𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Montemassi from RM283 (2026) - Fully Refundable Options

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Our top choices for Montemassi hotels

A historic stone building with multiple windows and a courtyard.

A stone staircase leading to an arched doorway, surrounded by stone walls and potted plants.

A breakfast buffet with various food items and beverages, set in a room with stone walls and a large window.

An outdoor patio with stone arches, terracotta flooring, and tables set for dining.

1. Agriturismo Tenuta di Montemassi La Fattoria

Roccastrada

Alice

RM480

RM538 total

includes taxes & fees

30 Sept - 1 Oct

A spacious dining area with a large table and chairs, stone walls, and a view of the mountains.

A rustic stone house with a balcony, surrounded by tall grasses and trees, during sunset.

A room with a large window overlooking a vineyard and mountains. There is a stone wall and a wooden shelf with wine bottles and glasses.

A swimming pool with a view of a valley and mountains.

2. Valdonica Winery & Vineyard Residence

Roccastrada

"After debating between many Tuscan vineyards/B&Bs to stay at, I am so glad we picked this one. The venue was beautiful, the room was nice and clean (with AC), and they had a gorgeous remote pool overlooking the vineyard. The people working were all incredibly kind and accommodating and went above and beyond to make our stay memorable, in addition to the owner. We enjoyed a wine tour/tasting and a cooking class, and had dinner at their restaurant that was one of our best meals in Italy. Our only...

Audrey

RM647

RM726 total

includes taxes & fees

30 Sept - 1 Oct

A swimming pool with clear blue water, a person standing on the edge, and another person swimming. There are lounge chairs and an umbrella in the background.

A hotel room with a fireplace, a desk with a chair, a bed with a blue and white bedspread, and a view of the outdoors through large windows.

A stone staircase leading up to a structure, surrounded by lush greenery and trees.

A balcony with a view of mountains, featuring a table with chairs, a bottle of wine, and a cactus decoration.

3. Tenuta il Sassone - Wine & Food

Gavorrano

Christine

RM468

RM547 total

includes taxes & fees

6 Oct - 7 Oct

A modern living room with a sofa, a coffee table, a TV on a wooden cabinet, and a large potted plant.

A fruit basket with apples, pears, bananas, and cherries.

A modern bedroom with a bed, bedside tables, a ceiling light, a window, and a wall-mounted artwork.

A modern bathroom with a glass shower enclosure, a sink, a toilet, and a window providing natural light.

4. Le Vie del Mare Camere

Ribolla

RM507

RM558 total

includes taxes & fees

1 Oct - 2 Oct

A balcony with a view of a green landscape and a sunset. There are two lounge chairs and a small table with a glass of wine.

A bedroom with a large bed, a view of the countryside, and a stone wall.

A cozy living room with a fireplace, wooden beams, stone walls, and a leather sofa.

A poolside area with a wooden deck, lounge chairs, and a stone building with arched windows.

5. Conti di San Bonifacio Wine Resort

Gavorrano

Hannah

RM2,500

RM2,769 total

includes taxes & fees

15 Oct - 16 Oct

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.

6. Country House il Ciliegio

Roccastrada

Maaike

RM373

RM419 total

includes taxes & fees

28 Oct - 29 Oct

A group of people dining at a table with a view of a valley and mountains.

A long table set for a formal outdoor event, surrounded by a vineyard.

A garden with a wooden chair and a table, surrounded by a stone wall and a wooden fence.

A bedroom with a bed, a desk with a bottle and glasses, a red cabinet, and a view of the outdoors.

7. Valdonica Winery - Chill in Nature Lodge

Roccastrada

RM768

RM854 total

includes taxes & fees

4 Oct - 5 Oct

A swimming pool with lounge chairs and umbrellas, surrounded by brick flooring and a hedge.

A rustic interior with exposed wooden beams, a central island with seating, and a stone wall.

A bedroom with a stone wall, a bed with white linens, a wooden chair, a desk with a computer, and a window with curtains.

A spa area with two hot tubs, a decorative bowl with candles, and a person in a robe.

