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

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Our top choices for Fortress 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.

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

1. Locanda Il Pino

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

Thomas

AED 327

AED 380 total

includes taxes & fees

29 Oct - 30 Oct

A table with a bottle of wine, two glasses, and a plate of food on a balcony overlooking a historic cityscape.

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

A reception sign for a taste and shop, surrounded by greenery and a gravel path leading to buildings.

A breakfast buffet with various food items, a pitcher, cups, and a view of the outdoors.

2. Tenuta Guardastelle

1.6 km from Fortress of Montestaffoli

Sarah

AED 906

AED 1,017 total

includes taxes & fees

10 Oct - 11 Oct

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

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

3. Duccio Nacci Rooms - guest house

San Gimignano City Centre, 0.3 km from Fortress of Montestaffoli

Tessa

AED 487

AED 556 total

includes taxes & fees

4 Oct - 5 Oct

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

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

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

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

4. Tenuta Sovestro - Agriturismo e Winery

1.7 km from Fortress of Montestaffoli

J MANUEL

AED 601

AED 681 total

includes taxes & fees

1 Nov - 2 Nov

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 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 Fortress 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

AED 427

AED 491 total

includes taxes & fees

1 Nov - 2 Nov

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

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

6. Hotel Sovestro

1.7 km from Fortress of Montestaffoli

Manuel

AED 509

AED 585 total

includes taxes & fees

2 Nov - 3 Nov

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

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

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

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

7. Casanova di Pescille

2 km from Fortress of Montestaffoli

Alexander Cartaya

AED 651

AED 737 total

includes taxes & fees

19 Oct - 20 Oct

A bedroom with a bed, a desk with a chair, a window with a view, and a painting on the wall.

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

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

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

8. Hotel Leon Bianco

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

CINTHIA ELAINE DE

AED 399

AED 463 total

includes taxes & fees

1 Nov - 2 Nov

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.

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

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

9. B&B Ponte a Nappo

1.2 km from Fortress of Montestaffoli

Madison

AED 559

AED 636 total

includes taxes & fees

23 Oct - 24 Oct

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

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

10. Hotel Bel Soggiorno

San Gimignano City Centre, 0.3 km from Fortress of Montestaffoli

Sheri

AED 651

AED 740 total

includes taxes & fees

2 Nov - 3 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 landscaped garden with a fountain, stone pathways, and a view of distant hills during twilight.

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

11. il Casale del Cotone

2.3 km from Fortress of Montestaffoli

Mary

AED 636

AED 720 total

includes taxes & fees

31 Oct - 1 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 historic square with stone buildings, a central fountain, and a tower.

A hotel room with a bed, a desk, a chair, a TV, and a balcony with a view.

12. La Cisterna

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

john

AED 382

AED 445 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

13. Hotel Le Colline

1.4 km from Fortress of Montestaffoli

Federico

AED 355

AED 415 total

includes taxes & fees

12 Oct - 13 Oct

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

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

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.

14. Hotel L' Antico Pozzo San Gimignano

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

Michael

AED 448

AED 518 total

includes taxes & fees

2 Nov - 3 Nov

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

15. Palazzo al Torrione 2

San Gimignano City Centre, 0.3 km from Fortress of Montestaffoli

Angela

AED 388

AED 550 total

includes taxes & fees

4 Oct - 5 Oct

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

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

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.

16. B&B Palazzo Tortoli

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

Harold

AED 478

AED 546 total

includes taxes & fees

20 Oct - 21 Oct

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

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.

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

17. La Collegiata

1.5 km from Fortress of Montestaffoli

Johanne Kristine

AED 605

AED 695 total

includes taxes & fees

8 Oct - 9 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 fountain surrounded by a stone wall, with trees and shrubs in the background.

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

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

18. Hotel Da Graziano

0.7 km from Fortress of Montestaffoli

KARYL

AED 300

AED 355 total

includes taxes & fees

18 Oct - 19 Oct

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

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

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

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

19. Il Castagnolo Country B&B

2.8 km from Fortress of Montestaffoli

Allan

AED 428

AED 491 total

includes taxes & fees

4 Oct - 5 Oct

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

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.

