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Vacation rentals in Val di Chiana

Find and book unique accommodation on Airbnb

Top-rated accommodation in Val di Chiana

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

Guest favourite

Farm stay in Ruscello

4.99 out of 5 average rating, 316 reviews

Agriturismo Fattoria La Parita

Provençal-style apartment nestled between the vineyard and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 from the highway. The singing of the acorn and cuckoo will be the soundtrack to the living room while the roe deer burn among the olive trees. It includes a basic Italian breakfast (coffee, tea, milk, cookies, etc.) that you can prepare on your own, if you want to try one of the famous breakfasts prepared and served by Sandra, the cost is €10 per person (6€ 5 to 15 years)

18–25 Feb

$245 NZD per night
Guest favourite

Apartment in Sinalunga

4.98 out of 5 average rating, 110 reviews

Canale Suite - panoramic view - free parking

Villa tipica Toscana con vista panoramica . Posto strategico per visitare le località famose Toscane e Umbre . A 5 minuti dal Casello Autostradale A1 , la villa ha parcheggio privato gratuito . Camere nuove con bagno privato , cucina , frigorifero , SMART TV , potente Wi-Fi , Aria Condizionata , biancheria di alto livello , acqua , tea , caffè gratuiti . Luogo accessibile ad auto e furgoni , immerso nel verde a meno di 1 km dal centro del paese , bar , ristoranti e supermercati sempre aperti.

25 Oct – 1 Nov

$140 NZD per night
Guest favourite

Cottage in Geggiano

4.99 out of 5 average rating, 103 reviews

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.

4–11 Nov

$1,129 NZD per night

Popular amenities for Val di Chiana accommodation

Other great accommodation in Val di Chiana

Guest favourite

Villa in Ambra

4.98 out of 5 average rating, 107 reviews

Chianti Villa in Tuscany near Siena & Arezzo

23–30 Nov

$1,508 NZD per night
Guest favourite

Farm stay in Montepulciano

4.96 out of 5 average rating, 124 reviews

Separate room, between Cortona and Montepulciano

9–16 Mar

$165 NZD per night
Guest favourite

Loft in Montepulciano

5.0 out of 5 average rating, 380 reviews

La Piazzetta - Cozy open space in the historic center of Montepulciano

22–29 Mar

$379 NZD per night
Guest favourite

Castle in Ferrano

4.99 out of 5 average rating, 155 reviews

The Castle of Ferrano - Castle in Tuscany

3–10 Aug

$689 NZD per night
Guest favourite

Condo in Monte San Savino

4.96 out of 5 average rating, 23 reviews

Rural Tuscany | Agriturismo with restaurant & pool

4–11 Mar

$178 NZD per night
Guest favourite

Cottage in Osteria delle Noci

5.0 out of 5 average rating, 57 reviews

Your Tuscan oak tree house, enchanting Val d'Orcia

11–18 Mar

$352 NZD per night
Guest favourite

Condo in CORTONA

5.0 out of 5 average rating, 16 reviews

Relaxation and peace in the countryside Cortona G

4–11 Nov

$1,882 NZD per night
Guest favourite

Apartment in Cortona

4.97 out of 5 average rating, 96 reviews

Casa Le Contesse

21–28 Feb

$198 NZD per night
Guest favourite

Apartment in Laviano

4.96 out of 5 average rating, 97 reviews

Farmhouse with swimming pool with wonderful view

11–18 Oct

$215 NZD per night
Guest favourite

Villa in Cortona

5.0 out of 5 average rating, 50 reviews

Stunning Tuscan Villa & Panoramic Infinity Pool

3–10 Feb

$1,074 NZD per night
Guest favourite

Farm stay in Montepulciano

4.92 out of 5 average rating, 36 reviews

Tuscany | Farmhouse with pool | Via della Stella

23–30 Nov

$205 NZD per night
Guest favourite

Home in Castelnuovo Berardenga

4.94 out of 5 average rating, 18 reviews

The Chianti Window

2–9 Jan

$274 NZD per night

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Arezzo
  5. Val di Chiana