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Sassofortino Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Sassofortino vacation 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 ￥13,722
￥15,450 total
includes taxes & fees
Oct 9 - Oct 10
Country House il Ciliegio
A window with a view of a green landscape and a clear sky.

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 ￥13,631
￥16,838 total
includes taxes & fees
Sep 14 - Sep 15
Casa Giovy - Relaxation with a view all the way to the sea, in the Tuscan hills
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 ￥20,847
￥26,905 total
includes taxes & fees
Sep 14 - Sep 15
Equipped glamping tent and infinity pool in a Tuscan olive grove
An outdoor dining area with a table set for two, overlooking a lush green landscape and a hill in the distance.

4. 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 ￥8,475
￥10,570 total
includes taxes & fees
Sep 30 - Oct 1
Podere Cascatelle & Agriletizia
A tent with a bed, wooden railings, and a view of trees and mountains.

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

Ottagono – Your Elegant Nature Retreat in the Tuscan Olive Grove
Toscana
The price is ￥21,649
￥24,856 total
includes taxes & fees
Sep 14 - Sep 15
Ottagono – Your Elegant Nature Retreat in the Tuscan Olive Grove
A swimming pool with clear water, surrounded by olive trees and a view of distant mountains.

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

Sahara – The Spacious Family Glamping Tent Under the Tuscan Sun
Toscana
The price is ￥23,253
￥29,668 total
includes taxes & fees
Sep 14 - Sep 15
Sahara – The Spacious Family Glamping Tent Under the Tuscan Sun
An outdoor dining area with stone walls, tables, and chairs.

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

Fragolina di Bosco – Twin Room with Val di Farma View
Piloni
The price is ￥20,045
￥20,045 total
includes taxes & fees
Sep 14 - Sep 15
Fragolina di Bosco – Twin Room with Val di Farma View
A wooden interior with a glass-enclosed shower, large windows, and a wooden floor.

8. 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 ￥11,772
￥15,087 total
includes taxes & fees
Oct 1 - Oct 2
Agriturismo Benvenuti
A patio with a wooden table, a blue lounge chair, a striped chair, and a large umbrella.

9. 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 ￥8,909
￥21,560 total
includes taxes & fees
Sep 15 - Sep 16
Detached house with garden a few minutes from the abbey of San Galgano
A swimming pool with lounge chairs and an umbrella, surrounded by a wooden fence and trees.

10. 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 ￥13,121
￥22,006 total
includes taxes & fees
Sep 26 - Sep 27
Casale Vigna Carbona
A swimming pool with clear water, surrounded by olive trees and a view of distant mountains.

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

Stargazer – Your Sky‑View Hideaway in the Tuscan Hills
Toskana
The price is ￥25,836
￥32,607 total
includes taxes & fees
Sep 16 - Sep 17
Stargazer – Your Sky‑View Hideaway in the Tuscan Hills
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 ￥22,451
￥22,451 total
includes taxes & fees
Sep 14 - Sep 15
Uva Spina – Intimate Double Room with Val di Farma View
A stone building with outdoor seating and string lights.

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

Narciso dei Poeti – Deluxe Double Room with Extra Bed
Piloni
The price is ￥27,262
￥27,262 total
includes taxes & fees
Sep 14 - Sep 15
Narciso dei Poeti – Deluxe Double Room with Extra Bed
A house with a patio, a table with chairs, and a large umbrella.

14. Casetta di campagna indipendente

Casetta di campagna indipendente
Roccastrada
The price is ￥56,498
￥67,363 total
includes taxes & fees
Sep 15 - Sep 16
Casetta di campagna indipendente
A backyard with a swimming pool, lounge chairs, and a stone pathway.

15. 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 ￥37,240
￥37,240 total
includes taxes & fees
Sep 18 - Sep 19
San Michele - Casa Rosa: Valley & Mountain Views, Shared Pool, Wi-Fi
Two people toasting with drinks at a poolside table with a view of the pool and a gazebo in the background.

16. 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 ￥5,930
￥12,047 total
includes taxes & fees
Sep 21 - Sep 22
Casa in Maremma Tuscany Village
An outdoor dining area with stone walls, tables, and chairs.

17. 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 ￥29,667
￥29,667 total
includes taxes & fees
Sep 14 - Sep 15
Mora Selvatica – Deluxe Room with Private Balcony and Val di Farma View
A patio with a round table and chairs, a window with blinds, and a view of trees and hills.

18. 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 ￥13,848
￥20,975 total
includes taxes & fees
Sep 20 - Sep 21
Panorama-Ferien-Toscana Your vacation home in Tuscany
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.

19. 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 ￥12,776
￥14,589 total
includes taxes & fees
Oct 13 - Oct 14
Tuscasì Aparthotel
An aerial view of a rural property with a swimming pool, a circular trampoline, and a paved driveway leading to a house with a red-tiled roof.

20. Apartment 'Appartamento Sofia' with Shared Pool, Wi-Fi and Air Conditioning

Apartment 'Appartamento Sofia' with Shared Pool, Wi-Fi and Air Conditioning
Gavorrano
The price is ￥17,015
￥17,550 total
includes taxes & fees
Sep 14 - Sep 15
Apartment 'Appartamento Sofia' with Shared Pool, Wi-Fi and Air Conditioning
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

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Very warm and friendly service."
Abdel 2-night trip
Posted 1 hour ago
Castiglion del Bosco, A Rosewood Hotel

Find out more about Sassofortino

Search for holiday rentals in Sassofortino on Expedia! You can easily find your home rentals, villas, holiday apartments in Sassofortino using one of the methods below:

  • View our selection of featured holiday rentals in Sassofortino
  • Use the map to find apartments and other holiday homes in the Sassofortino neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Sassofortino while they last

Look no further and take a look at our great range of rental properties in Sassofortino!

Frequently asked questions

Can I find a vacation rental in Sassofortino?

Yes, there are vacation rentals close to well known sights in Sassofortino, or you can go with a more secluded option if you're looking for relaxation.

What are some of the best vacation rentals in Sassofortino?

Spacious house between Siena e Firenze with private swimming pool, A/C and Wi-Fi: Visitors like this Sassofortino vacation home rental. It is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a private balcony, a terrace, and a selection of books so you can immerse yourself in your vacation.

How many vacation rentals will I find in Sassofortino?

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

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 larger area.

What are vacation rentals like in Sassofortino?

Vacation rentals are privately owned properties you can reserve for a few days or a quick weekend in Sassofortino. Vacation rentals feature extras such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy reception areas while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for families.