Pentolina Holiday Rentals, Chiusdino: Private House Rentals

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Go beyond your typical stay in Pentolina

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Our top choices for Pentolina hotels

A serene infinity pool with lounge chairs and umbrellas, surrounded by natural scenery and a clear view of distant mountains.

A cozy living room with a fireplace, elegant furniture, and a chandelier.

A rustic interior with a chandelier, wooden furniture, and large windows offering a view of the outdoors.

A rustic dining area with brick walls, hanging plants, and candle-lit tables.

1. Borgo Santo Pietro

Chiusdino

Rachel

฿59,154

฿65,449 total

includes taxes & fees

24 Oct - 25 Oct

A stone building with a courtyard, surrounded by lush greenery and a hillside.

A window with white curtains, a view of buildings, and greenery.

A swimming pool with lounge chairs and umbrellas, stone buildings, and a clear sky.

A stone building with a balcony, surrounded by lush greenery and a view of distant hills.

2. Relais Le Macine di Stigliano

Sovicille

kevin

฿10,956

฿12,242 total

includes taxes & fees

18 Oct - 19 Oct

A hotel with a pool, outdoor seating, and a mountainous backdrop.

An aerial view of a large estate with a central building surrounded by manicured gardens, a swimming pool, and a fountain.

An outdoor patio with a stone wall, wooden table, chairs, potted plants, and a stone fireplace.

A bedroom with a stone archway, a bed, a chair, a table, and a window with curtains.

3. Castello di Casole, A Belmond Hotel, Tuscany

Casole d'Elsa

sarah

฿58,981

฿64,955 total

includes taxes & fees

23 Oct - 24 Oct

A lobby with a marble floor, a chandelier, a reception desk, and large green plants.

A hotel with a sign reading "HOTEL RISTORANTE CHIUSARELLI," surrounded by greenery and a brick wall.

A modern hotel room with a large bed, a desk, and a chair. There is a painting on the wall and a lamp on the side table.

A dining area with brick ceiling arches, tables set with white tablecloths, and framed pictures on the walls.

4. Hotel Chiusarelli

Siena City Centre

sharon

฿5,861

฿6,637 total

includes taxes & fees

16 Oct - 17 Oct

A pool with a modern water feature and a stone structure.

A buffet table with various desserts and a long dining area with tables and chairs.

A wicker dining table set with breakfast items, a vase of flowers, and a scenic view.

An indoor swimming pool with clear glass walls, a tiled floor, and a stone wall with a mosaic pattern.

5. Mercure Petriolo Siena Terme Spa Hotel

Civitella Paganico

Mike

฿2,843

฿3,128 total

includes taxes & fees

27 Sept - 28 Sept

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 restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.

An interior corridor with arches, columns, and a brick wall.

A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.

6. La Certosa di Pontignano

Castelnuovo Berardenga

Roberto

฿3,207

฿3,831 total

includes taxes & fees

19 Oct - 20 Oct

A hotel with a courtyard featuring sun loungers and a covered seating area.

A hotel room with a bed, a bedside table, and a window with curtains.

A city skyline with buildings silhouetted against a hazy sky.

A buffet setup with various food items and a large framed menu on the wall.

7. Hotel Palazzo dei Priori

Siena

Kerry

฿2,895

฿3,710 total

includes taxes & fees

5 Oct - 6 Oct

An outdoor dining area with tables and chairs, surrounded by a brick wall and greenery.

A hotel named 'HOTEL ATHENA' with a sign indicating a 4-star rating.

A breakfast bar with a rustic brick wall, a large cityscape painting, and a tiled floor.

A hotel room with a bed, a painting of a landscape, a nightstand, and a window with curtains.

8. Hotel Athena

Siena Historical Center

Jared

฿8,510

฿9,551 total

includes taxes & fees

18 Oct - 19 Oct

A person sitting in a corner of a room with tiled walls and a bench.

A neatly made breakfast tray on a bed with a tray of bread, fruit, juice, and tea, in a room with a bed, curtains, and a painting on the wall.

A fountain in a park with tall trees and a clear sky.

A covered outdoor dining area with tables and chairs, a pool, and a garden in the background.

9. Hotel Il Piccolo Castello

Monteriggioni

Frank

฿4,701

฿5,436 total

includes taxes & fees

28 Sept - 29 Sept

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 living room with a white sofa, a coffee table, and a painting of a historical scene. There is a lamp, a small table with a plant, and a sign indicating room numbers.

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.

10. Hotel Borgo Antico

Monteroni d'Arbia

Charles

฿3,516

฿4,057 total

includes taxes & fees

27 Sept - 28 Sept

A terrace with wicker chairs and a table set for breakfast, overlooking a historic town with terracotta buildings and cypress trees.

A hotel entrance with a view of historic buildings and a clear sky.

A room with a white desk, chair, and a large mirror. There is a painting of a horse on the wall and a window with curtains.

A brick building with a sign reading "Villa del Sole" and a view of the sea in the background.

