Title: Book The Best Hotels in Pentolina for 2025 from CA $100 - Competitive Prices - Expedia.ca

 

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# Find hotels in Pentolina from CA $100

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## Go beyond your typical stay in Pentolina

Spa

[](https://www.expedia.ca/Hotel-Search?destination=Pentolina%2C+Chiusdino%2C+Tuscany%2C+Italy&regionId=6285688&latLong=43.196803%2C11.175467&adults=2&startDate=2025-11-30&d1=2025-11-30&endDate=2025-12-02&d2=2025-12-02&amenities=SPA_ON_SITE)

Apart hotel

[](https://www.expedia.ca/Hotel-Search?destination=Pentolina%2C+Chiusdino%2C+Tuscany%2C+Italy&regionId=6285688&latLong=43.196803%2C11.175467&adults=2&startDate=2025-11-30&d1=2025-11-30&endDate=2025-12-02&d2=2025-12-02&lodging=APART_HOTEL)

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Pentolina%2C+Chiusdino%2C+Tuscany%2C+Italy&regionId=6285688&latLong=43.196803%2C11.175467&adults=2&startDate=2025-11-30&d1=2025-11-30&endDate=2025-12-02&d2=2025-12-02&travelerType=family_friendly)

Farm

[](https://www.expedia.ca/Hotel-Search?destination=Pentolina%2C+Chiusdino%2C+Tuscany%2C+Italy&regionId=6285688&latLong=43.196803%2C11.175467&adults=2&startDate=2025-11-30&d1=2025-11-30&endDate=2025-12-02&d2=2025-12-02&lodging=AGRITOURISM)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Pentolina%2C+Chiusdino%2C+Tuscany%2C+Italy&regionId=6285688&latLong=43.196803%2C11.175467&adults=2&startDate=2025-11-30&d1=2025-11-30&endDate=2025-12-02&d2=2025-12-02&amenities=POOL)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Pentolina%2C+Chiusdino%2C+Tuscany%2C+Italy&regionId=6285688&latLong=43.196803%2C11.175467&adults=2&startDate=2025-11-30&d1=2025-11-30&endDate=2025-12-02&d2=2025-12-02&amenities=HOT_TUB)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Pentolina%2C+Chiusdino%2C+Tuscany%2C+Italy&regionId=6285688&latLong=43.196803%2C11.175467&adults=2&startDate=2025-11-30&d1=2025-11-30&endDate=2025-12-02&d2=2025-12-02&lodging=APARTMENT)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Pentolina%2C+Chiusdino%2C+Tuscany%2C+Italy&regionId=6285688&latLong=43.196803%2C11.175467&adults=2&startDate=2025-11-30&d1=2025-11-30&endDate=2025-12-02&d2=2025-12-02&amenities=PETS)

Cottage

[](https://www.expedia.ca/Hotel-Search?destination=Pentolina%2C+Chiusdino%2C+Tuscany%2C+Italy&regionId=6285688&latLong=43.196803%2C11.175467&adults=2&startDate=2025-11-30&d1=2025-11-30&endDate=2025-12-02&d2=2025-12-02&lodging=COTTAGE)

Villa

[](https://www.expedia.ca/Hotel-Search?destination=Pentolina%2C+Chiusdino%2C+Tuscany%2C+Italy&regionId=6285688&latLong=43.196803%2C11.175467&adults=2&startDate=2025-11-30&d1=2025-11-30&endDate=2025-12-02&d2=2025-12-02&lodging=VILLA)

## Check prices for these dates

Tonight

[Nov 16 - Nov 17](https://www.expedia.ca/Hotel-Search?regionId=6285688&startDate=2025-11-16&endDate=2025-11-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 17 - Nov 18](https://www.expedia.ca/Hotel-Search?regionId=6285688&startDate=2025-11-17&endDate=2025-11-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6285688&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6285688&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Compare 3,385 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

