Top Vacation homes in San Gimignano

Find the Top Vacation homes in San Gimignano – 30+ Quality Options from Leading Providers

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22 Guests, 1 Room
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1-20 out of 36 vacation homes
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Farm stay
4 adults
2 bedrooms
3 beds
MapView on map2.2 mi from City Center
From   US$ 274 /nightSelect
  • Traditional Tuscan cuisine with house wines
  • Infinity pool with panoramic views
  • On-site olive oil and wine tastings
Farm stay
4 adults
1 bedroom
2 beds
MapView on map3.5 mi from City Center
From   US$ 185 /nightSelect
  • Organic wine and olive oil production
  • Infinity pool with vineyard views
  • Traditional Tuscan cooking classes
  • Outdoor Pool
  • Restaurant
  • Garden
1.5 mi from City Center
From   US$ 243 /nightSelect
  • Panoramic views of medieval towers
  • Traditional Tuscan cuisine restaurant
  • Outdoor swimming pool with a view
Country house
  • Outdoor Pool
  • On-site Restaurant
  • On-site Spa
From   US$ 153 /nightSelect
  • Seasonal outdoor swimming pool
  • On-site restaurant with local cuisine
  • On-site spa for relaxation
Farm stay
  • Outdoor Pool
  • On-site Restaurant
  • Sun Terrace
1.1 mi from City Center1.0 mi from Piazza Cisterna
From   US$ 144 /nightSelect
  • Outdoor swimming pool with sun terrace
  • On-site restaurant with fresh breakfast
  • Free shuttle service for convenience
Country house
  • Outdoor pool
  • Open-air bath
  • On-site dining
1.4 mi from City Center
From   US$ 368 /nightSelect
  • 17th-century farmhouse with Tuscan charm
  • Breathtaking views of rolling hills
  • Seasonal outdoor pool with sun loungers
  • Wine Tasting
  • Tuscan Restaurant
  • Outdoor Pool
2.4 mi from City Center
From   US$ 172 /nightSelect
  • Organic wines and olive oil production
  • Traditional Tuscan restaurant on-site
  • Seasonal outdoor swimming pool
Country house
  • Large pool
  • Mediterranean garden
  • On-site dining
2.6 mi from City Center
From   US$ 183 /nightSelect
  • 14th-century restored watermill charm
  • Extensive Mediterranean garden and pool
  • Culinary experiences with Tuscan dinners
Farm stay
  • Outdoor Pool
  • Garden Terrace
  • Wine Tasting
3.2 mi from City Center
From   US$ 137 /nightSelect
  • Olive oil, saffron, and wine production
  • Options for hiking and bike tours
  • Seasonal saltwater outdoor pool
  • Panoramic Pool
  • Cooking Classes
  • eBike Rental
1.7 mi from City Center
From   US$ 230 /nightSelect
  • Panoramic terrace dining with local cuisine
  • Elegant rooms with antique Tuscan decor
  • Cooking lessons with expert chef Paolo
  • On-site Spa
  • Seasonal Pool
  • Antique Furnishings
2.7 mi from City Center
From   US$ 237 /nightSelect
  • Breathtaking views of Tuscan countryside
  • Innovative local cuisine by chef Bruno Staccioli
  • Organic wines from estate's vineyards
10.0
Perfect1 review
2.3 mi from City Center
From   US$ 851 /nightSelect
Located 2.3 miles away from the center of San Gimignano, 160 m^2 villa offers accommodation with entertainment activities and barbeque grills.
  • Outdoor pool
  • Picnic area
  • Garden
1.0 mi from City Center1700 yd from Piazza Cisterna
From   US$ 167 /nightSelect
  • Historic building with vineyard views
  • Seasonal outdoor pool with views
  • Cycling and local cultural tours available
Country house
  • Outdoor Pool
  • Terrace Dining
  • Self-Catering
3.2 mi from City Center
From   US$ 133 /nightSelect
  • Authentic Tuscan farmhouse experience
  • Outdoor terrace dining with scenic views
  • Panoramic outdoor swimming pool
  • Infinity Pool
  • Cookery Classes
  • Bicycle Rentals
1.6 mi from City Center
From   US$ 314 /nightSelect
  • Cooking lessons with traditional recipes
  • Infinity pool with panoramic views
  • Free mountain bike rentals available
  • Seasonal pool
  • Family rooms
  • Private check-in
3.1 mi from City Center
From   US$ 139 /nightSelect
  • Seasonal outdoor pool with views
  • In-house restaurant with gluten-free options
  • Pet-friendly accommodations available
Farm stay
  • On-site Spa
  • Countryside Views
  • Flat-screen TVs
1500 yd from City Center1300 yd from San Gimignano 1300
From   US$ 131 /nightSelect
  • Relaxing on-site spa services
  • Spectacular views of the countryside
  • Flat-screen TVs in all rooms
  • Outdoor Dining
  • Garden
  • Seasonal Pool
1.5 mi from City Center
From   US$ 130 /nightSelect
  • Tuscan-style rustic rooms
  • On-site Vernaccia and Chianti production
  • Seasonal outdoor pool with views
Farm stay
  • Infinity Pool
  • Wine Bar
  • On-site Spa
2.4 mi from City Center
From   US$ 515 /nightSelect
  • Infinity pool with stunning vineyard views
  • On-site wine tastings with expert guidance
  • Adults-only atmosphere for tranquil retreats
Country house
  • Infinity Pool
  • On-site Restaurant
  • Private Terraces
1.0 mi from City Center1600 yd from San Gimignano 1300
From   US$ 427 /nightSelect
  • Authentic Tuscan cuisine and tasting menu
  • 7x14 meter swimming pool with Jacuzzi
  • Stunning views of San Gimignano
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