• Rooms: 10
• Sleeps: 20
• Location: Cortona (Countryside)
• Daily price: From € 350 to € 1200
• Weekly price: From € 2500 to € 7000

The spectacular position right outside of Cortona's walls adds extra charm to this relaxing vacation home that hosts from 10 to 22 guests. A traditional decor mixed with modern amenities, A/C & pool ensures great holiday memories.

• Apartments: 3
• Sleeps: 10
• Location: Sinalunga (Countryside)
• Daily price: From € 60 to € 200

Set in the countryside of Siena, between the Crete Senesi and the Val d'Orcia, the villa offers 3 cozy and romantic self-catering apartments and a beautiful outdoor pool. It's a great base to explore central and southern Tuscany and Umbria.

• Apartments: 4
• Rooms: 4
• Sleeps: 22
• Location: Sinalunga (Countryside)
• Daily price: From € 95
• Weekly price: From € 450 to € 1060

These elegant B&B rooms and country styled vacation rental apartments are set in Sinalunga, in a central position which takes full advantage of the stunning Tuscany countryside. The Villa has an outdoor pool.

• Rooms: 7
• Sleeps: 24
• Location: Foiano della Chiana (Countryside)
• Daily price: From € 109 to € 214

This estate features B&B suites with WiFi & air-conditioning on a Tuscan estate near Siena, Arezzo and the Val d'Orcia. The ideal setting for a romantic destination wedding and business events.

• Rooms: 51
• Location: Lucignano (Countryside)
• Daily price: From € 53 to € 220

This lovely hotel surrounded by Tuscan countryside in Lucignano, a few kilometres from Valdichiana, offers air-conditioned rooms with terrace and well equipped cottages for an open-air holiday, a tennis field, outdoor and indoor swimming pools and a gym.

• Apartments: 11
• Rooms: 11
• Sleeps: 39
• Location: Castiglion Fiorentino (Countryside)
• Daily price: From € 70 to € 170
• Weekly price: From € 350 to € 1100

A charming farmhouse immersed in the Tuscan countryside near Arezzo and the main cities of Tuscany: Florence, Siena and Trasimeno Lake. It offers beautiful apartments, swimming pool and an excellent restaurant.

• Rooms: 11
• Location: Sinalunga (Countryside)
• Daily price: From € 70 to € 330

This elegant, historic castle offers refined suites and rooms, all air conditioned and furnished in the typical Tuscan rural style. The striking outdoor pool is surrounded by a magnificent garden. Continental breakfast can be also served in-room.

• Apartments: 6
• Rooms: 1
• Sleeps: 34
• Location: Sinalunga (Countryside)
• Daily price: From € 583

Immersed in the green hills between Siena and the Valdorcia, this attractive estate offers guests a large villa and characteristic apartments of various sizes for their holiday in Tuscany. It also has a beautiful park, outdoor pool and tennis court.

• Apartments: 10
• Sleeps: 40
• Location: Monte San Savino (Countryside)
• Weekly price: From € 500 to € 2200

This exclusive accommodation located in Val di Chiana offers 10 independent and fully equipped apartments in a historical residence with panoramic pool, completely surrounded by a large grove of apples, peaches and pears.

• Rooms: 19
• Location: Monte San Savino (City)
• Daily price: From € 49 to € 120

Design hotel in the center of Monte San Savino, 20 minutes driving form Arezzo. It offers contemporary furnished rooms that are comfortable and equipped with major comforts as free Wi-Fi connection. It features free parking.

• Rooms: 19
• Location: Cortona (Countryside)
• Daily price: From € 116 to € 219

Set under the Tuscan sun near Cortona, this luxury realis offers elegant accommodations. It has outdoor pool, private parking and children playground.

• Rooms: 20
• Location: Cortona (Countryside)
• Daily price: From € 150 to € 199

Located near beautiful Cortona, Borgo il Melone is a charming accommodation offering both rooms and apartments, as well as jacuzzi and other facilities. It is surrounded by 3 hectare of green Tuscan countryside.

• Rooms: 22
• Location: Cortona (Countryside)
• Daily price: From € 274 to € 590

Luxury country hotel set in the surroundings of Cortona. It includes a lovely spa, outdoor and indoor pools, free parking and Tuscan restaurant. Rooms are large and equipped with modern comforts.

• Rooms: 25
• Location: Cortona (City)
• Daily price: From € 59 to € 159

Greatly located in the center of Cortona, it features a rooftop terrace offering breathtaking views over the Val di Chiana valley. Rooms are comfortable and equipped with best modern services.

• Rooms: 4
• Location: Cortona (City)
• Daily price: From € 75 to € 136

Appartamenti Belvedere is located in beautiful Cortona and offers elegant apartments, tastefully furnished and equipped with modern comforts.

• Rooms: 43
• Location: Cortona (City)
• Daily price: From € 143 to € 300

Set in a 15th century palace right in the center of Cortona, Hotel San Michele is an elegant 4 stars hotel for leisure and business.

• Rooms: 11
• Location: Cortona (City)
• Daily price: From € 67 to € 160

Vacation apartments and rooms with breakfast included in Cortona city center, a perfect location for exploring the city and the surroundings as well (bike rental service offered). All accommodation are air conditioned and have free internet connection.

• Apartments: 5
• Rooms: 5
• Location: Montepulciano (Countryside)
• Daily price: From € 85 to € 100

Charming farmhouse in Montepulciano, situated in that Chianti area between Siena and Arezzo famous for its wine. It offers independent apartments, all Tuscan-style renovated and completely furnished, two swimming pools surrounded by marvelous gardens.

• Rooms: 25
• Location: Cortona (City)
• Daily price: From € 90 to € 350

Set in a 18th century palace, Hotel Villa Marsili is located in Cortona, surrounded by Tuscany round hills and spectacular countryside.

• Apartments: 8
• Rooms: 8
• Location: Cortona (Countryside)
• Daily price: From € 120

Set in a stunning renovated Medieval monastery near Cortona, enjoy a relaxing vacation in the self-catering Tuscan style apartments. Each apartment has its kitchenette and bathroom, while guests share the outdoor garden pool and lounge in main building.

• Rooms: 23
• Location: Cortona (City,Countryside)
• Daily price: From € 220 to € 250

Set in 18th century villa surrounded by a large park, Hotel Villa Aurea is a luxury accommodation near Cortona.It offers a relaxing wellness center equipped with modern facilities.