Default HTG hotel image

Pentolina Vacation Rentals

  • 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
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Pentolina vacation rentals

A bedroom with a bed, a bedside table, a TV mounted on the wall, and a sliding glass door leading to a balcony with a view of greenery and hills.

1. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (31 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is P3,906
P5,212 total
includes taxes & fees
Nov 2 - Nov 3
Tuscasì Aparthotel
An interior with stone walls, wooden doors, and a bar area with stools and bottles.

2. Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (67 reviews)
"I loved the stay here. A great quiet place with an awesome restaurant and unbelievable staff. "
United States
Louie
The price is P6,774
P7,803 total
includes taxes & fees
Oct 6 - Oct 7
Borgo Il Poggiaccio
A stone courtyard with a bench, potted plants, and a building in the background.

3. Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.6 out of 10, Exceptional, (27 reviews)
"A wonderful stay. "
United States
Sally
The price is P6,156
P6,982 total
includes taxes & fees
Oct 30 - Oct 31
Casa di Campagna in Toscana
Outdoor pool

4. Residence Arianna

Residence Arianna
Sovicille
9.6 out of 10, Exceptional, (9 reviews)
"The place is excellent! The owner and her daughter extremely friendly and kind! They helped us with everything we needed. I will definitely stay here again. I highly recommend this place!"
United States
Violeta
The price is P9,605
P10,777 total
includes taxes & fees
Oct 8 - Oct 9
Residence Arianna
A stone building with a tiled roof, a brick pathway, and a small grassy area.

5. Le Mascie Country House

Le Mascie Country House
Casole d'Elsa
9.2 out of 10, Wonderful, (9 reviews)
"We loved our stay. The property is quiet and private but is in close proximity to a small town. Very charming and the pool was an added bonus. "
United States
Misti
The price is P12,800
P14,221 total
includes taxes & fees
Oct 6 - Oct 7
Le Mascie Country House
An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

6. Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (179 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 P5,060
P6,129 total
includes taxes & fees
Oct 27 - Oct 28
Bosco della Spina
A bedroom with a bed, bedside table, and a window with a view of greenery.

7. 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 P9,222
P10,426 total
includes taxes & fees
Oct 26 - Oct 27
La Coroncina Lodging
A rustic stone building with a courtyard.

8. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (56 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is P6,688
P7,639 total
includes taxes & fees
Oct 7 - Oct 8
Fullino Nero
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

9. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (349 reviews)
"Humming noise in the room. Slow internet. Fine bed. Good location."
Netherlands
Lauro
The price is P4,505
P5,237 total
includes taxes & fees
Oct 14 - Oct 15
ApartHotel Anghel
A stone building with outdoor seating and a view of the countryside.

10. 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 P10,656
P11,933 total
includes taxes & fees
Oct 11 - Oct 12
Antico Borgo Poggiarello
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

11. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (52 reviews)
"Amazing! Thank you!"
United Kingdom
Lucy
The price is P7,296
P8,307 total
includes taxes & fees
Nov 1 - Nov 2
Guild Living Siena Senior Resort & Residence
A bedroom with a bed, a radiator, a window, a painting, and a bedside table.

12. Belvedere Nada

Belvedere Nada
San Rocco A Pilli
The price is P12,241
P13,465 total
includes taxes & fees
Oct 6 - Oct 7
Belvedere Nada
A bathroom with a window view of a historic building and a tiled roof.

13. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (485 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
The price is P5,832
P6,697 total
includes taxes & fees
Nov 2 - Nov 3
Siena Vip
A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

14. Villa Montecastello

Villa Montecastello
Monteriggioni
8.0 out of 10, Very good, (3 reviews)
"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 P11,659
P13,036 total
includes taxes & fees
Oct 6 - Oct 7
Villa Montecastello
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

15. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (102 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is P9,387
P10,466 total
includes taxes & fees
Oct 11 - Oct 12
Palazzo Pacini
A villa with a swimming pool, outdoor seating, and a tennis court.

16. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (80 reviews)
"Beautiful resort in the hills, lovely and charming room, incredibly spacious."
United States
Deanna
The price is P7,999
P9,080 total
includes taxes & fees
Oct 11 - Oct 12
Villa Curina Resort
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

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

8/10 Good
"Concierge desk - Francesca - was off the charts! Was hoping for more modernized room with better views"
Christopher 4-night trip
Posted 2 hours ago
Borgo Scopeto Wine & Country Relais

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 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.