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Sassofortino Holiday Rentals

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Our top choices for Sassofortino holiday rentals

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$189
includes taxes & fees
31 Aug - 1 Sept
Country House il Ciliegio

2. 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$185
includes taxes & fees
26 Aug - 27 Aug
Casa Giovy - Relaxation with a view all the way to the sea, in the Tuscan hills

3. 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
Holiday Home 'Querciagrossa Da Dora' with Private Pool, Private Terrace and Wi-Fi

4. 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$236
includes taxes & fees
27 Aug - 28 Aug
Detached house with garden a few minutes from the abbey of San Galgano

5. Farmhouse "Casa Girasole" with Private Pool, Terraces & Wi-Fi

Farmhouse "Casa Girasole" with Private Pool, Terraces & Wi-Fi
Roccastrada
The price is NZ$13,059
includes taxes & fees
25 Sept - 26 Sept
Farmhouse "Casa Girasole" with Private Pool, Terraces & Wi-Fi

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

Fragolina di Bosco – Twin Room with Val di Farma View
Piloni
The price is NZ$508
includes taxes & fees
23 Sept - 24 Sept
Fragolina di Bosco – Twin Room with Val di Farma View

7. Casetta di campagna indipendente

Casetta di campagna indipendente
Roccastrada
The price is NZ$739
includes taxes & fees
7 Sept - 8 Sept
Casetta di campagna indipendente

8. 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 NZ$318
includes taxes & fees
23 Sept - 24 Sept
Equipped glamping tent and infinity pool in a Tuscan olive grove

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

Sahara – The Spacious Family Glamping Tent Under the Tuscan Sun
Toscana
The price is NZ$319
includes taxes & fees
4 Sept - 5 Sept
Sahara – The Spacious Family Glamping Tent Under the Tuscan Sun

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

Ottagono – Your Elegant Nature Retreat in the Tuscan Olive Grove
Toscana
The price is NZ$273
includes taxes & fees
1 Sept - 2 Sept
Ottagono – Your Elegant Nature Retreat in the Tuscan Olive Grove

11. 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 NZ$486
includes taxes & fees
26 Aug - 27 Aug
San Michele - Casa Rosa: Valley & Mountain Views, Shared Pool, Wi-Fi

12. 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 NZ$165
includes taxes & fees
28 Aug - 29 Aug
Tuscasì Aparthotel

13. Strawberry tree

Strawberry tree
Gavorrano
The price is NZ$922
includes taxes & fees
30 Aug - 31 Aug
Strawberry tree

14. Panoramic apartment - Authentic Tuscany.

Panoramic apartment - Authentic Tuscany.
Campagnatico
The price is NZ$249
includes taxes & fees
23 Sept - 24 Sept
Panoramic apartment - Authentic Tuscany.

15. 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$176
includes taxes & fees
21 Sept - 22 Sept
Botrona B&B

16. Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (177 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$296
includes taxes & fees
23 Sept - 24 Sept
Bosco della Spina

17. 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 NZ$184
includes taxes & fees
9 Sept - 10 Sept
Casa in Maremma Tuscany Village

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

Uva Spina – Intimate Double Room with Val di Farma View
Piloni
The price is NZ$645
includes taxes & fees
23 Sept - 24 Sept
Uva Spina – Intimate Double Room with Val di Farma View

19. 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$840
includes taxes & fees
23 Sept - 24 Sept
Mora Selvatica – Deluxe Room with Private Balcony and Val di Farma View

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

Narciso dei Poeti – Deluxe Double Room with Extra Bed
Piloni
Narciso dei Poeti – Deluxe Double Room with Extra Bed
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

Find out more about Sassofortino

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Sassofortino holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Sassofortino. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Sassofortino. Seeing all the best attractions is bound to make you fall in love with Sassofortino. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Sassofortino short-term rentals, that won’t be hard to do.

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.