Chianti Region Hotels from €66 - Fully Refundable Options

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

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Hot tub

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Our top choices for Chianti Region hotels

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

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

A 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.

1. Borgo di Pietrafitta Relais

Castellina in Chianti

Alejandro

€91

includes taxes & fees

25 Oct - 26 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 interior corridor with arches, columns, and a brick wall.

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

2. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

Leslie

€101

includes taxes & fees

2 Nov - 3 Nov

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.

3. Tenuta CorteDomina

Radda in Chianti

Edgar

€125

includes taxes & fees

8 Nov - 9 Nov

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

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

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

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

4. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Ana

€108

includes taxes & fees

8 Nov - 9 Nov

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

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

A bedroom with a large bed, a view of a green landscape through a sliding door, and a potted plant on the windowsill.

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

5. Villa I Barronci Resort & Spa

San Casciano in Val di Pesa

Haris

€82

includes taxes & fees

9 Nov - 10 Nov

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

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

6. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

€114

includes taxes & fees

1 Nov - 2 Nov

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

A rustic stone building with a garden in front.

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

7. Belvedere di San Leonino

Castellina in Chianti

Michelle Reene

€115

includes taxes & fees

15 Oct - 16 Oct

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

An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.

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.

8. Castello di Tornano Wine Resort

Gaiole in Chianti

Lisa

€157

includes taxes & fees

25 Oct - 26 Oct

A covered outdoor seating area with a tiled roof, surrounded by lush greenery and a view of distant hills.

A stone building with a rustic exterior, surrounded by lush greenery and outdoor seating areas.

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

A view from a covered outdoor area with a paved floor, leading to a garden with various plants and a distant landscape.

9. Hotel Villa San Giorgio

Poggibonsi

Arik

€64

includes taxes & fees

3 Nov - 4 Nov

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

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

10. Castello Vicchiomaggio

Greve in Chianti

Mary Margaret

€179

includes taxes & fees

29 Oct - 30 Oct

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

A restaurant with tables set for dining, large umbrellas, and a view of the landscape.

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

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

11. Palagina la Dimora

Figline e Incisa Valdarno

Rayvant

€74

includes taxes & fees

11 Oct - 12 Oct

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.

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

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

12. Hotel Villa Campomaggio

Radda in Chianti

Dario

€168

includes taxes & fees

3 Nov - 4 Nov

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

€110

includes taxes & fees

2 Nov - 3 Nov

A spacious living area with a large window, a sofa, a green armchair, and a patterned armchair.

A swimming pool with clear water, surrounded by lounge chairs and trees.

A stone building with a tower, a glass structure, and outdoor seating.

A bedroom with a bed, bedside tables, a rug, and a view of the outdoors.

14. Salvadonica - Borgo del Chianti

San Casciano in Val di Pesa

Edrick

€72

includes taxes & fees

9 Nov - 10 Nov

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 pool area with a view of a hilly landscape.

15. Borgo Del Cabreo

Greve in Chianti

Brian

€220

includes taxes & fees

11 Oct - 12 Oct

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

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

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

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

16. Park Hotel Chianti

Tavarnelle Val di Pesa

Manuel

€71

includes taxes & fees

6 Nov - 7 Nov

A patio area with a white umbrella, a bench, and potted plants.

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

A stone building with a window and a light fixture.

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

17. Agriturismo San Sano

Gaiole in Chianti

Glen

€75

includes taxes & fees

18 Oct - 19 Oct

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

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

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

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

18. Castello La Leccia

Castellina in Chianti

Eva

€178

includes taxes & fees

17 Oct - 18 Oct

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.

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

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

19. Hotel Borgo di Cortefreda Relais - Place of Charme

Tavarnelle Val di Pesa

Sergey

€145

includes taxes & fees

9 Nov - 10 Nov

A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.

A rustic interior with a brick archway, wooden beams, a bar area, and potted plants.

A clear blue pool with lounge chairs and a stone building in the background.

A rustic living room with exposed wooden beams, a sofa, a coffee table, and a dining area with chairs.

20. Hotel Colle Etrusco Salivolpi

Castellina in Chianti

Monica

€108

includes taxes & fees

28 Oct - 29 Oct

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Holiday Rentals in Chianti Region

Residence

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

An outdoor dining area with tables set for a meal, large windows, and a stone wall in the background.

