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Find hotels in Pentolina from $54

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Oct 13 - Oct 14
Tomorrow
Oct 14 - Oct 15
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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Our top choices for Pentolina hotels

A stone building with a courtyard, surrounded by lush greenery and a hillside.
A wooden pathway leading to a table set for a meal, surrounded by lush greenery and flowering plants.
A window with white curtains, a view of buildings, and greenery.
A stone building with a balcony, surrounded by lush greenery and a view of distant hills.

1. Relais Le Macine di Stigliano

Relais Le Macine di Stigliano
Sovicille
United States
jorge
$149 nightly
$170 total
Nov 12 - Nov 13
Total with taxes and fees
Relais Le Macine di Stigliano
A pool with a modern water feature and a stone structure.
A wicker dining table set with breakfast items, a vase of flowers, and a scenic view.
A large, multi-story building with a swimming pool, surrounded by lush greenery.
A buffet table with various desserts and a long dining area with tables and chairs.

2. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
Civitella Paganico
United States
Mike
$84 nightly
$92 total
Oct 14 - Oct 15
Total with taxes and fees
Mercure Petriolo Siena Terme Spa Hotel
A wooden lattice structure with a wall-mounted sun relief, a table with breakfast items, and a red cushioned chair.
An outdoor patio with a table set for two, surrounded by lush greenery and a tiled floor.
A two-story house with a garden pathway leading to the entrance.
A room with a bed, a chandelier, and a wooden door.

3. Hotel Ristorante Piccolo Chianti

Hotel Ristorante Piccolo Chianti
Acquacalda
United States
Michael
$71 nightly
$82 total
Nov 13 - Nov 14
Total with taxes and fees
Hotel Ristorante Piccolo Chianti
A hotel entrance with a glass door, a metal frame, and a light fixture above.
A hotel room with a bed, bedside tables, a desk, and a chair.
A hotel room with a bed, bedside tables, a desk with a chair, a television, and a window with curtains.
A modern building with a sign reading 'HOTEL SAN MARCO.'

4. Best Western Hotel San Marco

Best Western Hotel San Marco
Siena
United Kingdom
C.K.
$92 nightly
$107 total
Oct 18 - Oct 19
Total with taxes and fees
Best Western Hotel San Marco
A courtyard with outdoor seating, a covered area, and a building with brick walls and green shutters.
A bedroom with a bed, a sofa, a desk, and a TV. There are windows with curtains and a view of greenery outside.
A restaurant with a high ceiling, brick walls, and a bar area with a variety of bottles. There are tables and chairs for dining, and a television is visible on the right side.
A historic building with a sign reading "Borgo Antico" and a "Ristorante" sign below.

5. Hotel Borgo Antico

Hotel Borgo Antico
Monteroni d'Arbia
United Kingdom
Charles
$66 nightly
$78 total
Oct 15 - Oct 16
Total with taxes and fees
Hotel Borgo Antico
A table set for breakfast with a scenic view of hills and a cloudy sky.
An open wooden door leading to a courtyard with potted plants and a view of buildings in the background.
A breakfast buffet with various food items and beverages, set in a room with arched ceilings and yellow walls.
A two-story building with a central entrance, green shutters, and a brick staircase leading up to the door.

6. Palazzo di Valli

Palazzo di Valli
Siena
United States
Luanne
$122 nightly
$137 total
Nov 3 - Nov 4
Total with taxes and fees
Palazzo di Valli
A table with a bottle of wine, two glasses, a lamp, and a potted plant by a window with floral curtains.
A pool area with lounge chairs and umbrellas, surrounded by a stone deck and lush greenery.
A stone building with a garden, a bench, and a covered area.
A stone building with a wooden door and window, potted plants, and a metal lantern.

7. La Canonica di San Michele

La Canonica di San Michele
Monteriggioni
United States
Jean
$92 nightly
$107 total
Oct 31 - Nov 1
Total with taxes and fees
La Canonica di San Michele
Room
A buffet setup with various food items including yogurt cups, fruits, and a bowl of grapes.
A modern building entrance with a glass door reflecting a parking lot and trees.
A red building with a reception sign, a bicycle, potted plants, and luggage.

