Find hotels in Pentolina from ฿2,217

Start date: Check-in selected.
To Date
End date: Check-out

  • 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

Tonight
24 Dec - 25 Dec
Tomorrow
25 Dec - 26 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Pentolina hotels

Terrace/patio
Hotel Athena

Hotel Athena

Hotel Athena
4.0 star property
Siena Historical Center
9.2 out of 10, Wonderful, (1003)
This business-friendly hotel offers a scenic rooftop terrace, free WiFi, and complimentary parking. Guests praise the delicious breakfast and attentive staff. Sample local cuisine at Mangia restaurant, relax at the bar, or visit nearby National Museum of Archaeology.
"Excellent hotel, very helpful staff, highly recommended "
United States
Vikram
The price is ฿2,755
฿3,141 total
includes taxes & fees
15 Jan - 16 Jan 2026
Hotel Athena
Standard Double Room (La Piazza) | Desk, soundproofing, free WiFi, bed sheets
B&B Le Scalette di Piazza

B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (90)
Just steps from Piazza del Popolo in Montalcino, this charming B&B offers complimentary WiFi and delicious daily buffet breakfast. Visit nearby museums while enjoying the authentic Italian hospitality in the heart of wine country.
"Great location and excellent staff. "
Canada
Jacek
B&B Le Scalette di Piazza
Exterior
B&B da Nada Locanda Toscana

B&B da Nada Locanda Toscana

B&B da Nada Locanda Toscana
Roccastrada
9.4 out of 10, Exceptional, (16)
Escape to this charming Roccastrada lodging with its own restaurant serving three daily meals. Enjoy complimentary WiFi and breakfast while exploring nearby Sassoforte Castle and Podere Ristella Vineyards.
"Ras"
France
jean
The price is ฿2,016
฿2,217 total
includes taxes & fees
6 Jan - 7 Jan 2026
B&B da Nada Locanda Toscana
Dining
Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence
Roccastrada
9.4 out of 10, Exceptional, (28)
Immerse yourself in wine country at this Roccastrada farmhouse featuring an on-site winery and restaurant. Enjoy complimentary breakfast before relaxing by the seasonal outdoor pool or scheduling a massage at the spa. The bar, terrace, and free WiFi enhance your Tuscan retreat.
"pretty setting"
Canada
ed
Valdonica Winery & Vineyard Residence
Reception
Le Vie del Mare Camere

Le Vie del Mare Camere

Le Vie del Mare Camere
Ribolla
The price is ฿4,004
฿4,404 total
includes taxes & fees
6 Jan - 7 Jan 2026
Le Vie del Mare Camere
Exterior detail
B&B Siena in Centro - Diffuso

B&B Siena in Centro - Diffuso

B&B Siena in Centro - Diffuso
Siena City Centre
8.6 out of 10, Excellent, (162)
"Great staff, good location and quiet"
United States
Molly
The price is ฿2,996
฿3,442 total
includes taxes & fees
23 Jan - 24 Jan 2026
B&B Siena in Centro - Diffuso
Royal Room, Balcony, Mountain View | Individually decorated, individually furnished, desk, cots/infant beds
Historic Farmhouse Casa del Chiodo

Historic Farmhouse Casa del Chiodo

Historic Farmhouse Casa del Chiodo
Roccastrada
10.0 out of 10, Exceptional, (1)
"Everything about this place is perfect, highly recommend."
United States
Ian
The price is ฿2,807
฿3,088 total
includes taxes & fees
7 Jan - 8 Jan 2026
Historic Farmhouse Casa del Chiodo
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool loungers
Borgo Grondaie

Borgo Grondaie

Borgo Grondaie
3.0 star property
Siena
9.6 out of 10, Exceptional, (440)
"Excellent place to stay for a relaxing weekend and enjoy the view of Siena"
United States
Enrique
Borgo Grondaie
Quadruple Room, City View | Desk, iron/ironing board, free WiFi, bed sheets
Al Mercato B&B

