𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Chianti Region from RM270 (2026) - Fully Refundable Options

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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Hot tub

Family friendly

Farm

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Waterpark

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Our top choices for Chianti Region hotels

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

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

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

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

1. Dievole Wine Resort

Castelnuovo Berardenga

Magdalena

RM1,113

RM1,261 total

includes taxes & fees

16 Nov - 17 Nov

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

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

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

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.

2. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

Rodolfo

RM388

RM463 total

includes taxes & fees

16 Nov - 17 Nov

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

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

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.

3. Relais Vignale & Spa

Radda in Chianti

Ali

RM706

RM918 total

includes taxes & fees

26 Oct - 27 Oct

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 sunlit patio with a glass roof, stone walls, and outdoor seating.

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

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

Gaiole in Chianti

Michelle

RM1,350

RM1,530 total

includes taxes & fees

30 Oct - 31 Oct

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

5. Borgo Del Cabreo

Greve in Chianti

Brian

RM1,050

RM1,173 total

includes taxes & fees

26 Oct - 27 Oct

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.

6. Hotel Villa Campomaggio

Radda in Chianti

Dario

RM610

RM698 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

A rustic stone building with a garden in front.

7. Belvedere di San Leonino

Castellina in Chianti

Kevork

RM439

RM510 total

includes taxes & fees

27 Oct - 28 Oct

A spa area with stone walls, a white massage chair, and a potted plant.

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

A narrow street with buildings on either side, a flag, and a bench.

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

8. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

RM424

RM494 total

includes taxes & fees

23 Nov - 24 Nov

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 kitchen with a large window, wooden ceiling, and a view of a forested area.

9. Chapter Chianti, a Member of Design Hotels

Cavriglia

Michael

RM1,100

RM1,237 total

includes taxes & fees

5 Nov - 6 Nov

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

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

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

A courtyard with outdoor seating, a gravel path, and a building covered in ivy.

10. Villa Le Barone

Greve in Chianti

Tereza

RM1,016

RM1,145 total

includes taxes & fees

31 Oct - 1 Nov

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

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

11. Hotel Palazzo San niccolò & Spa

Radda in Chianti

Afeefa

RM378

RM444 total

includes taxes & fees

17 Nov - 18 Nov

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

A person relaxing on a sun lounger by a pool with a table beside them holding a drink and a bowl.

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.

12. Hotel Borgo di Cortefreda Relais - Place of Charme

Tavarnelle Val di Pesa

Sergey

RM526

RM606 total

includes taxes & fees

19 Nov - 20 Nov

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

A terrace with wicker furniture, a pool, and a vineyard view.

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

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

13. La pietra del cabreo

Greve in Chianti

Morvarid

RM1,050

RM1,173 total

includes taxes & fees

28 Oct - 29 Oct

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.

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

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

14. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Ana

RM440

RM493 total

includes taxes & fees

8 Nov - 9 Nov

A stone building with a tiled roof, green shutters, and a small staircase leading to a door.

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

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

A well-lit outdoor garden area with stone planters, a paved walkway, and a building with large windows.

15. Castello di Fonterutoli Wine Resort

Castellina in Chianti

Micaela

RM728

RM819 total

includes taxes & fees

25 Oct - 26 Oct

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

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

A table set with wine glasses and a candle, viewed through a window with string lights.

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

16. Tenuta CorteDomina

Radda in Chianti

Edgar

RM876

RM982 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

17. Castello di Tornano Wine Resort

Gaiole in Chianti

Karina

RM622

RM721 total

includes taxes & fees

25 Oct - 26 Oct

An aerial view of a rustic village with stone buildings, a central courtyard with string lights, and a swimming pool.

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

An indoor dining area with wooden tables and chairs, hanging baskets, and large windows offering a view of the outdoors.

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

18. Borgo Vescine

Radda in Chianti

Natalie

RM1,889

RM2,115 total

includes taxes & fees

5 Nov - 6 Nov

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

A terraced vineyard with stone walls and a stone pathway leading to a seating area with metal chairs and tables.

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

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

19. Castello Vicchiomaggio

Greve in Chianti

Mary Margaret

RM747

RM822 total

includes taxes & fees

29 Oct - 30 Oct

A stately building with a grand entrance, multiple arches, and a well-lit facade.

A swimming pool with lounge chairs and an umbrella, surrounded by trees.

A spacious living room with two sofas, a coffee table, and a mural of trees on the walls.

A well-decorated living room with a sofa, a coffee table, and a vase with flowers.

20. Fattoria di Vegi

Castellina in Chianti

Xinyi

RM1,108

RM1,246 total

includes taxes & fees

26 Oct - 27 Oct

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Holiday Rentals in Chianti Region

Residence

A stone building with a patio area featuring a table and chairs under a large umbrella.

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

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.

Relais Villa Olmo - Place of Charme

Impruneta

"Very friendly and clean."

Townhouse

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.

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.

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."

Residence

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

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

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

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

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 "

Apartment

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

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

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

A dining area with a wooden table and chairs, a white sofa with cushions, and a staircase with a metal railing.

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. "

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 view of the city at night, a window, and a radiator.

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

Relais Villa Belvedere

Figline e Incisa Valdarno

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

Holiday Home

A stone building with multiple windows and a chimney.

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

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 stone staircase leading up to a rustic stone building with a flat roof, surrounded by greenery and trees.

Agriturismo La Ferrozzola

Castellina in Chianti

"Very nice agriturismo. "

Townhouse

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

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

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

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."

Residence

A balcony with a table and chairs, a railing, and a view of a town and hills.

A modern kitchen with white cabinetry, a dining area with a table and chairs, and a living area with a sofa.

A dining area with white furniture, a buffet setup, and large windows offering a view of the landscape.

