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Montefollonico Vacation Rentals

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Check prices for these dates

In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

Our top choices for Montefollonico vacation rentals

Property grounds
[15 min from Montepulciano] Villa Chiara

Apartment in Montefollonico

[15 min from Montepulciano] Villa Chiara
The price is ￥55,081
￥75,277 total
includes taxes & fees
Jan 1 - Jan 2, 2026
[15 min from Montepulciano] Villa Chiara
Pillowtop beds, minibar, in-room safe, individually decorated
La Locanda Di Cetona

Townhouse in Cetona

La Locanda Di 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
Deluxe Double Room | View from room
Affitacamere Maria Gabriella

Townhouse in Pienza

Affitacamere Maria Gabriella
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
Seasonal outdoor pool, an infinity pool, pool umbrellas, sun loungers
FonteLiving

Townhouse in San Casciano dei Bagni

FonteLiving
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 ￥11,867
￥13,421 total
includes taxes & fees
Jan 11 - Jan 12, 2026
FonteLiving
View from room
Abbadia Sicille Relais

Residence in Trequanda

Abbadia Sicille Relais
4.0 star property
8.8 out of 10, Excellent, (166)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is ￥10,617
￥12,230 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Abbadia Sicille Relais
Bar (on property)
La Piccola Locanda

Townhouse in Chiusi

La Piccola Locanda
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
Exterior
Meublé Il Riccio

Townhouse in Montepulciano

Meublé Il Riccio
9.8 out of 10, Exceptional, (86)
"Staff is great and many good restaurants in short walking distance."
United States
Mark
Meublé Il Riccio
Premium bedding, down comforters, minibar, in-room safe
La Locanda di San Francesco

Townhouse in Montepulciano

La Locanda di San Francesco
9.8 out of 10, Exceptional, (131)
"Great room-great staff-great location"
United States
Richard
The price is ￥26,640
￥30,038 total
includes taxes & fees
Jan 19 - Jan 20, 2026
La Locanda di San Francesco
Standard Double Room (La Piazza) | Desk, soundproofing, free WiFi, bed sheets
B&B Le Scalette di Piazza

Townhouse in Montalcino

B&B Le Scalette di Piazza
9.4 out of 10, Exceptional, (90)
"Great location and excellent staff. "
Canada
Jacek
B&B Le Scalette di Piazza
Camera Superior, vista città, primo piano senza ascensore | Laptop workspace, iron/ironing board, free WiFi
TuscanyLettings Studio&Room

Townhouse in Pienza

TuscanyLettings Studio&Room
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 ￥14,248
￥16,407 total
includes taxes & fees
Jan 15 - Jan 16, 2026
TuscanyLettings Studio&Room
Lobby
Residenza Fabroni

Residence in Montepulciano

Residenza Fabroni
8.8 out of 10, Excellent, (94)
"gorgeous historical property, very attentive host, great location"
United States
Sarah
The price is ￥13,698
￥15,802 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Residenza Fabroni
Suite Bernardo, Panoramica al terzo piano senza ascensore | 1 bedroom, desk, laptop workspace, iron/ironing board
PienzaLettings Suites

Townhouse in Pienza

PienzaLettings Suites
10.0 out of 10, Exceptional, (1)
"Fantastic room in the city center, close to everything in Pienza"
Norway
Tom
The price is ￥13,358
￥15,427 total
includes taxes & fees
Jan 6 - Jan 7, 2026
PienzaLettings Suites
Front of property
Idolina Guest House

Townhouse in Montalcino

Idolina Guest House
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
Daily buffet breakfast (EUR 10 per person)
DormiVeglia B&B

Townhouse in Monte San Savino

DormiVeglia B&B
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, vista città, 2 piano senza ascensore | Private kitchen | Fridge, microwave, stovetop, electric kettle
Casa Gioia - Casa Olivieri

Apartment in Pienza

Casa Gioia - Casa Olivieri
The price is ￥13,520
￥15,606 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Casa Gioia - Casa Olivieri
Breakfast, lunch, dinner served; local cuisine
Hotel San Gregorio

Residence in Pienza

Hotel San Gregorio
3.0 star property
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 ￥29,387
￥33,432 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hotel San Gregorio
Free WiFi
Affittacamere Mariuccia

Townhouse in Montalcino

Affittacamere Mariuccia
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
Seasonal outdoor pool
Albergo Diffuso Borgo Santo

Aparthotel in Asciano

Albergo Diffuso Borgo Santo
The price is ￥40,392
￥45,349 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Albergo Diffuso Borgo Santo
Front of property - evening/night
Casanova - Panoramic Rooms and Suites

Residence in San Quirico d'Orcia

Casanova - Panoramic Rooms and Suites
3.0 star property
9.0 out of 10, Wonderful, (78)
"Fantastic place"
United States
Clifford
Casanova - Panoramic Rooms and Suites
Exterior
Bed & Breakfast Vicolo dell'Oste

Townhouse in Montepulciano

Bed & Breakfast Vicolo dell'Oste
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.
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Top Montefollonico Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Everything was perfect! Would like to give this Property a 6 Star rating. The staff made you feel like royalty!!"
Sabrina 4-night trip
Posted 12 days ago
Monastero di Cortona Hotel & Spa

Find out more about Montefollonico

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

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

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

Frequently asked questions

Can I find a vacation rental in Montefollonico?

Yes, we give you a choice of vacation rentals close to well known local attractions in Montefollonico, or you can choose a more remote option if you're looking for relaxation.

What are some of the best vacation rentals in Montefollonico?

The House of Alice, charm and relaxation: This vacation home rental near 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 vacation rentals will I find in Montefollonico?

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

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 larger area, you’ll find Cantina del Redi and Palazzo Ricci.

What are vacation rentals like in Montefollonico?

Vacation rentals are private properties you can book for a couple of days or more in Montefollonico. Vacation rentals feature extras like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for families.