Hotels in San Gusme

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Where to stay in San Gusme?

A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.

A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.

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.

1. Agriturismo San Sano

Gaiole in Chianti

$74

$86 total

includes taxes & fees

Oct 21 - Oct 22

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.

2. Castello di Tornano Wine Resort

Gaiole in Chianti

$143

$167 total

includes taxes & fees

Oct 29 - Oct 30

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.

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

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

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

3. La Certosa di Pontignano

Castelnuovo Berardenga

$98

$117 total

includes taxes & fees

Oct 19 - Oct 20

A terrace with multiple sun loungers and a scenic view of green fields and hills.

A spa room with a reception desk, a massage chair, and a window with blinds.

An indoor swimming pool with lounge chairs and a view of the countryside.

A spacious living area with a wooden coffee table, a large potted plant, and a sofa.

4. Precise House Montaperti Siena

Asciano

$98

$115 total

includes taxes & fees

Oct 23 - Oct 24

A stone-walled room with a table set for breakfast, featuring pastries, fruits, and a coffee station.

A poolside area with lounge chairs and umbrellas, surrounded by stone flooring and greenery.

A bedroom with a large bed, wooden beams, stone wall, and a stone fireplace.

A cozy seating area with two chairs and a table, a stone wall, and a clock on a pedestal.

5. Ultimo Mulino Wellness Country Hotel

Gaiole in Chianti

$85

$103 total

includes taxes & fees

Oct 25 - Oct 26

A covered outdoor seating area with white chairs and tables, overlooking a scenic landscape with mountains and trees.

An aerial view of a villa surrounded by lush greenery and rolling hills.

An outdoor dining area with long tables set for a meal, surrounded by greenery and trees.

A long table set for a formal event, with clear chairs and white tablecloths, under a large chandelier and surrounded by greenery.

6. Il Verreno

Ambra

$223

$250 total

includes taxes & fees

Oct 13 - Oct 14

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

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

7. Chapter Chianti, a Member of Design Hotels

Cavriglia

$273

$307 total

includes taxes & fees

Oct 8 - Oct 9

A buffet with various food items and utensils.

A modern lobby with a reception desk, two seating areas with orange chairs, and a marble floor.

A hotel entrance with a sign reading "HOTEL il Viandante".

A covered outdoor seating area with wicker furniture and a potted plant.

8. Hotel Il Viandante

Terranuova Bracciolini

$90

$122 total

includes taxes & fees

Oct 13 - Oct 14

A table set for dining with a scenic view of rolling hills and distant mountains.

A spacious dining area with round tables and wicker chairs, a patterned rug, and a wooden ceiling.

A courtyard with brick buildings, a column, and potted plants.

A brick building with a large arched entrance, a metal gate, and a wooden door.

9. Castello di Leonina Relais

Asciano

$143

$164 total

includes taxes & fees

Oct 19 - Oct 20

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

A 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.

10. Dievole Wine Resort

Castelnuovo Berardenga

$297

$336 total

includes taxes & fees

Oct 28 - Oct 29

A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.

A spacious living room with a high ceiling, exposed wooden beams, and a large arched brick structure. There are multiple seating areas with floral-patterned sofas and armchairs. A fireplace and bookshelves are visible in the background.

A table set for breakfast with various dishes, drinks, and a newspaper.

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

11. Hotel Le Fontanelle

Castelnuovo Berardenga

$557

$624 total

includes taxes & fees

Oct 14 - Oct 15

A historic stone building with multiple windows and a courtyard.

A room with a large window overlooking a landscape with trees and hills. There are two upholstered sofas with a patterned rug in the center.

An outdoor dining area with tables set for two, covered by large umbrellas, and a brick wall in the background.

A stone building with outdoor seating and a garden with roses.

12. Borgo San Felice Resort

Castelnuovo Berardenga

$724

$807 total

includes taxes & fees

Oct 25 - Oct 26

A spacious lobby with a reception desk, seating area, and a large vase.

A hotel room with a large bed, two armchairs, a small table with a tray of breakfast items, a television, and curtains.

A modern hotel lobby with a curved reception desk, seating area, and a bar.

A hotel room with two beds, a desk with a computer, a chair, and a tray of breakfast items.

13. Hotel Valdarno

Montevarchi

$117

$129 total

includes taxes & fees

Oct 24 - Oct 25

An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

A traditional villa with a tiled roof, surrounded by lush greenery and hills.

A building with arched windows, a courtyard with a pond, and a metal fence.

A bar area with brick arches, wooden barrels, leather seating, and a wine rack.

