Luxury Hotels in Asciano

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Top 5 Luxury Hotels in Asciano at a glance

Castello di Leonina Relais — 4-star hotel in Asciano. Guest rating: 9.0/10 — Wonderful.
Precise House Montaperti Siena — 4-star hotel in Asciano. Guest rating: 8.4/10 — Very Good.
Hotel Borgo Casabianca — 4-star hotel in Asciano. Guest rating: 8.8/10 — Excellent.
Borgo San Felice Resort — 5-star hotel in Castelnuovo Berardenga. Guest rating: 9.8/10 — Exceptional.
Hotel Le Fontanelle — 5-star hotel in Castelnuovo Berardenga. Guest rating: 9.8/10 — Exceptional.

Luxury Hotels in Asciano

A table set for dining with a scenic view of rolling hills and distant mountains.

A brick building with a large arched entrance, a metal gate, and a wooden door.

An aerial view of a property with a swimming pool, surrounded by trees and a view of the countryside.

A courtyard with brick buildings, a column, and potted plants.

Castello di Leonina Relais

Asciano

Hot tub
Rooftop pool
Concierge services

$142

$164 total

includes taxes & fees

Aug 31 - Sep 1

A terrace with multiple sun loungers and a scenic view of green fields and hills.

A spacious living area with a wooden coffee table, a large potted plant, and a sofa.

An indoor swimming pool with lounge chairs and a view of the countryside.

A modern hotel room with a bed, a small table with a hat, a red chair, a window with curtains, and a bathroom with a glass shower enclosure.

Precise House Montaperti Siena

Asciano

Full-service spa
Poolside bar
Concierge services

$93

$110 total

includes taxes & fees

Aug 29 - Aug 30

An aerial view of a large estate with multiple buildings, a swimming pool, and well-maintained gardens.

An outdoor dining area with tables and chairs, surrounded by stone walls and trees.

A stone building with a garden featuring lavender and other plants.

A rustic dining area with round tables set for a meal, featuring exposed wooden beams and brick walls.

Hotel Borgo Casabianca

Asciano

Concierge services

$247

$279 total

includes taxes & fees

Sep 19 - Sep 20

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.

Borgo San Felice Resort

Castelnuovo Berardenga

2 restaurants
Full-service spa
Poolside bar
Concierge services
Boutique feel

$746

$833 total

includes taxes & fees

Aug 26 - Aug 27

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 restaurant with stone pillars, wooden beams, and white tablecloths. Tables are arranged for dining.

Hotel Le Fontanelle

Castelnuovo Berardenga

Full-service spa
Poolside bar
Concierge services

$629

$703 total

includes taxes & fees

Sep 21 - Sep 22

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 historic estate with a central courtyard, surrounded by lush gardens and vineyards.

An outdoor dining area with tables set for a meal, a sign indicating a wine list, and a view of the landscape.

Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

2 restaurants
Full-service spa
Poolside bar
Concierge services

$510

$573 total

includes taxes & fees

Aug 26 - Aug 27

A bed with white bedding and a decorative headboard with a floral pattern.

A courtyard with a stone building featuring a bell tower, outdoor seating, and greenery.

An aerial view of a historic building with a central tower, surrounded by lush greenery and a swimming pool.

A dining area with a wooden table set for four, surrounded by bamboo chairs.

Hotel Certosa Di Maggiano

Siena

Poolside bar
Concierge services

$537

$602 total

includes taxes & fees

Sep 7 - Sep 8

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 large estate with multiple buildings, a swimming pool, and expansive green fields.

Precise Tale Poggio Alla Sala

Montepulciano

Full-service spa
Poolside bar

$603

$670 total

includes taxes & fees

Aug 31 - Sep 1

A swimming pool with lounge chairs and a person in a patterned dress.

A person performing a yoga pose in a grassy area with a historic building in the background.

A courtyard with a swimming pool, stone buildings, and a lush green garden.

A restaurant with brick walls, wooden tables, and hanging lanterns.

Castel Monastero - The Leading Hotels of the World

Castelnuovo Berardenga

2 restaurants
Full-service spa
2 indoor pools
Concierge services

$642

$718 total

includes taxes & fees

Aug 31 - Sep 1

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 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.

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.

Grand Hotel Continental Siena – Starhotels Collezione

Siena City Centre

2 bars
Concierge services
Boutique feel

$414

$467 total

includes taxes & fees

Aug 27 - Aug 28

A pool with a tree in the center, surrounded by a deck and a view of hills in the background.

A table set for dining with a scenic view of hills in the background.

La Posta Hotel & Thermal Spa

San Quirico d'Orcia

Full-service spa
2 outdoor pools
Concierge services

$460

$512 total

includes taxes & fees

Aug 30 - Aug 31

A covered corridor with brick columns, potted plants, and a view of a lush landscape.

