Top Resorts in Chianti

Find the Top Resorts in Chianti – 200+ Quality Options from Leading Providers

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22 Guests, 1 Room
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181-200 out of 260 resorts
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Guest house
From   US$ 82 /nightSelect
  • Air-conditioned units with private terrace
  • Bicycle parking and nearby cycling trails
  • Full-day security for guest safety
From   US$ 237 /nightSelect
  • Seasonal outdoor pool with garden views
  • Family-friendly accommodations with kitchenettes
  • On-site bike tours and local cultural classes
  • Natural Pool
  • Cooking Classes
  • Wine Tastings
From   US$ 76 /nightSelect
  • Stunning views of Certaldo countryside
  • Interactive cooking classes with local chefs
  • Natural swimming pool with eco-friendly practices
Guest house
  • Family rooms
  • Bicycle rental
  • Italian restaurant
From   US$ 123 /nightSelect
  • Family-friendly restaurant with Italian cuisine
  • Bicycle rental and bike tours available
  • Air-conditioned rooms with modern amenities
Bed & Breakfast
  • Outdoor Pool
  • Private Terrace
  • Homemade Olive Oil
From   US$ 240 /nightSelect
  • Exceptional homemade breakfast options
  • Stunning views over San Gimignano
  • Beautifully landscaped gardens
Resort
  • Infinity Pool
  • On-site Spa
  • Cycling Tours
From   US$ 678 /nightSelect
  • Luxurious on-site spa facilities
  • Year-round infinity pool with views
  • Diverse activities and biking tours
  • Family rooms
  • Private parking
  • In-room breakfast
From   US$ 160 /nightSelect
  • Air-conditioned rooms with city views
  • Activities like cycling and walking tours
  • Paid airport shuttle service available
Bed & Breakfast
  • Private Garden
  • Barbecue Area
  • Coffee Corner
From   US$ 179 /nightSelect
  • Panoramic garden views of San Gimignano
  • Fresh breakfast served on terrace
  • Family-run with vintage decor
  • Wine Tasting
  • Panoramic Terrace
  • Designer Bathtubs
From   US$ 191 /nightSelect
  • Luxurious suites with historic frescoes
  • Panoramic terrace with stunning views
  • Wine tasting with local Sienese products
  • 24-hour reception
  • Public parking
  • Italian breakfast
From   US$ 86 /nightSelect
  • Ancient building from 13th century
  • Central location near Piazza del Campo
  • Classic-style rooms with unique decor
Bed & Breakfast
  • Penthouse Suite
  • Sauna
  • Private Balcony
From   US$ 156 /nightSelect
  • Breathtaking 360-degree views of Siena
  • Luxurious bathrooms with steam showers
  • Historic charm of a 16th-century building
Guest house
  • Period Furniture
  • Frescoed Ceilings
  • Shared Lounge
From   US$ 178 /nightSelect
  • Luxury rooms with original 1700's frescoes
  • Historic building in the city center
  • Elegant period furniture throughout
Guest house
  • Antique furniture
  • Air conditioning
  • Breakfast room
From   US$ 66 /nightSelect
  • Historic building in medieval town center
  • Antique-furnished, uniquely designed rooms
  • Stunning views over Piazza delle Erbe
  • Bicycle parking
  • Air conditioning
  • Flat-screen TV
From   US$ 187 /nightSelect
  • Air-conditioned units with minibar
  • Steps from Piazza del Campo
  • Housekeeping and bicycle parking services
Bed & Breakfast
  • Private Bathroom
  • Air Conditioning
  • Garden Views
From   US$ 109 /nightSelect
  • Warmth and passion for your stay
  • Beautiful balcony with city views
  • Cozy design rooms with modern comfort
Bed & Breakfast
  • Historical decor
  • Personalized recommendations
  • Cultural insights
From   US$ 213 /nightSelect
  • Historical frescoes enhance unique atmosphere
  • Exceptional hospitality from attentive hosts
  • Prime location near key historical sites
Bed & Breakfast
From   US$ 264 /nightSelect
Located 0.8 miles from Chiesa di San Pier di Sopra, this bed & breakfast features a seasonal outdoor swimming pool.
Bed & Breakfast
  • Frescoed Rooms
  • Breakfast Room
  • Luggage Storage
From   US$ 86 /nightSelect
  • Direct views of the Duomo
  • Historic building with charming decor
  • Personalized service from host Filippo
Guest house
  • Free parking
  • In-room breakfast
  • Express check-in
From   US$ 100 /nightSelect
  • Tuscan-style rooms with air conditioning
  • Bar and free on-site parking available
  • Pets allowed on the premises
  • Outdoor swimming pool
  • Private tiled bathrooms
  • Garden breakfast area
From   US$ 263 /nightSelect
  • Panoramic views over San Gimignano towers
  • Elegant traditional-style accommodation
  • Seasonal outdoor swimming pool