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Check prices for these dates

In two weeks
18 Sep - 20 Sep
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Sassofortino holiday rentals

A courtyard with stone steps leading to a small building, surrounded by lush greenery and stone buildings in the background.

1. Country House il Ciliegio

Country House il Ciliegio
Roccastrada
9.2 out of 10, Wonderful, (7 reviews)
"It was a very pleasant stay, a warm welcome. A beautiful location surrounded by nature."
Netherlands
Maaike
The price is 2.609.157 ₫
2.930.654 ₫ total
includes taxes & fees
25 Sept - 26 Sept
Country House il Ciliegio
An outdoor dining area with a table set for two, overlooking a lush green landscape and a hill in the distance.

2. Podere Cascatelle & Agriletizia

Podere Cascatelle & Agriletizia
Massa Marittima
10.0 out of 10, Exceptional, (2 reviews)
"Ótimo local, limpo, amplo, piscina boa, cascata boa, espaço amplo, adorei o local."
Brazil
Alan Cesar
The price is 1.517.910 ₫
1.881.734 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Podere Cascatelle & Agriletizia
A wooden interior with a glass-enclosed shower, large windows, and a wooden floor.

3. Agriturismo Benvenuti

Agriturismo Benvenuti
Roccastrada
6.0 out of 10, (3 reviews)
"La stanza era molto grande e tranquilla. C'è anche un giardino abbastanza ampio a disposizione esclusiva di ogni camera/appartamento. Estrema cortesia. Ovviamente si è in aperta campagna, non in vicinanza del mare o dentro un borgo, ma in auto si raggiungo facilmente molte località interessanti del luogo. Su alcuni particolari, potrebbe essere tenuto un po' meglio, ma nel complesso ha un ottimo rapporto qualità/prezzo per la zona."
Italy
Ivano
The price is 2.001.229 ₫
2.564.836 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Agriturismo Benvenuti
A swimming pool with lounge chairs and an umbrella, surrounded by a wooden fence and trees.

4. Casale Vigna Carbona

Casale Vigna Carbona
Gavorrano
10.0 out of 10, Exceptional, (1 review)
"Cosa scrivere su questo magnifico angolo della maremma. Posto stupendo immerso nella natura, pulizia delle camere impeccabile così come la piscina se poi ci metti anche la cordialità di Luigi e di sua figlia Agnese padroni di casa impeccabili direi che non potevo scegliere posto migliore. Bravi, bravi , bravi "
Italy
Gennaro
The price is 2.533.376 ₫
4.074.054 ₫ total
includes taxes & fees
12 Sept - 13 Sept
Casale Vigna Carbona

5. Residence Arianna

Residence Arianna
Sovicille
9.8 out of 10, Exceptional, (7 reviews)
"We had a 4 night’s stay here and used it as our base for tours around Toscany. It is located in a quiet area outside Siena. The apartment was nice and clean. We used the kitchen for minor cooking and that worked well. There is a supermarket close by and small restaurants in the town. The AC was working great. The host was very keen to share information on good places to see and was eager to make our stay as pleasant as possible. The breakfast was very nice and they also have a restaurant where...
Denmark
Gitte Harrits
The price is 3.593.538 ₫
4.043.763 ₫ total
includes taxes & fees
16 Sept - 17 Sept
Residence Arianna
A bedroom with a bed, a bedside table, a TV mounted on the wall, and a sliding glass door leading to a balcony with a view of greenery and hills.

6. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (29 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is 1.986.634 ₫
2.276.169 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Tuscasì Aparthotel
An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

7. Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (178 reviews)
"Lovely stay! I would highly recommend this hotel. The indoor pool was just so enjoyable after a day out sightseeing. "
United Kingdom
Lizl
The price is 2.926.352 ₫
3.461.310 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Bosco della Spina
A stone courtyard with a bench, potted plants, and a building in the background.

8. Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.6 out of 10, Exceptional, (27 reviews)
"A wonderful stay. "
United States
Sally
The price is 3.192.053 ₫
3.602.130 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Casa di Campagna in Toscana

9. Residence Borgo San Lorenzo a Linari

Residence Borgo San Lorenzo a Linari
Sovicille
8.6 out of 10, Excellent, (99 reviews)
"Such a pleasant stay and the staff was incredible. "
United States
Monica
The price is 3.475.819 ₫
3.974.853 ₫ total
includes taxes & fees
21 Sept - 22 Sept
Residence Borgo San Lorenzo a Linari
A pool area with lounge chairs and umbrellas, surrounded by lush greenery and overlooking a scenic view.

