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Sassofortino Vacation Rentals

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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
$85 nightly
The price is $95
Oct 16 - Oct 17
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 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
$106 nightly
The price is $106
Oct 17 - Oct 18
Total with taxes and fees
Casa Giovy - Relaxation with a view all the way to the sea, in the Tuscan hills
A stone building with outdoor seating and string lights.

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

Fragolina di Bosco – Twin Room with Val di Farma View
Piloni
$136 nightly
The price is $136
Oct 17 - Oct 18
Total with taxes and fees
Fragolina di Bosco – Twin Room with Val di Farma View
A wooden interior with a glass-enclosed shower, large windows, and a wooden floor.

4. 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
Property grounds

5. Villa Pianosa, Botri dei Lumachi

Villa Pianosa, Botri dei Lumachi
Toscana
$344 nightly
The price is $344
Oct 16 - Oct 17
Total with taxes and fees
Villa Pianosa, Botri dei Lumachi
A backyard with a swimming pool, lounge chairs, and a stone pathway.

6. San Michele - Casa Giano: Oak Grove View, Shared Pool & Wi-Fi

San Michele - Casa Giano: Oak Grove View, Shared Pool & Wi-Fi
Montieri
$151 nightly
The price is $151
Oct 17 - Oct 18
Total with taxes and fees
San Michele - Casa Giano: Oak Grove View, Shared Pool & Wi-Fi
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.

7. 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
$66 nightly
The price is $76
Nov 4 - Nov 5
Total with taxes and fees
Tuscasì Aparthotel
A patio with a wooden table, a blue lounge chair, a striped chair, and a large umbrella.

8. 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.
$132 nightly
The price is $135
Oct 16 - Oct 17
Total with taxes and fees
Detached house with garden a few minutes from the abbey of San Galgano
An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

9. 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
$88 nightly
The price is $106
Oct 26 - Oct 27
Total with taxes and fees
Bosco della Spina
A person relaxing in a hot tub with a glass of wine.

10. 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
$85 nightly
The price is $93
Nov 3 - Nov 4
Total with taxes and fees
Botrona B&B
A patio with a round table and chairs, a window with blinds, and a view of trees and hills.

11. 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.
$116 nightly
The price is $116
Oct 28 - Oct 29
Total with taxes and fees
Panorama-Ferien-Toscana Your vacation home in Tuscany
Outdoor pool

12. 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 $135
Nov 11 - Nov 12
Total with taxes and fees
Residence Arianna
An interior with stone walls, wooden doors, and a bar area with stools and bottles.

13. 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
$142 nightly
The price is $161
Oct 20 - Oct 21
Total with taxes and fees
Borgo Il Poggiaccio
Exterior

14. Villa Giglio, Botri dei Lumachi

Villa Giglio, Botri dei Lumachi
Toscana
$344 nightly
The price is $344
Oct 16 - Oct 17
Total with taxes and fees
Villa Giglio, Botri dei Lumachi
A stone courtyard with a bench, potted plants, and a building in the background.

15. 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
$93 nightly
The price is $105
Nov 15 - Nov 16
Total with taxes and fees
Casa di Campagna in Toscana
A modern kitchen with a built-in oven, stainless steel appliances, and decorative items on the shelves.

16. Il Bennu

Il Bennu
Gavorrano
$163 nightly
The price is $184
Oct 16 - Oct 17
Total with taxes and fees
Il Bennu
A stone building with two windows, one with green shutters, and a rose bush in the foreground.

17. Exclusive Stone Tower.

Exclusive Stone Tower.
Casciano
9.6 out of 10, Exceptional, (10 reviews)
"Loved it!"
United States
Ryan C.
$154 nightly
The price is $157
Oct 16 - Oct 17
Total with taxes and fees
Exclusive Stone Tower.
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
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$204 nightly
The price is $204
Oct 16 - Oct 17
Total with taxes and fees
Villino il Corbezzolo, Tuscany, sea, beach, heated swimming pool,spa, gym kneipp
An outdoor dining area with stone walls, tables, and chairs.

19. Giacinto – Classic Double Room

Giacinto – Classic Double Room
Piloni
$126 nightly
The price is $126
Oct 21 - Oct 22
Total with taxes and fees
Giacinto – Classic Double Room
An outdoor patio with a wooden floor, a covered seating area, and a view of a green landscape.

20. 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
$123 nightly
The price is $126
Oct 17 - Oct 18
Total with taxes and fees
Farmhouse 'Le Gerlette - La Stalla' 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

Grand Hotel Bastiani

Grand Hotel Bastiani

10/10 Excellent
"Great staff, nice breakfast, beautiful building and location."
Peter 3-night trip
Posted 6 days ago
Grand Hotel Bastiani

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 $76 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.