Find hotels in Castel San Gimignano from ¥8,058

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Our top choices for Castel San Gimignano hotels

Hotel Portavaldera

Hotel Portavaldera
3.0 star property
Peccioli
8.8 out of 10, Excellent, (42)
Surrounded by the beauty of Tuscany, this hotel offers Italian cuisine at Alla Valdera restaurant and relaxing garden views. Explore Teatro del Silenzio and Peccioli Prehistoric Park nearby, with free WiFi and parking for convenient travel.

"Great hotel "
United States
Clara
Hotel Portavaldera

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 ¥21,481
¥24,547 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Hotel Il Castello

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 ¥15,534
¥17,087 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hotel Villa San Giorgio

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 cozy 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

Hotel Toscana Ambassador

Hotel Toscana Ambassador
4.0 star property
Poggibonsi
8.2 out of 10, Very Good, (317)
This business-friendly hotel offers 24-hour room service with easy access to Poggibonsi-San Gimignano Station. Unwind at the bar or coffee shop after exploring nearby attractions like Archeodromo di Poggibonsi and Poggio Imperiale Fortress.

"Wonderful breakfast. Good location!"
Canada
Karen
The price is ¥10,529
¥11,582 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Hotel Toscana Ambassador

Hotel Ristorante Alcide

Hotel Ristorante Alcide
4.0 star property
Poggibonsi
8.0 out of 10, Very Good, (479)
Savor regional specialties 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 ¥7,325
¥8,058 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Hotel Ristorante Alcide

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 ¥17,873
¥20,394 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Relais Poggio Borgoni

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

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

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 specialties 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

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 ¥22,574
¥25,749 total
includes taxes & fees
Jan 2 - Jan 3, 2026
B&B Ponte a Nappo

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

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 ¥32,547
¥36,536 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Fattoria di Corsignano

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 ¥20,402
¥23,548 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hotel Le Renaie

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 ¥30,044
¥33,967 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Torraccia di Chiusi

Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
4.0 star property
Siena
9.8 out of 10, Exceptional, (186)
Discover serene luxury adjacent to a golf course in Siena, where an outdoor pool and tennis courts await. After activities, enjoy the bar or café. Located near Porta Romana with free breakfast, WiFi, and parking.

"The best in Siena."
Canada
David
The price is ¥87,848
¥97,184 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Hotel Certosa Di Maggiano

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 ¥10,262
¥12,022 total
includes taxes & fees
Jan 6 - Jan 7, 2026
ApartHotel Anghel

Cappuccina Country Resort

Cappuccina Country Resort
4.0 star property
San Gimignano
8.6 out of 10, Excellent, (92)
Situated near San Gimignano's archaeological treasures, this country resort features a seasonal outdoor pool with poolside bar and rooftop terrace views. Enjoy complimentary breakfast before exploring nearby attractions or dining at the onsite restaurant.

"Great stay. Very good experience. "
Canada
Vince
The price is ¥22,900
¥26,475 total
includes taxes & fees
Jan 16 - Jan 17, 2026
Cappuccina Country Resort

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 ¥17,574
¥20,065 total
includes taxes & fees
Jan 5 - Jan 6, 2026
La Certosa di Pontignano

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
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's the best place for a stay in Castel San Gimignano?
Located 16.5 mi (26.6 km) from the heart of Castel San Gimignano, Hotel Athena is a top choice for your stay based on our traveler data. Other good choices for your visit to the area are Borgo Grondaie and Palazzo Ravizza. See all available top hotels, or vacation rentals in Castel San Gimignano.
What are some of the best vacation home rentals in Castel San Gimignano?
Villa with large garden in the Chianti hills: This vacation home rental outside of Castel San Gimignano is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books. See all vacation rentals in Castel San Gimignano.
If I need to cancel my hotel reservation in Castel San Gimignano, will I receive a refund?
Yes, the majority of hotel room reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Castel San Gimignano.
Where can I learn more about changing or cancelling my trip to Castel San Gimignano?
For additional details about changing or cancelling your trip to Castel San Gimignano, click here.
What's the best LGBTQ-friendly hotel in Castel San Gimignano?
Tenuta Decimo is one of the top choices for those in the LGBT community. See all available hotels listed as LGBTQ-friendly in Castel San Gimignano.
What's the best pet-friendly hotel in Castel San Gimignano?
Le Volpaie is a top hotel for people traveling with their pets, and offers a seasonal outdoor pool and a bar/lounge for its human guests. Antico Borgo il Cardino is another good option for you and your pet. See more pet-friendly hotel accommodations in Castel San Gimignano.
What are some accommodations with pools in Castel San Gimignano?
Borgo Grondaie: Offers free self parking, a seasonal outdoor pool, and complimentary bicycles. Hotel Borgo di Cortefreda Relais and Hotel Borgo San Luigi are two additional hotels with an onsite pool. View all hotels with pools in Castel San Gimignano.
What's the best place to stay near Peretola Airport (FLR)?
Hotel Cosmopolitan is a popular 4-star hotel featuring free WiFi and a bar. It's located a short 0.7 mi (1.2 km) from Peretola Airport. Other good choices close to the airport are Best Western Plus CHC Florence and Hotel Mirage.
What's it like to stay in Castel San Gimignano?
Visitors can enjoy all that Castel San Gimignano has to offer including the coffeehouses, local tours, and wineries. This city also attracts tourists with its quaint and welcoming setting. In Castel San Gimignano, there are 10 hotels and other accommodations to choose from. Find out more about Castel San Gimignano.
What is there to see in Castel San Gimignano?
Places to visit in the wider area include Sovestro in Poggio Winery, Historical Torture Museum, and Piazza della Cisterna. You'll also find Vernaccia di San Gimignano Wine Museum and San Gimignano Communal Palace in the area. Check out what more to see and do in Expedia's Castel San Gimignano guide.
What's the weather like in Castel San Gimignano?
The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Castel San Gimignano is 37 inches.

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