Top 10 Hotels in Chianti Region from ￥9,651 - Competitive Prices

A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

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Our top choices for Chianti Region hotels

A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.

An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.

A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.

1. La Certosa di Pontignano

Castelnuovo Berardenga

Leslie

￥14,443

￥17,320 total

includes taxes & fees

Oct 26 - Oct 27

A stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.

A cozy living room with a stone fireplace, striped sofas, and a coffee table.

A dining area with a stone wall, wooden beams, and a table set for four with wine glasses and plates.

A stone building with a courtyard, a covered seating area, and a small bell tower.

2. Borgo di Pietrafitta Relais

Castellina in Chianti

Alejandro

￥14,170

￥16,304 total

includes taxes & fees

Oct 20 - Oct 21

A person pouring a liquid from a bottle into a glass.

A modern interior with a yellow sofa, blue armchair, and a dining area with chairs and a table.

A glass table with a sandwich and a drink, a yellow sofa, and a fireplace with flames.

A modern building with a glass facade, a car parked in front, and a well-lit entrance area.

3. Moody smart & comfy Hotel

Terranuova Bracciolini

Rocco

￥17,736

￥20,047 total

includes taxes & fees

Sep 27 - Sep 28

A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.

A landscaped garden with a swimming pool, a vineyard in the background, and a stone pathway.

An aerial view of a property with a swimming pool, a sun terrace, and a vineyard in the background.

A courtyard with a stone building, wooden pergola, and raised garden beds with various plants.

4. Hotel Villa Campomaggio

Radda in Chianti

Dario

￥29,381

￥33,394 total

includes taxes & fees

Oct 18 - Oct 19

A swimming pool with a view of a historic building surrounded by olive trees.

An outdoor café with tables and chairs, surrounded by stone walls and greenery.

A stone building with a circular tower, a gravel pathway, and a metal archway leading to a wooden door.

A formal dining room with a long table set for a meal, ornate ceiling, and classical architecture.

5. Castello di Meleto

Gaiole in Chianti

Vinesh

￥35,996

￥41,029 total

includes taxes & fees

Sep 27 - Sep 28

An indoor courtyard with stone flooring, arched columns, and tables set up for dining.

A historic building with a stone facade, arched entrance, and a wooden balcony.

A modern spa area with a wooden sauna, a glass-enclosed shower, and a marble-floored pool.

An indoor swimming pool with clear glass walls, wooden beams, and large windows.

6. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Ana

￥17,814

￥19,954 total

includes taxes & fees

Oct 26 - Oct 27

A modern bedroom with a wooden floor, a bed with a headboard, a window with curtains, and a shower area with a towel rack.

A modern living room with leather furniture, a glass coffee table, and a white brick wall.

A rectangular swimming pool with lounge chairs and umbrellas, surrounded by trees and greenery.

A modern hotel room with a bed, a desk, a chair, and a TV.

7. Park Hotel Chianti

Tavarnelle Val di Pesa

Manuel

￥13,549

￥15,979 total

includes taxes & fees

Oct 12 - Oct 13

A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.

A woman sitting on a chair in a room with a staircase, a wall-mounted light, and a tiled floor.

A pathway lined with wooden fences and benches, leading to a covered seating area with tables and chairs.

A table with breakfast items, a clear view of the countryside, and a white umbrella.

8. Villa I Barronci Resort & Spa

San Casciano in Val di Pesa

Juan Antonio

￥14,395

￥16,909 total

includes taxes & fees

Oct 26 - Oct 27

A spacious lobby with a reception desk, seating area, and a large vase.

A hotel room with a large bed, two armchairs, a small table with a tray of breakfast items, a television, and curtains.

A patio with a round table and chairs, potted plants, and a view of the building's interior.

A hotel room with two beds, a desk with a computer, a chair, and a tray of breakfast items.

9. Hotel Valdarno

Montevarchi

Emmanuel

￥19,055

￥20,961 total

includes taxes & fees

Oct 7 - Oct 8

A hotel entrance with a glass facade, a brown awning, and a garden with pink flowers.

A spacious lobby with a reception desk, a staircase with a glass railing, and a wooden floor.

A bar area with wooden bar stools, a counter with bottles, and a tiled floor.

A spacious living area with a sofa, a coffee table, and a view of buildings through large windows.

10. Hotel La Vecchia Cartiera

Colle di Val d'Elsa

Sheila

￥12,460

￥14,243 total

includes taxes & fees

Sep 27 - Sep 28

A person sitting by a swimming pool with a stone building in the background.

