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Monteriggioni villas
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12 Villa rentals in Monteriggioni

Browse Holiday Homes with a Pool in Monteriggioni

Enjoy an exclusive swim in total privacy right in your own backyard at houses featuring a swimming pool in Monteriggioni.

Casa Ai Carfini - Monteriggioni
8.7 129 reviews

Casa Ai Carfini

house, Poggibonsi
Casa ai Carfini is a renovated farmhouse in the Chianti region, just a 10-minute drive from Poggibonsi and a 39-mile drive from Florence airport. The property has received excellent ratings for its location, cleanliness, and overall experience.
The accommodation offers two bedrooms and private entrances, balconies or outdoor dining areas. Guests can enjoy a seasonal outdoor pool, a garden, and a restaurant on site, as well as free parking, internet, air conditioning, and a fully equipped kitchen.
Novelleto - Monteriggioni
9.3 155 reviews

Novelleto

farm, Monteriggioni
Novelleto Farm is situated in the Tuscan countryside, just 3 kilometres from the medieval walled town of Monteriggioni.
This farmhouse offers a choice of rooms and self-catering apartments, featuring an outdoor pool, a garden with barbecue facilities, and a terrace for al fresco dining, all within a peaceful setting.
Tuscany Luxury Spacious Villa Private Pool Wi-fi Free Near Siena Family Frendly - Monteriggioni
9.8 62 reviews

Tuscany Luxury Spacious Villa Private Pool Wi-fi Free Near Siena Family Frendly

house, Monteriggioni
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.
The Timeless Elegance With Private Pool - Monteriggioni
9.4 3 reviews

The Timeless Elegance With Private Pool

house, Poggibonsi
This eight-bedroom villa near Poggibonsi offers a secluded rural setting, within 3km of the Church of San Lorenzo, the Fountain of Fate, and the Archeodromo di Poggibonsi, and within 5km of Poggio Imperiale Fortress and San Lucchese Convent.
Sleeping up to 15 guests, this self-catering property boasts a private pool, five bathrooms, a fully equipped kitchen with dishwasher, and extensive outdoor space including a garden and terrace; additional services such as dry cleaning and limo hire are available.

Find Leading Family Holiday Homes in Monteriggioni

Compare family houses in Monteriggioni with space, gardens and room for everyone.

Casajona Holiday - Monteriggioni
9.8 323 reviews

Casajona Holiday

house, Poggibonsi
CasaJona Holiday is situated in Poggibonsi, just 24 kilometres from Fontebranda, a historic fountain in Siena, and within a 48-kilometre radius of Florence's Pitti Palace and Ospedale degli Innocenti. The property has received excellent ratings for user experience, location, and cleanliness.
This 2-bedroom, 2-bathroom property spans 80 square metres and can accommodate up to 4 guests. Enjoy the on-site fitness centre, tennis court, and garden, as well as a Jacuzzi, free parking, and free Wi-Fi.
Villa Mami: A Tuscan Retreat Of Elegance And Charm - Monteriggioni
10 1 review

Villa Mami: A Tuscan Retreat Of Elegance And Charm

house, Siena
This six-bedroom villa, sleeping fourteen, is situated near Siena, 4.1 km from Val di Merse and within 10 km of San Leonardo al Lago, Santa Maria della Scala, the Piccolomini Library, and the Santa Maria della Scala Museum Complex.
The property boasts a swimming pool, garden, parking, and modern kitchen with dishwasher and microwave, alongside a fireplace, washing machine, and smart TV; housekeeping is available on request.
Podere Il Boschetto - Luxury Estate In Siena - Monteriggioni
9.9 131 reviews

Podere Il Boschetto - Luxury Estate In Siena

house, Siena
This family-friendly villa is located just outside Siena, within a 2km radius of the Siena Stadium and Palasport Mens Sana, offering a peaceful escape from the city centre. It has received excellent ratings for user experience, location and cleanliness.
This five-bedroom property sleeps up to 10 guests and features a well-equipped kitchen, a private pool, a garden, a terrace, a spa, a tennis court and parking. You can enjoy a relaxing dip in the pool, a game of tennis, or a spa treatment, all within the comfort of your own private accommodation.
Collelungo - Monteriggioni
9.1 481 reviews

Collelungo

house, Castellina in Chianti
This Castellina in Chianti property, located in Collelungo, is 19km from Piazza Matteotti and 26km from Piazza del Campo in Siena, offering easy access to major Tuscan landmarks.
The self-catering villa boasts a swimming pool, jacuzzi, fitness centre, and private parking, alongside family-friendly features such as a baby safety gate and picnic area; daily breakfast is included.

