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Oct 30 - Nov 1
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Nov 6 - Nov 8

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Our top choices for Armaiolo hotels

A villa with a swimming pool, outdoor seating, and a tennis court.

1. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (83 reviews)
"Beautiful resort in the hills, lovely and charming room, incredibly spacious."
United States
Deanna
$132 nightly
The price is $149
Oct 31 - Nov 1
Total with taxes and fees
Villa Curina Resort
A table set for dining with a scenic view of rolling hills and distant mountains.

2. Castello di Leonina Relais

Castello di Leonina Relais
4.0 star property
Asciano
9.2 out of 10, Wonderful, (164 reviews)
"Beautiful place, great food, easy to access location! Loved our stay!"
United States
Brooke
$85 nightly
The price is $100
Nov 5 - Nov 6
Total with taxes and fees
Castello di Leonina Relais
A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.

3. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (579 reviews)
"Great location amazing place"
United States
Rodolfo
$87 nightly
The price is $105
Nov 28 - Nov 29
Total with taxes and fees
La Certosa di Pontignano - Place of Charme
A room with a piano, stone walls, a wooden cabinet, and a bench.

4. Antico Granaione

Antico Granaione
Rapolano Terme
9.8 out of 10, Exceptional, (62 reviews)
"old fashion building, clean and affordable"
United States
Irene
$81 nightly
The price is $94
Nov 5 - Nov 6
Total with taxes and fees
Antico Granaione
A covered outdoor seating area with white chairs and tables, overlooking a scenic landscape with mountains and trees.

5. Il Verreno

Il Verreno
Ambra
9.8 out of 10, Exceptional, (76 reviews)
"Amazing stay!! Beautiful view, best food and staff goes out of their way yo help out!!"
Canada
Minna
$183 nightly
The price is $206
Oct 31 - Nov 1
Total with taxes and fees
Il Verreno
A terrace with multiple sun loungers and a scenic view of green fields and hills.

6. Precise House Montaperti Siena

Precise House Montaperti Siena
4.0 star property
Asciano
8.4 out of 10, Very good, (622 reviews)
"Superb breakfast, staff excellent, facilities great."
United Kingdom
ben
$82 nightly
The price is $96
Nov 30 - Dec 1
Total with taxes and fees
Precise House Montaperti Siena
A stone building with a courtyard and a canal.

7. Palazzo Brandano

Palazzo Brandano
Trequanda
9.4 out of 10, Exceptional, (107 reviews)
"Large rooms, helpful staff, delicious breakfast at a very reasonable price. There’s no water by the hotel, as seen in the picture. It’s located on a very old walled town… quite quaint."
Canada
Peter
$50 nightly
The price is $58
Nov 30 - Dec 1
Total with taxes and fees
Palazzo Brandano
A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.

8. Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
9.8 out of 10, Exceptional, (114 reviews)
"Beautiful area"
Australia
Glen
$66 nightly
The price is $77
Nov 5 - Nov 6
Total with taxes and fees
Agriturismo San Sano
An outdoor patio area with wicker furniture, a table, and a lamp.

9. Il Monte

Il Monte
3.0 star property
Monte San Savino
8.6 out of 10, Excellent, (41 reviews)
"Staff went above and beyond to make my stay enjoyable"
United States
Thomas
$80 nightly
The price is $92
Nov 2 - Nov 3
Total with taxes and fees
Il Monte
A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.

10. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
9.2 out of 10, Wonderful, (141 reviews)
"Amazing property, with helpful welcoming staff. A hotel you won’t forget!"
United States
Karina
$161 nightly
The price is $186
Nov 2 - Nov 3
Total with taxes and fees
Castello di Tornano Wine Resort
A modern interior with a decorative wall, a bed with pillows, and a small table with a lamp.

11. Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA
4.0 star property
Arezzo
8.6 out of 10, Excellent, (183 reviews)
"Breakfast great , staff great "
United States
Luis Mauricio
$72 nightly
The price is $85
Nov 29 - Nov 30
Total with taxes and fees
Il Gentiluomo Hotel & SPA
A pool area with lounge chairs and umbrellas, surrounded by greenery and a historic building in the background.

12. Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World
5.0 star property
Castelnuovo Berardenga
9.0 out of 10, Wonderful, (147 reviews)
"The staff were excellent throughout — very friendly, attentive and always happy to help. Our room was lovely, comfortable and beautifully presented. Overall, we had a very enjoyable stay."
United Kingdom
G
$506 nightly
The price is $568
Nov 9 - Nov 10
Total with taxes and fees
Castel Monastero - The Leading Hotels of the World
An outdoor dining area with tables and chairs under canopies, surrounded by greenery and a building with a tiled roof.

13. Hotel Apogeo

Hotel Apogeo
3.0 star property
Sinalunga
8.4 out of 10, Very good, (123 reviews)
"Very good spot for the price. Very friendly staff."
Netherlands
Paul
$99 nightly
The price is $111
Oct 31 - Nov 1
Total with taxes and fees
Hotel Apogeo
A courtyard with a lemon tree, potted plants, and a building with arched windows.

14. Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
4.0 star property
Scacciapensieri
9.2 out of 10, Wonderful, (474 reviews)
"Beautiful grounds, great breakfast buffet, swimming pool would be nice in the summer time. We enjoyed the veranda in the sunshine of October. Staff at the front desk was very friendly and helpful."
Canada
Anita
$130 nightly
The price is $149
Oct 31 - Nov 1
Total with taxes and fees
Villa Scacciapensieri Boutique Hotel
A pool with a wooden deck and lounge chairs, surrounded by trees and hills in the background.

15. Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
9.0 out of 10, Wonderful, (51 reviews)
"Most beautiful and relaxing place on the planet😁"
United States
Marko
$100 nightly
The price is $114
Oct 31 - Nov 1
Total with taxes and fees
Fattoria Pieve a Salti
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

16. Hotel Casafrassi

Hotel Casafrassi
4.0 star property
Castellina in Chianti
8.2 out of 10, Very good, (247 reviews)
"Absolutely loved our stay here. The property is beautiful and the staff are lovely. The best value stay we had on our Italy trip. Can hear the horses whilst lying by the pool and the house has a very friendly ginger cat too!"
United Kingdom
Stuart
$67 nightly
The price is $74
Oct 31 - Nov 1
Total with taxes and fees
Hotel Casafrassi
A pathway lined with trees and a large pot in the center.

17. Villa Montarioso

Villa Montarioso
Montarioso
8.8 out of 10, Excellent, (144 reviews)
"One of the best places during our stay in italy"
Canada
Michael
$76 nightly
The price is $89
Nov 15 - Nov 16
Total with taxes and fees
Villa Montarioso
A villa with a swimming pool, terraced garden, and a view of distant mountains.

18. Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (83 reviews)
"The natural surroundings and views around the agriturismo were beautiful, making our stay truly enjoyable. The tours and dinner options provided are excellent as well — I highly recommend taking part in them."
Japan
RYO
$139 nightly
The price is $157
Nov 19 - Nov 20
Total with taxes and fees
Agriturismo Il Macchione
A hot tub with two people, surrounded by trees and a wooden deck.

19. 2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
$237 nightly
The price is $267
Nov 2 - Nov 3
Total with taxes and fees
2 Cuori e 1 Yurta Glamping in Toscana
A table set for breakfast with a scenic view of hills and a cloudy sky.

20. Palazzo di Valli

Palazzo di Valli
3.0 star property
Siena
9.6 out of 10, Exceptional, (440 reviews)
"Ideal location for quiet views of the Tuscan landscape. An easy walk into Siena. Lovely setting with attentive and friendly staff. Breakfast was adequate—good!"
United States
Luanne
$107 nightly
The price is $122
Nov 10 - Nov 11
Total with taxes and fees
Palazzo di Valli
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 Athena

Hotel Athena

8/10 Good
"Hotel was fine, the staff need to communicate through what port to enter to avoid ZTL fine!! We got fined since we didn’t know. A lady staff was kind enough to email police department not to fine but it didn’t work. The hotel is on the edge of the ZTL zone and you need to enter through “San Marco” port!!"
ALLEN 2-night trip
Posted 11 hours ago
Hotel Athena

More cheap stays in Armaiolo

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
The price is $52 total per night from Nov 30 to Dec 1
$52 total
per night
Nov 30 - Dec 1
7.8/10 Good! (259 reviews)

Frequently asked questions

What is the best area to stay in Armaiolo?
The best area to stay in Armaiolo is within the historic village itself, particularly around the central piazza.

The village of Armaiolo is a small, well-preserved medieval hilltop settlement characterized by its stone buildings, narrow cobblestone streets, and panoramic views of the Tuscan countryside. The central piazza serves as the heart of the village, often with a small church and a local gathering spot. It's designed for a quiet and immersive experience, with most accommodations being restored historic properties.

Couples looking for a romantic and secluded escape will find Armaiolo ideal. The village offers a tranquil setting for enjoying the beauty of Tuscany, with opportunities for leisurely walks through the olive groves and vineyards right outside the village walls. Many accommodations in this area feature private terraces or gardens with stunning views, superb for quiet evenings.

Travelers seeking a peaceful retreat will also appreciate the calm of Armaiolo. It's a place to unwind and enjoy the slower pace of rural Italian life, with easy access to scenic drives through the Val di Chiana and visits to nearby historic towns like Siena, which is a short drive away.
When is the best time to go to Armaiolo?
The best time to visit Armaiolo, Tuscany, is during the spring (April to June) and fall (September to October) months.

Spring in Armaiolo offers pleasant temperatures, blooming landscapes, and fewer crowds than the peak summer season. The countryside is lush and green, making it ideal for scenic drives, leisurely walks through vineyards, and enjoying outdoor meals. This period is particularly good for couples looking for a romantic getaway without the intense summer heat.

Fall brings comfortable weather, the grape harvest season, and vibrant autumn colors across the Tuscan hills. This is an excellent time for food and wine enthusiasts, as many local festivals celebrate the harvest, truffles, and olive oil. Families will find the cooler temperatures more comfortable for exploring the area's historical towns and engaging in outdoor activities.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Armaiolo.
How much is the nightly rate at a Armaiolo hotel?
Prices for hotels in Armaiolo often vary, but you can find a great deal from $52 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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