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

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Check availability on Asciano 5 Star Hotels

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Asciano 5-star hotels

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 hallway with a checkered floor, arched windows, and a chandelier.
A large estate with a swimming pool, surrounded by lush greenery and hills.

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

Villa di Piazzano - Small Luxury Hotel of the World
Cortona
United States
lynda
£531
includes taxes & fees
15 Oct - 16 Oct
Villa di Piazzano - Small Luxury Hotel of the World
An interior with a grand arched ceiling, a large clock, and a central round table with chairs.
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 grand entrance with a revolving door, potted plants, and a classic stone facade.
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.

2. Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione
Siena City Centre
United States
Lisa
£275
includes taxes & fees
12 Nov - 13 Nov
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.
A terrace with stone walls, potted plants, and outdoor furniture overlooking a valley with a river and distant hills during sunset.

3. Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
Montalcino
United States
Melanie
£478
includes taxes & fees
3 Nov - 4 Nov
Castello di Velona Resort Thermal SPA & Winery
An aerial view of a large estate with multiple buildings, a swimming pool, and well-maintained gardens.
A spacious dining area with high ceilings and ornate ceiling decorations, featuring multiple tables set for dining.
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.
A spacious interior with a high arched ceiling, large windows, and a central seating area with chairs and tables.

4. Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala
Montepulciano
United States
Joseph
Precise Tale Poggio Alla Sala
A historic stone building with multiple windows and a courtyard.
An outdoor dining area with tables set for two, covered by large umbrellas, and a brick wall in the background.
A stone building with outdoor seating and a garden with roses.
A pool area with lounge chairs and a service person attending to a guest.

5. Borgo San Felice Resort

Borgo San Felice Resort
Castelnuovo Berardenga
Canada
Cynthia
£614
includes taxes & fees
25 Oct - 26 Oct
Borgo San Felice Resort
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 kitchen with a large window, wooden ceiling, and a view of a forested area.
A modern living room with a white sofa, armchairs, and a coffee table.

6. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United States
Andon
£228
includes taxes & fees
15 Oct - 16 Oct
Chapter Chianti, a Member of Design Hotels
A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.
An outdoor dining area with stone buildings and a tower, illuminated by ambient lighting.
A stone building with a garden, tall trees, and a clear blue sky.
A restaurant with stone walls and a high ceiling, featuring tables set for dining.

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

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
United States
Michelle
£282
includes taxes & fees
30 Oct - 31 Oct
Castello di Spaltenna- Small Luxury Hotels of the World
A stone-walled room with a large arched doorway, a sofa, a table with a vase, and a view of the landscape.
An outdoor dining area with tables and chairs, large windows, and a view of the surrounding 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.

8. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
Montalcino
United States
Mohammed
£980
includes taxes & fees
3 Nov - 4 Nov
Castiglion del Bosco, A Rosewood Hotel
A large building with multiple rooms, surrounded by a field of lavender.
A swimming pool with lounge chairs and umbrellas, surrounded by stone buildings and trees.
An arched brick corridor leading to a dining area with tables set for a meal.
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
Scott
£325
includes taxes & fees
3 Nov - 4 Nov
Borgo Scopeto Wine & Country Relais
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 narrow hallway with a stone wall and a clock.

10. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
United States
MICHELLE
£227
includes taxes & fees
25 Oct - 26 Oct
Monastero di Cortona Hotel & Spa
A hotel room with a large bed, a vanity with a mirror, and a green archway.
A dining area with round tables, chairs, chandeliers, and large windows with curtains.
A covered outdoor seating area with a pool in the background.
A courtyard with a stone building featuring a bell tower, outdoor seating, and greenery.

11. Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
Siena
United States
Tulsi
£221
includes taxes & fees
9 Nov - 10 Nov
Hotel Certosa Di Maggiano
A hotel with a pool, outdoor seating, and a mountainous backdrop.
An aerial view of a large estate with a central building surrounded by manicured gardens, a swimming pool, and a fountain.
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.

12. Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany
Casole d'Elsa
United States
sarah
£801
includes taxes & fees
12 Nov - 13 Nov
Castello di Casole, A Belmond Hotel, Tuscany
A serene infinity pool with lounge chairs and umbrellas, surrounded by natural scenery and a clear view of distant mountains.
A rustic dining area with brick walls, hanging plants, and candle-lit tables.
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.

13. Borgo Santo Pietro

Borgo Santo Pietro
Chiusdino
United States
Rachel
£938
includes taxes & fees
31 Oct - 1 Nov
Borgo Santo Pietro
A stone building with arched windows, a grassy courtyard, and outdoor seating.
An aerial view of a residential property with multiple buildings, a swimming pool, and landscaped gardens.
A cozy living room with a sofa, a dining table with chairs, a hanging lamp, and a mirror on the wall.
A bedroom with a wooden ceiling, a stone wall, a bed, a desk, a chair, a sofa, and a window with curtains.

14. Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
Radda in Chianti
United States
Paul
£295
includes taxes & fees
22 Oct - 23 Oct
Pieve Aldina - Relais & Châteaux
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 spacious, well-lit restaurant with large windows, wooden tables, and potted plants.
A stone building with a red awning, potted plants, and a staircase leading to the entrance.

15. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
Cortona
United States
Qingwen
£292
includes taxes & fees
14 Nov - 15 Nov
Il Falconiere - Relais e Chateaux
A pool with a modern water feature and a stone structure.
An indoor swimming pool with clear glass walls, a tiled floor, and a stone wall with a mosaic pattern.
A wicker dining table set with breakfast items, a vase of flowers, and a scenic view.
A large, multi-story building with a swimming pool, surrounded by lush greenery.

16. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
Civitella Paganico
United States
Mike
£70
includes taxes & fees
20 Oct - 21 Oct
Mercure Petriolo Siena Terme Spa Hotel
A swimming pool with lounge chairs and a person in a patterned dress.
An indoor dining area with tables set for meals, stone walls, and hanging light fixtures.
A stone building with a swimming pool, surrounded by a well-maintained garden and a clear sky.
A stone staircase with candles and a sign reading "CANTINA".

17. Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World
Castelnuovo Berardenga
United Kingdom
G
£416
includes taxes & fees
13 Nov - 14 Nov
Castel Monastero - The Leading Hotels of the World
A restaurant with a glass ceiling, wicker hanging decorations, and a tiled floor.
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.
A rural property with terracotta-roofed buildings, a paved driveway, and lush greenery.

18. Borgo Vescine

Borgo Vescine
Radda in Chianti
United States
Natalie
£352
includes taxes & fees
4 Nov - 5 Nov
Borgo Vescine
A pool with a tree in the center, surrounded by a deck and a view of hills in the background.
Spa
A bar area with green walls, wooden stools, and a bar counter.
A table set for dining with a scenic view of hills in the background.

19. La Posta Hotel & Thermal Spa

La Posta Hotel & Thermal Spa
San Quirico d'Orcia
United States
Anna
£298
includes taxes & fees
11 Nov - 12 Nov
La Posta Hotel & Thermal Spa
A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.
A table set for breakfast with various dishes, drinks, and a newspaper.
A pool area with lounge chairs and umbrellas, a large building in the background, and a view of the countryside.
A spacious living room with a high ceiling, exposed wooden beams, and a large arched brick structure. There are multiple seating areas with floral-patterned sofas and armchairs. A fireplace and bookshelves are visible in the background.

20. Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
United States
Cristina
£395
includes taxes & fees
26 Oct - 27 Oct
Hotel Le Fontanelle
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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 Executive

Hotel Executive

Via Nazareno Orlandi 32 Siena SI
£57
1 Nov - 2 Nov
includes taxes & fees
8.4/10 Very good! (555 reviews)
Hotel Executive
NH Siena

NH Siena

Piazza La Lizza 1 Siena SI
£89
9 Nov - 10 Nov
includes taxes & fees
NH Siena
Hotel Athena

Hotel Athena

P Mascagni 55 Siena SI
£97
13 Nov - 14 Nov
includes taxes & fees
Hotel Athena
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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
Rolling hills, a line of tall cypress trees, and a misty valley.

Top Asciano Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Gorgeous hotel in the heart of historic Siena."
Steven 1-night trip
Posted 1 day ago
Grand Hotel Continental Siena – Starhotels Collezione
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

10/10 Excellent
"Stunningly beautiful resort for a 3 day getaway with my parents to experience the best of Tuscany - everything was perfect and pictures worth a thousand words!"
DAvid 3-night trip
Posted 2 days ago
Precise Tale Poggio Alla Sala
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Beautiful quaint 1000 year old monastery turned into a hotel! The staff was extremely accommodating and we really enjoyed our stay. Very easy to get around all of Tuscany from this hotel."
Michelle 3-night trip
Posted 3 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Stunning property; a real representation of Tuscany with the long driveway of tall trees; staff was amazing; food was excellent; gardens, picturesque! We would highly recommend! Overall amazing !!!"
lynda 3-night trip
Posted 9 days ago
Villa di Piazzano - Small Luxury Hotel of the World

Find out more about Asciano

Frequently asked questions

What are the best 5-star hotels in Asciano?
Treat yourself to a stay at Castel Monastero. This is one of the best 5-star hotels in Asciano based on reviews by Expedia guests. From its plush guest rooms to its premium amenities and services, you can look forward to an exceptional guest experience.
How much does it cost to stay in a 5-star hotel in Asciano?
The amount you pay for a 5-star hotel in Asciano can vary based on when you want to travel and how long you plan to be away, among a range of factors. Take advantage of our price per night filter and other search tools to score the best deal on a high-end stay.
  • Search for the lowest price per night from £57
What makes a hotel 5 stars in Asciano?
From gourmet dining venues and 24-hour gyms to pools and deluxe bedding, the 5-star experience in Asciano is all about luxury and relaxation. But it calls for more than just top-notch conveniences to get a 5-star rating. Accommodation also have to offer exceptional guest-centric services like massage treatments, dry cleaning and laundry and room service any time night or day.

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