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

20. La Casa di Ines

San Gimignano City Centre, 0.2 km from Fortress of Montestaffoli

Chrystal

AED 186

AED 225 total

includes taxes & fees

19 Oct - 20 Oct

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Top Fortress of Montestaffoli Hotel Reviews

Hotel Leon Bianco

10/10 Excellent

"Muy lindo hotel, bien mantenido, con excelente ubicación en la plaza principal de San Giminiano. Dejamos el auto estacionado en un parking a unos 400 metros e ingresamos caminando, ya que es zona de tráfico limitado. Desayuno muy rico y casero. Soy celíaca y me ofrecieron variedad de panes y budines sin gluten."

Hotel L' Antico Pozzo San Gimignano

10/10 Excellent

"Very good location, clean rooms and bathrooms."

Relais Santa Chiara Hotel by Double Hospitality

8/10 Good

"This was a good one night stay and a perfect walk to town."

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."

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."

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"

San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service

10/10 Excellent

"Everything was as shown in the listing. The bathroom was small but functional. Sadly there was no AC in the room, but in fairness it was not in the listing."

Other attractions near Fortress of Montestaffoli

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

Piazza delle Erbe

9.4/10 (21 reviews)

You can find out about the history of San Gimignano with a trip to Piazza delle Erbe. Discover the area's beautiful countryside and wineries.

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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.

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Rocca of Montestaffoli

After visiting Rocca of Montestaffoli, make a plan to see the other sights and activities in San Gimignano. Discover the countryside in this walkable area.

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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 Fortress of Montestaffoli?

Fortress of Montestaffoli is located in a historic area of San Gimignano known for its its beautiful countryside and array of wineries. If you're looking for a convenient place to stay, check out the 158 hotels and other accommodations you'll find within a mile.

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

Adjacent to Fortress 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 within a short distance include La Cisterna and Hotel L' Antico Pozzo San Gimignano.

How many hotels can I expect to find close to Fortress of Montestaffoli?

Expedia has 158 hotels and other accommodations within a mile from Fortress of Montestaffoli.

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

Yes, you'll find most hotel reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your check-in date. If your reservation is non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of your booking. Add your dates and click on "Search", then use the "fully refundable" filter to review the best deals available near Fortress of Montestaffoli.

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

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

What can I see and do near Fortress of Montestaffoli?

Vernaccia di San Gimignano Wine Museum, San Gimignano Communal Palace, and Medieval Criminal and Torture Museum feature captivating exhibits. Casa e Torre Campatelli, Podesta's Palace, and Torre Grossa are notable landmarks to explore if you're in the area. Create some family memories at The SottoVico Garden and Ra-Ma snc.

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Poggibonsi Vacations

Find hotels near Fortress of Montestaffoli, San Gimignano from AED 225

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Our top choices for Fortress of Montestaffoli hotels

1. Locanda Il Pino

2. Tenuta Guardastelle

3. Duccio Nacci Rooms - guest house

4. Tenuta Sovestro - Agriturismo e Winery

5. Agriturismo Il Casolare di Bucciano

6. Hotel Sovestro

7. Casanova di Pescille

8. Hotel Leon Bianco

9. B&B Ponte a Nappo

10. Hotel Bel Soggiorno

11. il Casale del Cotone

12. La Cisterna

13. Hotel Le Colline

14. Hotel L' Antico Pozzo San Gimignano

15. Palazzo al Torrione 2

16. B&B Palazzo Tortoli

17. La Collegiata

18. Hotel Da Graziano

19. Il Castagnolo Country B&B

20. La Casa di Ines

Top Fortress of Montestaffoli Hotel Reviews

Hotel Leon Bianco

Hotel L' Antico Pozzo San Gimignano

Relais Santa Chiara Hotel by Double Hospitality

Residenza d'Epoca Palazzo Buonaccorsi

Hotel Bel Soggiorno

Locanda Il Pino

Materia Rooms San Gimignano

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

San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service

Other attractions near Fortress of Montestaffoli

Piazza delle Erbe

San Gimignano Communal Palace

Rocca of Montestaffoli

Vernaccia di San Gimignano Wine Museum

Ornithological Museum

Piazza Luigi Pecori

Museum of Sacred Art

Podesta's Palace

Frequently asked questions

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