Hotels in Pentolina

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Podere Brizio

Podere Brizio
Montalcino
9.8 out of 10, Exceptional, (159 reviews)
Immerse yourself in authentic Tuscany at this Montalcino farm stay. Savor free breakfast before exploring nearby wineries, then return for tennis matches or spa treatments featuring aromatherapy and hydrotherapy. The outdoor pool offers perfect vineyard relaxation.
The price is $227
$259 total
includes taxes & fees
Jun 7 - Jun 8
Podere Brizio

SI Montalcino Hotel

SI Montalcino Hotel
3.0 star property
Montalcino
9.2 out of 10, Wonderful, (387 reviews)
Escape to this charming Montalcino retreat near the historic fortress with free perks including breakfast, WiFi, and parking. Cool off in the seasonal pool or unwind at the bar after exploring nearby Tenuta Greppo Franco Biondi Santi.
The price is $133
$156 total
includes taxes & fees
Jun 17 - Jun 18
SI Montalcino Hotel

Capanna Suites

Capanna Suites
Montalcino
9.8 out of 10, Exceptional, (138 reviews)
Immerse yourself in Montalcino's vineyard views at this charming farm stay. Enjoy the winery, seasonal outdoor pool, and Italian dining at Il Passaggio by Capanna restaurant. Free breakfast, WiFi, and parking complement easy access to Cantina di Montalcino and Caparzo Winery.
The price is $416
$469 total
includes taxes & fees
Jun 21 - Jun 22
Capanna Suites

Drogheria & Locanda Franci

Drogheria & Locanda Franci
Montalcino
10.0 out of 10, Exceptional, (24 reviews)
Immerse yourself in Tuscan charm at this cozy B&B near the historic Fortress of Montalcino. Enjoy complimentary full breakfast each morning, free WiFi, and dining options at 2 on-site restaurants, all while exploring the cultural treasures of this wine region.
The price is $207
$240 total
includes taxes & fees
Jul 1 - Jul 2
Drogheria & Locanda Franci

Hotel Vecchia Oliviera

Hotel Vecchia Oliviera
3.0 star property
Montalcino
9.4 out of 10, Exceptional, (67 reviews)
Soak up Tuscan splendor at this intimate hotel with a seasonal outdoor pool and complimentary breakfast. Just minutes from the Fortress of Montalcino and local museums, enjoy garden strolls and evening drinks at the bar after exploring wine country.
The price is $140
$168 total
includes taxes & fees
Jun 11 - Jun 12
Hotel Vecchia Oliviera

Borgo Santo Pietro

Borgo Santo Pietro
5.0 star property
Chiusdino
9.6 out of 10, Exceptional, (58 reviews)
This spa retreat in Chiusdino offers deep-tissue massages and aromatherapy near Abbazia di San Galgano. Enjoy modern European cuisine at SAPORIUM restaurant, take a dip in the outdoor pool, or play tennis before relaxing at the poolside bar.
The price is $1,322
$1,466 total
includes taxes & fees
Jun 24 - Jun 25
Borgo Santo Pietro

Castello Banfi - Il Borgo - Relais et Chateaux

Castello Banfi - Il Borgo - Relais et Chateaux
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (130 reviews)
Escape to this Montalcino retreat where you can savor Italian cuisine at La Taverna or unwind by the seasonal pool. Near Castello Banfi and Poggio Antico, this peaceful haven offers massages, a fitness center, and a poolside bar.
The price is $1,047
$1,164 total
includes taxes & fees
Jun 28 - Jun 29
Castello Banfi - Il Borgo - Relais et Chateaux

Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
5.0 star property
Civitella Paganico
8.6 out of 10, Excellent, (248 reviews)
The price is $81
$90 total
includes taxes & fees
Jun 18 - Jun 19
Mercure Petriolo Siena Terme Spa Hotel

Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo
Montalcino
10.0 out of 10, Exceptional, (85 reviews)
This Montalcino hotel features its own winery where you can sample local vintages after a refreshing dip in the seasonal outdoor pool. Unwind in the hot tub, enjoy free breakfast, and relax with complimentary WiFi and parking while exploring nearby Corte Pavone Winery.
The price is $470
$529 total
includes taxes & fees
Jun 5 - Jun 6
Villa Le Prata - Residenza del Vescovo

Hotel Borgo Antico

Hotel Borgo Antico
3.0 star property
Monteroni d'Arbia
8.8 out of 10, Excellent, (98 reviews)
Escape to this charming Italian hotel in Monteroni d'Arbia, offering free breakfast, WiFi, and parking. Relax at the bar or garden terrace after visiting the nearby Museum of Sacred Art or historic Monte Oliveto Maggiore Abbey.
The price is $99
$115 total
includes taxes & fees
Jul 2 - Jul 3
Hotel Borgo Antico

