Find hotels in Montemassi from ฿2,227

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Check prices for these dates

Tonight
22 Dec - 23 Dec
Tomorrow
23 Dec - 24 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

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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)
"Schöne Zimmer, super Essen, nette Gastgeber"
Germany
Helmut
The price is ฿2,783
฿3,062 total
includes taxes & fees
23 Dec - 24 Dec
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)
"Great place to stay. Very clean, close to town, great breakfast. "
Canada
Jose Pedro
Fattoria Pian di Rocca
Indoor pool, outdoor pool, pool 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)
"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
Royal Room, Balcony, Mountain View | Individually decorated, individually furnished, desk, cots/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 ฿2,813
฿3,095 total
includes taxes & fees
7 Jan - 8 Jan 2026
Historic Farmhouse Casa del Chiodo
Sauna, hot tub, steam room, Turkish bath/hammam, body treatments
Hotel Airone

Hotel Airone

Hotel Airone
4.0 star property
Grosseto
8.4 out of 10, Very good, (109)
"Loved the hot tub area! "
United States
Robert
The price is ฿3,812
฿4,193 total
includes taxes & fees
23 Dec - 24 Dec
Hotel Airone
Garden
Domus Socolatae Residenza d'Epoca Charming B&B

Domus Socolatae Residenza d'Epoca Charming B&B

Domus Socolatae Residenza d'Epoca Charming B&B
Follonica
9.4 out of 10, Exceptional, (23)
"Our stay was amazing, will be back soon!"
United States
Tiffany
Domus Socolatae Residenza d'Epoca Charming B&B
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)
"Clean room, great parking and friendly staff"
Canada
Georges
The price is ฿2,653
฿2,918 total
includes taxes & fees
23 Dec - 24 Dec
Granduca
Outdoor dining
Sleep

Sleep

Sleep
Follonica
9.6 out of 10, Exceptional, (18)
"Great location!"
United States
Steven
Sleep
Terrace/patio
Locanda nel Cassero

Locanda nel Cassero

Locanda nel Cassero
Civitella Paganico
9.6 out of 10, Exceptional, (5)
"Locanda confortevole e accogliente gentilezza e grande disponibilità "
Italy
Edoardo
The price is ฿3,009
฿3,310 total
includes taxes & fees
23 Dec - 24 Dec
Locanda nel Cassero
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)
"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 ฿3,521
฿3,873 total
includes taxes & fees
23 Dec - 24 Dec
Riva Toscana Golf Resort & SPA
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)
"Amazing staff. Beautiful views and facilities. Treated like friends. "
United States
Josh
The price is ฿4,173
฿4,774 total
includes taxes & fees
23 Dec - 24 Dec
Relais Le Macine di Stigliano
Front of property
Grand Hotel Bastiani

Grand Hotel Bastiani

Grand Hotel Bastiani
4.0 star property
Grosseto
8.6 out of 10, Excellent, (222)
"Excellent hotel with a premium location"
United States
Pedro
The price is ฿2,841
฿3,125 total
includes taxes & fees
23 Dec - 24 Dec
Grand Hotel Bastiani
Exterior
Guest House All'83

Guest House All'83

Guest House All'83
Grosseto
9.6 out of 10, Exceptional, (5)
"Tutto ok!! Nessuna pecca!!"
Italy
Alessio
Guest House All'83
Exterior
B&B WarmUp Grosseto

B&B WarmUp Grosseto

B&B WarmUp Grosseto
Grosseto
9.6 out of 10, Exceptional, (8)
"We enjoyed our stay in the B&B and liked the little breakfast box delivered to our door in the morning. Property was clean and fresh and private parking was very handy. Overall great value for money."
United Kingdom
Stephen
B&B WarmUp Grosseto
Exterior
I Cinque Pini

I Cinque Pini

I Cinque Pini
Follonica
8.4 out of 10, Very good, (64)
"Very clean , nice breakfast close to beach. Train a little noisy "
United States
mario
I Cinque Pini
Seasonal outdoor pool, pool umbrellas, pool loungers
Antico Casale L'Impostino

Antico Casale L'Impostino

Antico Casale L'Impostino
Civitella Paganico
9.6 out of 10, Exceptional, (39)
"The pool was great, the room was a great size and clean and breakfast was good."
Canada
Tresa
Antico Casale L'Impostino
Free daily local cuisine breakfast
B&B Le Mura

B&B Le Mura

B&B Le Mura
Grosseto
7.8 out of 10, Good, (17)
"The place was very nice the bed was comfortable. The room was large and breakfast was delicious "
Canada
Janice
The price is ฿2,746
฿3,020 total
includes taxes & fees
23 Dec - 24 Dec
B&B Le Mura
Dining
Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence
Roccastrada
9.4 out of 10, Exceptional, (28)
"pretty setting"
Canada
ed
Valdonica Winery & Vineyard Residence
Seasonal outdoor pool, pool umbrellas, pool 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)
"Für Hundehalter sehr empfehlenswert"
Switzerland
Johnny
Casa in Maremma Tuscany Village
2 outdoor pools, open 8:30 AM to 6:30 PM, pool umbrellas, pool loungers
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (70)
"Wonderful stay "
United States
Talib
The price is ฿42,217
฿46,806 total
includes taxes & fees
4 Jan - 5 Jan 2026
Castiglion del Bosco, A Rosewood 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

Borgo Santo Pietro

Borgo Santo Pietro

10/10 Excellent
"This pristine and beautiful property took our breath away upon arrival. Five star service and amenities abound. Our suite was stunning and well appointed. We felt as if we stepped back in time and were reminded of what outstanding service and accommodations should be like ~ a much needed respite after a busy week in Florence. The restaurants were outstanding. Top notch property and my husband referred to Borgo Santo Pietro as the most beautiful hotel he’s ever stayed at. So very grateful. The Heils"
Chad 1-night trip
Posted 4 months ago
Borgo Santo Pietro

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 traveller data. Other good options for your stay in the area are Hotel Airone and Borgo Santo Pietro. 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?
Castiglion del Bosco, A Rosewood Hotel: Features 2 restaurants, 2 outdoor swimming 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 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.

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