A spa area with a stone wall, a wooden ceiling, a red chair, a bathtub, and a fire pit.

A spacious room with a grand piano, a pool table, and a brick ceiling.

A cozy living room with a sofa, a TV, and a dining table with chairs. There is a kitchen area with a stove and sink.

Abbadia Sicille Relais

Trequanda

Hot tub
Outdoor pool

$182

$203 total

includes taxes & fees

Aug 30 - Aug 31

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.

A large estate with a swimming pool, surrounded by lush greenery and hills.

A hallway with a checkered floor, arched windows, and a chandelier.

A buffet with various food items, a vase of flowers, and a mirror reflecting the room.

Villa di Piazzano - Small Luxury Hotel of the World

Cortona

Poolside bar
Concierge services
Boutique feel

$646

$720 total

includes taxes & fees

Aug 27 - Aug 28

A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.

A stone building with a red awning, potted plants, and a staircase leading to the entrance.

A person in a swimming pool with a view of trees and mountains through a window.

A spacious, well-lit restaurant with large windows, wooden tables, and potted plants.

Il Falconiere - Relais e Chateaux

Cortona

Michelin star dining
Full-service spa
Poolside bar
Concierge services

$545

$608 total

includes taxes & fees

Aug 26 - Aug 27

A balcony with a view of a green landscape and a body of water.

A dining area with brick walls, large windows, and a rustic stone ceiling. Tables are set with white tablecloths and candles.

A swimming pool with a view of a hilly landscape, surrounded by trees and grass.

Borgo Sant'Ambrogio Resort

Trequanda

Pool
Free breakfast
Airport transfer
Pet friendly
Free parking
Free WiFi

$153

$172 total

includes taxes & fees

Aug 27 - Aug 28

A stone wall with a view of rolling hills and mountains.

A courtyard with stone buildings, potted plants, and outdoor seating.

A stone building with a swimming pool, lounge chairs, and umbrellas.

An outdoor dining area with tables and chairs, a flower arrangement, and a view of the countryside.

Castello Banfi - Il Borgo - Relais et Chateaux

Montalcino

2 restaurants
Poolside bar
Concierge services

$1,571

$1,740 total

includes taxes & fees

Aug 30 - Aug 31

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.

An aerial view of a rural village with traditional stone buildings, terraced fields, and a prominent villa with a swimming pool.

A modern living room with a white sofa, armchairs, and a coffee table.

Chapter Chianti, a Member of Design Hotels

Cavriglia

2 restaurants
Indoor pool
Concierge services

$397

$443 total

includes taxes & fees

Sep 8 - Sep 9

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 restaurant with stone walls and a high ceiling, featuring tables set for dining.

A stone building with a garden, tall trees, and a clear blue sky.

Castello di Spaltenna- Small Luxury Hotels of the World

Gaiole in Chianti

2 restaurants
Full-service spa
Poolside bar
Concierge services

$401

$453 total

includes taxes & fees

Sep 2 - Sep 3

A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.

A spacious dining area with wooden tables and chairs, a fireplace, and a modern kitchen in the background.

A vineyard landscape with rows of grapevines and a person holding a glass.

A person in a white hat and white top walking towards a building with a pool, surrounded by greenery and a hilly landscape.

Locanda le Piazze

Castellina in Chianti

Full-service spa
Poolside bar
Concierge services
Adults-only

$351

$394 total

includes taxes & fees

Sep 1 - Sep 2

A couple in a hot spring with a large rock formation in the background.

A hotel with a large building, a pool, and a landscaped garden.

A restaurant with a bar area, dining tables, and chairs, with a view of the outdoors.

A room with large windows offering a view of a garden with a yoga mat and a white cushion on the floor.

ADLER Thermae

San Quirico d'Orcia

Full-service spa
Poolside bar
Concierge services

$825

$913 total

includes taxes & fees

Sep 1 - Sep 2

See more properties

Top landmarks in Asciano

Crete Senesi

9.8/10 (12 reviews)

Crete Senesi is worth a visit when in central Asciano.

See properties

Monte Oliveto Maggiore Abbey

9.2/10 (12 reviews)

If you're planning a bit of sightseeing during your trip, head to Monte Oliveto Maggiore Abbey— just one of the landmarks located 4.1 mi (6.6 km) from central Asciano.

See properties

Museo Cassioli

The center of Asciano is home to cultural attractions like Museo Cassioli, so you might want to stop by during your stay. If you want to experience more of the culture Asciano has to offer, head to Crete Senesi, San Giovanni Terme Rapolano, and Monte Oliveto Maggiore Abbey.

See properties