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Holiday rentals in Val di Paglia

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Top-rated holiday rentals in Val di Paglia

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Home in Orvieto
Vineyards Paradise
Amazing country house immersed in the vineyard of Cantina Lapone, viewing Orvieto. Recently restored, over 100 sm, organised on two floors. Ground floor is a single space with a big living room (with fireplace) and a spacious open kitchen. First floor with two bedrooms and two bathrooms: the main bedroom (looking at Orvieto) with a double bed and internal bathroom and a second one with a double bed and a bed sofa. Private garden and parking. Private pool (shared with another 4 guests house).
17–24 Feb
$415 SGD per night
5.0 out of 5 average rating, 175 reviews
Guest favourite
Cottage in Geggiano
Villa di Geggiano - Guesthouse
The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.
26 Feb – 5 Mar
$590 SGD per night
4.99 out of 5 average rating, 102 reviews
Guest favourite
Cottage in Castell'azzara
Your Private Tuscan Retreat
This beautiful sheepherder’s stone cottage is equipped with modern comforts and spa facilities free of charge. The large grounds of forest and meadow span a ridge and provide panoramic views of the valley toward Val d’Orcia to the north, the expansive Maremema to the south, and the ancient volcano of Amiata to the west. This is the perfect getaway for those wanting a private retreat from which to explore the rich wine, food, culture, history, and landscape of southern Tuscany.
13–20 Nov
$217 SGD per night
4.98 out of 5 average rating, 109 reviews

Popular amenities for Val di Paglia holiday rentals

Other great holiday rentals in Val di Paglia

Guest favourite
Cottage in Radicofani
Cozy cottage La Bita in Tuscany
17–24 Oct
$125 SGD per night
4.89 out of 5 average rating, 46 reviews
Guest favourite
Flat in Montalcino
Castel Brunello
18–25 Oct
$830 SGD per night
4.99 out of 5 average rating, 80 reviews
Guest favourite
Villa in Proceno
Casale San Giovanni sul Francigena
27 Oct – 3 Nov
$466 SGD per night
4.93 out of 5 average rating, 29 reviews
Guest favourite
Home in IT
The farmhouse with three views
23–30 Jul
$291 SGD per night
5.0 out of 5 average rating, 42 reviews
Guest favourite
Tower in San Quirico d'Orcia
Luxurious Medieval Tower & Private Concierge
3–10 Jul
$374 SGD per night
5.0 out of 5 average rating, 41 reviews
Guest favourite
Farm stay in Montalcino
Agriturismo MONSOLE - Sleep in a dream ...
9–16 Aug
$545 SGD per night
4.97 out of 5 average rating, 30 reviews
Guest favourite
Cottage in Osteria delle Noci
Your Tuscan oak tree house, enchanting Val d'Orcia
4–11 Jan
$257 SGD per night
5.0 out of 5 average rating, 56 reviews
Guest favourite
Holiday home in Monte Vibiano Vecchio
Penthouse Vineyard Views on Countryside Estate
27 Sep – 4 Oct
$393 SGD per night
5.0 out of 5 average rating, 16 reviews
Guest favourite
Flat in Monteleone
Elegant historic Palazzo, views of Tuscan valley
20–27 Feb
$623 SGD per night
4.98 out of 5 average rating, 49 reviews
Guest favourite
Villa in Montepulciano
Terra Antica Suite & Villas - Montepulciano
23–30 Oct
$553 SGD per night
5.0 out of 5 average rating, 27 reviews
Guest favourite
Guest house in Montefollonico
Casale Santa Barbara - Exclusive Apartment
2–9 Nov
$248 SGD per night
4.95 out of 5 average rating, 60 reviews
Guest favourite
Serviced apartment in Proceno
Proceno Castle, Loggia Apartment
19–26 Sep
$233 SGD per night
5.0 out of 5 average rating, 7 reviews

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Val di Paglia