10. BeVedetta - Relais & Glamping - Adult Only

BeVedetta - Relais & Glamping - Adult Only
Scarlino
10.0 out of 10, Exceptional, (12 reviews)
"Loved it here!!!"
United States
Nina
The price is 5.576.076 ₫
6.133.684 ₫ total
includes taxes & fees
2 Oct - 3 Oct
BeVedetta - Relais & Glamping - Adult Only
An interior with stone walls, wooden doors, and a bar area with stools and bottles.

11. Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (67 reviews)
"I loved the stay here. A great quiet place with an awesome restaurant and unbelievable staff. "
United States
Louie
The price is 4.460.944 ₫
7.057.654 ₫ total
includes taxes & fees
13 Sept - 14 Sept
Borgo Il Poggiaccio
Two people toasting with drinks at a poolside table with a view of the pool and a gazebo in the background.

12. Casa in Maremma Tuscany Village

Casa in Maremma Tuscany Village
3.0 star property
Scarlino
8.6 out of 10, Excellent, (78 reviews)
"La cucina era attrezzata tutta nuova l'appartamento e bello e il personale presente. Grazie"
Italy
Marilene
The price is 1.107.627 ₫
2.157.392 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Casa in Maremma Tuscany Village
A large estate with multiple buildings, a swimming pool, and a well-maintained garden.

13. Dimora Santa Margherita - Boutique Hotel

Dimora Santa Margherita - Boutique Hotel
Cinigiano
8.2 out of 10, Very good, (11 reviews)
"The place was great! Food from their was amazing but also a bit expensive. Poolarea was so beautiful and the view was amazing! Only negative thing is that the wine tasting is not in hotel, need to take own car drive for that. Also the last 2km was sand road, which was not that good shape."
Finland
Anonymous traveller
The price is 11.391.763 ₫
12.591.520 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Dimora Santa Margherita - Boutique Hotel
A spacious living area with a dining table, red chairs, and a small round table. Large windows provide natural light and views of greenery outside.

14. Residence Il Boschetto

Residence Il Boschetto
Grosseto
8.6 out of 10, Excellent, (8 reviews)
"The house is gorgeous! The area is very nice and the amenities were great! "
United States
Enrique
The price is 2.359.741 ₫
2.686.586 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Residence Il Boschetto
A bedroom with a bed, a radiator, a window, a painting, and a bedside table.

15. Belvedere Nada

Belvedere Nada
San Rocco A Pilli
The price is 5.266.509 ₫
5.793.160 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Belvedere Nada
A person relaxing in a hot tub with a glass of wine.

16. Botrona B&B

Botrona B&B
Scarlino
9.4 out of 10, Exceptional, (26 reviews)
"Amazing B&B! Beautiful, clean, and very classy! Staff is excellent and friendly… breakfast is superb and staff’s hospitality is heart warming. Our stay was very pleasant. Home away from home… surprisingly beautiful grounds with jacuzzi and a sauna available whenever you want! Thank you!"
United States
Anna
The price is 2.519.689 ₫
2.771.658 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Botrona B&B
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

Hotel Girifalco - Nature & Relax

Hotel Girifalco - Nature & Relax

10/10 Excellent
"Charming hotel. Excellent breakfast. I would recommend it"
Lucy 2-night trip
Posted 7 hours ago
Hotel Girifalco - Nature & Relax

Frequently asked questions

Can I find a holiday rental in Sassofortino?

Yes, there are holiday rentals close to the most popular sights in Sassofortino, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals will I find in Sassofortino?

Choose from 3 Expedia holiday rentals in Sassofortino for a memorable holiday.

What can I see and do in Sassofortino?

Explore the area and family-friendly sights such as Terme Petriolo, or get out into nature at a spot like I Canaloni del Torrente Farma. Podere Ristella Vineyards and Winery and Abbazia di San Galgano are a couple of places you'll find in the wider area.

What are holiday rentals like in Sassofortino?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Sassofortino. Holiday rentals offer amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for small groups.