𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Chianti Region from RM276 (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

Farm

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Our top choices for Chianti Region hotels

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 bar area with a high ceiling, wooden beams, and a bar counter with stools.

1. Chapter Chianti, a Member of Design Hotels

Cavriglia

Samay

RM1,133

RM1,275 total

includes taxes & fees

6 Oct - 7 Oct

A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.

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

An outdoor dining area with stone buildings and a tower, illuminated by ambient lighting.

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

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

Gaiole in Chianti

Rama

RM1,700

RM1,917 total

includes taxes & fees

5 Oct - 6 Oct

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

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

3. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

RM711

RM810 total

includes taxes & fees

12 Oct - 13 Oct

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

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

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

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

4. Dievole Wine Resort

Castelnuovo Berardenga

Karamjit

RM1,480

RM1,665 total

includes taxes & fees

11 Oct - 12 Oct

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.

5. Relais Vignale & Spa

Radda in Chianti

Maaya

RM728

RM946 total

includes taxes & fees

8 Oct - 9 Oct

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

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.

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

6. Hotel Villa Campomaggio

Radda in Chianti

Krishna

RM831

RM942 total

includes taxes & fees

12 Oct - 13 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 building with a brick facade, arched entrance, and multiple windows covered in green ivy.

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

7. Tenuta CorteDomina

Radda in Chianti

Dustin

RM1,032

RM1,154 total

includes taxes & fees

30 Sept - 1 Oct

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.

8. Borgo di Pietrafitta Relais

Castellina in Chianti

Alejandro

RM614

RM694 total

includes taxes & fees

4 Oct - 5 Oct

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

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.

9. La Certosa di Pontignano

Castelnuovo Berardenga

Malena

RM559

RM652 total

includes taxes & fees

30 Sept - 1 Oct

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

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

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

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

10. Borgo Vescine

Radda in Chianti

Gabrielle

RM3,709

RM4,117 total

includes taxes & fees

19 Sept - 20 Sept

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

11. Villa Le Barone

Greve in Chianti

Aditi

RM959

RM1,083 total

includes taxes & fees

11 Oct - 12 Oct

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

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

12. Belvedere di San Leonino

Castellina in Chianti

Seong Won

RM519

RM599 total

includes taxes & fees

7 Oct - 8 Oct

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

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

A spa area with multiple white massage chairs arranged in a row, a brick ceiling, and a staircase in the background.

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

13. Hotel Palazzo San niccolò & Spa

Radda in Chianti

Afeefa

RM714

RM814 total

includes taxes & fees

12 Oct - 13 Oct

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.

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.

14. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Jason

RM559

RM624 total

includes taxes & fees

30 Sept - 1 Oct

A stone building with arched windows, a grassy courtyard, and outdoor seating.

A person relaxing in a clear pool surrounded by natural scenery.

A bedroom with a wooden ceiling, a stone wall, a bed, a desk, a chair, a sofa, and a window with curtains.

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

15. Pieve Aldina - Relais & Châteaux

Radda in Chianti

Anthony

RM1,514

RM1,704 total

includes taxes & fees

30 Sept - 1 Oct

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

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

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

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

16. Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Hannah

RM2,348

RM2,630 total

includes taxes & fees

8 Oct - 9 Oct

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 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 pool area with a view of a hilly landscape.

17. Borgo Del Cabreo

Greve in Chianti

joseph

RM1,310

RM1,459 total

includes taxes & fees

11 Oct - 12 Oct

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

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.

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

18. Castello Vicchiomaggio

Greve in Chianti

Maryse

RM866

RM953 total

includes taxes & fees

24 Sept - 25 Sept

A well-maintained garden with geometric hedges and a pathway leading to a building with multiple windows and outdoor seating.

A stone building with a large wooden door and arched entrance, flanked by potted plants.

A room with a large window offering a view of a vineyard and distant hills.

A cozy living room with a wooden ceiling, a television, a sofa, and a view of greenery outside.