8. Palace Hotel Due Ponti

Palace Hotel Due Ponti
Due Ponti
United States
Adam
$75 nightly
$86 total
Nov 1 - Nov 2
Total with taxes and fees
Palace Hotel Due Ponti
A hotel entrance with a reception area, glass doors, and a sign above reading "Hotel i Platani".
A garden area with potted plants and a fence.
A hotel room with a bed, a bedside table with a cup and a small plate, a wall-mounted heater, and a window with yellow curtains.
A hotel reception area with a wooden reception desk, a clock, a fire alarm, and a cityscape painting on the wall.

9. Hotel I Platani

Hotel I Platani
Monteriggioni
United States
Jorge
$68 nightly
$80 total
Nov 13 - Nov 14
Total with taxes and fees
Hotel I Platani
A pathway lined with trees and a large pot in the center.
A bedroom with a bed, bedside lamps, a wooden table, and a balcony with a view of greenery.
A stone pathway leading to a wooden deck with a railing, surrounded by lush greenery and tall trees.
A white building with a tiled roof, surrounded by lush greenery and a hilly landscape.

10. Villa Montarioso

Villa Montarioso
Montarioso
Canada
Michael
$81 nightly
$95 total
Nov 3 - Nov 4
Total with taxes and fees
Villa Montarioso
A dining area with a table set for four, chairs, a television mounted on the wall, and a cabinet with glass doors.
A bedroom with a bed, two bedside tables with lamps, a window with curtains, and a painting on the wall.
A brick wall with a number plate and a metal gate.
A brick building with two windows and wooden shutters, surrounded by greenery.

11. L'Aia di Argia

L'Aia di Argia
Monteroni d'Arbia
United States
mario
$71 nightly
$82 total
Oct 16 - Oct 17
Total with taxes and fees
L'Aia di Argia
A modern lobby with white leather sofas, a glass coffee table, and potted plants.
A spacious lobby with white furniture, a coffee station, and a view of the outdoors.
A modern living room with a sofa, a dining table, and a TV stand.
A modern kitchen with dark wooden cabinets, a dining table set with plates, glasses, and cutlery, and a vase of flowers on the right.

12. ApartHotel Anghel

ApartHotel Anghel
Siena
Netherlands
Lauro
$62 nightly
$73 total
Nov 5 - Nov 6
Total with taxes and fees
ApartHotel Anghel
A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.
A dining area with wooden tables and chairs, large windows offering a view of a forested landscape.
A well-lit outdoor bar area with a wooden structure, surrounded by lush greenery and stone pathways.
A swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.

13. Villa Sabolini

Villa Sabolini
Colle di Val d'Elsa
Canada
Patricia
$87 nightly
$100 total
Nov 12 - Nov 13
Total with taxes and fees
Villa Sabolini
A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.
Breakfast meal
A lobby with a marble reception desk, a vase with pampas grass, and a view of the garden through a large window.
Pool

14. Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
United States
yekta
$101 nightly
$119 total
Nov 9 - Nov 10
Total with taxes and fees
Hotel Borgo San Luigi
A rural pathway flanked by tall trees and purple flowers, leading to a scenic view of the countryside.
A swimming pool with a clear reflection, surrounded by trees and a building with a sloped roof.
A courtyard with stone buildings, a thatched-roof structure, and potted plants.
A wooden gazebo with a thatched roof overlooking a landscaped garden with trees and a view of hills.

15. Relais Castel Bigozzi

Relais Castel Bigozzi
Monteriggioni
United States
Paul
$99 nightly
$116 total
Nov 5 - Nov 6
Total with taxes and fees
Relais Castel Bigozzi
A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.
A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.
A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.
An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

16. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
United States
Leslie
$84 nightly
$102 total
Nov 2 - Nov 3
Total with taxes and fees
La Certosa di Pontignano - Place of Charme
A stone building with a swimming pool, surrounded by trees and a view of the landscape.
A spacious living room with a wooden staircase, a sofa, a dining table, and a radiator.
A stone wall with a rustic stone building partially visible behind it.
A stone building with a paved entrance and a well-maintained garden with potted plants.

17. Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
Canada
Doug
$150 nightly
$171 total
Oct 18 - Oct 19
Total with taxes and fees
Relais la Costa - Dimora Storica
A spacious lobby with a modern white sofa set, a glass coffee table, and a large abstract painting on the wall.
A dining table set with wine glasses, a candle, and cutlery, with a view of greenery outside.
A hotel entrance with a sign reading "HOTEL EXPO".
An outdoor dining area with tables and chairs, covered by a canopy, and surrounded by greenery.

18. Hotel Executive

Hotel Executive
Scacciapensieri
United Kingdom
Andras
$65 nightly
$75 total
Nov 8 - Nov 9
Total with taxes and fees
Hotel Executive
A courtyard with a lemon tree, potted plants, and a building with arched windows.
A building with a symmetrical facade, a central staircase, and a gravel pathway leading to the entrance.
A large, historic building with a covered patio and a well-maintained garden.
A swimming pool surrounded by lush greenery and a stone pathway.

19. Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
Scacciapensieri
United States
Benjamin
$157 nightly
$178 total
Oct 18 - Oct 19
Total with taxes and fees
Villa Scacciapensieri Boutique Hotel
The entrance to a hotel with a sign reading "HOTEL ITALIA". There are two receptionists standing at the reception desk.
A hotel room with a bed, a TV, a dining area with a table and chairs, and a view of the outside.
A bar area with a white countertop, clear chairs, and shelves of liquor bottles.
A breakfast buffet with various food items, a coffee station, and a large mirror on the wall.

20. Hotel Italia

Hotel Italia
Camollia
United States
Shaji
$83 nightly
$95 total
Nov 1 - Nov 2
Total with taxes and fees
Hotel Italia
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Top Pentolina Hotel Reviews

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"A beautiful palazzo turned hotel! So charming and lovely and extremely walkable to town. Room was huge and so comfortable. The property has a beautiful garden with a lovely view too. We absolutely loved our stay here- already planning our trip back!"
Marcela 3-night trip
Posted 5 hours ago
Palazzo Ravizza
Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"Great Family run hotel with friendly staff. Perfectly located to explore Tuscany.. we visited Sienna, Certaldo, Volterra, Sam Gimignano and Livorno on the coast. There is a walkable (5mins) winery called Il Colombaio which I would highly recommended. The breakfast buffet was fabulous."
jacquelyn 5-night trip
Posted 6 hours ago
Hotel Casolare Le Terre Rosse
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Gorgeous hotel in the heart of historic Siena."
Steven 1-night trip
Posted 7 hours ago
Grand Hotel Continental Siena – Starhotels Collezione
Hotel Italia

Hotel Italia

10/10 Excellent
"Staff and hotel was great."
Suzanne 1-night trip
Posted 1 day ago
Hotel Italia
Hotel Athena

Hotel Athena

10/10 Excellent
"Reception staff very friendly and helpful. Room on top floor had two full length windows with spectacular views. Older property but updated nicely; not modern but comfortable. Comfy bed, linens and pillows. Nice breakfast with lots of variety. There are two floors that have breakfast - the lowest level is more spacious and had food replaced more quickly than upper level. Hotel seems far, but everything is 5 to 15 minutes away. We found our favorite wine spot just a 5 minute walk away at Tuscan Wine School. But do go to the rooftop terrace for lovely views."
Barry 3-night trip
Posted 2 days ago
Hotel Athena
Il Chiostro del Carmine

