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Check prices for these dates

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

Our top choices for Boccheggiano holiday 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 2.207.357 ₫
2.486.275 ₫ total
includes taxes & fees
23 Oct - 24 Oct
Country House il Ciliegio
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.

2. 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
The price is 1.610.968 ₫
2.149.545 ₫ total
includes taxes & fees
4 Nov - 5 Nov
Tuscasì Aparthotel
An interior with stone walls, wooden doors, and a bar area with stools and bottles.

3. 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
The price is 3.243.388 ₫
3.712.911 ₫ total
includes taxes & fees
21 Oct - 22 Oct
Borgo Il Poggiaccio
Outdoor pool

4. 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
The price is 3.444.832 ₫
3.876.426 ₫ total
includes taxes & fees
9 Nov - 10 Nov
Residence Arianna
A stone courtyard with a bench, potted plants, and a building in the background.

5. 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
The price is 2.404.255 ₫
2.731.792 ₫ total
includes taxes & fees
15 Nov - 16 Nov
Casa di Campagna in Toscana
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
The price is 2.296.554 ₫
2.758.504 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Bosco della Spina
A stone building with a tiled roof, a brick pathway, and a small grassy area.

7. Le Mascie Country House

Le Mascie Country House
Casole d'Elsa
9.2 out of 10, Wonderful, (9 reviews)
"We loved our stay. The property is quiet and private but is in close proximity to a small town. Very charming and the pool was an added bonus. "
United States
Misti
The price is 5.015.542 ₫
5.575.171 ₫ total
includes taxes & fees
21 Oct - 22 Oct
Le Mascie Country House
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
The price is 2.469.587 ₫
2.716.546 ₫ total
includes taxes & fees
21 Oct - 22 Oct
Botrona B&B
A bedroom with a bed, a wooden wardrobe, a chair, and a dresser.

9. 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
Agriturismo Benvenuti
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 Boccheggiano Hotel Reviews

Fattoria Casabianca

Fattoria Casabianca

8/10 Good
"Very quiet pastoral setting. Excellent wines, especially the viognier."
James 2-night trip
Posted 1 day ago
Fattoria Casabianca

Frequently asked questions

Can I find holiday rentals in Boccheggiano?

Yes, there are holiday rentals close to the most popular sights in Boccheggiano, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals are there in Boccheggiano?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Boccheggiano stay.

What’s there to see and do in Boccheggiano?

Explore the area and family-friendly sights such as Piscina Il Giunco, or get out into nature at a spot like I Canaloni del Torrente Farma. In the wider area, you’ll find Abbazia di San Galgano and Arco Senese.

What’s a holiday rental in Boccheggiano like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Boccheggiano. Holiday rentals provide amenities such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a small group gathering.