19. Palagina la Dimora

Figline e Incisa Valdarno

Tarek

RM533

RM596 total

includes taxes & fees

25 Sept - 26 Sept

A formal garden with neatly trimmed hedges, a gravel path, and tall trees.

A dining area with tables set for two, featuring a rustic ceiling and a view of the outdoors through a door.

A bedroom with a large window, a striped armchair, a purple ottoman, and a patterned rug.

A formal garden leading to a classical building with symmetrical landscaping and a clear sky.

20. Torre a Cona Wine Estate

Rignano sull'Arno

Danielle

RM1,095

RM1,219 total

includes taxes & fees

30 Sept - 1 Oct

View all properties

Holiday Rentals in Chianti Region

Townhouse

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

A lobby with a stone archway, a reception desk, and a seating area with a sofa and armchairs.

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

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

Villa Curina Resort

Castelnuovo Berardenga

"Unique property good value staff was great. Nice location to other areas"

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 room with a large window overlooking a courtyard with a brick building, trees, and a clear sky.

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"

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 woman sitting by a pool with lounge chairs and umbrellas in the background.

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."

Residence

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

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

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

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

Chianti Village Morrocco

Tavarnelle Val di Pesa

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

Residence

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

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.

A stone building with a balcony, a stone wall, and a pathway leading to a fountain.

Villa San Filippo

Barberino Val d'Elsa

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

Holiday Home

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

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

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

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

Borgo Argiano

Castelnuovo Berardenga

"Amazing staff, clean room, amazing pool!"

Townhouse

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

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

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

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

La Locanda di Pietracupa

Tavarnelle Val di Pesa

"Great place, wonderful restaurant"

Townhouse

A rectangular swimming pool with a clear blue water surface, surrounded by a brick patio. There are several lounge chairs and umbrellas around the pool area.

A dining table set with plates, glasses, and cutlery, with a vase of flowers in the center.

A historic building with a pink facade, two symmetrical stone gateways, and a central balcony.

A bedroom with a bed, a desk, a chair, a window, and a radiator.

Villa Rosa Panzano

Greve in Chianti

"A lovely rural B&B with very kind staff."

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

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

Villa Cassia di Baccano

Loro Ciuffenna

"The staff were great and the villa was amazing"

Holiday Home

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

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

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

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."

Villa

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

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

A stone building with a swimming pool and outdoor seating.

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

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

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.

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

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

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

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

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

Antico Borgo il Cardino

San Gimignano

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

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 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".

A nighttime swimming pool with lounge chairs and tall trees.

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

An aerial view of a hotel with a swimming pool, outdoor seating area, and well-maintained gardens.

A modern building with a curved roof and a vineyard in the background.

A nighttime swimming pool with a clear view of the surrounding area, including a covered seating area and distant buildings.

An outdoor patio area with stone walls and arched doorways, featuring tables and chairs.

Antica Pieve B&B

Tavarnelle Val di Pesa

"Very nice stay here! Great breakfast and coffee every morning. Great location to tour around to different wineries and towns. Free parking. "

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Save an average of 15% on thousands of hotels when you're signed in

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.

See properties

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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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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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 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.

See properties

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

Fattoria di Vegi

10/10 Excellent

"Incredible magical place. Couldn’t recommend it more…"

Castello Vicchiomaggio

10/10 Excellent

"Clean, comfortable, upgraded, true a/c, and beautiful"

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."

Salvadonica - Borgo del Chianti

10/10 Excellent

"Amazing time - staff were so friendly and the property is stunning. Do the cooking class with Chef Ivana if you go"

hu Firenze Certosa camping in town

10/10 Excellent

"Friendly staff!"

Villa Le Barone

10/10 Excellent

"Excellent stay with wonderful , friendly staff!"

Palagina la Dimora

10/10 Excellent

"Wonderful Tuscany escape. Charming villa with spectacular views and amazing restaurant overlooking vineyards. Tecla at reception and the rest of the staff made the stay so special. Can’t wait to return!"

