Vacation rentals in Sestano

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Top-rated vacation rentals in Sestano

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Guest favorite

Villa in Castellina in Chianti

4.93 out of 5 average rating, 164 reviews

The Villino Farmhouse

Entire upper floor of the newly renovated Villa Padronale in traditional Tuscan style. High ceilings with exposed beams make it cozy and perfect for families or groups of friends. In the house there are two functional large fireplaces(in the living room and kitchen). Private accommodation, not shared. The house has a large covered terrace,garden with sofas,bbq,firepit, private parking. The pool among the olive trees and vineyards is ideal for relaxing and has a private access to the shared area

Nov 4 – 11

G$105,828 GYD per night

Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 107 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.

Nov 25 – Dec 2

G$103,024 GYD per night

Guest favorite

Farm stay in Castelnuovo Berardenga

4.92 out of 5 average rating, 215 reviews

Apartment in Tuscan farm house.

Guests can book a small, cosy apartment with independent access, consisting of a nice living room / kitchen with sofa-bed, a charming bedroom with a beautiful view, equipped with ample closet space, a comfortable canopy bed and private bathroom. A delicious breakfast is included in the price and during the season (from April through October) guests also have the option of dining on-site in our farm restaurant on the ground floor. Well behaved animals accepted on request, surcharge €30

Jan 22 – 29

G$28,013 GYD per night

Guest favorite

Apartment in Asciano

4.96 out of 5 average rating, 111 reviews

Loggiato 1 in farm stay with shared pool

Apartment for 2 people IN the Santa Lucia farm stay (farmhouse divided into 7 apartments) IN the Crete Senesi 10 km from Siena. Located on the first floor with a private coffee table in front of the windows of the entrance loggia. It consists of a double bedroom (two single beds joined to form a double bed), bathroom with shower and living room with functional kitchen. Outdoor space with table and chairs on the ground floor. Paid air conditioning in the room according to consumption.

Oct 3 – 10

G$19,772 GYD per night

Guest favorite

Home in Castelnuovo Berardenga

4.9 out of 5 average rating, 183 reviews

Bed and Breakfast CASA CERNANO

- 5 Double or Triple rooms each with its own bathroom/WC, each with individual entrance from the outside aerea - Rooms are also individually rented -The price of your stay is based on 1 double room each 2 guests ( also with separate beds ) - Landscaped Garden - Large car park - Free Wi-Fi in the rooms and common aerea - Barn with sitting aerea, games for children - Breakfast sweet or savory upon request ( 4 or 6 euro a person/day ) - Dogs are welcome ( 15 euro the intire stay )

Dec 29 – Jan 5

G$22,581 GYD per night

Guest favorite

Yurt in Asciano

4.98 out of 5 average rating, 133 reviews

2 ❤️ e 1 Yurta Glamping in Tuscany solo adulti

Romantico Glamping per adulti, nel cuore della campagna Toscana. Tenda Yurta di 35mq + bagno interno privato 7mq + Jacuzzi a legna all'aperto privata* (*SUPPLEMENTO), veranda relax privata. Riscaldata in inverno e aria condizionata in estate. Cene con consegna direttamente alla Yurta, disponibili per un'esperienza ancora più gustosa (eccetto Mercoledì). - Parcheggio privato, WiFi - Cucina con frigorifero, microonde, (NO FORNELLI) + barbecue privato all'aperto.

May 14 – 21

G$56,570 GYD per night

Superhost

Apartment in Castelnuovo Berardenga

4.83 out of 5 average rating, 168 reviews

Appartamento Crete Senesi

Nestled in the famous Senesi hills is the apartment "Crete Senesi" in portion of a farmhouse dating back to 1921 and finely renovated respecting the architecture and environment of the territory. Equipped kitchen , large double bedroom, bathroom with full shower, Wi-Fi. Stand-alone heating and a separate entrance. With the reservation, you can take advantage of a 20% daily discount per person at a renowned spa just a 10-minute drive from the property.

Mar 14 – 21

G$17,760 GYD per night

Guest favorite

Apartment in Villa A Sesta

4.93 out of 5 average rating, 152 reviews

From Paola in Chianti

My apartment is located in a small village in the heart of the Sienese Chianti. It has large rooms, including 2 bathrooms with shower There are towels and bed linen available, an equipped kitchen including a dishwasher, two bedrooms, a sofa bed, a large living room with French windows overlooking the outside where it is possible to dine in front of a fantastic view, an outdoor relaxation area in the garden under the pergola, parking free private

Dec 20 – 27

G$21,255 GYD per night

Guest favorite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 308 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

G$32,983 GYD 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.

Aug 23 – 30

G$186,281 GYD per night

Guest favorite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 199 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...).

Jan 4 – 11

G$29,757 GYD per night

Guest favorite

Villa in Ambra

4.98 out of 5 average rating, 107 reviews

Chianti Villa in Tuscany near Siena & Arezzo

Villa with 5bedrooms and 10sleeps in Chianti . Land of wine, good food and old traditions. Distances from the villa to:Siena 25km,Arezzo 35km,Florence 60km,villa with swimming pool obtained from the careful restoration of an ancient stone farmhouse

Nov 10 – 17

G$178,587 GYD per night