Pentolina Holiday Rentals from €74: Search Short-Term Rentals

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

Terre di Maremma, Ciclamino Apartment, Tuscany : This holiday home rental outside of Pentolina offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

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Holiday Rentals in Pentolina

"Wonderful location!!! Everything within walking distance. Friendly staff, clean modern room. Shower needs repairing. Will definitely return to stay here. If you are driving to the hotel, It’s a ZTL zone so contact the hotel to make arrangements for your car to be garaged. Don’t need a car here. It is in the best location!!!"

includes taxes & fees

20 Jan - 21 Jan

"Mieliśmy bardzo udany listopadowy pobyt w cichym, czystym i cieplym miejscu , pośród toskańskiej przyrody,, z dala od miejskiego hałasu który mamy na codzień mieszkając w dużym mieście. Jedyne czego się obawialiśmy tylko że będzie trudno znaleźć domek, jako że przejeżdżaliśmy późno wieczorem ale mapy prowadziły doskonale a sama posiadłość była oświetlona i nie było w związku z tym żadnych problemów z trafieniem tam"

"Nice place, quiet and clean!"

includes taxes & fees

30 Jan - 31 Jan

"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....

includes taxes & fees

7 Feb - 8 Feb

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

includes taxes & fees

20 Jan - 21 Jan

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. "

"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...

"The house is well equipped and perfect if you are looking for a quiet and out of the way house. Still a quick drive to Siena where everything can be found. would definitely recommend."

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

"Beautiful hotel run by a lovely family. Great terrace to enjoy a glass of wine overlooking the valley. Delicious buffet breakfast. Rooms fantastic with very comfy bed and lovely sheets. "

includes taxes & fees

26 Jan - 27 Jan

"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...

"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...

"Location of this place is outstanding, a nice easy walk into the center of the historical area and to a small nearby food market. The apartment is nicely furnished with primarily antiques, spacious and welcoming, though a bit musty smelling. Bathrooms were updated and very clean. We continuously had problems with the Wi-Fi service, and though the owner was promptly responsive in regard to checking in and out there was zero response to our Wi-Fi questions. A heads up that parking is more...

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

"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...

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

Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

"Beds were comfy, sheets and towels were clean. A tea towel and dishwashing sponge / washing up liquid would have been useful, but the chalet was otherwise well equipped for basic cooking. Nice pizzeria and mini market on site with fresh bread and croissants daily as well as most other essential items. Good sized swimming pool - swimming hats compulsory but sold cheaply at the pool bar. Buses into Sienna stop near the site entrance - night buses back are a bit confusing though! Staff at reception...

"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."

"The property was beautiful and very safe. The pool was fabulous , the scenery breath taking and the hosts very friendly and welcoming people. Close to hiking trails with a pizzeria close by . A car is recommended with parking in a gated property . "

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"The hotel was beautiful and the staff were excellent, very accommodating. The restaurant was wonderful, our dinners both nights were superb, and the breakfast bar had everything you could wish for. Highly recommend this hotel."

includes taxes & fees

9 Feb - 10 Feb

"Well located and walking distance to many key spots. Lorenzo was very helpful and nice hotel."

includes taxes & fees

2 Feb - 3 Feb

"Great location, staff friendly and polite,comfortable beds"

includes taxes & fees

19 Jan - 20 Jan

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 €74 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 and good staff."

A verified traveller from LAUREL stayed at NH Siena

Posted 5 days ago

5/5 Excellent

beautiful little hotel in a magnificent location

"Incredible hotel in incredible location ... a few minutes walk from the centre and just far away enough to be peaceful.. stunning view of the Tuscany valley outside and so charming and picturesque everywhere you look ... loved this hotel and location "

A verified traveller stayed at Villa del Sole Siena

Posted 7 days ago

5/5 Excellent

"Great location, walkable from the train station. Staff were very friendly and accommodating. First night we got a room by the elevator, and it was very loud. Asked the desk to be moved and they happily moved my wife and I to a very quiet room. I would recommend this hotel. Great location, very clean, and excellent staff. "

A verified traveller stayed at Hotel Minerva

Posted 11 days ago

5/5 Excellent

"Hotel was great for a quick stop through our EU trip. We had three rooms and the staff was great! We enjoyed food and drinks for the bar and everything was delicious! They even have a 24hr sauna which is nice after traveling all day! Beautiful area, wish we had more time here! The breakfast was the best hotel breakfast we had the whole trip and included in stay! "

A verified traveller stayed at Four Points by Sheraton Siena

Posted 12 days ago

5/5 Excellent

"Rosewood Castiglion Del Bosco is an exceptional hotel offering a stunning view of Val d'Orcia, a beautiful valley in Tuscany. The picturesque surroundings provide a truly memorable experience for guests seeking a peaceful retreat. The hotel's ambiance and service are top-notch, creating a luxurious and comfortable stay. One minor drawback that I encountered during my visit in the winter was that the temperature of the indoor pool was not as warm as I would have preferred. While the pool area is undoubtedly lovely, it would have been more enjoyable with a higher water temperature, especially during the colder months. Overall, Rosewood Castiglion Del Bosco is a fantastic choice for those looking to immerse themselves in the beauty of Tuscany and indulge in a luxurious hotel experience. The breathtaking views and impeccable service make it a truly remarkable destination worth visiting."

A verified traveller from Falls Church stayed at Rosewood Castiglion del Bosco

Posted 13 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?

Terre di Maremma, Ciclamino Apartment, Tuscany: This holiday home rental outside of Pentolina offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

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 Alta Val d'Elsa River Park. In the wider area, you’ll find Abbazia di San Galgano and Castello di Montepescini.

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

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Holiday Rentals in Pentolina

Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca

agriturismo la roggiola

agriturismo la roggiola

ApartHotel Anghel

ApartHotel Anghel

Bosco della Spina

Bosco della Spina

panoramica casa con piscina privata

panoramica casa con piscina privata

La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House

Camping Boschetto Di Piemma

Camping Boschetto Di Piemma

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

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

Villa with private pool on 25 acres in the heart of Chianti, close to Siena

Villa with private pool on 25 acres in the heart of Chianti, close to Siena

Palazzo Pacini

Palazzo Pacini

Independent house in the hills of the Sienese countryside

Independent house in the hills of the Sienese countryside

A cozy nest for a pair

A cozy nest for a pair

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

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

Villa luna with pool and garden near the center of Siena

Villa luna with pool and garden near the center of Siena

Typical farmhouse with private pool between Pisa and Siena

Typical farmhouse with private pool between Pisa and Siena

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Camping Siena Colleverde

Camping Siena Colleverde

villa con vista panoramica

villa con vista panoramica

Villa with large garden in the Chianti hills

Villa with large garden in the Chianti hills

Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly

Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly

Other types of properties in Pentolina you may be interested in

Hotel Athena

Hotel Athena

Hotel Chiusarelli

Hotel Chiusarelli

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

Find out more about Pentolina

Find out more about Pentolina

Recent reviews of Pentolina properties

Recent reviews of Pentolina properties

NH Siena

Frequently asked questions