An indoor dining area with stone walls, tables set with tablecloths and chairs, and hanging pendant lights.

A stone building with a wooden door and an arched window.

A sunset scene with a person holding a child, benches, and umbrellas in a park setting.

11. Hotel Borgo di Cortefreda Relais

Tavarnelle Val di Pesa

Sergey

￥20,975

￥24,148 total

includes taxes & fees

Oct 24 - Oct 25

A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.

A historic stone building with a large arched window and a small balcony.

A stone archway leading to a window with a view of tall trees and a distant landscape.

A stone building with a tower, surrounded by people dining at tables with candles.

12. Castello di Tornano Wine Resort

Gaiole in Chianti

Austin

￥22,591

￥26,283 total

includes taxes & fees

Oct 27 - Oct 28

A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.

A reception area with a wooden ceiling, a reception desk, and seating.

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

A rustic outdoor setting with a stone building, round tables, and outdoor seating.

13. Chapter Chianti, a Member of Design Hotels

Cavriglia

Samay

￥42,997

￥48,372 total

includes taxes & fees

Oct 8 - Oct 9

A rustic outdoor dining area with a stone wall, wooden benches, and a table set for two.

A white vehicle parked in front of a building with a stone facade and arched windows, surrounded by gravel and greenery.

A bathroom with a bathtub, a window with a view of a vineyard, and a small table with a bottle and glasses.

A building with a brick facade, arched entrance, and multiple windows covered in green ivy.

14. Tenuta CorteDomina

Radda in Chianti

Dustin

￥41,206

￥46,043 total

includes taxes & fees

Oct 5 - Oct 6

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.

An aerial view of a residential property with multiple buildings, a swimming pool, and landscaped gardens.

15. Pieve Aldina - Relais & Châteaux

Radda in Chianti

Paul

￥57,459

￥64,637 total

includes taxes & fees

Oct 21 - Oct 22

An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.

A bar area with brick arches, wooden barrels, leather seating, and a wine rack.

A building with arched windows, a courtyard with a pond, and a metal fence.

16. Hotel Casafrassi

Castellina in Chianti

Rita

￥9,609

￥11,645 total

includes taxes & fees

Sep 27 - Sep 28

A narrow stone pathway leading to a rustic building with a wooden door and a window.

A stone building with wooden shutters, a bench, and hanging purple flowers.

A cozy living room with a striped sofa, a wooden coffee table, and a bookshelf.

A cozy living room with a fireplace, wooden beams, and comfortable seating.

17. Castello di Fonterutoli Wine Resort

Castellina in Chianti

Saion

￥28,184

￥31,719 total

includes taxes & fees

Sep 27 - Sep 28

A stone building with a circular window and a door, surrounded by purple flowers.

A stone building with a tiled roof, arched windows, and a well-maintained lawn.

A bottle of wine and two glasses on a windowsill with a vineyard view.

A stone building with a tiled pathway leading to a large planter.

18. La pietra del cabreo

Greve in Chianti

Jorge Aaron

￥49,690

￥55,377 total

includes taxes & fees

Oct 15 - Oct 16

A wicker chair, a lantern, and a vase of flowers on a balcony with a mountain view.

A rustic stone building with a tiled roof, surrounded by lush greenery and white flowers.

A bedroom with a large bed, a bedside table, and a chair.

A pool area with a view of a hilly landscape.

19. Borgo Del Cabreo

Greve in Chianti

Brian

￥47,206

￥52,644 total

includes taxes & fees

Oct 11 - Oct 12

A building with a stone facade, a central arched doorway, and a window with a decorative frame.

A room with a glass table, a vase with flowers, a bottle of wine, and a chair.

A room with a view of a forest through a window, a table with a lamp, and a chair.

A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.

20. Dievole Wine Resort

Castelnuovo Berardenga

Marissa

￥49,984

￥56,416 total

includes taxes & fees

Oct 27 - Oct 28

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Vacation Rentals in Chianti Region

Townhouse

A villa with a swimming pool, outdoor seating, and a tennis court.

A pool area with lounge chairs and umbrellas, a stone planter with flowers, and a building with balconies in the background.

An aerial view of a property with a swimming pool, tennis court, and vineyard.

A hotel room with a bed, a nightstand, a lamp, and a view of a landscape through a window.

Villa Curina Resort

Castelnuovo Berardenga

"Beautiful resort in the hills, lovely and charming room, incredibly spacious."

Residence

A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

A pool area with a view of vineyards and hills.

