⭐ Top 10 Hotels Near Rocca of Montestaffoli for 2026

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

Next weekend

In two weeks

Our top choices for Rocca of Montestaffoli hotels

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

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

A modern walk-in closet with mirrored doors, built-in shelves, and a central mirror.

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

1. Duccio Nacci Rooms - guest house

San Gimignano City Centre, 0.3 km from Rocca of Montestaffoli

Tessa

S$169

includes taxes & fees

5 Oct - 6 Oct

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

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

2. Locanda Il Pino

San Gimignano City Centre, 0.2 km from Rocca of Montestaffoli

Thomas

S$137

includes taxes & fees

27 Sept - 28 Sept

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.

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

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

3. Hotel Sovestro

1.7 km from Rocca of Montestaffoli

Manuel

S$226

includes taxes & fees

25 Oct - 26 Oct

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

An aerial view of a vineyard with rows of grapevines, a large building with a swimming pool, and a distant hilltop town.

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.

4. 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

S$173

includes taxes & fees

8 Oct - 9 Oct

A stone building with a wooden door, a stone wall, and a wooden balcony.

A restaurant with a long table displaying purple flowers, framed landscape paintings on the walls, and stone walls.

An outdoor dining area with tables set for two, overlooking a pool and garden.

A traditional stone building with a tiled roof, surrounded by tall evergreen trees and a field of lavender.

5. Casanova di Pescille

2 km from Rocca of Montestaffoli

Alexander Cartaya

S$260

includes taxes & fees

19 Oct - 20 Oct

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

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

6. Hotel Leon Bianco

San Gimignano City Centre, 0.2 km from Rocca of Montestaffoli

CINTHIA ELAINE DE

S$189

includes taxes & fees

18 Oct - 19 Oct

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

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

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

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

7. B&B Ponte a Nappo

1.2 km from Rocca of Montestaffoli

Madison

S$224

includes taxes & fees

18 Oct - 19 Oct

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

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

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.

8. Hotel Bel Soggiorno

San Gimignano City Centre, 0.3 km from Rocca of Montestaffoli

Sheri

S$282

includes taxes & fees

11 Oct - 12 Oct

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

9. il Casale del Cotone

2.3 km from Rocca of Montestaffoli

Mary

S$391

includes taxes & fees

2 Oct - 3 Oct

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

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

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

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

john

S$142

includes taxes & fees

25 Oct - 26 Oct

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

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

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.

11. Hotel L' Antico Pozzo San Gimignano

San Gimignano City Centre, 0.2 km from Rocca of Montestaffoli

Michael

S$188

includes taxes & fees

4 Oct - 5 Oct

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

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

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.

12. Palazzo al Torrione 2

San Gimignano City Centre, 0.3 km from Rocca of Montestaffoli

Angela

S$194

includes taxes & fees

27 Sept - 28 Sept

An aerial view of a vineyard estate with terraced vineyards, a central building with multiple rooms, and a swimming pool.

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

A stone building with a stone wall and gate, a circular stone bench with a swing, and a view of the landscape.

A stone-walled building with a rustic appearance, surrounded by lush greenery and trees.

13. Hotel Pescille by Double Hospitality

2.5 km from Rocca of Montestaffoli

Tania

S$162

includes taxes & fees

7 Oct - 8 Oct

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

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

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.

14. Hotel Le Colline

1.4 km from Rocca of Montestaffoli

Federico

S$146

includes taxes & fees

25 Oct - 26 Oct

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

A modern living room with red chairs, a coffee table, and a staircase with a unique design.

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

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

15. Hotel Da Graziano

0.7 km from Rocca of Montestaffoli

KARYL

S$124

includes taxes & fees

16 Oct - 17 Oct

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

A bedroom with a bed, a lamp, a chandelier, and curtains.