Il Chiostro del Carmine

10/10 Excellent
"Great breakfast, stunning views of the Tuscan countryside and felt like walking into the past. Exactly as per the photos, a wonderful ambience, full of charm and character. Well located on the edge of the old town, less than 10 minutes walk to the centre. The staff were so friendly and helpful. I would not hesitate to recommend this hotel and hope to come back myself."
Katharine 3-night trip
Posted 3 days ago
Il Chiostro del Carmine
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"LOVE LOVE LOVE This was the highlight of our 2.5 week Toscana trip!! You won't regret booking. The space is stunning and newly opened and staff are welcoming and wonderful!"
Lauren 1-night trip
Posted 6 days ago
Fattoria di Vegi
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"Beautiful Borgo with views over Sienna and wonderful Tuscan countryside. In peak summer there is a family pool and adults only pool. The family pool was quiet and nice area to relax. About 20-30 mins to Siena we explored lots of lovely hill top places for dinner each night. Pool side dining was ok, club sandwiches that type of thing not extensive choice but adequate. Stunning views, good location to explore surrounding area. Would definitely recommend. I stayed with my family two boys age 9 and 13 and they loved it. Accommodation was very comfortable and spacious."
Louise 4-night trip
Posted 6 days ago
Borgo Scopeto Wine & Country Relais
Four Points by Sheraton Siena

Four Points by Sheraton Siena

8/10 Good
"Property seem reasonable, staff helpful, rooms are little small and dated, bathrooms need renovation."
Rajendra 3-night trip
Posted 9 days ago
Four Points by Sheraton Siena

More cheap stays in Pentolina

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
$54 nightly
$63 total
Nov 11 - Nov 12
Total with taxes and fees
7.8/10 Good! (259 reviews)
Cannon d'Oro
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
$77 nightly
$88 total
Nov 4 - Nov 5
Total with taxes and fees
10/10 Exceptional! (50 reviews)
Torre del Fuggisole
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
$77 nightly
$88 total
Nov 10 - Nov 11
Total with taxes and fees
7.8/10 Good! (452 reviews)
Piccolo Hotel Etruria
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
$82 nightly
$94 total
Nov 11 - Nov 12
Total with taxes and fees
8.8/10 Excellent! (113 reviews)
Albergo Centrale
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
$110 nightly
$126 total
Oct 15 - Oct 16
Total with taxes and fees
Porta Pispini Residence
Hotel Massa Vecchia

Hotel Massa Vecchia

Massa Vecchia, 23 Massa Marittima GR
Get rates
8.6/10 Excellent! (11 reviews)
Hotel Massa Vecchia

Frequently asked questions

What is the best area to stay in Pentolina?
The best area to stay in Pentolina is within the historic village itself, particularly around the central Piazza della Cisterna.This area is the heart of Pentolina, characterized by its narrow, winding cobblestone streets, stone buildings, and numerous artisan shops and trattorias. The Piazza della Cisterna, with its ancient well, serves as a natural gathering point and is surrounded by charming cafes and local businesses. From here, you can easily walk to the Collegiata di Santa Maria Assunta, the village's main church, and enjoy panoramic views of the Tuscan countryside.Couples will find the historic village particularly appealing. The intimate setting, opportunities for romantic strolls through quiet alleyways, and access to local wine bars and fine dining establishments create an ideal backdrop for a relaxed getaway. Many accommodations here are renovated historic homes, offering a unique and authentic experience.Families will also appreciate the convenience of staying within the village. The pedestrian-friendly streets mean children can explore freely, and the central location makes it easy to access local gelato shops and small parks.
When is the best time to go to Pentolina?
The best times to visit Pentolina are during the shoulder seasons of April to May and September to October, offering pleasant weather and fewer crowds.During these months, the temperatures are moderate, ranging from the mid-60s to high 70s Fahrenheit (18-26°C), superb for exploring the Tuscan countryside. You'll find the landscapes lush and green in spring with wildflowers blooming, and in autumn, the vineyards are rich with color as the harvest begins. These periods allow for comfortable vineyard tours, scenic drives, and outdoor dining without the intense heat or larger tourist numbers of mid-summer.For couples seeking a romantic and tranquil escape, these shoulder seasons are particularly ideal. The cooler evenings are superb for enjoying a glass of local wine on a terrace, and the reduced crowds mean a more intimate experience at popular attractions and local eateries.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Pentolina.
How much is the nightly rate at a Pentolina hotel?
Prices for hotels in Pentolina often vary, but you can find a great deal from $54 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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