Top Vacation rentals in Tuscany

Find the Top Vacation rentals in Tuscany – 400+ Quality Options from Leading Providers

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Rooms & Guests
22 Guests, 1 Room
2Filter & Sort
181-200 out of 443 vacation rentals
8.4
Great46 reviews
2 adults
1 bedroom
1 bed
From   US$ 524 /nightSelect
  • Infinity pool with stunning views
  • Traditional Italian restaurant on-site
  • Air-conditioned accommodations available
8.4
Great40 reviews
4 adults
1 bedroom
2 beds
From   US$ 274 /nightSelect
  • Infinity pool with scenic views
  • In-house wellness packages available
  • Bicycle rental and guided tours
8.6
Great51 reviews
  • Swimming Pool
  • BBQ Facilities
  • Fully Equipped Kitchenette
From   US$ 116 /nightSelect
  • Self-catering apartments with rustic charm
  • Outdoor swimming pool and garden area
  • Wine and olive oil tastings available
Country house
8.4
Great40 reviews
  • Outdoor pool
  • Jacuzzi
  • Cooking class
From   US$ 288 /nightSelect
  • Panoramic outdoor swimming pool
  • Tuscan-style air-conditioned rooms
  • Cooking class available
  • Infinity Pool
  • Cooking Classes
  • Tennis Court
From   US$ 2 353 /nightSelect
  • Infinity pool with stunning views
  • Family-friendly amenities and spaces
  • Outdoor cooking classes available
  • Infinity Pool
  • Italian Restaurant
  • Private Parking
From   US$ 188 /nightSelect
  • Infinity pool with sea views
  • Italian restaurant serving local cuisine
  • Allergy-free accommodations available
Farm stay
9.8
Perfect1 review
From   US$ 767 /nightSelect
Abbey of Sant'Antimo is within 3.6 miles of the Tenuta San Filippo, while Castello di Montalcino is about 2.1 miles away.
Country house
8.4
Great82 reviews
  • Outdoor Pool
  • Bicycle Rental
  • Sun Loungers
From   US$ 156 /nightSelect
  • Panoramic views of Tuscan countryside
  • Seasonal outdoor swimming pool
  • On-site bicycle rental available
8.4
Great131 reviews
  • Infinity Pool
  • Bike Rental
  • Outdoor Playground
From   US$ 154 /nightSelect
  • Infinity pool with scenic views
  • Cycling and hiking opportunities available
  • Buffet breakfast with local specialties
8.0
Great2 reviews
  • Saltwater Pool
  • Picnic Area
  • Cooking Classes
From   US$ 144 /nightSelect
  • Saltwater pool with panoramic views
  • Private entrance with garden views
  • Bicycle rental and cooking classes
8.6
Great15 reviews
  • Free parking
  • Outdoor dining
  • Private bathroom
From   US$ 141 /nightSelect
  • Garden and courtyard views
  • Italian breakfast with fresh pastries
  • Relax near outdoor fireplace
8.6
Great165 reviews
  • Saltwater Pool
  • Outdoor Dining
  • Children's Play Area
From   US$ 100 /nightSelect
  • 17th-century villa with historic charm
  • Panoramic views from the tower
  • Olive groves surrounding the property
8.4
Great36 reviews
From   US$ 165 /nightSelect
Situated 9 km from Asciano city centre, the villa offers 8 rooms with tiled bathrooms.
8.4
Great53 reviews
  • Dining room
  • Olive groves
  • Panoramic terraces
From   US$ 162 /nightSelect
  • UNESCO World Heritage Site views
  • Tuscan dining with homemade pasta
  • On-site olive oil production
7.8
Very good5 reviews
From   US$ 122 /nightSelect
Situated 17 km from Porta Romana in Montespertoli, this property features a seasonal outdoor pool, a sun terrace and a library.
Country house
8.6
Great136 reviews
  • Outdoor pool
  • Open-air bath
  • On-site dining
From   US$ 270 /nightSelect
  • 17th-century farmhouse with Tuscan charm
  • Breathtaking views of rolling hills
  • Seasonal outdoor pool with sun loungers
8.2
Great64 reviews
  • Outdoor pool
  • Tennis court
  • Kids playground
From   US$ 79 /nightSelect
  • Outdoor swimming pool with slides
  • Fully equipped apartments with 2 bathrooms
  • On-site shop for traditional Tuscan food
8.2
Great36 reviews
  • Infinity Pool
  • Horse Riding
  • Tennis Court
From   US$ 213 /nightSelect
  • Eco-friendly agriturismo with organic farming
  • Multiple outdoor pools with panoramic views
  • Variety of family-oriented activities available
Holiday home
8.2
Great33 reviews
  • Private garden
  • Yoga classes
  • Barbecue facilities
From   US$ 229 /nightSelect
  • Yoga classes and massage services
  • Private garden with barbecue facilities
  • Air-conditioned units with flat-screen TVs
Farm stay
  • Outdoor Pools
  • Fitness Centre
  • Picnic Area
From   US$ 359 /nightSelect
  • Family-friendly restaurant with Italian cuisine
  • Two seasonal outdoor pools with views
  • Activities like cycling and walking tours