Pentolina Vacation Rentals

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Our top choices for Pentolina vacation rentals

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (27 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is CA $121
CA $154 total
includes taxes & fees
Jul 4 - Jul 5
Tuscasì Aparthotel

Country House il Ciliegio

Country House il Ciliegio
Roccastrada
9.2 out of 10, Wonderful, (7 reviews)
"It was a very pleasant stay, a warm welcome. A beautiful location surrounded by nature."
Netherlands
Maaike
The price is CA $136
CA $152 total
includes taxes & fees
Jun 14 - Jun 15
Country House il Ciliegio

Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
The price is CA $146
CA $167 total
includes taxes & fees
Jun 29 - Jun 30
Il Pozzo di Sant'Andrea

Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (172 reviews)
"Lovely stay! I would highly recommend this hotel. The indoor pool was just so enjoyable after a day out sightseeing. "
United Kingdom
Lizl
The price is CA $161
CA $190 total
includes taxes & fees
Jun 24 - Jun 25
Bosco della Spina

Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (1 review)
"Excellent boutique hotel with a very welcoming staff. Rooms were wonderful. Location was terrific - very easy short walk to restaurants in town. Would highly recommend"
United States
BRIAN
The price is CA $505
CA $568 total
includes taxes & fees
Jun 5 - Jun 6
Palazzo Saloni

Villa Montecastello

Villa Montecastello
Monteriggioni
The price is CA $259
CA $289 total
includes taxes & fees
Jun 4 - Jun 5
Villa Montecastello

La Coroncina Lodging

La Coroncina Lodging
Siena
10.0 out of 10, Exceptional, (43 reviews)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is CA $189
CA $214 total
includes taxes & fees
Jun 8 - Jun 9
La Coroncina Lodging

Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.4 out of 10, Exceptional, (24 reviews)
"A wonderful stay. "
United States
Sally
The price is CA $178
CA $200 total
includes taxes & fees
Jun 4 - Jun 5
Casa di Campagna in Toscana

Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (85 reviews)
"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."
United States
Martha
The price is CA $86
CA $99 total
includes taxes & fees
Jun 8 - Jun 9
Camping Boschetto Di Piemma

B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (93 reviews)
"Great location, nice room, and great host!"
United States
Chris
The price is CA $204
CA $230 total
includes taxes & fees
Jun 14 - Jun 15
B&B Le Scalette di Piazza

Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (52 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is CA $139
CA $159 total
includes taxes & fees
Jun 5 - Jun 6
Fullino Nero

Idolina Guest House

Idolina Guest House
Montalcino
9.4 out of 10, Exceptional, (114 reviews)
"This is a wonderful B&B that is part of the historic district. Sloping uneven floors, which is the charm of having the chance to stay in a piece of history. A very comfortable room, with breakfast at a cafe nearby. Parking option is nearby, just talk with your host who is so helpful. Wonderful location to walk and enjoy all the town has to offer."
United States
Sophie
The price is CA $162
CA $191 total
includes taxes & fees
Jun 25 - Jun 26
Idolina Guest House

Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (65 reviews)
"Beautiful place, great position in the countryside, truly relaxing place, wish we could stay longer, definitely will return A***"
United States
Dean
The price is CA $200
CA $334 total
includes taxes & fees
Jun 14 - Jun 15
Borgo Il Poggiaccio

Residence Arianna

Residence Arianna
Sovicille
9.6 out of 10, Exceptional, (4 reviews)
"We had a 4 night’s stay here and used it as our base for tours around Toscany. It is located in a quiet area outside Siena. The apartment was nice and clean. We used the kitchen for minor cooking and that worked well. There is a supermarket close by and small restaurants in the town. The AC was working great. The host was very keen to share information on good places to see and was eager to make our stay as pleasant as possible. The breakfast was very nice and they also have a restaurant where...
Denmark
Gitte Harrits
The price is CA $211
CA $237 total
includes taxes & fees
Jun 17 - Jun 18
Residence Arianna

Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (210 reviews)
"Friendly staff and good location."
Canada
Yongseok
The price is CA $211
CA $239 total
includes taxes & fees
Jun 24 - Jun 25
Il Battistero Siena - Residenza d'Epoca

Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (44 reviews)
"Clean room, amazing staff"
Canada
Talha
The price is CA $430
CA $480 total
includes taxes & fees
Jun 5 - Jun 6
Ca' Bianca Tuscany Relais

Montalcino your Tuscan home - Casa Vacanza Via Spagni 44

Montalcino your Tuscan home - Casa Vacanza Via Spagni 44
Montalcino
10.0 out of 10, Exceptional, (3 reviews)
"Amazing views, amazing little town… be in shape - the streets are steep!!!"
United States
Anonymous traveller
The price is CA $152
CA $199 total
includes taxes & fees
Jun 8 - Jun 9
Montalcino your Tuscan home - Casa Vacanza Via Spagni 44

Piazza Paradiso Accomodation

Piazza Paradiso Accomodation
Siena City Centre
9.2 out of 10, Wonderful, (156 reviews)
"What my girlfriend loved the most was the bathtub! We have been busy traveling the last week and a half and she was overjoyed with a chance to soak in a bath tub. Room was spacious and clean, the staff was helpful and friendly. The hotel was centrally located and within easy walking distance to Piazza del Campo. Looking forward to staying with Piazza Paradiso accommodation again. We will definitely recommend Piazza Paradiso to all our friends visiting Siena!"
United States
Niels G.
The price is CA $150
CA $171 total
includes taxes & fees
Jun 14 - Jun 15
Piazza Paradiso Accomodation

Casa Crevole di Martina in the Heart of Tuscany

Casa Crevole di Martina in the Heart of Tuscany
Murlo
10.0 out of 10, Exceptional, (1 review)
"Nach einer herzlichen Begrüßung durch die Gastgeberin haben wir ein paar entspannte Tage verbracht. Im Kühlschrank befanden sich für uns schon einmal keiner Erfrischungen. Obwohl wir nur 4 Nächte blieben, gab es einen Handtuchtausch nach 2 Tagen. Total überrascht hat uns aber der selbstgebackene Kuchen der für uns bereit stand. Wir würden hier jeder Zeit wieder Urlaub machen und können die Unterkunft mehr wir nur empehlen."
Germany
Sybille F.
The price is CA $203
CA $242 total
includes taxes & fees
Jun 6 - Jun 7
Casa Crevole di Martina in the Heart of Tuscany

LOVE NEST SIENA YOUR LOVE NEST

LOVE NEST SIENA YOUR LOVE NEST
Toscana
The price is CA $145
CA $274 total
includes taxes & fees
Jun 4 - Jun 5
LOVE NEST SIENA YOUR LOVE NEST
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Pentolina. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 an electric kettle. 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 I Canaloni del Torrente Farma. In the larger area, you’ll find Abbazia di San Galgano and Santa Maria della Scala.

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.