Default HTG hotel image

Pentolina Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

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
$72 nightly
The price is $83
Nov 2 - Nov 3
Total with taxes and fees
Tuscasì Aparthotel
Outdoor pool

2. 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
$135 nightly
The price is $152
Oct 9 - Oct 10
Total with taxes and fees
Residence Arianna
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
$98 nightly
The price is $111
Oct 30 - Oct 31
Total with taxes and fees
Casa di Campagna in Toscana
An interior with stone walls, wooden doors, and a bar area with stools and bottles.

4. 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
$183 nightly
The price is $207
Oct 14 - Oct 15
Total with taxes and fees
Borgo Il Poggiaccio
An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

5. 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
$81 nightly
The price is $98
Oct 27 - Oct 28
Total with taxes and fees
Bosco della Spina
A stone building with a tiled roof, a brick pathway, and a small grassy area.

6. 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
$175 nightly
The price is $195
Oct 11 - Oct 12
Total with taxes and fees
Le Mascie Country House
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

7. 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
$66 nightly
The price is $78
Nov 5 - Nov 6
Total with taxes and fees
ApartHotel Anghel
A bedroom with a bed, bedside table, and a window with a view of greenery.

8. 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
$135 nightly
The price is $153
Oct 26 - Oct 27
Total with taxes and fees
La Coroncina Lodging
A rustic stone building with a courtyard.

9. 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
$107 nightly
The price is $122
Oct 7 - Oct 8
Total with taxes and fees
Fullino Nero
A compact kitchen with a gas stove, a refrigerator, and a wooden dining table with chairs.

10. Nido con vista

Nido con vista
Radicondoli
$135 nightly
The price is $148
Nov 1 - Nov 2
Total with taxes and fees
Nido con vista
A stone building with outdoor seating and a view of the countryside.

11. 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
$151 nightly
The price is $170
Oct 17 - Oct 18
Total with taxes and fees
Antico Borgo Poggiarello
A stone building with two windows, one with green shutters, and a rose bush in the foreground.

12. Exclusive Stone Tower.

Exclusive Stone Tower.
Casciano
9.6 out of 10, Exceptional, (10 reviews)
"Loved it!"
United States
Ryan C.
$155 nightly
The price is $157
Oct 7 - Oct 8
Total with taxes and fees
Exclusive Stone Tower.
A bedroom with a bed, a radiator, a window, a painting, and a bedside table.

13. Belvedere Nada

Belvedere Nada
San Rocco A Pilli
$193 nightly
The price is $212
Oct 7 - Oct 8
Total with taxes and fees
Belvedere Nada
A bakery display with pastries and a coffee station.

14. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (213 reviews)
"We enjoyed our stay very much. Staff was very friendly and offered great advise on places to eat. The rooms had great charm to them. We were delighted with our selection of where to stay."
United States
Enrique
$83 nightly
The price is $96
Nov 5 - Nov 6
Total with taxes and fees
B&B Il Corso
A balcony with potted plants and a view of rolling hills and mountains.

15. A Nest with a View - A Romantic Retreat Within the City Walls

A Nest with a View - A Romantic Retreat Within the City Walls
Radicondoli
$159 nightly
The price is $159
Nov 1 - Nov 2
Total with taxes and fees
A Nest with a View - A Romantic Retreat Within the City Walls
A wine cellar with stone walls, wine racks, and tables with glasses and candles.

16. Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (221 reviews)
"The room was so unique and convenient for everything we wanted to do. Wish we could have spent more than one night!"
United States
Kellie
$133 nightly
The price is $150
Nov 5 - Nov 6
Total with taxes and fees
Il Battistero Siena - Residenza d'Epoca
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

17. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (53 reviews)
"Amazing! Thank you!"
United Kingdom
Lucy
$106 nightly
The price is $121
Nov 1 - Nov 2
Total with taxes and fees
Guild Living Siena Senior Resort & Residence
A bathroom with a window view of a historic building and a tiled roof.

18. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (485 reviews)
"Great location right in the heart of everything and next to an escalator that takes you to the main plaza. Very comfortable bed, friendly staff. Convenient parking option very close by."
United States
Heather
$93 nightly
The price is $107
Nov 4 - Nov 5
Total with taxes and fees
Siena Vip
A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

19. 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
$164 nightly
The price is $183
Oct 11 - Oct 12
Total with taxes and fees
Villa Montecastello
A building with a sign reading 'Villa Le Camelie' and multiple flags.

20. Villa le Camelie Siena

Villa le Camelie Siena
Petriccio
8.6 out of 10, Excellent, (8 reviews)
"Nice for the price. Would stay there again."
United States
Mark
$82 nightly
The price is $94
Oct 7 - Oct 8
Total with taxes and fees
Villa le Camelie 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.
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

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Beautiful hotel and very helpful staff. Excellent location in the heart of Siena. Disappointed with our hotel room. Not up to our expectations."
JOHN 3-night trip
Posted 9 hours ago
Grand Hotel Continental Siena – Starhotels Collezione

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 $54 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.

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.