San Gimignano Accommodation

San Gimignano is probably one of the best known medieval villages of all Italy. Located in the wonderful countryside near Siena, the village is a vision of medieval perfection, a great art city with Etruscan origins, surrounded by beautiful vineyards and lovely Tuscan landscapes. The original skyline of its famous towers and defensive walls makes San Gimignano actually unique and extraordinary.

92 Properties found: All Accommodations in San Gimignano

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Villa VianciAdd to
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  • Rooms: 7
  • Sleeps: 14
  • Location: Poggibonsi (Countryside)

Villa Vianci is a family-run holiday villa rental between the hills of Chianti and the historic city of Siena. The beautiful garden offers a large pool, lots of space throughout the villa for up to 14 guests on holiday in Tuscany.

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Romitorio di SerelleAdd to
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  • Apartments: 15
  • Sleeps: 45
  • Location: Barberino Val d'Elsa (Countryside)
  • Daily price: From € 123 to € 330

The farmhouse is located in the heart of Chianti and offers 15 apartments furnished in traditional Tuscan style and provided with all of the main services and comforts. Large swimming pool and restaurant at guests' disposal.

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Tenuta MorianoAdd to
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  • Apartments: 10
  • Rooms: 18
  • Sleeps: 36
  • Location: Montespertoli (Countryside)
  • Daily price: From € 99 to € 349
  • Weekly price: From € 690 to € 2400

Immersed in the green hills of Chianti, this beautiful farmhouse offers spacious apartments equipped with all amenities. Guests can enjoy a beautiful pool, play area and guided tasting of the farm's excellent wines.

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Villa PiaggiaAdd to
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  • Rooms: 9
  • Sleeps: 20
  • Location: Montaione (Countryside)

Villa Piaggia, located in Montaione near San Gimignano, is an exclusive and elegant villa that can host up to 20 guests. The villa and its swimming pool is surrounded by a large park and vineyards, enjoying a beautiful view over the Tuscan countryside.

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Palazzo MalaspinaAdd to
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  • Rooms: 5
  • Sleeps: 10
  • Location: Tavarnelle Val di Pesa (Countryside)
  • Daily price: From € 80 to € 115

Elegant bed and breakfast in Chianti, located halfway between Florence and Siena. The B&B offers 5 comfortable double rooms, finely furnished and overlooking Chianti hills.

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Fattoria PogniAdd to
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  • Apartments: 8
  • Sleeps: 40
  • Location: Certaldo (Countryside)
  • Daily price: From € 106 to € 533
  • Weekly price: From € 650 to € 3200

The eco-sustainable vacation accommodations of this Wine Resort combine the beauty of the Tuscan landscape near Certaldo with delicious wine, modern luxuries, comfortable holiday apartments & a vacation villa rental for up to 10 persons.

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Villa di UlignanoAdd to
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  • Rooms: 15
  • Sleeps: 30
  • Location: Volterra (Countryside)
  • Weekly price: From € 10000 to € 16000

This large elegant villa near Volterra in the hills between Siena and San Gimignano is rented exclusively for up to 37 guests. A swimming pool and large garden make the villa an ideal setting for family gatherings, a vacation withe friends or a wedding.

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Villa FillinelleAdd to
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  • Apartments: 1
  • Rooms: 3
  • Sleeps: 12
  • Location: Tavarnelle Val di Pesa (Countryside)
  • Daily price: From € 180 to € 300

Lush gardens, charming decors & panoramic views. This prestigious medieval Villa has been totally restored for your holiday near Chianti & Florence. It offers two perfect solutions: 4 charming B&B rooms or the entire villa for a deluxe holiday.

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Villa LoghinoAdd to
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  • Apartments: 3
  • Rooms: 2
  • Sleeps: 12
  • Location: Volterra (Countryside)
  • Daily price: From € 180 to € 220
  • Weekly price: From € 575 to € 1225

Located near Volterra, the villa B&B surrounded by a spacious garden and nearby river offers delicious breakfasts and lots of quiet to recharge your body and mind away from your everyday routine.

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La Rocca di CispianoAdd to
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  • Apartments: 7
  • Sleeps: 30
  • Location: Castellina in Chianti (Countryside)
  • Daily price: From € 50 to € 230
  • Weekly price: From € 300 to € 1600

The La Rocca di Cispiano vacation rentals for families & couples, located only a short distance from Castellina in Chianti, boasts spectacular views of the family vineyard, beautiful gardens, panoramic pool and WiFi.

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Castello di CabbiavoliAdd to
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  • Apartments: 9
  • Sleeps: 45
  • Location: Castelfiorentino (Countryside)
  • Daily price: From € 110 to € 130
  • Weekly price: From € 490 to € 1050

Cabbiavoli, originally an ancient castle in Chianti, offers 9 apartments accommodating up to 6 guests each. The charming estate is located between Siena and Florence.

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Villa di CabbiavoliAdd to
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  • Sleeps: 12
  • Location: Castelfiorentino (Countryside)

An ancient castle sitting on the gentle hills of Chianti, finely restored and turned into a beautiful luxury villa perfect for 12 people. It offers a private, gorgeous outdoor pool and exclusive services to make your stay unforgettable.

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B&B del GiglioAdd to
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  • Apartments: 1
  • Rooms: 2
  • Sleeps: 4
  • Location: Tavarnelle Val di Pesa (City)
  • Daily price: From € 80 to € 120
  • Weekly price: From € 560 to € 840

Located in a lovely Chianti village, these accommodations offer a charming setting with 2 private rooms & en suite bathrooms featuring lovely views of the countryside. They can be used as B&B suites, or rent the entire apartment for up to 4 persons.

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Agriturismo La PieveAdd to
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  • Apartments: 3
  • Sleeps: 6
  • Location: Colle di Val d'Elsa (Countryside)
  • Daily price: From € 180 to € 220

There are 3 deluxe apartments at this farmhouse, characterized by their undisputable charme & delicious combination of tradition with the Italian flair for design. A place where adults go to enjoy a romantic & relaxing slice of Tuscany.

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Il CorbezzoloAdd to
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  • Sleeps: 4
  • Location: Gambassi Terme (Countryside)
  • Weekly price: From € 750 to € 980

A one bedroom private villa rental for vacation near San Gimignano and Chianti, promises tranquility, comfort & romantic Tuscan landscapes for your holiday. Perfect base also for a honeymoon.

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A Journey Back in Time

The historical center has incredibly preserved its medieval look, and in fact San Gimignano has been recognized as a UNESCO World Heritage Site. Vehicles are prohibited inside the town's walls, and this wonderfully contributes to its timeless feel; it's like taking a journey back in time to the Middle Ages!

In addition to the 15 medieval towers (72 in origin), you can admire the Palazzo del Popolo, and the Museo Civico and Pinacoteca displaying many beautiful paintings by Filippino Lippi and by Pinturicchio.

The suggestive and scenic open space of the lovely Piazza della Cisterna is characterized by the monumental well of the 13th century, and is surrounded by many beautiful ancient buildings. Among its many treasures, you shouldn't miss the delicious Vernaccia of San Gimignano, an intense scented white wine, well known all over the world, and the first to gain the DOC denomination. Finally, the intriguing and macabre Tortures Museum is surely worth a visit: medieval torture machines and instruments will literally make you shiver!


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