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

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

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

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 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 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

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

Apartment

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

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

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

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

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

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."

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 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.

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."

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 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.

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 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 sign reading "CAMERE" against a clear blue sky.

A two-story house with a patio area, potted plants, and outdoor furniture.

La Locanda di Pietracupa

Tavarnelle Val di Pesa

"Great place, wonderful restaurant"

Camping

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

An outdoor dining area with wooden tables and chairs, string lights, and a view of greenery.

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

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

hu Firenze Certosa camping in town

Impruneta

"Friendly staff!"

Townhouse

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

A garden with potted plants and a wrought iron gate.

An interior space with a wooden bench, a potted plant, and two framed pictures on the wall.

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."

Holiday Home

A stone building with multiple windows and a chimney.

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

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

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

Agriturismo La Ferrozzola

Castellina in Chianti

"Very nice agriturismo. "

Residence

A courtyard with a fountain, a pergola with flowers, and a building with a bell tower.

A swimming pool with a stone wall and a metal fixture on the right.

A two-story building with a symmetrical facade, green shutters, and a central arched entrance.

A stone building with a turret and a tree with purple flowers in front.

Relais Villa Belpoggio - Residenza d'Epoca

Loro Ciuffenna

"Excellent getaway- beautiful property - great staff - extremely clean - I give it a 100"

Townhouse

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

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

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

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

B&B La Fonte del Machiavelli

San Casciano in Val di Pesa

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

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."

Aparthotel

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

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

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

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

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. 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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Piazza Matteotti

9.4/10 (21 reviews)

Find out about the history of Greve in Chianti with a stop at Piazza Matteotti. 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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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

Villa I Barronci Resort & Spa

10/10 Excellent

"Great spot and friendly staff."

Castello Vicchiomaggio

10/10 Excellent

"A unique stay with a picturesque view. Breakfast, lunch, and dinner were fantastic. The property was great for relaxing at but also a good launching spot for exploring some of the nearby towns and sites."

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!"

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."

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."

Hotel Villa Campomaggio

10/10 Excellent

"Great hotel"

More cheap stays in Chianti Region

Villa Castiglione

Via Colle Ramole 20 Impruneta FI

€66

8 Nov - 9 Nov

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

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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

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Chianti Region Hotels

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. Borgo di Pietrafitta Relais

2. La Certosa di Pontignano - Place of Charme

3. Tenuta CorteDomina

4. Villa Casagrande Resort & SPA

5. Villa I Barronci Resort & Spa

6. Palazzo Leopoldo Dimora Storica & Spa

7. Belvedere di San Leonino

8. Castello di Tornano Wine Resort

9. Hotel Villa San Giorgio

10. Castello Vicchiomaggio

11. Palagina la Dimora

12. Hotel Villa Campomaggio

13. Hotel Palazzo San niccolò & Spa

14. Salvadonica - Borgo del Chianti

15. Borgo Del Cabreo

16. Park Hotel Chianti

17. Agriturismo San Sano

18. Castello La Leccia

19. Hotel Borgo di Cortefreda Relais - Place of Charme

20. Hotel Colle Etrusco Salivolpi

Holiday Rentals in Chianti Region

Relais Villa Olmo - Place of Charme

Terre di Baccio

Chianti Village Morrocco

Casa Vacanze Squarcialupi

Relais Villa Belvedere

L' Eroico

Rocca di Castagnoli

La Locanda di Pietracupa

hu Firenze Certosa camping in town

I Parigi Corbinelli

Agriturismo La Ferrozzola

Relais Villa Belpoggio - Residenza d'Epoca

B&B La Fonte del Machiavelli

Chianti Romantic Retreat

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

Piazza Matteotti

Meleto Castle

Learn more about Chianti Region

Top Chianti Region Hotel Reviews

Villa I Barronci Resort & Spa

Castello Vicchiomaggio

Fattoria di Vegi

Borgo Vescine

Castello di Spaltenna- Small Luxury Hotels of the World

Hotel Toscana Ambassador

Relais Vignale & Spa

Hu Norcenni Girasole Village

Hotel Villa Campomaggio

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

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