The Best Hotels Closest to Rocca of Montestaffoli in San Gimignano for 2026

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Our top choices for Rocca of Montestaffoli hotels

An outdoor café with tables and chairs, a whiteboard, and a door with a sign.

A warmly lit street with a building featuring arched doorways and a sign above the entrance.

A restaurant with stone walls, framed artwork, and tables set for dining.

A cozy interior with a dining area, striped chairs, a rug, and a painting on the wall.

1. Locanda Il Pino

San Gimignano City Centre, 0.2 km from Rocca of Montestaffoli

Thomas

￥14,306

￥16,620 total

includes taxes & fees

Oct 16 - Oct 17

A stone building with a swimming pool, outdoor seating, and a waterfall feature.

A well-lit outdoor area with a stone building, tall trees, and a pathway leading to the entrance.

A gravel driveway leading to a stone building with a garden and tall trees.

A rustic stone building with a wooden ceiling and a view of a vineyard.

2. Tenuta Sovestro - Agriturismo e Winery

1.7 km from Rocca of Montestaffoli

J MANUEL

￥21,676

￥24,727 total

includes taxes & fees

Nov 15 - Nov 16

A bedroom with a bed, bedside table, lamp, and a desk with a chair.

A small, modern room with a desk, chair, and a framed picture of lemons on the wall.

A walk-in closet with hanging space and shelves, featuring a mirror and a blue object on the upper shelf.

A glass-top table with a decorative base, a vase with flowers, and a staircase in the background.

3. Duccio Nacci Rooms - guest house

San Gimignano City Centre, 0.3 km from Rocca of Montestaffoli

Tessa

￥16,533

￥19,069 total

includes taxes & fees

Oct 17 - Oct 18

A neatly made bed with a tablet, two lamps, and towels on a floral-patterned bedspread.

A living room with a sofa, a coffee table, and a television.

A compact kitchen with a dining area, featuring a microwave, sink, and a small refrigerator.

A small outdoor seating area with a round table and chairs, surrounded by metal railings.

4. Palazzo Mari

San Gimignano City Centre, 0.3 km from Rocca of Montestaffoli

Stan

￥11,682

￥13,733 total

includes taxes & fees

Oct 25 - Oct 26

A pool area with lounge chairs and umbrellas, surrounded by greenery and buildings.

A restaurant interior with wooden furniture, wine bottles, and glasses on the table.

A table set outdoors with wine glasses and cutlery, surrounded by greenery and trees.

An aerial view of a vineyard estate with terraced fields, a swimming pool, and a curved building with a tiled roof.

5. Hotel Sovestro

1.7 km from Rocca of Montestaffoli

Farzad

￥21,046

￥24,211 total

includes taxes & fees

Nov 1 - Nov 2

A swimming pool with lounge chairs and a view of a hill with buildings.

A stone building with a terrace, outdoor seating, and a view of rolling hills.

A view from a window overlooking a rural landscape with rolling hills and vineyards.

A cozy dining area with a wooden table and chairs, a sofa, and a fireplace.

6. Agriturismo Il Casolare di Bucciano

2.1 km from Rocca of Montestaffoli

"The views and quality of this agriturismo is simply outstanding. Peaceful and surreal, the view of San Gimigano are amazing. We had a wonderful time. Breakfast options could have been more varied for vegetarians and the staff member who greeted us on arrival could have been a little more welcoming! All other members of staff were outstanding. Did their best to accommodate us, including cooking special egg free dishes! Gratzie!"

Satnam

￥18,281

￥20,992 total

includes taxes & fees

Nov 1 - Nov 2

An outdoor dining area with tables and chairs, a stone wall, and a tree with green leaves.

A gym with treadmills, weight machines, and free weights.

A desk with a book titled 'The Ancestors' Tale' by Richard Dawkins, a magazine, a pen, and a pair of glasses.

A reception desk with a curved design, a framed painting above it, a potted plant to the right, and a window with curtains.

7. Hotel Leon Bianco

San Gimignano City Centre, 0.2 km from Rocca of Montestaffoli

CINTHIA ELAINE DE

￥15,688

￥18,317 total

includes taxes & fees

Nov 1 - Nov 2

An outdoor dining area with tables set for two, overlooking a scenic landscape with mountains and trees.

A hotel room with a large bed, a desk with two chairs, a ceiling fan, and a TV mounted on the wall.

A balcony with a table, a lamp, and a vase of flowers, overlooking a scenic landscape.

A modern room with a large window, a bed, a desk, and a wardrobe.

8. Hotel Bel Soggiorno

San Gimignano City Centre, 0.3 km from Rocca of Montestaffoli

Sheri

￥26,375

￥30,073 total

includes taxes & fees

Nov 2 - Nov 3

A historic square with a central fountain, surrounded by stone buildings with arched windows and a prominent tower.

