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Siena cottages
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6 Cottages at the best price in Siena

Best family friendly Siena cottages

Among the 3 accommodations in Siena, here are the 3 best family friendly cottages

400 M² Cottage ∙ 5 Bedrooms ∙ 10 Guests - Siena
No reviews

400 M² Cottage ∙ 5 Bedrooms ∙ 10 Guests

cottage, Castellina in Chianti
This five-bedroom country house, a restored 16th-century oratory, enjoys a hilltop position near Castellina in Chianti, offering panoramic views of the Sienese Chianti countryside and the towers of Monteriggioni, with Castellina 5km, Poggibonsi 15km, Siena and San Gimignano 20km, and Florence 50km away.
The 400-square-metre property, comprising a main house and annex, sleeps ten guests and includes a private 7m x 14m swimming pool, a fully equipped kitchen, five bathrooms, and extensive grounds within a 460-hectare estate encompassing vineyards, olive groves, and wheat fields.
480 M² Cottage ∙ 6 Bedrooms ∙ 12 Guests - Siena
No reviews

480 M² Cottage ∙ 6 Bedrooms ∙ 12 Guests

cottage, Castellina in Chianti
This six-bedroom farmhouse, sleeping twelve, is situated in the Chianti Senese hills, 5km from Castellina in Chianti, 15km from Poggibonsi, 20km from Siena and San Gimignano, and 50km from Florence.
The 480 square metre property boasts a private pool (open May 1st to October 13th), extensive grounds, a fully equipped kitchen, multiple living areas, and parking, making it ideal for large groups or families seeking a Tuscan escape.
Countryside, 10 Min From Siena - Siena
9.2 5 reviews

Countryside, 10 Min From Siena

cottage, Monteriggioni
This charming cottage is situated just 3km from the medieval walled town of Monteriggioni, 3km from Val di Merse and 3.5km from San Leonardo al Lago, offering a tranquil escape from the bustling town. The surrounding countryside is peaceful and picturesque, making it the perfect location for a relaxing getaway.
The cottage has one bedroom and one bathroom, covering 60 square metres and accommodating up to three guests. It features a fully equipped kitchen, a private terrace, a garden, and a spa tub, making it ideal for a comfortable and enjoyable stay.

Best Siena cottages with a kitchen

The Lean-to Annexe - Siena
9.4 87 reviews

The Lean-to Annexe

cottage, Siena
This Chianti cottage, situated within an olive grove a short drive (distance unspecified) from Siena and other Chianti Classico towns, offers a secluded retreat in the Tuscan countryside.
Sleeping up to four guests in one bedroom and one bathroom, this self-catering property boasts a fully equipped kitchen, air conditioning, a garden, and a fitness centre; Wi-Fi and parking are also provided.
400 M² Cottage ∙ 5 Bedrooms ∙ 10 Guests - Siena
No reviews

400 M² Cottage ∙ 5 Bedrooms ∙ 10 Guests

cottage, Castellina in Chianti
This five-bedroom country house, a restored 16th-century oratory, enjoys a hilltop position near Castellina in Chianti, offering panoramic views of the Sienese Chianti countryside and the towers of Monteriggioni, with Castellina 5km, Poggibonsi 15km, Siena and San Gimignano 20km, and Florence 50km away.
The 400-square-metre property, comprising a main house and annex, sleeps ten guests and includes a private 7m x 14m swimming pool, a fully equipped kitchen, five bathrooms, and extensive grounds within a 460-hectare estate encompassing vineyards, olive groves, and wheat fields.
Countryside, 10 Min From Siena - Siena
9.2 5 reviews

Countryside, 10 Min From Siena

cottage, Monteriggioni
This charming cottage is situated just 3km from the medieval walled town of Monteriggioni, 3km from Val di Merse and 3.5km from San Leonardo al Lago, offering a tranquil escape from the bustling town. The surrounding countryside is peaceful and picturesque, making it the perfect location for a relaxing getaway.
The cottage has one bedroom and one bathroom, covering 60 square metres and accommodating up to three guests. It features a fully equipped kitchen, a private terrace, a garden, and a spa tub, making it ideal for a comfortable and enjoyable stay.
480 M² Cottage ∙ 6 Bedrooms ∙ 12 Guests - Siena
No reviews

480 M² Cottage ∙ 6 Bedrooms ∙ 12 Guests

cottage, Castellina in Chianti
This six-bedroom farmhouse, sleeping twelve, is situated in the Chianti Senese hills, 5km from Castellina in Chianti, 15km from Poggibonsi, 20km from Siena and San Gimignano, and 50km from Florence.
The 480 square metre property boasts a private pool (open May 1st to October 13th), extensive grounds, a fully equipped kitchen, multiple living areas, and parking, making it ideal for large groups or families seeking a Tuscan escape.

Frequently asked questions about cottages in Siena

  • What would be a good 2-days itinerary for visiting Sienne?

    On your first day, visit the Piazza del Campo, the heart of Siena, and climb the Torre del Mangia for panoramic views. In the afternoon, explore the Museo Civico, housed in the Palazzo Pubblico. On day two, wander through the charming streets of the city centre, stopping by the Duomo and the Oratorio di San Bernardino. Enjoy a delicious meal at one of the many restaurants in the city centre.
  • What part of Sienne is ideal for renting a cottage?