![Villa, Valley View | Garden view](https://images.trvl-media.com/lodging/70000000/69640000/69632400/69632365/3c18a772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, Valley View | Living area](https://images.trvl-media.com/lodging/70000000/69640000/69632400/69632365/dd0e2cef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Tasting room](https://images.trvl-media.com/lodging/70000000/69640000/69632400/69632365/55561371.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/70000000/69640000/69632400/69632365/7d9c1565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Drogheria & Locanda Franci

Montalcino

9.8/10

Exceptional

(15)

"Nice room on a perfect location to walk around Montalcino with easy parking!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alejandro

CA $272

CA $316 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Montalcino-Hotels-Drogheria-Locanda-Franci.h69632365.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/14000000/13170000/13162600/13162502/84db21e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/14000000/13170000/13162600/13162502/cb6589de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sundeck](https://images.trvl-media.com/lodging/14000000/13170000/13162600/13162502/0c470f39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/14000000/13170000/13162600/13162502/1990fa8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Podere Brizio

Montalcino

9.8/10

Exceptional

(153)

"Dreamy property! "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Sheida

[](https://www.expedia.ca/Montalcino-Hotels-Podere-Brizio.h13162502.Hotel-Information)

![Standard Double Room (La Piazza)](https://images.trvl-media.com/lodging/16000000/15880000/15872300/15872262/8121f492.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/16000000/15880000/15872300/15872262/4efc6252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Double Room (La Piazza)](https://images.trvl-media.com/lodging/16000000/15880000/15872300/15872262/79de88eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/16000000/15880000/15872300/15872262/19ef0175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### B&B Le Scalette di Piazza

Montalcino

9.4/10

Exceptional

(88)

"Great location and excellent staff. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Jacek

CA $157

CA $180 total

includes taxes & fees

Nov 25 - Nov 26

[](https://www.expedia.ca/Montalcino-Hotels-BB-Le-Scalette-Di-Piazza.h15872262.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/11eaf7f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/d6216ebc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/c3101a79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Banquet hall](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/f4558f63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Certosa di Pontignano

Castelnuovo Berardenga

9.6/10

Exceptional

(499)

"The hotel is beautiful. We had a wonderful stay. The staff was friendly and efficient. We will definitely be back. Thank you!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Maria

CA $106

CA $123 total

includes taxes & fees

Nov 18 - Nov 19

[](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information)

![Seasonal outdoor pool, open 9:30 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/9000000/8670000/8662800/8662747/cba09c68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/9000000/8670000/8662800/8662747/0a7208d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 9:30 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/9000000/8670000/8662800/8662747/53f909cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Double or Twin Room](https://images.trvl-media.com/lodging/9000000/8670000/8662800/8662747/ac71a5bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SI Montalcino Hotel

Montalcino

9.2/10

Wonderful

(377)

"Quiet, staff was professional and friendly, lots of parking"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Corinne

[](https://www.expedia.ca/Montalcino-Hotels-SI-Montalcino-Hotel-Restaurant.h8662747.Hotel-Information)

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/76000000/75750000/75743000/75742935/6d575777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Room](https://images.trvl-media.com/lodging/76000000/75750000/75743000/75742935/8615c53d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/76000000/75750000/75743000/75742935/935edd00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![45-inch flat-screen TV with digital channels, TV, Netflix](https://images.trvl-media.com/lodging/76000000/75750000/75743000/75742935/16a7a37c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Le Prata - Residenza del Vescovo

Montalcino

10/10

Exceptional

(69)

"Incredible stay!"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Tomasz

CA $557

CA $629 total

includes taxes & fees

Nov 19 - Nov 20

[](https://www.expedia.ca/Montalcino-Hotels-Winery-Boutique-Hotel-Villa-Le-Prata.h75742935.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/28000000/27160000/27153700/27153622/c1cee8af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/28000000/27160000/27153700/27153622/8fb22da7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/28000000/27160000/27153700/27153622/17ce50f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Double Room, Non Smoking](https://images.trvl-media.com/lodging/28000000/27160000/27153700/27153622/6ff54316.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Il Burellino Wine & Resort

Montalcino

10/10

Exceptional

(74)

