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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21-36 out of 36 vacation homes
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Country house
5 adults
1 bedroom
2 beds
MapView on map2.4 mi from City Center
From   US$ 165 /nightSelect
  • Historical 11th-century building
  • Authentic Tuscan cooking classes
  • Private forest with vineyard views
Farm stay
3 adults
1 bedroom
2 beds
MapView on map2.4 mi from City Center
From   US$ 506 /nightSelect
  • Infinity pool with stunning vineyard views
  • On-site wine tastings with expert guidance
  • Adults-only atmosphere for tranquil retreats
  • 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
Country house
  • Swimming Pool
  • Bicycle Rental
  • Garden
From   US$ 162 /nightSelect
  • Refurbished colonial house with Tuscan charm
  • Outdoor swimming pool with scenic views
  • Bicycle rental for exploring Tuscany
  • Swimming Pool
  • BBQ Facilities
  • Fully Equipped Kitchenette
1600 yd from City Center1400 yd from San Gimignano 1300
From   US$ 116 /nightSelect
  • Self-catering apartments with rustic charm
  • Outdoor swimming pool and garden area
  • Wine and olive oil tastings available
  • Cooking School
  • Organic Farm
  • Outdoor Pool
2.1 mi from City Center
From   US$ 97 /nightSelect
  • Panoramic views of Chianti Hills
  • Cooking school and Tuscan meals
  • Organic farm shop with local products
1700 yd from City Center1600 yd from San Gimignano 1300
From   US$ 201 /nightSelect
Featuring a seasonal outdoor pool, the property offers historical accommodation in San Gimignano, 1400 metres from San Gimignano 1300.
  • Outdoor Pool
  • Restaurant
  • Cooking Classes
1.7 mi from City Center
From   US$ 263 /nightSelect
  • Tuscan cuisine with cooking classes available
  • Country-style apartments with scenic views
  • Seasonal outdoor swimming pool for relaxation
  • Outdoor pool
  • Children's playground
  • Wine tasting
2.8 mi from City Center
From   US$ 374 /nightSelect
  • Award-winning Chianti and Vernaccia wines
  • Rural setting with scenic vineyard views
  • Family-friendly outdoor playground area
Country house
  • Outdoor pool
  • Private entrance
  • Air conditioning
3.3 mi from City Center
From   US$ 217 /nightSelect
  • Pool with a view and city views
  • Self-catering kitchen in accommodations
  • Spacious garden with barbecue facilities
4.2 mi from City Center
From   US$ 95 /nightSelect
Boasting a sunbathing terrace and a tennis court, this countryside villa is 20 minutes' drive from iSculpture Gallery San Gimignano.
2.5 mi from City Center
From   US$ 185 /nightSelect
The property is 2.4 miles from San Gimignano Bell Tower and boasts views of garden as well as 10 rooms.
Farm stay
  • Outdoor pool
  • Free parking
  • Electric vehicle charging
1.8 mi from City Center
From   US$ 341 /nightSelect
  • Pool with a view
  • Historic building in a farm stay
  • Picnic area and barbecue
Country house
1.5 mi from City Center
From   US$ 122 /nightSelect
Museo Della Tortura is 1.7 miles from the Fattoria Di Fugnano and Church of Sant'Agostino is 1.6 miles away.
3.3 mi from City Center
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  • Private Pool
  • Table Tennis
  • Outdoor Dining
1.1 mi from City Center1.2 mi from Piazza Cisterna
From   US$ 715 /nightSelect
  • Private pool with garden views
  • Air-conditioned accommodations for comfort
  • Table tennis for guest entertainment
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