Al Mercato B&B

Al Mercato B&B
Siena City Centre
9.0 out of 10, Wonderful, (96)
Experience the heart of Siena at this cosy accommodation near Piazza del Mercato and Palazzo Comunale. La Finestra restaurant serves local cuisine for lunch and dinner. Free WiFi and daily housekeeping ensure comfort during your Italian adventure.
"Hotel is a one block from main square of the city also have a good restaurant around the corner "
United States
Guillermo
The price is ฿2,469
฿3,185 total
includes taxes & fees
20 Jan - 21 Jan 2026
Al Mercato B&B
Premium bedding, minibar, in-room safe, desk
Hotel Italia

Hotel Italia

Hotel Italia
3.0 star property
Camollia
9.2 out of 10, Wonderful, (1001)
Experience Siena from this convenient hotel near the train station. Enjoy hiking and mountain biking trails nearby, plus visit Porta Camollia and Siena Stadium. Relax at the bar or on the terrace after exploring. Guests consistently praise the helpful staff and morning breakfast.
"Great staff, wonderful breakfast, close to the plaza. "
United States
Izabela
The price is ฿2,067
฿2,384 total
includes taxes & fees
15 Jan - 16 Jan 2026
Hotel Italia
Exterior
Capanna Suites

Capanna Suites

Capanna Suites
Montalcino
9.8 out of 10, Exceptional, (132)
Italian elegance meets vineyard charm at this countryside retreat with on-site winery. After savouring local wines at the poolside bar, indulge in Italian cuisine at Il Passaggio by Capanna restaurant before relaxing with rejuvenating spa treatments.
"Absolutely amazing resort with amazing staff and service. Great food and beautiful spa experience. Highly reccommend anyone going to Tuscany to book here - you will not be disappointed ! "
Canada
Megan
Capanna Suites
Classic Double Room | Living area | 25-inch flat-screen TV with satellite channels, TV
Tuscany View, Montalcino

Tuscany View, Montalcino

Tuscany View, Montalcino
Montalcino
8.6 out of 10, Excellent, (8)
"Very nice place right in town convenient to everything"
United States
Bonnie
The price is ฿4,280
฿5,002 total
includes taxes & fees
28 Dec - 29 Dec
Tuscany View, Montalcino
Suite | Premium bedding, Select Comfort beds, minibar, in-room safe
La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (239)
Wake up to views of Siena from this cosy residence offering free WiFi and daily housekeeping. Just minutes from Museum of Torture and Palazzo Chigi-Saracini, with convenient room service and a 15-minute drive to Siena Station.
"Huge room! Great location "
Canada
karen
La Terrazza Sul Campo Rooming House
Front of property
NH Siena

NH Siena

NH Siena
4.0 star property
Siena Historical Center
8.2 out of 10, Very good, (1000)
Immerse yourself in historic Siena at this centrally located hotel, just a 10-minute walk from iconic Piazza del Campo. Enjoy local cuisine at Al Rastrello restaurant, maintain your routine in the fitness centre, and receive personalised assistance from the highly praised staff.
"Gtaet location but hotel filled with bus tours and needs a major refurbish. Great staff "
Canada
John
The price is ฿3,436
฿3,890 total
includes taxes & fees
18 Jan - 19 Jan 2026
NH Siena
Luxury Double or Twin Room | Premium bedding, memory-foam beds, individually decorated
Residenza d'Epoca Le Aquile

Residenza d'Epoca Le Aquile

Residenza d'Epoca Le Aquile
Siena City Centre
10.0 out of 10, Exceptional, (83)
Immerse in Siena's medieval heart at this intimate guesthouse. Free WiFi and daily housekeeping complement comfortable rooms with cable TV. Museum of Torture and Palazzo Chigi-Saracini await nearby, with Siena Station just a 15-minute drive away.
"Beautiful area, very walkable! "
United States
Anita
Residenza d'Epoca Le Aquile
Front of property
Idolina Guest House

