Holiday Rentals in Pentolina

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Holiday Rentals in Pentolina

Property grounds
Terre di Maremma, Ciclamino Apartment, Tuscany
10.0 out of 10, Exceptional, (2)
"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...
Terre di Maremma, Ciclamino Apartment, Tuscany
Terrace/patio
Borgo Argiano
10.0 out of 10, Exceptional, (50)
"Beautiful small hotel. We received a nice upgrade without asking for it. The apartments are very comfortable and has complete kitchens. They received us with a bottle of wine and some groceries. The hotel doesn't have a restaurant but there are some options nearby. I would only recommend staying here if you have a car. Good option to stay here and make day trips to different Tuscan towns."
Borgo Argiano
Aerial view
A cozy nest for a pair
10.0 out of 10, Exceptional, (1)
"Visite de Florence et Sienne"
A cozy nest for a pair
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Exterior
Independent house in the hills of the Sienese countryside
10.0 out of 10, Exceptional, (64)
"To begin, this was one the best homes we have had the luck and pleasure to experience. The small house felt like a home. Emanuela, Roberto, and their family were kind, welcoming, and helpful. Their farm and home are a life of love and exacting design and craftsmanship. The necessities are all short drives away; small towns and the larger communes provided learning, great food, history, and art. The stay was relaxing because of the care and attention to detail that the owners supplied in...
Independent house in the hills of the Sienese countryside
Property grounds
House in enchanting hill location surrounded by vineyards and olive groves
10.0 out of 10, Exceptional, (31)
"We wanted to stay someplace in quiet beautiful Tuscany and this property was located perfectly. The house is a guest house and the main house is near. It is perfectly and remotely located with the most beautiful views! The patio and outdoors are so beautiful and rustic. It is a drive to do anything but so many little towns and villas to visit. Note, the bedroom is a loft with a sturdy steps but low ceiling."
House in enchanting hill location surrounded by vineyards and olive groves
Exterior
Villa Costa, Superb Villa in the heart of Tuscany.
10.0 out of 10, Exceptional, (29)
"You have all the amenities of a large, historic villa - and also the real farmland all around you. Sheep, horses, dogs - beautiful, and not in your personal space (unless you want them to be!). Pasqualina and her son Francesco are perfect hosts. Incredibly responsive, even with a language barrier. If I return to Tuscany I would want to stay here again. Thank you so much."
Villa Costa, Superb Villa in the heart of Tuscany.
Exterior
agriturismo la roggiola
9.8 out of 10, Exceptional, (79)
"Il posto è molto bello tranquillo per chi cerca tranquillità e relax"
agriturismo la roggiola
Exterior
Family apartment with magical view on the old city, balcony, wifi & parking
9.8 out of 10, Exceptional, (35)
"The apartment is very spacious with lots of antiques and has a home from home feel. It is about a 20 min walk into town, uphill in places but straight forward. Parking is tight so bring a small car 😊. The views across to the old town are great and the balcony space a plus."
Family apartment with magical view on the old city, balcony, wifi & parking
Terrace/patio
Country House & Spa - Inside Nature with panoramic views, Art Surrounded
9.8 out of 10, Exceptional, (47)
"A wonderful house in an outstanding area of natural beauty. Our group had an excellent holiday with the most charming hosts. We will certainly try to repeat the experience."
Country House & Spa - Inside Nature with panoramic views, Art Surrounded
Pool
Villa with private pool on 25 acres in the heart of Chianti, close to Siena
9.8 out of 10, Exceptional, (63)
"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."
Villa with private pool on 25 acres in the heart of Chianti, close to Siena
Bar (on property)
Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (116)
"Wonderful hotel in a wonderful location "
The price is €242
per night
27 May - 28 May
Il Battistero Siena - Residenza d'Epoca
Pool
Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista
9.6 out of 10, Exceptional, (38)
"The house is a beautiful old Italian house with high ceilings with wooden beams and tiled floors. Everything in the house worked pedfectly- wifi, hot water, screens on the windows, kitchen and bath. The house is set in the midst of the Tuscan hills with hikes starting right from the front door. The grounds in the nature preserve are lovely with local plantings. The hostess, Marina, was welcoming, helpful, and altogether delightful. The gravel access road is steep and curvy in places. We were...
Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista
Superior Double Room Single Use, 1 Queen Bed, Balcony, Hill View | View from room
Palazzo Pacini
9.6 out of 10, Exceptional, (70)
"The bedroom was small but had a lovely view from the bathroom window and balcony. Breakfast was delicious and staff were friendly. It was disappointing that the room was hot and stuffy even with air-conditioning on (temp 24.5 degrees). We opened the balcony doors which helped however let insects in. It was also disappointing for the price that parking was a few minutes walk from property. "
The price is €150
per night
25 May - 26 May
Palazzo Pacini
Suite | Balcony view
La Terrazza Sul Campo Rooming House
9.6 out of 10, Exceptional, (209)
"My wife and I loved our stay! The property is historic and has so much character. Our room had a view of the Il Campo square which was fantastic. The location can't be beat. The communication with the property prior to check was great. There were complimentary snacks and drinks available in the lobby. I highly recommend staying here!"
The price is €171
per night
11 Jun - 12 Jun
La Terrazza Sul Campo Rooming House
Outdoor pool
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
9.6 out of 10, Exceptional, (47)
"This villa is a dream. You really feel like you’re in a Disney castle in the home and in the little village! Our hosts were so easy to communicate with and so patient with us as we arrived much later than planned. They even went to great lengths to try and help us find food upon arrival because our kids were starving. It’s a fantastic location if you plan to take day trips all over Tuscany. It was nice to be centrally located so we could head out to Florence, San Gimignano, Lucca, and Pisa and...
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
Outdoor pool
Independent villa with panoramic garden
9.6 out of 10, Exceptional, (42)
"Das Haus ist gemütlich eingerichtet. Der Ausblick ist atemberaubend schön. Erholung pur. Paolo und Mercina sind sehr hilfsbereit und immer erreichbar. Im Ort gibt es ein tolles Restaurant (La Grotta di Tiburzi), das sehr empfehlenswert ist. Wir hatten leider einige Regentage in unserem 14 tägigen Osterurlaub, wofür natürlich niemand etwas kann. Und wir haben die Entfernungen zu vielen Sehenswürdigkeiten der Toskana total unterschätzt. So sind für die Besichtigungen der wunderschönen Städte...
Independent villa with panoramic garden
Exterior
Bosco della Spina
9.4 out of 10, Exceptional, (123)
"Charming property in midst of magical Tuscany."
The price is €109
per night
20 May - 21 May
Bosco della Spina
Pool
A private luxury retreat in Montalcino
9.4 out of 10, Exceptional, (48)
"I did not want to leave. Cheerful, stylish color pallet & decor. Good internet. Postcard views. Peaceful. Relaxing. Lovely outside terrace & pool. The quibbles-no television, no coffee machine, no microwave. Sofa & coffee table are more shabby than chic. Stains. Need replacing."
A private luxury retreat in Montalcino
Outdoor dining
Typical farmhouse with private pool between Pisa and Siena
9.4 out of 10, Exceptional, (13)
"We had a lovely week-long stay in this property. It's located just outside the small village of San Dalmazio up a long, private dirt track. The property itself is spacious and rustic with plenty of amenities, including bikes, a barbecue and pizza oven. There are two bathrooms and three bedrooms (two doubles and one twin). But best of all is the large swimming pool which is situated across from the property in an olive grove. The hosts were very friendly and even left us a bottle of wine. The...
Typical farmhouse with private pool between Pisa and Siena
Property grounds
Villa with large garden in the Chianti hills
9.4 out of 10, Exceptional, (62)
"Had a great stay here and met the lovely Ben and his beautiful garden :) plus the 4 local cats hanging around :) great base for us to drive and explore the area :) would definitely stay again at this property."
Villa with large garden in the Chianti hills
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See all available properties in Pentolina
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.

