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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sep - 6 Sep

Our top choices for Pentolina holiday rentals

Exterior

B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (92 reviews)
"Great location, nice room, and great host!"
United States
Chris
The price is 4.003.127 ₫
4.527.480 ₫ total
includes taxes & fees
17 May - 18 May
B&B Le Scalette di Piazza
Aerial view

Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (28 reviews)
"We loved it!"
United States
Juliette
The price is 5.201.020 ₫
5.783.080 ₫ total
includes taxes & fees
17 May - 18 May
Riserva di Fizzano Residence
Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
The price is 4.564.692 ₫
5.114.191 ₫ total
includes taxes & fees
14 May - 15 May
Villa Montecastello
Exterior

Idolina Guest House

Idolina Guest House
Montalcino
9.4 out of 10, Exceptional, (109 reviews)
"Excellent service, ideal location"
United Kingdom
Nigel
The price is 2.790.912 ₫
3.318.084 ₫ total
includes taxes & fees
17 May - 18 May
Idolina Guest House
Terrace/patio

Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.4 out of 10, Exceptional, (22 reviews)
"Fantastic experience with friendly hosts and an excellent breakfast! A little rustic here and there but all part of the charm!"
United Kingdom
Alasdair
The price is 2.917.772 ₫
3.302.580 ₫ total
includes taxes & fees
12 May - 13 May
Casa di Campagna in Toscana
Exterior

Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (23 reviews)
"Such a beautiful place to stay! The cottage was amazing, very spacious and clean. The grounds themselves were picturesque, was well above our expectations and the host was very welcoming and accommodating."
United Kingdom
Sasha
The price is 7.150.656 ₫
8.113.803 ₫ total
includes taxes & fees
13 May - 14 May
Borgo Argenina
Food court

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 4.319.293 ₫
4.844.252 ₫ total
includes taxes & fees
13 May - 14 May
Antico Borgo Poggiarello
Premium bedding, down duvets, pillow-top beds, minibar

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.0 out of 10, Wonderful, (26 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is 1.942.395 ₫
2.539.765 ₫ total
includes taxes & fees
3 Jun - 4 Jun
Tuscasì Aparthotel
Food court

Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (65 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 3.996.079 ₫
6.597.406 ₫ total
includes taxes & fees
13 May - 14 May
Borgo Il Poggiaccio
8 outdoor pools

Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
The price is 22.834.687 ₫
25.366.236 ₫ total
includes taxes & fees
12 May - 13 May
Villa Marcolina
Exterior

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 2.822.768 ₫
3.229.086 ₫ total
includes taxes & fees
17 May - 18 May
Il Pozzo di Sant'Andrea
Aerial view

Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (65 reviews)
"Pros: 1. Beautiful property with an amazing view. 2. Spacious family suite 3. Comfortable bed 4. Quiet, waking up to birds singing in the morning. Cons: 1. Stink bugs in the suite; once we understood they are common this time of year and easy to capture and release outside, it was ok. 2. Showers are very small. 3. A/C not turned on this time of year; was not offered fans until the last day. 4. Minimal amenities. 5. Few outlets The villa is beautiful, just be prepared for a “rustic”...
United States
Niyo
The price is 4.313.228 ₫
4.992.632 ₫ total
includes taxes & fees
17 May - 18 May
Villa Curina Resort
Breakfast meal

B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (201 reviews)
"Excellent location, rooms, staff."
United States
Mario Humberto
The price is 3.162.972 ₫
3.603.311 ₫ total
includes taxes & fees
26 May - 27 May
B&B Il Corso
Daily continental breakfast for a fee

Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (123 reviews)
"Excellent location on heart of Siena .. staff were lovely"
United Kingdom
Thomas
The price is 7.047.758 ₫
7.876.575 ₫ total
includes taxes & fees
14 May - 15 May
Residenza d'Epoca Palazzo Borghesi
Aerial view

Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (171 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 3.167.685 ₫
3.732.690 ₫ total
includes taxes & fees
21 May - 22 May
Bosco della Spina
Front of property

Residence Borgo San Lorenzo a Linari

Residence Borgo San Lorenzo a Linari
Sovicille
8.6 out of 10, Excellent, (98 reviews)
"Such a pleasant stay and the staff was incredible. "
United States
Monica
The price is 5.240.572 ₫
5.919.680 ₫ total
includes taxes & fees
24 May - 25 May
Residence Borgo San Lorenzo a Linari
Suite | Premium bedding, Select Comfort beds, minibar, in-room safe

La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (241 reviews)
"My first time in Siena and this Rooming House turned out to be a great choice. The view onto the piazza is a real bonus, as is the great location in the heart of the city. The host was lovely and a great communicator. The room itself was fantastic and spacious. I would recommend it and will book again. "
United Kingdom
Jeffrey William
The price is 3.068.946 ₫
3.499.882 ₫ total
includes taxes & fees
4 Jun - 5 Jun
La Terrazza Sul Campo Rooming House
Room amenity

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (437 reviews)
"It’s very close to the historical center but feels quiet and like you are separate from it. I loved our stay"
United States
David
The price is 3.699.228 ₫
4.193.192 ₫ total
includes taxes & fees
14 May - 15 May
Siena Vip
Interior detail

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 4.743.790 ₫
5.342.210 ₫ total
includes taxes & fees
15 May - 16 May
La Coroncina Lodging
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

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"Very good"
Gabriel 1-night trip
Posted 10 hours ago
Villa Scacciapensieri Boutique Hotel

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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 Sentierelsa Trail. In the wider area, you’ll find Abbazia di San Galgano and Pinacoteca Nazionale.

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.