Top Holiday rentals in San Gimignano

Find the Top Holiday rentals in San Gimignano – 20+ Quality Options from Leading Providers

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22 Guests, 1 Room
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1-20 out of 25 holiday rentals
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3 adults
1 bedroom
2 beds
MapView on map2.5 km from City Centre
From   US$ 243 /nightSelect
  • Traditional Tuscan farmhouse experience
  • Panoramic views of medieval towers
  • On-site restaurant serving Tuscan dishes
Farm stay
4 adults
2 bedrooms
3 beds
MapView on map3.6 km from City Centre
From   US$ 274 /nightSelect
  • Traditional Tuscan cuisine with own wines
  • Infinity pool with panoramic views
  • Spa with Turkish bath and massages
Country house
  • Outdoor pool
  • On-site spa
  • Family activities
2.3 km from City Centre
From   US$ 344 /nightSelect
  • 17th-century renovated farmhouse charm
  • Surrounded by vineyards and olive groves
  • Outdoor swimming pool with scenic views
Country house
  • Mediterranean Garden
  • Swimming Pool
  • Boutique Accommodations
4.2 km from City Centre
From   US$ 242 /nightSelect
  • 14th-century restored watermill hotel
  • Extensive Mediterranean garden with pool
  • Daily buffet breakfast with local products
Farm stay
  • Swimming Pool
  • On-site Restaurant
  • Free Shuttle
1.8 km from City Centre1.6 km from Piazza Cisterna
From   US$ 144 /nightSelect
  • Outdoor swimming pool with sun loungers
  • On-site restaurant with buffet options
  • Free shuttle service for guests
  • Panoramic Pool
  • Cooking Lessons
  • eBike Rental
2.7 km from City Centre
From   US$ 230 /nightSelect
  • Tuscan cooking lessons with local chef
  • Panoramic swimming pool with stunning views
  • Elegant rooms with handcrafted furniture
  • Organic winery
  • Tuscan restaurant
  • Outdoor pool
3.9 km from City Centre
From   US$ 164 /nightSelect
  • Organic wine production and tasting tours
  • Tuscan restaurant with advance booking only
  • Seasonal outdoor pool with panoramic views
Farm stay
  • Infinity Pool
  • Tasting Room
  • Private Church
3.9 km from City Centre
From   US$ 515 /nightSelect
  • Vineyard-overlook rooms with medieval style
  • Private wine tasting experiences available
  • Infinity pool with stunning countryside views
Farm stay
  • Outdoor Pool
  • Garden Terrace
  • Bike Rentals
5.1 km from City Centre
From   US$ 137 /nightSelect
  • Vineyard tours and wine tastings
  • Olive oil and saffron production
  • Seasonal saltwater pool
  • Outdoor pool
  • Cozy restaurant
  • On-site spa
4.3 km from City Centre
From   US$ 237 /nightSelect
  • Innovatively traditional local cuisine
  • Scenic views of Tuscany's rolling hills
  • Organic wines crafted on-site
  • Infinity Pool
  • Mountain Bikes
  • Cooking Classes
2.6 km from City Centre
From   US$ 314 /nightSelect
  • Private cooking lessons with local chef
  • Breath-taking views of San Gimignano
  • Electric vehicle charging available
Farm stay
  • Infinity Pool
  • Organic Farm
  • Cooking Classes
5.6 km from City Centre
From   US$ 185 /nightSelect
  • Organic farm with wine and olive oil
  • Infinity pool with vineyard views
  • Authentic Tuscan cooking classes
Farm stay
4.2 km from City Centre
From   US$ 211 /nightSelect
Located 4.5 km from Piazza della Cisterna, this villa offers 7 rooms.
  • Outdoor Pool
  • Cooking Classes
  • Restaurant
2.8 km from City Centre
From   US$ 349 /nightSelect
  • Traditional Tuscan cuisine restaurant
  • Cooking classes available onsite
  • Seasonal outdoor swimming pool
Country house
  • Private Forest
  • Cooking Workshops
  • Open-Air Spa
3.9 km from City Centre
From   US$ 165 /nightSelect
  • 12th-century historical residence
  • Medieval village atmosphere
  • Tuscan cooking workshops available
Country house
  • Outdoor pool
  • Garden
  • Spa services
2.1 km from City Centre
From   US$ 142 /nightSelect
  • Outdoor swimming pool with views
  • Rustic-style rooms with garden access
  • On-site spa services available
  • Outdoor Pool
  • Picnic Area
  • Air Conditioning
1.7 km from City Centre1.5 km from Piazza Cisterna
From   US$ 167 /nightSelect
  • Historic building with beautiful vineyard views
  • Scenic outdoor picnic and garden area
  • Seasonal outdoor pool with sun loungers
  • Outdoor pool
  • BBQ facilities
  • Garden views
3.4 km from City Centre
From   US$ 977 /nightSelect
  • Yoga classes and outdoor spaces
  • Scenic pool with view
  • Facilities for disabled guests
Country house
  • Outdoor pool
  • Bicycle rentals
  • Large garden
From   US$ 162 /nightSelect
  • Colonial house with Tuscan architecture
  • Large garden with outdoor pool
  • Free parking and bicycle rentals
Country house
  • Outdoor pool
  • Family rooms
  • Private terrace
2.6 km from City Centre
From   US$ 114 /nightSelect
  • Year-round outdoor swimming pool
  • Family-friendly outdoor play area
  • Italian breakfast with fresh pastries
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