A buffet setup with various baked goods and pastries, including a bundt cake, arranged on a wooden table with a stone wall background.

An outdoor dining area with tables and chairs, a pergola structure, and potted plants.

Riserva di Fizzano Residence

Castellina in Chianti

"Great place to stay in Tuscany! Very nice breakfast also!"

Aparthotel

A stone building with a garden in front.

A view through a window with a metal grid, featuring a stone building, greenery, and a clear sky.

A courtyard with stone walls, potted plants, and a metal fence.

A stone building with a bell tower, arched windows, and a gravel driveway.

Borgo Argenina

Gaiole in Chianti

"What an amazing place. We enjoyed it so much."

Townhouse

A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

A group of people toasting with wine glasses at a table with a view of the countryside.

A stone-walled sauna with a wooden interior and a hot tub in the foreground.

A restaurant with tables set for dining, large windows offering a view of the landscape, and a wooden ceiling structure.

Villa di Sotto

Castelnuovo Berardenga

"Great spot"

Residence

A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

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

A stone wall with a metal railing, overlooking a valley with trees and distant hills.

An open dining area with a table set for breakfast, a view of the outdoors, and a rustic brick archway.

Villa San Filippo

Barberino Val d'Elsa

"This place was beautiful, quiet like a picture you’d see in the movies"

Vacation Home

A bedroom with a large bed, a wooden ceiling, and a brick archway.

An outdoor patio with wicker furniture, stone walls, and a view of the landscape.

A villa with a swimming pool surrounded by a garden, set in a rural landscape with vineyards in the background.

A villa with a swimming pool surrounded by olive trees and a vineyard in the background.

Borgo Argiano

Castelnuovo Berardenga

"Amazing staff, clean room, amazing pool!"

Residence

A table with breakfast items and a view of rolling hills.

A grassy area with a stone wall and a wooden fence.

A large, modern building with a blue roof, surrounded by lush green fields and trees.

A bedroom with a bed, a bedside table with a lamp, a chair, and a view of a balcony with wooden shutters.

Chianti Village Morrocco

Tavarnelle Val di Pesa

"It’s seen its best day a while ago. Basic necessities for an overnight, but I wouldn’t choose it again."

Townhouse

An arched entrance with a lantern above, flanked by two potted plants.

A table set for two with wine glasses and a bottle, overlooking a scenic landscape.

A hammock suspended between trees in a garden with a view of a hilly landscape.

A bedroom with a four-poster bed, a sofa, a dining table with chairs, and a large painting on the wall.

Villa il Fedino

San Casciano in Val di Pesa

"Tha parking was easy on the property. It was within walking distance to the villages with shops, restaurants and cafes. The best part was the staff. The owners were incredibly helpful, friendly and made you feel like family. Breakfast outside was lovely overlooking the hills of Tuscany. We met many people and had lovely conversations with other travelers during breakfast. A gem in Tuscany."

Townhouse

An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

A swimming pool surrounded by lush greenery and a forested hillside.

A dining area with tables set for meals, a bar area with shelves of bottles, and a wooden cabinet.

A stone building with arched windows and a balcony overlooking a garden with lavender plants.

B&B La Fonte del Machiavelli

San Casciano in Val di Pesa

"Beautiful location, beautiful rooms. Host is very friendly and accommodating."

Townhouse

A stone building with a tiled roof, multiple windows, and a prominent tower.

A clear blue swimming pool with lounge chairs and umbrellas, surrounded by trees and a clear sky.

A rustic interior with a wooden dining table, a fireplace, a sofa, and a staircase.

A hotel room with a bed, two bedside lamps, a TV, a window with curtains, a wooden wardrobe, and a tray with glasses and a bottle.

Rocca di Castagnoli

Gaiole in Chianti

"It was wonderful to stay in a castle in Tuscany no less Every person we met was attentive and kind We were staying near friends and didn’t hang around the grounds much or use the pool but everything seemed well kept It’s really a place to retreat to eat at and sleep at which served our purpose well "

Townhouse

A cozy living room with a stone wall, a wine rack, and two sofas.

A wooden deck with a pool, lounge chairs, and a small table with towels.

A spa room with a bathtub, candles, towels, and a bottle of wine.

A dining area with white tables and chairs, stone walls, and large windows with curtains.

Villa Cassia di Baccano

Loro Ciuffenna

"The staff were great and the villa was amazing"

Townhouse

A garden with a stone pathway, wooden benches, and various potted plants.

