Top Vacation rentals in Siena Area

Find the Top Vacation rentals in Siena Area – 200+ Quality Options from Leading Providers

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22 Guests, 1 Room
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101-120 out of 250 vacation rentals
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3 adults
1 bedroom
2 beds
From   US$ 105 /nightSelect
  • Restored 12th-century Tuscan farmhouses
  • Circular outdoor swimming pool
  • Garden with outdoor dining areas
Country house
2 adults
1 bedroom
1 bed
From   US$ 136 /nightSelect
  • Historic farmhouse with Shabby Chic decor
  • On-site outdoor swimming pool
  • Accessible apartment for disabled guests
  • Infinity Pool
  • Cookery Classes
  • Bicycle Rentals
From   US$ 314 /nightSelect
  • Cooking lessons with traditional recipes
  • Infinity pool with panoramic views
  • Free mountain bike rentals available
  • Hot tub
  • Outdoor pool
  • Yoga classes
From   US$ 191 /nightSelect
  • On-site hot tub and spa facilities
  • Outdoor pool with stunning garden views
  • In-house yoga classes for relaxation
  • Outdoor Pool
  • Free Parking
  • Pet Friendly
From   US$ 284 /nightSelect
  • Surrounded by vineyards and olive groves
  • Rustic-style apartments with kitchenette
  • Seasonal outdoor swimming pool
  • Infinity pool
  • Hot tub
  • Bicycle rental
From   US$ 153 /nightSelect
  • Infinity pool with stunning views
  • On-site hot tub and spa services
  • Local specialties at breakfast buffet
  • Seasonal pool
  • Family rooms
  • Private check-in
From   US$ 139 /nightSelect
  • Seasonal outdoor pool with views
  • In-house restaurant with gluten-free options
  • Pet-friendly accommodations available
From   US$ 139 /nightSelect
While staying at the smoke-free Castello Di Selvole Vagliagli you are invited to discover Meleto Castle, set 4.1 miles away, or La Fornace Art Gallery, which is about a 15-minute stroll away.
Holiday home
  • Outdoor Sauna
  • Heated Hot Tub
  • Bicycle Rental
From   US$ 277 /nightSelect
  • Heated hot tub with panoramic views
  • Seasonal outdoor swimming pool
  • Bicycle rental and hiking options
  • Outdoor Pools
  • Bike Rental
  • Cooking Classes
From   US$ 120 /nightSelect
  • Self-catering apartments with kitchenettes
  • Two outdoor pools with scenic views
  • On-site bicycle rental for guests
Farm stay
  • Private Pool
  • Infinity Pool
  • Cooking Class
From   US$ 840 /nightSelect
  • Private pool with mountain views
  • Infinity outdoor swimming pool
  • Cooking classes available on-site
Farm stay
  • On-site Spa
  • Countryside Views
  • Flat-screen TVs
From   US$ 131 /nightSelect
  • Relaxing on-site spa services
  • Spectacular views of the countryside
  • Flat-screen TVs in all rooms
  • Saltwater Pool
  • Spa Services
  • Horse Stables
From   US$ 176 /nightSelect
  • Rustic apartments with Tuscan countryside views
  • Saltwater pool with scenic surroundings
  • Home-baked breakfast options available
  • Sun terrace
  • Bicycle rental
  • Private parking
From   US$ 190 /nightSelect
  • 19th-century farmhouse with vineyards
  • Panoramic sun terrace views
  • On-site bike rentals and tours
  • Outdoor Dining
  • Garden
  • Seasonal Pool
From   US$ 130 /nightSelect
  • Tuscan-style rustic rooms
  • On-site Vernaccia and Chianti production
  • Seasonal outdoor pool with views
Farm stay
  • Infinity Pool
  • Wine Bar
  • On-site Spa
From   US$ 515 /nightSelect
  • Infinity pool with stunning vineyard views
  • On-site wine tastings with expert guidance
  • Adults-only atmosphere for tranquil retreats
Country house
  • Infinity Pool
  • On-site Restaurant
  • Private Terraces
From   US$ 427 /nightSelect
  • Authentic Tuscan cuisine and tasting menu
  • 7x14 meter swimming pool with Jacuzzi
  • Stunning views of San Gimignano
Farm stay
  • Equipped kitchen
  • Private parking
  • Terrace access
From   US$ 260 /nightSelect
  • Elegant wine-resort in Tuscany's heart
  • Walking tours through organic vineyards
  • Seasonal outdoor pool with vineyard views
  • Outdoor Pool
  • Bicycle Rentals
  • Wrought-Iron Beds
From   US$ 227 /nightSelect
  • On-site farm producing olive oil
  • Scenic outdoor swimming pool
  • Pet-friendly accommodations available
Farm stay
  • Infinity pool
  • Outdoor dining
  • Bicycle rental
From   US$ 89 /nightSelect
  • Panoramic views of hills and vineyards
  • Organic fruits, vegetables, and olive oil
  • Family-run farmhouse with rustic charm