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Pentolina Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 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 RM478
RM856 total
includes taxes & fees
14 Oct - 15 Oct
Borgo Il Poggiaccio
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, (31 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is RM293
RM382 total
includes taxes & fees
25 Oct - 26 Oct
Tuscasì Aparthotel
Outdoor pool

3. 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 RM551
RM620 total
includes taxes & fees
30 Sept - 1 Oct
Residence Arianna
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 RM406
RM460 total
includes taxes & fees
30 Oct - 31 Oct
Casa di Campagna in Toscana
Front of property – evening/night

5. 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
Residence Borgo San Lorenzo a Linari
A traditional stone building with a courtyard, a staircase, and potted plants.

6. 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 RM423
RM483 total
includes taxes & fees
5 Oct - 6 Oct
Il Pozzo di Sant'Andrea
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 RM844
RM938 total
includes taxes & fees
13 Oct - 14 Oct
Le Mascie Country House
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 RM334
RM404 total
includes taxes & fees
27 Oct - 28 Oct
Bosco della Spina
A bathroom with a window view of a historic building and a tiled roof.

9. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (484 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
The price is RM442
RM505 total
includes taxes & fees
21 Oct - 22 Oct
Siena Vip
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

10. 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 RM346
RM399 total
includes taxes & fees
12 Oct - 13 Oct
ApartHotel Anghel
A bedroom with a bed, bedside table, and a window with a view of greenery.

11. 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 RM605
RM684 total
includes taxes & fees
21 Oct - 22 Oct
La Coroncina Lodging
A compact kitchen with a gas stove, a refrigerator, and a wooden dining table with chairs.

12. Nido con vista

Nido con vista
Radicondoli
The price is RM714
RM785 total
includes taxes & fees
1 Oct - 2 Oct
Nido con vista
A rustic stone building with a courtyard.

13. 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 RM441
RM504 total
includes taxes & fees
30 Sept - 1 Oct
Fullino Nero
A table set with breakfast items on a balcony overlooking a historic town.

14. Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (131 reviews)
"We had a great experience Property is perfectly located."
United States
Roman
The price is RM802
RM901 total
includes taxes & fees
30 Oct - 31 Oct
Residenza d'Epoca Palazzo Borghesi
A bakery display with pastries and a coffee station.

15. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (211 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 RM470
RM535 total
includes taxes & fees
30 Sept - 1 Oct
B&B Il Corso
A stone building with outdoor seating and a view of the countryside.

16. Antico Borgo Poggiarello

Antico Borgo Poggiarello
2.0 star property
Monteriggioni
9.0 out of 10, Wonderful, (20 reviews)
"We had an absolutely wonderful time staying here. Our kids had fun on their playground and my wife and I enjoyed the views, the hospitality. And the entire experience. The food was outstanding. "
United States
James Bakley
The price is RM702
RM787 total
includes taxes & fees
11 Oct - 12 Oct
Antico Borgo Poggiarello
A table with two wine glasses, a bottle, and a book.

17. 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 RM274
RM320 total
includes taxes & fees
20 Oct - 21 Oct
Domus il Palio B&B
A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

18. 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 RM692
RM775 total
includes taxes & fees
3 Oct - 4 Oct
Villa Montecastello
A bedroom with a bed, a radiator, a window, a painting, and a bedside table.

19. Belvedere Nada

Belvedere Nada
San Rocco A Pilli
The price is RM807
RM888 total
includes taxes & fees
1 Oct - 2 Oct
Belvedere Nada
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

Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"We had a lovely night stay at this villa in September. It is a 900 year-old hunting lodge that has been converted to spacious rooms many with balconies. The views are incredible, the rooms have been renovated with character fixtures, but includes excellent air-conditioning. The view from the pool was out of a storybook. Staff was attentive and very nice to deal with. The grounds have endless opportunities for photos at every turn. Try to explore the grounds a little - including the painters studio with is exquisite. It has only been open four months so there are a few bugs but overall, the stay was excellent. The one area they need to improve however is the food. The selections are pretty limited and the quality was not to the standard of the property. My recommendation is have the breakfast on site and lunch by the pool, but try the surrounding towns for dinner. Castellini in Chianti is a small town 15 minutes away with great choices. One Belvedere and their sister property Locanda are both within 2 kms and have high end dining. Overall I highly recommend this villa for a unique Tuscan experience."
Peter 2-night trip
Posted less than an hour ago
Fattoria di Vegi

Find out more about Pentolina

Search for holiday rentals in Pentolina on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Pentolina using one of the methods below:

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Look no further and take a look at our great range of rental properties in Pentolina!

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 are some of the best holiday rentals that Pentolina has to offer?

Borgo Argiano: This holiday home rental outside of Pentolina is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware. You can relax into your holiday with a garden and a library.

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.