"The host Fabio is great, helpful. The property is 800m from Montalcino but still recluse, perfect for quietness. I’d go back anytime "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Carl

CA $200

CA $234 total

includes taxes & fees

Nov 17 - Nov 18

[](https://www.expedia.ca/Montalcino-Hotels-Il-Burellino-Wine-Resort.h27153622.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/37000000/36330000/36326000/36325942/819a9035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite Deluxe | View from room](https://images.trvl-media.com/lodging/37000000/36330000/36326000/36325942/b41e8535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite Deluxe | View from room](https://images.trvl-media.com/lodging/37000000/36330000/36326000/36325942/e4c153b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/37000000/36330000/36326000/36325942/28b23c5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Capanna Suites

Montalcino

9.8/10

Exceptional

(128)

"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](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Megan

[](https://www.expedia.ca/Montalcino-Hotels-Capanna-Suites.h36325942.Hotel-Information)

![2 outdoor pools, open 8:30 AM to 6:30 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/9ace3d4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa (Sant'Anna)](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/8e24bdea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa (Stabbi) | View from room](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/c373f952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/7c5ee645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rosewood Castiglion del Bosco

Montalcino

10/10

Exceptional

(67)

"Definitely the best property in Tuscany.. People, food, amenities, the property itself - all perfect !"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

IOSEFIN

CA $1,757

CA $1,949 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/21000000/20050000/20043900/20043811/d1836f38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Regional cuisine](https://images.trvl-media.com/lodging/21000000/20050000/20043900/20043811/66bf7db7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/21000000/20050000/20043900/20043811/c3315a64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Triple Room](https://images.trvl-media.com/lodging/21000000/20050000/20043900/20043811/8629fb39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Castello

Sovicille

8.6/10

Excellent

(70)

"We had a lovely experience in this traditionally styled hotel with wonderful scenery, great food and super service- the only downside was the lack of shade for our vehicle in the soaring temperatures. "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Jennifer

[](https://www.expedia.ca/Sovicille-Hotels-Castello.h20043811.Hotel-Information)

![Seasonal outdoor pool, open 9:30 AM to 7:00 PM, sun loungers](https://images.trvl-media.com/lodging/46000000/45940000/45932300/45932223/1c9e8c72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/46000000/45940000/45932300/45932223/99d5ab4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/46000000/45940000/45932300/45932223/3473fc03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/46000000/45940000/45932300/45932223/6bbb4be8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Vecchia Oliviera

Montalcino

9.6/10

Exceptional

(62)

"Perfect location and wonderful staff!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Laura

[](https://www.expedia.ca/Montalcino-Hotels-Hotel-Vecchia-Oliviera.h45932223.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/2000000/1120000/1115500/1115409/3ab5a8f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Suite, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/2000000/1120000/1115500/1115409/c22c91c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Suite, 1 King Bed | Living room](https://images.trvl-media.com/lodging/2000000/1120000/1115500/1115409/f6dc2628.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1120000/1115500/1115409/f93869a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dievole Wine Resort

Castelnuovo Berardenga

9.6/10

Exceptional

(178)

"Beautiful property! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kim

[](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Dievole-Wine-Resort.h1115409.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/7717f75b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Buffet](https://images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/61ddb4cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/5232dc73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, laptop workspace, soundproofing](https://images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/1f7b2cca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Toscana Ambassador

Poggibonsi

8.0/10

Very good

(309)

"Hotel tres confortable. Proche de San Gimignano. Personnel affable. Excellent petit dejeuner"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

ghislaine

CA $91

CA $100 total

includes taxes & fees

Nov 19 - Nov 20

[](https://www.expedia.ca/Poggibonsi-Hotels-Hotel-Toscana-Ambassador.h1429488.Hotel-Information)

![Lobby lounge](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/72cf22f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dinner served, Italian cuisine](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/aaf1d984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/f0b9ee56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/0cec1f91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Sabolini

Colle di Val d'Elsa

9.2/10

Wonderful

(188)

"Great, calm and pleasant environment:)"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Elior

