Vacation rentals in Casentino

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Casentino

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Farm stay in Ruscello

4.99 out of 5 average rating, 323 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)

Sep 1 – 8

R2,991 ZAR per night

Guest favorite

Home in Panzano In Chianti

4.98 out of 5 average rating, 354 reviews

Old farmhouse near Panzano Castle Abbacìo

The Abbacio apartment is part of an old farmhouse that has been restored respecting the original structure and style. Its location is just on the top of the hill, facing the valley. Surronded by vineyards and olive trees, but also attached to the village. From the house you can easily reach by feet wineries, farms and restaurants. Panzano is halfway between Florence and Siena, easily reached with car. By bus there is a good service from and to Florence, not from and to Siena. A very quiet spot!

Dec 12 – 19

R2,085 ZAR per night

Guest favorite

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

Dec 10 – 17

R9,359 ZAR per night

Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 109 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.

Jan 11 – 18

R9,419 ZAR per night

Guest favorite

Castle in Ferrano

4.99 out of 5 average rating, 162 reviews

The Castle of Ferrano - Castle in Tuscany

Try the experience to stay in a real Castle! Il Castello di Ferrano offers to his hosts the chance of doing an unforgettable experiece:you will be the only guests in the castle and everythig will be for you (private pool from June to September, gardens ecc.)Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

Apr 27 – May 4

R5,741 ZAR per night

Guest favorite

Bed and breakfast in Pelago

4.92 out of 5 average rating, 206 reviews

DELUXE Tenuta Risalpiano Room

Our deluxe rooms are ideal for couples stays, couples with children who want to enjoy the beauty of the hills. Thanks to their large size ranging from 23 to 26 square meters, they can have triple occupancy with the addition of a third bed. The rooms are equipped with a private bathroom with shower and bidet, closet or closet room with dresser to store clothes in complete safety. Among the comforts, TV, Wi-Fi, courtesy kit, minibar (for a fee).

Oct 26 – Nov 2

R2,453 ZAR per night

Guest favorite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 311 reviews

Typical Tuscan country house

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence. This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

Nov 30 – Dec 7

R3,081 ZAR per night

Guest favorite

Home in Anghiari

4.99 out of 5 average rating, 197 reviews

Casa Rosmarino Eco-Wellness Country Home

Price Includes: - WELLNESS HOT TUB w/Jacuzzi Infrared SAUNA - FOOD & DRINKS 1 Welcome Aperitivo 1 Wine 1 Nespresso w/Capsules - COMFORT Heater 2 Night Included, Extra Night 25 Euro Shower Gel / Shampoo / Hair Dryers Bathrobes / Flips Flops Wood for the HotTub and Fireplace - EXTRA (not included) MASSAGES PASTA Making Class, Oil/Truffle/Wine TASTING Please INQUIRE for price & availability

Mar 20 – 27

R8,784 ZAR per night

Guest favorite

Tower in Fiesole

4.95 out of 5 average rating, 153 reviews

A Big Dream in a Little Tower.

The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.

Sep 23 – 30

R15,836 ZAR per night

Guest favorite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 202 reviews

"Red Rose" apartment with a view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, with a panoramic view of Siena. Located in the Villas di Corsano, just 14 km from the city. Ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d 'Orcia, Crete Senesi...).

Dec 30 – Jan 6

R3,076 ZAR per night

Guest favorite

Home in Subbiano

4.98 out of 5 average rating, 62 reviews

Romantic cosy flat - Toscana Italy

Very quiet village, without shops but sometimes a baker, a haberdasher or a greengrocer come to the village and sell their products, as it used to be decades ago- nice experience! In front of the B&B you can see a small church from the end of the 1800s, with a bell tower. :)

Sep 25 – Oct 2

R2,467 ZAR per night

Guest favorite

Home in Monticchiello

4.97 out of 5 average rating, 135 reviews

"La Lambarda" tower Suite

In Val d'Orcia there is a small medieval village called Monticchiello, surrounded by walls and protected by four towers; one of these is the "La Lambarda", which stands at the highest point of the country and enjoys a panoramic view across the valley.

Nov 25 – Dec 2

R6,071 ZAR per night