Hotels in Monastero d'Ombrone

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Where to stay in Monastero d'Ombrone?

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

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

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

A stone building with a swimming pool and a tennis court.

1. Castel Monastero - The Leading Hotels of the World

Castelnuovo Berardenga

$565

$632 total

includes taxes & fees

Nov 2 - Nov 3

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.

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

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

2. Villa Curina Resort

Castelnuovo Berardenga

$147

$166 total

includes taxes & fees

Oct 25 - Oct 26

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

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

An aerial view of a property with a swimming pool, surrounded by trees and a view of the countryside.

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

3. Castello di Leonina Relais

Asciano

$140

$160 total

includes taxes & fees

Nov 7 - Nov 8

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.

A poolside area with a swimming pool, lounge chairs, and a grassy lawn.

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

4. Il Verreno

Ambra

$200

$224 total

includes taxes & fees

Oct 25 - Oct 26

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

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

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.

5. Agriturismo San Sano

Gaiole in Chianti

$73

$84 total

includes taxes & fees

Oct 30 - Oct 31

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

A modern hotel room with a bed, a small table with a hat, a red chair, a window with curtains, and a bathroom with a glass shower enclosure.

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

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

6. Precise House Montaperti Siena

Asciano

$93

$109 total

includes taxes & fees

Nov 18 - Nov 19

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

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

7. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

$95

$113 total

includes taxes & fees

Nov 22 - Nov 23

A stone building with multiple windows and a central entrance.

A dining area with a table set for two, white chairs, and a stone-patterned floor.

A hotel room with a bed, a yellow armchair, a stone wall, and a window with a lamp.

A narrow stone pathway leading to a stone archway, surrounded by lush greenery and a stone wall.

8. Fondaco del Moro

Civitella in Val di Chiana

$68

$75 total

includes taxes & fees

Oct 25 - Oct 26

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

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

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

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

9. Castello di Tornano Wine Resort

Gaiole in Chianti

$152

$176 total

includes taxes & fees

Oct 26 - Oct 27

A cozy, well-lit tent with a bed, wooden furniture, and decorative pillows.

A yurt interior with a wooden dining area, a kitchen with a refrigerator, and a large window overlooking a garden.

A rustic kitchen with wooden cabinets, a vintage toaster, and a fan.

A wooden interior with a wooden table, a mirror, a lantern, and various plants.

10. 2 Cuori e 1 Yurta Glamping in Toscana

Asciano

$238

$268 total

includes taxes & fees

Nov 3 - Nov 4

A room with a piano, stone walls, a wooden cabinet, and a bench.

A dining area with a yellow table, white chairs, and a kitchen in the background.

A wooden console table with a mirror above it, a vase with flowers, and a basket of fruit.

A bedroom with a bed, a nightstand, a potted plant, and a window with a view.

11. Antico Granaione

Rapolano Terme

$89

$102 total

includes taxes & fees

Nov 12 - Nov 13

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

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

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

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

12. Dievole Wine Resort

Castelnuovo Berardenga

$273

$309 total

includes taxes & fees

Nov 16 - Nov 17

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 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.

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

13. Hotel Borgo Antico

Monteroni d'Arbia

$87

$101 total

includes taxes & fees

Oct 25 - Oct 26

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

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.

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

14. Palazzo di Valli

Siena

$108

$122 total

includes taxes & fees

Nov 21 - Nov 22

A courtyard with a lemon tree, potted plants, and a building with arched windows.

A building with a symmetrical facade, a central staircase, and a gravel pathway leading to the entrance.

A room with a large window offering a view of a landscaped garden with trees and a pathway.

A large, historic building with a covered patio and a well-maintained garden.

15. Villa Scacciapensieri Boutique Hotel

Scacciapensieri

$132

$151 total

includes taxes & fees

Oct 26 - Oct 27

An outdoor dining area with stone walls, tables, and chairs, surrounded by greenery and a stone building in the background.

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

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

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

16. Ultimo Mulino Wellness Country Hotel

Gaiole in Chianti

$100

$118 total

includes taxes & fees

Oct 29 - Oct 30

An outdoor patio area with wicker furniture, a table, and a lamp.

