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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Armaiolo holiday rentals

Premium bedding, down duvets, pillow-top beds, minibar
Tuscasì Aparthotel

Aparthotel in Sovicille

Tuscasì Aparthotel
9.2 out of 10, Wonderful, (25)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is 2.016.629 ₫
2.621.032 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Tuscasì Aparthotel
Exterior
The Balcony Suite -Piazza del Campo View

Aparthotel in Siena City Centre

The Balcony Suite -Piazza del Campo View
9.2 out of 10, Wonderful, (16)
"Perfect location to explore Siena, right on the Campo. The apartment was warm and comfortable. As to be expected in such a central location, the noise & music from then restaurants on the piazza was loud till the early hours on Saturday night (so bring earplugs) but the other night was fine. "
Australia
Nicola
The price is 5.091.675 ₫
5.816.539 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
The Balcony Suite -Piazza del Campo View
24-inch flat-screen TV with digital channels, TV
Palazzo Lenzi

Apartment in Siena City Centre

Palazzo Lenzi
9.0 out of 10, Wonderful, (2)
"Very very nice. Enjoyed our stay. Air conditioning did not work well so a bit hot. But overall very nice. "
United States
Daniel
The price is 12.251.041 ₫
13.600.065 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Palazzo Lenzi
TV
Astonish Cathedral View

Apartment in Siena City Centre

Astonish Cathedral View
10.0 out of 10, Exceptional, (1)
Astonish Cathedral View
Room amenity
Siena Vip

Townhouse in Siena City Centre

Siena Vip
9.2 out of 10, Wonderful, (422)
"A great location!"
Canada
Cheryl
The price is 3.675.808 ₫
4.166.644 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Siena Vip
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
Panoramic Cottage, 1 Bedroom | Exterior
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
Food court
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 4.844.033 ₫
5.452.356 ₫ total
includes taxes & fees
18 Jan - 19 Jan 2026
La Locanda di San Francesco
Front of property
Casa Ciseri

Apartment in Siena City Centre

Casa Ciseri
9.8 out of 10, Exceptional, (9)
"Very nice stay!"
United States
Danielle
The price is 6.919.103 ₫
7.734.269 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Casa Ciseri
Exterior
PALAZZO DEL PAPA

Townhouse in Siena City Centre

PALAZZO DEL PAPA
9.6 out of 10, Exceptional, (96)
"Hamza was so wonderful and accommodating, would definitely stay here again!"
United States
Elise
The price is 5.042.261 ₫
5.669.742 ₫ total
includes taxes & fees
27 Dec - 28 Dec
PALAZZO DEL PAPA
1 treatment room, massages
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 6.083.233 ₫
6.815.600 ₫ total
includes taxes & fees
27 Dec - 28 Dec
Casanova - Panoramic Rooms and Suites
Food and drink
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 5.279.808 ₫
5.992.672 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Hotel San Gregorio
Dining room
Villa Liberty TownHouse

Aparthotel in Siena Historical Center

Villa Liberty TownHouse
10.0 out of 10, Exceptional, (4)
"Amazing place in a perfect location. "
Canada
Ben
The price is 10.818.723 ₫
11.993.535 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Villa Liberty TownHouse
Superior Double Room, 1 Queen Bed, Private Bathroom, City View | Egyptian cotton sheets, premium bedding, down duvets, minibar
B&B Palazzo del Magnifico

Townhouse in Siena City Centre

B&B Palazzo del Magnifico
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
Suite Bernardo, Panoramica al terzo piano senza ascensore | Terrace/patio
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 2.241.890 ₫
2.589.334 ₫ total
includes taxes & fees
23 Jan - 24 Jan 2026
PienzaLettings Suites
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 6.995.848 ₫
7.819.352 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Il Tosco
Exterior
Bargello Accommodation

Apartment in Siena City Centre

Bargello Accommodation
9.0 out of 10, Wonderful, (2)
"Positives: Good location for exploring Siena and easy to find. Support was good during our stay if we had issues. Negatives: At entrance to the main square so noisy. Ear plugs are essential at night to offset noisy restaurants til 1am. Teenagers singing at 3am. Bins at 7am. Shower was ridiculously small. TVs were old, if you want internet bring HDMI lead. Lounge area not cosy. Lighting poor in lounge for reading."
United Kingdom
Anonymous traveller
Bargello Accommodation
Seasonal outdoor pool
Albergo Diffuso Borgo Santo

Aparthotel in Asciano

Albergo Diffuso Borgo Santo
The price is 6.779.040 ₫
7.611.013 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Albergo Diffuso Borgo Santo
Exterior
THE MONNA LISA RESORT

Townhouse in Arezzo

THE MONNA LISA RESORT
9.6 out of 10, Exceptional, (8)
"Massimiliano was a great host, but we were the only guests and the restaurant was closed. The hotel was basically unmanaged. It should not have been listed as a hotel. "
United States
Bart
The price is 3.907.752 ₫
4.483.410 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
THE MONNA LISA RESORT
Monolocale Exclusive, vista città, secondo 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 2.490.927 ₫
2.863.275 ₫ total
includes taxes & fees
9 Jan - 10 Jan 2026
TuscanyLettings Studio&Room
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 Armaiolo Hotel Reviews

Hotel Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"The room was spotlessly clean, the staff were welcoming and helpful, and the breakfast was delicious!"
Kenneth 3-night trip
Posted 2 days ago
Hotel Chiusarelli

Frequently asked questions

Are there holiday rentals in Armaiolo?

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

How many holiday rentals will I find in Armaiolo?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Armaiolo stay.

What’s there to see and do in Armaiolo?

While exploring the area, visit family-friendly sights like Siena Circuit, or get outside and enjoy nature at Terme Antica Querciolaia. San Giovanni Terme Rapolano and Villa a Sesta Polo Club are a couple of places you'll find in the wider area.

What’s a holiday rental in Armaiolo like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Armaiolo. Holiday rentals feature extras 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 provide a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for a family trip.