Top 10 Hotels in Chianti Region from ￥10,959 - Competitive Prices

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

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Go beyond your typical stay in Chianti Region

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Pet friendly

Spa

Farm

Villa

Apartment

Apart hotel

Family friendly

Hot tub

Waterpark

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Our top choices for Chianti Region hotels

Breakfast included

Hotel

Pool

Farm

Bed & breakfast

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.

An interior corridor with arches, columns, and a brick wall.

1. La Certosa di Pontignano

Castelnuovo Berardenga

Edyta

￥10,750

￥13,302 total

includes taxes & fees

Sep 8 - Sep 9

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

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

A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and lush greenery, overlooking a valley.

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

2. Borgo di Pietrafitta Relais

Castellina in Chianti

Alejandro

￥18,901

￥21,529 total

includes taxes & fees

Sep 13 - Sep 14

A couple dining at an outdoor table with a view of the countryside.

A spacious room with high arched ceilings, a wooden dining table, chairs, and a bookshelf.

A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.

A room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.

3. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

￥27,679

￥31,555 total

includes taxes & fees

Aug 23 - Aug 24

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 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.

4. Pieve Aldina - Relais & Châteaux

Radda in Chianti

Matteo

￥95,911

￥106,979 total

includes taxes & fees

Aug 22 - Aug 23

A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.

A pool surrounded by lush greenery and vineyards, with a stone building in the background.

A stone building with a wooden door, outdoor seating, and a pergola with vines.

A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.

5. Agriturismo San Sano

Gaiole in Chianti

Paula

￥23,417

￥26,497 total

includes taxes & fees

Aug 26 - Aug 27

A large building with multiple rooms, surrounded by a field of lavender.

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

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.

6. Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Qingwen

￥80,992

￥90,937 total

includes taxes & fees

Aug 26 - Aug 27

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

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.

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

7. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Jason

￥24,633

￥27,835 total

includes taxes & fees

Aug 23 - Aug 24

An outdoor dining area with a pool, potted plants, and umbrellas.

A villa with a swimming pool, outdoor seating, and a garden.

An outdoor dining area with a table set for two, overlooking a pool and vineyard.

A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.

8. Relais Vignale & Spa

Radda in Chianti

tera

￥30,845

￥39,596 total

includes taxes & fees

Aug 21 - Aug 22

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

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.

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

9. Chapter Chianti, a Member of Design Hotels

Cavriglia

Samay

￥62,757

￥70,140 total

includes taxes & fees

Sep 17 - Sep 18

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.

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

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

10. Hotel Villa Campomaggio

Radda in Chianti

Gregory

￥28,694

￥32,670 total

includes taxes & fees

Aug 23 - Aug 24

A buffet with various food items and utensils.

A modern lobby with a reception desk, two seating areas with orange chairs, and a marble floor.

A hotel entrance with a sign reading "HOTEL il Viandante".

A hotel room with a large bed, bedside tables, a nightstand, a vase with flowers, a tray with pastries, a teapot, and a glass of orange juice.

11. Hotel Il Viandante

Terranuova Bracciolini

Michelle

￥15,773

￥21,042 total

includes taxes & fees

Aug 28 - Aug 29

A restaurant with a glass ceiling, wicker hanging decorations, and a tiled floor.

An aerial view of a villa surrounded by vineyards, with a swimming pool and outdoor seating area.

A bedroom with a bed, a wooden chair, a desk with a lamp, and a wardrobe.

A rural property with terracotta-roofed buildings, a paved driveway, and lush greenery.

12. Borgo Vescine

Radda in Chianti

David

￥112,530

￥125,261 total

includes taxes & fees

Aug 26 - Aug 27

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

A spacious living room with a high ceiling, large windows with diamond-patterned blinds, a sofa set, a coffee table, and a painting on the wall.

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

A pool area with a view of a hilly landscape.

13. Borgo Del Cabreo

Greve in Chianti

joseph

￥34,462

￥38,648 total

includes taxes & fees

Aug 21 - Aug 22

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

A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.

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.

14. Dievole Wine Resort

Castelnuovo Berardenga

Nicole

￥49,997

￥56,475 total

includes taxes & fees

Aug 26 - Aug 27

A wooden chair and table with a bottle and wine glass.

A historic building with a clock tower, surrounded by trees and a stone wall.

A circular pond with a wooden fence, surrounded by well-maintained bushes and trees.

A hotel room with a wooden desk, a television, two beds, and a large window with curtains.

15. B&B Poggiobonizio

Poggibonsi

ROBERT

￥11,326

￥13,197 total

includes taxes & fees

Aug 20 - Aug 21

A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.

A poolside area with lounge chairs and a view of the night sky.

A rustic stone building with a garden in front.

