Rolling hills, a line of tall cypress trees, and a misty valley.

Asciano 5 Stars Hotels

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Check availability on Asciano 5 Star Hotels

Tonight
Sep 12 - Sep 13
Tomorrow
Sep 13 - Sep 14
Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27

Our top choices for Asciano 5-star hotels

An interior with a grand arched ceiling, a large clock, and a central round table with chairs.
An outdoor dining setup with a table set for two, surrounded by candles and greenery, with a historic building in the background.
A grand hallway with high ceilings, ornate columns, and a central chandelier. There are seating areas with tables and chairs, and a large potted plant in the middle.
A spacious lobby with a high ceiling, ornate columns, and a central chandelier. There are multiple seating areas with chairs and tables, and a large potted plant in the center.

1. Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione
Siena City Centre
United States
Lisa
NT$17,352
NT$19,454 total
includes taxes & fees
Oct 12 - Oct 13
Grand Hotel Continental Siena – Starhotels Collezione
A stone building with a pool overlooking a mountainous landscape.
A stone pathway leading to a gate with tall cypress trees on either side, illuminated by soft lighting.
A dining area with a table and chairs, a vase with flowers, and a view of the countryside through an arched window.

2. Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
Montalcino
United States
Song
NT$24,169
NT$26,952 total
includes taxes & fees
Sep 27 - Sep 28
Castello di Velona Resort Thermal SPA & Winery
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.
An outdoor dining area with tables set for a meal, surrounded by greenery and trees.
A buffet with various food items, a vase of flowers, and a mirror reflecting the room.
A large estate with a swimming pool, surrounded by lush greenery and hills.

3. Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World
Cortona
United Kingdom
Rushab
NT$22,315
NT$24,841 total
includes taxes & fees
Sep 30 - Oct 1
Villa di Piazzano - Small Luxury Hotel of the World
An aerial view of a large estate with multiple buildings, a swimming pool, and well-maintained gardens.
A large estate with multiple buildings, a swimming pool, and expansive green fields.
A spacious interior with a high arched ceiling, large windows, and a central seating area with chairs and tables.
A cozy lounge area with a green sofa, a wooden coffee table, wicker chairs, and a view of a lush landscape through an arched doorway.

4. Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala
Montepulciano
United States
Mark
NT$16,232
NT$18,075 total
includes taxes & fees
Sep 30 - Oct 1
Precise Tale Poggio Alla Sala
A historic stone building with multiple windows and a courtyard.
A pool area with lounge chairs and a service person attending to a guest.
A room with a large window overlooking a landscape with trees and hills. There are two upholstered sofas with a patterned rug in the center.
A stone building with outdoor seating and a garden with roses.

5. Borgo San Felice Resort

Borgo San Felice Resort
Castelnuovo Berardenga
Canada
Cynthia
NT$22,724
NT$25,364 total
includes taxes & fees
Oct 11 - Oct 12
Borgo San Felice Resort
A stone-walled room with a large arched doorway, a sofa, a table with a vase, and a view of the landscape.
An open archway leading to a kitchen with a wooden ceiling, a hanging lantern, and a tiled backsplash.
An aerial view of a villa with a swimming pool, terraced gardens, and a stone pathway.
An outdoor dining area with tables and chairs, large windows, and a view of the surrounding landscape.

6. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
Montalcino
United States
Talib
NT$75,080
NT$82,955 total
includes taxes & fees
Oct 8 - Oct 9
Castiglion del Bosco, A Rosewood Hotel
A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.
A restaurant with stone walls and a high ceiling, featuring tables set for dining.
A room with a large window offering a view of a hilly landscape. There is a sofa with patterned upholstery and a lamp on a side table.
An outdoor dining area with stone buildings and a tower, illuminated by ambient lighting.

7. Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
United States
Rama
NT$13,214
NT$14,903 total
includes taxes & fees
Oct 5 - Oct 6
Castello di Spaltenna- Small Luxury Hotels of the World
A terrace with sun loungers, stone walls, and potted plants.
A historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.
A spacious lobby with a high ceiling, a grand chandelier, and a staircase leading to an upper level.
A pool area with lounge chairs, a hot tub, and a view of mountains.

8. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
United States
Gennadiy
NT$12,684
NT$14,246 total
includes taxes & fees
Sep 27 - Sep 28
Monastero di Cortona Hotel & Spa
A large building with multiple rooms, surrounded by a field of lavender.
An arched brick corridor leading to a dining area with tables set for a meal.
A swimming pool with lounge chairs and umbrellas, surrounded by stone buildings and trees.
An outdoor dining area with tables set for a meal, a sign indicating a wine list, and a view of the landscape.

9. Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
Castelnuovo Berardenga
United States
Hannah
NT$18,250
NT$20,442 total
includes taxes & fees
Oct 8 - Oct 9
Borgo Scopeto Wine & Country Relais
A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.
A rustic outdoor setting with a stone building, round tables, and outdoor seating.
A modern living room with a white sofa, armchairs, and a coffee table.
A bar area with a high ceiling, wooden beams, and a bar counter with stools.

10. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United Kingdom
Samay
NT$8,809
NT$9,911 total
includes taxes & fees
Oct 6 - Oct 7
Chapter Chianti, a Member of Design Hotels
A pool with a modern water feature and a stone structure.
A buffet table with various desserts and a long dining area with tables and chairs.
A wicker dining table set with breakfast items, a vase of flowers, and a scenic view.
An indoor swimming pool with clear glass walls, a tiled floor, and a stone wall with a mosaic pattern.

11. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
Civitella Paganico
United States
Mike
NT$2,747
NT$3,022 total
includes taxes & fees
Sep 13 - Sep 14
Mercure Petriolo Siena Terme Spa Hotel
A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.
A person standing at the entrance of a building with a stone staircase leading up to a door.
A person in a swimming pool with a view of trees and mountains through a window.
A stone building with a red awning, potted plants, and a staircase leading to the entrance.

12. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
Cortona
United States
Qingwen
NT$17,028
NT$19,025 total
includes taxes & fees
Sep 29 - Sep 30
Il Falconiere - Relais e Chateaux
A serene infinity pool with lounge chairs and umbrellas, surrounded by natural scenery and a clear view of distant mountains.
A bathroom with a bathtub, a chandelier, and a view of the outdoors.
A rustic interior with a chandelier, wooden furniture, and large windows offering a view of the outdoors.
A rustic dining area with brick walls, hanging plants, and candle-lit tables.

13. Borgo Santo Pietro

Borgo Santo Pietro
Chiusdino
United States
Rachel
NT$57,061
NT$63,133 total
includes taxes & fees
Oct 2 - Oct 3
Borgo Santo Pietro
A stone building with arched windows, a grassy courtyard, and outdoor seating.
A bedroom with a wooden ceiling, a stone wall, a bed, a desk, a chair, a sofa, and a window with curtains.
A person relaxing in a clear pool surrounded by natural scenery.
A cozy living room with a sofa, a dining table with chairs, a hanging lamp, and a mirror on the wall.

14. Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
Radda in Chianti
United Kingdom
Anthony
NT$11,773
NT$13,243 total
includes taxes & fees
Sep 30 - Oct 1
Pieve Aldina - Relais & Châteaux
A courtyard with a stone building featuring a bell tower, outdoor seating, and greenery.
A hotel room with a large bed, a vanity with a mirror, and a green archway.
A covered outdoor seating area with a pool in the background.
A courtyard with a bell tower, a well-maintained lawn, and outdoor seating.

15. Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
Siena
United States
Tulsi
NT$13,752
NT$15,495 total
includes taxes & fees
Sep 13 - Sep 14
Hotel Certosa Di Maggiano
A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.
A pool area with lounge chairs and umbrellas, a large building in the background, and a view of the countryside.
A table set for breakfast with various dishes, drinks, and a newspaper.
A restaurant with stone pillars, wooden beams, and white tablecloths. Tables are arranged for dining.

16. Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
Canada
Briana
NT$17,971
NT$20,135 total
includes taxes & fees
Oct 5 - Oct 6
Hotel Le Fontanelle
A hotel with a pool, outdoor seating, and a mountainous backdrop.
A cozy living room with a stone wall, wooden beams, a sofa, a coffee table, and a view through open doors.
An outdoor patio with a stone wall, wooden table, chairs, potted plants, and a stone fireplace.
A bedroom with a stone archway, a bed, a chair, a table, and a window with curtains.

17. Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany
Casole d'Elsa
United States
sarah
NT$62,400
NT$68,713 total
includes taxes & fees
Sep 28 - Sep 29
Castello di Casole, A Belmond Hotel, Tuscany
A restaurant with a glass ceiling, wicker hanging decorations, and a tiled floor.
A bedroom with a bed, a wooden chair, a desk with a lamp, and a wardrobe.
An indoor dining area with wooden tables and chairs, hanging baskets, and large windows offering a view of the outdoors.
An aerial view of a villa surrounded by vineyards, with a swimming pool and outdoor seating area.

18. Borgo Vescine

Borgo Vescine
Radda in Chianti
United States
Gabrielle
NT$28,831
NT$32,007 total
includes taxes & fees
Sep 19 - Sep 20
Borgo Vescine
A large estate with multiple buildings, a swimming pool, and expansive green fields.
A dining area with brick walls, large windows, and a rustic stone ceiling. Tables are set with white tablecloths and candles.
A restaurant with brick arches, white tablecloths, and floral centerpieces.
A swimming pool with a view of a hilly landscape, surrounded by trees and grass.

19. Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
Trequanda
United States
María
NT$5,593
NT$6,262 total
includes taxes & fees
Oct 13 - Oct 14
Borgo Sant'Ambrogio Resort
A pool with a tree in the center, surrounded by a deck and a view of hills in the background.
A bar area with green walls, wooden stools, and a bar counter.

20. La Posta Hotel & Thermal Spa

La Posta Hotel & Thermal Spa
San Quirico d'Orcia
United States
Anna
NT$16,407
NT$18,232 total
includes taxes & fees
Oct 11 - Oct 12
La Posta Hotel & Thermal Spa
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Asciano.
Hotel Athena

Hotel Athena

P Mascagni 55 Siena SI
NT$8,876
NT$9,947 total
Sep 30 - Oct 1
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
Hotel Athena
Four Points by Sheraton Siena

Four Points by Sheraton Siena

Via Antonio Lombardi 41 Siena SI
NT$5,075
NT$5,766 total
Oct 12 - Oct 13
includes taxes & fees
8.8/10 Excellent! (605 reviews)
Four Points by Sheraton Siena
Palazzo Ravizza

Palazzo Ravizza

Pian dei Mantellini 34 Siena SI
NT$8,057
NT$9,046 total
Sep 30 - Oct 1
includes taxes & fees
9.4/10 Exceptional! (854 reviews)
Palazzo Ravizza
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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.

See all hotels in Asciano
A dirt path leading through rolling green hills with distant trees and a clear blue sky.
Photo by Galyna V

