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Sassofortino Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

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 NZ$176
includes taxes & fees
8 Nov - 9 Nov
Country House il Ciliegio
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.

2. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (31 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is NZ$148
includes taxes & fees
2 Nov - 3 Nov
Tuscasì Aparthotel
A window with a view of a green landscape and a clear sky.

3. Casa Giovy - Relaxation with a view all the way to the sea, in the Tuscan hills

Casa Giovy - Relaxation with a view all the way to the sea, in the Tuscan hills
Roccastrada
The price is NZ$189
includes taxes & fees
12 Oct - 13 Oct
Casa Giovy - Relaxation with a view all the way to the sea, in the Tuscan hills
A house with a patio, a table with chairs, and a large umbrella.

4. Casetta di campagna indipendente

Casetta di campagna indipendente
Roccastrada
The price is NZ$757
includes taxes & fees
12 Oct - 13 Oct
Casetta di campagna indipendente
A stone wall with a wooden door, a bell, and a sign.

5. Holiday Home 'Querciagrossa Da Dora' with Private Pool, Private Terrace and Wi-Fi

Holiday Home 'Querciagrossa Da Dora' with Private Pool, Private Terrace and Wi-Fi
Roccastrada
The price is NZ$1,596
includes taxes & fees
10 Oct - 11 Oct
Holiday Home 'Querciagrossa Da Dora' with Private Pool, Private Terrace and Wi-Fi
A stone building with a patio, outdoor seating, and a view of a green landscape.

6. Holiday Home 'San Michele - Capanna Scopi' with Pool & Mountain Views, Wi-Fi, A/C

Holiday Home 'San Michele - Capanna Scopi' with Pool & Mountain Views, Wi-Fi, A/C
Montieri
The price is NZ$352
includes taxes & fees
10 Oct - 11 Oct
Holiday Home 'San Michele - Capanna Scopi' with Pool & Mountain Views, Wi-Fi, A/C
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, (183 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 NZ$190
includes taxes & fees
1 Nov - 2 Nov
Bosco della Spina
Outdoor pool

8. Residence Arianna

Residence Arianna
Sovicille
9.6 out of 10, Exceptional, (9 reviews)
"The place is excellent! The owner and her daughter extremely friendly and kind! They helped us with everything we needed. I will definitely stay here again. I highly recommend this place!"
United States
Violeta
The price is NZ$267
includes taxes & fees
9 Nov - 10 Nov
Residence Arianna
A wooden interior with a glass-enclosed shower, large windows, and a wooden floor.

9. 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 NZ$161
includes taxes & fees
23 Oct - 24 Oct
Agriturismo Benvenuti
A stone building with a wooden door, green shutters, and two potted plants.

10. Mora Selvatica – Deluxe Room with Private Balcony and Val di Farma View

Mora Selvatica – Deluxe Room with Private Balcony and Val di Farma View
Piloni
The price is NZ$370
includes taxes & fees
9 Nov - 10 Nov
Mora Selvatica – Deluxe Room with Private Balcony and Val di Farma View
A patio with a wooden table, a blue lounge chair, a striped chair, and a large umbrella.

11. Detached house with garden a few minutes from the abbey of San Galgano

Detached house with garden a few minutes from the abbey of San Galgano
Toscana
10.0 out of 10, Exceptional, (1 review)
"Petite maison cosy et juste parfaite pour deux personnes. La localisation est très bonne, à l’entrée du village de Monticiano. L’accueil a été enthousiaste et la communication très fluide. Merci pour ce beau séjour ! On recommande !"
United States
Julie M.
The price is NZ$242
includes taxes & fees
15 Oct - 16 Oct
Detached house with garden a few minutes from the abbey of San Galgano
A patio with a round table and chairs, a window with blinds, and a view of trees and hills.

12. Panorama-Ferien-Toscana Your vacation home in Tuscany

Panorama-Ferien-Toscana Your vacation home in Tuscany
Massa Marittima
10.0 out of 10, Exceptional, (3 reviews)
"Ottima accoglienza, appartamento e giardino come da presentazione Francesco molto gentile e disponibile"
Italy
stefano f.
The price is NZ$217
includes taxes & fees
11 Oct - 12 Oct
Panorama-Ferien-Toscana Your vacation home in Tuscany
A stone building with two windows, one with green shutters, and a rose bush in the foreground.

