𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Chianti Region from RM290 (2026) - Fully Refundable Options

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

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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 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 room with a large window offering a view of a hilly landscape. There is a sofa with patterned upholstery and a lamp on a side table.

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

Gaiole in Chianti

Rama

RM1,367

RM1,551 total

includes taxes & fees

30 Oct - 31 Oct

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

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.

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

2. Hotel Villa Campomaggio

Radda in Chianti

Dario

RM778

RM884 total

includes taxes & fees

25 Oct - 26 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 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.

3. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

RM755

RM859 total

includes taxes & fees

25 Oct - 26 Oct

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

A modern living room with a white sofa, armchairs, and a coffee table.

A reception area with a wooden ceiling, a reception desk, and seating.

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

4. Chapter Chianti, a Member of Design Hotels

Cavriglia

Samay

RM1,114

RM1,253 total

includes taxes & fees

7 Oct - 8 Oct

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

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

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.

5. Dievole Wine Resort

Castelnuovo Berardenga

Marissa

RM1,212

RM1,370 total

includes taxes & fees

28 Oct - 29 Oct

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

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

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.

6. Borgo Vescine

Radda in Chianti

Gabrielle

RM2,141

RM2,393 total

includes taxes & fees

25 Oct - 26 Oct

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

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

7. Villa Le Barone

Greve in Chianti

Tereza

RM1,033

RM1,164 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

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

8. Relais Vignale & Spa

Radda in Chianti

Ali

RM665

RM874 total

includes taxes & fees

26 Oct - 27 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 dining area with a stone wall, wooden beams, and a table set for four with wine glasses and plates.

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

9. Borgo di Pietrafitta Relais

Castellina in Chianti

Alejandro

RM342

RM394 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

A cozy living room with a sofa, a dining table with chairs, a hanging lamp, and a mirror on the wall.

10. Pieve Aldina - Relais & Châteaux

Radda in Chianti

Paul

RM1,488

RM1,674 total

includes taxes & fees

22 Oct - 23 Oct

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.

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

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

11. Castello di Tornano Wine Resort

Gaiole in Chianti

Austin

RM585

RM681 total

includes taxes & fees

29 Oct - 30 Oct

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

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

12. Tenuta CorteDomina

Radda in Chianti

Dustin

RM1,067

RM1,193 total

includes taxes & fees

5 Oct - 6 Oct

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

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

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

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

13. Hotel Palazzo San niccolò & Spa

Radda in Chianti

Afeefa

RM621

RM711 total

includes taxes & fees

26 Oct - 27 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.

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

14. La Certosa di Pontignano

Castelnuovo Berardenga

Leslie

RM400

RM477 total

includes taxes & fees

19 Oct - 20 Oct

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 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.

15. Borgo Del Cabreo

Greve in Chianti

Brian

RM1,063

RM1,188 total

includes taxes & fees

30 Sept - 1 Oct

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

An outdoor café with tables and chairs, surrounded by stone walls and greenery.

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

A stone building with a circular tower, a gravel pathway, and a metal archway leading to a wooden door.

16. Castello di Meleto

Gaiole in Chianti

Vinesh

RM635

RM736 total

includes taxes & fees

30 Sept - 1 Oct

A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

An outdoor patio with stone flooring, a table with chairs, and potted plants.

17. Hotel Borgo San Luigi

Monteriggioni

Raman

RM592

RM684 total

includes taxes & fees

29 Oct - 30 Oct

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

An arched brick corridor leading to a dining area with tables set for a meal.

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

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

18. Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

GUANGMIN

RM2,188

RM2,453 total

includes taxes & fees

20 Oct - 21 Oct

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.

19. Castello Vicchiomaggio

Greve in Chianti

Maryse

RM703

RM773 total

includes taxes & fees

27 Oct - 28 Oct

A stone building with a circular window and a door, surrounded by purple flowers.

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.

20. La pietra del cabreo

Greve in Chianti

Jorge Aaron

RM836

RM938 total

includes taxes & fees

30 Sept - 1 Oct

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Holiday Rentals in Chianti Region

Townhouse

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

A pool area with lounge chairs and umbrellas, a stone planter with flowers, and a building with balconies in the background.

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.

Villa Curina Resort

Castelnuovo Berardenga

"Beautiful resort in the hills, lovely and charming room, incredibly spacious."

Residence

A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

An outdoor dining area with tables and chairs, a pergola structure, and potted plants.

A buffet setup with various baked goods and pastries, including a bundt cake, arranged on a wooden table with a stone wall background.

A stone building with a wooden door and a balcony with flower planters.

Riserva di Fizzano Residence

Castellina in Chianti

"Great place to stay in Tuscany! Very nice breakfast also!"

Aparthotel

A stone building with a garden in front.

A courtyard with stone walls, potted plants, and a metal fence.

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

An open dining area with a table set for breakfast, a view of the outdoors, and a rustic brick archway.

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

A stone wall with a metal railing, overlooking a valley with trees and distant hills.

