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Our top choices for Montemassi hotels

Agriturismo Tenuta di Montemassi La Fattoria

Agriturismo Tenuta di Montemassi La Fattoria
3.0 star property
Roccastrada
9.6 out of 10, Exceptional, (9 reviews)
"Great place , welcoming owner and staff . Town is a little gem "
United States
Alice
$95 nightly
The price is $106
Jun 25 - Jun 26
Total with taxes and fees
Agriturismo Tenuta di Montemassi La Fattoria

Agriturismo Giù al Pozzo

Agriturismo Giù al Pozzo
Gavorrano
9.6 out of 10, Exceptional, (4 reviews)
"This stay was beautiful! There was pretty countryside and the hotel grounds were very pretty as well."
United States
Micaiah
$98 nightly
The price is $112
Jun 30 - Jul 1
Total with taxes and fees
Agriturismo Giù al Pozzo

B&B Litoranea 80

B&B Litoranea 80
Follonica
$91 nightly
The price is $103
Jun 29 - Jun 30
Total with taxes and fees
B&B Litoranea 80

Agriturismo Agricoccinella - Pool&Restaurant

Agriturismo Agricoccinella - Pool&Restaurant
Piombino
10.0 out of 10, Exceptional, (1 review)
"Short stay but Venchenzo was very the best The property is spotless"
United States
Don
$123 nightly
The price is $139
Jul 22 - Jul 23
Total with taxes and fees
Agriturismo Agricoccinella - Pool&Restaurant

Podere Cascatelle & Agriletizia

Podere Cascatelle & Agriletizia
Massa Marittima
10.0 out of 10, Exceptional, (2 reviews)
"Ótimo local, limpo, amplo, piscina boa, cascata boa, espaço amplo, adorei o local."
Brazil
Alan Cesar
$62 nightly
The price is $76
Jul 25 - Jul 26
Total with taxes and fees
Podere Cascatelle & Agriletizia

Riva del Sole Resort & SPA

Riva del Sole Resort & SPA
4.0 star property
Castiglione della Pescaia
9.2 out of 10, Wonderful, (49 reviews)
"Lovely seat. Beautiful beach and swimming pool. Although pool not heated water was not too cold to easily get in and swim some laps. Only negative was restaurant, which has only passable food and was expensive. Breakfast was good and generous."
United States
Dan
$459 nightly
The price is $510
Jun 25 - Jun 26
Total with taxes and fees
Riva del Sole Resort & SPA

Terre Dell'Amore

Terre Dell'Amore
Grosseto
$111 nightly
The price is $125
Jun 29 - Jun 30
Total with taxes and fees
Terre Dell'Amore

NonnaNara

NonnaNara
Grosseto
10.0 out of 10, Exceptional, (1 review)
"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...
France
Marie
$130 nightly
The price is $147
Jun 29 - Jun 30
Total with taxes and fees
NonnaNara

B&B da Nada Locanda Toscana

B&B da Nada Locanda Toscana
Roccastrada
9.6 out of 10, Exceptional, (17 reviews)
"Ras"
France
jean
$73 nightly
The price is $82
Jul 8 - Jul 9
Total with taxes and fees
B&B da Nada Locanda Toscana

Locanda Fontelupa

Locanda Fontelupa
Campagnatico
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic property in a beautiful location. Rooms are beautifully furnished. Friendly and hospitable hosts went above and beyond to make us feel at home. The home cooked dinners were wonderful as was the breakfast buffet every morning- delicious and lots to choose from. Really enjoyed our stay and will be back! "
United States
Antonia
$247 nightly
The price is $271
Jul 22 - Jul 23
Total with taxes and fees
Locanda Fontelupa

Tenuta di Poggio Cavallo

Tenuta di Poggio Cavallo
3.0 star property
Grosseto
9.0 out of 10, Wonderful, (31 reviews)
"Beautiful grounds! Staff were so helpful with giving suggestions on several places to visit around the area. I only wish we had been able to spend more time there. We will definitely be back! "
United States
Karin
$140 nightly
The price is $157
Jun 28 - Jun 29
Total with taxes and fees
Tenuta di Poggio Cavallo

Residenza Ricasoli

Residenza Ricasoli
Grosseto
$94 nightly
The price is $106
Jun 29 - Jun 30
Total with taxes and fees
Residenza Ricasoli