A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

16. Belvedere di San Leonino

Castellina in Chianti

Jess

￥25,603

￥29,270 total

includes taxes & fees

Aug 21 - Aug 22

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

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.

An aerial view of a castle with a courtyard, surrounded by vineyards and dense trees.

17. Castello di Meleto

Gaiole in Chianti

Vinesh

￥37,119

￥42,309 total

includes taxes & fees

Aug 20 - Aug 21

A person sitting in a corner of a room with tiled walls and a bench.

A poolside area with lounge chairs, umbrellas, and a swimming pool.

A covered outdoor dining area with tables and chairs, a pool, and a garden in the background.

A fountain in a park with tall trees and a clear sky.

18. Hotel Il Piccolo Castello

Monteriggioni

Ian

￥22,768

￥26,338 total

includes taxes & fees

Sep 1 - Sep 2

A spa area with a stone ceiling, a pool, and two sun loungers.

A buffet area with various fruits and a bar with bottles.

A luxurious room with ornate ceiling artwork, plush seating, and elegant lighting fixtures.

A courtyard with outdoor seating, stone walls, and a staircase.

19. Hotel Palazzo San niccolò & Spa

Radda in Chianti

gary

￥20,329

￥23,469 total

includes taxes & fees

Aug 23 - Aug 24

A person sitting in a hot tub with a waterfall feature in the background.

A dining area with tables and chairs, a chandelier, and wall-mounted lighting.

A spa area with wooden benches and a glass partition, a modern bathroom with a large sink, and a corridor leading to another room.

A tiled shower area with a square light fixture above the showerhead.

20. Hotel Palazzo San Lorenzo & SPA

Colle di Val d'Elsa

Elizabeth Ann Brand

￥29,128

￥32,780 total

includes taxes & fees

Aug 23 - Aug 24

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Vacation Rentals in Chianti Region

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

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.

Villa di Sotto

Castelnuovo Berardenga

"Great spot"

Apartment

A swimming pool with a clear blue water surface, surrounded by a well-lit deck area with outdoor seating.

A breakfast table with bowls of cereal, a glass of orange juice, and a cup.

A corridor with a tiled floor leading to a building with a white exterior and multiple windows.

A corridor with a vine-covered archway leading to a building entrance.

Villa Il Palagio

Rignano sull'Arno

"Our family of five enjoyed our time at the property very much. The rooms were comfortable and the surrounding area is beautiful. The pool is a huge plus to cool down and have a relaxing time. The Rignano train station nearby makes it easy to get around Italy, by connecting to Florence’s main station. Truly an asset. The A1 highway is also nearby connecting you within easy access to beautiful Tuscany. Restaurants in the area were very good also. I would definitely stay again at Vila Il...

Residence

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

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

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

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

Chianti Village Morrocco

Barberino Tavarnelle

"Front desk was very helpful and very comfortable room. "

Residence

An outdoor dining area with a table and chairs, surrounded by greenery and trees, overlooking a scenic landscape.

A large villa with a swimming pool, surrounded by lush greenery and a well-maintained lawn.

A poolside area with lounge chairs and umbrellas, a clear sky, and a view of the landscape.

A room with a large window, a cabinet, and a person sitting by the window.

Castello Del Nero - Podere San Filippo

Barberino Tavarnelle

"Beautiful peaceful place. There were mixed comments regarding the use of the hotel pool but just as an fyi you only have use of the podere pool. You do have a laundry that was very useful after a week of travel. The view was spectacular and the apartment was very comfortable."

Camping

An outdoor seating area with a sofa, tables, and chairs, surrounded by a wooden deck and a canopy.

A wooden cabin with a ladder, a small porch, and a table with chairs.

A restaurant interior with wooden beams, hanging plants, and a variety of seating arrangements.

A swimming pool with a stone wall and a building with outdoor seating and string lights.

Glamping Village Orlando in Chianti

Cavriglia

"Had an amazing stay and wished we'd had longer there"

Townhouse

A stone building with a yellow sign reading "b&b erioico".

A stone building with a wooden door and shutters, a sign reading "b.v. eroico", and a number "19" on the wall.

A hotel room with neatly folded towels on the bed, a wooden headboard, and a green pendant light.

A modern dining area with a wooden table, glass vases, and a staircase with glass railings.

L' Eroico

Gaiole in Chianti

"Monica is a very gracious host. We very much enjoyed our stay. The village is also very quaint and within walking distance. We appreciate the hospitality and highly recommend staying here if you’re coming to the area."

Aparthotel

A stone building with a tiled roof, a chimney, and a circular window.

A stone house with a red-tiled roof, surrounded by a well-maintained garden with various flowering plants and shrubs.

A stone staircase leading to a door, surrounded by a well-maintained garden with various plants and a clear view of the countryside.