A historic square with stone buildings, a central fountain, and a tower.

A lobby with a reception desk, a staircase, and seating areas.

A table set for dining with a view of a vineyard.

9. La Cisterna

San Gimignano City Centre, 0.2 km from Rocca of Montestaffoli

Kathy Ann

￥14,354

￥16,849 total

includes taxes & fees

Nov 7 - Nov 8

A view from a window overlooking a pool, greenery, and a distant building.

An outdoor patio with wicker furniture, a stone table, and a potted plant.

A pool area with a stone building, two umbrellas, and a statue.

A bedroom with a large window overlooking a garden and a distant view of a hill with buildings.

10. B&B Ponte a Nappo

1.2 km from Rocca of Montestaffoli

Madison

￥22,390

￥25,516 total

includes taxes & fees

Oct 27 - Oct 28

A historic street with a hotel entrance featuring an arched doorway and potted plants.

An outdoor dining area with stone walls, potted plants, and a table set for two.

A cozy bar area with brick arches, white leather chairs, and a bar counter stocked with bottles.

A bedroom with a bed, a desk with a chair, a fireplace, and a window with a view of buildings.

11. Hotel L' Antico Pozzo San Gimignano

San Gimignano City Centre, 0.2 km from Rocca of Montestaffoli

Michael

￥15,736

￥18,370 total

includes taxes & fees

Nov 4 - Nov 5

A stone building with a tiled roof, surrounded by well-maintained gardens and vineyards.

A restaurant with multiple tables and chairs, a wall decorated with plates, and a buffet area with food items.

A landscaped garden with a fountain, stone pathways, and a view of distant hills during twilight.

A pool area with lounge chairs and a view of the countryside.

12. il Casale del Cotone

2.3 km from Rocca of Montestaffoli

Mary

￥31,162

￥35,162 total

includes taxes & fees

Nov 1 - Nov 2

A swimming pool with lounge chairs and umbrellas, a building with a balcony, and a stone pathway.

A vineyard estate with terraced fields, a central building with a swimming pool, and a road leading through the property.

A bedroom with a bed, a nightstand, a vase with dried plants, and a wall mural of a landscape.

A table set for two with a floral centerpiece, surrounded by chairs, in a garden setting.

13. Hotel Le Colline

1.4 km from Rocca of Montestaffoli

Federico

￥15,182

￥17,760 total

includes taxes & fees

Nov 1 - Nov 2

An open wooden door leading to an outdoor patio with a table and chairs.

A kitchen with a sink, stove, and cabinets, a dining area with a bench and chairs, and a chandelier.

A yellow building with multiple windows and doors, featuring a sign with directional information.

A dining area with wooden tables, chairs, a chandelier, and a kitchen in the background.

14. Palazzo al Torrione 2

San Gimignano City Centre, 0.3 km from Rocca of Montestaffoli

Angela

￥14,411

￥21,151 total

includes taxes & fees

Nov 7 - Nov 8

A view from a window overlooking a rural landscape with fields and a distant mountain range.

A traditional room with a large bed, a wooden desk, and a stone wall.

A cozy room with a stone fireplace, a round table with chairs, and a colorful striped sofa.

A kitchen with a large island, a dining area with a table and chairs, and a view through arched windows.

15. B&B Palazzo Tortoli

San Gimignano City Centre, 0.2 km from Rocca of Montestaffoli

Harold

￥20,296

￥23,212 total

includes taxes & fees

Oct 20 - Oct 21

A table set for dining with a view of a hilltop town.

A swimming pool with lounge chairs and umbrellas, surrounded by greenery.

A view through a window of a well-maintained garden with neatly trimmed hedges and tall trees.

A stone-walled room with a hot tub, wooden beams, and a view of the outdoors.

16. La Collegiata

1.5 km from Rocca of Montestaffoli

Farzad

￥24,025

￥27,663 total

includes taxes & fees

Oct 30 - Oct 31

A stone building with a swimming pool, outdoor seating, and trees.

A view through a window of a stone wall with two towers, one with a pointed roof and the other with a rounded top.

A restaurant with a brick floor, white furniture, and a chalkboard menu.

A stone building with a tiled roof, outdoor seating area with lounge chairs, and a gravel path.

17. Il Castagnolo Country B&B

2.8 km from Rocca of Montestaffoli

Allan

￥18,305

￥21,019 total

includes taxes & fees

Oct 20 - Oct 21

A woman seated on a striped sofa with a cushion, under a canopy with string lights, surrounded by greenery and a brick wall.

A buffet table with a pie, cereal, and fruits.

A fountain surrounded by a stone wall, with trees and shrubs in the background.

A modern hotel lobby with red seating, a kitchen area, and a staircase leading to an upper floor.