Top Asciano Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Excellent location. Even though a walking only area, easy walk. Great service and breakfast was delicious. My only complaint is the included breakfast was only for 1 person."
Brittany 1-night trip
Posted 4 hours ago
Grand Hotel Continental Siena – Starhotels Collezione
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Truly a stunning boutique hotel that sits in the perfect place within the walled village of Cortana, Really enjoyed my 3 nights here mid trip. The staff have been trained exceptionally well. Zero pretention, impeccable service. The calm ( so quiet), amenities such as the spa and pool area, the breakfast and restaurants, and staff ( mgt, Eleanora, Matteo, Spa leads), attention to details, views from my window, coupled with the energy of the hotel are stand outs. Do treat yourself to a couple massages or treatments. Very fair pricing, and after all the walking and travel, so worth it. I had a massage my first day and my last, that were sandwiched between two other stays in Tuscany, SO glad I did. Tips: Little micro laundry place right at the bottom of the hill that was perfect to do my laundry for my last leg of my vacation. Day trip to Arezzo was so easy and amazing. Attended mass at 6pm on Sunday at a beautiful church above Cortana at the highest elevation. Lovely. They even have a little gift shop in the church. And the first weekend of the month there is a massive antiques fair in the Grand Piazza. 500 vendors. Recommend. There are other stunning boutique hotels within Cortano. Honestly feel this is your best pick. In off seasons this hotel may consider becoming a school of sorts for family businesses in the area, to act as a training academy of sorts for younger generation family members to ensure success."
Jolie 3-night trip
Posted 7 hours ago
Monastero di Cortona Hotel & Spa
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

8/10 Good
"Staying here was a wonderful and truly unique experience. The only reason I’m giving it 4 stars instead of 5 was because of the challenges we had with the air conditioning in our room. That said, the staff really did make an effort to find a workaround for us. While it wasn’t a perfect solution, it definitely helped, and we appreciated how responsive and accommodating they were. The hotel itself is an old castle, and that alone makes staying here such a special experience. The property is beautiful, incredibly charming, and very well maintained. You simply can’t replicate the character, history, and ambiance that come with staying in a property like this. The setting and surroundings are beautiful. It was definitely one of those experiences that felt uniquely Italian and added something special to our trip. My only recommendation would be to visit when the temperatures aren’t quite as hot. Given the age and historic nature of the property, I can appreciate that modernizing certain things like the air conditioning may not be as straightforward as it would be in a newer hotel. During cooler weather, I imagine our experience would have been close to perfect. Overall, we really enjoyed our stay and are glad we had the opportunity to experience such a beautiful and unique property. I would absolutely recommend it, just perhaps not during the hottest part of the summer!"
Ruth 3-night trip
Posted 3 days ago
Castello di Velona Resort Thermal SPA & Winery
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

10/10 Excellent
"Incredible stay in a beautiful location. The staff were amazing and the hospitality was top tier. We will most definitely be back. The recommendations given were brilliant and the room was stunning along with the rest of the hotel. We didn’t dine in the restaurant but our breakfast each morning was also wonderful."
Georgina 4-night trip
Posted 7 days ago
Precise Tale Poggio Alla Sala
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Such a fantastic property, the most amazing food and great surroundings. Just a thoroughly lovely experience."
Rushab 3-night trip
Posted 9 days ago
Villa di Piazzano - Small Luxury Hotel of the World

Frequently asked questions

What are the best 5-star hotels in Asciano?
If you're looking for a 5-star experience, Castel Monastero offers one of the best of them based on Expedia traveler reviews. Book a room at this Asciano getaway and get ready for first-rate service, upscale furnishings and world-class amenities.
How much does it cost to stay in a 5-star hotel in Asciano?
You'll find a range of pricing options for a 5-star hotel in Asciano on Expedia. How much you'll pay will depend on your vacation dates, length of your trip and other factors. Compare all of the available properties for your desired dates and make use of our pricing and other filters to land the perfect luxury stay.
  • Search for the lowest price per night from NT$5,766
What makes a hotel 5 stars in Asciano?
Flawless guest service is at the heart of every 5-star hotel in Asciano. From the minute you arrive, staff attend to your every need, whether answering room service calls 24/7 or providing in-room massages. Additionally, hotels must offer top-rate conveniences to meet the standard for a 5-star rating. These can include deluxe baths, an on-site spa, swimming pools, fine dining kitchens and knowledgeable concierge.

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