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Our top choices for Ancaiano hotels

1. Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (79 reviews)
"Whole place felt amazing, staff was super! Def recommend!"
United States
Roberto Javier Sanz
The price is CA $225
CA $255 total
includes taxes & fees
Aug 2 - Aug 3
Relais la Costa - Dimora Storica

2. Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (46 reviews)
"One of our favorite stays in Italy! Few number of rooms which makes it feel very relaxing and comfortable. Staff was friendly and helpful."
Canada
Yael
The price is CA $167
CA $192 total
includes taxes & fees
Aug 27 - Aug 28
Hotel Ristorante La Dama nella Vigna

3. Hotel Palazzo dei Priori

Hotel Palazzo dei Priori
4.0 star property
Siena
8.8 out of 10, Excellent, (424 reviews)
"Staff very helpful, hotel was fine but very dated. The bathroom felt a little bit grubby. Had a few issues with the keys which were eventually solved, but no major problems. Good location, near to a major bus stop to go into central Siena. It’s worth noting that buses are quite unreliable in the evening so you may have to get a taxi back to the hotel (10-12 euros ish)."
United Kingdom
Louisa
The price is CA $120
CA $154 total
includes taxes & fees
Aug 6 - Aug 7
Hotel Palazzo dei Priori

4. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (551 reviews)
"Everything was perfect!"
United States
Edyta
The price is CA $131
CA $157 total
includes taxes & fees
Aug 23 - Aug 24
La Certosa di Pontignano

5. Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (219 reviews)
"Great Toscana hotel"
United States
Jose
The price is CA $212
CA $240 total
includes taxes & fees
Aug 25 - Aug 26
Villa Sabolini

6. Hotel Executive

Hotel Executive
4.0 star property
Scacciapensieri
8.4 out of 10, Very good, (545 reviews)
"Nice clean hotel. Breakfast ok. Good parking"
United Kingdom
Susan
The price is CA $98
CA $115 total
includes taxes & fees
Aug 6 - Aug 7
Hotel Executive

7. Four Points by Sheraton Siena

Four Points by Sheraton Siena
4.0 star property
Scacciapensieri
8.8 out of 10, Excellent, (599 reviews)
"Yes,breakfast menu was fresh. Parking area felt safe and convenient."
Canada
Keith
The price is CA $209
CA $238 total
includes taxes & fees
Aug 20 - Aug 21
Four Points by Sheraton Siena

8. Il Chiostro del Carmine

Il Chiostro del Carmine
Siena Historical Center
8.6 out of 10, Excellent, (926 reviews)
"Beautiful large room with incredible staff and great breakfast. Positively recommend the place."
United States
Elena
The price is CA $138
CA $159 total
includes taxes & fees
Aug 6 - Aug 7
Il Chiostro del Carmine

9. Hotel Chiusarelli

Hotel Chiusarelli
3.0 star property
Siena City Centre
8.8 out of 10, Excellent, (1,001 reviews)
"The Breakfast is delicious, the hotel is beautiful and great location"
United States
Clara
The price is CA $148
CA $171 total
includes taxes & fees
Aug 20 - Aug 21
Hotel Chiusarelli

10. Hotel Borgo San Luigi

Hotel Borgo San Luigi
4.0 star property
Monteriggioni
9.2 out of 10, Wonderful, (431 reviews)
"Magnificent property! Attentive staff with a fabulous restaurant! A great location, close to many places to explore."
United States
Thomas
The price is CA $281
CA $321 total
includes taxes & fees
Aug 30 - Aug 31
Hotel Borgo San Luigi

11. Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.4 out of 10, Very good, (60 reviews)
"Exceptional service, good breakfast "
United States
borjan
The price is CA $122
CA $142 total
includes taxes & fees
Aug 2 - Aug 3
Palace Hotel Due Ponti

12. Hotel Athena

Hotel Athena
4.0 star property
Siena Historical Center
9.2 out of 10, Wonderful, (1,011 reviews)
"Staff was very friendly and helpful"
United States
Amit
The price is CA $226
CA $257 total
includes taxes & fees
Aug 21 - Aug 22
Hotel Athena

13. Palazzo di Valli

Palazzo di Valli
3.0 star property
Siena
9.8 out of 10, Exceptional, (426 reviews)
"Wonderful staff, great recommendations, excellent breakfast, beautiful views."
United States
Payton
The price is CA $162
CA $186 total
includes taxes & fees
Aug 2 - Aug 3
Palazzo di Valli

