Compare Cheap Hotels in Montemassi
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Cheap Montemassi Hotels
Rosewood Castiglion del Bosco
Localita Castiglion del Bosco Montalcino SI
$1,209 nightly
The price is $1,342 total per night
$1,342 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
19.08 mi from city center
With a stay at Castiglion del Bosco, A Rosewood Hotel in Montalcino, you'll be 7.8 mi (12.5 km) from Fortress of Montalcino and 11.7 mi (18.8 km) from Monte Oliveto Maggiore Abbey.
Pool
Spa
Hotel Airone
Via Senese, 35 Grosseto GR
$121 nightly
The price is $133 total per night
$133 total
Dec 18 - Dec 19
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
15.87 mi from city center
A stay at Hotel Airone places you in the heart of Grosseto, a 3-minute drive from Grosseto Cathedral and 13 minutes from Natural Park of Maremma.
Hot Tub
Breakfast included
Grand Hotel Bastiani
Piazza Gioberti 64 Grosseto GR
$90 nightly
The price is $99 total per night
$99 total
Dec 20 - Dec 21
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
16.3 mi from city center
A stay at Grand Hotel Bastiani places you in the heart of Grosseto, steps from Colonna Romana and Piazza Dante.
Breakfast included
Free WiFi
Borgo Santo Pietro
Loc. Palazzetto Chiusdino SI
10.76 mi from city center
Located in Chiusdino, Borgo Santo Pietro is in a rural location, just a 1-minute walk from Val di Merse and a 3-minute drive from Eremo di Montesiepi.
Pool
Hot Tub
Hotel Nuova Grosseto
P. Marconi 26 Grosseto GR
15.75 mi from city center
A stay at Hotel Nuova Grosseto places you in the heart of Grosseto, within a 15-minute walk of Piazza della Vasca and Piazza del Popolo.
Pet friendly
Free WiFi
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Siena Tuscany
16.42 mi from city center
With a stay at this villa in Montalcino, you'll be 4.5 mi (7.3 km) from Castello Banfi and 7.8 mi (12.6 km) from Corte Pavone Winery.
Pool
Kitchen
Mercure Petriolo Siena Terme Spa Hotel
Strada Provinciale di Petriolo Civitella Paganico GR
$127 nightly
The price is $139 total per night
$139 total
Dec 14 - Dec 15
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
13.07 mi from city center
Located in Civitella Paganico, Mercure Petriolo Siena Terme Spa Hotel is a 1-minute drive from Terme Petriolo and 7 minutes from Val di Merse.
Pool
Hot Tub
agriturismo la roggiola
Monticiano Tuscany
11.62 mi from city center
Located in Monticiano, this cottage is in a rural location, a 1-minute drive from Val di Merse and 8 minutes from Abbazia di San Galgano.
Kitchen
Pet friendly
The Sense Experience Resort - Preferred Hotels & Resorts
Viale Italia 315 Follonica GR
17.96 mi from city center
With a stay at The Sense Experience Resort - Preferred Hotels & Resorts in Follonica, you'll be 6.3 mi (10.2 km) from Scarlino Marina and 9.9 mi (15.9 km) from Petra Winery.
On private beach
Pool
Marina di Scarlino Resort
Lungomare Garibaldi - Località Puntone Scarlino GR
15.9 mi from city center
Located in Scarlino, Marina di Scarlino Resort is connected to a shopping center, a 1-minute drive from Scarlino Marina and 8 minutes from Acquavillage Follonica.
Pool
Hot Tub
Borgo Etrusco S.p.A.
Loc. Col di Sasso Scarlino Scarlino GR
11.47 mi from city center
Located in Scarlino, Borgo Etrusco S.p.A. is in a rural location, a 4-minute drive from Il Pupillo and 7 minutes from Castello di Scarlino.
Pool
Kitchen
Private House with Exclusive Swimming Pool Heated and Amazing View
Boccheggiano Toscana
$4,025 nightly
The price is $4,025 total per night
$4,025 total
Dec 31 - Jan 1, 2026
Total with taxes and fees
6.91 mi from city center
When you stay at this vacation home in Montieri, you'll be by the sea and 12 minutes by car from Val di Merse.
Pool
Kitchen
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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Montemassi hotels essential information
Accommodation | 2,100 hotels |
|---|---|
Lowest Price | $99 |
Highest Price | $4,025 |
Popular hotels | Rosewood Castiglion del Bosco, Hotel Airone, Grand Hotel Bastiani, Borgo Santo Pietro, Hotel Nuova Grosseto, Private and cozy retreat in Montalcino with private pool surrounded by vineyards, Mercure Petriolo Siena Terme Spa Hotel, agriturismo la roggiola, The Sense Experience Resort - Preferred Hotels & Resorts, Marina di Scarlino Resort, Borgo Etrusco S.p.A., Private House with Exclusive Swimming Pool Heated and Amazing View |
Most Recent Montemassi Hotel Reviews
Rosewood Castiglion del Bosco
5 out of 5
Posted 2 weeks ago
CheapTickets Verified Review
"Wonderful stay "
A verified traveler stayed at Rosewood Castiglion del Bosco
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