CA $120

CA $137 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Villa-Sabolini.h3763111.Hotel-Information)

![Breakfast, lunch, dinner served; Italian cuisine, garden views ](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/9f05cf5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Suite, Vineyard View](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/e04b84de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/70f4f37a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Suite, Vineyard View | Vineyard view](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/91065266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Castello di Fonterutoli Wine Resort

Castellina in Chianti

9.4/10

Exceptional

(195)

"Clean room, courteous staff, and good winery"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sangchun

CA $206

CA $233 total

includes taxes & fees

Nov 17 - Nov 18

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/1af45070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Couples treatment rooms, sauna, hot tub, Turkish bath, body treatments](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/bea252c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Buffet](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/8e3bea51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/c2b7c7cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Palazzo San Lorenzo & SPA

Colle di Val d'Elsa

9.4/10

Exceptional

(431)

"Beautiful hotel and spa. Excellent amenities and modern luxuries. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

George

[](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Hotel-Palazzo-San-Lorenzo-SPA.h3474921.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/24000000/23250000/23243000/23242991/694018cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/24000000/23250000/23243000/23242991/5e45176b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/24000000/23250000/23243000/23242991/6bdbc5a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Spa](https://images.trvl-media.com/lodging/24000000/23250000/23243000/23242991/f5549878.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relais Le Macine di Stigliano

Sovicille

10/10

Exceptional

(15)

"Very beautiful hotel and very friendly staff."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nicole

CA $192

CA $216 total

includes taxes & fees

Nov 17 - Nov 18

[](https://www.expedia.ca/Sovicille-Hotels-Relais-Le-Macine-Di-Stigliano.h23242991.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/5000000/4910000/4902400/4902349/63cf91f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Triple Room](https://images.trvl-media.com/lodging/5000000/4910000/4902400/4902349/236bfa47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite | Living area](https://images.trvl-media.com/lodging/5000000/4910000/4902400/4902349/21ec7169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/5000000/4910000/4902400/4902349/d7a20e7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Agriturismo Il Casolare di Bucciano

San Gimignano

9.6/10

Exceptional

(88)

"Amazing and helpful staff, beautifully located "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Anish

[](https://www.expedia.ca/San-Gimignano-Hotels-Agriturismo-Il-Casolare-Di-Bucciano.h4902349.Hotel-Information)

![Lunch, dinner served; Italian cuisine, pool views ](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/69a3ac66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/7805157f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/43ce1dbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/db899670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Borgo San Luigi

Monteriggioni

9.2/10

Wonderful

(399)

"Amazing stay, the service was outstanding "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lisbet

CA $195

CA $222 total

includes taxes & fees

Dec 12 - Dec 13

[](https://www.expedia.ca/Monteriggioni-Hotels-Hotel-Borgo-San-Luigi.h527532.Hotel-Information)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2530000/2520200/2520185/156cc4b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/3000000/2530000/2520200/2520185/9036f436.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/3000000/2530000/2520200/2520185/b1092b5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/3000000/2530000/2520200/2520185/c317095e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Dei Capitani

Montalcino

8.8/10

Excellent

(415)

"Great stay with a magnificent view!"

![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg)

Simon

CA $239

CA $275 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Montalcino-Hotels-Hotel-Dei-Capitani.h2520185.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2025-11-30&endDate=2025-12-01&regionId=6285688&adults=2&sort=RECOMMENDED&openPlayBack=true)

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Save an average of 15% on thousands of hotels when you're signed in

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## More cheap stays in Pentolina

![Piccolo Hotel Etruria](https://images.trvl-media.com/lodging/19000000/18180000/18174100/18174068/e41ea97c_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

CA $112

CA $128 total

Nov 17 - Nov 18

includes taxes & fees

7.8/10 Good! (386 reviews)

[](https://expedia.ca/Siena-Hotels-Piccolo-Hotel-Etruria.h18174068.Hotel-Information)

![Cannon d'Oro](https://images.trvl-media.com/lodging/3000000/2530000/2525800/2525757/bda17ddf_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Cannon d'Oro

