Villas and Holiday homes in Siena

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Siena villas
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257 Villa rentals in Siena

Best Siena villas and holiday homes with a pool

Among the 257 accommodations in Siena, here are the 4 best villas and holiday homes with a pool

Agriturismo Poggio Bonelli - Siena
9.0 107 reviews

Agriturismo Poggio Bonelli

farm, Castelnuovo Berardenga
Agriturismo Poggio Bonelli is situated in the heart of the Chianti wine region, just 32 kilometres from Siena and 19 kilometres from Gaiole in Chianti.
The self-catering property features a swimming pool, garden, and terrace, offering a peaceful retreat for guests.
40 M² Farmhouse ∙ 1 Bedroom ∙ 3 Guests - Siena
9.5 74 reviews

40 M² Farmhouse ∙ 1 Bedroom ∙ 3 Guests

farm, Monteriggioni
Farm rental for up to 3 guests with an excellent rating of 95% based on 74 reviews. You will be located in Monteriggioni.
Facilities and services: a tennis court, a washing machine and a barbecue. Take advantage of the Spa in this accommodation!
Villa Charming On The Hills | Mixed Of Authentic And Modern Tuscan Style - Siena
No reviews

Villa Charming On The Hills | Mixed Of Authentic And Modern Tuscan Style

house, Siena
This Tuscan villa is located a few kilometres from Siena, offering panoramic views of the Siena hills, Val d'Orcia, and Mount Amiata, with San Spirito and Porta Romana nearby.
This spacious 223 square metre property accommodates up to 10 guests across five air-conditioned bedrooms, featuring a modern kitchen, a shared swimming pool, and access to hiking and biking trails.
54 M² House ∙ 2 Bedrooms ∙ 4 Guests - Siena
No reviews

54 M² House ∙ 2 Bedrooms ∙ 4 Guests

house, Castellina in Chianti
This Tuscan-style apartment is located in an ancient village between Castellina in Chianti and San Gimignano, within the Sienese hills, offering easy access to the Chianti wine region and historic towns.
This 54 square meter villa accommodates up to four guests in two bedrooms and features a fully equipped kitchen, a private garden with a gazebo, and access to a shared condominium swimming pool and children's pool, with a tennis court also available on-site.

Best family friendly Siena villas and holiday home

Among the 257 accommodations in Siena, here are the 4 best family friendly villas and holiday homes

Rinidia Siena Centro - Siena
9.5 385 reviews

Rinidia Siena Centro

B&B, Siena
This apartment is situated in Siena's city centre, just a short walk from Piazza del Campo and the National Museum of Etruscan Archaeology, offering a peaceful escape from the bustling tourist crowds. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment features a well-equipped kitchen and a dedicated seating area, perfect for relaxing after a day of exploring Siena. You’ll also enjoy modern amenities such as air conditioning, a flat-screen TV, and free Wi-Fi.
2860 M² Villa ∙ 5 Bedrooms ∙ 11 Guests - Siena
No reviews

2860 M² Villa ∙ 5 Bedrooms ∙ 11 Guests

house, Siena
This Tuscan villa is located in the countryside near Siena, offering expansive views towards the Val d'Orcia and Mount Amiata, just a few kilometres from the city.
This spacious villa, covering 2860 square metres, accommodates up to 11 guests with 5 bedrooms and 5 bathrooms, featuring a pool, covered terrace for 12, and a billiard room with foosball and ping pong.
Casa Duprè - Cozy Apartment Near Piazza Del Campo - Siena
9.9 58 reviews

Casa Duprè - Cozy Apartment Near Piazza Del Campo

house, Siena
This Siena apartment, situated in the Onda district, is just 0.1 kilometres from Piazza del Campo, offering exceptional views of the city's vegetable garden and historical centre.
The two-bedroom, two-bathroom flat sleeps three guests and boasts a fully equipped kitchen, smart TV, Wi-Fi, and access to exclusive Palio experiences and hot air balloon tours.
Virgi House - Siena
10 214 reviews

Virgi House

house, Siena
Virgi House, a spacious villa, is located 3km outside Siena's historic centre, offering easy access to the city's attractions.
This 160 square metre, three-floor property sleeps four guests, boasting two bedrooms, three bathrooms, a modern kitchen with dishwasher, private parking, two gardens, air conditioning, and free Wi-Fi.

Frequently asked questions about villa rentals in Siena

  • What are the must-see attractions in Sienne?

    You absolutely must visit the Piazza del Campo, the heart of Siena, and climb the Torre del Mangia for breathtaking views. The Duomo di Siena, with its stunning marble facade and intricate artwork, is a must-see. Don't miss the Museo dell'Opera del Duomo, housing a collection of sculptures and paintings from the cathedral.
  • What are the best villa rentals in Siena?

    Among the villa rentals in Siena, Wine Resort Dievole, Casa Di Campagna In Toscana and Ripostena are the most popular ones.

  • What indoor activities for families are available in Sienne on rainy days?