8. La Melosa Resort & Spa - Adults Only

Roccastrada

Gillian

RM352

RM401 total

includes taxes & fees

25 Oct - 26 Oct

A stone house with a swimming pool, red shutters, and a covered patio.

A rustic stone building with a courtyard, a wooden cart, and a tree.

A hotel room with a bed, towels, a painting, and a vase with flowers.

A stone building with a red shuttered window, a colorful mosaic, and a staircase leading to a hilltop view.

9. NonnaNara

Grosseto

"Grosse maison perdue dans la campagne qui a été une superbe découverte. Nous avions un magnifique appartement qui donnait sur une belle piscine magnifiquement entretenue. Le personnel est très avenant avec un remerciement spécial pour Fatima qui nous a accueillis en français est s'est occupé de nous toute la soirée. Elle nous a concocté un excellent repas le soir avec des produits du terroir. Un grand merci pour elle qui était encore présente tôt au petit déjeuner. Excellente expérience à...

Marie

RM532

RM585 total

includes taxes & fees

23 Oct - 24 Oct

An outdoor dining area with stone buildings, tables with orange tablecloths, and string lights.

A view through a window of a mountainous landscape with autumn foliage and a house in the distance.

A dining table set with wine glasses and a vase with flowers, a fireplace with a fire, and a stone wall.

A stone building with a wooden door, green shutters, and two potted plants.

10. Historic Farmhouse Casa del Chiodo

Roccastrada

Ian

RM414

RM465 total

includes taxes & fees

5 Oct - 6 Oct

An outdoor patio with wooden tables and chairs, large windows offering a view of a mountainous landscape.

A bedroom with a large bed, a wooden headboard, a nightstand, and a window with a view of the outdoors.

A marina with numerous boats docked, a central building, and a clear view of the sea.

A coastal beach with clear turquoise waters, a sandy shoreline, and a forested area with parked cars.

11. Agriturismo Giù al Pozzo

Gavorrano

Micaiah

RM349

RM402 total

includes taxes & fees

4 Oct - 5 Oct

A clear pool with visible mineral deposits, a pebble beach, and a mountainous landscape in the background.

An interior with a brick archway, stone walls, and modern seating.

A rustic interior with exposed brick walls, a stone fireplace, and wooden beams. There are leather sofas, a round table, and potted plants.

An open window with a view of a mountainous landscape and a flower box on the windowsill.

12. VIN Hotel - La Meridiana

Montieri

Anastasia

RM592

RM652 total

includes taxes & fees

29 Sept - 30 Sept

A swimming pool with water flowing from a tap, surrounded by lounge chairs and umbrellas.

A stone building with a red door, surrounded by gravel and potted plants.

An outdoor dining setup with a stone building in the background, a table with plates, cutlery, and a bottle of red drink.

A rustic room with a stone wall, a glass table with books, and a view of an outdoor patio with chairs and umbrellas.

13. Tenuta Casteani

Gavorrano

Andrew

RM501

RM570 total

includes taxes & fees

29 Sept - 30 Sept

A swimming pool with a waterfall feature, large windows, and a lounge chair.

A living room with a grey sofa, a coffee table, and a potted plant with red flowers. There are shelves with various bottles and jars, and a wall-mounted display with three decorative plates.

A narrow corridor with a wooden ceiling and a tiled floor, leading to a door at the end.

An aerial view of a property with a swimming pool, manicured lawns, and a variety of trees.

14. Montebelli Agriturismo & Country Hotel

Gavorrano

Jean-Olivier

RM400

RM468 total

includes taxes & fees

1 Oct - 2 Oct

A swimming pool surrounded by greenery, with a building in the background.

A pool surrounded by lounge chairs and greenery.

An outdoor seating area with tables and chairs under a pergola, surrounded by greenery and a building with a tiled roof.

A hotel room with a bed, bedside lamps, a telephone, and a view of the outdoors.

15. Hotel Girifalco - Nature & Relax

Massa Marittima

Lucy

RM215

RM283 total

includes taxes & fees

11 Oct - 12 Oct

A serene infinity pool with lounge chairs and umbrellas, surrounded by natural scenery and a clear view of distant mountains.

