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Vacation rentals in Chiassaia

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Chiassaia

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

Guest favorite

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)

Feb 18 – 25

G$30,714 GYD per night
Superhost

Home in Casale

4.86 out of 5 average rating, 153 reviews

Infinity view

Completamente ristrutturata posizione con vista mozzafiato sul Valdarno. Il piano terra è composto da soggiorno con due vetrate che danno sul patio, camino, divano letto, bagno con grande doccia e cucina moderna con isola in acciaio, con tre porte finestre per accedere alla zona pranzo esterna con bbq. Il primo piano è composto da due camere matrimoniali ognuna dotata del proprio bagno con doccia. Giardino è moto curato,ci sono vari angoli relax, prendisole è una piscina infinity ad idrolisi

Feb 7 – 14

G$104,062 GYD per night
Guest favorite

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.

Mar 8 – 15

G$104,806 GYD per night

Popular amenities for Chiassaia vacation rentals

Other great vacation rentals in Chiassaia

Guest favorite

Farm stay in Castelnuovo dei Sabbioni

4.92 out of 5 average rating, 299 reviews

Chianti La Pruneta, Raffaello Apartment

Nov 24 – Dec 1

G$22,250 GYD per night
Guest favorite

Guest suite in Greve in Chianti

4.94 out of 5 average rating, 377 reviews

Selvabella in Chianti B&B. Suite Lo Scricciolo

Oct 18 – 25

G$25,810 GYD per night
Guest favorite

Home in Poggio San Marco

4.97 out of 5 average rating, 232 reviews

Charming converted Hayloft overlooking the Chianti Hills

Nov 25 – Dec 2

G$39,128 GYD per night
Guest favorite

Farm stay in Reggello

4.96 out of 5 average rating, 135 reviews

Colonica in stone, exclusive private pool

Oct 26 – Nov 2

G$43,361 GYD per night
Guest favorite

Home in Vaiano

4.99 out of 5 average rating, 132 reviews

Cottages in Tuscany in ancient garden villa with garden

Nov 13 – 20

G$32,058 GYD per night
Guest favorite

Apartment in Castiglioncello del Trinoro

5.0 out of 5 average rating, 220 reviews

Stunning Tuscan apartment in 14 Century Palazzo

Sep 5 – 12

G$35,541 GYD per night
Guest favorite

Home in Subbiano

4.98 out of 5 average rating, 60 reviews

Romantic cosy flat - Toscana Italy

Feb 10 – 17

G$20,563 GYD per night
Guest favorite

Farm stay in Gropina

5.0 out of 5 average rating, 19 reviews

Country house with wellness center

Jan 26 – Feb 2

G$26,038 GYD per night
Guest favorite

Apartment in Loro Ciuffenna

4.97 out of 5 average rating, 69 reviews

Typical residence in the village

Feb 2 – 9

G$10,461 GYD per night
Superhost

Home in Poggio di Loro

4.94 out of 5 average rating, 48 reviews

Tuscany , The Nest on the Poggio

Mar 8 – 15

G$10,507 GYD per night
Guest favorite

Farm stay in Loro Ciuffenna

4.98 out of 5 average rating, 64 reviews

Il Roseto: your Villa in Tuscan Countryside

Oct 30 – Nov 6

G$97,351 GYD per night
Guest favorite

Villa in Modine

5.0 out of 5 average rating, 13 reviews

Detached house on the river

Jul 12 – 19

G$122,133 GYD per night

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Arezzo
  5. Chiassaia