Casanova - Panoramic Rooms and Suites

Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (128)
"Great hosts, central location "
United States
Alexander
Bed & Breakfast Vicolo dell'Oste
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Montefollonico Hotel Reviews

Find out more about Montefollonico

Everything you need to know about Montefollonico holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Montefollonico holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Montefollonico holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Montefollonico holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montefollonico. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Montefollonico holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Montefollonico holiday rentals we have selected for you start as low as NZ$139 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Montefollonico rentals

At Expedia, we put the best Montefollonico holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Montefollonico rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Montefollonico holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montefollonico. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Montefollonico?

Yes, there are holiday rentals close to the most popular sights in Montefollonico, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Montefollonico has to offer?

The House of Alice, charm and relaxation: This holiday home rental outside of Montefollonico is located in a rural location, and has a fireplace, a terrace and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware. Kick off your shoes and enjoy yourself with a garden and a selection of books.

How many holiday rentals will I find in Montefollonico?

Choose from 4 Expedia holiday rentals in Montefollonico for a memorable holiday.

What can I see and do in Montefollonico?

Explore the area and family-friendly sights such as RI Crea RE, or get out into nature at a spot like Historic Centre of Pienza. In the wider area, you’ll find Cantina del Redi and Palazzo Ricci.

What are holiday rentals like in Montefollonico?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Montefollonico. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment 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 a small group gathering.