Find hotels in Montemassi from NT$2,241

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Our top choices for Montemassi hotels

Free daily buffet breakfast
Agriturismo Giù al Pozzo

Agriturismo Giù al Pozzo

Agriturismo Giù al Pozzo
Grosseto
9.4 out of 10, Exceptional, (3)
Experience authentic countryside charm at this farm stay, where complimentary breakfast starts each day. Nearby attractions include Vetulonia Ruins and the Falchi Civic Archeological Museum, with Montepescali Station just 18 minutes away.
"Schöne Zimmer, super Essen, nette Gastgeber"
Germany
Helmut
The price is NT$2,914
NT$3,206 total
includes taxes & fees
Jan 4 - 2026/1/5
Agriturismo Giù al Pozzo
Front of property - evening/night
Fattoria Pian di Rocca

Fattoria Pian di Rocca

Fattoria Pian di Rocca
Castiglione della Pescaia
9.6 out of 10, Exceptional, (30)
Set in Castiglione della Pescaia, this charming farmstay offers free breakfast, WiFi, and parking. Explore nearby Cala Violina beach or hit the hiking trails. The peaceful garden and terrace provide perfect relaxation spots after outdoor adventures.
"Great place to stay. Very clean, close to town, great breakfast. "
Canada
Jose Pedro
Fattoria Pian di Rocca
Royal Room, Balcony, Mountain View | Individually decorated, individually furnished, desk, cribs/infant beds
Historic Farmhouse Casa del Chiodo

Historic Farmhouse Casa del Chiodo

Historic Farmhouse Casa del Chiodo
Roccastrada
10.0 out of 10, Exceptional, (1)
"Everything about this place is perfect, highly recommend."
United States
Ian
The price is NT$2,831
NT$3,114 total
includes taxes & fees
Jan 7 - 2026/1/8
Historic Farmhouse Casa del Chiodo
Exterior
B&B da Nada Locanda Toscana

B&B da Nada Locanda Toscana

B&B da Nada Locanda Toscana
Roccastrada
9.4 out of 10, Exceptional, (16)
Escape to this charming Roccastrada lodging with its own restaurant serving three daily meals. Enjoy complimentary WiFi and breakfast while exploring nearby Sassoforte Castle and Podere Ristella Vineyards.
"Ras"
France
jean
The price is NT$2,037
NT$2,241 total
includes taxes & fees
Jan 6 - 2026/1/7
B&B da Nada Locanda Toscana
Indoor pool, seasonal outdoor pool
Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
5.0 star property
Civitella Paganico
8.8 out of 10, Excellent, (235)
Perched in Civitella Paganico, this luxurious spa hotel offers rejuvenating facials and sports massages. Enjoy the seasonal outdoor pool, sip drinks at the poolside bar, or relax in the hot tub. Terme Petriolo and Castello di Montepescini await nearby exploration.
"We had a great time. I would recommend this hotel when in Tuscany. "
United States
Mike
The price is NT$2,590
NT$2,849 total
includes taxes & fees
Jan 12 - 2026/1/13
Mercure Petriolo Siena Terme Spa Hotel
Front of property
Grand Hotel Bastiani

Grand Hotel Bastiani

Grand Hotel Bastiani
4.0 star property
Grosseto
8.6 out of 10, Excellent, (223)
Set in the heart of Grosseto, this luxury hotel offers complimentary buffet breakfast and WiFi. Discover nearby hiking and mountain biking trails after exploring Colonna Romana and Piazza Dante. Guests consistently praise the excellent property condition.
"Excellent hotel with a premium location"
United States
Pedro
The price is NT$2,858
NT$3,144 total
includes taxes & fees
Dec 29 - Dec 30
Grand Hotel Bastiani
Sauna, hot tub, steam room, body treatments, body scrubs, facials
Granduca

Granduca

Granduca
4.0 star property
Grosseto
8.0 out of 10, Very Good, (102)
Indulge in massages and facials at this spa hotel near Bastione Fortezza. Enjoy a morning swim, workout in the fitness center, or sip drinks at the bar. Free breakfast, WiFi, and parking make exploring nearby Piazza della Vasca convenient.
"Clean room, great parking and friendly staff"
Canada
Georges
The price is NT$2,669
NT$2,936 total
includes taxes & fees
Dec 29 - Dec 30
Granduca
Property entrance
Hotel I Crespi

Hotel I Crespi

Hotel I Crespi
3.0 star property
Grosseto
8.8 out of 10, Excellent, (98)
Located near Piazza Stefano de Maria, this hotel offers complimentary breakfast, WiFi, and parking. Guests can work out in the fitness center or unwind with drinks at the bar. A convenient snack bar and peaceful terrace enhance the comfortable stay.
"Breakfast was great!"
United States
john
The price is NT$3,162
NT$3,478 total
includes taxes & fees
Jan 6 - 2026/1/7
Hotel I Crespi
Sauna, hot tub, steam room, Turkish bath, body treatments, aromatherapy
Hotel Airone

