Default HTG hotel image

Search Holiday Rentals in Pentolina

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Pentolina holiday rentals

Premium bedding, down duvets, pillow-top beds, individually furnished

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 ฿2,709
฿3,473 total
includes taxes & fees
9 Jul - 10 Jul
Tuscasì Aparthotel
Seasonal outdoor pool, pool loungers

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 ฿4,576
฿5,148 total
includes taxes & fees
26 Jun - 27 Jun
Residence Arianna
Breakfast, lunch and dinner served

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 ฿10,032
฿11,339 total
includes taxes & fees
28 Jun - 29 Jun
Palazzo Saloni
Exterior

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 ฿3,661
฿4,179 total
includes taxes & fees
29 Jun - 30 Jun
Il Pozzo di Sant'Andrea
Aerial view

Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (173 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 ฿4,630
฿5,397 total
includes taxes & fees
28 Jun - 29 Jun
Bosco della Spina
Exterior

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 ฿4,084
฿4,568 total
includes taxes & fees
13 Jul - 14 Jul
Country House il Ciliegio
Reception

Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is ฿1,673
฿1,916 total
includes taxes & fees
19 Jul - 20 Jul
Sportland
Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
10.0 out of 10, Exceptional, (1 review)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
United States
Alvaro
The price is ฿6,290
฿7,033 total
includes taxes & fees
26 Jun - 27 Jun
Villa Montecastello
Studio, Patio, Ground Floor | Terrace/patio

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 ฿3,597
฿4,108 total
includes taxes & fees
28 Jun - 29 Jun
Fullino Nero
Standard Double Room (La Piazza) | Desk, soundproofing, free WiFi, bed sheets

B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (96 reviews)
"Great location, nice room, and great host!"
United States
Chris
The price is ฿4,888
฿5,528 total
includes taxes & fees
3 Jul - 4 Jul
B&B Le Scalette di Piazza
Food court

Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (67 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 ฿4,335
฿7,466 total
includes taxes & fees
7 Jul - 8 Jul
Borgo Il Poggiaccio
Terrace/patio

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 ฿4,196
฿4,729 total
includes taxes & fees
26 Jun - 27 Jun
Casa di Campagna in Toscana
Exterior

Idolina Guest House

Idolina Guest House
Montalcino
9.4 out of 10, Exceptional, (115 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 ฿3,543
฿4,201 total
includes taxes & fees
26 Jul - 27 Jul
Idolina Guest House
Interior detail

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 ฿4,849
฿5,485 total
includes taxes & fees
26 Jun - 27 Jun
La Coroncina Lodging
Property grounds

Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (93 reviews)
"Rooms were clean and spacious ! Happy there was a good blow dryer in the room and a heated towel rack. Staff were very friendly and helpful . Would stay again !"
Canada
Alissia
The price is ฿2,551
฿2,957 total
includes taxes & fees
6 Jul - 7 Jul
Domus il Palio B&B
Tasting room

Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (213 reviews)
"Friendly staff and good location."
Canada
Yongseok
The price is ฿4,444
฿5,041 total
includes taxes & fees
13 Jul - 14 Jul
Il Battistero Siena - Residenza d'Epoca
Property grounds

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 ฿10,432
฿11,626 total
includes taxes & fees
30 Jun - 1 Jul
Ca' Bianca Tuscany Relais
Suite | Premium bedding, Select Comfort beds, minibar, in-room safe

La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (247 reviews)
"The location was amazing. I will never forget the view. Room was huge and access to restaurants and shopping. Also fantastic. We want to go back again already."
United States
Margaret
The price is ฿4,037
฿4,592 total
includes taxes & fees
8 Jul - 9 Jul
La Terrazza Sul Campo Rooming House
Breakfast meal

B&B Il Corso

B&B Il Corso
Siena City Centre
9.6 out of 10, Exceptional, (205 reviews)
"Excellent location, rooms, staff."
United States
Mario Humberto
The price is ฿3,845
฿4,381 total
includes taxes & fees
9 Jul - 10 Jul
B&B Il Corso
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pentolina Hotel Reviews

Hotel Italia

Hotel Italia

10/10 Excellent
"The hotel is a bit older but the hotel and room were very clean. The bathroom was very nice. Good value."
Matthew 3-night trip
Posted 1 day ago
Hotel Italia

Find out more about Pentolina

Search for holiday rentals in Pentolina on Expedia! You can easily find your home rentals, villas, holiday apartments in Pentolina using one of the methods below:

  • View our selection of featured holiday rentals in Pentolina
  • Use the map to find apartments and other holiday homes in the Pentolina neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pentolina while they last

Look no further and take a look at our great range of rental properties in Pentolina!

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 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.