Montegabbro Hotels

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
31 Dec - 1 Jan
Tomorrow
1 Jan - 2 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Montegabbro hotels

Outdoor dining
Hotel Il Castello

Hotel Il Castello

Hotel Il Castello
Certaldo Alto
9.6 out of 10, Exceptional, (8)
Positioned near Certaldo Station, this hotel offers complimentary breakfast and WiFi while placing you moments from Museum of Sacred Art and Casa del Boccaccio. After sightseeing, unwind at the inviting bar.
"What a great little hotel! The town is rather small and not much shops like San Gimignano, but this hotel is clean, rooms are roomy and the garden dining is out of this world. Beautiful with views of the sunset and amazing food. One of my favorite. The town has several restaurants too and some good museums. "
United States
Thomas
The price is €134
includes taxes & fees
5 Jan - 6 Jan 2026
Hotel Il Castello
Exterior
Relais Poggio Borgoni

Relais Poggio Borgoni

Relais Poggio Borgoni
San Casciano in Val di Pesa
9.8 out of 10, Exceptional, (58)
Sip local wines at this charming countryside retreat between Florence and Chianti. The seasonal outdoor pool, hot tub, and Osteria del Poggio restaurant create a relaxing Italian escape. Free breakfast, WiFi and parking complement the attentive service.
"Very personal, kind & sympathatic Staff. The Place is gorgeous."
Switzerland
Nils
The price is €111
includes taxes & fees
11 Jan - 12 Jan 2026
Relais Poggio Borgoni
Exterior
Hotel Albergo Italia

Hotel Albergo Italia

Hotel Albergo Italia
2.0 star property
Poggibonsi
8.4 out of 10, Very good, (46)
Built in 1880, this Poggibonsi accommodation sits just 3 minutes from the train station. Explore nearby Fountain of Fate and Archeodromo attractions, then unwind with drinks at the cosy bar after your adventures.
"When I arrived the hotel was closed. I have had to sleep in the car"
United States
Martin
Hotel Albergo Italia
View from room
Hotel Ristorante Alcide

Hotel Ristorante Alcide

Hotel Ristorante Alcide
4.0 star property
Poggibonsi
8.0 out of 10, Very good, (480)
Savour regional specialities at Ristorante Alcide, just an 11-minute walk from Poggibonsi-San Gimignano Station. This hotel offers a welcoming bar, terrace, and room service, with Archeodromo di Poggibonsi and Fountain of Fate nearby.
"I highly recommended "
Canada
George
The price is €48
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Ristorante Alcide
Gazebo
Hotel Villa San Giorgio

Hotel Villa San Giorgio

Hotel Villa San Giorgio
3.0 star property
Poggibonsi
9.0 out of 10, Wonderful, (105)
Immerse in Poggibonsi's charm at this welcoming hotel featuring poolside dining at Villa Aurora restaurant. Enjoy the hot tub and children's pool after exploring nearby Castello di Monsanto. Just a 12-minute drive from the train station for Tuscan adventures.
"Loved the breakfast amazing !!! Such a beautiful place woujd love to go in summer and lay by the pool "
Australia
Kylie
The price is €64
includes taxes & fees
6 Jan - 7 Jan 2026
Hotel Villa San Giorgio
Seasonal outdoor pool, open 7 AM to 8:30 PM, pool umbrellas
Villa San Lucchese

Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (336)
Escape to this historic family-friendly hotel offering free breakfast and parking. Enjoy the seasonal outdoor pool and tennis courts, then unwind at the bar. Conveniently located near San Lucchese Convent and local Tuscan villages with train station access.
"Beautiful place Great service "
United States
patricia
Villa San Lucchese
Seasonal outdoor pool, open 8 AM to 8 PM, pool umbrellas, pool loungers
Tenuta Sant'Ilario

Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (33)
Escape to this Gambassi Terme affittacamere with Italian dining at Trattoria Toscana SIlario. Enjoy the seasonal outdoor pool with poolside bar or relax on the rooftop terrace with panoramic countryside vistas. Free WiFi and parking included.
"Amazing location and property! Owner and staff super nice! I am sure we will be back!"
Australia
Ilaria
Tenuta Sant'Ilario
2 outdoor pools, open 8:00 AM to 8:00 PM, pool umbrellas, pool loungers
Borgo san Benedetto

