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Vacation rentals in Sassofortino

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Top-rated vacation rentals in Sassofortino

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Guest favorite
Home in Asciano
4.96 out of 5 average rating, 117 reviews

Palazzo Monaci - Pool in the Crete Senesi

Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Top guest favorite
An aerial view of a rustic complex surrounded by lush greenery. A swimming pool is visible at the center, accompanied by sun loungers. The surrounding landscape features rolling hills and fields, creating a serene atmosphere.
Vacation home in Sovicille
4.96 out of 5 average rating, 97 reviews

Podere La Castellina - No. 4 FICO

Appartamento in pietre e mattoni all'interno del "Podere la Castellina" (ex convento 13° secolo), nel magnifico parco naturale della Montagnola Senese. L'appartamento situato al primo piano può ospitare comodamente 4 persone (2+2 bambini) e comprende: - ampio soggiorno con tv, divano e 2 letti singoli - cucina abitabile con forno - camera matrimoniale - bagno con doccia A disposizione degli ospiti piscina panoramica, solarium e terrazza con vista mozzafiato, dotata di forno a legna e barbecue.

Top guest favorite
Apartment in Caminino
4.91 out of 5 average rating, 185 reviews

Pieve di Caminino Historic Farm

Solo per amanti della natura. L'antica fattoria Pieve di Caminino, biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

Guest favorite
A kidney-shaped pool is surrounded by a well-maintained patio and lush greenery. Several lounge chairs, each with a white frame, are positioned around the pool. An umbrella provides shade over one seating area, enhancing the inviting outdoor space.
Home in Montemassi
4.96 out of 5 average rating, 24 reviews

Private Villas Privacy and Pool

San Giusto is located in the heart of the Tuscan Maremma. It is an old farmhouse dating back to 1928, completely renovated maintaining the characteristics of the old stone structures. The villa consists of two flats, each about 75 m in size, completely autonomous. San Giusto also offers a large garden equipped with tables, a Jacuzzi and a barbecue with a wood-burning oven. San Giusto offers a large 5m x 10m swimming pool, sunbeds, gazebo and parasols for moments of sunbathing and relaxation.

Top guest favorite
A medieval stone tower stands tall against a clear blue sky, showcasing its historic architecture. The narrow road lined with greenery leads to the entrance, with the texture of the stonework and windows highlighted, inviting guests to explore its unique charm.
Tower in San Quirico d'Orcia
5 out of 5 average rating, 103 reviews

Luxurious Medieval Tower & Private Concierge

It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Guest favorite
A private terrace is seen with a metal table and two chairs, framed by colorful wildflowers. In the background, rolling hills stretch towards the horizon, while lush greenery fills the landscape. A gentle breeze moves through, creating a serene setting.
Vacation home in Casole d'Elsa (SI)
4.89 out of 5 average rating, 239 reviews

Studio in Tuscan farmhouse with pool & views

The studio is nestled in a beautiful Tuscan farmhouse on an olive farm near Casole d'Elsa, an unspoilt hilltop town in central Tuscany. The stone farmhouse has been restored over the years to create 3 totally separate apartments, each with independent entrance , private terraces and garden space. The farm is surrounded by unspoilt countryside with spectacular views and sunsets. It is a calm, relaxed place, an idyllic retreat away from the crowds.

Top guest favorite
The countryside property is nestled among lush greenery, featuring rustic architecture and terracotta roofs. Surrounded by rolling hills and trees, the natural landscape creates a peaceful setting. A gravel path leads to the house, enhancing the connection to the serene outdoor environment.
Farm stay in Sovicille
4.93 out of 5 average rating, 163 reviews

House at Gianni - Olmo

Hi, we're Cristina & Carmelo! We invite you to discover the rustic charm and authenticity of "Casa al Gianni," our farmhouse in the heart of the Tuscan countryside, 20 minutes from Siena. After a recent renovation, our accommodations are ready to welcome you with all modern comforts without losing the essence of tradition. In the Olmo Apartment, brand new beds await you, a promise of peaceful and regenerating sleep, a new kitchen and a new bathroom.

Superhost
A rustic farmhouse in natural stone is enhanced by vibrant green climbing plants. The outdoor area features a well with circular stone structure and a small bistro table and chairs on the patio, surrounded by lush grass and trees under a clear blue sky.
Farm stay in Murlo
4.75 out of 5 average rating, 8 reviews

Montorgialino Power

Located in Murlo, the farmhouse "Podere Montorgialino" has everything you need for a relaxing holiday. This 100 m² property consists of a living room, a well-equipped kitchen, 2 bedrooms, and 2 bathrooms and can therefore accommodate 4 people. Additional amenities include Wi-Fi. Your private outdoor area includes a garden and a covered terrace. Nearby recommendations include Siena, Montalcino, Pienza, San Galgano, and the Murlo Museum.

Superhost
Farm stay in Asciano
5 out of 5 average rating, 5 reviews

AGRITURISMO PODERE SCURCOLI TOWER

It consists, on the ground floor, of a kitchen-living room equipped with a sofa bed and a bathroom. A covered veranda allows you to eat and spend time outside enjoying the wide panorama and beautiful sunsets. On the first floor there is a double bedroom with a small balcony and a bathroom with shower. The house is served by an air conditioning system. Independent entrance. Square meters: 45. Sleeps: 3.

Guest favorite
A delicate table with a vintage finish is positioned against a textured stone wall. A patterned lamp provides warm light, and a decorative shell rests on the surface, creating a subtle and welcoming space.
Condo in Massa Marittima
4.94 out of 5 average rating, 16 reviews

Podere Casanovola - Il Mare apartment

IL MARE, a large apartment that is part of an old country house located in the quiet of the Maremma hills. Consisting of: large kitchen equipped with satellite TV and Wi-Fi, large double bedroom and bathroom with shower. Private outdoor space. In a good location for your cultural visits, trips to the sea and bike rides. Recommended for children aged 4 years and older.

Superhost
Apartment in Pogi
5 out of 5 average rating, 4 reviews

Borgo Iesolana Country Retreat Family Suite Sup.

Charming Family Suite inside the Borgo Iesolana Estate, set in an enchanting, silent and unspoiled landscape and close to the cities of Siena, Arezzo and Florence. Situated on first floor with 2 bedrooms, 2 bathrooms, Living room, pool, parking, Airco, WiFi and TV. Tasty Restaurant in the property for breakfast, light lunch, aperitif and dinner. Breakfast included.

Guest favorite
A scenic view of the Tuscan hills is framed by clusters of pink roses in the foreground. The rolling landscape features layers of green and gold fields, softly fading into the horizon under a clear sky.
Apartment in Montalcino
4.89 out of 5 average rating, 381 reviews

Panoramic Country Suite Montalcino

Fonte Aulente is a Tuscan farmhouse from the 12th century recently restored surrounded by beautiful garden-park, 2 km from Montalcino with amazing views on Tuscan hills. We offer a beautifully furnished apartment with independent entrance and all facilities.

Popular amenities for Sassofortino vacation rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Grosseto
  5. Sassofortino