Hotel Airone

Hotel Airone
4.0 star property
Grosseto
8.4 out of 10, Very Good, (109)
Luxurious sanctuary near Bastione Fortezza featuring deep-tissue massages and facials at the full-service spa. Unwind in the hot tub after working out at the fitness center, then savor meals at the restaurant with drinks at the bar.
"Loved the hot tub area! "
United States
Robert
The price is NT$3,835
NT$4,218 total
includes taxes & fees
Dec 29 - Dec 30
Hotel Airone
Indoor pool, outdoor pool, sun loungers
Montebelli Agriturismo & Country Hotel

Montebelli Agriturismo & Country Hotel

Montebelli Agriturismo & Country Hotel
4.0 star property
Gavorrano
8.8 out of 10, Excellent, (128)
Experience Tuscan luxury at this countryside retreat with indoor and outdoor pools, plus an on-site winery. Rejuvenate at the spa with aromatherapy and body treatments, then savor local flavors at the café. Free breakfast, WiFi, and parking enhance your escape near natural wonders.
"Was good enough. Sauna is a unique feature in Italian retreats. However, no freezers or teapots in rooms"
United States
Assan
Montebelli Agriturismo & Country Hotel
Dining
Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence
Roccastrada
9.4 out of 10, Exceptional, (28)
Immerse yourself in wine country at this Roccastrada farmhouse featuring an on-site winery and restaurant. Enjoy complimentary breakfast before relaxing by the seasonal outdoor pool or scheduling a massage at the spa. The bar, terrace, and free WiFi enhance your Tuscan retreat.
"pretty setting"
Canada
ed
Valdonica Winery & Vineyard Residence
Seasonal outdoor pool, pool umbrellas, sun loungers
Antico Casale L'Impostino

Antico Casale L'Impostino

Antico Casale L'Impostino
Civitella Paganico
9.6 out of 10, Exceptional, (40)
Escape to this charming farm stay in Civitella Paganico where La locanda restaurant serves local cuisine. A seasonal outdoor pool, winery, and bar await, all near Abbey of San Lorenzo al Lanzo and Terme Petriolo. Enjoy free breakfast, WiFi, and parking.
"The pool was great, the room was a great size and clean and breakfast was good."
Canada
Tresa
Antico Casale L'Impostino
Seasonal outdoor pool
Riva Toscana Golf Resort & SPA

Riva Toscana Golf Resort & SPA

Riva Toscana Golf Resort & SPA
4.0 star property
Follonica
9.2 out of 10, Wonderful, (20)
Set in Follonica, this resort features an outdoor pool, sauna, and steam room. Rejuvenate with massages and treatments at the spa, savor meals at the restaurant, or enjoy drinks at the bar. Close to ex Tony's and Follonica Station.
"We stayed out of the main building the golf condition wasn’t good reason why we didn’t play breakfast needs Coffee they offer expresso but not regular coffee , Bruno is great. Good location "
United States
Patricia
The price is NT$5,994
NT$6,594 total
includes taxes & fees
Dec 29 - Dec 30
Riva Toscana Golf Resort & SPA
Outdoor pool, sun loungers
Agriturismo La Rombaia

Agriturismo La Rombaia

Agriturismo La Rombaia
Castiglione della Pescaia
10.0 out of 10, Exceptional, (8)
Embrace countryside charm at this rural retreat with a serene outdoor pool. Explore nearby Abbazia di San Pancrazio al Fango, then return to relax in the garden terrace. Free WiFi and parking enhance your Italian escape.
"The property was lovely. The owners were amazing and went out of their way to assist with a lost bag issue. Even driving into Grosetto to help. A delightful stay!"
Canada
Julia
Agriturismo La Rombaia
Exterior
Agriturismo Le Giuncaine

Agriturismo Le Giuncaine

Agriturismo Le Giuncaine
Castiglione della Pescaia
Embrace countryside charm at this agriturismo offering complimentary WiFi and morning buffet service. Just a short drive from Abbazia di San Pancrazio al Fango and Red House of Ximenes, with Grosseto Station only 28 minutes away.
The price is NT$3,700
NT$4,070 total
includes taxes & fees
Jan 6 - 2026/1/7
Agriturismo Le Giuncaine
Terrace/patio
Locanda nel Cassero

Locanda nel Cassero

Locanda nel Cassero
Civitella Paganico
9.6 out of 10, Exceptional, (5)
Immersed in Tuscan ambiance, this inn offers convenient access to Abbey of San Lorenzo al Lanzo and Terme Petriolo. Climate-controlled rooms provide comfort year-round, just a 13-minute drive from Civitella Paganico Station.
"Locanda confortevole e accogliente gentilezza e grande disponibilità "
Italy
Edoardo
The price is NT$3,028
NT$3,330 total
includes taxes & fees
Dec 29 - Dec 30
Locanda nel Cassero
Reception
Hotel Nuova Grosseto

