Top 10 Hotels in Chianti Region from ￥10,625 - 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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Spa

Apart hotel

Hot tub

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Farm

Waterpark

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Our top choices for Chianti Region hotels

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

A swimming pool with stone walls and a stone pathway leading to a building with multiple floors and a balcony.

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

Gaiole in Chianti

Sonja

￥52,449

￥59,474 total

includes taxes & fees

Oct 30 - Oct 31

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

A restaurant with a table set for two, overlooking a scenic landscape.

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

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

2. Relais Vignale & Spa

Radda in Chianti

Ali

￥27,287

￥35,449 total

includes taxes & fees

Oct 19 - Oct 20

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

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

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

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

3. Dievole Wine Resort

Castelnuovo Berardenga

Marissa

￥41,113

￥46,640 total

includes taxes & fees

Nov 6 - Nov 7

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

A spa area with stone flooring, wooden chairs, a table with amenities, and a view of a garden through a glass door.

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

￥26,066

￥29,734 total

includes taxes & fees

Nov 3 - Nov 4

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.

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

5. Chapter Chianti, a Member of Design Hotels

Cavriglia

Andon

￥42,478

￥47,788 total

includes taxes & fees

Oct 20 - Oct 21

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.

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.

6. Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Scott

￥58,368

￥65,986 total

includes taxes & fees

Nov 5 - Nov 6

A spacious interior with high arched ceilings, stone walls, and a central round mirror reflecting the room. Tables and chairs are arranged for dining or socializing.

A resort with a swimming pool, terraced gardens, and a view of rolling hills.

An outdoor dining area with tables and chairs, a chef preparing food, and a scenic view in the background.

An outdoor dining area with a long table set for a meal, surrounded by chairs, and string lights overhead.

7. COMO Castello Del Nero

Tavarnelle Val di Pesa

Lauren

￥124,024

￥137,842 total

includes taxes & fees

Oct 30 - Oct 31

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

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

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

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

8. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

￥17,516

￥20,335 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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.

9. Hotel Borgo di Cortefreda Relais - Place of Charme

Tavarnelle Val di Pesa

Sergey

￥20,827

￥23,972 total

includes taxes & fees

Nov 8 - Nov 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.

10. Tenuta CorteDomina

Radda in Chianti

Edgar

￥19,413

￥22,062 total

includes taxes & fees

Nov 8 - Nov 9

A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

A dining area with a table set for two, featuring wine bottles and bread.

A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.

A bedroom with a wooden ceiling, a bed with white bedding, a bedside table with a tray of items, and a window with curtains.

11. Castello La Leccia

Castellina in Chianti

Eva

￥31,688

￥35,564 total

includes taxes & fees

Nov 4 - Nov 5

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 rustic stone building with a garden in front.

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

A person relaxing in a hot tub with a view of a building and trees in the background.

12. Belvedere di San Leonino

Castellina in Chianti

Michelle Reene

￥17,749

￥20,586 total

includes taxes & fees

Oct 10 - Oct 11

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

A hotel room with a large bed, a desk, and a chair, a view of a city through the window, and a ceiling light.

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

13. Hotel Palazzo San Lorenzo & SPA

Colle di Val d'Elsa

Maria

￥18,247

￥20,779 total

includes taxes & fees

Nov 8 - Nov 9

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

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.

14. Hotel Le Fontanelle

Castelnuovo Berardenga

Cristina

￥72,790

￥81,839 total

includes taxes & fees

Oct 22 - Oct 23

A stone-walled room with a brick ceiling, featuring a row of white sofas and a small table with a candle.

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 modern reception area with a stone counter, a sign for SPA VILLA CASAGRANDE, and a staircase leading to a glass door.

15. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Ana

￥16,113

￥18,078 total

includes taxes & fees

Nov 8 - Nov 9

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

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

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

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.

16. Borgo Del Cabreo

Greve in Chianti

Brian

￥41,524

￥46,388 total

includes taxes & fees

Oct 11 - Oct 12

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

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.

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

17. Borgo di Pietrafitta Relais

Castellina in Chianti

Alejandro

￥13,998

￥16,106 total

includes taxes & fees

Oct 27 - Oct 28

A pool with a view of a lush valley and distant buildings.

A garden with neatly trimmed hedges, a gravel path, and a stone barrel.

A courtyard with stone buildings, arched doorways, and potted plants.

A bedroom with a large arched window, a bed, a hanging light fixture, and a view of a green landscape.

