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Dec 3 - Dec 4
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Compare 1,921 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Indoor pool, outdoor pool, sun loungers
Montebelli Agriturismo & Country Hotel

Montebelli Agriturismo & Country Hotel

4.0 star property
Gavorrano
8.8 out of 10, Excellent, (127)
"Was good enough. Sauna is a unique feature in Italian retreats. However, no freezers or teapots in rooms"
United States
Assan
The price is ￥12,949
￥14,244 total
includes taxes & fees
Dec 14 - Dec 15
Montebelli Agriturismo & Country Hotel
Royal Apartment | View from room
Tuscasì Aparthotel

Tuscasì Aparthotel

Sovicille
9.0 out of 10, Wonderful, (24)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is ￥9,076
￥10,526 total
includes taxes & fees
Dec 4 - Dec 5
Tuscasì Aparthotel
Sauna, hot tub, steam room, Turkish bath, body treatments, aromatherapy
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 ￥18,714
￥20,585 total
includes taxes & fees
Dec 5 - Dec 6
Hotel Airone
Terrace/patio
Castello

Castello

3.0 star property
Sovicille
8.6 out of 10, Excellent, (70)
"Great little place to stay overnight. "
United States
Ivona
Castello
Front of property - evening/night
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 ￥24,825
￥28,211 total
includes taxes & fees
Dec 11 - Dec 12
Relais Le Macine di Stigliano
Seasonal outdoor pool, open 9:30 AM to 7:30 PM, pool umbrellas
Le Ragnaie

Le Ragnaie

Montalcino
9.2 out of 10, Wonderful, (323)
"Great place to stay the staff was super friendly and very close to Monalcino. Good wine everywhere. The scenery was so beautiful! "
United States
Douglas
Le Ragnaie
Exterior
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
Outdoor pool, sun loungers
Conti di San Bonifacio Wine Resort

Conti di San Bonifacio Wine Resort

Gavorrano
9.4 out of 10, Exceptional, (29)
"Unbelievable beautiful place. We absolutely loved our time there. "
United States
Hannah
The price is ￥53,517
￥58,869 total
includes taxes & fees
Dec 5 - Dec 6
Conti di San Bonifacio Wine Resort
2 outdoor pools, open 8:30 AM to 6:30 PM, pool umbrellas, sun loungers
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

5.0 star property
Montalcino
10.0 out of 10, Exceptional, (69)
"Definitely the best property in Tuscany.. People, food, amenities, the property itself - all perfect !"
United Kingdom
IOSEFIN
The price is ￥195,899
￥217,295 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Castiglion del Bosco, A Rosewood Hotel
Seasonal outdoor pool, pool umbrellas, sun loungers
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
Front of property
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 ￥13,946
￥15,341 total
includes taxes & fees
Dec 8 - Dec 9
Grand Hotel Bastiani
Private beach nearby, white sand, sun loungers, beach umbrellas
Il Pelagone Hotel & Golf Resort Toscana

Il Pelagone Hotel & Golf Resort Toscana

4.0 star property
Gavorrano
7.6 out of 10, Good, (9)
"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 ￥20,202
￥22,223 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Il Pelagone Hotel & Golf Resort Toscana
Exterior
Il Burellino Wine & Resort

Il Burellino Wine & Resort

Montalcino
10.0 out of 10, Exceptional, (76)
"Absolutely beautiful place."
United States
Stephanie
The price is ￥26,459
￥30,550 total
includes taxes & fees
Dec 4 - Dec 5
Il Burellino Wine & Resort
Dining
Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence

Roccastrada
9.4 out of 10, Exceptional, (28)
"pretty setting"
Canada
ed
Valdonica Winery & Vineyard Residence
Sauna, hot tub, steam room, body treatments, body scrubs, facials
Granduca

Granduca

4.0 star property
Grosseto
8.0 out of 10, Very Good, (101)
"Clean room, great parking and friendly staff"
Canada
Georges
The price is ￥13,026
￥14,328 total
includes taxes & fees
Dec 8 - Dec 9
Granduca
Seasonal outdoor pool
Agriturismo San Galgano

Agriturismo San Galgano

Chiusdino
9.0 out of 10, Wonderful, (43)
"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
Agriturismo San Galgano
Reception
Hotel Nuova Grosseto

