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Our top choices for Asciano castles




1. CASTELLO NELLE CRETE
CASTELLO NELLE CRETESiena
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)
"Picture yourself in a century-old castle high on a hill in the heart of Tuscany. Your surroundings are those of a majestic Monet painting. Birds humming, and the smell of fresh croissants fills the air. A cup of hot cappucino is being brought to you by the most professional but always smiling and always friendly staff .No you're not dreaming, you and your family of 30 are guests at Villa Leonina,
Every room has an ensuite bathroom with daily maintenance and fresh towels. The kitchen and...
"Picture yourself in a century-old castle high on a hill in the heart of Tuscany. Your surroundings are those of a majestic Monet painting. Birds humming, and the smell of fresh croissants fills the air. A cup of hot cappucino is being brought to you by the most professional but always smiling and always friendly staff .No you're not dreaming, you and your family of 30 are guests at Villa Leonina,
Every room has an ensuite bathroom with daily maintenance and fresh towels. The kitchen and...joanne s.
$17,224 nightly
The price is $17,224
$17,224 total
Nov 8 - Nov 9
Total with taxes and fees
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.
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.
Learn more about Asciano
Terracotta-hued buildings line the medieval streets where you'll find the impressive Basilica of Sant'Agata and Museo Palazzo Corboli. Rent bikes to explore the surrounding Val d'Orcia's cypress-dotted hills, or join cooking classes to master traditional Tuscan pasta recipes.

Top reviews in Asciano




Hotel Certosa Di Maggiano
Hotel Certosa Di MaggianoSiena
10/10 Excellent
A stay not to be missed ! The service was excellent. The grounds are amazing !
A stay not to be missed ! The service was excellent. The grounds are amazing !
Anonymous traveler




Castiglion del Bosco, A Rosewood Hotel
Castiglion del Bosco, A Rosewood HotelMontalcino
10/10 Excellent
Unique property well maintained and quite
Serene , great staff
Unique property well maintained and quite
Serene , great staff
KEDARNATH




The Club House
The Club HouseCastelnuovo Berardenga
10/10 Excellent
Wonderful hotel. Privacy was awesome
Clean sauna, amazing food
Entrance to hotel was not easy. Bumpy roads, get early to hotel before dark
Wonderful hotel. Privacy was awesome
Clean sauna, amazing food
Entrance to hotel was not easy. Bumpy roads, get early to hotel before dark
debbie




Villa Le Prata - Residenza del Vescovo
Villa Le Prata - Residenza del VescovoMontalcino
10/10 Excellent
Amazing gem in the Montalcino nearby area in the heart of Tuscany! The place is beautiful with a very interesting history and never hurts that it is in a winery to enjoy great Brunello while there. Minnie the manager was simply amazing with endless tips, information, and help. Thank you!
Amazing gem in the Montalcino nearby area in the heart of Tuscany! The place is beautiful with a very interesting history and never hurts that it is in a winery to enjoy great Brunello while there. Minnie the manager was simply amazing with endless tips, information, and help. Thank you!
Valentin Y.




Lupaia
LupaiaTorrita di Siena
10/10 Excellent
This was the most amazing place to stay! This was our favorite stop on a 30-day trip to Greece, Italy and Switzerland. The surrounding countryside is stunning. Our room had a Turkish Bath - what a fun experience. We were a couple of weeks in to our vacation, and we were ready for some down time. Having a private little garden, overlooking the Tuscan hillside was WONDERFUL. The dinner we had on site was one of the best of our entire trip. Breakfast in the morning was an incredible display...
This was the most amazing place to stay! This was our favorite stop on a 30-day trip to Greece, Italy and Switzerland. The surrounding countryside is stunning. Our room had a Turkish Bath - what a fun experience. We were a couple of weeks in to our vacation, and we were ready for some down time. Having a private little garden, overlooking the Tuscan hillside was WONDERFUL. The dinner we had on site was one of the best of our entire trip. Breakfast in the morning was an incredible display...
KC Traveler




Hotel Villa Marsili
Hotel Villa MarsiliCortona Old Town
10/10 Excellent
Impressive!
Impressive!
Kim




Palazzo di Valli
Palazzo di ValliSiena
10/10 Excellent
We stayed 3 nights at Palazzo di Valli in late April 2022. The property is beautiful and located in a quiet residential area just south of the city's center. It sits on a hill overlooking a valley, and has it's own orchard and flower gardens. Instead of waking up to the sound of motorcycles and delivery trucks under your window, we woke up to chirping birds. Hosts Lorenzo and Giancarlo were wonderful, offering us recommendations, and helping arrange reservations and transportation. It's a bit of...
We stayed 3 nights at Palazzo di Valli in late April 2022. The property is beautiful and located in a quiet residential area just south of the city's center. It sits on a hill overlooking a valley, and has it's own orchard and flower gardens. Instead of waking up to the sound of motorcycles and delivery trucks under your window, we woke up to chirping birds. Hosts Lorenzo and Giancarlo were wonderful, offering us recommendations, and helping arrange reservations and transportation. It's a bit of...
Joan




