Pentolina Holiday Rentals from €87: Search Short-Term Rentals

Q: 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 an electric kettle. You can relax into your holiday with a garden and a library.

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Holiday Rentals in Pentolina

"The service at this hotel was impeccable. We were running late for our wine tasting but they were still SO accommodating! The rooms were beautiful and the view from the hotel are amazing. It was super accessible to everything. Also, the parking options were great - highly recommend. They're so responsive through texting and it was great to have this level of service. Highly rec! "

includes taxes & fees

29 Nov - 30 Nov

"We were met by the property owner who was pleasant and informative. The room was exactly as depicted in the photos and property was in excellent condition. We would recommend to anyone staying the area at any time of year/ "

"We had a lovely stay and the hosts were warm, accommodating and responsive. The location is incredible -- extensive views from both sides of the property; the hilltop village setting is out of a postcard with lovely little streets and nooks to explore; and the local shops, market days, restaurants provide everything needed locally. The property is adequate, a little rustic, but well suited to time outdoors by the lovely pool and as a springboard for day trips throughout amazing Tuscany....

"Nice place, quiet and clean!"

includes taxes & fees

15 Dec - 16 Dec

"Cute rustic cottage with a beautiful restful view of farm land and forrested hills and a covered outdoor eating area."

"This property is several kilometers up a gravel road from Murlo, Italy. The road is okay but we got a little concerned after it had been raining for a while. The property is remote and near several hiking paths. It is great for people who want to get out and hike around the hills of Italy. The gardens are really nice. We would have spent more time outside if the weather had cooperated more. We went in the fall so it was getting a little cooler up in the hills. There was a nice fireplace that...

Superior Mobile Home | Private kitchenette

"Nice quiet spot in the woods but very close to San Gimignano. Very clean. Comfortable beds. They don’t provide towels or soaps, but that is clear up front. You can rent towels if you want and they sell soap/ shampoo in the office. "

"Very comfortable stay. "

"We had a lovely stay in you very nice apartment. It was very nice to do a little laundry, read about the area and be close enough to walk into Siena. "

"We (family of four, 2 teenagers) had a great stay at Luca's appartment. Due to the Corona pandemic, we were not sure, if we really should travel. But Luca showed great flexibility and we were very happy, that we decided to go. The appartment was very spacious and perfectly cleaned. We arrived a litlle early, but Etel and Klaudia warmly welcomed us with beverages, so that we enjoyed the phantastic views, while they finished preparing the apartment. Then we had 17 beautiful days with phantastic...

"Excellent location. Excellent service. Great view from the balcony. "

includes taxes & fees

9 Dec - 10 Dec

"Die Anfahrts Beschreibung zur Wohnung war etwas schwierig.Der Empfang durch Virginia war sehr freundlich, und die Einweiszng zur Wohnung war ausführlich. Die Lage der Wohnung ideal gleich neben einer wenig befahrenen Nebenstrasse. So gut wie keine Lärmbelästigung.Wunderschöner Garten mit toller Möbelausstattung. Die Küche klein ,aber alles vorhanden . was man zum kochen braucht. Alle Geräte funktionierten. Das Schlafzimmer sehr schön mit den Natursteinwänden, etwas klein , aber wir haben...

Superior Double Room Single Use, 1 Queen Bed, Balcony, Hill View | View from room

"This is a beautiful hotel with beautiful views and a great location. The owner and staff are wonderful and accommodating. We arrived in the heat of August and our first room would not cool down. The owner moved us to another room with a better air conditioner fairly quickly and was so kind. Breakfast was wonderful - one of the best we had in Italy! This hotel is close to some of the best restaurants as well."

includes taxes & fees

26 Nov - 27 Nov

"My wife and I found and booked this house for our family and friends to join us for a celebration, and not one part of our experience was disappointing. We showed up late Friday night after a longer day of travel than expected, and we had people at the house waiting for us. They were very gracious and kind and I was communicated with the entire way. I was given a tour of the house and grounds and then we settled in. The house itself is huge and absolutely gorgeous. It’s a picturesque home with...

"The setting in the Tuscan countryside was amazing. A very charming historic Farmhouse. The hosts were so kind and charming. The pool was beautiful and refreshing. The kitchen was very useful for home cooking. Despite high heat outside, we could close the shutters and windows and keep the house cool until the evening. The night air in the country was so cool to sleep in. A very authentic rural place. We were able to drive to busy sites around Tuscany and then come home to a peaceful and quiet...

"The picture of the farmhouse doesn't do the location justice after you see it in person.. it's a spectacular view! We arrived on a beautiful sunny day and were warmly welcomed by our hosts. After getting a quick tour of where we would be staying for the next week, we were pleasantly surprised by the kind gesture of homemade olive oil and wine left for us to have. Thank you! The location of this property is perfect for visiting the Tuscany countryside. Not only did we visit Siena on a few...

"The home had everything we needed. The view from the villa was truly picturesque. A+++++!"

"Lovely villa, great host. We really enjoyed our stay. "

"Die Wohnung liegt ruhig im schönen Dorf Chiusdino, das Meer ist ca. 1 Stunde entfernt, aber der Pool eignet sich gut zum Baden. Es ist genug Platz für 4 Personen. Der Vermiter Paolo ist sehr freundlich und hilfsbereit, die Kommunikation war super. Uns hat es sehr gut gefallen und wir kommen gerne wieder!"

"Our group enjoyed staying in this location. It was comfortable and a perfect central location for exploring Tuscany."

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Other types of properties in Pentolina you may be interested in

"Great location, amazing staff and well served breakfast"

includes taxes & fees

10 Dec - 11 Dec

"Loved the space. Staff is very friendly and helpful very good location. Excellent driving directions to get to the hotel. Walking distance to the historical center of the city"

includes taxes & fees

10 Dec - 11 Dec

"What an extraordinary experience. Peaceful and beautiful surroundings. Be sure to check out the Roomba lawnmower. Make a reservation for dinner. "

includes taxes & fees

25 Nov - 26 Nov

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 €87 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.

Recent reviews of Pentolina properties

5/5 Excellent

"Great location, amazing staff and well served breakfast"

A verified traveller stayed at Hotel Athena

Posted 4 days ago

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 an electric kettle. 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 Eremo di Montesiepi and Abbazia di San Galgano.

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.

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Holiday Rentals in Pentolina

Check Pentolina holiday rental availability

Holiday Rentals in Pentolina

Il Battistero Siena - Residenza d'Epoca

Bosco della Spina

panoramica casa con piscina privata

ApartHotel Anghel

agriturismo la roggiola

Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista

Camping Boschetto Di Piemma

Borgo Argiano

Family apartment with magical view on the old city, balcony, wifi & parking

Terre di Maremma, Ciclamino Apartment, Tuscany

La Terrazza Sul Campo Rooming House

A cozy nest for a pair

Palazzo Pacini

Country House & Spa - Inside Nature with panoramic views, Art Surrounded

Typical farmhouse with private pool between Pisa and Siena

Independent house in the hills of the Sienese countryside

Villa luna with pool and garden near the center of Siena

A private luxury retreat in Montalcino

villa con vista panoramica

Villa with large garden in the Chianti hills

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Hotel Athena

Hotel Chiusarelli

La Certosa di Pontignano

Find out more about Pentolina

Recent reviews of Pentolina properties

Hotel Athena

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Hotel Chiusarelli

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Frequently asked questions