A historic square with stone buildings, a prominent tower, and outdoor seating areas.

B&B in San Gimignano

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B&B in San Gimignano

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

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

$91

$106 total

includes taxes & fees

Oct 19 - Oct 20

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 living room with a sofa, coffee table, and framed pictures on the wall.

2. Palazzo Mari

San Gimignano City Centre

$79

$93 total

includes taxes & fees

Oct 19 - Oct 20

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

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

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.

3. Palazzo al Torrione

San Gimignano City Centre

$110

$127 total

includes taxes & fees

Nov 8 - Nov 9

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

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

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.

4. B&B Ponte a Nappo

San Gimignano

$142

$161 total

includes taxes & fees

Oct 27 - Oct 28

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

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

5. il Casale del Cotone

San Gimignano

$181

$205 total

includes taxes & fees

Nov 2 - Nov 3

A bedroom with a stone wall, a bed with white linens, a staircase, and a ceiling light fixture.

A winery entrance with a sign, a wooden barrel, and a gate.

A compact kitchen with a black countertop, white cabinets, and a wooden dining table.

A hallway with a textured wall, a framed botanical illustration, and a door leading to another room.

6. Il Podere Orto

San Gimignano

$116

$134 total

includes taxes & fees

Nov 1 - Nov 2

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

A stone building with a tiled roof, a small attached structure, and a well-maintained garden with flowers and shrubs.

A cozy living room with a fireplace, a comfortable sofa, a wooden coffee table, and a bookshelf.

A pool area with lounge chairs and umbrellas, surrounded by stone walls and greenery, with a view of distant hills.

7. Il Defizio

Gambassi Terme

$124

$140 total

includes taxes & fees

Oct 23 - Oct 24

A courtyard with a stone building featuring green shutters, surrounded by a lush green landscape and trees.

A rustic room with a stone wall, a wooden desk, a chair, a bed, and a small table with food.

A dining area with stone walls, wooden beams, and a chandelier. Tables are set with white tablecloths and tea sets.

A stone building with a large archway, a tree in the foreground, and outdoor seating.

8. Arnolfo B&B

Colle di Val d'Elsa

$87

$98 total

includes taxes & fees

Nov 2 - Nov 3

A wooden chair and table with a bottle and wine glass.

A circular pond with a wooden fence, surrounded by well-maintained bushes and trees.

A hotel room with a wooden desk, a television, two beds, and a large window with curtains.

A historic building with a clock tower, surrounded by trees and a stone wall.

9. B&B Poggiobonizio

Poggibonsi

$66

$77 total

includes taxes & fees

Oct 19 - Oct 20

A bed with grey linens, two pillows, and a woven blanket.

A hallway with wooden flooring, a radiator, a black door, and a ceiling light.

A wooden door with a green metal gate in front, and a house number plaque on the wall.

A dining area with round tables and chairs, a window with blinds, and a potted plant on the windowsill.

10. L'Una Dimora

Certaldo

$87

$98 total

includes taxes & fees

Oct 18 - Oct 19

A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.

An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

An interior corridor with arches, columns, and a brick wall.

A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.

11. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

$85

$102 total

includes taxes & fees

Nov 2 - Nov 3

A table with a bottle of wine, two glasses, a lamp, and a potted plant by a window with floral curtains.

A stone building with a garden, a bench, and a covered area.

A cozy room with a wooden ceiling, a sofa, a chair, a cabinet, and a window with curtains.

A stone building with a wooden door and window, potted plants, and a metal lantern.

12. La Canonica di San Michele

Monteriggioni

$102

$117 total

includes taxes & fees

Oct 20 - Oct 21

A modern bedroom with a curved bed, a large mirror, and a jungle-themed mural.

A stone building with a wooden door and windows, a sign with the number 34, and a small outdoor area with a potted plant.

A modern kitchen with a herringbone floor, a dining area with a black chair, and a window with a view.

13. San Sebastiano Suite & Luxury

Colle di Val d'Elsa

$78

$88 total

includes taxes & fees

Oct 29 - Oct 30

A narrow stone pathway leading to a rustic building with a wooden door and a window.

A cozy living room with a striped sofa, a wooden coffee table, and a bookshelf.

A stone building with wooden shutters, a bench, and hanging purple flowers.

A cozy living room with a fireplace, wooden beams, and comfortable seating.

14. Castello di Fonterutoli Wine Resort

Castellina in Chianti

$183

$206 total

includes taxes & fees

Nov 15 - Nov 16

A bedroom with a bed, a desk, and a chair. There is a door leading to another room and a window with curtains.

A dining table with multiple bowls and plates, set against a wall with a window and wooden shutters.

A dining area with a table, chairs, a lamp, and framed artwork on the wall.

A building entrance with a door, a window with shutters, and a gravel pathway.

15. Palazzo delle Erbe

Village of Casole d'Elsa

$100

$112 total

includes taxes & fees

Nov 9 - Nov 10

A building with a central entrance, flanked by two columns, leading to a door with a small porch area.

An outdoor dining area with tables and chairs, a large umbrella, and a building with green shutters.

A wooden staircase leading to an upper floor, flanked by wooden doors with metal handles.