18. Castello Vicchiomaggio

Greve in Chianti

Mary Margaret

￥28,706

￥31,576 total

includes taxes & fees

Oct 9 - Oct 10

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.

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

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.

19. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

Leslie

￥15,341

￥18,301 total

includes taxes & fees

Nov 2 - Nov 3

A clear swimming pool with a view of a lush green landscape and distant hills.

A restaurant with multiple tables set for dining, featuring wooden beams and a chandelier.

A garden with pink roses, a lawn, and a white umbrella.

A bar area with a fireplace, bar stools, a table with bottles, and a shelf with glasses.

20. Villa Le Barone

Greve in Chianti

Tereza

￥39,381

￥44,381 total

includes taxes & fees

Oct 26 - Oct 27

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Vacation Rentals in Chianti Region

Residence

A spacious indoor area with arched windows, wooden furniture, and hanging plants.

A swimming pool with a clear blue water surface, surrounded by a brick deck and a grassy area with trees.

A stone pathway leading to a terrace with potted plants and flowers, overlooking a hillside with houses.

A stone building with a garden, outdoor seating, and a large tree.

Relais Villa Olmo - Place of Charme

Impruneta

"Very friendly and clean."

Townhouse

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

A stone archway with a barrel at its base, surrounded by greenery and flowering plants.

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.

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

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."

Apartment

A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

A modern kitchen with dark wooden cabinets, a dining table with chairs, and a vase of flowers on the table.

A modern two-story residential building with a stone facade, a well-maintained garden with hedges and grass, and a clear sky.

A bedroom with a bed, bedside tables, a chair, and a window with curtains.

Casa Vacanze Squarcialupi

Castellina in Chianti

"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "

Residence

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

A swimming pool with a white fence and a lifebuoy, surrounded by trees and a sunset.

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.

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

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

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 "

Residence

An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

A view through a window of a stone staircase leading to a building with arched windows and a tower, overlooking a hilly landscape.

A dining area with wooden chairs and tables, a chandelier, and potted plants.

A bedroom with a large bed, a sofa, a television, and a painting on the wall.

Palazzo Pacini

Colle di Val d'Elsa

"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "

Townhouse

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

A pool area with a view of a hilly landscape, surrounded by greenery and outdoor furniture.

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.

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

A dining area with a table set for two, featuring a view of greenery through a window.

A bedroom with a large bed, a smaller bed, and a window with curtains.

A table with a bottle of Chianti wine, two wine glasses, a book, a magazine, and a bouquet of lilacs.

A sign reading "CAMERE" against a clear blue sky.

La Locanda di Pietracupa

Tavarnelle Val di Pesa

"Great place, wonderful restaurant"

Townhouse

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

An aerial view of a town with a central square, surrounding buildings, and vineyards.

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

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

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."

Vacation Home

A stone building with multiple windows and a chimney.

A rustic interior with exposed wooden beams, a wooden dining table with wine bottles, a sofa, and a staircase leading to an upper level.

A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, set against a stone building with a garden.

A stone building with a gravel driveway leading to a table set for dining, surrounded by greenery and a vineyard in the background.

Agriturismo La Ferrozzola

Castellina in Chianti

"Very nice agriturismo. "

Townhouse

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

An aerial view of a large, two-story house with a swimming pool, surrounded by lush greenery and fields.

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

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

B&B La Fonte del Machiavelli

San Casciano in Val di Pesa

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

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 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"

Camping

A water park with a pool, slides, and a wooden deck area.

A row of wooden cabins with white canopies, each with a wooden deck and a small porch.

An indoor dining area with tables and chairs, a bar in the background, and large green plants.

A modern bedroom with a bed, an air conditioning unit, a bedside lamp, a laptop, and a mirror.

hu Firenze Certosa camping in town

Impruneta

"Lovely location in the hills. Really nice pool and bar."

Residence

A swimming pool with a stone fountain, surrounded by a grassy area and trees.

A modern hotel room with a large bed, a bedside table with a lamp, a wardrobe, and a view of the outside through a window.

A modern living room with a fireplace, a dining area, and a kitchen.

A modern kitchen with white cabinetry, a built-in microwave, and an oven. There is a white dining table with a vase of flowers.

Rocca Palazzaccio

Impruneta

"A lovely stay at this property with our 2 year old.The apartment had everything we needed and communication with the host was very good There are steep hills to access the property by car or foot so bear that in mind but we managed fine with a pram and a car its just worth noting Handy to have laundry facilities on site aswell. There is a coop just a few minutes down the road Lovely views and a clean pool which was perfect for our little one to use and toys there that he could play in the...

