A narrow street with stone buildings, Italian flags, and a shop with ceramic plates.

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Check availability on San Gimignano Luxury Hotels

Tonight
12 Oct - 13 Oct
Tomorrow
13 Oct - 14 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for San Gimignano luxury hotels

A modern interior with a bar area, pendant lighting, and a vase with flowers on a counter.
An outdoor seating area with a table, two sofas, and an umbrella.
A spacious living area with a fireplace, comfortable seating, and an arched doorway.
A dining area with a table set for two, overlooking a vineyard.

1. Tenuta Bartoli

Tenuta Bartoli
San Gimignano
S$610
includes taxes & fees
13 Oct - 14 Oct
Tenuta Bartoli
A glass table with two wine glasses and a lantern on a patio with potted plants and a view of the city skyline at dusk.
A two-story building with a yellow facade, arched windows, and a garden with various plants and flowers.
A spacious living room with a high ceiling, stone walls, a wooden floor, a sofa, a coffee table, and a dog lying on the floor.
A rustic dining area with a stone fireplace, wooden beams, and a long table set for dining.

2. Agriturismo Il Segreto di Pietrafitta

Agriturismo Il Segreto di Pietrafitta
San Gimignano
S$375
includes taxes & fees
24 Oct - 25 Oct
Agriturismo Il Segreto di Pietrafitta
A stone building with an arched entrance, ivy-covered walls, and potted plants.
A cozy kitchen with a wooden bench, a dining table, and a view of a garden through arched windows.
A cozy room with a glass door leading to a pool area, a wooden bench, and a table with glasses and a bottle.
A room with a stone floor, a sofa, a chair, and a bookshelf.

3. Mormoraia

Mormoraia
San Gimignano
S$396
includes taxes & fees
20 Oct - 21 Oct
Mormoraia
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.

4. il Casale del Cotone

il Casale del Cotone
San Gimignano
  • Tuscan B&B offers luxury with rooftop pool views, Italian Frette linens, and a serene garden retreat.
S$228
includes taxes & fees
1 Nov - 2 Nov
il Casale del Cotone
A cozy living room with large windows, a dining area, and a kitchen.
An arched doorway leading to a courtyard with stone flooring, potted plants, and a building with a tiled roof.
An outdoor dining area with wicker furniture, a table set for two, and a view of a mountainous landscape.
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with tall trees in the background.

5. Torraccia di Chiusi

Torraccia di Chiusi
San Gimignano
S$265
includes taxes & fees
13 Oct - 14 Oct
Torraccia di Chiusi
An outdoor courtyard with stone walls, arched doorways, and potted plants.
A pool with a view of a vineyard and hills.
A view of a traditional brick building with arched doorways and wooden shutters.
A courtyard with a hanging planter, potted plants, and a brick wall.

6. Residenza d'Epoca Palazzo Buonaccorsi

Residenza d'Epoca Palazzo Buonaccorsi
San Gimignano City Centre
S$128
includes taxes & fees
14 Oct - 15 Oct
Residenza d'Epoca Palazzo Buonaccorsi
A spacious interior with high arched ceilings, stone walls, and a central round mirror reflecting the room. Tables and chairs are arranged for dining or socializing.
An outdoor dining area with a long table set for a meal, surrounded by chairs, and string lights overhead.
A resort with a swimming pool, terraced gardens, and a view of rolling hills.
A garden with tall cypress trees, a variety of shrubs, and a stone pathway.

7. COMO Castello Del Nero

COMO Castello Del Nero
Tavarnelle Val di Pesa
  • Renaissance luxury flourishes at this Italian countryside hotel offering a full-service spa, tennis courts, and Michelin-star dining.
S$1,044
includes taxes & fees
11 Nov - 12 Nov
COMO Castello Del Nero
A hotel with a pool, outdoor seating, and a mountainous backdrop.
An aerial view of a large estate with a central building surrounded by manicured gardens, a swimming pool, and a fountain.
A cozy living room with a stone wall, wooden beams, a sofa, a coffee table, and a view through open doors.
A bedroom with a stone archway, a bed, a chair, a table, and a window with curtains.

8. Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany
Casole d'Elsa
  • Tuscany's historic castello elevates luxury with a sprawling spa, outdoor pool, and 3 fine restaurants in idyllic rural surroundings.
S$1,344
includes taxes & fees
10 Nov - 11 Nov
Castello di Casole, A Belmond Hotel, Tuscany
A person performing a yoga pose on a wooden deck with a view of a landscape.
A person in a pool with water jets, surrounded by a natural landscape and mountains in the background.
A spacious interior with arched brick ceilings, a central dining area, and a cozy seating arrangement.
A modern hotel lobby with a reflective floor, arched seating areas, and a central column.

9. Castelfalfi

Castelfalfi
Montaione
  • Tuscany's wine country grandeur unfolds at this luxury hotel featuring an attached winery, spa with hot stone massages, and 5 restaurants.
S$1,148
includes taxes & fees
10 Nov - 11 Nov
Castelfalfi
A covered outdoor dining area with a table set for four, overlooking a scenic landscape with hills and a body of water.
A swimming pool with clear water, surrounded by stone walls and lush greenery, overlooking a scenic landscape.
A stone building with a tiled roof, a gravel path leading to a wooden archway, and a sign reading "LA FONTE".
A round bar area with a central light fixture and a variety of bottles and glasses.

10. Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany
Volterra
  • Tuscany farm stay where luxury meets nature with a full-service spa, 2 outdoor pools, and fine dining in the picturesque countryside.
S$717
includes taxes & fees
22 Oct - 23 Oct
Borgo Pignano Volterra Tuscany
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Top San Gimignano Hotel Reviews

Hotel L' Antico Pozzo San Gimignano

Hotel L' Antico Pozzo San Gimignano

10/10 Excellent
"Very good location, clean rooms and bathrooms."
Meeta 1-night trip
Posted 13 days ago
Hotel L' Antico Pozzo San Gimignano
il Casale del Cotone

il Casale del Cotone

10/10 Excellent
"Beautiful location in Tuscany. The breakfasts were very good, and the owner cooked meals for the guests on several evenings. While the building in naturally old, it was charming, a real taste of Tuscan living. We were there during the unusual heat wave that Europe experienced in June 2026, and like many places in Europe, the AC was not very powerful, but we managed. he swimming pool is beautiful and the surrounding gardens and areas were top-notch. We would stay there again if we get back to this area."
Brian 4-night trip
Posted 1 month ago
il Casale del Cotone

Frequently asked questions

Are you searching for a great accommodation for your luxury holiday in San Gimignano?
Travel to Peretola Airport (FLR) Airport and then treat yourself to a stay at one of 9 San Gimignano luxury hotels. During your visit, you might want to enjoy the lovely views which San Gimignano is known for.
What's the best luxury accommodation option in San Gimignano?
Il Casale del Cotone is a luxury B&B with a seasonal outdoor pool and a rooftop terrace, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Mormoraia and Torraccia di Chiusi are two other upscale options for your holiday.
How many luxury hotels will I find in San Gimignano?
Lie in the lap of luxury during your getaway to San Gimignano in one of Expedia's 9 luxury hotels.
When can I expect good weather in San Gimignano?
Planning for the weather is an important factor for making your trip to San Gimignano a success, especially when you're splurging. The hottest months are usually August and July, with an average temperature of 23°C, while the coldest months are January and February, with an average of 7°C. Average annual precipitation for San Gimignano is 1067 mm.
What's there to see and do in San Gimignano?
Enjoy San Gimignano with a stop at Piazza della Cisterna, San Gimignano Communal Palace and Piazza Duomo. If you have a little extra time during your trip, you might want to check out Podesta's Palace and Medieval Criminal and Torture Museum.

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