A bench in a garden with lavender plants.

16. Villa della Certosa

Gambassi Terme

$101

$114 total

includes taxes & fees

Oct 19 - Oct 20

An outdoor patio with tables and chairs, string lights, and hanging glass globes.

A dining table set with various dishes, utensils, and a fruit bowl.

A room with a wooden door, a white chair, and a window with curtains.

A bedroom with a large bed, a wooden ceiling, a wardrobe, and a desk with a lamp.

17. Bed & Breakfast Le Terrazze del Chianti

Tavarnelle Val di Pesa

$101

$116 total

includes taxes & fees

Oct 25 - Oct 26

An outdoor dining area with wicker furniture, a table set with croissants, a bowl of fruit, and a glass of orange juice.

A neatly arranged hotel room with a large bed, bedside lamps, a mirror, and framed pictures on the wall.

A dining table with cups, plates, and a croissant, set against a window with curtains.

A church interior with wooden pews, a wooden altar, and a large painting on the wall.

18. Il Chiostro del Carmine

Siena Historical Center

$74

$86 total

includes taxes & fees

Nov 13 - Nov 14

A table set for two with a wine glass, a bowl of nuts, and a glass of water.

A dining table with a variety of food and drinks, a vase with flowers, and a view of an outdoor patio with chairs and umbrellas.

A room with two yellow sofas, a wooden floor, a large painting, a chandelier, and a patterned rug.

A hallway with a wooden floor, a painting on the wall, and a vase with flowers on a table.

19. Relais degli Angeli

Siena City Centre

$137

$155 total

includes taxes & fees

Nov 17 - Nov 18

An outdoor dining area with a table and chairs, surrounded by greenery and a view of a building in the background.

A two-story building with a balcony, a staircase, and a gated entrance.

A living room with a sofa, a cabinet, and two wall-mounted lamps.

A bedroom with a stone wall, a TV, a chandelier, a bed, a nightstand, and a window with curtains.

20. Chiantirooms Guesthouse

Greve in Chianti

$97

$111 total

includes taxes & fees

Nov 3 - Nov 4

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Top neighborhoods in San Gimignano

San Gimignano City Centre

A historic square with a prominent tower, stone buildings, outdoor seating, and people walking.

Two tall stone towers with arched windows and a clear blue sky.

A historic square with medieval buildings, including a prominent tower and arches.

A historic building with a tall tower and arched windows.

San Gimignano City Centre

San Gimignano's San Gimignano City Centre neighborhood has a host of places to visit such as Piazza delle Erbe and Piazza Duomo.

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Top landmarks in San Gimignano

Piazza della Cisterna

9.4/10 (327 reviews)

If you're planning a bit of sightseeing head to Piazza della Cisterna— just one of the monuments in San Gimignano City Centre.

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A historic stone building with a tall tower and arched windows.

Piazza Duomo

9.4/10 (295 reviews)

If you're planning a bit of sightseeing head to Piazza Duomo— just one of the monuments in San Gimignano City Centre.

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A historic town with medieval towers and terraced vineyards.

San Gimignano Communal Palace

9.4/10 (150 reviews)

San Gimignano Communal Palace is just one of the attractions in San Gimignano City Centre, San Gimignano so you might want to stop by during your trip. If you want to experience more of the culture San Gimignano has to offer, head to Piazza Duomo, Piazza delle Erbe, and Vernaccia di San Gimignano Wine Museum.

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

Piazza delle Erbe

9.4/10 (21 reviews)

If you're planning a bit of sightseeing head to Piazza delle Erbe— just one of the monuments in San Gimignano City Centre.

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Tenuta Torciano Winery

9.2/10 (40 reviews)

Travelers might want a tour of Tenuta Torciano Winery, just one of the places to visit, and located 0.5 mi (0.8 km) from central Ulignano.

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Vernaccia di San Gimignano Wine Museum

9.2/10 (15 reviews)

If museums are on your list of things to see, you might want to browse the collections at Vernaccia di San Gimignano Wine Museum in San Gimignano City Centre. If you want to see more of the museums in San Gimignano, you can easily walk to San Gimignano Communal Palace or Medieval Criminal and Torture Museum.

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Sovestro in Poggio Winery

9.2/10 (18 reviews)

Travelers might want a tour of Sovestro in Poggio Winery, just one of the places to visit, and located 0.9 mi (1.5 km) from central San Gimignano.

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Torre Grossa

9.8/10 (71 reviews)

If you're planning a bit of sightseeing head to Torre Grossa— just one of the monuments in San Gimignano City Centre.

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Learn more about San Gimignano

Notable for its wineries, San Gimignano features attractions such as Piazza della Cisterna and San Gimignano Communal Palace. This historical city has something for everyone including sights like Piazza Duomo and Podesta's Palace within a rural setting.

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About the destination

Spend time appreciating the historic sites, and checking out the wine tasting in San Gimignano. Learn about the local heritage of San Gimignano at landmarks like San Gimignano Communal Palace and Podesta's Palace. While you're in town, don't miss a chance to see sights like Piazza della Cisterna and Piazza Duomo.