A dining area with a table and chairs, a large vase with flowers, and a view through an open archway.

Podere il Pino

Poggibonsi

"Beautiful place to stay. Great for kids and has an amazing view. "

Townhouse

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

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

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

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

Antico Borgo il Cardino

San Gimignano

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

Camping

A pool area with a water slide and a stage for performances.

A wooden cabin with a deck, a dining area, and a lounge with a table and chairs.

A modern wooden cabin with a deck, surrounded by lush greenery and a clear sky.

A modern kitchen with a built-in microwave, a sink, and a small dining area with a table set for breakfast.

Hu Norcenni Girasole Village

Figline e Incisa Valdarno

"We all loved this place. It is conveniently close to Florence or Sienna so you can take a day trips if you get bored but there are plenty of activities on site. We wished we have reserved more days to stay but we will do that next year."

Residence

A breakfast buffet with various food items and beverages.

A stone staircase surrounded by lush greenery and trees, leading to a building in the distance.

A nighttime swimming pool with lounge chairs and tall trees.

A neatly made bed with a grey blanket and pillows, a bedside table with a lamp, a tray with a coffee pot, cups, and a book titled "L'ITALIA".

Residence Poggio del Golf

Impruneta

"Pool was a welcome treat after hard days touring, kitchenette and full fridge freezer was great, air con worked well, laundry a great bonus. Nice location Would recommend to friends"

Townhouse

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

A terrace with stone walls, two wooden chairs with cushions, and a table.

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.

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

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 "

Vacation Home

A historic stone building with a central tower, surrounded by well-manicured gardens and a gravel courtyard.

An outdoor dining area with tables and chairs, a white canopy, and stone buildings in the background.

A kitchen with wooden cabinets, a dining table with chairs, a stove, and a window with a view.

Chianti Romantic Retreat

Greve in Chianti

"This is a lovely, quiet place to stay in with the benefit of a pool. We wished we gad booked for longer. It was a great self catering place and a 10 minute drive from the town of Greve in Chianti. You are in the Chianti hills and amongst vineyards. A car is essential to get to local sites, shops and restaurants."

Aparthotel

A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and a landscaped area with trees.

A buffet with various food items, including cheeses, meats, and condiments.

A bedroom with a stone archway, a wooden dresser, and a chandelier.

A kitchen with wooden cabinets, a dining table with chairs, a chandelier, and a view of the outdoors through a glass door.

Relais Villa Belvedere

Figline e Incisa Valdarno

"True Tuscan style, beautiful views and a lovely breakfast."

Apartment

A rectangular swimming pool with a stone border, surrounded by a well-maintained lawn and tall trees.

A garden with a pond, statues, and tall trees.

A bedroom with a large bed, wooden ceiling beams, a chandelier, a dresser, and a mirror.

A view from a window overlooking a well-maintained garden with tall trees and a tiled-roof building.

Tenuta Tegolato

Barberino Tavarnelle

"We stayed with our 2 years old son and it was very quiet and comfortable. Everything is very well taken care of, the place is beautiful!"

Townhouse

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

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

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

A modern kitchen with stone countertops, built-in shelves, and a large window.

Villa Cassia di Baccano

Loro Ciuffenna

"The staff were great and the villa was amazing"

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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 stunning cathedral 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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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 charming coffeehouses in this walkable 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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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

Top Chianti Region Hotel Reviews

Park Hotel Chianti

10/10 Excellent

"A clean hotel, we got upgraded so no issues on room was updated and pleasant, AC could have been stronger but was ok, nice buffet breakfast with good assortment of food:) Front desk ladies were helpful in giving restaurant suggestions in the surrounding area 👌"

Villa Casagrande Resort & SPA

10/10 Excellent

"A beautiful hotel in a lovely little town. The staff were amazing, so helpful. The rooms were very clean and comfortable. I didn’t use the indoor pool or spa facilities so can’t comment on them. The outdoor pool is across the road and up a steep hill, so great if you have a car but not so much if you are on foot! Overall a very good stay."

"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

10/10 Excellent

"This was our 50th wedding anniversary celebration, and the it all went very smoothly. Thanks to Beatrice and Jacopo for their help!"

Belvedere di San Leonino

10/10 Excellent

"The most beautiful and breathtaking place to stay. The staff were lovely, the rooms were quiet, the views were exceptional. The breakfast was perfect. Idyllic!"

Hu Norcenni Girasole Village

10/10 Excellent

"Two large pool sites. Helpful staff. Lots of entertainment. Restaurant options and a well stocked reasonably priced food market."

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"Just an amazing overall experience, super welcoming and hospitable staff. Vacationing in an estate that is 1100 years old makes it even more memorable. Thank you Spaltena"