A patio area with outdoor furniture, a table set for dining, and a large umbrella providing shade.

A room with two beds, a desk with a chair, a television, and a window with curtains.

An aerial view of a residential area with a large house, a swimming pool, and surrounding greenery.

Antico Borgo il Cardino

San Gimignano

"It was perfect for my one night stop before moving on to another location in Toscana."

Townhouse

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

San Casciano in Val di Pesa

"Me and my girlfriend really did enjoy this property. Both host were very friendly and welcoming to us. We both did enjoy the feel at Home environment. We would definitely come back here on a future trip. Big shout out to the host for the wonderful cook meals. Great to know a bit about them as well."

Villa

An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and dense trees.

A staircase leading to a room with a stone wall, a green chair, a sofa, and a view through a large window.

A stone building with a swimming pool and outdoor seating.

A bedroom with a stone wall, a bed with a white bedspread, a television mounted on the wall, and a window with curtains.

Relais Badia a Passignano

Tavarnelle Val di Pesa

"A beautiful estate in a scenic Chianti location. The villa was freshly renovated and perfect for a few days of relaxation and wine tours."

Townhouse

A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

A living room with a blue sofa, a coffee table, and a potted plant.

A bedroom with a stone wall, a large mirror, a bed with white linens, a potted plant, and a view through a window with curtains.

An outdoor dining area with a stone wall backdrop, metal chairs, and a table set with white tablecloths, plates, and glassware.

Terre di Baccio

Greve in Chianti

"Amazing property and room, only issue is it’s very understaffed so it’s hard to get anything without chasing down workers. They also don’t stay on the property so after like 11pm you’re on your own. Besides that it was a wonderful location and very peaceful."

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Stay near popular Chianti Region attractions

A spiral staircase with a person standing on it.

Antinori nel Chianti Classico

9.4/10 (16 reviews)

You can enjoy a tasting or tour at Antinori nel Chianti Classico during your travels to Bargino. Check out the churches and wineries in this walkable area.

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A grand, illuminated building with arched windows and a central fountain.

The Mall Luxury Outlet

8.8/10 (355 reviews)

During your visit to Leccio, you can search for that perfect souvenir at The Mall Luxury Outlet. Discover the acclaimed art scene and stunning cathedral in this walkable area.

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Tenuta Torciano Winery

9.2/10 (40 reviews)

You can enjoy a tasting or tour at Tenuta Torciano Winery during your travels to Ulignano. Discover the beautiful countryside and wineries in this quaint area.

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Verrazzano Castle

9.8/10 (10 reviews)

You can find out about the history of Greve in Chianti with a trip to Verrazzano Castle. Discover the area's countryside and wineries.

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Castle of Brolio

9.2/10 (44 reviews)

You can find out about the history of Gaiole in Chianti with a stop at Castle of Brolio. Discover the beautiful countryside and wineries in this walkable area.

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Castello di Albola

9.0/10 (9 reviews)

You can enjoy a tasting or tour at Castello di Albola during your travels to Radda in Chianti. Discover the beautiful countryside in this quaint area, or enjoy its local tours.

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Meleto Castle

8.6/10 (10 reviews)

Find out about the history of Gaiole in Chianti when you spend time at Meleto Castle. Discover the beautiful countryside in this walkable area, or enjoy its local tours.

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Piazza Matteotti

9.4/10 (21 reviews)

Find out about the history of Greve in Chianti when you take a trip to Piazza Matteotti. Discover the beautiful countryside in this quaint area, or enjoy its local tours.

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Learn more about Chianti Region

Take a sightseeing trip of Tuscany's renowned wine region and visit its vineyards, wineries, ancient churches, castles and hilltop villages.

See all hotels in Chianti Region

Terraced vineyards on a hillside, a small village, and rolling green hills.

Top Chianti Region Hotel Reviews

Fattoria di Vegi

10/10 Excellent

"This is a newly renovated and opened property cared for by a wonderful family. Everything has been taken care of down to the last detail. The food is delicious, the rooms are well appointed and till we thoroughly enjoyed exploring the property and every interesting nook! There's lots to do including a ping pong table and a beautiful pool. My only regret was not staying longer"

Castello Vicchiomaggio

8/10 Good

"Really liked the location! Helpful staff."

Villa Il Palagio

10/10 Excellent

"The check in went great and the property is amazingly managed, a beautiful villa in the hills of Tuscany. It felt magic just walking to it, I would absolutely recommend renting a car if you want to go into Florence often."