Via Montanini 28 Siena SI

[Get rates](https://expedia.ca/Hotel-Search?startDate=30%2F11%2F2025&endDate=01%2F12%2F2025&selected=2525757&PinnedHotelID=2525757&HadPinnedHotel=true&regionId=6285688)

7.8/10 Good! (243 reviews)

[](https://expedia.ca/Siena-Hotels-Cannon-DOro.h2525757.Hotel-Information)

![Hotel Albergo Italia](https://images.trvl-media.com/lodging/23000000/22740000/22736200/22736103/7b6f90b7_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hotel Albergo Italia

Via Trento, 36 Poggibonsi SI

[Get rates](https://expedia.ca/Hotel-Search?startDate=30%2F11%2F2025&endDate=01%2F12%2F2025&selected=22736103&PinnedHotelID=22736103&HadPinnedHotel=true&regionId=6285688)

8.2/10 Very Good! (46 reviews)

[](https://expedia.ca/Poggibonsi-Hotels-Hotel-Albergo-Italia.h22736103.Hotel-Information)

![Hotel Massa Vecchia](https://images.trvl-media.com/lodging/27000000/26920000/26911600/26911538/a27fec4e_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hotel Massa Vecchia

Massa Vecchia, 23 Massa Marittima GR

[Get rates](https://expedia.ca/Hotel-Search?startDate=30%2F11%2F2025&endDate=01%2F12%2F2025&selected=26911538&PinnedHotelID=26911538&HadPinnedHotel=true&regionId=6285688)

[](https://expedia.ca/Massa-Marittima-Hotels-Hotel-Massa-Vecchia.h26911538.Hotel-Information)

![Albergo Centrale](https://images.trvl-media.com/lodging/53000000/52710000/52705700/52705677/350a0544_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

CA $111

CA $127 total

Nov 17 - Nov 18

includes taxes & fees

8.8/10 Excellent! (86 reviews)

[](https://expedia.ca/Siena-Hotels-Albergo-Centrale.h52705677.Hotel-Information)

![Torre del Fuggisole](https://images.trvl-media.com/lodging/95000000/94900000/94897100/94897051/6b84e393_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

CA $146

CA $165 total

Nov 19 - Nov 20

includes taxes & fees

9.8/10 Exceptional! (39 reviews)

[](https://expedia.ca/Siena-Hotels-Torre-Del-Fuggisole.h94897051.Hotel-Information)

## Recent reviews of Pentolina hotels

### La Certosa di Pontignano

5/5 Excellent

"It was a totally delightful experience. Our needs were taken care of, the Breakfast delicious and the meals at their restaurant superb. It was a perfect place to rest, relax and see Siena. "

A verified traveller stayed at La Certosa di Pontignano

Posted 4 days ago

[](https://expedia.ca/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information)

### Villa del Sole Siena

5/5 Excellent

"Staff was excellent"

A verified traveller stayed at Villa del Sole Siena

Posted 6 days ago

[](https://expedia.ca/Siena-Hotels-Villa-Del-Sole-Siena.h8674503.Hotel-Information)

### Hotel Certosa Di Maggiano

5/5 Excellent

"This is a very special place. A highlight of our trip. The service was top notch and the staff worked hard to make sure that our time there was a great experience. We had two dinners there and both were delicious. The room was very comfortable. They even gifted us with their branded olive oil when we checked out. We were sad to leave!"

A verified traveller stayed at Hotel Certosa Di Maggiano

Posted 8 days ago

[](https://expedia.ca/Siena-Hotels-Hotel-Certosa-Di-Maggiano.h528470.Hotel-Information)

### Hotel Athena

5/5 Excellent

"La ubicación es genial, el personal es muy amable y la habitación está impecable."