16. Il Castagnolo Country B&B

2.8 km from Rocca of Montestaffoli

Allan

S$173

includes taxes & fees

30 Sept - 1 Oct

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

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

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

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

17. La Collegiata

1.5 km from Rocca of Montestaffoli

Derek

S$276

includes taxes & fees

25 Oct - 26 Oct

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

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

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

18. Palazzo al Torrione

San Gimignano City Centre, 0.3 km from Rocca of Montestaffoli

Louis

S$200

includes taxes & fees

29 Sept - 30 Sept

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

An aerial view of a resort with a swimming pool, tennis courts, and vineyard fields.

A stone pathway leading to a building with a pergola.

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

19. Camping Boschetto Di Piemma

1.9 km from Rocca of Montestaffoli

Anonymous traveller

S$73

includes taxes & fees

13 Oct - 14 Oct

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'.

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

A hotel room with a bed, a bedside table with a lamp, a small table with two glasses, and a chair.

20. Cappuccina Country Resort

1.7 km from Rocca of Montestaffoli

tony

S$304

includes taxes & fees

8 Oct - 9 Oct

View all properties

Top Rocca of Montestaffoli Hotel Reviews

La Cisterna

10/10 Excellent

"Such an amazing location, we chose the more expensive room with a view across the country side and it was definitely worth it. Easy to find in the middle of the main square"

Relais Santa Chiara Hotel by Double Hospitality

10/10 Excellent

"Was great, the people friendly and easy acces to Saint Gemiririano, parking perfect, good breakfast"

Residenza d'Epoca Palazzo Buonaccorsi

10/10 Excellent

"It was a unique experience staying in an old medieval building with a beautiful view of the towers of San Gimignano. The bathroom was a little small, but the room itself was quite spacious. I do wish the bedding had been a little cleaner. The host welcomed us warmly, and the town was absolutely beautiful. It is definitely a place I would love to visit again."

I Coppi

10/10 Excellent

"Picture post card view from everwhere. Breakfast was euthentic traditional fare with a few western additions. Relaxed walk to town. The view was the real Tuscany."

Hotel Bel Soggiorno

10/10 Excellent

"Nice ppl"

Locanda Il Pino

10/10 Excellent

"Walkable to the main plaza and bus stops, the property has its own restaurant. Breakfast was awesome. We enjoyed our stay and will definitely stay there again when we go back to San Gimigagno."

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."

Palazzo al Torrione 2

10/10 Excellent

"They were very helpful to me when I arrived. I difficulty accessing there messages to me. They put me at ease"

Hotel L' Antico Pozzo San Gimignano

8/10 Good

"The room was very neat and clean. The staff was friendly."

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 stone church with two prominent towers, surrounded by ancient ruins and a dense forest.

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 Torre Grossa, Casa e Torre Campatelli and Podesta's Palace are must-sees while exploring the area. Create some family memories at The SottoVico Garden and Ra-Ma snc.

Hotels near Rocca of Montestaffoli

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. Duccio Nacci Rooms - guest house

2. Locanda Il Pino

3. Hotel Sovestro

4. Agriturismo Il Casolare di Bucciano

5. Casanova di Pescille

6. Hotel Leon Bianco

7. B&B Ponte a Nappo

8. Hotel Bel Soggiorno

9. il Casale del Cotone

10. La Cisterna

11. Hotel L' Antico Pozzo San Gimignano

12. Palazzo al Torrione 2

13. Hotel Pescille by Double Hospitality

14. Hotel Le Colline

15. Hotel Da Graziano

16. Il Castagnolo Country B&B

17. La Collegiata

18. Palazzo al Torrione

19. Camping Boschetto Di Piemma

20. Cappuccina Country Resort

Top Rocca of Montestaffoli Hotel Reviews

La Cisterna

Relais Santa Chiara Hotel by Double Hospitality

Residenza d'Epoca Palazzo Buonaccorsi

I Coppi

Hotel Bel Soggiorno

Locanda Il Pino

Materia Rooms San Gimignano

Palazzo al Torrione 2

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