Holiday Rentals in Pentolina

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Our top choices for Pentolina holiday rentals

Townhouse in Colle di Val d'Elsa

Sportland
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
Sportland

Townhouse in Montalcino

Idolina Guest House
9.4 out of 10, Exceptional, (105 reviews)
"Excellent service, ideal location"
United Kingdom
Nigel
Idolina Guest House

Townhouse in Montalcino

B&B Le Scalette di Piazza
9.4 out of 10, Exceptional, (91 reviews)
"Great location, nice room, and great host!"
United States
Chris
B&B Le Scalette di Piazza

Residence in Casole d'Elsa

Tenuta Cantona
Tenuta Cantona
10.0 out of 10, Exceptional, (2 reviews)
"Clean property and amazing view. Great location "
United States
Angela B.
The price is €245
includes taxes & fees
9 Mar - 10 Mar
Apartment 'Casa Francesca' with Hills View & Courtyard
10.0 out of 10, Exceptional, (2 reviews)
"Absolutely the most stunning VRBO we have ever stayed at. Majestic In both stature and comfort. Every need anticipated and met. Communication with host and Valentina perfect. The standard of luxury located in a fairy tale setting! A must visit - we did not want to leave!! Cannot say enough about this special villa."
United States
Robert K.
The price is €946
includes taxes & fees
10 Mar - 11 Mar
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center

Townhouse in Siena

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

Aparthotel in Sovicille

Tuscasì Aparthotel
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 €79
includes taxes & fees
9 Mar - 10 Mar
Tuscasì Aparthotel

Townhouse in Ravacciano

Domus il Palio B&B
9.2 out of 10, Wonderful, (83 reviews)
"Hotel clean comfortable. No elevator, no reception desk. "
United States
Karin
Domus il Palio B&B

Townhouse in Siena City Centre

Siena Vip
9.2 out of 10, Wonderful, (429 reviews)
"Nice place!"
United States
Pavel
The price is €100
includes taxes & fees
9 Mar - 10 Mar
Siena Vip

Residence in Monteriggioni

Antico Borgo Poggiarello
2.0 star property
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 €246
includes taxes & fees
27 Mar - 28 Mar
Antico Borgo Poggiarello

Townhouse in Sovicille

Casa di Campagna in Toscana
9.4 out of 10, Exceptional, (21 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
Casa di Campagna in Toscana
10.0 out of 10, Exceptional, (57 reviews)
"Amazing property and design origin - it brought even more value and joy to our stay. Spacious family room with spectacular morning views. Fully functional kitchen for our own home cooked Italian meal!"
United States
Todd J.
The price is €512
includes taxes & fees
27 Mar - 28 Mar
Prestigious apartment infinity pool breathtaking view wifi and air conditioning

Townhouse in Castelnuovo Berardenga

Villa Curina Resort
9.6 out of 10, Exceptional, (64 reviews)
"This was our second stay. The property is beautiful and our room was lovely. The breakfast was one of the best on our trip in Italy."
Canada
Dr Anne
Villa Curina Resort

Apartment in Siena City Centre

Casa Ciseri
9.8 out of 10, Exceptional, (9 reviews)
"Very nice stay!"
United States
Danielle
The price is €584
includes taxes & fees
11 Mar - 12 Mar
Casa Ciseri

Townhouse in Siena City Centre

B&B Il Corso
9.8 out of 10, Exceptional, (193 reviews)
"Great location"
United Kingdom
Mina
B&B Il Corso

Residence in Colle di Val d'Elsa

Palazzo Pacini
9.8 out of 10, Exceptional, (99 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is €121
includes taxes & fees
15 Mar - 16 Mar
Palazzo Pacini

Aparthotel in Siena

La Coroncina Lodging
10.0 out of 10, Exceptional, (42 reviews)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is €101
includes taxes & fees
9 Mar - 10 Mar
La Coroncina Lodging
10.0 out of 10, Exceptional, (2 reviews)
"We loved this place. Modern cabin set in a rustic Tuscan setting. Beautiful property, very comfortable stay, and very attentive staff. Family owned and operated. Amazing restaurant just steps away. A perfect place for respite"
United States
Ian F.
The price is €187
includes taxes & fees
10 Mar - 11 Mar
Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti

Cottage in Siena

Fullino Nero
9.6 out of 10, Exceptional, (50 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is €113
includes taxes & fees
9 Mar - 10 Mar
Fullino Nero
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

Everything you need to know about Pentolina holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pentolina holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pentolina holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pentolina holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pentolina. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pentolina holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pentolina holiday rentals we have selected for you start as low as €79 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pentolina rentals

At Expedia, we put the best Pentolina holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Pentolina rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pentolina holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pentolina. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 a coffee maker. 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.