Hotel Girifalco - Nature & Relax

Hotel Girifalco - Nature & Relax
Massa Marittima
9.4 out of 10, Exceptional, (8 reviews)
"Il plus sicuramente la pulizia della camera, veramente impeccabile, anche il bagno e la doccia davvero ottimi. Letto abbastanza comodo, forse il materasso potrebbe essere migliorato (si sentiva qualche molla). Colazione soddisfacente. Piscina bella, ma non ne abbiamo usufruito. La signora alla reception molto gentile, ma molto minimal, ci ha fatto vedere dov'era la camera, ma non ci ha dato indicazioni sugli orari della colazione od altro, anche se era tutto scritto poi sul foglio presente nella...
Italy
Denis
$59 nightly
The price is $72
Jul 23 - Jul 24
Total with taxes and fees
Hotel Girifalco - Nature & Relax

Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
5.0 star property
Civitella Paganico
8.6 out of 10, Excellent, (252 reviews)
"We had a great time. I would recommend this hotel when in Tuscany. "
United States
Mike
$85 nightly
The price is $94
Jun 25 - Jun 26
Total with taxes and fees
Mercure Petriolo Siena Terme Spa Hotel

L'Andana

L'Andana
5.0 star property
Castiglione della Pescaia
9.4 out of 10, Exceptional, (90 reviews)
"Breathtaking views of the Tuscan countryside, as well as incredibly attentive staff."
United States
Shelby
$529 nightly
The price is $593
Jun 25 - Jun 26
Total with taxes and fees
L'Andana

Hotiday Massa Marittima

Hotiday Massa Marittima
Massa Marittima
8.8 out of 10, Excellent, (3 reviews)
"Sehr ruhige Lage, einfache Ausstattung, sehr herzliche und hilfsbereite Gastgeberin."
Germany
Tatiana
$99 nightly
The price is $117
Jul 8 - Jul 9
Total with taxes and fees
Hotiday Massa Marittima

Bio Agriturismo Corte degli Ulivi

Bio Agriturismo Corte degli Ulivi
Grosseto
$140 nightly
The price is $157
Jun 28 - Jun 29
Total with taxes and fees
Bio Agriturismo Corte degli Ulivi

Piccolo Mondo Hotel

Piccolo Mondo Hotel
Follonica
$214 nightly
The price is $239
Jul 19 - Jul 20
Total with taxes and fees
Piccolo Mondo Hotel

Fattoria Casabianca

Fattoria Casabianca
Murlo
8.6 out of 10, Excellent, (163 reviews)
"Great place in the country. Very nice pool and helpful staff. Food at the farm restaurant was excellent."
United States
Franklyn
$121 nightly
The price is $132
Jun 30 - Jul 1
Total with taxes and fees
Fattoria Casabianca

Tenuta Santa Trice

Tenuta Santa Trice
Piombino
8.6 out of 10, Excellent, (8 reviews)
"Es waren herrliche Tage im Tenuta Santa Trice! Das Haus ist liebevoll restauriert, das Team engagiert und liebevoll. Das Anwesen mit dem Pool ist ein wahrer Traum. In der Umgebung gibt es viel zu entdecken von Strand bis zu mittelalterlichen Dörfchen. Tolle Restaurants gibt es wenige Autominuten entfernt. "
Germany
Wiebke
$109 nightly
The price is $124
Jul 1 - Jul 2
Total with taxes and fees
Tenuta Santa Trice
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Montemassi Hotel Reviews

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Hotels in Montemassi with star-rating

Frequently asked questions

What is the best area to stay in Montemassi?
The best area to stay in Montemassi is directly within the village walls of Montemassi itself, or in the immediate countryside surrounding it.

Montemassi is a small, historic hilltop village dominated by its medieval castle ruins. The village consists of a few narrow, winding streets that lead up to the castle, offering elevated views of the surrounding Tuscan landscape. There are a handful of traditional eateries and local shops within the village.

For couples seeking a romantic and tranquil escape, staying within Montemassi offers an intimate experience. You'll enjoy quiet evenings with stunning views and the charm of historic architecture, superb for unwinding and savoring local cuisine.

Travelers looking for a more expansive retreat with easy access to the village will find the countryside just outside Montemassi ideal.
When is the best time to go to Montemassi?
The best times to visit Montemassi are during the spring (April to June) and autumn (September to October) months.

These shoulder seasons offer pleasant weather conditions, ideal for exploring the Tuscan countryside. You'll find comfortable temperatures for outdoor activities like vineyard tours or walks through olive groves. Additionally, these periods avoid the peak summer crowds, allowing for a more serene experience at Montemassi's historic sites and local trattorias.

Couples often find these times superb for a romantic getaway. The spring brings blooming wildflowers and lush green landscapes, while autumn offers the beauty of changing leaves and the excitement of the grape harvest season.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Montemassi.
How can I save on a Montemassi hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Montemassi hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Montemassi hotel?
Prices for hotels in Montemassi often vary, but you can find a great deal from $72 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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