    The areas around the city walls, like the districts of Fontebranda and San Niccolò, are perfect for renting a cottage. These areas offer a quieter, more residential feel while still being within easy walking distance of the historic centre.
  • When is the best time to rent a cottage in Sienne?

    Spring and autumn are the best times to visit Siena. The weather is pleasant, and the crowds are smaller than during the summer months. You'll also be able to enjoy the vibrant colours of the Tuscan countryside during these seasons.
  • What are the can't-miss sights in Sienne?

    The Piazza del Campo, the Duomo, the Torre del Mangia, the Museo Civico, the Oratorio di San Bernardino, and the Fonte Gaia are must-sees in Siena. You should also check out the beautiful medieval walls that encircle the city.
  • Why consider renting a cottage in Sienne for your stay?

    Renting a cottage in Siena offers a more authentic and immersive experience. You'll be able to enjoy the peace and quiet of the countryside while still being close to the city's attractions. Many cottages come with kitchens, so you can prepare your own meals and enjoy the local produce.
  • Can you easily explore Sienne on foot or by bike?

    Siena is a compact city, and most of the main attractions are within walking distance. You can easily explore the city centre on foot, and there are also bike rental shops available if you want to explore further afield.
  • What are the best restaurants in Sienne with nature views?

    The Osteria Le Logge, located on the edge of the city walls, offers stunning views of the Tuscan countryside. For a more casual dining experience with a view, try the Trattoria La Taverna di San Giuseppe, which has a terrace overlooking the valley.
  • What family-friendly activities are available in Sienne?

    The Siena city centre is packed with things to do for families. Take a horse-drawn carriage ride around the Piazza del Campo, visit the Museo di Palazzo Chigi Saracini, or explore the gardens of the Fortezza Medicea. The city also hosts several events throughout the year, including the Palio, a famous horse race held twice a year.

Popular destinations

Best Siena cottages with a jacuzzi

Among the 1 accommodations in Siena, here are the 1 best cottages with a jacuzzi

Romantic Cottage In Tuscan Style - Siena
9.8 177 reviews

Romantic Cottage In Tuscan Style

cottage, Siena
This charming cottage is located on the hills outside of Siena, just 6 kilometres from the city centre, offering breathtaking views of the skyline. The property has received excellent ratings for its location, cleanliness and overall experience.
The self-contained cottage has one bedroom and one bathroom, accommodating up to two guests. The property features a private garden, parking, air conditioning, a fully equipped kitchen and internet access.

Best pet friendly Siena cottages

Among the 4 accommodations in Siena, here are the 4 best pet friendly cottages

The Lean-to Annexe - Siena
9.4 87 reviews

The Lean-to Annexe

cottage, Siena
This Chianti cottage, situated within an olive grove a short drive (distance unspecified) from Siena and other Chianti Classico towns, offers a secluded retreat in the Tuscan countryside.
Sleeping up to four guests in one bedroom and one bathroom, this self-catering property boasts a fully equipped kitchen, air conditioning, a garden, and a fitness centre; Wi-Fi and parking are also provided.
Romantic Cottage In Tuscan Style - Siena
9.8 177 reviews

Romantic Cottage In Tuscan Style

cottage, Siena
This charming cottage is located on the hills outside of Siena, just 6 kilometres from the city centre, offering breathtaking views of the skyline. The property has received excellent ratings for its location, cleanliness and overall experience.
The self-contained cottage has one bedroom and one bathroom, accommodating up to two guests. The property features a private garden, parking, air conditioning, a fully equipped kitchen and internet access.
Countryside, 10 Min From Siena - Siena
9.2 5 reviews

Countryside, 10 Min From Siena

cottage, Monteriggioni
This charming cottage is situated just 3km from the medieval walled town of Monteriggioni, 3km from Val di Merse and 3.5km from San Leonardo al Lago, offering a tranquil escape from the bustling town. The surrounding countryside is peaceful and picturesque, making it the perfect location for a relaxing getaway.
The cottage has one bedroom and one bathroom, covering 60 square metres and accommodating up to three guests. It features a fully equipped kitchen, a private terrace, a garden, and a spa tub, making it ideal for a comfortable and enjoyable stay.
400 M² Cottage ∙ 5 Bedrooms ∙ 10 Guests - Siena
No reviews

400 M² Cottage ∙ 5 Bedrooms ∙ 10 Guests

cottage, Castellina in Chianti
This five-bedroom country house, a restored 16th-century oratory, enjoys a hilltop position near Castellina in Chianti, offering panoramic views of the Sienese Chianti countryside and the towers of Monteriggioni, with Castellina 5km, Poggibonsi 15km, Siena and San Gimignano 20km, and Florence 50km away.
The 400-square-metre property, comprising a main house and annex, sleeps ten guests and includes a private 7m x 14m swimming pool, a fully equipped kitchen, five bathrooms, and extensive grounds within a 460-hectare estate encompassing vineyards, olive groves, and wheat fields.
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