Hotel Villa Campomaggio

10/10 Excellent

"Great hotel"

Hu Norcenni Girasole Village

10/10 Excellent

"Perfect can’t fault it. Maybe a bigger train/bus at peak times would help. Lovely restaurant, bars, ice cream. Clean swimming pools. Good, kind, friendly staff. Safe place. Clean accommodation. Peaceful environment. Must take mosquito treatment as they’re bad out here. Lovely bonus is the pump at the pools to pump donuts up. Can’t fault it. Will 100000% return."

Salvadonica - Borgo del Chianti

10/10 Excellent

"Beautiful escape weekend. I would go back again and again. The staff was amazing. Food was incredible."

Relais Vignale & Spa

10/10 Excellent

"Beautiful small medieval town with castle and narrow streets. Close to wineries but not much else to do….location is very beautiful on top of hill."

Park Hotel Chianti

10/10 Excellent

"The staff are very helpful and kind."

Palagina la Dimora

8/10 Good

"Nice property to relax. Pool is nice. Breakfast is meh but works. Room was spacious although felt outdated and lacking lighting. Some staff were very helpful while some could have been more friendly."

More cheap stays in Chianti Region

Villa Norcenni Aparthotel

Via Norcenni 7 Figline e Incisa Valdarno FI

￥8,529

￥9,651 total

Sep 27 - Sep 28

includes taxes & fees

Villa Castiglione

Via Colle Ramole 20 Impruneta FI

￥21,649

￥24,351 total

Sep 27 - Sep 28

includes taxes & fees

8.6/10 Excellent! (276 reviews)

Agriturismo Il Caggio di Sotto

Loc. Il Caggio di Sotto, 26 Colle di Val d'Elsa SI

Get rates

9.6/10 Exceptional! (16 reviews)

Castello di Pratelli

Via Di Pratelli 1/a Figline e Incisa Valdarno FI

Get rates

9.2/10 Wonderful! (5 reviews)

Hotel Albergo Italia

Via Trento, 36 Poggibonsi SI

Get rates

Quercia Al Poggio

Strada Di Quercia Al Poggio 4 Barberino Tavarnelle FI

Get rates

Hotels in Chianti Region with star-rating

Explore a world of travel with Expedia

Car rental Greve in Chianti

Book Hotels in Chianti Region on Expedia.it

Find hotels in Chianti Region from ￥9,651

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Chianti Region

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Chianti Region hotels

1. La Certosa di Pontignano

2. Borgo di Pietrafitta Relais

3. Moody smart & comfy Hotel

4. Hotel Villa Campomaggio

5. Castello di Meleto

6. Villa Casagrande Resort & SPA

7. Park Hotel Chianti

8. Villa I Barronci Resort & Spa

9. Hotel Valdarno

10. Hotel La Vecchia Cartiera

11. Hotel Borgo di Cortefreda Relais

12. Castello di Tornano Wine Resort

13. Chapter Chianti, a Member of Design Hotels

14. Tenuta CorteDomina

15. Pieve Aldina - Relais & Châteaux

16. Hotel Casafrassi

17. Castello di Fonterutoli Wine Resort

18. La pietra del cabreo

19. Borgo Del Cabreo

20. Dievole Wine Resort

Vacation Rentals in Chianti Region

Villa Curina Resort

Riserva di Fizzano Residence

Borgo Argenina

Villa di Sotto

Villa San Filippo

Borgo Argiano

Chianti Village Morrocco

Villa il Fedino

B&B La Fonte del Machiavelli

Rocca di Castagnoli

Villa Cassia di Baccano

Antico Borgo il Cardino

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

Relais Badia a Passignano

Terre di Baccio

Stay near popular Chianti Region attractions

Antinori nel Chianti Classico

The Mall Luxury Outlet

Tenuta Torciano Winery

Verrazzano Castle

Castle of Brolio

Castello di Albola

Meleto Castle

Piazza Matteotti

Learn more about Chianti Region

Top Chianti Region Hotel Reviews

Fattoria di Vegi

Castello Vicchiomaggio

Villa Il Palagio

Hotel Villa Campomaggio

Hu Norcenni Girasole Village

Salvadonica - Borgo del Chianti

Relais Vignale & Spa

Park Hotel Chianti

Palagina la Dimora

More cheap stays in Chianti Region

Villa Norcenni Aparthotel

Villa Castiglione

Agriturismo Il Caggio di Sotto

Castello di Pratelli

Hotel Albergo Italia

Quercia Al Poggio

Hotels in Chianti Region with star-rating

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