Top Holiday rentals in Tuscany

Find the Top Holiday rentals in Tuscany – 500+ Quality Options from Leading Providers

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Rooms & Guests
22 Guests, 1 Room
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121-140 out of 565 holiday rentals
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7 adults
3 bedrooms
4 beds
From   US$ 79 /nightSelect
  • Outdoor pool with slides and hot tub
  • En suite rooms with kitchens and gardens
  • Daily Tuscan dining at on-site restaurant
6 adults
2 bedrooms
3 beds
From   US$ 455 /nightSelect
  • Unique Brunello wine estate experience
  • Idyllic gardens with outdoor pools
  • Family-run with personalized service
  • Garden
  • Shared Lounge
  • Sun Terrace
From   US$ 194 /nightSelect
  • Adults-only accommodation for a peaceful stay
  • Italian cuisine restaurant with local specialties
  • On-site cooking classes enhance local culture
  • Outdoor pool
  • Restaurant
  • Children's play area
From   US$ 278 /nightSelect
  • Traditional Italian restaurant with diverse menus
  • Outdoor swimming pool with scenic views
  • Activities like cooking classes and hiking
Farm stay
  • Swimming Pool
  • Wine Cellar
  • Football Pitch
From   US$ 228 /nightSelect
  • Panoramic terrace with breathtaking views
  • Luxurious suites with antique furnishings
  • Historic 13th-century farmhouse ambiance
  • Infinity pool
  • Italian restaurant
  • Cooking classes
From   US$ 1 221 /nightSelect
  • Infinity pool with stunning garden views
  • Traditional Italian cuisine restaurant onsite
  • On-site cooking classes available for guests
  • Outdoor Pool
  • Picnic Area
  • Air Conditioning
From   US$ 167 /nightSelect
  • Historic building with beautiful vineyard views
  • Scenic outdoor picnic and garden area
  • Seasonal outdoor pool with sun loungers
Holiday home
  • Outdoor Pool
  • Garden
  • Sun Terrace
From   US$ 175 /nightSelect
  • Seasonal outdoor pool with stunning views
  • Air-conditioned rooms with private entrance
  • Spacious picnic area for guests
From   US$ 23 /nightSelect
Within a 10-minute drive of Church of Santa Maria, the Agriturismo Il Colombaio B&B includes 10 rooms.
  • Panoramic pool
  • Bicycle rental
  • Traditional restaurant
From   US$ 196 /nightSelect
  • Panoramic pool with castle views
  • Traditional Tuscan cuisine restaurant
  • Free bicycle rental for exploration
  • Infinity pool
  • Cooking classes
  • Organic farm
From   US$ 130 /nightSelect
  • Traditional pasta made on-site
  • Infinity pool with stunning views
  • Organic breakfast with local ingredients
  • Outdoor pool
  • Cozy restaurant
  • On-site spa
From   US$ 237 /nightSelect
  • Innovatively traditional local cuisine
  • Scenic views of Tuscany's rolling hills
  • Organic wines crafted on-site
  • Outdoor pool
  • Hiking trails
  • Family apartments
From   US$ 105 /nightSelect
  • Circular pool surrounded by gardens
  • Comfortable family and couple apartments
  • Hiking trails in natural surroundings
Farm stay
  • Outdoor pool
  • On-site spa
  • Private parking
From   US$ 216 /nightSelect
  • Outdoor swimming pool with garden views
  • Adults-only retreat for relaxation
  • On-site spa with various treatments
  • Indoor pool
  • Outdoor dining
  • Fitness centre
From   US$ 99 /nightSelect
  • Heated indoor and seasonal outdoor pools
  • Bicycle rental for outdoor activities
  • Beautiful garden with picnic area
From   US$ 190 /nightSelect
The Agriturismo Il Casalino Villa Pienza with garden views lies a minute's walk from Podere Il Casale.
Farm stay
  • Wellness Areas
  • Outdoor Pools
  • Tuscan Restaurant
From   US$ 195 /nightSelect
  • Panoramic outdoor swimming pools
  • Authentic Tuscan cuisine restaurant
  • Wellness areas with Jacuzzis
Country house
  • Outdoor Pool
  • On-site Spa
  • Cooking Classes
From   US$ 311 /nightSelect
  • Traditional Tuscan cooking classes available
  • Stunning views of Val d'Orcia hills
  • Private dinners with on-site chef
From   US$ 294 /nightSelect
A Italian breakfast is served daily at the Fattoria Monastero Sant'Anna In Camprena Villa.
Farm stay
  • Infinity Pool
  • Wine Tasting
  • Cooking Classes
From   US$ 165 /nightSelect
  • Organic, chemical-free farming practices
  • Infinity pool with stunning valley views
  • Historic estate with traditional charm