A rustic dining area with brick walls, hanging plants, and candle-lit tables.

A rustic interior with a chandelier, wooden furniture, and large windows offering a view of the outdoors.

A cozy living room with a fireplace, elegant furniture, and a chandelier.

16. Borgo Santo Pietro

Chiusdino

Rachel

RM4,641

RM5,151 total

includes taxes & fees

29 Oct - 30 Oct

A spacious lounge area with a high ceiling, ornate chandelier, and a variety of seating options including sofas and armchairs.

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

An indoor water feature with a brick archway and a view to the outside.

A large, multi-story building surrounded by lush greenery and fields.

17. L'Andana

Castiglione della Pescaia

Aleksandr

RM1,753

RM1,975 total

includes taxes & fees

4 Oct - 5 Oct

A pool with a modern water feature and a stone structure.

A buffet table with various desserts and a long dining area with tables and chairs.

An indoor swimming pool with clear glass walls, a tiled floor, and a stone wall with a mosaic pattern.

A wicker dining table set with breakfast items, a vase of flowers, and a scenic view.

18. Mercure Petriolo Siena Terme Spa Hotel

Civitella Paganico

Mike

RM348

RM383 total

includes taxes & fees

29 Sept - 30 Sept

A lush garden with tall cypress trees, a variety of shrubs, and a well-maintained lawn.

A swimming pool with lounge chairs and umbrellas, surrounded by a landscaped garden and a building with a tiled roof.

A two-story house with a garden in front.

A building with a stone facade, arched entryways, and a patio area with outdoor seating.

19. Agriturismo Bio Fattoria Casetta

Gavorrano

Piero

RM373

RM429 total

includes taxes & fees

5 Oct - 6 Oct

A beach with blue umbrellas and a wooden deck.

An outdoor dining area with tables set for two, surrounded by palm trees and flowering plants.

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

A golf course with a pond, trees, and hills in the background.

20. Il Pelagone Hotel & Golf Resort Toscana

Gavorrano

Matthias

RM716

RM815 total

includes taxes & fees

1 Oct - 2 Oct

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Top Montemassi Hotel Reviews

Grand Hotel Bastiani

10/10 Excellent

"Great location inside the city walls to explore Grosetto. Lots of great restaurants."

Hotel La Pineta

8/10 Good

"Excellent breakfast and dinner at same restaurant with beautiful patio. Nice lunch cafe in front also for aperitif. Close to street though. Very friendly staff. Rooms are a bit cold with no decor. Rooms close to stairs and elevator are noisy. We had room 112. Heard everything from the hallways which was annoying at night. Room had a very strong disinfectant odor. Overall highly recommend the hotel."

Hotel L'Approdo

10/10 Excellent

"Clean rooms excellent location"

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Very warm and friendly service."

L'Andana

10/10 Excellent

"Excellent place"

Hotel Girifalco - Nature & Relax

10/10 Excellent

"Charming hotel. Excellent breakfast. I would recommend it"

Montebelli Agriturismo & Country Hotel

8/10 Good

"If you are driving here you may be surprised by the rough and sometimes narrow track to the hotel - especially if you meet oncoming cars. We liked the dining experience (lunch and dinner were very good and breakfast was ok). The spa was ok too - probably better on a cooler day. We loved the wine and overall had a very pleasant stay here. Very glad to have air con in the room."

Fattoria La Principina Hotel & Congress

8/10 Good

"great facility but needs a general upgrade and remodeling"

Mercure Petriolo Siena Terme Spa Hotel

10/10 Excellent

"Las habitaciones son super lindas y espaciosas. El desayuno es completo y variado. Estuve con mi familia muy a gusto. Fue una estancia placentera. Lo recomiendo."

