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
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Pentolina holiday rentals

Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
The price is ₹15,571
₹17,461 total
includes taxes & fees
4 May - 5 May
Villa Montecastello
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 ₹9,478
₹10,869 total
includes taxes & fees
6 May - 7 May
Il Pozzo di Sant'Andrea
Premium bedding, down duvets, pillow-top beds, minibar

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.0 out of 10, Wonderful, (26 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is ₹6,576
₹8,673 total
includes taxes & fees
4 May - 5 May
Tuscasì Aparthotel
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 ₹6,814
₹7,717 total
includes taxes & fees
7 May - 8 May
Country House il Ciliegio
Exterior

B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (92 reviews)
"Great location, nice room, and great host!"
United States
Chris
The price is ₹12,608
₹14,312 total
includes taxes & fees
3 May - 4 May
B&B Le Scalette di Piazza
Studio, Patio, Ground Floor | Terrace/patio

Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (51 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is ₹9,155
₹10,513 total
includes taxes & fees
6 May - 7 May
Fullino Nero
Food court

Antico Borgo Poggiarello

Antico Borgo Poggiarello
2.0 star property
Monteriggioni
9.0 out of 10, Wonderful, (20 reviews)
"We had an absolutely wonderful time staying here. Our kids had fun on their playground and my wife and I enjoyed the views, the hospitality. And the entire experience. The food was outstanding. "
United States
James Bakley
The price is ₹16,766
₹18,775 total
includes taxes & fees
3 May - 4 May
Antico Borgo Poggiarello
Terrace/patio

Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.4 out of 10, Exceptional, (22 reviews)
"Fantastic experience with friendly hosts and an excellent breakfast! A little rustic here and there but all part of the charm!"
United Kingdom
Alasdair
The price is ₹11,256
₹12,714 total
includes taxes & fees
13 May - 14 May
Casa di Campagna in Toscana
Aerial view

Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (171 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 ₹11,375
₹13,404 total
includes taxes & fees
21 May - 22 May
Bosco della Spina
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 ₹12,372
₹14,055 total
includes taxes & fees
7 May - 8 May
La Coroncina Lodging
Food court

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 ₹11,378
₹20,381 total
includes taxes & fees
6 May - 7 May
Borgo Il Poggiaccio
Exterior

Idolina Guest House

Idolina Guest House
Montalcino
9.4 out of 10, Exceptional, (107 reviews)
"Excellent service, ideal location"
United Kingdom
Nigel
The price is ₹9,465
₹11,302 total
includes taxes & fees
4 May - 5 May
Idolina Guest House
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 ₹26,129
₹29,187 total
includes taxes & fees
3 May - 4 May
Ca' Bianca Tuscany Relais
Aerial view

Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (26 reviews)
"Perfect location on the top of a hill surrounded by the beautiful vineyards of Chianti. Enjoy the view by the pool or the fabulous sunset with a glass of wine. The staff were friendly and the restaurant was 5 star. I highly recommend a stay to fulfill all your Tuscan dreams. "
United States
Eileen
The price is ₹19,032
₹21,157 total
includes taxes & fees
17 May - 18 May
Riserva di Fizzano Residence
Exterior

Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (22 reviews)
"It is an amazing location nested among wineries and rolling hills. If you like a quiet and sophisticated location this is your ideal place. You will need a car to move around but, you will be rewarded by the view and the opportunities for wine tastings and small villages visits. "
United States
Massimo
The price is ₹17,695
₹20,355 total
includes taxes & fees
3 May - 4 May
Borgo Argenina
Terrace/patio

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (99 reviews)
"A nice blend of old world charm and modern conveniences. It is far from "
United States
John
The price is ₹10,251
₹11,497 total
includes taxes & fees
17 May - 18 May
Palazzo Pacini
Exterior

Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (82 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is ₹12,026
₹13,786 total
includes taxes & fees
4 May - 5 May
Antico Borgo il Cardino
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

La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"The hotel is amazing, also good location if want to be near many wineries. Staff super nice and helpful."
ragnar 3-night trip
Posted 16 hours ago
La Certosa di Pontignano

Find out more about Pentolina

Holiday Rentals in Pentolina

Search for holiday rentals in Pentolina on Expedia.co.uk! 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 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 an espresso 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 Alta Val d'Elsa River Park. In the wider area, you’ll find Abbazia di San Galgano and Siena Cathedral.

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.