Other types of properties in Pentolina you may be interested in

Restaurant
Pensione Palazzo Ravizza
4.0 star property
9.4 out of 10, Exceptional, (458)
"loved the outdoor patio and view. hotel was easy to find and parking car was easy hotel provided ztl permit after arrival which was our only concern driving in. very nice room and location was close to everything. got an excellent recommendation from hotel to Osteria Da Diva"
The price is €140
per night
4 Jun - 5 Jun
Pensione Palazzo Ravizza
Terrace/patio
Hotel Athena
4.0 star property
9.2 out of 10, Wonderful, (1000)
"A great hotel - friendly, welcoming & very friendly staff. Very helpful & I really felt welcomed! The breakfast staff were wonderful - with special mention to Bedere - who was always happy to go the extra mile. The coffee was great, thank you! I liked that the hotel was just outside the main centre - but a very easy walk to the centre, & away from the noise, parties & drums 😋. I thought the hotel went beyond the norm to make the hotel guests feel welcome. Such friendly and pleasant staff - and...
The price is €133
per night
4 Jun - 5 Jun
Hotel Athena
Ballroom
Grand Hotel Continental Siena – Starhotels Collezione
5.0 star property
9.2 out of 10, Wonderful, (474)
"Fantastic room and property-only downside is the incredible street noise well into the night-ask for a higher room"
The price is €570
per night
28 May - 29 May
Grand Hotel Continental Siena – Starhotels Collezione
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.

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 €43 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 I Canaloni del Torrente Farma. In the wider area, you’ll find Abbazia di San Galgano and Basso Merse Nature Reserve.

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.

Recent reviews of Pentolina properties
Expedia verified reviews

Piccolo Hotel Etruria

Piccolo Hotel Etruria

5/5 Excellent
"A very good breakfast option if you wished to indulge. The staff were very helpful and friendly. Plentiful of dining options close by. Right in the midst of everything."
A verified traveller stayed at Piccolo Hotel Etruria
Posted 22 hours ago
Piccolo Hotel Etruria