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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 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 £76
includes taxes & fees
9 Oct - 10 Oct
Country House il Ciliegio
A swimming pool with clear water, surrounded by olive trees and a view of distant mountains.

2. Sahara – The Spacious Family Glamping Tent Under the Tuscan Sun

Sahara – The Spacious Family Glamping Tent Under the Tuscan Sun
Toscana
The price is £146
includes taxes & fees
27 Sept - 28 Sept
Sahara – The Spacious Family Glamping Tent Under the Tuscan Sun
A serene pool area with lounge chairs and a clear view of the sunset over a hilly landscape.

3. Equipped glamping tent and infinity pool in a Tuscan olive grove

Equipped glamping tent and infinity pool in a Tuscan olive grove
Roccastrada
The price is £132
includes taxes & fees
27 Sept - 28 Sept
Equipped glamping tent and infinity pool in a Tuscan olive grove
A tent with a bed, wooden railings, and a view of trees and mountains.

4. Ottagono – Your Elegant Nature Retreat in the Tuscan Olive Grove

Ottagono – Your Elegant Nature Retreat in the Tuscan Olive Grove
Toscana
The price is £123
includes taxes & fees
27 Sept - 28 Sept
Ottagono – Your Elegant Nature Retreat in the Tuscan Olive Grove
A house with a patio, a table with chairs, and a large umbrella.

5. Casetta di campagna indipendente

Casetta di campagna indipendente
Roccastrada
The price is £325
includes taxes & fees
27 Sept - 28 Sept
Casetta di campagna indipendente
An outdoor dining area with stone walls, tables, and chairs.

6. 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 £143
includes taxes & fees
28 Sept - 29 Sept
Mora Selvatica – Deluxe Room with Private Balcony and Val di Farma View
A window with a view of a green landscape and a clear sky.

7. 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 £92
includes taxes & fees
5 Oct - 6 Oct
Casa Giovy - Relaxation with a view all the way to the sea, in the Tuscan hills
A backyard with a swimming pool, lounge chairs, and a stone pathway.

8. San Michele - Casa Rosa: Valley & Mountain Views, Shared Pool, Wi-Fi

San Michele - Casa Rosa: Valley & Mountain Views, Shared Pool, Wi-Fi
Montieri
The price is £120
includes taxes & fees
26 Sept - 27 Sept
San Michele - Casa Rosa: Valley & Mountain Views, Shared Pool, Wi-Fi
An outdoor dining area with a table set for two, overlooking a lush green landscape and a hill in the distance.

9. Podere Cascatelle & Agriletizia

Podere Cascatelle & Agriletizia
Massa Marittima
10.0 out of 10, Exceptional, (3 reviews)
"Great for families, convenient parking and facilities, very tranquil."
United States
Ciarán
The price is £61
includes taxes & fees
29 Sept - 30 Sept
Podere Cascatelle & Agriletizia
A swimming pool with clear water, surrounded by olive trees and a view of distant mountains.

10. Stargazer – Your Sky‑View Hideaway in the Tuscan Hills

Stargazer – Your Sky‑View Hideaway in the Tuscan Hills
Toskana
The price is £146
includes taxes & fees
27 Sept - 28 Sept
Stargazer – Your Sky‑View Hideaway in the Tuscan Hills
A stone wall with a wooden door, a bell, and a sign.

11. 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 £685
includes taxes & fees
26 Sept - 27 Sept
Holiday Home 'Querciagrossa Da Dora' with Private Pool, Private Terrace and Wi-Fi
A stone building with outdoor seating and string lights.

12. Uva Spina – Intimate Double Room with Val di Farma View

Uva Spina – Intimate Double Room with Val di Farma View
Piloni
The price is £108
includes taxes & fees
5 Oct - 6 Oct
Uva Spina – Intimate Double Room with Val di Farma View
A wooden interior with a glass-enclosed shower, large windows, and a wooden floor.

13. 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 £69
includes taxes & fees
23 Oct - 24 Oct
Agriturismo Benvenuti
A swimming pool with lounge chairs and an umbrella, surrounded by a wooden fence and trees.

14. 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 £106
additional charges may apply
26 Sept - 27 Sept
Casale Vigna Carbona
An outdoor dining area with stone walls, tables, and chairs.

15. Fragolina di Bosco – Twin Room with Val di Farma View

Fragolina di Bosco – Twin Room with Val di Farma View
Piloni
The price is £97
includes taxes & fees
5 Oct - 6 Oct
Fragolina di Bosco – Twin Room with Val di Farma View

16. Residence Arianna

Residence Arianna
Sovicille
9.8 out of 10, Exceptional, (8 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 £113
includes taxes & fees
26 Sept - 27 Sept
Residence Arianna
A stone building with a patio, outdoor seating, and a view of a green landscape.

17. 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 £120
includes taxes & fees
26 Sept - 27 Sept
Holiday Home 'San Michele - Capanna Scopi' with Pool & Mountain Views, Wi-Fi, A/C
A stone building with outdoor seating and string lights.

18. Narciso dei Poeti – Deluxe Double Room with Extra Bed

Narciso dei Poeti – Deluxe Double Room with Extra Bed
Piloni
The price is £132
includes taxes & fees
5 Oct - 6 Oct
Narciso dei Poeti – Deluxe Double Room with Extra Bed
A stone building with wooden shutters, a covered patio, and a garden area.

19. Holiday Home 'San Michele - La Valle' with Valley & Mountain View, Shared Pool, A/C

Holiday Home 'San Michele - La Valle' with Valley & Mountain View, Shared Pool, A/C
Montieri
The price is £120
includes taxes & fees
26 Sept - 27 Sept
Holiday Home 'San Michele - La Valle' with Valley & Mountain View, Shared Pool, A/C
A dining area with a stone wall, wooden ceiling beams, a brick fireplace, and a table with fruit.

20. A detached apartment awaits you

A detached apartment awaits you
Toscana
10.0 out of 10, Exceptional, (1 review)
"Wir haben uns sehr wohl gefühlt "
Austria
elke K.
A detached apartment awaits you
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 location inside the city walls to explore Grosetto. Lots of great restaurants."
Steven 4-night trip
Posted 2 days 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, apart-hotels, 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 £61 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.