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Check prices for these dates

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

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Our top choices for Boccheggiano 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 ฿2,833
฿3,117 total
includes taxes & fees
17 Dec - 18 Dec
Historic Farmhouse Casa del Chiodo
Standard Quadruple Room, Balcony | Desk, free WiFi
Palazzo delle Erbe

Palazzo delle Erbe

Palazzo delle Erbe
Casole d'Elsa
10.0 out of 10, Exceptional, (2)
Escape to this Tuscan B&B offering complimentary daily continental breakfast and WiFi. Explore nearby attractions like Archaeological and Collegiate Church Museum and Fattoria Il Palagio Winery, with daily housekeeping ensuring a comfortable stay.
"Very clean, nice area and excellent staff!"
United States
Bijan
The price is ฿3,636
฿4,074 total
includes taxes & fees
19 Dec - 20 Dec
Palazzo delle Erbe
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
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 ฿3,455
฿3,911 total
includes taxes & fees
3 Jan - 4 Jan 2026
Agriturismo San Galgano
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
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)
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
1 bedroom, premium bedding, memory-foam beds, minibar
Villa Sant Andrea

Villa Sant Andrea

Villa Sant Andrea
Siena
9.2 out of 10, Wonderful, (33)
Immerse yourself in the tranquility of this Tuscan retreat near Porta Tufi. Daily housekeeping ensures comfort while you explore nearby hiking trails and botanical gardens. Relax in the garden terrace after adventures in beautiful Siena.
"Nice Tuscan Villa, only 10 minutes from city centre, easy parking and moving in and out of the city. The host are great, Cecilia and husband always available to help."
United States
Adrian
Villa Sant Andrea
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 ฿1,882
฿2,070 total
includes taxes & fees
21 Dec - 22 Dec
B&B da Nada Locanda Toscana
Exterior
Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16)
Set near Porta Tufi and Orto Botanico dell'Universita, this affittacamere offers a tranquil garden and terrace. Grab coffee at the on-site café after a refreshing swim, then explore Siena with free parking and WiFi.
"Great host, lovely place near Siena"
United Kingdom
Prem
Il Pozzo di Sant'Andrea
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 on-site winery. Indulge in massages or relax by the seasonal pool surrounded by nature, just a short drive from Sassoforte Castle.
The price is ฿5,690
฿6,259 total
includes taxes & fees
22 Dec - 23 Dec
Valdonica Winery - Chill in Nature Lodge
Beach nearby, white sand, snorkelling, 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 snorkelling. 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
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 ฿3,030
฿3,333 total
includes taxes & fees
17 Dec - 18 Dec
Agriturismo il vecchio imposto
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 ฿4,667
฿5,133 total
includes taxes & fees
17 Dec - 18 Dec
Il Pelagone Hotel & Golf Resort Toscana
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 ฿2,593
฿2,852 total
includes taxes & fees
16 Jan - 17 Jan 2026
Mercure Petriolo Siena Terme Spa Hotel
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 ฿3,030
฿3,333 total
includes taxes & fees
17 Dec - 18 Dec
Locanda nel Cassero
Restaurant
Agriturismo Giù al Pozzo

Agriturismo Giù al Pozzo

Agriturismo Giù al Pozzo
Grosseto
9.4 out of 10, Exceptional, (3)
Experience authentic countryside charm at this farm stay, where complimentary breakfast starts each day. Nearby attractions include Vetulonia Ruins and the Falchi Civic Archaeological Museum, with Montepescali Station just 18 minutes away.
"Schöne Zimmer, super Essen, nette Gastgeber"
Germany
Helmut
The price is ฿2,879
฿3,166 total
includes taxes & fees
18 Dec - 19 Dec
Agriturismo Giù al Pozzo
Indoor pool, outdoor pool
Villa Le Querciolaie

Villa Le Querciolaie

Villa Le Querciolaie
Monteverdi Marittimo
8.8 out of 10, Excellent, (12)
Set in Monteverdi Marittimo, this welcoming villa offers both indoor and outdoor pools for year-round enjoyment. After exploring nearby trails, unwind on the terrace. Guado al Melo and Terme di Sassetta await just minutes away.
"It's a wonderfull place, lost in Italy, it's a dream coming true with a good comfort and nice price for this style of hotels. I recommand it. "
Switzerland
Anonymous traveller
Villa Le Querciolaie
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)
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 savour local flavours 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
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 ฿4,202
฿4,807 total
includes taxes & fees
17 Dec - 18 Dec
Relais Le Macine di Stigliano
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 centre or stroll through the garden. Museum of Sacred Art and Organ Museum are just minutes away.
The price is ฿14,692
฿16,161 total
includes taxes & fees
17 Dec - 18 Dec
Hotiday Room Collection - Massa Alta
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 Boccheggiano Hotel Reviews

Tuscasì Aparthotel

Tuscasì Aparthotel

10/10 Excellent
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
Sergey 2-night trip
Posted 3 months ago
Tuscasì Aparthotel
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 3 months ago
Borgo Santo Pietro

More cheap stays in Boccheggiano

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 Boccheggiano?
Castello di Casole, A Belmond Hotel, Tuscany, located 16.3 mi (26.2 km) from the heart of Boccheggiano, is a top choice for your stay, based on our traveller data. Two other choices for your trip to the area are Tuscasì Aparthotel and Borgo Santo Pietro. See all available top hotels, or vacation rentals in Boccheggiano.
If I need to cancel my hotel reservation in Boccheggiano, will I receive a refund?
Yes! You'll find that most hotel reservations are refundable if you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of check in. If your reservation is non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Boccheggiano.
What are some accommodation options with pools in Boccheggiano?
Castello di Casole, A Belmond Hotel, Tuscany: Offers 3 restaurants, an outdoor pool and a full-service spa. Borgo Santo Pietro and Mercure Petriolo Siena Terme Spa Hotel are a couple of other choices that feature an on-site pool. View all hotels with pools in Boccheggiano.
What is staying in Boccheggiano like?
Travellers to Boccheggiano will find plenty to explore and enjoy. In Boccheggiano, there are 4 hotels and other accommodation options to choose from. Find out more about Boccheggiano.
What are the top places to visit in Boccheggiano?
Places to visit in the wider area include Abbazia di San Galgano, I Canaloni del Torrente Farma and Cathedral of Massa Marittima. You'll also find Podere Ristella Vineyards and Winery and Castello del Belagaio in the area. Take a look at what more there is to see and do in Expedia's Boccheggiano guide.
What's the weather like in Boccheggiano?
The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Boccheggiano is 944 mm.

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