Hotel Villa Campomaggio

10/10 Excellent

"This resort is one of the most beautiful properties I have ever stayed in. Free use of the spa just was icing on the cake! Great breakfast spread and our dinner in the restaurant was delicious! We will be back!!"

Chapter Chianti, a Member of Design Hotels

8/10 Good

"The property is beautiful and newly renovated. Surrounded by olive trees and tuscan hills. The stay was very pleasant and the staff is very friendly. However, the management needs to improve two things. Firstly, the hotel is extremely understaffed. This means you wait for everything (e.g. I waited for a pool towel for 40 min). Even though the staff is very engaged they simply don’t have the manpower to attend to all guests. Secondly, the agressive in-hotel pricing policy makes for an unpleasant element. The hotel asks to be paid 20 eur for an avocado toast for breakfast, which is unacceptable. An espresso costs 5 eur or a bottle of water by the pool costs 7 eur. Comparing these prices to hotels/restaurants etc. in Tuscany makes you wonder why is this hotel so expensive."

More cheap stays in Chianti Region

Villa Norcenni Aparthotel

Via Norcenni 7 Figline e Incisa Valdarno FI

RM244

RM276 total

13 Sept - 14 Sept

includes taxes & fees

Villa Castiglione

Via Colle Ramole 20 Impruneta FI

RM545

RM613 total

27 Sept - 28 Sept

includes taxes & fees

8.6/10 Excellent! (276 reviews)

Castello di Pratelli

Via Di Pratelli 1/a Figline e Incisa Valdarno FI

Get rates

9.2/10 Wonderful! (5 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)

Quercia Al Poggio

Strada Di Quercia Al Poggio 4 Barberino Tavarnelle FI

Get rates

Tenuta La Pieve Casale Presciano

Via di Migliari Pergine Valdarno AR

Get rates

Explore a world of travel with Expedia

Province of Siena Holiday Rentals

Chianti Region hotels from RM276

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. Chapter Chianti, a Member of Design Hotels

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

3. Palazzo Leopoldo Dimora Storica & Spa

4. Dievole Wine Resort

5. Relais Vignale & Spa

6. Hotel Villa Campomaggio

7. Tenuta CorteDomina

8. Borgo di Pietrafitta Relais

9. La Certosa di Pontignano

10. Borgo Vescine

11. Villa Le Barone

12. Belvedere di San Leonino

13. Hotel Palazzo San niccolò & Spa

14. Villa Casagrande Resort & SPA

15. Pieve Aldina - Relais & Châteaux

16. Borgo Scopeto Wine & Country Relais

17. Borgo Del Cabreo

18. Castello Vicchiomaggio

19. Palagina la Dimora

20. Torre a Cona Wine Estate

Holiday Rentals in Chianti Region

Villa Curina Resort

Villa di Sotto

Borgo Argenina

Chianti Village Morrocco

Villa San Filippo

Borgo Argiano

La Locanda di Pietracupa

Villa Rosa Panzano

Villa Cassia di Baccano

Chianti Romantic Retreat

Relais Badia a Passignano

Rocca di Castagnoli

Antico Borgo il Cardino

Residence Poggio del Golf

Antica Pieve B&B

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

Castello di Radda Winery

Learn more about Chianti Region

Top Chianti Region Hotel Reviews

Fattoria di Vegi

Castello Vicchiomaggio

COMO Castello Del Nero

Salvadonica - Borgo del Chianti

hu Firenze Certosa camping in town

Villa Le Barone

Palagina la Dimora

Hotel Villa Campomaggio

Chapter Chianti, a Member of Design Hotels

More cheap stays in Chianti Region

Villa Norcenni Aparthotel

Villa Castiglione

Castello di Pratelli

Agriturismo Il Caggio di Sotto

Quercia Al Poggio

Tenuta La Pieve Casale Presciano

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