Find hotels in Montemassi from NT$2,047

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Dec 16 - Dec 17
Tomorrow
Dec 17 - Dec 18
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

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Our top choices for Montemassi hotels

Terrace/patio
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$2,802
NT$3,082 total
includes taxes & fees
Dec 17 - Dec 18
Historic Farmhouse Casa del Chiodo
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, (39)
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
Lobby lounge
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
Terrace/patio
Casale San Galgano

Casale San Galgano

Casale San Galgano
Chiusdino
10.0 out of 10, Exceptional, (20)
Tucked near the historic Abbazia di San Galgano, this rural retreat offers local cuisine at Antico Tempio. Unwind with massages, enjoy drinks at the bar, or relax on the terrace. Free WiFi and parking make exploring the scenic Tuscan countryside effortless.
"Peace and nature at its best"
United States
Jose Manuel
Casale San Galgano
Outdoor banquet area
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$3,416
NT$3,867 total
includes taxes & fees
Jan 3 - 2026/1/4
Agriturismo San Galgano
Living area
Valdonica Winery - Chill in Nature Lodge

Valdonica Winery - Chill in Nature Lodge

Valdonica Winery - Chill in Nature Lodge
Roccastrada
Enjoy Italian dining at Ristorante Fine & Dine and unwind with a glass from the onsite winery. Indulge in massages or relax by the seasonal pool surrounded by nature, just a short drive from Sassoforte Castle.
The price is NT$5,626
NT$6,189 total
includes taxes & fees
Dec 22 - Dec 23
Valdonica Winery - Chill in Nature Lodge
Breakfast, lunch and dinner served
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, (15)
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$1,861
NT$2,047 total
includes taxes & fees
Dec 21 - Dec 22
B&B da Nada Locanda Toscana
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$2,996
NT$3,296 total
includes taxes & fees
Dec 17 - Dec 18
Locanda nel Cassero
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$2,563
NT$2,820 total
includes taxes & fees
Jan 9 - 2026/1/10
Mercure Petriolo Siena Terme Spa Hotel
2 outdoor pools
Hotiday Room Collection - Massa Alta

Hotiday Room Collection - Massa Alta

Hotiday Room Collection - Massa Alta
3.0 star property
Massa Marittima
Unwind at this Massa Marittima hotel with 2 outdoor pools, free kids' club, and on-site restaurant. Work out in the fitness center or stroll through the garden. Museum of Sacred Art and Organ Museum are just minutes away.
The price is NT$14,527
NT$15,980 total
includes taxes & fees
Dec 17 - Dec 18
Hotiday Room Collection - Massa Alta
Exterior
Ostello La Miniera

Ostello La Miniera

Ostello La Miniera
Massa Marittima
7.4 out of 10, Good, (3)
Surrounded by hiking trails in charming Massa Marittima, this hostel offers a welcoming bar and peaceful garden. Museum of Sacred Art and Organ Museum of Santa Cecilia are nearby, with free parking for exploration convenience.
Ostello La Miniera
Front of property
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$2,996
NT$3,296 total
includes taxes & fees
Dec 17 - Dec 18
Agriturismo il vecchio imposto
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
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
Front of property - evening/night
Relais Le Macine di Stigliano

Relais Le Macine di Stigliano

Relais Le Macine di Stigliano
4.0 star property
Sovicille
10.0 out of 10, Exceptional, (15)
Located near Val di Merse, this Sovicille hotel offers a hot tub and sauna alongside elegant dining options. Enjoy complimentary breakfast, WiFi, and parking while exploring nearby attractions from this serene countryside retreat.
"Amazing staff. Beautiful views and facilities. Treated like friends. "
United States
Josh
The price is NT$5,035
NT$5,721 total
includes taxes & fees
Dec 23 - Dec 24
Relais Le Macine di Stigliano
Seasonal outdoor pool, pool umbrellas, sun loungers
Agriturismo Terre di Castiglione

Agriturismo Terre di Castiglione

Agriturismo Terre di Castiglione
Castiglione della Pescaia
8.0 out of 10, Very Good, (1)
Surrounded by hiking trails in Castiglione della Pescaia, this countryside retreat offers a seasonal outdoor pool and easy access to Cala Violina beach. Enjoy free WiFi and parking while exploring nearby snorkeling spots and Golf Club Punta Ala.
Agriturismo Terre di Castiglione
Beach nearby, white sand, snorkeling, windsurfing
I Cinque Pini

I Cinque Pini

I Cinque Pini
Follonica
8.4 out of 10, Very Good, (64)
Explore nearby Cala Violina beach on free bicycles from this inn with hiking trails and snorkeling. Just a 3-minute drive from Follonica Station, I Cinque Pini offers free WiFi, parking, and a garden for relaxation.
"Very clean , nice breakfast close to beach. Train a little noisy "
United States
mario
I Cinque Pini
Private beach nearby, white sand, sun loungers, beach umbrellas
Il Pelagone Hotel & Golf Resort Toscana

Il Pelagone Hotel & Golf Resort Toscana

Il Pelagone Hotel & Golf Resort Toscana
4.0 star property
Gavorrano
7.6 out of 10, Good, (9)
Escape to this Gavorrano retreat featuring a golf course and 2 outdoor tennis courts. Enjoy meals at either of the 2 restaurants before unwinding at the poolside bar. Families appreciate the free kids' club, while adults can indulge in deep-tissue massages.
"Very nice private beach. Rooms - we had a bungalow- are totally ok, yet need a refresh/update. Breakfast was very good, friendly stuff, non problem at all to stay longer even though bf ended at 10am. We enjoyed our time at Il Pelagone- many thanks!"
United Kingdom
Matthias
The price is NT$4,614
NT$5,076 total
includes taxes & fees
Dec 17 - Dec 18
Il Pelagone Hotel & Golf Resort Toscana
Lounge
Hotel Parrini

Hotel Parrini

Hotel Parrini
3.0 star property
Follonica
8.8 out of 10, Excellent, (31)
Enjoy panoramic views from the rooftop terrace at this beachfront hotel. Savor local cuisine at the on-site restaurant, then unwind at the bar after exploring nearby Cala Violina. Follonica Station is just a 9-minute walk away.
"La suite "
Italy
Vittorio
The price is NT$9,954
NT$10,950 total
includes taxes & fees
Dec 31 - 2026/1/1
Hotel Parrini
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
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 3 weeks 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.

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