14. Hotel Casafrassi

Castellina in Chianti

$61

$74 total

includes taxes & fees

Sep 30 - Oct 1

A pathway lined with trees and a large pot in the center.

A white building with a tiled roof, surrounded by lush greenery and a hilly landscape.

A breakfast buffet with pastries and a coffee machine.

A stone pathway leading to a wooden deck with a railing, surrounded by lush greenery and tall trees.

15. Villa Montarioso

Montarioso

$81

$95 total

includes taxes & fees

Oct 13 - Oct 14

A spacious lobby with a modern white sofa set, a glass coffee table, and a large abstract painting on the wall.

A modern living room with a glass coffee table, white sofas, and decorative plants.

A hotel entrance with a sign reading "HOTEL EXPO".

A dining table set with wine glasses, a candle, and cutlery, with a view of greenery outside.

16. Hotel Executive

Scacciapensieri

$102

$118 total

includes taxes & fees

Oct 25 - Oct 26

A poolside area with a view of a mountainous landscape, a well-manicured lawn, and outdoor seating with umbrellas.

A cozy living room with a fireplace, wooden bookshelves, and a decorative mirror.

A four-poster bed with a view of the outdoors, a desk with a chair, and a sofa in a room with wooden beams on the ceiling.

An outdoor dining area with tables and chairs, overlooking a scenic view of a coastal town during sunset.

17. Villa Sassolini Country Boutique Hotel

Montevarchi

$226

$248 total

includes taxes & fees

Oct 1 - Oct 2

A courtyard with outdoor seating, a covered area, and a building with brick walls and green shutters.

A bedroom with a bed, a sofa, a desk, and a TV. There are windows with curtains and a view of greenery outside.

A historic building with a sign reading "Borgo Antico" and a "Ristorante" sign below.

A living room with a white sofa, a coffee table, and a painting of a historical scene. There is a lamp, a small table with a plant, and a sign indicating room numbers.

18. Hotel Borgo Antico

Monteroni d'Arbia

$116

$133 total

includes taxes & fees

Oct 9 - Oct 10

A hotel entrance with a reception area, glass doors, and a sign above reading "Hotel i Platani".

A garden area with potted plants and a fence.

A hotel room with a bed, a bedside table with a cup and a small plate, a wall-mounted heater, and a window with yellow curtains.

A hotel reception area with a wooden reception desk, a clock, a fire alarm, and a cityscape painting on the wall.

19. Hotel I Platani

Monteriggioni

$79

$93 total

includes taxes & fees

Oct 18 - Oct 19

A table set for breakfast with a scenic view of hills and a cloudy sky.

A breakfast buffet with various food items and beverages, set in a room with arched ceilings and yellow walls.

A two-story building with a central entrance, green shutters, and a brick staircase leading up to the door.

An arched entrance with a brick pathway leading to a building, surrounded by lush greenery and purple flowering vines.

20. Palazzo di Valli

Siena

$154

$175 total

includes taxes & fees

Oct 21 - Oct 22

View all properties

Go beyond your typical stay in San Gusme

Check out reviews of San Gusme hotels guests love

Borgo San Felice Resort

Castelnuovo Berardenga

10/10 Exceptional

An unforgettable stay in Tuscany!** Our stay at Borgo San Felice was truly incredible from beginning to end. From the moment our private driver picked us up at the train station and brought us through the beautiful Tuscan countryside to the resort, everything felt seamless and special. The property itself is absolutely breathtaking pictures truly don’t do it justice. We enjoyed dinner on the property, a wonderful couples massage, a private wine tour and tasting, and a relaxing pool day. We...

Yael

Agriturismo San Sano

Gaiole in Chianti

10/10 Exceptional

Angela

La Certosa di Pontignano

Castelnuovo Berardenga

10/10 Exceptional

Jeffrey

Castello di Tornano Wine Resort

Gaiole in Chianti

10/10 Exceptional

Arwen

Il Verreno

Ambra

10/10 Exceptional

James

Dievole Wine Resort

Castelnuovo Berardenga

10/10 Exceptional

Gary

A stone house with a tiled roof, large glass doors, and a stone pathway leading to it.

An arched stone structure with a view of a landscaped garden and a building with outdoor seating.

A large indoor swimming pool with clear water, surrounded by modern architecture and a glass railing.

An indoor dining area with brick arches, tables set for dining, and a view of the outdoors.

The Club House

Castelnuovo Berardenga

10/10 Exceptional

debbie

Hotel Le Fontanelle

Castelnuovo Berardenga

10/10 Exceptional

Anonymous traveler

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

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.

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.

