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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Pentolina holiday rentals

An interior with stone walls, wooden doors, and a bar area with stools and bottles.

1. 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 2.395.440 ₫
4.734.691 ₫ total
includes taxes & fees
29 Sept - 30 Sept
Borgo Il Poggiaccio

2. Residence Arianna

Residence Arianna
Sovicille
9.8 out of 10, Exceptional, (8 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 3.508.473 ₫
3.948.040 ₫ total
includes taxes & fees
26 Sept - 27 Sept
Residence Arianna
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.

3. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (31 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is 1.866.184 ₫
2.437.255 ₫ total
includes taxes & fees
20 Oct - 21 Oct
Tuscasì Aparthotel
A stone courtyard with a bench, potted plants, and a building in the background.

4. 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 3.116.491 ₫
3.516.860 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Casa di Campagna in Toscana
A traditional stone building with a courtyard, a staircase, and potted plants.

5. Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
The price is 2.691.980 ₫
3.079.471 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Il Pozzo di Sant'Andrea

6. Residence Borgo San Lorenzo a Linari

Residence Borgo San Lorenzo a Linari
Sovicille
8.6 out of 10, Excellent, (99 reviews)
"Such a pleasant stay and the staff was incredible. "
United States
Monica
The price is 3.106.939 ₫
3.565.500 ₫ total
includes taxes & fees
9 Oct - 10 Oct
Residence Borgo San Lorenzo a Linari
A table with two wine glasses, a bottle, and a book.

7. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (98 reviews)
"Everything was very clean and modern, working perfect. We didn’t meet anyone from the staff. And it would be nice if they leave some bottle of water for each room. We like the place a lot. People have to consider that it is outside Siena walls and it’s a pretty steep and long distance walk"
United States
María
The price is 1.747.500 ₫
2.040.543 ₫ total
includes taxes & fees
20 Oct - 21 Oct
Domus il Palio B&B
An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

8. Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (178 reviews)
"Lovely stay! I would highly recommend this hotel. The indoor pool was just so enjoyable after a day out sightseeing. "
United Kingdom
Lizl
The price is 2.233.935 ₫
2.693.916 ₫ total
includes taxes & fees
15 Oct - 16 Oct
Bosco della Spina
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

9. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (347 reviews)
"Humming noise in the room. Slow internet. Fine bed. Good location."
Netherlands
Lauro
The price is 2.370.901 ₫
2.726.388 ₫ total
includes taxes & fees
27 Sept - 28 Sept
ApartHotel Anghel
A bakery display with pastries and a coffee station.

10. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (210 reviews)
"We enjoyed our stay very much. Staff was very friendly and offered great advise on places to eat. The rooms had great charm to them. We were delighted with our selection of where to stay."
United States
Enrique
The price is 2.993.458 ₫
3.411.097 ₫ total
includes taxes & fees
30 Sept - 1 Oct
B&B Il Corso
A rustic stone building with a courtyard.

11. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (56 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is 2.563.416 ₫
2.938.110 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Fullino Nero
A bedroom with a bed, a radiator, a window, a painting, and a bedside table.

12. Belvedere Nada

Belvedere Nada
San Rocco A Pilli
The price is 5.141.841 ₫
5.656.025 ₫ total
includes taxes & fees
29 Sept - 30 Sept
Belvedere Nada
A bathroom with a window view of a historic building and a tiled roof.

13. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (481 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
The price is 2.817.464 ₫
3.217.503 ₫ total
includes taxes & fees
21 Oct - 22 Oct
Siena Vip
A bedroom with a bed, bedside table, and a window with a view of greenery.

14. La Coroncina Lodging

La Coroncina Lodging
Siena
10.0 out of 10, Exceptional, (43 reviews)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is 4.699.794 ₫
5.288.007 ₫ total
includes taxes & fees
5 Oct - 6 Oct
La Coroncina Lodging
A modern building with a sign reading "PORTA PISPINI" and a staircase leading to an entrance.

15. Porta Pispini Residence

Porta Pispini Residence
2.0 star property
Siena Historical Center
9.4 out of 10, Exceptional, (24 reviews)
"A fabulous property - well appointed and equipped. Very modern, clean and quiet. We enjoyed our daily walks into Siena via the Porta Pispini. We would love to stay here again."
Canada
Michael
Porta Pispini Residence
A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

16. Villa Montecastello

Villa Montecastello
Monteriggioni
8.0 out of 10, Very good, (3 reviews)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
United States
Alvaro
The price is 4.407.609 ₫
4.937.090 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Villa Montecastello
A building with a sign reading 'Villa Le Camelie' and multiple flags.

17. Villa le Camelie Siena

Villa le Camelie Siena
Petriccio
8.6 out of 10, Excellent, (8 reviews)
"Nice for the price. Would stay there again."
United States
Mark
The price is 2.553.953 ₫
2.927.760 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Villa le Camelie Siena
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 Pentolina Hotel Reviews

Hotel Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"Really enjoyed our stay. Room was spacious and clean. Very nice breakfast and the staff were very kind and helpful."
Scott 2-night trip
Posted 2 hours ago
Hotel Chiusarelli

Frequently asked questions

Can I find holiday rentals in Pentolina?

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

What can I see and do in Pentolina?

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

What are holiday rentals like in Pentolina?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pentolina. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for family trips.