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

A villa with a swimming pool surrounded by olive trees and a vineyard in the background.

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

Borgo Argiano

Castelnuovo Berardenga

"Amazing staff, clean room, amazing pool!"

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 stone-walled sauna with a wooden interior and a hot tub in the foreground.

A group of people toasting with wine glasses at a table with a view of the countryside.

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

Villa di Sotto

Castelnuovo Berardenga

"Great spot"

Townhouse

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

A hammock suspended between trees in a garden with a view of a hilly landscape.

A bedroom with a four-poster bed, a sofa, a dining table with chairs, and a large painting on the wall.

A table set for two with wine glasses and a bottle, overlooking a scenic 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."

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 "

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 grassy area with a stone wall and a wooden fence.

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."

Residence

A hillside villa with a swimming pool, terraced gardens, and a church tower.

A kitchen with wooden cabinets, a brick archway, and a vase with sunflowers.

A swimming pool with a view of rolling hills in the background.

A spacious room with a foosball table, a billiards table, a bookshelf, and a bench.

Borgo Sicelle

Castellina in Chianti

"Beautiful stay if you want to live the real Tuscany feeling. Hotel staff was extremely friendly, helpful and the overall property is extremely neat, always keeping the Italian style. "

Townhouse

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

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

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."

Townhouse

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

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

A garden with potted plants and a wrought iron gate.

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

I Parigi Corbinelli

Florence

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

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

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."

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"

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

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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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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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

"Excellent dinner, spacious rooms, pol and jacuzzi, and incredible views!"

Relais Vignale & Spa

10/10 Excellent

"In a convenient location."

Fattoria di Vegi

10/10 Excellent

"10/10 - we loved every bit of our stay at Fattoria di Vegi. The hotel is beautiful with great views across the Tuscan hills, an amazing pool, the rooms and decor are wonderful and we also loved the food at the restaurant. We would highly recommend this hotel to anybody visiting the area and will definitely be coming back."

Hotel Toscana Ambassador

8/10 Good

"Friendly staff. Property is dated and needs some repairs. Location is convenient and the breakfast is amazing."

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."

Villa Il Palagio

10/10 Excellent

"The check in went great and the property is amazingly managed, a beautiful villa in the hills of Tuscany. It felt magic just walking to it, I would absolutely recommend renting a car if you want to go into Florence often."

Hotel Villa Campomaggio

10/10 Excellent

"Great hotel"

Salvadonica - Borgo del Chianti

10/10 Excellent

"Beautiful escape weekend. I would go back again and again. The staff was amazing. Food was incredible."

More cheap stays in Chianti Region

Villa Norcenni Aparthotel

Via Norcenni 7 Figline e Incisa Valdarno FI

RM258

RM290 total

30 Sept - 1 Oct

includes taxes & fees

Villa Castiglione

Via Colle Ramole 20 Impruneta FI

RM562

RM632 total

8 Oct - 9 Oct

includes taxes & fees

8.6/10 Excellent! (276 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)

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

Explore a world of travel with Expedia

Province of Siena Holiday Rentals

Chianti Region hotels from RM290

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. Castello di Spaltenna- Small Luxury Hotels of the World

2. Hotel Villa Campomaggio

3. Palazzo Leopoldo Dimora Storica & Spa

4. Chapter Chianti, a Member of Design Hotels

5. Dievole Wine Resort

6. Borgo Vescine

7. Villa Le Barone

8. Relais Vignale & Spa

9. Borgo di Pietrafitta Relais

10. Pieve Aldina - Relais & Châteaux

11. Castello di Tornano Wine Resort

12. Tenuta CorteDomina

13. Hotel Palazzo San niccolò & Spa

14. La Certosa di Pontignano

15. Borgo Del Cabreo

16. Castello di Meleto

17. Hotel Borgo San Luigi

18. Borgo Scopeto Wine & Country Relais

19. Castello Vicchiomaggio

20. La pietra del cabreo

Holiday Rentals in Chianti Region

Villa Curina Resort

Riserva di Fizzano Residence

Borgo Argenina

Villa San Filippo

Borgo Argiano

Villa di Sotto

Villa il Fedino

Palazzo Pacini

Chianti Village Morrocco

Borgo Sicelle

B&B La Fonte del Machiavelli

I Parigi Corbinelli

Terre di Baccio

Villa Cassia di Baccano

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

Piazza Matteotti

Learn more about Chianti Region

Top Chianti Region Hotel Reviews

Villa I Barronci Resort & Spa

Relais Vignale & Spa

Fattoria di Vegi

Hotel Toscana Ambassador

Villa Le Barone

Hu Norcenni Girasole Village

Villa Il Palagio

Hotel Villa Campomaggio

Salvadonica - Borgo del Chianti

More cheap stays in Chianti Region

Villa Norcenni Aparthotel

Villa Castiglione

Agriturismo Il Caggio di Sotto

Castello di Pratelli

Hotel Albergo Italia

Quercia Al Poggio

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