Pentolina Vacation Rentals

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Check prices for these dates

In two weeks
Oct 24 - Oct 26
In two months
Dec 5 - Dec 7
In three months
Jan 2 - Jan 4
In four months
Jan 30 - Feb 1

Vacation Rentals in Pentolina

Camping Boschetto Di Piemma
2 bars/lounges

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."
$55 nightly
The price is $64
Oct 9 - Oct 10
Total with taxes and fees
Camping Boschetto Di Piemma
ApartHotel Anghel
Lobby lounge

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. "
$86 nightly
The price is $99
Oct 19 - Oct 20
Total with taxes and fees
ApartHotel Anghel
Il Battistero Siena - Residenza d'Epoca
Bar (on property)

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (182)
"Great location and friendly staff. "
$145 nightly
The price is $164
Nov 3 - Nov 4
Total with taxes and fees
Il Battistero Siena - Residenza d'Epoca
Tuscasì Aparthotel
Royal Apartment | View from room

Tuscasì Aparthotel

9.2 out of 10, Wonderful, (22)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
$86 nightly
The price is $98
Oct 12 - Oct 13
Total with taxes and fees
Tuscasì Aparthotel
Bosco della Spina
Aerial view

Bosco della Spina

9.6 out of 10, Exceptional, (164)
"We enjoyed the scenery and service! Clean and comfortable. "
$77 nightly
The price is $95
Oct 30 - Oct 31
Total with taxes and fees
Bosco della Spina
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Pool

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
Exterior

Camping Siena Colleverde

3.0 star property
8.2 out of 10, Very Good, (156)
"Safe, great proximity to Siena without being too close, nice pool."
Camping Siena Colleverde
agriturismo la roggiola
Banquet hall

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
Terrace/patio

Borgo Argiano

10.0 out of 10, Exceptional, (69)
"Very comfortable stay. "
$292 nightly
The price is $331
Oct 21 - Oct 22
Total with taxes and fees
Borgo Argiano
Villa with large garden in the Chianti hills
Outdoor dining

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
Panoramic Suite, City View | View from room

Residenza d'Epoca Palazzo Borghesi

9.6 out of 10, Exceptional, (112)
"Nice hotel, friendly staff, great breakfast included in stay. Highly recommended."
$180 nightly
The price is $203
Nov 5 - Nov 6
Total with taxes and fees
Residenza d'Epoca Palazzo Borghesi
Regis Condo
Grand Apartment with Garden | Private kitchen | Full-size fridge, microwave, oven, stovetop

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."
$104 nightly
The price is $119
Nov 3 - Nov 4
Total with taxes and fees
Regis Condo
Porta Pispini Residence
Terrace/patio

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
Indoor pool, a heated pool

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
Outdoor pool

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

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!
Riserva di Fizzano Residence
Outdoor pool, pool umbrellas, sun loungers

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."
Riserva di Fizzano Residence
Country House & Spa - Inside Nature with panoramic views, Art Surrounded
Terrace/patio

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
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Outdoor pool

BEAUTIFUL VILLA with private Pool in the heart of Chianti

10.0 out of 10, Exceptional, (26)
"Great villa great view fantastic hostage "
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Private villa in the heart of chianti with view of siena
Pool

Private villa in the heart of chianti with view of siena

10.0 out of 10, Exceptional, (3)
"Beautiful villa and stunning location. The host was very responsive and helpful. I would love to return someday. "
Private villa in the heart of chianti with view of siena
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

Piccolo Hotel Etruria

Piccolo Hotel Etruria

10/10 Excellent
"Ideal location for a 1night stay in Siena"
Yelena 1-night trip
Posted 11 hours ago
Piccolo Hotel Etruria

Find out more about Pentolina

Find out more about Pentolina

Everything you need to know about Pentolina vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pentolina vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pentolina vacation 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 low season months. For more hustle and bustle, you may prefer to visit Pentolina in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $64 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pentolina rentals

At Expedia, we put the best Pentolina vacation 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 vacation.

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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Pentolina?

Yes, there are vacation rentals close to well known sights in Pentolina, or you can select a secluded option if you're looking for relaxation.

What's the top vacation rental in Pentolina?

Borgo Argiano: Visitors like this Pentolina vacation home rental. It is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation 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 larger area, you’ll find Abbazia di San Galgano and I Canaloni del Torrente Farma.

What are vacation rentals like in Pentolina?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Pentolina. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family trip or a small group gathering.