Borgo san Benedetto

Borgo san Benedetto
Montaione
9.4 out of 10, Exceptional, (50)
Immerse yourself in the Tuscan countryside at this colonial hotel with 2 sparkling outdoor pools and a seasonal swimming area. Enjoy regional specialities at Casa Masi restaurant, play tennis, or explore nearby Castelfalfi Golf Course and Castello di Coiano.
"Lovely grounds, beautiful apartment, grocery stores close by, great jumping off point for exploring Tuscany!"
United States
Suzana
Borgo san Benedetto
Local cuisine
Casale San Galgano

Casale San Galgano

Casale San Galgano
Chiusdino
10.0 out of 10, Exceptional, (20)
Tucked near the historic Abbazia di San Galgano, this rural retreat offers local cuisine at Antico Tempio. Unwind with massages, enjoy drinks at the bar, or relax on the terrace. Free WiFi and parking make exploring the scenic Tuscan countryside effortless.
"Peace and nature at its best"
United States
Jose Manuel
Casale San Galgano
Exterior
Hotel Torciano Vecchio Asilo

Hotel Torciano Vecchio Asilo

Hotel Torciano Vecchio Asilo
San Gimignano
9.6 out of 10, Exceptional, (54)
"Great boutique hotel in the middle of Tuscany. Wonderful views. The staff was very friendly and accommodating. We really loved the complimentary wine tasting at their nearby winery! We only wish their rooftop deck would’ve been open for even better views. The hotel and winery are family owned and it’s very clear that they value every guest!"
United States
Necola
Hotel Torciano Vecchio Asilo
Lobby lounge
ApartHotel Anghel

ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (335)
Immerse yourself in historic Siena from this convenient apartment, just a short drive from Piazza del Campo. The comfortable space offers a kitchenette, laundry facilities, and free WiFi, with Santa Maria della Scala nearby.
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is €62
includes taxes & fees
8 Jan - 9 Jan 2026
ApartHotel Anghel
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
Outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas, pool loungers
B&B Ponte a Nappo

B&B Ponte a Nappo

B&B Ponte a Nappo
San Gimignano
9.4 out of 10, Exceptional, (56)
This enchanting B&B offers a rooftop terrace with sweeping vistas, an outdoor pool with poolside bar, and free breakfast. Located in San Gimignano with easy access to local wineries and just 12 minutes from Poggibonsi Station.
"Beautiful private property with very comfortable suites with awesome views of San Gimignano and the breathtaking valley. Highly recommend, staff was very accommodating and friendly. "
United States
Mary
The price is €138
includes taxes & fees
1 Jan - 2 Jan 2026
B&B Ponte a Nappo
Seasonal outdoor pool, pool umbrellas, pool loungers
Fattoria di Corsignano

Fattoria di Corsignano

Fattoria di Corsignano
Castelnuovo Berardenga
9.2 out of 10, Wonderful, (28)
Located near a train station in Castelnuovo Berardenga, this charming farm stay offers Italian cuisine at its restaurant and wellness treatments. Unwind in the seasonal outdoor pool while kids splash in their own dedicated area, all within reach of Chianti Sculpture Park.
"Amazing stay at the wineyard. The service was outstanding, and the area and surroundings are beautiful. Highly recommended!"
Norway
Vegard
The price is €199
includes taxes & fees
6 Jan - 7 Jan 2026
Fattoria di Corsignano
Lounge
Four Points by Sheraton Siena

Four Points by Sheraton Siena

Four Points by Sheraton Siena
4.0 star property
Scacciapensieri
8.8 out of 10, Excellent, (579)
Steps from Siena Station, this hotel offers Italian cuisine at IL PALIO restaurant and a refreshing seasonal outdoor pool. Free breakfast, WiFi, and parking enhance your stay near Palasport Mens Sana and Siena Stadium.
"Comfortable rooms, excellent breakfast, lovely pool, and service!"
United States
Anonymous traveller
The price is €121
includes taxes & fees
6 Jan - 7 Jan 2026
Four Points by Sheraton Siena
Breakfast, lunch, dinner served; local cuisine, garden views
Hotel Le Renaie