A bedroom with a bed, a wardrobe, a radiator, and a window with curtains.

Residence Il Connubio

Impruneta

"Great location if you are looking for a place quiet, great outdoor scenery. Pleasant people. "

Camping

A tented room with a bed, curtains, and a view of an outdoor deck.

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

"Friendly staff!"

Townhouse

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

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

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

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 courtyard with a stone building featuring an arched entrance, potted plants, and outdoor seating.

A swimming pool surrounded by stone walls and lush greenery, with a view of distant hills.

A garden with potted plants and a wrought iron gate.

A rustic stone building with ivy-covered walls, outdoor seating, and gravel ground.

I Parigi Corbinelli

Florence

"Beautiful setting, stunning views, incredible pool and gardens and so easy to jump on the bus into the city."

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."

Holiday 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."

Residence

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

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

A stone fountain with a tiered design, surrounded by a well-maintained lawn and a stone wall.

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...

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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. Visit 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 enjoy retail therapy at The Mall Luxury Outlet. Discover the acclaimed art galleries 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 when you stop by 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 visit to 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 take a trip to Meleto Castle. Discover the beautiful countryside in this walkable area or enjoy its local tours.

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Castello di Radda Winery

9.2/10 (12 reviews)

You can enjoy a tasting or tour at Castello di Radda Winery during your travels to Radda in Chianti. 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

"Excellent staff and beautiful hotel"

Hotel Villa Cesi

10/10 Excellent

"Rooms are very clean and staff are very friendly and super helpful and above all they are caring and very accommodating especially with our elderly less abled parents for which we are very grateful. Property is in a beautiful setting. Restaurant staff also very helpful. Thank you very much to all who hosted us at Villa Cesi."

Salvadonica - Borgo del Chianti

10/10 Excellent

"Beautiful property, clean and spacious room, great service. We are so thankful for our stay at this property. We had a patio outside our room, and this was a highlight for me. The restaurant had a bar with local wines and snacks; we could then sit outside and relax in peace. We did one of the wine tastings with the hotel, which was fabulous. We ate at the restaurant; my teenage children each found something they enjoyed. It is located outside of Florence, so we did have a bit of a drive each day to see different sites, but the property made the stay very well worth it. Breakfast each day was also really wonderful,"

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."

Borgo Vescine

10/10 Excellent

"The staff was amazing and incredibly kind."

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."

Hu Norcenni Girasole Village

10/10 Excellent

"My family and I had such a great time. Such a kid friendly place and at check in they even had a little playground while you waiting and gave the kids bubbles. So great to be in nature and all of the amenities were lovely. The waterparks that were padded on the ground were genius and we did a family wine tasting which was such a lovely memory. Our stay was so nice with the deck and the grocery store is so affordable for dinners in. Love love love! My toddler played all day and there were so many times we got to relax because they had everything that we wanted or needed right on property."

COMO Castello Del Nero

10/10 Excellent

"The most beautiful hotel in the heart of Chianti. The service was above and beyond. Everything about this charming hotel was amazing. We cannot wait to go back."

Chianti Village Morrocco

10/10 Excellent

"Superb property. Nice and quiet atmosphere. We enjoyed a lot. Definitely will come again."

More cheap stays in Chianti Region

Villa Castiglione

Via Colle Ramole 20 Impruneta FI

RM264

RM304 total

22 Nov - 23 Nov

includes taxes & fees

Villa Norcenni Aparthotel

Via Norcenni 7 Figline e Incisa Valdarno FI

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Quercia Al Poggio

Strada Di Quercia Al Poggio 4 Barberino Tavarnelle FI

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Tenuta La Pieve Casale Presciano

Via di Migliari Pergine Valdarno AR

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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

Get rates

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Province of Siena Holiday Rentals

Chianti Region hotels from RM270

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Chianti Region

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Chianti Region hotels

1. Dievole Wine Resort

2. La Certosa di Pontignano - Place of Charme

3. Relais Vignale & Spa

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

5. Borgo Del Cabreo

6. Hotel Villa Campomaggio

7. Belvedere di San Leonino

8. Palazzo Leopoldo Dimora Storica & Spa

9. Chapter Chianti, a Member of Design Hotels

10. Villa Le Barone

11. Hotel Palazzo San niccolò & Spa

12. Hotel Borgo di Cortefreda Relais - Place of Charme

13. La pietra del cabreo

14. Villa Casagrande Resort & SPA

15. Castello di Fonterutoli Wine Resort

16. Tenuta CorteDomina

17. Castello di Tornano Wine Resort

18. Borgo Vescine

19. Castello Vicchiomaggio

20. Fattoria di Vegi

Holiday Rentals in Chianti Region

Relais Villa Olmo - Place of Charme

Terre di Baccio

Chianti Village Morrocco

Rocca di Castagnoli

Casa Vacanze Squarcialupi

Relais Villa Belvedere

Agriturismo La Ferrozzola

L' Eroico

Residence Il Connubio

hu Firenze Certosa camping in town

Villa Cassia di Baccano

I Parigi Corbinelli

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

Chianti Romantic Retreat

Rocca Palazzaccio

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

Castello di Radda Winery

Learn more about Chianti Region

Top Chianti Region Hotel Reviews

Fattoria di Vegi

Hotel Villa Cesi

Salvadonica - Borgo del Chianti

Castello di Spaltenna- Small Luxury Hotels of the World

Borgo Vescine

Villa Le Barone

Hu Norcenni Girasole Village

COMO Castello Del Nero

Chianti Village Morrocco

More cheap stays in Chianti Region

Villa Castiglione

Villa Norcenni Aparthotel

Quercia Al Poggio

Tenuta La Pieve Casale Presciano

Castello di Pratelli

Hotel Albergo Italia

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