A bar area with a variety of liquor bottles, a pizza on a wooden board, and three martini glasses with straws.

A hallway with a wooden floor, a small table with a vase, and a light fixture on the ceiling.

A room with a white counter, a bowl of fruit, a plant in a gold pot, and a mirror reflecting a plant and a window with curtains.

17. Il Monte

Monte San Savino

$73

$112 total

includes taxes & fees

Oct 25 - Oct 26

A modern hotel lobby with a high ceiling and a glass roof, featuring wooden paneling, comfortable seating, and a large wall mural.

A reception area with a wooden reception desk, two chairs, a vase with flowers, and a large pillar.

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

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

18. Four Points by Sheraton Siena

Scacciapensieri

$131

$147 total

includes taxes & fees

Nov 7 - Nov 8

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

A spacious living area with a high arched ceiling, a sofa set, and a glass coffee table.

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

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

19. The Club House

Castelnuovo Berardenga

$357

$404 total

includes taxes & fees

Nov 2 - Nov 3

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

A view of a courtyard with a large tree, outdoor seating, and a building in the background.

An outdoor dining area with tables and chairs, potted plants, and a tiled floor.

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

20. Hotel Certosa Di Maggiano

Siena

$281

$316 total

includes taxes & fees

Nov 12 - Nov 13

View all properties

Go beyond your typical stay in Monastero d'Ombrone

Check out reviews of Monastero d'Ombrone hotels guests love

Castel Monastero - The Leading Hotels of the World

Castelnuovo Berardenga

10/10 Exceptional

Raina

Villa Curina Resort

Castelnuovo Berardenga

10/10 Exceptional

Casey

Agriturismo San Sano

Gaiole in Chianti

10/10 Exceptional

Angela

La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

10/10 Exceptional

Jeffrey

Castello di Leonina Relais

Asciano

10/10 Exceptional

Iker

The Club House

Castelnuovo Berardenga

10/10 Exceptional

debbie

Hotel Certosa Di Maggiano

Siena

10/10 Exceptional

Anonymous traveler

Antico Granaione

Rapolano Terme

10/10 Exceptional

Irene

Dievole Wine Resort

Castelnuovo Berardenga

10/10 Exceptional

Gary

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.

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

A pool area with lounge chairs and a service person attending to a guest.

Borgo San Felice Resort

Castelnuovo Berardenga

10/10 Exceptional

Tracy

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

Castello di Tornano Wine Resort

Gaiole in Chianti

10/10 Exceptional

Arwen

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 pool area with lounge chairs and umbrellas, a large building in the background, and a view of the countryside.

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

Hotel Le Fontanelle

Castelnuovo Berardenga

10/10 Exceptional

Anonymous traveler

Villa Scacciapensieri Boutique Hotel

Scacciapensieri

10/10 Exceptional

Anonymous traveler

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

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

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

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

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.

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

Villa del Sole Siena

Siena City Centre

10/10 Exceptional

Linna

A courtyard with brick buildings, a stone wall, and a view of the surrounding town.

A swimming pool with a clear view of the water, a metal structure on the right, and a landscaped area with chairs and plants in the background.

A rustic interior with a fireplace, wooden beams, and a metal rack holding various tools.

An outdoor patio with tables and chairs, surrounded by potted plants and a red building.

Borgo Grondaie

Siena

10/10 Exceptional

tmcmaus

Frequently Asked Questions

What hotels do travelers recommend in Monastero d'Ombrone?

Guests like Castel Monastero - The Leading Hotels of the World, Borgo Scopeto Wine & Country Relais and Castello di Leonina Relais.

Can I book refundable hotels in Monastero d'Ombrone?

If you want the flexibility to change your plans to Monastero d'Ombrone, most hotels offer refundable* bookable rates. 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 Monastero d'Ombrone be like during my visit?

The warmest months in Monastero d'Ombrone 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 Monastero d'Ombrone hotel with Hotels.com?

There are plenty of reasons to book your Monastero d'Ombrone 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.