Search Monteriggioni villas and holiday homes

This five-bedroom, six-bathroom villa in Castellina in Chianti offers stunning panoramic views of the Chianti hills and is conveniently located within easy reach of the town centre.
Sleeping up to twelve guests, the property boasts a private swimming pool, on-site parking, and a breakfast room, providing ample space and luxurious amenities for a relaxing stay in the Tuscan countryside.

This family-friendly villa is located in the Monteriggioni countryside, approximately 3.2km from the Alta Val d'Elsa River Park and Le Caldane Thermal Baths, and 9.6km from the Museo del Cristallo di Colle di Val d'Elsa and Monteriggioni Castle.
The 196 square metre property boasts three bedrooms, four bathrooms, sleeping up to six guests, and features a private pool, tennis court, and ample parking, alongside a fully equipped kitchen and terrace.

Apartment Bardeggiano - Caterina 2 is located in Belvedere, a peaceful district of Colle di Val d'Elsa, just a short drive from the historic cities of Siena and San Gimignano. The property has received very good ratings for cleanliness, location and user experience.
This two-bedroom dwelling comes fully equipped with a kitchen, fridge, freezer, microwave, dishwasher and a private garden for relaxing. Guests can enjoy a terrace with views of the surrounding countryside, a swimming pool, and a bar and restaurant on-site.

This Castellina in Chianti villa is located in Lilliano, Italy, within the Siena And Surroundings tourist area, 28 kilometres from Siena and 60 kilometres from Florence, offering proximity to cultural sites such as the Walls of Monteriggioni.
This spacious 400 square metre holiday home accommodates up to ten guests in four bedrooms and five bathrooms, featuring air conditioning, complimentary WiFi, a private swimming pool open from May to October, and a well-equipped kitchen.

This Colle di Val d'Elsa apartment is conveniently located near the Parco Fluviale dell'Elsa, offering easy access to San Gimignano (15km), Siena (20km), and Florence (50km).
The ground-floor flat sleeps four, features a kitchen with fridge and freezer, air conditioning, Wi-Fi, on-site parking, and is ideal for families, including those with mobility issues, thanks to its step-free access and provision of a cot.

Villa Le Caggia, a seven-bedroom property in Sovicille, is situated 19 kilometres from Siena's Piazza del Campo, 16 kilometres from Palazzo Chigi-Saracini, and 16 kilometres from the National Museum of Etruscan Archaeology.
This spacious villa offers a swimming pool, jacuzzi, tennis court, fitness centre, and restaurant, accommodating large groups with its seven bedrooms, seven bathrooms, and extensive on-site amenities.

Agriturismo Borgo Villa Certano is situated in the Tuscan countryside, just 4.3 miles from Siena and a 40-minute drive from San Gimignano, offering a peaceful escape from the city. The property has received excellent ratings for its location, cleanliness, and overall experience.
The farm offers a range of comfortable apartments, each featuring a seating area and a fully equipped kitchenette. Guests can enjoy stunning views of the rolling Tuscan hills from the garden, take advantage of the on-site restaurant, and relax in the tranquil surroundings.

Borgo dé Brandi, a former monastery in Monteriggioni, offers a unique stay, situated a 32km drive from Siena and 55km from Florence.
This family-friendly property provides apartments and suites with private bathrooms, a swimming pool, BBQ facilities, complimentary breakfast, and free bike hire for exploring the Tuscan countryside.

Villa I Cedri is a detached house located in Fungaia, 12.4 kilometres from Piazza del Campo and 45 kilometres from Piazza Matteotti.
This 50 square metre villa sleeps up to 9 guests and features 1 bedroom, 1 bathroom, air conditioning, a microwave oven, a swimming pool, a garden, parking, and complimentary WiFi.

Casa Anna is located in the historic district of Colle di Val d'Elsa, a short walk from the charming Piazza Arnolfo and the Duomo, offering a peaceful retreat in the heart of this Tuscan town. The house has consistently received excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay.
This three-bedroom, two-bathroom property features a spacious terrace with stunning views of the Tuscan countryside. Casa Anna offers a range of amenities, including a swimming pool, Jacuzzi, tennis court, and a fully equipped kitchen, making it ideal for families and groups looking for a relaxing and active holiday.

Podere Il Pino is a holiday home located in the Chianti Hills, just 10km from San Gimignano and a short drive from Colle di Val d'Elsa and Poggibonsi, offering a peaceful retreat in the heart of Tuscany. It has received very good ratings for location, cleanliness and user experience.
Each apartment comes with a private patio overlooking the large garden, providing a relaxing space to enjoy meals and the Tuscan sunshine. Guests can also enjoy the 18-metre pool with hydromassage jets, the small spa, the shared laundry room, and the tennis court.

This Casole d'Elsa holiday home, situated in San Chimento, is 21km from Siena's Piazza del Campo and 69km from Florence Airport, offering easy access to Tuscany's major attractions.
The 70 square metre property features two bedrooms, two bathrooms, and sleeps eight, boasting a terrace, garden, free Wi-Fi, parking, and a well-equipped kitchen; nearby cycling and hiking opportunities enhance the Tuscan experience.

L'Aia Country Holidays is located in the tranquil countryside, just a 10-minute drive from Siena's historic centre and close to the charming medieval village of Monteriggioni. The property has received very good ratings for its location, cleanliness, and overall experience.
The accommodation offers a choice of apartments, each with a private furnished garden area and a fully equipped kitchenette, or rooms with a shared lounge area. Guests can enjoy a range of amenities, including a swimming pool, terrace, garden, and playground, as well as bike rentals and room service.

This 15th-century farmhouse, near Monteriggioni, is situated 2.2km from its historic centre, 12km from Siena, and 33km from San Gimignano, offering easy access to Tuscany's highlights.
The 310-square-metre property boasts nine bedrooms, five bathrooms, sleeping up to 23 guests, and features a private 10x15m swimming pool (seasonal), a large garden, parking, and free Wi-Fi.

Villa la Quercia, located in Fungaia, offers a luxurious six-bedroom property 7.7km from Piazza del Campo in Siena and 42km from Piazza Matteotti.
This 800-square-metre villa boasts three living rooms, seven bathrooms with hot tubs, a private pool and jacuzzi, a large garden, and free parking, comfortably accommodating large families or groups.

This three-bedroom villa, sleeping six, is situated in the Castellina in Chianti countryside, less than 5km from Mazzei Winery and the historic walls of Monteriggioni, and within 10km of Castellina in Chianti's town hall and Casa Vinicola Luigi Cecchi.
The 225 square metre property boasts a private swimming pool, tennis court, and garden, alongside a fully equipped kitchen, three bathrooms, and free Wi-Fi; enjoy the tranquility of the Chianti region whilst being close to local amenities and attractions.