Hotels in Montecastelli

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B&B Suvereto
B&B Suvereto
Suvereto
The price is $109
$122 total
includes taxes & fees
May 11 - May 12
B&B Suvereto
Hotel Duca Del Mare
Hotel Duca Del Mare
3.0 star property
Massa Marittima
7.6 out of 10, Good, (46 reviews)
Escape to this charming retreat offering free breakfast and WiFi in picturesque Massa Marittima. Relax at the seasonal outdoor pool, enjoy drinks at the bar, or unwind in the garden. The Cathedral and Mining Museum are nearby, with convenient free parking.
The price is $103
$121 total
includes taxes & fees
May 11 - May 12
Hotel Duca Del Mare
Hotel Girifalco - Nature & Relax
Hotel Girifalco - Nature & Relax
Massa Marittima
9.0 out of 10, Wonderful, (4 reviews)
Wake to a complimentary breakfast before exploring Torre del Candeliere and Arco Senese. The seasonal outdoor pool refreshes after hiking nearby trails. Free WiFi and parking add convenience, with Scarlino Station just a 19-minute drive away.
The price is $61
$75 total
includes taxes & fees
May 25 - May 26
Hotel Girifalco - Nature & Relax
Valdonica Winery & Vineyard Residence
Valdonica Winery & Vineyard Residence
Roccastrada
9.4 out of 10, Exceptional, (30 reviews)
Immerse yourself in wine country charm at this Roccastrada vineyard residence. Enjoy massages at the spa, sip local vintages at the winery bar, and cool off in the seasonal pool. Free breakfast, WiFi, and parking enhance your stay near Sassoforte Castle.
The price is $178
$199 total
includes taxes & fees
May 17 - May 18
Valdonica Winery & Vineyard Residence
B&B da Nada Locanda Toscana
B&B da Nada Locanda Toscana
Roccastrada
9.4 out of 10, Exceptional, (16 reviews)
Experience Tuscan countryside charm at this cozy B&B featuring the convenient Locanda Da Nada restaurant serving three daily meals. Enjoy complimentary breakfast and WiFi while exploring nearby Sassoforte Castle and local vineyards.
The price is $68
$77 total
includes taxes & fees
May 12 - May 13
B&B da Nada Locanda Toscana
Il Belvedere Country Houses
Il Belvedere Country Houses
Massa Marittima
8.4 out of 10, Very Good, (18 reviews)
Escape to this charming farm stay featuring a hot tub and peaceful garden terrace. Just a short drive from Massa Marittima's Museum of Sacred Art, the property offers free WiFi and parking. Grab a snack at the café after swimming in the outdoor pool.
The price is $83
$91 total
includes taxes & fees
May 11 - May 12
Il Belvedere Country Houses
Tenuta La Bandita
Tenuta La Bandita
Sassetta
8.6 out of 10, Excellent, (91 reviews)
Immerse in Tuscan farm life at this charming stay near Terme di Sassetta. Enjoy complimentary breakfast before swimming in the outdoor pool or playing tennis. The on-site Ristorante La Bouganville serves Italian meals throughout the day.
The price is $144
$160 total
includes taxes & fees
May 11 - May 12
Tenuta La Bandita
Borgo Santo Pietro
Borgo Santo Pietro
5.0 star property
Chiusdino
9.6 out of 10, Exceptional, (57 reviews)
This spa retreat in Chiusdino offers deep-tissue massages and aromatherapy near Abbazia di San Galgano. Enjoy modern European cuisine at SAPORIUM restaurant, take a dip in the outdoor pool, or play tennis before relaxing at the poolside bar.
The price is $1,286
$1,426 total
includes taxes & fees
May 17 - May 18
Borgo Santo Pietro
Casale San Galgano
Casale San Galgano
Chiusdino
10.0 out of 10, Exceptional, (22 reviews)
Immerse yourself in local charm at this Chiusdino countryside retreat. Enjoy massages, savor local cuisine at Antico Tempio restaurant, and relax at the bar or terrace. The historic abbey and Eremo di Montesiepi are just moments away.
The price is $104
$118 total
includes taxes & fees
May 18 - May 19
Casale San Galgano
B&B Podere San Filippo
B&B Podere San Filippo
Bibbona
10.0 out of 10, Exceptional, (1 review)
The price is $123
$139 total
includes taxes & fees
May 11 - May 12
B&B Podere San Filippo
Relais Sant'Elena
Relais Sant'Elena
Bibbona
10.0 out of 10, Exceptional, (72 reviews)
Set in Bibbona, this luxury farm stay offers soothing massages and a refreshing outdoor pool. Savor cuisine at the restaurant, unwind at the bar, and enjoy complimentary breakfast, WiFi, and parking. Bolgheri Castle and Golf Club Le Capanne await nearby.