Castello di Spaltenna- Small Luxury Hotels of the World

Gaiole in Chianti

10/10 Exceptional

Lucas

Palazzo di Valli

Siena

10/10 Exceptional

We stayed 3 nights at Palazzo di Valli in late April 2022. The property is beautiful and located in a quiet residential area just south of the city's center. It sits on a hill overlooking a valley, and has it's own orchard and flower gardens. Instead of waking up to the sound of motorcycles and delivery trucks under your window, we woke up to chirping birds. Hosts Lorenzo and Giancarlo were wonderful, offering us recommendations, and helping arrange reservations and transportation. It's a bit of...

Joan

A hotel room with a large bed, a vanity with a mirror, and a green archway.

An arched hallway with a marble reception desk, potted plants, and a staircase in the background.

A dining area with round tables, chairs, chandeliers, and large windows with curtains.

A covered outdoor seating area with a pool in the background.

Hotel Certosa Di Maggiano

Siena

10/10 Exceptional

Anonymous traveler

Castello di Leonina Relais

Asciano

10/10 Exceptional

Jennifer

A swimming pool with lounge chairs and a person in a patterned dress.

A stone staircase with candles and a sign reading "CANTINA".

An indoor dining area with tables set for meals, stone walls, and hanging light fixtures.

A person performing a yoga pose in a grassy area with a historic building in the background.

Castel Monastero - The Leading Hotels of the World

Castelnuovo Berardenga

10/10 Exceptional

Raina

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

A courtyard with stone buildings, tables with white tablecloths, and chairs arranged for dining.

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.

Castello La Leccia

Castellina in Chianti

10/10 Exceptional

Sarah

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

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

Belvedere di San Leonino

Castellina in Chianti

10/10 Exceptional

Oh wow, perfect vacation and a real Tuscany atmosphere, the hotel is a magical old yet perfectly renovated property, the room was amazingly clean and equipped with everything we needed, the pool was open until 8pm and it’s never crowded, very peaceful area, almost like a fantasy movie, breakfast was great, especially the cheese , local pastries and coffee , the staff was lovely, very friendly and helpful, but the real deal was DINNER , I cannot say enough about the food and wine they make,...

Lior

Precise House Montaperti Siena

Asciano

10/10 Exceptional

Anonymous traveler

A terrace with wicker chairs and a table set for breakfast, overlooking a historic town with terracotta buildings and cypress trees.

A brick building with a sign reading "Villa del Sole" and a view of the sea in the background.

A hotel entrance with a view of historic buildings and a clear sky.

A room with a white desk, chair, and a large mirror. There is a painting of a horse on the wall and a window with curtains.

Villa del Sole Siena

Siena City Centre

10/10 Exceptional

Linna

A stone building with outdoor seating and a pool in the background.

A swimming pool with a breakfast tray of fruits and juice, surrounded by trees and a clear sky.

A dining table set with various foods, including meats, cheeses, and fruits.

A bedroom with two beds, a chandelier, a leopard-print chair, and a small table with a vase.

B&B Country House Poggio del Drago

Civitella in Val di Chiana

10/10 Exceptional

Kristen

A table set for two with a wine glass, a bowl of nuts, and a glass of water.

A dining table with a variety of food and drinks, a vase with flowers, and a view of an outdoor patio with chairs and umbrellas.

A hallway with a wooden floor, a painting on the wall, and a vase with flowers on a table.

A room with two yellow sofas, a wooden floor, a large painting, a chandelier, and a patterned rug.

Relais degli Angeli

Siena City Centre

10/10 Exceptional

Stained here at the end of an eight day trip around Italy. This hotel was head and shoulders above the others I visited, it is a boutique hotel of seven rooms. Our room was a suite. It was bigger than many apartments, with a large living room with daybed, a beautiful master bathroom with jetted tub and separate shower with jets overhead as well as side jets, ample closet storage, fridge, and safe. The rooms here have antique furniture and hand painted ceilings. I loved the breakfast on the...

Susie

Frequently Asked Questions

What accommodations do travelers like in San Gusme?

Guests like Hotel Athena, La Certosa di Pontignano and Grand Hotel Continental Siena – Starhotels Collezione.

Can I book refundable hotels in San Gusme?

If you want the flexibility to change your plans to San Gusme, most properties provide refundable* rates you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow down the results.

What will the weather in San Gusme be like during my visit?

The warmest months in San Gusme are usually August and July with an average temp of 72°F. January and February are the chilliest months when the average temp is 44°F. The rainiest months are November and October.

Why should I book my San Gusme accommodation with Hotels.com?

There are plenty of reasons to book your San Gusme travel with us: our free cancellations on selected hotels* gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.