11. Villa del Sole Siena

Siena City Centre

John

฿6,885

฿7,763 total

includes taxes & fees

20 Oct - 21 Oct

A stone-walled room with a large arched doorway, a sofa, a table with a vase, and a view of the landscape.

A villa with a swimming pool, surrounded by lush greenery and a view of distant hills.

An outdoor dining area with tables and chairs, large windows, and a view of the surrounding landscape.

An aerial view of a villa with a swimming pool, terraced gardens, and a stone pathway.

12. Castiglion del Bosco, A Rosewood Hotel

Montalcino

Abdel

฿77,834

฿85,998 total

includes taxes & fees

8 Oct - 9 Oct

A hotel room with a large bed, a vanity with a mirror, and a green archway.

A covered outdoor seating area with a pool in the background.

A courtyard with a bell tower, a well-maintained lawn, and outdoor seating.

A room with two wooden chairs with floral upholstery, a wall-mounted artwork depicting a stylized landscape, and a wooden floor.

13. Hotel Certosa Di Maggiano

Siena

Tulsi

฿17,220

฿19,322 total

includes taxes & fees

9 Oct - 10 Oct

An interior with a grand arched ceiling, a large clock, and a central round table with chairs.

An outdoor dining setup with a table set for two, surrounded by candles and greenery, with a historic building in the background.

A grand entrance with a revolving door, potted plants, and a classic stone facade.

A spacious lobby with a high ceiling, ornate columns, and a central chandelier. There are multiple seating areas with chairs and tables, and a large potted plant in the center.

14. Grand Hotel Continental Siena – Starhotels Collezione

Siena City Centre

Lisa

฿19,301

฿21,611 total

includes taxes & fees

12 Oct - 13 Oct

A hotel entrance with a double door, two wall-mounted light fixtures, and a sign indicating a no-smoking policy.

A spacious dining area with a high arched ceiling, a red patterned rug, and several chairs.

A poolside area with lounge chairs, a lifebuoy, and a stone wall.

A buffet table with various breakfast items including pastries, fruits, and beverages.

15. Hotel La Colonna

Siena

Arik

฿1,945

฿2,330 total

includes taxes & fees

16 Oct - 17 Oct

A dining area with a table set for four, chairs, a television mounted on the wall, and a cabinet with glass doors.

A staircase with a metal railing leading to a landing.

A brick building with two windows and wooden shutters, surrounded by greenery.

A brick wall with a number plate and a metal gate.

16. L'Aia di Argia

Monteroni d'Arbia

mario

฿2,488

฿2,889 total

includes taxes & fees

25 Sept - 26 Sept

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 swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.

A breakfast buffet with various pastries, fruits, and beverages.

17. Villa Sabolini

Colle di Val d'Elsa

Andrew

฿4,271

฿4,850 total

includes taxes & fees

19 Oct - 20 Oct

A modern building with a sign reading "Palace Hotel."

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.

A buffet setup with various food items including yogurt cups, fruits, and a bowl of grapes.

18. Palace Hotel Due Ponti

Due Ponti

Adam

฿3,165

฿3,672 total

includes taxes & fees

30 Sept - 1 Oct

An outdoor dining area with wicker furniture, a table set with croissants, a bowl of fruit, and a glass of orange juice.

A church interior with pews arranged in rows, a red altar table, and a large religious painting on the wall.

A dining table with cups, plates, and a croissant, set against a window with curtains.

A neatly arranged hotel room with a large bed, bedside lamps, a mirror, and framed pictures on the wall.

19. Il Chiostro del Carmine

Siena Historical Center

Victoria

฿4,746

฿5,372 total

includes taxes & fees

22 Oct - 23 Oct

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.'

A buffet counter with various food items including pastries, a pie, and a bowl of eggs.

20. Best Western Hotel San Marco

Siena

C.K.

฿3,877

฿4,455 total

includes taxes & fees

4 Oct - 5 Oct

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Top Pentolina Hotel Reviews

Hotel Chiusarelli

10/10 Excellent

"Got a lot of great help from the staff !"

Castello di Leonina Relais

10/10 Excellent

"Amazing"

Fattoria di Vegi

10/10 Excellent

"All aspects were superb and I highly recommend Vegi to friends, family and others. Beautiful locale and facility aesthetics, very well appointed, and excellent service."

Hotel Borgo San Luigi

10/10 Excellent

"Borgo San Luigi exceeded our expectations in every way. We stayed here for 2 days before our wedding at Borgo Stomennano, 15 mins away. We had a large group of nearly 30 people staying at San Luigi during our wedding events, and the consensus could not be clearer: what a stunning property. Yasmin, Ivan, Filippo and the entire staff were incredibly friendly and accommodating to every request. They helped us get a car rental delivered, ensured a smooth experience for our guests, helping us deliver their welcome bags and coordinating a clothes ironing service before the wedding. The restaurant on site was also terrific and the wait staff, especially Alessandro, were so welcoming and warm. They all knew we were here to celebrate our wedding and did everything possible to take great care of us. The grounds are stunning and that pool is amazing. Such a great place to relax for hours. If you are looking for a beautiful, elegant but with a rustic charm stay in Tuscany, look no further than this property. The staff will treat you like family and you will be dreaming of your next trip here."

