The Best Hotels Closest to Rocca of Montestaffoli in San Gimignano - 2026 Updated Prices

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

Tomorrow

This weekend

Next weekend

Our top choices for Rocca of Montestaffoli hotels

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

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

฿3,044

฿3,536 total

includes taxes & fees

18 Oct - 19 Oct

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

A buffet setup with various food items and beverages, wooden crates, and a stone wall background.

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

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

2. Tenuta Sovestro - Agriturismo e Winery

1.7 km from Rocca of Montestaffoli

J MANUEL

฿5,125

฿5,825 total

includes taxes & fees

8 Nov - 9 Nov

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

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.

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

3. Palazzo Mari

San Gimignano City Centre, 0.3 km from Rocca of Montestaffoli

Stan

฿2,644

฿3,097 total

includes taxes & fees

19 Oct - 20 Oct

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

A man and a woman in a restaurant with a stone wall and a wooden table.

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

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

4. Hotel Sovestro

1.7 km from Rocca of Montestaffoli

Farzad

฿4,478

฿5,151 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

5. 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

฿3,890

฿4,467 total

includes taxes & fees

1 Nov - 2 Nov

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

6. Hotel Leon Bianco

San Gimignano City Centre, 0.2 km from Rocca of Montestaffoli

฿3,628

฿4,217 total

includes taxes & fees

1 Nov - 2 Nov

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

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

A hotel entrance with arched brick architecture and a sign reading "hotel bel soggiorno".

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

7. Hotel Bel Soggiorno

San Gimignano City Centre, 0.3 km from Rocca of Montestaffoli

Sheri

฿6,167

฿7,009 total

includes taxes & fees

26 Oct - 27 Oct

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 buffet table with various dishes and a bulletin board with photos and notes.

8. B&B Ponte a Nappo

1.2 km from Rocca of Montestaffoli

Madison

฿4,745

฿5,408 total

includes taxes & fees

1 Nov - 2 Nov

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

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

A stone building with a rustic garden, a hanging light fixture, and a gravel path.

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

9. il Casale del Cotone

2.3 km from Rocca of Montestaffoli

Mary

฿6,072

฿6,867 total

includes taxes & fees

2 Nov - 3 Nov

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

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

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

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

10. La Cisterna

San Gimignano City Centre, 0.2 km from Rocca of Montestaffoli

Kathy Ann

฿3,320

฿3,877 total

includes taxes & fees

7 Nov - 8 Nov

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

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

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

A breakfast setting with croissants, fruit salad, and a cup of coffee on a table.

11. Hotel L' Antico Pozzo San Gimignano

San Gimignano City Centre, 0.2 km from Rocca of Montestaffoli

Michael

฿3,348

฿3,908 total

includes taxes & fees

4 Nov - 5 Nov

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 dining table set with plates, cutlery, and glasses, surrounded by potted plants and a view of trees.

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

12. Hotel Le Colline

1.4 km from Rocca of Montestaffoli

Federico

฿3,230

฿3,779 total

includes taxes & fees

26 Oct - 27 Oct

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

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.

13. Palazzo al Torrione 2

San Gimignano City Centre, 0.3 km from Rocca of Montestaffoli

Angela

฿3,066

฿4,500 total

includes taxes & fees

7 Nov - 8 Nov

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 brick building with arched windows and a balcony.

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

14. B&B Palazzo Tortoli

San Gimignano City Centre, 0.2 km from Rocca of Montestaffoli

Harold

฿4,576

฿5,222 total

includes taxes & fees

18 Oct - 19 Oct

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

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

A stone-walled room with a large bathtub, wooden beams, and a view through a window.

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

15. La Collegiata

1.5 km from Rocca of Montestaffoli

Farzad

฿5,325

฿6,121 total

includes taxes & fees

30 Oct - 31 Oct

A dining table with a view of a pool and landscaped garden.

A garden area with potted plants, a red scooter, and a white umbrella.

A table set for breakfast with a scenic view of hills and trees.

A hotel with a swimming pool, outdoor seating, and a view of the surrounding town.

16. Relais Santa Chiara Hotel by Double Hospitality

0.8 km from Rocca of Montestaffoli

Ronaldo

฿3,501

฿4,114 total

includes taxes & fees

25 Oct - 26 Oct

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

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

A historic town with prominent medieval towers and a central building with arched windows.

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

17. La Casa di Ines

San Gimignano City Centre, 0.2 km from Rocca of Montestaffoli

Chrystal

฿2,491

฿2,928 total

includes taxes & fees

19 Oct - 20 Oct

A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

An aerial view of a swimming pool with a unique mosaic design, surrounded by lounge chairs and umbrellas.

A bar area with a glass display case containing various food items and a selection of bottles and glasses on shelves above.

A stone pathway leading to a building with a pergola.