Hotel Le Renaie

Hotel Le Renaie
3.0 star property
San Gimignano
8.6 out of 10, Excellent, (28)
Set near the train station in San Gimignano, this Tuscan hotel features a seasonal outdoor pool with a children's area. Enjoy local cuisine at Leonetto restaurant, plus free WiFi and parking. Archaeological Museum and Fortress of Montestaffoli are nearby.
"Das Hotel ist sehr schön ruhig gelegen, und von den vorderen Balkonen hat man einen tollen Ausblick auf die Berge. Das Frühstück hat eine gute Auswahl und war echt lecker. Leider ist das Haus sehr hellhörig und ich konnte nur mit Ohropax schlafen. "
Germany
Sabrina
The price is €143
includes taxes & fees
1 Jan - 2 Jan 2026
Hotel Le Renaie
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas
Torraccia di Chiusi

Torraccia di Chiusi

Torraccia di Chiusi
San Gimignano
10.0 out of 10, Exceptional, (97)
"A beautiful base for exploring Tuscany away from the crowds."
United States
Anthony
The price is €185
includes taxes & fees
2 Jan - 3 Jan 2026
Torraccia di Chiusi
Bar (on property)
Hotel La Vecchia Cartiera

Hotel La Vecchia Cartiera

Hotel La Vecchia Cartiera
3.0 star property
Colle di Val d'Elsa
8.4 out of 10, Very good, (203)
Immerse in Tuscan charm at this hotel featuring a restaurant serving local cuisine for lunch and dinner. Near Museo del Cristallo and Piazza Arnolfo di Cambio, with convenient amenities like free breakfast, WiFi, and room service. Unwind at the bar or terrace.
"The staff was very welcoming. Lovely quiet place. Close to a lot of good restaurants. "
Canada
Sheila
Hotel La Vecchia Cartiera
Terrace/patio
Hotel Ristorante Piccolo Chianti

Hotel Ristorante Piccolo Chianti

Hotel Ristorante Piccolo Chianti
3.0 star property
Acquacalda
8.6 out of 10, Excellent, (42)
Embrace the beauty of Tuscany at this family-friendly retreat near Siena Station. After enjoying the complimentary breakfast, relax in the garden or terrace before visiting nearby Casalvento's Wines. The hotel's bar and café offer perfect spots to unwind.
"Staff were wonderful. Offering to store our luggage if the room wasn’t ready early, and then letting us check in early. Since we had to miss breakfast the next day to leave for the airport, they prepared a massive plate of local breakfast treats and juice for us to enjoy in our room. "
Canada
Lavinia
Hotel Ristorante Piccolo Chianti
Front of property
Palace Hotel Due Ponti

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.2 out of 10, Very good, (51)
Set in a convenient location near historic attractions, this hotel offers a restaurant and bar/lounge where guests can relax. Free WiFi and parking enhance the stay, while Basilica di Santa Maria dei Servi is easily accessible.
"Nice place to stay. Fairly close to the medieval area. No need to worry about any ZTL issue. "
United States
joseph
Palace Hotel Due Ponti
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 Montegabbro Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Excellent service "
Vanessa 2-night trip
Posted 2 days ago
Grand Hotel Continental Siena – Starhotels Collezione

More cheap stays in Montegabbro

Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
The price is €81 per night from 7 Jan to 8 Jan
€81
7 Jan - 8 Jan 2026
includes taxes & fees
7.8/10 Good! (390 reviews)

Frequently asked questions

What's the best place for a stay in Montegabbro?
Located 15.4 mi (24.8 km) from the heart of Montegabbro, Hotel Athena is a top choice for your stay, based on our traveller data. Other good choices for your trip to the area are Palazzo Ravizza and Hotel Borgo di Cortefreda Relais. See all available top hotels, or vacation rentals in Montegabbro.
What are some of the best holiday rentals that Montegabbro has to offer?
Borgo Argiano: This holiday home rental outside of Montegabbro 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 Montegabbro.
If I need to cancel my hotel reservation in Montegabbro, will I receive a refund?
Yes! The majority of hotel bookings are fully refundable if cancelled prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a non-refundable reservation, you might be able to still cancel and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Montegabbro.
What is staying in Montegabbro like?
Travellers to Montegabbro will find plenty to explore and enjoy. In Montegabbro, there are 4 hotels and other accommodation options to choose from. Find out more about Montegabbro.
What are the top places to visit in Montegabbro?
Places to visit in the wider area include Sovestro in Poggio Winery, Museo del Cristallo di Colle di Val d'Elsa and Historical Torture Museum. You'll also find Piazza della Cisterna and Medieval Criminal and Torture Museum in the area. Take a look at what more there is to see and do in Expedia's Montegabbro guide.
What's the weather like in Montegabbro?
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 Montegabbro is 937 mm.

Explore a world of travel with Expedia