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Sassofortino Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

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 AU$135
includes taxes & fees
2 Nov - 3 Nov
Country House il Ciliegio
A window with a view of a green landscape and a clear sky.

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

Casa Giovy - Relaxation with a view stretching all the way to the sea, in the Tuscan hills
Roccastrada
The price is AU$151
includes taxes & fees
30 Oct - 31 Oct
Casa Giovy - Relaxation with a view stretching all the way to the sea, in the Tuscan hills
A patio with a wooden table, a blue lounge chair, a striped chair, and a large umbrella.

3. Detached house with a garden, just a few minutes from the Abbey of San Galgano

Detached house with a garden, just 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 AU$194
includes taxes & fees
31 Oct - 1 Nov
Detached house with a garden, just a few minutes from the Abbey of San Galgano
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.

4. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (33 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is AU$117
includes taxes & fees
20 Nov - 21 Nov
Tuscasì Aparthotel
An outdoor dining area with stone walls, tables, and chairs.

5. Giacinto – Classic Double Room

Giacinto – Classic Double Room
Piloni
The price is AU$178
includes taxes & fees
2 Nov - 3 Nov
Giacinto – Classic Double Room
A stone patio with metal chairs and a table, surrounded by greenery and a stone wall.

6. Holiday Apartment 'Lavanda' with Mountain View, Shared Pool & Wi-Fi

Holiday Apartment 'Lavanda' with Mountain View, Shared Pool & Wi-Fi
Montieri
The price is AU$261
includes taxes & fees
12 Nov - 13 Nov
Holiday Apartment 'Lavanda' with Mountain View, Shared Pool & Wi-Fi
A restaurant with wooden beams, arched ceilings, and multiple tables with chairs.

7. Girasole Room – Poggio alla Luna with Mountain View and Wi-Fi

Girasole Room – Poggio alla Luna with Mountain View and Wi-Fi
Gerfalco
Girasole Room – Poggio alla Luna with Mountain View and Wi-Fi
A patio with a round table and chairs, a window with blinds, and a view of trees and hills.

8. 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 AU$172
includes taxes & fees
9 Nov - 10 Nov
Panorama-Ferien-Toscana Your vacation home in Tuscany
A person lying in a hot tub with a tiled floor around it.

9. 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 AU$124
includes taxes & fees
1 Nov - 2 Nov
Botrona B&B
A bedroom with a four-poster bed, a nightstand, a bedside table, a vase, a window with curtains, and a ceiling with exposed beams.

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

Panorama-Ferien-Toscana Your vacation home in Tuscany
Massa Marittima
The price is AU$179
includes taxes & fees
11 Nov - 12 Nov
Panorama-Ferien-Toscana Your vacation home in Tuscany
A kitchen with a wooden ceiling, a central island with bar stools, a fireplace, and a bookshelf.

11. Holiday Apartment 'Glicine' with Mountain View, Shared Pool & Wi-Fi

Holiday Apartment 'Glicine' with Mountain View, Shared Pool & Wi-Fi
Montieri
The price is AU$322
includes taxes & fees
31 Oct - 1 Nov
Holiday Apartment 'Glicine' with Mountain View, Shared Pool & Wi-Fi
An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

12. Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (188 reviews)
"Very peaceful and scenic. Wish we had stayed longer."
United States
Amir
The price is AU$152
includes taxes & fees
1 Nov - 2 Nov
Bosco della Spina
A stone courtyard with a bench, potted plants, and a building in the background.

13. 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 AU$134
includes taxes & fees
15 Nov - 16 Nov
Casa di Campagna in Toscana
A stone building with two windows, one with green shutters, and a rose bush in the foreground.

14. Exclusive Stone Tower.

Exclusive Stone Tower.
Casciano
9.6 out of 10, Exceptional, (10 reviews)
"Loved it!"
United States
Ryan C.
The price is AU$225
includes taxes & fees
30 Oct - 31 Oct
Exclusive Stone Tower.
A white building with a solar panel roof, surrounded by green fields and trees.

15. Room 'La Concia - Spiga' with Shared Garden and Wi-Fi

Room 'La Concia - Spiga' with Shared Garden and Wi-Fi
Gavorrano
The price is AU$128
includes taxes & fees
1 Nov - 2 Nov
Room 'La Concia - Spiga' with Shared Garden and Wi-Fi
An outdoor patio with a wooden floor, a covered seating area, and a view of a green landscape.

16. Farmhouse 'Le Gerlette - La Stalla' with Shared Pool, Wi-Fi and Air Conditioning

Farmhouse 'Le Gerlette - La Stalla' with Shared Pool, Wi-Fi and Air Conditioning
Braccagni
The price is AU$178
includes taxes & fees
30 Oct - 31 Oct
Farmhouse 'Le Gerlette - La Stalla' with Shared Pool, Wi-Fi and Air Conditioning
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.

17. 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 AU$116
includes taxes & fees
1 Nov - 2 Nov
Residence Il Boschetto
Outdoor pool

18. Residence Arianna

Residence Arianna
Sovicille
9.6 out of 10, Exceptional, (10 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 AU$211
includes taxes & fees
9 Nov - 10 Nov
Residence Arianna
A stone building with outdoor seating and string lights.

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

Uva Spina – Intimate Double Room with Val di Farma View
Piloni
The price is AU$199
includes taxes & fees
2 Nov - 3 Nov
Uva Spina – Intimate Double Room with Val di Farma View
A stone building with a tiled roof, a small window, and a chimney.

20. Podere Cagnesi: Relaxation in the Heart of Nature

Podere Cagnesi: Relaxation in the Heart of Nature
Podere Cagnesi
The price is AU$322
includes taxes & fees
30 Oct - 31 Oct
Podere Cagnesi: Relaxation in the Heart of Nature
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 La Pineta

Hotel La Pineta

10/10 Excellent
"Super clean, quiet, stylish. I stayed here off season as a central point to explore towns along the coast. The beach was across the street via a short walk through the pines. Breakfast was perfect. The adjoining restaurant was exceptional for dinner. Loved the drying rack on the balcony."
Karen 2-night trip
Posted 1 hour ago
Hotel La Pineta

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 favourite 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 depend 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 AU$117 per night. Entering your travel dates in the search wizard might find you 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.