Idolina Guest House

Idolina Guest House
Montalcino
9.4 out of 10, Exceptional, (105)
Set in beautiful Montalcino, this cosy guest house offers free WiFi and convenient airport shuttle service. Explore nearby Piazza del Popolo and the Civic and Diocesan Museum of Sacred Art, then return to your comfortable Italian retreat.
"The room met our expectations. Fulvia welcomed us and provided all info we needed. She was lovely and the room spacious and cosy. The location was perfect for our needs and we were very pleased."
United Kingdom
Kathrin
Idolina Guest House
Exterior detail
La Certosa di Pontignano

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (503)
Soak in Tuscany from the rooftop terrace at this charming Castelnuovo Berardenga retreat. The on-site restaurant serves Italian cuisine throughout the day, while the garden setting creates a peaceful atmosphere. Terra di Seta and free perks like WiFi, parking, and breakfast add value.
"Excellent place to stay even for the next time. "
Canada
Xuejie
The price is ฿2,822
฿3,251 total
includes taxes & fees
25 Dec - 26 Dec
La Certosa di Pontignano
Lunch, dinner served; Italian cuisine, pool views
Hotel Borgo San Luigi

Hotel Borgo San Luigi

Hotel Borgo San Luigi
4.0 star property
Monteriggioni
9.2 out of 10, Wonderful, (405)
Set among Monteriggioni's rolling hills, this Tuscan hotel offers Italian dining at LA BIANCA RESTAURANT and a poolside bar. Tennis courts, free breakfast, and helpful staff create a memorable stay near Le Caldane Thermal Baths.
"Beautiful location with clean rooms and wonderful staff. Really enjoyed the breakfast too! Recommended! "
United States
Allyson
Hotel Borgo San Luigi
Daily buffet breakfast (EUR 7.50 per person)
B&B San Francesco

B&B San Francesco

B&B San Francesco
Siena City Centre
9.4 out of 10, Exceptional, (46)
Situated in beautiful Siena, this welcoming B&B offers comfortable accommodation with complimentary WiFi and daily housekeeping. Explore nearby Frateria di Padre Eligio and Oratorio di San Bernardino, or take a 20-minute stroll to Siena Station.
"Very nice enjoyable stay"
United States
Michael
B&B San Francesco
Lobby
Hotel Chiusarelli

Hotel Chiusarelli

Hotel Chiusarelli
3.0 star property
Siena City Centre
8.8 out of 10, Excellent, (1000)
Charming hotel with a restaurant and garden terrace near Stadio Artemio Franchi. Enjoy the complimentary breakfast before exploring nearby Fontebranda. The attentive staff ensures a comfortable stay while room service and free WiFi add convenience.
"The room was spotlessly clean, the staff were welcoming and helpful, and the breakfast was delicious!"
United States
Kenneth
The price is ฿2,820
฿3,213 total
includes taxes & fees
9 Jan - 10 Jan 2026
Hotel Chiusarelli
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

Hotel Borgo San Luigi

Hotel Borgo San Luigi

10/10 Excellent
"Beautiful location with clean rooms and wonderful staff. Really enjoyed the breakfast too! Recommended! "
Allyson 3-night trip
Posted 3 weeks ago
Hotel Borgo San Luigi
Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent
"Very nice hotel and beautiful hotel. My only complaint is that the king bed I stayed in was very lumpy - I do mean very.. otherwise great place. Good size gym. Clean. Very friendly service."
Dan 1-night trip
Posted 3 months ago
Villa Ermellina Siena, a Tribute Portfolio Hotel

More cheap stays in Pentolina

Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
The price is ฿2,596 per night from 25 Dec to 26 Dec
฿2,596
฿2,966 total
25 Dec - 26 Dec
includes taxes & fees
7.8/10 Good! (389 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 Borgo Grondaie and Palazzo Ravizza. 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 an electric kettle. 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 3353 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 Castello di Montepescini. You'll also find Terme Petriolo and Santa Maria della Scala 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.

Explore a world of travel with Expedia