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Check prices for these dates

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

Our top choices for Macciano holiday rentals

Seasonal outdoor pool, an infinity pool, pool umbrellas, pool 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 ฿2,361
฿2,671 total
includes taxes & fees
11 Jan - 12 Jan 2026
FonteLiving
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
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 ฿2,272
฿2,608 total
includes taxes & fees
6 Jan - 7 Jan 2026
Abbadia Sicille Relais
Premium bedding, down duvets, 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 ฿5,690
฿6,408 total
includes taxes & fees
18 Jan - 19 Jan 2026
La Locanda di San Francesco
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 ฿2,726
฿3,144 total
includes taxes & fees
14 Jan - 15 Jan 2026
Residenza Fabroni
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
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 ฿2,658
฿3,070 total
includes taxes & fees
11 Jan - 12 Jan 2026
PienzaLettings Suites
Pillow-top 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
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
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
The price is ฿7,174
฿8,037 total
includes taxes & fees
1 Jan - 2 Jan 2026
Casanova - Panoramic Rooms and Suites
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 ฿5,825
฿6,626 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hotel San Gregorio
Outdoor pool, pool loungers
Borgo Dolciano

Aparthotel in Chiusi

Borgo Dolciano
9.0 out of 10, Wonderful, (25)
"Lovely restored Tuscan villa and farmhouse. Very comfortable stay. Felt that the people who run it do so with a lot of heart and style. Great value too. "
Canada
Carla
The price is ฿4,536
฿5,062 total
includes taxes & fees
3 Jan - 4 Jan 2026
Borgo Dolciano
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
Exterior
La Dimora di Dida

Residence in Seggiano

La Dimora di Dida
The price is ฿2,524
฿2,776 total
includes taxes & fees
7 Jan - 8 Jan 2026
La Dimora di Dida
Property entrance
Il Tosco

Residence in Montepulciano

Il Tosco
10.0 out of 10, Exceptional, (115)
"The staff was courteous, the food was amazing, and the location was great. We were very impressed"
United States
Joshua
The price is ฿12,620
฿14,031 total
includes taxes & fees
4 Jan - 5 Jan 2026
Il Tosco
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 ฿2,953
฿3,395 total
includes taxes & fees
11 Jan - 12 Jan 2026
TuscanyLettings Studio&Room
Interior
Delcorto Suites

Residence in Montepulciano

Delcorto Suites
10.0 out of 10, Exceptional, (33)
"Exceptional service great building felt like a Medici!"
United States
gaetano
The price is ฿6,222
฿6,990 total
includes taxes & fees
6 Jan - 7 Jan 2026
Delcorto Suites
Bar (on property)
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

Townhouse in San Quirico d'Orcia

Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
9.0 out of 10, Wonderful, (46)
"Our stay was great. "
United States
Elena
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
Property grounds
Artisti del Cavallo Tourism

Villa in Foiano della Chiana

Artisti del Cavallo Tourism
8.4 out of 10, Very good, (24)
"Good house for one night. "
Germany
Heiner
The price is ฿2,541
฿2,869 total
includes taxes & fees
5 Jan - 6 Jan 2026
Artisti del Cavallo Tourism
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 ฿2,690
฿3,105 total
includes taxes & fees
6 Jan - 7 Jan 2026
Casa Gioia - Casa Olivieri
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 Macciano Hotel Reviews

Grand Hotel Terme

Grand Hotel Terme

10/10 Excellent
"Clean room and friendly staff"
Joseph 1-night trip
Posted 11 hours ago
Grand Hotel Terme

Find out more about Macciano

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

  • View our selection of featured holiday rentals in Macciano
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  • Enter your travel dates to view the best deals on holiday rentals in Macciano while they last

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

Frequently asked questions

Can I find holiday rentals in Macciano?

Yes, there are holiday rentals close to the most popular sights in Macciano, or you can select a more secluded option if you're looking for a relaxing stay. Macciano is known for its wineries and restaurants.

What’s there to see and do in Macciano?

While exploring the area, visit family-friendly sights like Centro Servizi Turistici Citta della Pieve, or get outside and enjoy nature at Piscine Termali Theia. Terme di Chianciano and Chiusi Lake are a couple of places you'll find in the wider area.

What’s a holiday rental in Macciano like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Macciano. Holiday rentals feature extras like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.