More cheap stays in Montemassi

Hotel Massa Vecchia

Massa Vecchia, 23 Massa Marittima GR

Get rates

8.6/10 Excellent! (11 reviews)

Guadalupe Tuscany Resort

Strada Provinciale Del Bozzone Grosseto GR

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9.8/10 Exceptional! (28 reviews)

Baia Etrusca

Località Torre Mozza, 20 Piombino LI

Get rates

8/10 Very good! (24 reviews)

Bio Tenuta di Paganico - I Roggeti

Via Della Stazione, 10 Civitella Paganico GR

Get rates

8/10 Very good! (1 review)

Hotel C'era Una Volta

Via Balzini 11 Castiglione della Pescaia GR

Get rates

9.6/10 Exceptional! (49 reviews)

Podere Valmarina

Via Aurelia Nord 10 Grosseto GR

Get rates

9.2/10 Wonderful! (5 reviews)

Frequently asked questions

Where is the best place for a stay in Montemassi?

The Sense Experience Resort - Preferred Hotels & Resorts, located 18 mi (28.9 km) from the heart of Montemassi, is a top choice for your stay, based on our traveller data. Other good options for your stay in the area are Grand Hotel Bastiani and Castiglion del Bosco, A Rosewood Hotel. See all available top hotels, or vacation rentals in Montemassi.

If I need to cancel my hotel reservation in Montemassi, will I receive a refund?

Yes! Most hotel bookings are refundable provided that you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of check in. If you booked a non-refundable reservation, you might still have the option to cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Montemassi.

What's the best dog-friendly accommodation option in Montemassi?

Agriturismo Tenuta di Montemassi La Fattoria is a top dog-friendly option for your stay. Tenuta Montemassi Podere Montauzzo is another good option for a stay with your pet. See more pet-friendly hotel accommodations in Montemassi.

What are some accommodation options with pools in Montemassi?

The Sense Experience Resort - Preferred Hotels & Resorts: Offers a children's pool, a seasonal outdoor pool and a private beach. Castiglion del Bosco, A Rosewood Hotel and Fattoria La Principina Hotel & Congress are a couple of other choices that offer an on-site pool. View all hotels with pools in Montemassi.

What is staying in Montemassi like?

Visitors will definitely enjoy all that Montemassi has to offer. In Montemassi, there are 9 hotels and other accommodation options to choose from. Find out more about Montemassi.

What are the top places to visit in Montemassi?

Places to visit in the wider area include Podere Ristella Vineyards and Winery, Piscina Il Giunco and Lago dell'Accesa. You'll also find I Canaloni del Torrente Farma and Cathedral of Massa Marittima in the area. Take a look at what more there is to see and do in Expedia's Montemassi guide.

What's the weather like in Montemassi?

The hottest months are usually August and July, with an average temperature of 23°C, while the coldest months are January and February, with an average of 9°C. Average annual precipitation for Montemassi is 794 mm.

Montemassi hotels from RM283

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Montemassi

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Montemassi hotels

1. Agriturismo Tenuta di Montemassi La Fattoria

2. Valdonica Winery & Vineyard Residence

3. Tenuta il Sassone - Wine & Food

4. Le Vie del Mare Camere

5. Conti di San Bonifacio Wine Resort

6. Country House il Ciliegio

7. Valdonica Winery - Chill in Nature Lodge

8. La Melosa Resort & Spa - Adults Only

9. NonnaNara

10. Historic Farmhouse Casa del Chiodo

11. Agriturismo Giù al Pozzo

12. VIN Hotel - La Meridiana

13. Tenuta Casteani

14. Montebelli Agriturismo & Country Hotel

15. Hotel Girifalco - Nature & Relax

16. Borgo Santo Pietro

17. L'Andana

18. Mercure Petriolo Siena Terme Spa Hotel

19. Agriturismo Bio Fattoria Casetta

20. Il Pelagone Hotel & Golf Resort Toscana

Top Montemassi Hotel Reviews

Grand Hotel Bastiani

Hotel La Pineta

Hotel L'Approdo

Castiglion del Bosco, A Rosewood Hotel

L'Andana

Hotel Girifalco - Nature & Relax

Montebelli Agriturismo & Country Hotel

Fattoria La Principina Hotel & Congress

Mercure Petriolo Siena Terme Spa Hotel

More cheap stays in Montemassi

Hotel Massa Vecchia

Guadalupe Tuscany Resort

Baia Etrusca

Bio Tenuta di Paganico - I Roggeti

Hotel C'era Una Volta

Podere Valmarina

Frequently asked questions

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