Frequently asked questions about villa rentals in Monteriggioni

  • What are the must-see attractions in and around Monteriggioni?

    Monteriggioni itself is a must-see, with its perfectly preserved medieval walls and charming cobblestone streets. Just outside the town, you'll find the Abbey of San Galgano, a stunning ruin of a Cistercian abbey with a fascinating history. For a taste of Tuscan countryside, visit the nearby vineyards and olive groves.
  • What are the best villa rentals in Monteriggioni?

    Among the villa rentals in Monteriggioni, Monteriggioni Castello, Casa Sulla Francigena A Monteriggioni and Monteriggioni Castello - Holiday House In Tuscany are the most popular ones.

  • What types of wildlife can travelers expect to see in the area of Monteriggioni?

    The area around Monteriggioni is home to a variety of wildlife, including wild boar, deer, and various bird species. You might also spot foxes, hares, and squirrels in the forests and fields. The nearby Chianti region is known for its abundance of birds of prey, including hawks and falcons.
  • What are the best villa rentals with a pool in Monteriggioni?

  • What is the best time to visit Monteriggioni?

    Spring and autumn are the best times to visit Monteriggioni, as the weather is pleasant and the crowds are smaller. You'll enjoy the beauty of the Tuscan countryside in full bloom during spring, and the vibrant colours of autumn foliage. Summer can be hot and crowded, while winter can be chilly and rainy.
  • What are the best villa rentals with a jacuzzi in Monteriggioni?

  • When is it easiest to book a villa rental in Monteriggioni?

    Booking a villa rental in Monteriggioni is easiest during the shoulder seasons, spring and autumn. You'll find better availability and often lower prices compared to peak season. Booking well in advance, especially during peak season, is always recommended.
  • What are the best villa rentals for families and kids in Monteriggioni?

  • What are the top hiking trails near Monteriggioni?

    The Sentiero degli Etruschi is a popular hiking trail that passes through the hills near Monteriggioni, offering stunning views of the Tuscan countryside. The trail is well-marked and can be enjoyed by hikers of all levels. You can also explore the trails around the Abbey of San Galgano, which lead through the surrounding forests and fields.
  • What are the best pet friendly villa rentals in Monteriggioni?

  • What are the advantages of renting a house or a villa in Monteriggioni

    Renting a villa in Monteriggioni offers a more private and spacious accommodation option compared to hotels. You'll have access to a kitchen and other amenities, allowing you to prepare your own meals and enjoy a more relaxed pace of life. It's also a great option for families and groups who want to have their own space.
  • What are the best villa rentals with parking in Monteriggioni?

  • Are there popular destinations near Monteriggioni?

    Yes, there are plenty of popular destinations near Monteriggioni. Siena, with its stunning Piazza del Campo, is just a short drive away. Florence, the birthplace of the Renaissance, is also easily accessible. For a taste of the Tuscan countryside, visit the charming towns of San Gimignano and Volterra.

Popular destinations

Best Monteriggioni villas and holiday homes with parking

Holiday Home Relais La Costa By Interhome - Monteriggioni
No reviews

Holiday Home Relais La Costa By Interhome

house, Monteriggioni
Holiday Home Relais La Costa, situated in Fungaia, is 12.6km from Piazza del Campo in Siena and 45km from Piazza Matteotti.
This 700 square metre villa boasts 11 bedrooms, 14 bathrooms, sleeping up to 47 guests, and features a swimming pool, jacuzzi, sauna, and free parking and Wi-Fi.
Fullino Nero Rta - Residenza Turistico Alberghiera - Monteriggioni
9.3 1323 reviews

