Montemassi

Travel Guide

Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco

5 out of 5
Localita Castiglion del Bosco Montalcino SI
The price is €1,322 per night from 10 Dec to 11 Dec
€1,322
10 Dec - 11 Dec
includes taxes & fees
Stay at this luxury hotel in Montalcino. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Popular attractions Castiglion del Bosco Winery and Corte Pavone ...
10/10 Exceptional! (69 reviews)
Wonderful stay

Reviewed on 25 Nov 2025

Rosewood Castiglion del Bosco
Hotel Airone

Hotel Airone

4 out of 5
Via Senese, 35 Grosseto GR
The price is €114 per night from 5 Dec to 6 Dec
€114
5 Dec - 6 Dec
includes taxes & fees
Stay at this spa hotel in Grosseto. Enjoy free breakfast, free Wi-Fi and a full-service spa. Popular attractions Bastione Fortezza and Piazza del Popolo are ...
8.4/10 Very Good! (109 reviews)
Clean rooms, friendly staff

Reviewed on 15 Oct 2025

Hotel Airone
Grand Hotel Bastiani

Grand Hotel Bastiani

4 out of 5
Piazza Gioberti 64 Grosseto GR
The price is €85 per night from 8 Dec to 9 Dec
€85
8 Dec - 9 Dec
includes taxes & fees
Stay at this luxury hotel in Grosseto. Enjoy free breakfast, free Wi-Fi and a 24-hour front desk. Our guests praise the property condition in their reviews. ...
8.4/10 Very Good! (216 reviews)
Great breakfast, bathtub and shower.

Reviewed on 1 Nov 2025

Grand Hotel Bastiani
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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.
Residence la Pace - Pool & Relax

Residence la Pace - Pool & Relax

Str. del Pingrossino Grosseto GR
Stay at this residence in Grosseto. Enjoy free Wi-Fi, an outdoor pool and breakfast (surcharge). Popular attractions Cavallonatura Equestrian Center Grosseto ...
10/10 Exceptional! (2 reviews)
bellissima struttura gestita da una famiglia gentilissima!

Reviewed on 9 Jun 2025

Residence la Pace - Pool & Relax
Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Siena Tuscany
Stay at this family-friendly villa in Montalcino. Enjoy private pools, a garden and laundry facilities. Popular attractions Castello Banfi and Corte Pavone Winery ...
9.4/10 Exceptional! (48 reviews)
Probably the highlight of our 5 week vacation through Europe. We spent 5 wonderful days here relaxing by the pool and enjoying the commanding views. Camilla was a gracious and quick responding host. Would love to come back!

Reviewed on 22 Oct 2025

Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Private House with Exclusive Swimming Pool Heated and Amazing View

Private House with Exclusive Swimming Pool Heated and Amazing View

Boccheggiano Toscana
Stay at this family-friendly holiday home in Montieri. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Sassoforte Castle and Castello di Torniella ...
9.4/10 Exceptional! (42 reviews)
Family stay
Everything was great. The pool was warm. Views are fantastic stretching out to the sea. The town has a good supermarket. Only went to one restaurant, Dell'Upo, but it was good so went back most nights. The hosts were helpful and informative. Planning a return.

Reviewed on 24 Sept 2024

Private House with Exclusive Swimming Pool Heated and Amazing View
See all properties in Montemassi
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.

Popular places to visit

Podere Ristella Vineyards and Winery

You can enjoy a tasting or tour at Podere Ristella Vineyards and Winery during your travels to Roccastrada. Wander the gardens or discover the area's countryside.

Podere Ristella Vineyards and Winery

I Canaloni del Torrente Farma

Commune with nature and explore the great outdoors at I Canaloni del Torrente Farma during your travels in Roccastrada. Discover the area's countryside and spas.

I Canaloni del Torrente Farma

Castello del Belagaio

You can find out about the history of Roccastrada with a visit to Castello del Belagaio. Discover the area's countryside and wineries.

Castello del Belagaio

Church of San Nicola

After visiting Church of San Nicola, make a plan to see the other sights and activities in Roccastrada. Visit the spas in this relaxing area or simply enjoy its wineries.

Church of San Nicola

Sassoforte Castle

You can find out about the history of Roccastrada with a visit to Sassoforte Castle. While you're in the area, wander around the natural setting.

Sassoforte Castle

Castello di Torniella

After visiting Castello di Torniella, make a plan to see the other sights and activities in Torniella.

Castello di Torniella

Things to do

Picture 2 for Activity Organic farm picnic in Maremma Tuscany

Maliosa Natural Picnic

€45
per adult
Maliosa Natural Picnic
The Private Challenge of the Crus

The Private Challenge of the Crus

€75
per adult
The Private Challenge of the Crus
Welcome to Casale del Bosco

Welcome to Casale del Bosco

€35
per adult
Welcome to Casale del Bosco
See all activities in Montemassi