A stone building with green shutters, a staircase, and a potted plant.

Vacation homes in Monticiano

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Oct 26 - Oct 27

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Vacation homes in Monticiano

A bedroom with a bed, a bedside table, a TV mounted on the wall, and a sliding glass door leading to a balcony with a view of greenery and hills.

A modern kitchen with wooden cabinets, a built-in oven, and a sliding glass door leading to a balcony with outdoor furniture.

A breakfast buffet with various food items, a coffee station, and decorative plants.

A modern hotel room with yellow chairs, a small table, a refrigerator, and a balcony with a view of the city and mountains.

1. Tuscasì Aparthotel

Sovicille

$62

$83 total

includes taxes & fees

Nov 20 - Nov 21

Outdoor pool

Exterior

Private kitchen

Exterior

2. Residence Arianna

Sovicille

$140

$158 total

includes taxes & fees

Nov 9 - Nov 10

An outdoor dining area with a table set for two, overlooking a lush green landscape and a hill in the distance.

A cozy kitchen with wooden cabinets, a dining area with a table and chairs, and a red sofa with a patterned cushion.

Two people sitting on grass under a tree, reading a book, with a stone building in the background.

A couple sitting by a pool under a pergola with a view of a house and hills in the background.

3. Podere Cascatelle & Agriletizia

Massa Marittima

An interior with stone walls, wooden doors, and a bar area with stools and bottles.

A rustic interior with stone walls, wooden furniture, and a central table.

A stone-paved courtyard with outdoor seating, stone buildings, and trees.

A stone building with a pool, lounge chairs, and umbrellas.

4. Borgo Il Poggiaccio

Sovicille

Front of property - evening/night

Pool

Room

Dining

5. Residence Borgo San Lorenzo a Linari

Sovicille

An aerial view of a villa with multiple buildings, surrounded by lush greenery and hills in the background.

A building with a yellow facade, multiple windows, and a balcony.

A balcony with a table and chairs, a vase of flowers, and a view of the landscape.

A kitchen with a brick fireplace, a red wooden cabinet, a black sink, and potted plants.

6. Villa Mucellena

Casole d'Elsa

A stone building with a tiled roof, a brick pathway, and a small grassy area.

A stone building with a paved courtyard, surrounded by grass and a brick pathway.

A cozy living room with a wooden dining table, a sofa, and a fireplace.

A swimming pool with tiled flooring, lounge chairs, and umbrellas.

7. Le Mascie Country House

Casole d'Elsa

A stone building with a large tree in front, outdoor seating with tables and chairs, and a view of the surrounding landscape.

A cozy room with a wooden ceiling, a sofa, a chair, a lamp, and a view of a garden through a glass door.

A stone house with a large tree in the front yard, a patio with chairs, and a table.

A dining area with a table set for breakfast, including croissants and fruit, and a view of greenery through arched windows.

8. Borgo al Cerro

Casole d'Elsa

An indoor swimming pool with a glass ceiling, stone walls, and a central water feature.

An outdoor dining area with stone walls, a table set with bread, tomatoes, a bottle of Chianti, and wine glasses.

A stone building with a garden in front, surrounded by greenery and hills.

A garden with red and pink flowers, a gravel path, and a hill in the background.

9. Antica Fonte Resort

Casole d'Elsa

A courtyard with stone steps leading to a small building, surrounded by lush greenery and stone buildings in the background.

A window with a view of buildings and a plant on the windowsill.

A hotel with a swimming pool, surrounded by greenery and adjacent to a road.

A cozy kitchen with a brick ceiling, wooden furniture, and a dining area with a table set for breakfast.

10. Country House il Ciliegio

Roccastrada

$87

$98 total

includes taxes & fees

Nov 2 - Nov 3

A stone-walled room with a large window, a wicker chair, and a table with a white tablecloth.

A stone building with a swimming pool, surrounded by well-maintained grass and trees.

A modern kitchen with a black refrigerator, a wooden island, and a dining area with a glass table and white chairs.

