Top Vacation rentals in Pienza

Find the Top Vacation rentals in Pienza – 10+ Quality Options from Leading Providers

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22 Guests, 1 Room
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1-18 out of 18 vacation rentals
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6 adults
1 bedroom
2 beds
From   US$ 186 /nightSelect
  • 13th-century farmhouse accommodation
  • Traditional Tuscan cuisine restaurant
  • Lush gardens with patio areas
Country house
5 adults
2 bedrooms
3 beds
MapView on map1.4 mi from City Center
From   US$ 416 /nightSelect
  • Stunning infinity pool with valley views
  • 18th-century farmhouse surrounded by nature
  • On-site hot tub and massage services
  • Game room
  • Play area
  • Bicycle rental
1.5 mi from City Center
From   US$ 536 /nightSelect
  • Historic farm stay with private entrance
  • Bicycle rental and cycling tours available
  • Outdoor dining and picnic areas
Farm stay
  • Organic Restaurant
  • Communal Dining
  • Panoramic Pool
3.9 mi from City Center
From   US$ 317 /nightSelect
  • Authentic Tuscan communal dining experience
  • Premium organic extra virgin olive oil
  • Panoramic swimming pool with scenic views
  • Swimming Pool
  • Bicycle Rental
  • BBQ Area
2.9 mi from City Center
From   US$ 143 /nightSelect
  • 360° views of Val d'Orcia countryside
  • Working farmhouse producing olive oil
  • Natural spring water swimming pool
7.6
Very good1 review
  • Infinity Pool
  • Organic Farm
  • Conference Room
2.9 mi from City Center
From   US$ 193 /nightSelect
  • Certified organic farming practices
  • Intimate chapel for weddings
  • Infinity pool with stunning views
Holiday home
  • Outdoor pool
  • Picnic area
  • Private parking
1.3 mi from City Center1.2 mi from Pienza
From   US$ 175 /nightSelect
  • Seasonal outdoor pool with scenic views
  • Renovated rooms with private entrances
  • Picnic area amidst tranquil gardens
  • Infinity Pool
  • Cooking Class
  • Organic Breakfast
3.1 mi from City Center
From   US$ 130 /nightSelect
  • Organic farm with fresh local produce
  • Ancient grange for pasta production
  • Infinity pool with panoramic views
  • Outdoor pool
  • On-site restaurant
  • Spa & wellness
2.2 mi from City Center
From   US$ 222 /nightSelect
  • Historic farmhouse in scenic Tuscany
  • Self-catering apartments with kitchens
  • Tuscany cuisine with local ingredients
  • Outdoor pool
  • Family rooms
  • On-site restaurant
1.9 mi from City Center
From   US$ 158 /nightSelect
  • Seasonal outdoor pool with scenic views
  • On-site restaurant with fresh local cuisine
  • Family-friendly amenities, like barbecue areas
  • Dining room
  • Olive groves
  • Panoramic terraces
3.1 mi from City Center
From   US$ 162 /nightSelect
  • UNESCO World Heritage Site views
  • Tuscan dining with homemade pasta
  • On-site olive oil production
Farm stay
  • In-house Restaurant
  • Children's Playground
  • Private Entrance
2.0 mi from City Center
From   US$ 193 /nightSelect
  • Historic building with modern amenities
  • In-house restaurant with local cuisine
  • Children's playground for family fun
  • Barbecue Area
  • Family Rooms
  • Private Entrance
500 yd from City Center600 yd from Pienza
From   US$ 226 /nightSelect
  • Family-friendly farm stay with activities
  • On-site hiking for outdoor enthusiasts
  • Pets allowed for furry companions
  • Sun terrace
  • Bicycle rental
  • Private parking
1300 yd from City Center1300 yd from Pienza
From   US$ 190 /nightSelect
  • 19th-century farmhouse with vineyards
  • Panoramic sun terrace views
  • On-site bike rentals and tours
  • Outdoor Pool
  • Bicycle Rentals
  • Wrought-Iron Beds
1.1 mi from City Center1.1 mi from Pienza
From   US$ 255 /nightSelect
  • On-site farm producing olive oil
  • Scenic outdoor swimming pool
  • Pet-friendly accommodations available
2.4 mi from City Center
From   US$ 194 /nightSelect
Monticchiello is approximately 15 minutes' drive from the Agri Palazzo Massaini La Pieve and Corso il Rossellino is about 2.4 miles away.
700 yd from City Center500 yd from Pienza
From   US$ 227 /nightSelect
Farm stay
  • Private Pool
  • Infinity Pool
  • Cooking Class
2.2 mi from City Center
From   US$ 840 /nightSelect
  • Private pool with mountain views
  • Infinity outdoor swimming pool
  • Cooking classes available on-site