Capanna Suites
Capanna SuitesMontalcino
10/10 Excellent
This hotel set the bar EXTREMELY high for our 2 week vacation. The staff is truly invested in making sure your stay is superb. This is a relatively new-build hotel for Tuscany, but it’s built to look traditional with modern twists. Our room was very spacious and had a modern shower and changing closet. The bed and pillows were very comfortable. The pool is beautiful and the spa house is great. Currently you have to book the spa access a day ahead due to covid precautions; you get 1 hour to...
This hotel set the bar EXTREMELY high for our 2 week vacation. The staff is truly invested in making sure your stay is superb. This is a relatively new-build hotel for Tuscany, but it’s built to look traditional with modern twists. Our room was very spacious and had a modern shower and changing closet. The bed and pillows were very comfortable. The pool is beautiful and the spa house is great. Currently you have to book the spa access a day ahead due to covid precautions; you get 1 hour to...
Anonymous traveler




Castello La Leccia
Castello La LecciaCastellina in Chianti
10/10 Excellent
We loved this place and it was by far the best place we stayed during our time in Italy. The property is breathtaking and the service/staff is amazing. All the food we had was phenomenal and fresh. The wine is to die for. This is the type of place that is so good that you almost don’t want to tell people about it to keep it secret. Hope to be back again someday.
We loved this place and it was by far the best place we stayed during our time in Italy. The property is breathtaking and the service/staff is amazing. All the food we had was phenomenal and fresh. The wine is to die for. This is the type of place that is so good that you almost don’t want to tell people about it to keep it secret. Hope to be back again someday.
Sarah




Castello Banfi - Il Borgo - Relais et Chateaux
Castello Banfi - Il Borgo - Relais et ChateauxMontalcino
10/10 Excellent
Castello Banfi - Il Borgo is either a great place to anchor your restoration or to invigorate your exploration.
There's plenty to do on property: a wine tour through the high-tech wine production facility; wine tasting overlooking the Tuscan landscape (you have a substantial selection to choose from); lounging by the pool overlooking the many acres of grape vines, olive and plum trees, and the hills beyond; a visit to their glass museum; an intimate cooking class with one of the top Chefs in...
Castello Banfi - Il Borgo is either a great place to anchor your restoration or to invigorate your exploration.
There's plenty to do on property: a wine tour through the high-tech wine production facility; wine tasting overlooking the Tuscan landscape (you have a substantial selection to choose from); lounging by the pool overlooking the many acres of grape vines, olive and plum trees, and the hills beyond; a visit to their glass museum; an intimate cooking class with one of the top Chefs in...
Greg




Casa Franci Montalcino
Casa Franci MontalcinoMontalcino
10/10 Excellent
Fantastic accommodations, friendly and helpful staff
Fantastic accommodations, friendly and helpful staff
Jim




Agriturismo San Sano
Agriturismo San SanoGaiole in Chianti
10/10 Excellent
Absolutely beautiful! I wish we could have stayed longer. So quiet and peaceful after the city. Staff were amazing and owner on site. Nice restaurant a short stroll away. Great place to relax and have solitude. If you want to get around away from the property you will need a car. Nice pool and great views.
Absolutely beautiful! I wish we could have stayed longer. So quiet and peaceful after the city. Staff were amazing and owner on site. Nice restaurant a short stroll away. Great place to relax and have solitude. If you want to get around away from the property you will need a car. Nice pool and great views.
Angela




Villa del Sole Siena
Villa del Sole SienaSiena City Centre
10/10 Excellent
The hotel is set in a wonderful location and everyone working here is so kind. Our room overlooked Siena and the view was stunning. Our breakfast each morning was delicious as well. We would stay here again for sure.
The hotel is set in a wonderful location and everyone working here is so kind. Our room overlooked Siena and the view was stunning. Our breakfast each morning was delicious as well. We would stay here again for sure.
Linna




La Posta Hotel & Thermal Spa
La Posta Hotel & Thermal SpaSan Quirico d'Orcia
10/10 Excellent
A beautiful and relaxing stay. The breakfast, the thermal baths, all wonderful. The staff is warm and welcoming. The area has some small restaurants (highly recommend Leone only) and a bodega close by. You will love the views!
A beautiful and relaxing stay. The breakfast, the thermal baths, all wonderful. The staff is warm and welcoming. The area has some small restaurants (highly recommend Leone only) and a bodega close by. You will love the views!
Diane