A room with a large window overlooking a mountainous landscape.

11. Tenuta Cantona

Casole d'Elsa

An arched stone corridor leading to a courtyard with a table set for dining, surrounded by stone walls and a building with windows.

A large estate with multiple buildings, expansive green fields, and a well-maintained garden.

A rustic interior with a fireplace, a dining table, and a sofa.

An outdoor dining area with tables set for a meal, surrounded by brick walls and potted plants.

12. Tenuta di Corsano

Monteroni d'Arbia

A glass-enclosed swimming pool with a view of mountains.

A wooden deck with a table and chairs, a covered area with a roof, and a view of trees and a distant landscape.

A bed with a floral bedspread, a wooden headboard, a shelf with glasses and a book, and a small table with a cup and a book.

A traditional wooden cabin with a balcony, surrounded by lush greenery and a stone wall.

13. Camping Le Soline

Murlo

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

A room with a bed, a window, a staircase, and a radiator.

A dining table set with breakfast items, a sofa, and a television in a cozy room with windows and a painting on the wall.

A bedroom with two beds, a wooden staircase, a desk with a chair, and a large window with a view.

14. San Paolo Farm, Wifi, Pool, Val Di Cecina

Castelnuovo di Val di Cecina

A cluster of stone buildings with terracotta roofs, surrounded by lush greenery, and a swimming pool in the foreground.

A courtyard with stone buildings, terracotta roof tiles, and potted plants.

A swimming pool with lounge chairs, surrounded by greenery and a clear sky.

A wooden pergola with a chair and potted plants, overlooking a lush green field with trees and distant mountains.

15. Apartment in Tuscany With Stunning Views

Castelnuovo di Val di Cecina

A swimming pool with red umbrellas, surrounded by trees and a brick deck.

A large, two-story stone building with a swimming pool, surrounded by lush greenery and hills.

A stone building with a brick staircase leading to a porch.

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

16. Il Carpignone

Massa Marittima

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

A bedroom with a bed, curtains, a wardrobe, and a potted plant.

An outdoor seating area with tables and chairs arranged under a large tree, surrounded by well-maintained hedges and greenery.

A building facade with multiple windows, a red awning with "La Fenice" written on it, and a door with a decorative arch.

17. La Fenice Park Hotel

Massa Marittima

A building entrance with a sign reading "MASSA ALTA" and a potted plant in the foreground.

A kitchen with white cabinets, a laptop on the table, and a brick wall.

A cozy living area with a brick archway, a wooden dining table, and a sofa.

A bedroom with a bed, a nightstand, a cactus plant, and a painting on the wall.

18. Massa Alta B&B e Appartamenti

Massa Marittima

A terrace with a brick floor, a stone wall, and a metal railing.

A rectangular swimming pool with a transparent cover, surrounded by lush greenery and trees, with a view of distant hills.

A sandy beach with a wooden fence and footprints.

A cozy living room with a fireplace, a sofa, and a large window offering a view of the outdoors.

19. Casale Vezzoli con Piscina

Roccastrada

A swimming pool with a covered seating area and lounge chairs.

A stone building with a tiled roof, surrounded by greenery and hills in the background.

A dining area with a stone wall backdrop, clear glass chairs, a wooden table set with plates, glasses, and a vase of flowers.

A modern kitchen with a central island, stainless steel appliances, and wooden cabinetry.

20. Pieve di San Giovanni 10

Pomarance

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Learn more about Monticiano

The region around Monticiano is home to attractions such as Val di Merse and Abbazia di San Galgano. Visitors speak highly of this welcoming city's restaurants and rural setting.

See all hotels in Monticiano

A stone building with green shutters, a staircase, and a potted plant.

About the destination

Monticiano is a welcoming city where you can spend time checking out the local cuisine. Why not take time to see places like Val di Merse? You won't want to miss sights in the surrounding area like Abbazia di San Galgano and Eremo di Montesiepi.