A verified traveller from doral stayed at Hotel Athena

Posted 8 days ago

[](https://expedia.ca/Siena-Hotels-Hotel-Athena.h866580.Hotel-Information)

### Borgo Scopeto Wine & Country Relais

5/5 Excellent

"The Sommelier was outstanding, super knowledgeable and personable. He made the tasting and dinning experience unforgettable! "

A verified traveller stayed at Borgo Scopeto Wine & Country Relais

Posted 8 days ago

[](https://expedia.ca/Castelnuovo-Berardenga-Hotels-Borgo-Scopeto-Relais.h1277546.Hotel-Information)

### Hotel Italia

5/5 Excellent

"Highly recommended. The hotel was a block from the escalator flight that comes up from the train station, so no taxi required to transfer. Hotel staff was terrific and the room nicely appointed. I was about a 20-minute walk to the Duomo, almost all of it through the historic medieval city so a beautiful journey."

A verified traveller stayed at Hotel Italia

Posted 9 days ago

[](https://expedia.ca/Siena-Hotels-Hotel-Italia.h996973.Hotel-Information)

### Grand Hotel Continental Siena – Starhotels Collezione

5/5 Excellent

"Great hotel / room, city center, friendly staff. "

A verified traveller stayed at Grand Hotel Continental Siena – Starhotels Collezione

Posted 10 days ago

[](https://expedia.ca/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information)

### Borgo Grondaie

5/5 Excellent

"The absolute perfect option if you’re looking for an agriturismo but aren’t going to have access to a car. We had a large family group of six that took up two rooms and one of the apartments. The train station is about a ten to fifteen minute walk, with a bit of an incline, but it’s manageable with luggage. There is a Coop at the bottom of the hill about a four minute walk. We went grocery shopping multiple times and cooked most of our meals in the apartment kitchen. Siena city center is about a 40 minute walk, but the 24-hour set of escalators at the mall across the street from the station make it very simple. Despite being so close to everything, the property is set back enough that the noise doesn’t really make its way up. The pool and the apartment terraces boast wonderful views of Siena’s walls and major buildings. I made a mistake booking, and the staff were incredibly helpful in fixing my mistake and keeping the trip together. Cannot recommend this place enough, it’s an absolute hidden gem."

A verified traveller stayed at Borgo Grondaie

Posted 11 days ago

[](https://expedia.ca/Siena-Hotels-Borgo-Grondaie.h905710.Hotel-Information)

### Palazzo Ravizza

5/5 Excellent

"Very welcoming and attentive staff. Breakfast was amazing. I didn’t expect the gorgeous views!"

A verified traveller stayed at Palazzo Ravizza

Posted 12 days ago

[](https://expedia.ca/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.Hotel-Information)

## Frequently asked questions

### When is the best time to go to Pentolina?

> The most popular time to visit Pentolina is April, when the region begins to bloom with vibrant colours and the weather is pleasantly mild. During this month, temperatures typically range from 10 to 15 Celsius, creating an inclusive setting for outdoor exploration and leisurely strolls through picturesque landscapes.
> 
>   
> 
> As you approach the peak season, which spans from June to August, you'll find that Pentolina is bustling with tourist activity. This is an excellent time to indulge in various outdoor adventures, such as hiking, cycling, and enjoying the breathtaking views from the local hills. The warm weather and longer daylight hours make it ideal for sightseeing, whether you're admiring the stunning architecture or immersing yourself in the rich local culture.
> 
>   
> 
> For those who appreciate a quieter experience, visiting in November can offer a unique charm. This time of year allows you to explore the area without the crowds, while still enjoying the beauty of Pentolina's natural scenery and cultural offerings.

### Where can I find the best nightlife in Pentolina?

> Pentolina, a charming village situated in the heart of Tuscany, offers a delightful escape into the Italian countryside, but it isn't particularly known for a bustling nightlife scene.
> 
>   
> 
> For those seeking a more vibrant atmosphere, you might consider venturing to nearby towns like Siena or Florence, which are renowned for their lively nightlife, including bars, clubs, and late-night dining options. In these cities, you'll find a rich tapestry of experiences, from traditional wine bars to modern clubs featuring local and international DJs.

### Can I cancel my hotel reservation on Expedia?

> Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Pentolina hotel for you.