Fullino Nero Rta - Residenza Turistico Alberghiera

house, Siena
Fullino Nero Rta is a charming rural retreat just a 10-minute drive from the historic centre of Siena, set amidst the rolling hills of the Tuscan countryside. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartments are decorated in a rustic style with wood-beamed ceilings and terracotta floors. Guests can enjoy a range of amenities including a terrace or balcony, a garden, BBQ facilities, free parking, and Wi-Fi, as well as explore the surrounding countryside with special rates at nearby car and bike rental agencies.
Agriturismo Le Gallozzole - Monteriggioni
9.3 365 reviews

Agriturismo Le Gallozzole

farm, Monteriggioni
Agriturismo Le Gallozzole is situated in the Tuscan countryside, just a 20-minute drive from both the medieval walled city of Monteriggioni and the UNESCO World Heritage Site of Siena. The property has received excellent ratings for location, cleanliness, and user experience.
The apartments are housed in antique buildings with exposed wood beams, offering a charming and authentic Tuscan experience. Guests can enjoy relaxing by the pool in the garden, preparing their own meals in the fully equipped kitchens, and immersing themselves in the local agricultural culture with the farm's olive oil and wine production.
33 M² House ∙ 1 Bedroom ∙ 5 Guests - Monteriggioni
No reviews

33 M² House ∙ 1 Bedroom ∙ 5 Guests

house, Poggibonsi
This Poggibonsi dwelling offers a strategic Tuscan base, located 350 metres from the Siena Eye Laser clinic and 13 kilometres from San Gimignano.
This 33 square metre apartment accommodates up to five guests, featuring one bedroom, one bathroom, and a fully equipped kitchen, with air conditioning and parking provided.

Best Monteriggioni villas and holiday homes with a garden

Casa Vacanze Podere Sortoiano - 3 Apartments House - Monteriggioni
9.8 20 reviews

Casa Vacanze Podere Sortoiano - 3 Apartments House

house, Sovicille
This Sovicille apartment is located in a rural setting, just 600 metres from a restaurant and bar, and is within easy reach of other local attractions.
The property offers three independent apartments, each with its own private terrace, a shared garden with sun loungers, a barbecue, and a seasonal pool, suitable for up to 12 guests.
Borgo Villa Risi - Monteriggioni
9.0 305 reviews

Borgo Villa Risi

house, Siena
Borgo Villa Risi is a charming farmhouse located on the hill of Poggio al Vento, offering stunning views of the Tuscan countryside and Siena's Duomo, just a short distance from the city centre. The property has received very good user ratings for cleanliness and overall experience, with excellent location ratings.
The property is spread across two levels, offering separate living and sleeping areas for a comfortable stay. Guests can enjoy a range of amenities, including a swimming pool with a whirlpool, a private terrace with outdoor furniture, and a fully equipped kitchen. Other features include free Wi-Fi, air conditioning, and parking.
La Rocca Della Magione - Monteriggioni
9.0 57 reviews

La Rocca Della Magione

farm, Monteriggioni
La Rocca della Magione is a farm located in the Tuscan countryside, 12 kilometres from Siena and 32 kilometres from Greve in Chianti, offering a peaceful retreat in a restored 14th-century monastery.
The property features a seasonal outdoor pool, a restaurant serving farm-fresh Tuscan cuisine, and spacious apartments with wooden beamed ceilings, garden views, and well-equipped kitchens.
Il Colombaio Winery - Monteriggioni
9.5 176 reviews

Il Colombaio Winery

farm, Monteriggioni
Fattoria Il Colombaio is a working farm located 2 kilometres from the medieval village of Monteriggioni, nestled in the heart of the Tuscan countryside, offering a tranquil retreat surrounded by olive groves and vineyards. The property has consistently received excellent ratings for its location, cleanliness and overall experience.
The farmhouse offers a range of rooms and apartments, each featuring a blend of rustic charm and modern amenities. Guests can enjoy a refreshing dip in the seasonal outdoor pool, relax on the terrace or in the garden, and explore the on-site cellar, where they can sample locally produced Chianti wine and olive oil.

Check Out Luxury Villas in Monteriggioni

Find luxury houses in Monteriggioni for a spacious and upmarket small-city retreat.

Borgo Dé Brandi - Monteriggioni
9.6 421 reviews

Borgo Dé Brandi

farm, Monteriggioni
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