Hotel Nuova Grosseto

3.0 star property
Grosseto
8.6 out of 10, Excellent, (272)
"Great staff, Friendly and very clean. Great pool be wonderful for children too."
United States
Mark
Hotel Nuova Grosseto
Terrace/patio
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 ￥13,888
￥15,277 total
includes taxes & fees
Dec 13 - Dec 14
Locanda nel Cassero
Free daily local cuisine breakfast
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 ￥14,220
￥15,642 total
includes taxes & fees
Dec 8 - Dec 9
B&B Le Mura
Terrace/patio
Casa di Campagna in Toscana

Casa di Campagna in Toscana

Sovicille
9.4 out of 10, Exceptional, (18)
"Fantastic experience with friendly hosts and an excellent breakfast! A little rustic here and there but all part of the charm!"
United Kingdom
Alasdair
The price is ￥11,221
￥12,885 total
includes taxes & fees
Dec 21 - Dec 22
Casa di Campagna in Toscana
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 Sassofortino Hotel Reviews

Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo

10/10 Excellent
"What a wonderful place to stay! Our room was beautiful with great bed, linens, and lovely bathroom. The Villa is gorgeous and staff very attentive. Breakfast was included and it was a beautiful buffet. Had a wine tasting too. Overall our 4 day stay was excellent. "
Steven 4-night trip
Posted 8 days ago
Villa Le Prata - Residenza del Vescovo

More cheap stays in Sassofortino

Hotel Massa Vecchia

Hotel Massa Vecchia

Massa Vecchia, 23 Massa Marittima GR
Get rates

Frequently asked questions

What's the best place for a stay in Sassofortino?
Hotel Airone, located 17.9 mi (28.8 km) from the heart of Sassofortino, is a top choice for your stay based on our traveler data. Two other options for your trip to the area are Rosewood Castiglion del Bosco and Grand Hotel Bastiani. See all available top hotels, or vacation rentals in Sassofortino.
What are some of the best vacation rentals in Sassofortino?
Private House with Exclusive Swimming Pool Heated and Amazing View: This vacation home rental near Sassofortino is located in a rural location and has an indoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of books so you can immerse yourself in your vacation. See all vacation rentals in Sassofortino.
If I need to cancel my hotel reservation in Sassofortino, will I receive a refund?
Yes! Most hotel room reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, it may still be possible to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Sassofortino.
Where can I learn more about changing or cancelling my trip to Sassofortino?
To find more details about changing or cancelling your trip to Sassofortino, go to https://www.expedia.com/service/.
What's the best pet-friendly accommodation in Sassofortino?
Valdonica Winery - Chill in Nature Lodge is a top B&B for people traveling with their pets, and offers a winery and a restaurant for its human guests. Other good options for you and your pet include Valdonica Winery & Vineyard Residence and Agriturismo Campo al Crognolo. See more pet-friendly hotel accommodations in Sassofortino.
What are some accommodations with pools in Sassofortino?
Valdonica Winery & Vineyard Residence: Features a full-service spa, a seasonal outdoor pool, and daily. Rosewood Castiglion del Bosco and Borgo Santo Pietro are two additional hotels that offer an onsite pool. View all hotels with pools in Sassofortino.
What is the best spa hotel in Sassofortino?
Valdonica Winery & Vineyard Residence is a top spa hotel featuring a bar and a restaurant. Enjoy a massage at the on-site spa. See all spa hotels in Sassofortino.
What's the best place to stay near Peretola Airport (FLR)?
Hotel Cosmopolitan is a popular 4-star hotel featuring free WiFi and a bar. It's located a short 0.7 mi (1.2 km) from Peretola Airport. Other good choices close to the airport are Best Western Plus CHC Florence and Hotel Mirage.
How is it to stay in Sassofortino?
Travelers to Sassofortino will find plenty to explore and enjoy. In Sassofortino, there are 4 hotels and other accommodations to choose from. Find out more about Sassofortino.
What is there to see in Sassofortino?
Places to visit in the wider area include Podere Ristella Vineyards and Winery, I Canaloni del Torrente Farma, and Abbazia di San Galgano. You'll also find Terme Petriolo and Piscina Il Giunco in the area. Check out what more to see and do in Expedia's Sassofortino guide.
What's the weather like in Sassofortino?
The hottest months are usually August and July with an average temp of 74°F, while the coldest months are January and February with an average of 48°F. Average annual precipitation for Sassofortino is 31 inches.

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