18. Hotel Da Graziano

0.7 km from Rocca of Montestaffoli

KARYL

￥14,186

￥16,665 total

includes taxes & fees

Oct 25 - Oct 26

A narrow street lined with stone buildings, outdoor seating, and a few people walking.

A modern living room with a beige sofa, a desk with a vase of flowers, and a closed door.

A yellow building with a wooden double door, potted plants, and a signboard with directional information.

A hotel room with a large bed, bedside lamps, a wooden ceiling beam, and a window with shutters.

19. La Casa di Ines

San Gimignano City Centre, 0.2 km from Rocca of Montestaffoli

Chrystal

￥10,887

￥12,859 total

includes taxes & fees

Oct 20 - Oct 21

A dining area with a chandelier, a chef in a white jacket, and a red tablecloth.

A man in a suit standing next to a chair in a room with a chandelier, a potted plant, and a painting on the wall.

A bedroom with a bed, bedside tables, a dresser, a window with curtains, a ceiling with exposed beams, and a wall with framed pictures.

A wooden double door with a plaque, a metal decorative arch, and a mailbox on the right.

20. Palazzo al Torrione

San Gimignano City Centre, 0.3 km from Rocca of Montestaffoli

Louis

￥16,171

￥18,671 total

includes taxes & fees

Nov 3 - Nov 4

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Top Rocca of Montestaffoli Hotel Reviews

Hotel Bel Soggiorno

10/10 Excellent

"Simple old school charm in great location. Definitely try to get the rooms with the terrace as the views are all you can ask for Under the Tuscan Sun. Staff was very friendly and helpful."

Hotel Leon Bianco

8/10 Good

"This hotel was right in the main square, which was nice, and it was the only one of 5 that we stayed in on this trip that included breakfast, which was very nice, but the room felt dated. I mean, the town IS from the 13th century, so gees, what can I expect, but I expected the room to be a little nicer. I have a feeling we got a lesser room because we booked through Expedia, because I saw a few other rooms in my brother's travel group who booked directly with the hotel and theirs were much nicer. Also, do know that the walk from the P2 recommended parking to the hotel is quite an uphill, so bring small luggage!"

La Cisterna

10/10 Excellent

"The room was clean & staff at the desk was helpful with eating choices & travel options to other communities"

Panoramic apartment Il Borgo Antico in the city centre

10/10 Excellent

"This place is a rare hidden treasure in the historic town. Right next to the cathedral, you cannot find a better location. The host is very friendly and helpful. We throughly enjoyed our stay and recommend others with hesitation."

Locanda Il Pino

8/10 Good

"The room was clean and had a private bathroom. The water from the shower took a while to heat up and occasionally got cool while showering. But the bed was comfortable. The location was perfect and was private and peaceful. It was in the centre but not too close to the main square. The staff were very helpful and friendly. Thanks"

Relais Santa Chiara Hotel by Double Hospitality

10/10 Excellent

"I wanna thank the amazing staff, they were all super nice and attentive , the Hotel is AMAZING, it makes you feel like you are home, the view is just out of this world. I would without a doubt stay there every time visiting San Geminiano. PS: Parking was easy and Breakfast was 5 stars.."

Hotel L' Antico Pozzo San Gimignano

10/10 Excellent

"Very good location, clean rooms and bathrooms."

Materia Rooms San Gimignano

10/10 Excellent

"Fantastic all around experience. The rooms were beautiful and clean and this unique mix of rustic modern Italian styling. Located right in the heart of the old city made it very easy to walk everywhere. The service was fantastic, I was able to message the team and within a minute I got the help and had my questions answered. I’d definitely stay there again."

San Gimignano in the heart of town, Historical Palace Buonaccorsi XIII century

10/10 Excellent

"The property is a 12 th century palace near the center of town and close to the city gate. It has been gradually renovated since the late 20th century with many aspects left intact from earlier days. The owner is very proud of her family's home, and she welcomes you into the shared living room and courtyard. We had the top floor w 4 bedrooms and bathrooms dated to an earlier elegant period. There were many steps to carry your luggage ( no elevators), but it was very exciting to stay in such an ancient palace. The staff was very accommodating. They helped arrange taxis to go to our truffle hunt that was recommended. Laundry means sending it out for a hefty price. There are no air conditioners, but there are fans and wide windows with working shutters overlooking the quaint streets, some with views of the countryside in the distance. With some imagination, It felt as if you were transported to an earlier time. The rooms were clean, beds were comfortable. There was an option for breakfast. We enjoyed our stay here"

Other attractions near Rocca of Montestaffoli

A historic stone building with tall towers and a bell tower.

Piazza delle Erbe

9.4/10 (21 reviews)

Watch the world go by and admire San Gimignano’s medieval architecture from the comfort of a café terrace at this central square.