18. Camping Boschetto Di Piemma

1.9 km from Rocca of Montestaffoli

Anonymous traveller

฿1,783

฿2,075 total

includes taxes & fees

18 Oct - 19 Oct

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

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 kitchen with a marble countertop, wooden beams, a chandelier, and a stove.

19. Palazzo al Torrione

San Gimignano City Centre, 0.3 km from Rocca of Montestaffoli

Louis

฿3,679

฿4,235 total

includes taxes & fees

8 Nov - 9 Nov

A pool area with lounge chairs and umbrellas, a view of a hilltop town with historic buildings.

A buffet table with various food items and a sign reading 'TORRELUCENT'.

A balcony with a table and chairs, a bucket with glasses, and a view of the landscape.

An aerial view of a residential property with multiple buildings, a swimming pool, and a well-maintained garden.

20. Cappuccina Country Resort

1.7 km from Rocca of Montestaffoli

tony

฿7,490

฿8,502 total

includes taxes & fees

17 Oct - 18 Oct

View all properties

Top Rocca of Montestaffoli Hotel Reviews

Hotel Sovestro

10/10 Excellent

"Well clean kept hotel by their staffs! Hotel has Michelin (guide) restaurant offering all meals from breakfast to dinning dinner that were tasted authentic Tuscany dishes with modern twists! The location was very well accessible to San Gimignano where we enjoyed visiting everyday during our stay. This hotel is a gem!"

Residenza d'Epoca Palazzo Buonaccorsi

10/10 Excellent

"If you want to experience San Gimignano at its best, you need to stay inside the walls. We thoroughly enjoyed staying in a historic house. The owner and her staff were so kind and helpful. They had great suggestions for restaurants, etc., and shared the history of the house. We hope to return and stay there again!"

Tenuta Sovestro - Agriturismo e Winery

10/10 Excellent

"We loved our stay! The winery is beautiful, and you can see the vineyards and cypress trees from your room. Beautiful views! The stay includes the best breakfast buffet in all of Italy with fresh food and coffee. The dinner restaurant is great for a cozy meal. The shuttle into town is very convenient if you don't want to walk uphill. The walk back to tenuto sovestro from town is gorgeous and enjoyable (all downhill.) We enjoyed the brief wine tasting and stories of what makes this winery special. Would definitely stay here again!"

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"

I Coppi

10/10 Excellent

"Great location. Very clean room. Excellent breakfast. Free parking even after check out.Thank you so much for your hospitality."

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"

Hotel L' Antico Pozzo San Gimignano

10/10 Excellent

"Very good location, clean rooms and bathrooms."

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.

See properties

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.

See properties

Fortress of Montestaffoli

8.6/10 (4 reviews)

You can learn about the history of San Gimignano when you stop by Fortress of Montestaffoli. Discover the area's beautiful countryside and wineries.

See properties

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 holiday in San Gimignano. Discover the area's beautiful countryside or seek out its local tours.

See properties

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.

See properties

Piazza Luigi Pecori

Learn about the local history of San Gimignano when you spend time at Piazza Luigi Pecori. Discover the countryside in this walkable area.

See properties

Museum of Sacred Art

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

See properties

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.

See properties

Frequently asked questions

What's the area like around Rocca of Montestaffoli?

Rocca of Montestaffoli is located in San Gimignano. Travellers like this historic area for its countryside. If you're looking for a convenient place to stay, take a look at the 160 hotels and other accommodation options you'll find within a mile.

What's the best place 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 traveller data, and this hotel offers a fitness centre and a bar. Other good choices within a short distance 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 accommodation options 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, most hotel room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you have a non-refundable reservation, you might be able to still cancel and be given a refund within a 24-hour period of booking. Plug in your dates, click on "Search", then filter by "fully refundable" to review the top deals on offer near Rocca of Montestaffoli.

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.

Search Hotels Near Rocca of Montestaffoli, San Gimignano

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Rocca of Montestaffoli hotels

1. Locanda Il Pino

2. Tenuta Sovestro - Agriturismo e Winery

3. Palazzo Mari

4. Hotel Sovestro

5. Agriturismo Il Casolare di Bucciano

6. Hotel Leon Bianco

7. Hotel Bel Soggiorno

8. B&B Ponte a Nappo

9. il Casale del Cotone

10. La Cisterna

11. Hotel L' Antico Pozzo San Gimignano

12. Hotel Le Colline

13. Palazzo al Torrione 2

14. B&B Palazzo Tortoli

15. La Collegiata

16. Relais Santa Chiara Hotel by Double Hospitality

17. La Casa di Ines

18. Camping Boschetto Di Piemma

19. Palazzo al Torrione

20. Cappuccina Country Resort

Top Rocca of Montestaffoli Hotel Reviews

Hotel Sovestro

Residenza d'Epoca Palazzo Buonaccorsi

Tenuta Sovestro - Agriturismo e Winery

Hotel Bel Soggiorno

Hotel Leon Bianco

La Cisterna

I Coppi

Locanda Il Pino

Hotel L' Antico Pozzo San Gimignano

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