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Sassofortino Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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
$82 nightly
The price is $93
Oct 29 - Oct 30
Total with taxes and fees
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
$105 nightly
The price is $105
Oct 25 - Oct 26
Total with taxes and fees
Casa Giovy - Relaxation with a view stretching all the way to the sea, in the Tuscan hills
A wooden interior with a glass-enclosed shower, large windows, and a wooden floor.

3. 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
$80 nightly
The price is $90
Oct 23 - Oct 24
Total with taxes and fees
Agriturismo Benvenuti
An outdoor dining area with stone walls, tables, and chairs.

4. Giacinto – Classic Double Room

Giacinto – Classic Double Room
Piloni
$126 nightly
The price is $126
Nov 3 - Nov 4
Total with taxes and fees
Giacinto – Classic Double Room
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.

5. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (32 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
$73 nightly
The price is $83
Nov 20 - Nov 21
Total with taxes and fees
Tuscasì Aparthotel
An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

6. Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (185 reviews)
"Very peaceful and scenic. Wish we had stayed longer."
United States
Amir
$89 nightly
The price is $107
Oct 26 - Oct 27
Total with taxes and fees
Bosco della Spina
A patio with a round table and chairs, a window with blinds, and a view of trees and hills.

7. 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.
$122 nightly
The price is $122
Oct 24 - Oct 25
Total with taxes and fees
Panorama-Ferien-Toscana Your vacation home in Tuscany
A person relaxing in a hot tub with a glass of wine.

8. 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
$88 nightly
The price is $97
Oct 29 - Oct 30
Total with taxes and fees
Botrona B&B
A patio with a wooden table, a blue lounge chair, a striped chair, and a large umbrella.

9. 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.
$132 nightly
The price is $136
Oct 25 - Oct 26
Total with taxes and fees
Detached house with a garden, just a few minutes from the Abbey of San Galgano
Outdoor pool

10. 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
$119 nightly
The price is $134
Nov 11 - Nov 12
Total with taxes and fees
Residence Arianna
A restaurant with wooden beams, arched ceilings, and multiple tables with chairs.

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

Girasole Room – Poggio alla Luna with Mountain View and Wi-Fi
Gerfalco
$100 nightly
The price is $100
Oct 26 - Oct 27
Total with taxes and fees
Girasole Room – Poggio alla Luna with Mountain View and Wi-Fi
A stone courtyard with a bench, potted plants, and a building in the background.

12. 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
$86 nightly
The price is $97
Nov 22 - Nov 23
Total with taxes and fees
Casa di Campagna in Toscana
A stone building with outdoor seating and string lights.

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

Uva Spina – Intimate Double Room with Val di Farma View
Piloni
$141 nightly
The price is $141
Nov 3 - Nov 4
Total with taxes and fees
Uva Spina – Intimate Double Room with Val di Farma View
An interior with stone walls, wooden doors, and a bar area with stools and bottles.

14. Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (67 reviews)
"I loved the stay here. A great quiet place with an awesome restaurant and unbelievable staff. "
United States
Louie
$100 nightly
The price is $116
Oct 24 - Oct 25
Total with taxes and fees
Borgo Il Poggiaccio
A bedroom with a four-poster bed, a nightstand, a bedside table, a vase, a window with curtains, and a ceiling with exposed beams.

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

Panorama-Ferien-Toscana Your vacation home in Tuscany
Massa Marittima
$137 nightly
The price is $137
Oct 31 - Nov 1
Total with taxes and fees
Panorama-Ferien-Toscana Your vacation home in Tuscany
A historic building with arched windows and a central emblem.

16. 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.
$157 nightly
The price is $177
Oct 26 - Oct 27
Total with taxes and fees
Palazzo Malfatti - Deluxe Apartment with a View of Piazza Garibaldi
A stone building with outdoor seating and string lights.

17. Deluxe Room 'Narciso Dei Poeti' with Extra Bed

Deluxe Room 'Narciso Dei Poeti' with Extra Bed
Piloni
$172 nightly
The price is $172
Nov 3 - Nov 4
Total with taxes and fees
Deluxe Room 'Narciso Dei Poeti' with Extra Bed
A historic stone building with multiple windows and a tower, situated by a beach with clear blue water.

18. Villino il Corbezzolo, Tuscany, sea, beach, heated swimming pool,spa, gym kneipp

Villino il Corbezzolo, Tuscany, sea, beach, heated swimming pool,spa, gym kneipp
Gavorrano Toscana
9.6 out of 10, Exceptional, (13 reviews)
"Last year we have spent our holiday at this beautiful place with our big family. Nice large garden with plenty of flowers, trees, butterflies, small gecos. Quiet place, beautiful views. Nice place for grilling. Supermarket 5 min by car, the beach Follonica cca 15 min by car. We have booked all the villas except the smallest one, so nobody disturbed us. For us one of the best vacations. If possible will come again for sure!!"
United Kingdom
N4Z5dL0p4M4YOjGgLujvG8U2R6jayhLXs+CXI2mhH5hzPz8z6DyPwetl2fEUoYi6GF8RFb+a1xxfKcZRUToFwkdqmIjIeNJLTf2m N.
$205 nightly
The price is $205
Oct 26 - Oct 27
Total with taxes and fees
Villino il Corbezzolo, Tuscany, sea, beach, heated swimming pool,spa, gym kneipp
A stone building with two windows, one with green shutters, and a rose bush in the foreground.

19. Exclusive Stone Tower.

Exclusive Stone Tower.
Casciano
9.6 out of 10, Exceptional, (10 reviews)
"Loved it!"
United States
Ryan C.
$155 nightly
The price is $157
Oct 28 - Oct 29
Total with taxes and fees
Exclusive Stone Tower.
A tree with a swing chair, a clear sky, and a distant tree.

20. Room 'Ghianda' with Shared Garden, Balcony and Wi-Fi

Room 'Ghianda' with Shared Garden, Balcony and Wi-Fi
Gavorrano
10.0 out of 10, Exceptional, (1 review)
"Pros: I proprietari sono splendidamente amichevoli ed accoglienti! La colazione ottima con torte fatte in casa, marmellata di fichi dell'albero in giardino, cornetti freschi e un po' di opzioni salate."
Italy
Anonymous traveler
$96 nightly
The price is $100
Nov 3 - Nov 4
Total with taxes and fees
Room 'Ghianda' with Shared Garden, Balcony and Wi-Fi
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

Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo

10/10 Excellent
"The property is beautiful and the lodge was quite comfortable and inviting. Minnie and her staff were do helpful. Highly recommend Villa Le Prata."
John 2-night trip
Posted 5 days ago
Villa Le Prata - Residenza del Vescovo

Find out more about Sassofortino

Everything you need to know about Sassofortino vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Sassofortino vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Sassofortino vacation 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 low season months. For more hustle and bustle, you may prefer to visit Sassofortino in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $83 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Sassofortino rentals

At Expedia, we put the best Sassofortino vacation 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 vacation.

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 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.