### How can I save on a Pentolina hotel booking with Expedia?

> Before booking your Pentolina hotel, remember to join Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. You could also enjoy savings by bundling together your hotel and flights on Expedia.

### 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 CA $100 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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-   [Lgbt Friendly Hotels in Sovicille](https://www.expedia.ca/Sovicille-Hotels-LGBT-Friendly-Hotel.0-0-d602594-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Sovicille Hotels](https://www.expedia.ca/Sovicille-Hotels.d602594.Travel-Guide-Hotels)
-   [Stigliano Hotels](https://www.expedia.ca/Stigliano-Hotels.d6141501.Travel-Guide-Hotels)
-   [Torniella Hotels](https://www.expedia.ca/Torniella-Hotels.d6285663.Travel-Guide-Hotels)
-   [Torri Hotels](https://www.expedia.ca/Torri-Hotels.d6361496.Travel-Guide-Hotels)
-   [Travale Hotels](https://www.expedia.ca/Travale-Hotels.d6361383.Travel-Guide-Hotels)
-   [Ville di Corsano Hotels](https://www.expedia.ca/Ville-Di-Corsano-Hotels.d6361513.Travel-Guide-Hotels)
-   [Volte Basse Hotels](https://www.expedia.ca/Volte-Basse-Hotels.d3000416925.Travel-Guide-Hotels)

-   [Flights to Chiusdino](https://www.expedia.ca/Cheap-Flights-To-Chiusdino.d602582.Travel-Guide-Flights)
-   [Flights to Siena](https://www.expedia.ca/Cheap-Flights-To-Siena.d9821.Travel-Guide-Flights)
-   [Flights from Siena](https://www.expedia.ca/lp/flights/9821/flights-from-siena)
-   [Flights from London (LHR) to Siena (SAY)](https://www.expedia.ca/lp/flights/lhr/say/london-to-siena)
-   [Flights from Ottawa (YOW) to Siena (SAY)](https://www.expedia.ca/lp/flights/yow/say/ottawa-to-siena)
-   [Flights from Québec (YQB) to Siena (SAY)](https://www.expedia.ca/lp/flights/yqb/say/quebec-to-siena)
-   [Flights from Montreal (YUL) to Siena (SAY)](https://www.expedia.ca/lp/flights/yul/say/montreal-to-siena)
-   [Flights from Vancouver (YVR) to Siena (SAY)](https://www.expedia.ca/lp/flights/yvr/say/vancouver-to-siena)
-   [Flights from Calgary (YYC) to Siena (SAY)](https://www.expedia.ca/lp/flights/yyc/say/calgary-to-siena)
-   [Flights from Toronto (YYZ) to Siena (SAY)](https://www.expedia.ca/lp/flights/yyz/say/toronto-to-siena)

-   [Visit Brenna](https://www.expedia.ca/Brenna.dx6361499)
-   [Visit Casciano di Murlo](https://www.expedia.ca/Casciano-Di-Murlo.dx6035423)
-   [Fortezza Medicea](https://www.expedia.ca/Fortezza-Medicea-Siena-Historical-Center.d6287282.Vacation-Attraction)
-   [Visit Lupompesi](https://www.expedia.ca/Lupompesi.dx6361515)
-   [Murlo Vacations](https://www.expedia.ca/Murlo.d6046740.Destination-Travel-Guides)
-   [Orgia Vacations](https://www.expedia.ca/Orgia.d6361512.Destination-Travel-Guides)
-   [Visit Orgia](https://www.expedia.ca/Orgia.dx6361512)
-   [Visit Province of Siena](https://www.expedia.ca/Province-Of-Siena.dx6047850)
-   [Rosia Vacations](https://www.expedia.ca/Rosia.d602592.Destination-Travel-Guides)
-   [Visit Rosia](https://www.expedia.ca/Rosia.dx602592)
-   [Visit San Rocco a Pilli](https://www.expedia.ca/San-Rocco-A-Pilli.dx6285685)
-   [Siena Vacations](https://www.expedia.ca/Siena.d9821.Destination-Travel-Guides)
-   [Visit Siena](https://www.expedia.ca/Siena.dx9821)
-   [Visit Ville di Corsano](https://www.expedia.ca/Ville-Di-Corsano.dx6361513)