The price is $417
$461 total
includes taxes & fees
May 12 - May 13
Relais Sant'Elena
Punti Di Vista B&B Food&Wine Experience
Punti Di Vista B&B Food&Wine Experience
Bibbona
10.0 out of 10, Exceptional, (1 review)
The price is $135
$152 total
includes taxes & fees
May 11 - May 12
Punti Di Vista B&B Food&Wine Experience
Riparbella Country Suite
Riparbella Country Suite
Riparbella
9.2 out of 10, Wonderful, (9 reviews)
Surrounded by Tuscan landscapes, this countryside hotel offers free buffet breakfast and complimentary WiFi. Explore nearby hiking and mountain biking trails or stroll to Riparbella Station. La Regola winery adventures await just minutes away.
The price is $57
$63 total
includes taxes & fees
May 24 - May 25
Riparbella Country Suite
Hotiday Toscana Riparbella
Hotiday Toscana Riparbella
Riparbella
9.0 out of 10, Wonderful, (10 reviews)
The price is $61
$68 total
includes taxes & fees
May 11 - May 12
Hotiday Toscana Riparbella
Relais Le Macine di Stigliano
Relais Le Macine di Stigliano
4.0 star property
Sovicille
10.0 out of 10, Exceptional, (15 reviews)
This Tuscan retreat offers a seasonal outdoor pool, hot tub, and sauna, plus a restaurant and bar for post-exploration refreshment. Near Val di Merse, with complimentary breakfast, WiFi, and parking to enhance your countryside getaway.
The price is $278
$312 total
includes taxes & fees
May 11 - May 12
Relais Le Macine di Stigliano
Castello
Castello
3.0 star property
Sovicille
8.6 out of 10, Excellent, (73 reviews)
Immerse in the charm of this Tuscan hotel featuring regional dishes at Ai Girasoli restaurant. The property offers a welcoming bar, garden terrace, and 24-hour room service. Near Porta Tufi with free WiFi and parking, it's a short drive from Asciano Arbia Station.
The price is $89
$102 total
includes taxes & fees
May 24 - May 25
Castello
Castello di Casole, A Belmond Hotel, Tuscany
Castello di Casole, A Belmond Hotel, Tuscany
5.0 star property
Casole d'Elsa
9.6 out of 10, Exceptional, (80 reviews)
Unwind at this elegant Tuscan retreat offering 3 restaurants, spa treatments, and an outdoor pool. Just minutes from local museums and vineyards, this castle hotel provides free breakfast, WiFi, and parking for a perfect Italian countryside escape.
The price is $2,039
$2,245 total
includes taxes & fees
May 15 - May 16
Castello di Casole, A Belmond Hotel, Tuscany
Villa Sant Andrea
Villa Sant Andrea
Siena
9.2 out of 10, Wonderful, (34 reviews)
Surrounded by Tuscany's rolling hills, this charming guesthouse offers free WiFi and parking near Porta Tufi. Explore nearby hiking trails, relax in the garden, or unwind on the terrace after a day discovering Siena's historical treasures.
The price is $128
$146 total
includes taxes & fees
May 21 - May 22
Villa Sant Andrea
Villa Le Caggia
Villa Le Caggia
Sovicille
The price is $1,254
$1,383 total
includes taxes & fees
May 11 - May 12
Villa Le Caggia
Albergo Villa Rioddi
Albergo Villa Rioddi
3.0 star property
Volterra
9.6 out of 10, Exceptional, (119 reviews)
Set in scenic Volterra, this charming retreat offers a seasonal outdoor pool with dedicated children's area, complimentary breakfast, and free parking. Unwind at the bar/lounge after exploring nearby Porta all'Arco and Cathedral of Volterra.
The price is $116
$133 total
includes taxes & fees
May 11 - May 12
Albergo Villa Rioddi
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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Frequently asked questions

What accommodations do travelers like in Montecastelli?
Can I book a refundable accommodation in Montecastelli?
If you're looking for the flexibility to change your plans to Montecastelli, most accommodations offer refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Montecastelli if I want a vacation rental instead of a hotel?
Browse 14 vacation homes on our site. In addition, you can choose from 15 apartments.
What will the weather in Montecastelli be like during my visit?
August and July are typically the warmest months in Montecastelli when the average temp is 72°F. January and February are the coldest months when the average temperature is 44°F. November and October are the months with the most rain.
Why should I book my Montecastelli accommodation with Hotels.com?
There are lots of reasons to book your Montecastelli trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.