Albergo Giardino

Albergo Giardino
Montalcino
8.8 out of 10, Excellent, (34 reviews)
Immerse yourself in the heart of Tuscan wine country at this welcoming hotel near Piazza del Popolo and Civic and Diocesan Museum. Enjoy a daily buffet breakfast, free WiFi, and housekeeping service while exploring Montalcino's treasures.
The price is $111
$127 total
includes taxes & fees
Jun 11 - Jun 12
Albergo Giardino

Castello

Castello
3.0 star property
Sovicille
8.6 out of 10, Excellent, (73 reviews)
Immerse in the charm of this Tuscan hotel featuring regional dishes at Ai Girasoli restaurant. The property offers a welcoming bar, garden terrace, and 24-hour room service. Near Porta Tufi with free WiFi and parking, it's a short drive from Asciano Arbia Station.
The price is $88
$101 total
includes taxes & fees
Jun 21 - Jun 22
Castello

Villa Montarioso

Villa Montarioso
Montarioso
8.8 out of 10, Excellent, (139 reviews)
Escape to a tranquil guesthouse near Monteriggioni with free WiFi, parking, and daily buffet breakfast. Discover nearby hiking and biking trails, then relax in the garden or terrace after visiting Casalvento's Wines, just moments away.
The price is $87
$101 total
includes taxes & fees
Jun 3 - Jun 4
Villa Montarioso

Hotel Dei Capitani

Hotel Dei Capitani
3.0 star property
Montalcino
8.8 out of 10, Excellent, (437 reviews)
Soak in the beauty of Tuscany at this charming hotel near Piazza del Popolo. The outdoor pool offers refreshing relaxation, while free perks include daily continental breakfast, WiFi, and parking. Explore nearby museums with helpful staff to guide your wine country adventures.
The price is $173
$199 total
includes taxes & fees
Jun 4 - Jun 5
Hotel Dei Capitani

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (92 reviews)
Immerse yourself in Tuscan charm at this family-friendly hotel featuring its own winery. Enjoy complimentary breakfast before exploring nearby Chianti Sculpture Park and Meleto Castle. Return for a refreshing dip in the seasonal pool or unwind at the bar.
The price is $120
$136 total
includes taxes & fees
Jun 5 - Jun 6
Agriturismo San Sano

Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (206 reviews)
Peaceful sanctuary near Alta Val d'Elsa River Park with a stunning rooftop terrace and outdoor pool. Enjoy drinks at the poolside bar or unwind in the quiet atmosphere after a free breakfast. Near Le Caldane Thermal Baths with easy parking.
The price is $171
$192 total
includes taxes & fees
Jun 21 - Jun 22
Villa Sabolini

Hotel More Di Cuna

Hotel More Di Cuna
3.0 star property
Monteroni d'Arbia
9.0 out of 10, Wonderful, (32 reviews)
Step into this inviting Tuscan retreat offering a welcoming bar/lounge and café. A 14-minute walk from Monteroni D'Arbia Ponte A Tressa Station, the hotel provides free WiFi and parking while keeping you close to Siena Circuit and Pista Internazionale.
The price is $114
$131 total
includes taxes & fees
Jun 30 - Jul 1
Hotel More Di Cuna

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (41 reviews)
Nestled in Monteriggioni, this countryside hotel offers free breakfast, WiFi, and parking. The onsite restaurant and bar provide authentic flavors after exploring nearby Monteriggioni Castle or Lilliano Estate Winery, just a short drive from Badesse Station.
The price is $123
$142 total
includes taxes & fees
Jun 14 - Jun 15
Hotel Ristorante La Dama nella Vigna

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (537 reviews)
The price is $128
$150 total
includes taxes & fees
Jun 29 - Jun 30
La Certosa di Pontignano

Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (212 reviews)
Nestled in Castellina in Chianti, this B&B offers an attached winery and Italian cuisine at Osteria di Fonterutoli restaurant. Mazzei Winery sits nearby, with Walls of Monteriggioni just a short drive from this charming retreat.
The price is $226
$253 total
includes taxes & fees
Jun 15 - Jun 16
Castello di Fonterutoli Wine Resort
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.

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Frequently asked questions

What accommodations do travelers like in Pentolina?
Guests like Borgo Santo Pietro.
Can I book refundable hotels in Pentolina?
If you're looking for the flexibility to change your travel plans to Pentolina, most hotels offer refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.
What will the weather in Pentolina be like during my trip?
August and July are typically the warmest months in Pentolina when the average temp is 72°F. January and February are the coldest months when the average temperature is 44°F. November and October are the months with the most rain.
Why should I book my Pentolina hotel with Hotels.com?
There are lots of reasons to book your Pentolina trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.