Palazzo Ravizza

10/10 Excellent

"Lovely historic hotel, certainly captured the essence of the period it was built in. Room was spacious, beds very comfortable and considering the average temp was 35 degrees for the 3 nights we stayed, the air conditioning worked well enough. C The"

NH Siena

10/10 Excellent

"El hotel está fuera de las murallas de la ciudad, fuera de la zona restringida para autos, pero cerca de las atracciones de la parte histórica de la ciudad."

Borgo Scopeto Wine & Country Relais

10/10 Excellent

"This resort was simply beautiful! We stayed in the grand room as there were 5 of us, and it was much bigger than I expected! Three bedrooms, 3 washrooms, huge living room - it was great! As we had 2 kids, we had to use the family pool, which was conveniently close to our room. No bar at the pool, but there was a QR code to order drinks and food. There were towels at the pool as well. The staff were very kind and helpful. We appreciated the welcome gift of wine, juice, and snacks too! The breakfast buffet was lovely with lots of variety of hot and cold items. Would highly recommend this resort."

Villa Scacciapensieri Boutique Hotel

10/10 Excellent

"The villa is amazing and the perfect little world in itself. Its closeness to Siena makes it easier to visit the city. The patio is the perfect place to view Siena at sunset. The staff was very courteous and ready to help. This hotel is a gem."

La Certosa di Pontignano

10/10 Excellent

"Magical place! We loved jazz night and the amazing wine paired dinner. Fantastic place!"

More cheap stays in Pentolina

Cannon d'Oro

Via Montanini 28 Siena SI

฿1,946

฿2,331 total

25 Oct - 26 Oct

includes taxes & fees

7.8/10 Good! (258 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

฿3,267

฿3,784 total

27 Sept - 28 Sept

includes taxes & fees

7.8/10 Good! (440 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

฿4,892

฿5,572 total

12 Oct - 13 Oct

includes taxes & fees

8.8/10 Excellent! (108 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

฿5,343

฿6,067 total

30 Sept - 1 Oct

includes taxes & fees

10/10 Exceptional! (49 reviews)

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

Get rates

Hotel Massa Vecchia

Massa Vecchia, 23 Massa Marittima GR

Get rates

8.6/10 Excellent! (11 reviews)

Frequently asked questions

What's the best place for a stay in Pentolina?

Located 11.1 mi (17.9 km) from the heart of Pentolina, Hotel Athena is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are La Certosa di Pontignano and Grand Hotel Continental Siena – Starhotels Collezione. See all available top hotels, or vacation rentals in Pentolina.

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 kitchenware. You can relax into your holiday with a garden and a library. See all vacation rentals in Pentolina.

If I need to cancel my hotel reservation in Pentolina, will I receive a refund?

Yes! The majority of room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you have a non-refundable reservation, it may still be possible to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Pentolina.

How is it staying in Pentolina?

Travellers to Pentolina will find plenty to explore and enjoy. There are 3523 hotels and other accommodation options in the surrounding area. Find out more about Pentolina.

What is there to see in Pentolina?

Places to visit in the wider area include Val di Merse, Abbazia di San Galgano and I Canaloni del Torrente Farma. You'll also find Terme Petriolo and Fontebranda in the area. Take a look at what more there is to see and do in Expedia's Pentolina guide.

What's the weather like in Pentolina?

The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Pentolina is 935 mm.

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Book Hotels in Pentolina on Expedia.it

Find hotels in Pentolina from ฿2,330

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Pentolina

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Pentolina hotels

1. Borgo Santo Pietro

2. Relais Le Macine di Stigliano

3. Castello di Casole, A Belmond Hotel, Tuscany

4. Hotel Chiusarelli

5. Mercure Petriolo Siena Terme Spa Hotel

6. La Certosa di Pontignano

7. Hotel Palazzo dei Priori

8. Hotel Athena

9. Hotel Il Piccolo Castello

10. Hotel Borgo Antico

11. Villa del Sole Siena

12. Castiglion del Bosco, A Rosewood Hotel

13. Hotel Certosa Di Maggiano

14. Grand Hotel Continental Siena – Starhotels Collezione

15. Hotel La Colonna

16. L'Aia di Argia

17. Villa Sabolini

18. Palace Hotel Due Ponti

19. Il Chiostro del Carmine

20. Best Western Hotel San Marco

Top Pentolina Hotel Reviews

Hotel Chiusarelli

Castello di Leonina Relais

Fattoria di Vegi

Hotel Borgo San Luigi

Palazzo Ravizza

NH Siena

Borgo Scopeto Wine & Country Relais

Villa Scacciapensieri Boutique Hotel

La Certosa di Pontignano

More cheap stays in Pentolina

Cannon d'Oro

Piccolo Hotel Etruria

Albergo Centrale

Torre del Fuggisole

Porta Pispini Residence

Hotel Massa Vecchia

Frequently asked questions

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