Hotel Nuova Grosseto

Hotel Nuova Grosseto
3.0 star property
Grosseto
8.6 out of 10, Excellent, (274)
Close to Grosseto Station, this hotel provides easy access to Piazza della Vasca and Grab des Ildebrando. Guests praise the helpful staff, while convenient amenities include free WiFi and a 24-hour front desk.
"The room was clean, and the staff were really friendly and helpful. The hotel is located in a very good location. "
United States
Zohar
Hotel Nuova Grosseto
Seasonal outdoor pool
Agriturismo San Galgano

Agriturismo San Galgano

Agriturismo San Galgano
Chiusdino
9.0 out of 10, Wonderful, (43)
Set in charming Tuscan countryside near Abbazia di San Galgano, this agriturismo offers authentic Italian dining at Antico Tempio restaurant. Enjoy the seasonal pool, bar, and terrace while appreciating free WiFi and parking during your countryside retreat.
"Absolutely amazing. Even the morning was cloudy and overwhelmed with fogs, the view was spectacular with view of 'Abbaye de San Galgano'. The breakfast buffet was also more than delicious. Specifically, the salamis were cut from the staffs, not those bought from manufactured products, which also tasted great. The person who helped our check-in and -out was the only person fluent in English, but you can conversate with other staffs with no problem using your body language, don't worry about this....
Ireland
Siwoo
The price is NT$3,451
NT$3,908 total
includes taxes & fees
Jan 3 - 2026/1/4
Agriturismo San Galgano
Seasonal outdoor pool, pool umbrellas, sun loungers
Casa in Maremma Tuscany Village

Casa in Maremma Tuscany Village

Casa in Maremma Tuscany Village
3.0 star property
Scarlino
8.6 out of 10, Excellent, (76)
Immerse yourself in Italian countryside charm at this family-friendly retreat. The outdoor tennis courts and seasonal pool provide refreshing recreation, while La Maremma restaurant serves authentic Italian cuisine. Nearby attractions and complimentary WiFi and parking enhance your Tuscan getaway.
"Für Hundehalter sehr empfehlenswert"
Switzerland
Johnny
Casa in Maremma Tuscany Village
Exterior
Agriturismo il vecchio imposto

Agriturismo il vecchio imposto

Agriturismo il vecchio imposto
Massa Marittima
10.0 out of 10, Exceptional, (1)
This countryside farm stay offers a tranquil garden retreat with complimentary WiFi and parking. Just a short drive from Massa Marittima Cathedral and Mining Museum, guests can enjoy authentic Tuscan hospitality while exploring nearby attractions.
"Sehr schön gelegen mit See in der Nähe. Die Ausstattung ist vollständig und der Garten/ die Terasse sind super. "
Germany
Louisa
The price is NT$3,028
NT$3,330 total
includes taxes & fees
Dec 29 - Dec 30
Agriturismo il vecchio imposto
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

Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco

10/10 Excellent
"Wonderful stay "
Talib 3-night trip
Posted 1 month ago
Rosewood Castiglion del Bosco

More cheap stays in Montemassi

Hotel Massa Vecchia

Hotel Massa Vecchia

Massa Vecchia, 23 Massa Marittima GR
Get rates

Frequently asked questions

Where is the best place for a stay in Montemassi?
Castiglion del Bosco, A Rosewood Hotel, located 19.1 mi (30.7 km) from the heart of Montemassi, is a top choice for your stay based on our traveler data. Other good choices for your visit to the area are Hotel Airone and Grand Hotel Bastiani. 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! You'll find that most hotel bookings are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you might be able to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Montemassi.
Where can I learn more about changing or cancelling my trip to Montemassi?
To find more details about changing or cancelling your trip to Montemassi, click here.
What's the best pet-friendly accommodation in Montemassi?
Agriturismo Tenuta di Montemassi La Fattoria is a top pet-friendly option for your stay. Tenuta Montemassi Podere Montauzzo is another good option if you're bringing your pet along. See more pet-friendly hotel accommodations in Montemassi.
What are some accommodations with pools in Montemassi?
Castiglion del Bosco, A Rosewood Hotel: Features 2 restaurants, 2 outdoor pools, and a full-service spa. Borgo Santo Pietro and Mercure Petriolo Siena Terme Spa Hotel are a couple of other choices that offer an onsite pool. View all hotels with pools in Montemassi.
What is the best hotel near Peretola Airport (FLR)?
Hotel Cosmopolitan is a popular 4-star hotel featuring free WiFi and a bar. It's located a short 0.7 mi (1.2 km) from Peretola Airport. Other good choices close to the airport are Best Western Plus CHC Florence and Hotel Mirage.
What is staying in Montemassi like?
Visitors are sure to enjoy all that Montemassi has to offer. In Montemassi, there are 9 hotels and other accommodations 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. Check out what more to see and do in Expedia's Montemassi guide.
What's the seasonal weather like in Montemassi?
The hottest months are usually August and July with an average temp of 74°F, while the coldest months are January and February with an average of 48°F. Average annual precipitation for Montemassi is 31 inches.