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

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

Podere il Pino

Poggibonsi

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

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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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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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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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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

Castello Vicchiomaggio

10/10 Excellent

"Simply amazing. A nice break in a busy trip with beautiful views and lots of space. Just book a villa, they are incredible. I also loved the wine tour and diner at the castle. Only wish they would ship wine to Canada had one of the best white wines I ever tasted there."

Fattoria di Vegi

10/10 Excellent

"LOVE LOVE LOVE This was the highlight of our 2.5 week Toscana trip!! You won't regret booking. The space is stunning and newly opened and staff are welcoming and wonderful!"

Villa I Barronci Resort & Spa

8/10 Good

"We quite enjoyed the heated pool and views. Thank you for having us."

Salvadonica - Borgo del Chianti

10/10 Excellent

"Property was beautiful staff was great last time with my family"

Borgo Vescine

10/10 Excellent

"The staff was amazing and incredibly kind."

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"This was a beautiful hotel! Everything from the room to the amenities to the staff. Most of the amenities are complimentary (sauna, steam room, pool, gym, etc). The staff were very helpful as well. We would absolutely stay here again."

Hotel Toscana Ambassador

8/10 Good

"Close to train station"

Relais Vignale & Spa

10/10 Excellent

"In a convenient location."

Villa Le Barone

10/10 Excellent

"Charming place in Tuscany! Everything was absolutely perfect. We highly suggest to dine at the villa, it was exceptional. Breakfast was delicious as well."

More cheap stays in Chianti Region

Villa Castiglione

Via Colle Ramole 20 Impruneta FI

￥9,699

￥11,200 total

Nov 8 - Nov 9

includes taxes & fees

8.6/10 Excellent! (278 reviews)

Villa Norcenni Aparthotel

Via Norcenni 7 Figline e Incisa Valdarno FI

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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

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9.2/10 Wonderful! (5 reviews)

Hotel Albergo Italia

Via Trento, 36 Poggibonsi SI

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Quercia Al Poggio

Strada Di Quercia Al Poggio 4 Barberino Tavarnelle FI

Get rates

Hotels in Chianti Region with star-rating

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Car rental Greve in Chianti

Book Hotels in Chianti Region on Expedia.it

Find hotels in Chianti Region from ￥10,625

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. Castello di Spaltenna- Small Luxury Hotels of the World

2. Relais Vignale & Spa

3. Dievole Wine Resort

4. Hotel Villa Campomaggio

5. Chapter Chianti, a Member of Design Hotels

6. Borgo Scopeto Wine & Country Relais

7. COMO Castello Del Nero

8. Palazzo Leopoldo Dimora Storica & Spa

9. Hotel Borgo di Cortefreda Relais - Place of Charme

10. Tenuta CorteDomina

11. Castello La Leccia

12. Belvedere di San Leonino

13. Hotel Palazzo San Lorenzo & SPA

14. Hotel Le Fontanelle

15. Villa Casagrande Resort & SPA

16. Borgo Del Cabreo

17. Borgo di Pietrafitta Relais

18. Castello Vicchiomaggio

19. La Certosa di Pontignano - Place of Charme

20. Villa Le Barone

Vacation Rentals in Chianti Region

Relais Villa Olmo - Place of Charme

Terre di Baccio

Casa Vacanze Squarcialupi

Chianti Village Morrocco

Rocca di Castagnoli

Palazzo Pacini

Villa il Fedino

La Locanda di Pietracupa

L' Eroico

Agriturismo La Ferrozzola

B&B La Fonte del Machiavelli

Villa Cassia di Baccano

hu Firenze Certosa camping in town

Rocca Palazzaccio

Podere il Pino

Stay near popular Chianti Region attractions

Antinori nel Chianti Classico

The Mall Luxury Outlet

Tenuta Torciano Winery

Verrazzano Castle

Castello di Albola

Castle of Brolio

Meleto Castle

Piazza Matteotti

Learn more about Chianti Region

Top Chianti Region Hotel Reviews

Castello Vicchiomaggio

Fattoria di Vegi

Villa I Barronci Resort & Spa

Salvadonica - Borgo del Chianti

Borgo Vescine

Castello di Spaltenna- Small Luxury Hotels of the World

Hotel Toscana Ambassador

Relais Vignale & Spa

Villa Le Barone

More cheap stays in Chianti Region

Villa Castiglione

Villa Norcenni Aparthotel

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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