Top Vacation rentals in San Gimignano

Find the Top Vacation rentals 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 rentals
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8.6
Great143 reviews
3 adults
1 bedroom
2 beds
MapView on map1.5 mi from City Center
From   US$ 129 /nightSelect
  • Tuscan-style rustic rooms
  • On-site Vernaccia and Chianti production
  • Seasonal outdoor pool with views
Farm stay
8.4
Great80 reviews
3 adults
1 bedroom
2 beds
MapView on map2.4 mi from City Center
From   US$ 467 /nightSelect
  • Infinity pool with stunning vineyard views
  • On-site wine tastings with expert guidance
  • Adults-only atmosphere for tranquil retreats
Farm stay
2.6 mi from City Center
From   US$ 335 /nightSelect
Located 4.5 km from Piazza della Cisterna, this villa offers 7 rooms.
8.6
Great51 reviews
  • Swimming Pool
  • BBQ Facilities
  • Fully Equipped Kitchenette
1600 yd from City Center1300 yd from Il Duomo Collegiata
From   US$ 116 /nightSelect
  • Self-catering apartments with rustic charm
  • Outdoor swimming pool and garden area
  • Wine and olive oil tastings available
8.8
Great105 reviews
  • 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
Country house
8.6
Great68 reviews
  • Large pool
  • Mediterranean garden
  • On-site dining
2.6 mi from City Center
From   US$ 360 /nightSelect
  • 14th-century restored watermill charm
  • Extensive Mediterranean garden and pool
  • Culinary experiences with Tuscan dinners
Country house
8.4
Great163 reviews
  • 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
8.6
Great83 reviews
4.2 mi from City Center
From   US$ 240 /nightSelect
Located relatively near Tuscan Hills, the Tenuta Decimo - Villa Dini features a swimming pool and 10 rooms plus it is within 3.9 miles of iSculpture Gallery San Gimignano.
8.4
Great18 reviews
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.
7.4
Very good9 reviews
  • 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
8.6
Great40 reviews
  • Outdoor pool
  • Children's playground
  • Wine tasting
2.8 mi from City Center
From   US$ 278 /nightSelect
  • Award-winning Chianti and Vernaccia wines
  • Rural setting with scenic vineyard views
  • Family-friendly outdoor playground area
Farm stay
8.4
Great25 reviews
  • Outdoor pool
  • Free parking
  • Electric vehicle charging
1.8 mi from City Center
From   US$ 375 /nightSelect
  • Pool with a view
  • Historic building in a farm stay
  • Picnic area and barbecue
Country house
9.2
Perfect1 review
  • Outdoor pool
  • Private entrance
  • Air conditioning
3.3 mi from City Center
From   US$ 279 /nightSelect
  • Pool with a view and city views
  • Self-catering kitchen in accommodations
  • Spacious garden with barbecue facilities
7.8
Very good19 reviews
2.5 mi from City Center
From   US$ 207 /nightSelect
The property is 2.4 miles from San Gimignano Bell Tower and boasts views of garden as well as 10 rooms.
  • Private Pool
  • Table Tennis
  • Outdoor Dining
1.1 mi from City Center1.0 mi from Church of Sant Agostino
From   US$ 715 /nightSelect
  • Private pool with garden views
  • Air-conditioned accommodations for comfort
  • Table tennis for guest entertainment
8.6
Great38 reviews
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.
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