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Holiday rentals in Castiglione della Valle

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Top-rated holiday rentals in Castiglione della Valle

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

Guest favourite

Holiday home in Monte Vibiano Vecchio

5.0 out of 5 average rating, 16 reviews

Penthouse Vineyard Views on Countryside Estate

Glorious Penthouse Apt on Luxury Countryside Estate offering high-end amenities and services in an idyllic Italian setting. A fresh breakfast greets you each morning as you slowly wake to find yourself immersed in ancient olive groves and vineyards. Soak in the breathtaking scenery poolside with sweeping views in every direction. The Estate's prime location allows you to discover the very best of Umbria and Tuscany. Live the Italian Dream when you book a stay at our Estate. Authenticity awaits!

14–21 Oct

$449 SGD per night
Guest favourite

Home in Orvieto

5.0 out of 5 average rating, 175 reviews

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).

18–25 Jan

$476 SGD per night
Guest favourite

Flat in Montepulciano

4.97 out of 5 average rating, 326 reviews

A view from the top

A View From the Top is an apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 2 double rooms, 2 bathrooms with shower and a large kitchen-living room with a small terrace overlooking the hills From summer 2024 our wine tasting will be available in the new garden and we have a young private chef for cooking class at home ,not in the weekend. Guests will park close the apartment,in the street 50 mt away.

26 Mar – 2 Apr

$219 SGD per night

Popular amenities for Castiglione della Valle holiday rentals

Other great holiday rentals in Castiglione della Valle

Guest favourite

Serviced apartment in Pietrafitta (PG)

4.87 out of 5 average rating, 62 reviews

APARTMENT IN THE FRESCOED ABBEY

25 Mar – 1 Apr

$169 SGD per night
Guest favourite

Apartment in Mugnano

4.84 out of 5 average rating, 32 reviews

Idyllic Italian Escape Near Lake and City

2–9 Jun

$71 SGD per night
Superhost

Holiday home in Pietrafitta

5.0 out of 5 average rating, 3 reviews

Holiday home with pool and panoramic views

1–8 Jun

$160 SGD per night
Guest favourite

Cottage in Panicale

5.0 out of 5 average rating, 48 reviews

Cottage La Dolce Agogia panicale

11–18 Dec

$205 SGD per night
Guest favourite

Home in Città della Pieve

5.0 out of 5 average rating, 26 reviews

La Terrazza di Vittoria

28 Jul – 4 Aug

$174 SGD per night
Guest favourite

Farm stay in Castel Rigone

4.99 out of 5 average rating, 72 reviews

AGRITURISMO LA BICOCCA Apt. L'Olivo

17–24 Nov

$193 SGD per night
Guest favourite

Cottage in Magione

4.97 out of 5 average rating, 68 reviews

Lakehouse in unique position on Lake Trasimeno

9–16 Feb

$525 SGD per night
Guest favourite

Villa in Collazzone

5.0 out of 5 average rating, 22 reviews

VILLA ROSETO-TODI

23–30 Sep

$1,170 SGD per night
Guest favourite

Apartment in Marsciano

5.0 out of 5 average rating, 14 reviews

Charming Castle

8–15 Nov

$215 SGD per night
Guest favourite

Home in Monte del Lago

5.0 out of 5 average rating, 13 reviews

The Boathouse, at the lake

18–25 May

$344 SGD per night
Guest favourite

Castle in Marsciano

4.96 out of 5 average rating, 27 reviews

Medieval TOWER in Italian Burg of 1200 (UMBRIA)

6–13 Oct

$169 SGD per night
Guest favourite

Home in Deruta

4.93 out of 5 average rating, 45 reviews

L'cha limonaia

2–9 Dec

$184 SGD per night

Destinations to explore