Hotel Palazzetto Rosso
Hotel Palazzetto RossoSiena City Centre
10/10 Excellent
A Beautiful and Unique Stay in the Heart of Siena!
Our stay at Hotel Palazzetto Rosso was an incredible experience! The atmosphere was absolutely amazing, with stunning medieval architecture that perfectly captures the historic charm of Siena. The hotel beautifully blends its centuries-old character with modern comforts, creating a truly unique and memorable experience.
The staff was exceptionally friendly and accommodating, especially when it came to our late arrival. They went above and...
A Beautiful and Unique Stay in the Heart of Siena!
Our stay at Hotel Palazzetto Rosso was an incredible experience! The atmosphere was absolutely amazing, with stunning medieval architecture that perfectly captures the historic charm of Siena. The hotel beautifully blends its centuries-old character with modern comforts, creating a truly unique and memorable experience.
The staff was exceptionally friendly and accommodating, especially when it came to our late arrival. They went above and...
Thomas




Mastrojanni Relais - Small Luxury Hotels of the World
Mastrojanni Relais - Small Luxury Hotels of the WorldMontalcino
10/10 Excellent
Beautiful property and five star service. We loved everything about our stay!
Beautiful property and five star service. We loved everything about our stay!
Suelina




Relais degli Angeli
Relais degli AngeliSiena City Centre
10/10 Excellent
Stained here at the end of an eight day trip around Italy. This hotel was head and shoulders above the others I visited, it is a boutique hotel of seven rooms. Our room was a suite. It was bigger than many apartments, with a large living room with daybed, a beautiful master bathroom with jetted tub and separate shower with jets overhead as well as side jets, ample closet storage, fridge, and safe. The rooms here have antique furniture and hand painted ceilings. I loved the breakfast on the...
Stained here at the end of an eight day trip around Italy. This hotel was head and shoulders above the others I visited, it is a boutique hotel of seven rooms. Our room was a suite. It was bigger than many apartments, with a large living room with daybed, a beautiful master bathroom with jetted tub and separate shower with jets overhead as well as side jets, ample closet storage, fridge, and safe. The rooms here have antique furniture and hand painted ceilings. I loved the breakfast on the...
Susie




Podere Brizio
Podere BrizioMontalcino
10/10 Excellent
Wonderful, beautiful property! The rooms are immaculate and nicely decorated. Breakfast is bountiful with wonderful homemade tarts, breads, frittatas. Do not miss dining in the restaurant for dinner. We had several dinners among the best of our 3 week trip to Italy. The staff is very professional, friendly and passionate about their job. Thank you Vito and Caterina for going above and beyond expectations and making our stay one I will never forget. We are already planning our return.
Wonderful, beautiful property! The rooms are immaculate and nicely decorated. Breakfast is bountiful with wonderful homemade tarts, breads, frittatas. Do not miss dining in the restaurant for dinner. We had several dinners among the best of our 3 week trip to Italy. The staff is very professional, friendly and passionate about their job. Thank you Vito and Caterina for going above and beyond expectations and making our stay one I will never forget. We are already planning our return.
Sharon




Relais Villa Grazianella - UNA Esperienze
Relais Villa Grazianella - UNA EsperienzeMontepulciano
10/10 Excellent
We were the only guests for 2 nights out of 3, at this lovely B&B on the estate of one of the best wineries in Tuscany. We had sumptuous room with a living room, bedroom and bathroom (nice shower!) all to ourselves. The staff were local women, who made a wonderful breakfast every day and told us of the life in Tuscany. The place was spotless, the food great, and it was so relaxing to come " home" to the vineyards every night, after seeing hordes of people in the towns we explored. One could...
We were the only guests for 2 nights out of 3, at this lovely B&B on the estate of one of the best wineries in Tuscany. We had sumptuous room with a living room, bedroom and bathroom (nice shower!) all to ourselves. The staff were local women, who made a wonderful breakfast every day and told us of the life in Tuscany. The place was spotless, the food great, and it was so relaxing to come " home" to the vineyards every night, after seeing hordes of people in the towns we explored. One could...
RAP




Monastero di Cortona Hotel & Spa
Monastero di Cortona Hotel & SpaCortona Old Town
10/10 Excellent
This property was stunning. Gorgeous views westward over the rolling Tuscan hills, paired with a cozy spa and relaxing outdoor pool were the perfect setting for a portion of our honeymoon. The staff was very friendly/helpful and management certainly does a superb job maintaining this historical setting.
This property was stunning. Gorgeous views westward over the rolling Tuscan hills, paired with a cozy spa and relaxing outdoor pool were the perfect setting for a portion of our honeymoon. The staff was very friendly/helpful and management certainly does a superb job maintaining this historical setting.
Eric
