Pentolina Holiday Rentals

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Holiday Rentals in Pentolina

Camping Boschetto Di Piemma

3.0 star property
8.8 out of 10, Excellent, (84)
"The mobile homes were a great alternative when Via Francigena hostels were full. Friendly people, swimming pool was wonderful , and an easy walk back and forth to San Gimignano."
The price is NZ$152
includes taxes & fees
15 Oct - 16 Oct
Camping Boschetto Di Piemma

ApartHotel Anghel

8.4 out of 10, Very good, (327)
"Enough space for a family. We were able to walk to restaurants, grocery and old city Siena. "
The price is NZ$186
includes taxes & fees
3 Nov - 4 Nov
ApartHotel Anghel

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (182)
"Great location and friendly staff. "
The price is NZ$282
includes taxes & fees
3 Nov - 4 Nov
Il Battistero Siena - Residenza d'Epoca

Tuscasì Aparthotel

9.2 out of 10, Wonderful, (22)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
The price is NZ$159
includes taxes & fees
5 Oct - 6 Oct
Tuscasì Aparthotel

Bosco della Spina

9.6 out of 10, Exceptional, (163)
"We enjoyed the scenery and service! Clean and comfortable. "
Bosco della Spina

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

9.4 out of 10, Exceptional, (66)
"What a lovely place, I will recommend this fabulous home to friends and family and will be returning sometime soon."
Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Camping Siena Colleverde

3.0 star property
8.2 out of 10, Very good, (155)
"Safe, great proximity to Siena without being too close, nice pool."
Camping Siena Colleverde

agriturismo la roggiola

9.6 out of 10, Exceptional, (112)
"Beautiful situation, close to Siena and Orcia valley. Three days very well spent, merci Simonetta !"
agriturismo la roggiola

Borgo Argiano

10.0 out of 10, Exceptional, (69)
"Very comfortable stay. "
The price is NZ$569
includes taxes & fees
25 Oct - 26 Oct
Borgo Argiano

Villa with large garden in the Chianti hills

9.6 out of 10, Exceptional, (73)
"Our group enjoyed staying in this location. It was comfortable and a perfect central location for exploring Tuscany."
Villa with large garden in the Chianti hills

Residenza d'Epoca Palazzo Borghesi

9.6 out of 10, Exceptional, (112)
"Nice hotel, friendly staff, great breakfast included in stay. Highly recommended."
The price is NZ$327
includes taxes & fees
2 Nov - 3 Nov
Residenza d'Epoca Palazzo Borghesi

Regis Condo

9.4 out of 10, Exceptional, (64)
"This was one of our favorite stays in Italy. It was spacious, clean, and in a great part of the city."
Regis Condo

Porta Pispini Residence

2.0 star property
9.6 out of 10, Exceptional, (18)
"That’s not a hotel room, that’s small apartment with guest room and kitchen with washer and dishwasher Amazing window view Free parking Very clean 3 minutes walk from the city wall More than reasonable price "
Porta Pispini Residence

Private House with Exclusive Swimming Pool Heated and Amazing View

9.6 out of 10, Exceptional, (55)
"Everything was great. The pool was warm. Views are fantastic stretching out to the sea. The town has a good supermarket. Only went to one restaurant, Dell'Upo, but it was good so went back most nights. The hosts were helpful and informative. Planning a return."
Private House with Exclusive Swimming Pool Heated and Amazing View

Gite Montemirello, with garden and swimming pool

9.8 out of 10, Exceptional, (59)
"Very nice stay and very nuce Host :)"
Gite Montemirello, with garden and swimming pool

panoramica casa con piscina privata

7.0 out of 10, Good, (10)
"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....
The price is NZ$302
includes taxes & fees
13 Oct - 14 Oct
panoramica casa con piscina privata

Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!

10.0 out of 10, Exceptional, (8)
"Fabulous place to stay with a big group of family and friends. Very easy walk to town and the beautiful treasures of Siena."
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!

La Terrazza Sul Campo Rooming House

9.8 out of 10, Exceptional, (236)
"Lovely place to stay and very central . We had a room with a balcony which overlooked the square . Viola was very welcoming and ordered taxis for us . "
La Terrazza Sul Campo Rooming House

Riserva di Fizzano Residence

3.0 star property
9.8 out of 10, Exceptional, (22)
"We had 2 beautiful days here in Chianti. Lovely property with a very good restaurant. Stunning views over the vineyards and Tuscany hills. Close drive to interesting cites. And the wine.... love to come back, and can absolutely recomend a stay here."
The price is NZ$375
includes taxes & fees
12 Oct - 13 Oct
Riserva di Fizzano Residence

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

9.8 out of 10, Exceptional, (64)
"We came for the second time to Villanovia and again enjoyed a fabulous week in a unique surrounding. Special thanks to our host Marco!"
Country House & Spa - Inside Nature with panoramic views, Art Surrounded
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

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, 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 NZ$152 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 kitchenware. 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.