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Sassofortino Vacation Rentals

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Our top choices for Sassofortino vacation 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 CA $150
CA $168 total
includes taxes & fees
Sep 6 - Sep 7
Country House il Ciliegio

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

Ottagono – Your Elegant Nature Retreat in the Tuscan Olive Grove
Toscana
The price is CA $195
CA $224 total
includes taxes & fees
Sep 1 - Sep 2
Ottagono – Your Elegant Nature Retreat in the Tuscan Olive Grove

3. 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 CA $123
CA $152 total
includes taxes & fees
Aug 28 - Aug 29
Casa Giovy - Relaxation with a view all the way to the sea, in the Tuscan hills

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

Sahara – The Spacious Family Glamping Tent Under the Tuscan Sun
Toscana
The price is CA $210
CA $263 total
includes taxes & fees
Sep 1 - Sep 2
Sahara – The Spacious Family Glamping Tent Under the Tuscan Sun

5. 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 CA $209
CA $262 total
includes taxes & fees
Sep 1 - Sep 2
Equipped glamping tent and infinity pool in a Tuscan olive grove

6. Podere Cascatelle & Agriletizia

Podere Cascatelle & Agriletizia
Massa Marittima
10.0 out of 10, Exceptional, (2 reviews)
"Ótimo local, limpo, amplo, piscina boa, cascata boa, espaço amplo, adorei o local."
Brazil
Alan Cesar
The price is CA $83
CA $103 total
includes taxes & fees
Sep 13 - Sep 14
Podere Cascatelle & Agriletizia

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 CA $405
CA $405 total
includes taxes & fees
Aug 20 - Aug 21
Fragolina di Bosco – Twin Room with Val di Farma View

8. Casetta di campagna indipendente

Casetta di campagna indipendente
Roccastrada
The price is CA $509
CA $607 total
includes taxes & fees
Sep 4 - Sep 5
Casetta di campagna indipendente

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

Stargazer – Your Sky‑View Hideaway in the Tuscan Hills
Toskana
The price is CA $233
CA $289 total
includes taxes & fees
Sep 1 - Sep 2
Stargazer – Your Sky‑View Hideaway in the Tuscan Hills

10. Holiday Home 'San Michele - Casa Rosa' with Mountain View, Shared Pool and Wi-Fi

Holiday Home 'San Michele - Casa Rosa' with Mountain View, Shared Pool and Wi-Fi
Montieri
The price is CA $421
CA $421 total
includes taxes & fees
Aug 21 - Aug 22
Holiday Home 'San Michele - Casa Rosa' with Mountain View, Shared Pool and Wi-Fi

11. 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
The price is CA $80
CA $194 total
includes taxes & fees
Aug 24 - Aug 25
Detached house with garden a few minutes from the abbey of San Galgano

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 CA $113
CA $145 total
includes taxes & fees
Aug 18 - Aug 19
Tuscasì Aparthotel

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

Farmhouse "Casa Girasole" with Private Pool, Terraces & Wi-Fi
Roccastrada
The price is CA $10,661
CA $11,055 total
includes taxes & fees
Aug 31 - Sep 1
Farmhouse "Casa Girasole" with Private Pool, Terraces & Wi-Fi

14. Lavender Room - Poggio Alla Luna with Shared Terrace & Garden, Wi-Fi

Lavender Room - Poggio Alla Luna with Shared Terrace & Garden, Wi-Fi
Gerfalco
The price is CA $141
CA $141 total
includes taxes & fees
Aug 16 - Aug 17
Lavender Room - Poggio Alla Luna with Shared Terrace & Garden, Wi-Fi

15. Apartment "Casa di Franca a San Galgano" in Historical Centre

Apartment "Casa di Franca a San Galgano" in Historical Centre
CHIUSDINO
10.0 out of 10, Exceptional, (1 review)
"Pros: De ligging"
Netherlands
Anonymous traveller
The price is CA $223
CA $263 total
includes taxes & fees
Aug 23 - Aug 24
Apartment "Casa di Franca a San Galgano" in Historical Centre

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

Uva Spina – Intimate Double Room with Val di Farma View
Piloni
The price is CA $260
CA $260 total
includes taxes & fees
Aug 16 - Aug 17
Uva Spina – Intimate Double Room with Val di Farma View

17. 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.
The price is CA $337
CA $379 total
includes taxes & fees
Sep 5 - Sep 6
Villino il Corbezzolo, Tuscany, sea, beach, heated swimming pool,spa, gym kneipp

18. Residence Arianna

Residence Arianna
Sovicille
9.8 out of 10, Exceptional, (6 reviews)
"We had a 4 night’s stay here and used it as our base for tours around Toscany. It is located in a quiet area outside Siena. The apartment was nice and clean. We used the kitchen for minor cooking and that worked well. There is a supermarket close by and small restaurants in the town. The AC was working great. The host was very keen to share information on good places to see and was eager to make our stay as pleasant as possible. The breakfast was very nice and they also have a restaurant where...
Denmark
Gitte Harrits
The price is CA $190
CA $214 total
includes taxes & fees
Sep 5 - Sep 6
Residence Arianna

19. 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
The price is CA $1,438
CA $1,497 total
includes taxes & fees
Aug 31 - Sep 1
Holiday Home 'Querciagrossa Da Dora' with Private Pool, Private Terrace and Wi-Fi

20. Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (67 reviews)
"Beautiful place, great position in the countryside, truly relaxing place, wish we could stay longer, definitely will return A***"
United States
Dean
The price is CA $202
CA $336 total
includes taxes & fees
Sep 14 - Sep 15
Borgo Il Poggiaccio
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 vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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.