-   [Alamo Rent A Car Rental Cars in Siena](https://www.expedia.ca/Alamo-Rent-A-Car-Car-Rentals-In-Siena.d9821-c6.Car-Rental-Guide-Suppliers)
-   [Avis Rental Cars in Siena](https://www.expedia.ca/Avis-Car-Rentals-In-Siena.d9821-c41.Car-Rental-Guide-Suppliers)
-   [Budget Rental Cars in Siena](https://www.expedia.ca/Budget-Car-Rentals-In-Siena.d9821-c39.Car-Rental-Guide-Suppliers)
-   [Car rental Siena](https://www.expedia.ca/Car-Rentals-In-Siena.d9821.Car-Rental-Guide)
-   [Convertible Car Rentals in Siena](https://www.expedia.ca/Convertible-Car-Rentals-In-Siena.d9821-tConvertible.Car-Rental-Guide-Class)
-   [Dollar Rent A Car Rental Cars in Siena](https://www.expedia.ca/Dollar-Rent-A-Car-Car-Rentals-In-Siena.d9821-c43.Car-Rental-Guide-Suppliers)
-   [Enterprise Rental Cars in Siena](https://www.expedia.ca/Enterprise-Car-Rentals-In-Siena.d9821-c15.Car-Rental-Guide-Suppliers)
-   [Europcar Rental Cars in Siena](https://www.expedia.ca/Europcar-Car-Rentals-In-Siena.d9821-c14.Car-Rental-Guide-Suppliers)
-   [Hertz Rental Cars in Siena](https://www.expedia.ca/Hertz-Car-Rentals-In-Siena.d9821-c40.Car-Rental-Guide-Suppliers)
-   [Locauto Rental Cars in Siena](https://www.expedia.ca/Locauto-Car-Rentals-In-Siena.d9821-c1140.Car-Rental-Guide-Suppliers)
-   [National Car Rental Rental Cars in Siena](https://www.expedia.ca/National-Car-Rental-Car-Rentals-In-Siena.d9821-c42.Car-Rental-Guide-Suppliers)
-   [Ok Mobility Rental Cars in Siena](https://www.expedia.ca/OK-Mobility-Car-Rentals-In-Siena.d9821-c1057.Car-Rental-Guide-Suppliers)
-   [Suv Car Rentals in Siena](https://www.expedia.ca/SUV-Car-Rentals-In-Siena.d9821-tSUV.Car-Rental-Guide-Class)
-   [Sixt Rental Cars in Siena](https://www.expedia.ca/Sixt-Car-Rentals-In-Siena.d9821-c35.Car-Rental-Guide-Suppliers)
-   [Sports Car Car Rentals in Siena](https://www.expedia.ca/Sportscar-Car-Rentals-In-Siena.d9821-tSportscar.Car-Rental-Guide-Class)
-   [Thrifty EU Rental Cars in Siena](https://www.expedia.ca/Thrifty-EU-Car-Rentals-In-Siena.d9821-c1055.Car-Rental-Guide-Suppliers)

-   [Siena Vacation Rentals](https://www.expedia.ca/Siena-Vacation-Rentals.d9821.Travel-Guide-VacationRentals)

-   [Things to do in Belforte](https://www.expedia.ca/Things-To-Do-In-Belforte.d553248622897773197.Travel-Guide-Activities)
-   [Things to do in Siena](https://www.expedia.ca/Things-To-Do-In-Siena.d9821.Travel-Guide-Activities)
-   [Things to do in Sovicille](https://www.expedia.ca/Things-To-Do-In-Sovicille.d602594.Travel-Guide-Activities)

-   [Book Hotels in Pentolina on Expedia.it](https://www.expedia.it/Pentolina-Hotel.d6285688.Guida-Viaggi-Hotel)

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