Pentolina Vacation Rentals

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Our top choices for Pentolina vacation rentals

Townhouse in Montalcino

B&B Le Scalette di Piazza
9.4 out of 10, Exceptional, (90)
"Great location and excellent staff. "
Canada
Jacek
The price is ¥17,793
¥20,309 total
includes taxes & fees
Jan 7 - Jan 8, 2026
B&B Le Scalette di Piazza

Townhouse in Montalcino

Affittacamere Mariuccia
9.0 out of 10, Wonderful, (11)
"The apartment was big enough, the owner very polite and helpful. But, there were bugs at our mattress... "
United Kingdom
Angeliki
Affittacamere Mariuccia

Townhouse in Montalcino

Idolina Guest House
9.4 out of 10, Exceptional, (105)
"The room met our expectations. Fulvia welcomed us and provided all info we needed. She was lovely and the room spacious and cosy. The location was perfect for our needs and we were very pleased."
United Kingdom
Kathrin
The price is ¥12,734
¥15,482 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Idolina Guest House

Villa in Montalcino

Antico Brunello
The price is ¥1,216,436
¥1,339,923 total
includes taxes & fees
Dec 29 - Dec 30
Antico Brunello

Townhouse in Sovicille

Casa di Campagna in Toscana
9.4 out of 10, Exceptional, (19)
"Fantastic experience with friendly hosts and an excellent breakfast! A little rustic here and there but all part of the charm!"
United Kingdom
Alasdair
Casa di Campagna in Toscana

Aparthotel in Sovicille

Tuscasì Aparthotel
9.2 out of 10, Wonderful, (25)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is ¥11,741
¥15,311 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Tuscasì Aparthotel

Townhouse in Siena

Il Pozzo di Sant'Andrea
9.8 out of 10, Exceptional, (16)
"Great host, lovely place near Siena"
United Kingdom
Prem
Il Pozzo di Sant'Andrea

Townhouse in Siena City Centre

Piazza Paradiso Accomodation
9.2 out of 10, Wonderful, (155)
"What my girlfriend loved the most was the bathtub! We have been busy traveling the last week and a half and she was overjoyed with a chance to soak in a bath tub. Room was spacious and clean, the staff was helpful and friendly. The hotel was centrally located and within easy walking distance to Piazza del Campo. Looking forward to staying with Piazza Paradiso accommodation again. We will definitely recommend Piazza Paradiso to all our friends visiting Siena!"
United States
Niels G.
Piazza Paradiso Accomodation

Residence in Siena City Centre

La Terrazza Sul Campo Rooming House
9.8 out of 10, Exceptional, (239)
"Huge room! Great location "
Canada
karen
La Terrazza Sul Campo Rooming House

Townhouse in Siena City Centre

PALAZZO DEL PAPA
9.6 out of 10, Exceptional, (96)
"Hamza was so wonderful and accommodating, would definitely stay here again!"
United States
Elise
The price is ¥28,955
¥32,588 total
includes taxes & fees
Dec 30 - Dec 31
PALAZZO DEL PAPA

Townhouse in Siena City Centre

Siena Vip
9.2 out of 10, Wonderful, (422)
"A great location!"
Canada
Cheryl
The price is ¥21,986
¥24,922 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Siena Vip

Residence in Siena City Centre

Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (194)
"Great location and friendly staff. "
United States
Parissa
Il Battistero Siena - Residenza d'Epoca

Townhouse in Siena City Centre

B&B Palazzo del Magnifico
9.8 out of 10, Exceptional, (63)
"Great location. Room spacious and clean. Personnel friendly and great service walkable to best historic places. Could find something better "
United States
Rodolfo
B&B Palazzo del Magnifico

Aparthotel in Siena

La Coroncina Lodging
10.0 out of 10, Exceptional, (42)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is ¥16,185
¥18,541 total
includes taxes & fees
Jan 7 - Jan 8, 2026
La Coroncina Lodging

Apartment in Siena

ApartHotel Anghel
8.4 out of 10, Very Good, (335)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is ¥9,794
¥11,510 total
includes taxes & fees
Jan 8 - Jan 9, 2026
ApartHotel Anghel

Residence in Siena City Centre

Residenza d'Epoca Palazzo Borghesi
9.6 out of 10, Exceptional, (116)
"We enjoyed our stay here. Convenient, clean, central to city center, shops, and restaurants. We would stay here again."
United States
Linda
The price is ¥27,130
¥30,580 total
includes taxes & fees
Jan 26 - Jan 27, 2026
Residenza d'Epoca Palazzo Borghesi

Townhouse in Ravacciano

Domus il Palio B&B
9.2 out of 10, Wonderful, (81)
"Convenient for parking, clean and relatively easy access to the town. The rooms were functional, getting into the place after hours was easy ( check in). No breakfast but a supermarket was 300 meters away"
Canada
Marcus
Domus il Palio B&B

Townhouse in Siena City Centre

Al Mercato B&B
9.0 out of 10, Wonderful, (96)
"Hotel is a one block from main square of the city also have a good restaurant around the corner "
United States
Guillermo
The price is ¥12,399
¥15,997 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Al Mercato B&B

Townhouse in Siena City Centre

Palazzo Masi
8.8 out of 10, Excellent, (84)
"Very friendly and attentive, a very clean place and its location is excellent. "
United States
Gloria
The price is ¥15,080
¥17,325 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Palazzo Masi

Apartment in Siena City Centre

Regis Condo
9.4 out of 10, Exceptional, (65)
"This was one of our favorite stays in Italy. It was spacious, clean, and in a great part of the city."
United States
Ben
Regis Condo
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

Find out more about Pentolina

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

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Frequently asked questions

Can I find vacation rentals in Pentolina?

Yes, there are vacation rentals close to well known sights in Pentolina, or you can select a secluded option if you're looking for relaxation.

What's the top vacation rental in Pentolina?

Borgo Argiano: Visitors like this Pentolina vacation home rental. It is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an electric kettle. You can relax into your vacation 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 I Canaloni del Torrente Farma. In the larger area, you’ll find Abbazia di San Galgano and Castello di Montepescini.

What are vacation rentals like in Pentolina?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Pentolina. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family trip or a small group gathering.