Top Vacation homes in Val di Chiana

Find the Top Vacation homes in Val di Chiana – 70+ Quality Options from Leading Providers

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Rooms & Guests
22 Guests, 1 Room
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41-60 out of 78 vacation homes
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From   US$ 403 /nightSelect
  • Private pool with garden views
  • Spacious villa with outdoor dining area
  • On-site walking tours available
2 adults
1 bedroom
2 beds
From   US$ 374 /nightSelect
  • Wellness-focused with yoga and spa
  • Private rooms with lake views
  • Outdoor barbecue facilities
Holiday home
  • Free bicycles
  • Garden area
  • Fireplace
From   US$ 161 /nightSelect
  • Fully equipped kitchen with dishwasher
  • Free bikes for guest use
  • Outdoor dining area available
  • Outdoor pool
  • Restaurant
  • Wellness spa
From   US$ 145 /nightSelect
  • Seasonal saltwater outdoor pool
  • Family-friendly with children's playground
  • Diverse wellness spa treatments available
  • Garden
  • Terrace
  • Fireplace
From   US$ 173 /nightSelect
  • Private fireplace for cozy evenings
  • Terrace with beautiful garden views
  • Pet-friendly home for your furry friends
  • Private Entrance
  • Sun Terrace
  • Indoor Play Area
From   US$ 454 /nightSelect
  • Fenced seasonal outdoor pool with mountain views
  • Fully equipped kitchen for home cooking
  • Darts and kids' play area available
  • Private pool
  • Outdoor dining
  • Air conditioning
From   US$ 390 /nightSelect
  • Private pool with beautiful mountain views
  • Surrounded by lush olive groves
  • Charming outdoor dining area
  • Outdoor pool
  • Open-air bath
  • Picnic area
From   US$ 167 /nightSelect
  • Scenic outdoor pool with mountain views
  • Variety of outdoor activities available
  • Open-air bath for relaxation
  • Luxury Spa
  • Tree House
  • Indoor Pool
From   US$ 271 /nightSelect
  • Historic farm built on monastery ruins
  • Luxury spa with multiple wellness treatments
  • Romantic tree house stay option
Holiday home
  • Luxury Spa
  • Kitchenette
  • Recreational Activities
From   US$ 99 /nightSelect
  • On-site luxury spa services
  • Fully equipped kitchen in rooms
  • Multiple on-site recreational activities
Holiday home
  • Private pool
  • Outdoor fireplace
  • Children's play area
From   US$ 1 910 /nightSelect
  • Private pool with garden views
  • Nine bedrooms for family gatherings
  • On-site spa services available
From   US$ 331 /nightSelect
The Villa Il Poggino - Modern House is approximately 15 minutes' walk from San Francesco and offers a swimming pool.
  • Private Pool
  • Barbecue Area
  • Bicycle Rentals
From   US$ 1 216 /nightSelect
  • Private pool and mountain views
  • Eight-bedroom spacious villa
  • Outdoor dining and barbecue facilities
  • Outdoor Pool
  • Bicycle Rental
  • Game Room
From   US$ 146 /nightSelect
  • Wine farm producing Vino Nobile
  • Outdoor pool with vineyard views
  • Local cuisine with homemade breakfast
  • Natural Pool
  • Organic Dining
  • On-site Spa
From   US$ 298 /nightSelect
  • Natural swimming pool with panoramic views
  • Organic fruits and vegetables served at breakfast
  • On-site spa with various treatments
Country house
  • Outdoor pool
  • Private chef
  • Luxury suites
From   US$ 311 /nightSelect
  • 18th-century historical villa atmosphere
  • Luxurious outdoor travertine swimming pool
  • Exclusive adults-only environment
Country house
  • Infinity pool
  • On-site restaurant
  • Spa services
From   US$ 491 /nightSelect
  • Elegant rooms with Tuscan-style furnishings
  • Infinity pool with stunning valley views
  • On-site restaurant by chef Jacopo Dionisi
  • Outdoor pool
  • Tennis court
  • On-site winery
From   US$ 301 /nightSelect
  • Sustainable farm with solar energy
  • On-site winery producing local wines
  • Gorgeous hillside pool and hot tub
  • Outdoor pool
  • Bicycle rental
  • Massage services
From   US$ 159 /nightSelect
  • Seasonal outdoor pool with stunning views
  • Bicycle rental for local exploration
  • On-site massage services available
  • Panoramic Spa
  • Gourmet Restaurant
  • Tennis Court
From   US$ 339 /nightSelect
  • Panoramic spa with countryside views
  • Gourmet dining with Umbrian specialties
  • Two outdoor swimming pools