13. Exclusive Stone Tower.

Exclusive Stone Tower.
Casciano
9.6 out of 10, Exceptional, (10 reviews)
"Loved it!"
United States
Ryan C.
The price is NZ$280
includes taxes & fees
11 Oct - 12 Oct
Exclusive Stone Tower.
A cozy room with a wooden ceiling, a dining table set with plates, cups, and a vase, and a sofa with a book on it.

14. Casa di Via del Corallo Gerfalco – Historic Village Apartment with Nature Reserve Access

Casa di Via del Corallo Gerfalco – Historic Village Apartment with Nature Reserve Access
Località Gerfalco Montieri
Casa di Via del Corallo Gerfalco – Historic Village Apartment with Nature Reserve Access
A stone courtyard with a bench, potted plants, and a building in the background.

15. 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 NZ$205
includes taxes & fees
18 Oct - 19 Oct
Casa di Campagna in Toscana
A cozy room with stone walls, a fireplace, a television, and a dining area with a table set for two.

16. Palazzo Malfatti - Standard Studio

Palazzo Malfatti - Standard Studio
Massa Marittima
9.0 out of 10, Wonderful, (2 reviews)
"Short walk to the San Cerbone cathedral and the piazza. Great restaurants and shops very close."
United States
John H.
Palazzo Malfatti - Standard Studio
A rustic stone building with a covered patio, outdoor seating, and a garden area.

17. Podere La Speranza – Independent House in Tuscany near San Galgano

Podere La Speranza – Independent House in Tuscany near San Galgano
Chiusdino
The price is NZ$1,204
includes taxes & fees
9 Nov - 10 Nov
Podere La Speranza – Independent House in Tuscany near San Galgano
A tranquil outdoor pool area with a stone-lined water feature, surrounded by lush greenery and a wooden pergola.

18. Villa Gelsomino a Casa Conti di Sotto-Toscana mare piscine/spa- idromassaggio

Villa Gelsomino a Casa Conti di Sotto-Toscana mare piscine/spa- idromassaggio
Toscana
9.8 out of 10, Exceptional, (21 reviews)
"Posto magnifico, le ville molto curate e pulite, con tutto il necessario e anche di più. La posizione davvero ottima, si arriva in un attimo in paese e in pochi minuti di auto si può raggiungere la costa. Consigliatissimo, sicuramente ritorneremo anche con la bella stagione."
Italy
Giulia O.
Villa Gelsomino a Casa Conti di Sotto-Toscana mare piscine/spa- idromassaggio
A historic building with arched windows and a central emblem.

19. Palazzo Malfatti - Deluxe Apartment with a View of Piazza Garibaldi

Palazzo Malfatti - Deluxe Apartment with a View of Piazza Garibaldi
Massa Marittima
10.0 out of 10, Exceptional, (3 reviews)
"We enjoyed being right in the center of such a lovely town. Enrico was very helpful to us during our stay."
United States
Leslie T.
The price is NZ$315
includes taxes & fees
10 Oct - 11 Oct
Palazzo Malfatti - Deluxe Apartment with a View of Piazza Garibaldi
A person relaxing in a hot tub with a glass of wine.

20. 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 NZ$172
includes taxes & fees
20 Oct - 21 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

Grand Hotel Bastiani

Grand Hotel Bastiani

10/10 Excellent
"Great staff, nice breakfast, beautiful building and location."
Peter 3-night trip
Posted 4 hours ago
Grand Hotel Bastiani

Find out more about Sassofortino

Everything you need to know about Sassofortino holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Sassofortino holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sassofortino holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Sassofortino holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sassofortino. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sassofortino holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sassofortino holiday rentals we have selected for you start as low as NZ$148 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Sassofortino rentals

At Expedia, we put the best Sassofortino holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Sassofortino rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sassofortino holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sassofortino. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.

What are some of the best holiday rentals that Sassofortino has to offer?

Spacious house between Siena e Firenze with private swimming pool, A/C and Wi-Fi: This holiday home rental outside of Sassofortino is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a private balcony, a terrace and a selection of books so that you can immerse yourself in your holiday.

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.