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A historic town with medieval towers and terraced vineyards.

San Gimignano Communal Palace

9.4/10 (150 reviews)

You can browse the exhibits at San Gimignano Communal Palace, a museum with a storied past, during your trip to San Gimignano. Discover the area's beautiful countryside, or seek out its local tours.

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Fortress of Montestaffoli

8.6/10 (4 reviews)

You can learn about the history of San Gimignano with a trip to Fortress of Montestaffoli. Discover the area's beautiful countryside and wineries.

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Vernaccia di San Gimignano Wine Museum

9.2/10 (15 reviews)

You can browse the exhibits at Vernaccia di San Gimignano Wine Museum, a museum with a storied past, during your travels to San Gimignano. Discover the area's beautiful countryside, or seek out its local tours.

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Ornithological Museum

You can study the exhibits at Ornithological Museum, a museum with a storied past, during your trip to San Gimignano. Discover the area's beautiful countryside and wineries.

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Piazza Luigi Pecori

Learn about the local history of San Gimignano when you take a trip to Piazza Luigi Pecori. Discover the countryside in this walkable area.

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Museum of Sacred Art

You can study the exhibits at Museum of Sacred Art, a museum with a storied past, during your travels to San Gimignano. Discover the area's beautiful countryside and wineries.

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Podesta's Palace

9.6/10 (13 reviews)

You can find out about the history of San Gimignano with a visit to Podesta's Palace. Discover the area's beautiful countryside and wineries.

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Frequently asked questions

What's the area like around Rocca of Montestaffoli?

Rocca of Montestaffoli is located in San Gimignano. Travelers like this historic area for its countryside. If you're looking for a convenient place to stay, check out the 160 hotels and other accommodations you'll find within a mile.

What's the best hotel to stay near Rocca of Montestaffoli?

Adjacent to Rocca of Montestaffoli, Hotel Leon Bianco is one of the top choices for your stay based on our traveler data, and this hotel offers a fitness center and a bar. Other good choices close by include La Cisterna and Hotel L' Antico Pozzo San Gimignano.

How many hotels will I be able to find near Rocca of Montestaffoli?

Expedia has 160 hotels and other accommodations within a mile from Rocca of Montestaffoli.

If I need to cancel the hotel reservation for my stay near Rocca of Montestaffoli, will I receive a refund?

Yes, you'll find most hotel room reservations are fully refundable if cancelled before the hotel's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within 24 hours of booking. Add your dates and click on "Search", then you can use the "fully refundable" filter to view the top deals on offer near Rocca of Montestaffoli.

Where can I learn more about changing or cancelling my trip in the area near Rocca of Montestaffoli?

For more information about rescheduling or cancelling your stay near Rocca of Montestaffoli, go to https://www.expedia.com/service/.

What can I see and do near Rocca of Montestaffoli?

You'll want to browse the collections at Vernaccia di San Gimignano Wine Museum, San Gimignano Communal Palace, and Medieval Criminal and Torture Museum. Sights like Casa e Torre Campatelli, Podesta's Palace, and Torre Grossa are must-sees while exploring the area. Create some family memories at The SottoVico Garden and Ra-Ma snc.

Find hotels near Rocca of Montestaffoli, San Gimignano from ￥12,859

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Our top choices for Rocca of Montestaffoli hotels

1. Locanda Il Pino

2. Tenuta Sovestro - Agriturismo e Winery

3. Duccio Nacci Rooms - guest house

4. Palazzo Mari

5. Hotel Sovestro

6. Agriturismo Il Casolare di Bucciano

7. Hotel Leon Bianco

8. Hotel Bel Soggiorno

9. La Cisterna

10. B&B Ponte a Nappo

11. Hotel L' Antico Pozzo San Gimignano

12. il Casale del Cotone

13. Hotel Le Colline

14. Palazzo al Torrione 2

15. B&B Palazzo Tortoli

16. La Collegiata

17. Il Castagnolo Country B&B

18. Hotel Da Graziano

19. La Casa di Ines

20. Palazzo al Torrione

Top Rocca of Montestaffoli Hotel Reviews

Hotel Bel Soggiorno

Hotel Leon Bianco

La Cisterna

Panoramic apartment Il Borgo Antico in the city centre

Locanda Il Pino

Relais Santa Chiara Hotel by Double Hospitality

Hotel L' Antico Pozzo San Gimignano

Materia Rooms San Gimignano

San Gimignano in the heart of town, Historical Palace Buonaccorsi XIII century

Other attractions near Rocca of Montestaffoli

Piazza delle Erbe

San Gimignano Communal Palace

Fortress of Montestaffoli

Vernaccia di San Gimignano Wine Museum

Ornithological Museum

Piazza Luigi Pecori

Museum of Sacred Art

Podesta's Palace

Frequently asked questions