14. Hotel Italia

Hotel Italia
3.0 star property
Camollia
9.2 out of 10, Wonderful, (1,004 reviews)
"Clean, comfortable rooms. Very friendly staff."
United States
Clayton
The price is CA $133
CA $155 total
includes taxes & fees
Aug 6 - Aug 7
Hotel Italia

15. Hotel Minerva

Hotel Minerva
3.0 star property
Siena City Centre
8.4 out of 10, Very good, (1,001 reviews)
"Great location with an amazing breakfast and very nice staff. I highly recommend it!"
United States
Yaffa
The price is CA $157
CA $181 total
includes taxes & fees
Jul 31 - Aug 1
Hotel Minerva

16. Palazzo Ravizza

Palazzo Ravizza
4.0 star property
Siena Historical Center
9.4 out of 10, Exceptional, (836 reviews)
"Loved our stay!"
United States
Kathleen
The price is CA $225
CA $256 total
includes taxes & fees
Aug 10 - Aug 11
Palazzo Ravizza

17. Villa del Sole Siena

Villa del Sole Siena
Siena City Centre
9.8 out of 10, Exceptional, (671 reviews)
"Great place to stay en Siena, walking distance to Al the town."
United States
leanne
The price is CA $240
CA $273 total
includes taxes & fees
Aug 29 - Aug 30
Villa del Sole Siena

18. Locanda Casalta

Locanda Casalta
Strove
8.0 out of 10, Very good, (1 review)
"Ein einfaches Hotel ohne besondere Komponenten. Eine gute Unterkunft für Erkundungen der Gegend. Das angebotene Frueststueck in einer benachbarten Bar, als kontineltal beschrieben, empfand ich als enttäuschend, da es in keiner Weise den üblichen Anforderungen entsprach, eher einer komfortlosen Nahrungsaufnahme. Das Zimmer selbst sowie das Bad waren sauber, aber schlicht."
Germany
Manfred August
The price is CA $158
CA $173 total
includes taxes & fees
Jul 31 - Aug 1
Locanda Casalta

19. Best Western Hotel San Marco

Best Western Hotel San Marco
3.0 star property
Siena
9.0 out of 10, Wonderful, (472 reviews)
"The breakfast is quite good."
United Kingdom
C.K.
The price is CA $164
CA $189 total
includes taxes & fees
Aug 3 - Aug 4
Best Western Hotel San Marco

20. Sangallo Park Hotel

Sangallo Park Hotel
3.0 star property
Vico Alto
9.0 out of 10, Wonderful, (617 reviews)
"Great hotel extremely helpful staff"
United Kingdom
Linda
The price is CA $132
CA $153 total
includes taxes & fees
Aug 30 - Aug 31
Sangallo Park Hotel
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Top Ancaiano Hotel Reviews

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Frequently asked questions

What is the best area to stay in Ancaiano?
The best area to stay in Ancaiano is within the historic hilltop town itself, particularly around the central Piazza della Cisterna and the surrounding narrow streets.

This area offers an authentic Tuscan experience, with properties often housed in beautifully restored medieval buildings. You'll find a delightful mix of local trattorias, wine bars, and artisan shops within easy walking distance. The town's layout means you're never far from a stunning viewpoint overlooking the rolling hills of the Tuscan countryside.

Couples looking for a romantic escape will find the historic centre particularly appealing. The evenings are quiet and intimate, superb for a leisurely dinner or a stroll through the lamp-lit alleys. Many accommodations here offer private terraces with breathtaking views, ideal for enjoying a glass of local wine.

For those travelling with family, staying within the town walls provides a convenient and central base. Children will enjoy exploring the ancient streets and the sense of history, and you'll find it easy to pop back to your accommodation for naps or snacks.
When is the best time to go to Ancaiano?
The best time to visit Ancaiano is typically during the spring (April to June) and autumn (September to October) months.

These periods offer pleasant weather, with warm days great for exploring the Tuscan countryside without the intense heat of summer. You'll find the landscapes particularly beautiful, with blooming wildflowers in spring and the rich colours of the harvest season in autumn. For those who appreciate good food and wine, autumn also brings grape and olive harvests, offering unique local experiences.

Couples often find these seasons ideal for a romantic getaway. The milder temperatures are great for leisurely strolls through vineyards, cycling along quiet country roads, or enjoying al fresco dining at local trattorias. Spring and autumn also tend to be less crowded than the peak summer months, allowing for a more relaxed and intimate experience.

For travellers looking for a more active holiday, spring and autumn are excellent for outdoor pursuits.
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 Ancaiano.
How much is the nightly rate at a Ancaiano hotel?
Prices for hotels in Ancaiano often vary, but you can find a great deal from CA $115 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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