    On a rainy day, head to the Museo Archeologico Nazionale Etrusco, where you can explore Etruscan artefacts, or the Museo Civico, showcasing Sienese art and history. The Palazzo Pubblico, home to the famous frescoes by Ambrogio Lorenzetti, also provides an engaging indoor experience.
  • What are the best villa rentals with a pool in Siena?

    Wine Resort Dievole, Casa Di Campagna In Toscana and Ripostena are the best villa rentals with a pool in Siena.

  • What are the best activities in Sienne?

    Siena is a city to be explored on foot. Wander through the charming cobblestone streets, visit the Piazza del Campo for the Palio horse race, and enjoy a traditional Tuscan meal at one of the many restaurants in the historic centre. Take a cooking class to learn the secrets of Sienese cuisine or visit a local winery for a wine tasting.
  • What are the best villa rentals with a jacuzzi in Siena?

    The best villa rentals with a jacuzzi in Siena are Casa Di Campagna In Toscana, Pieve Marsina & Borgo Argenina and Antica Fonte Residenza Di Siena.

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

    Renting a villa or house in Siena gives you the freedom to cook your own meals, relax in your own space, and enjoy the privacy of your own home away from home. You'll also have access to amenities like a garden or pool, perfect for enjoying the beautiful Tuscan weather.
  • What are the best villa rentals for families and kids in Siena?

    The best villa rentals for families and kids in Siena are Wine Resort Dievole, Casa Di Campagna In Toscana and Ripostena.

  • What exclusive experiences are available when visiting Sienne?

    You can arrange a private tour of the Duomo, including access to the Piccolomini Library, or a private cooking class with a local chef. A guided tour of the city walls, offering stunning panoramic views, is another unique experience.
  • What are the best pet friendly villa rentals in Siena?

    The best pet friendly villa rentals in Siena are Wine Resort Dievole, Casa Di Campagna In Toscana and Ripostena.

  • Which part of Sienne would be ideal for a villa rental?

    The area around the city walls, known as 'Le Mura', offers stunning views and a peaceful setting. The countryside just outside Siena, particularly in the Chianti region, is also a popular choice for villa rentals, offering a more rural experience.
  • What are the best villa rentals with parking in Siena?

    Wine Resort Dievole, Casa Di Campagna In Toscana and Ripostena are the best villa rentals with parking in Siena.

Popular destinations

Best Siena villas and holiday homes with parking

Casa Vacanze(2 Ospiti) Castelvecchio Affittasi ! - Siena
9.0 147 reviews

Casa Vacanze(2 Ospiti) Castelvecchio Affittasi !

house, Siena
This Siena apartment, situated in the historic district, is a short walk from the Duomo and Piazza del Campo.
The one-bedroom property sleeps four guests, offering a kitchen, secure parking for motorcycles and bicycles, and heating; the host assists with ZTL access for car arrivals.
Podere Casana Agriturismo - Siena
9.1 28 reviews

Podere Casana Agriturismo

farm, Monteroni d'Arbia
Podere Casana Agriturismo in Sovignano, located between 17 and 21 kilometres from Siena's National Picture Gallery, Palazzo Chigi-Saracini, and Piazza del Campo, offers a farm stay experience near Monteroni d'Arbia.
This agriturismo provides air-conditioned accommodation with complimentary WiFi, private parking, a garden, and a kitchen equipped with a fridge and microwave, ideal for families and pet owners seeking a countryside retreat with mountain views and amenities like a bidet.
Casa Piccola - Siena
9.9 82 reviews

Casa Piccola

house, Siena
This Siena countryside apartment, located 3km from Siena's historic centre, offers easy access to Chianti Classico, Val d'Orcia, San Gimignano, and Florence.
The self-catering flat features a private garden, parking, air conditioning, one bedroom, one bathroom, sleeps two, and includes a fully equipped kitchenette and Wi-Fi.
Villa In Siena With 6 Bedrooms Sleeps 11 - Siena
No reviews

Villa In Siena With 6 Bedrooms Sleeps 11

house, Siena
Villa del Mangia is a luxurious renovated estate located just a few kilometres outside Siena, offering panoramic views of the city and the Sienese countryside, with easy access to Siena and nearby destinations such as San Gimignano and Florence. This spacious villa, covering 400 square metres, accommodates up to 11 guests across 6 bedrooms and 6 bathrooms, featuring a private guesthouse, an infinity pool, air conditioning, Wi-Fi, and a fully equipped kitchen with a fridge, microwave oven, and dishwasher.

Best Siena villas and holiday homes with a garden

400 M² Villa ∙ 6 Bedrooms ∙ 11 Guests - Siena
No reviews

400 M² Villa ∙ 6 Bedrooms ∙ 11 Guests

house, Siena
This luxurious Tuscan barn conversion is located in the Sienese countryside, offering panoramic views of Siena's historic centre and the Torre del Mangia, with the city centre just a short drive away.
This 400 square meter villa sleeps 11 guests across 6 bedrooms, featuring a large kitchen, air conditioning, a swimming pool, a garden, and Wi-Fi, making it ideal for families and groups seeking a countryside escape near Siena.
Agriturismo Siena With Pool - Siena
No reviews

Agriturismo Siena With Pool

house, Siena
This Agriturismo Siena with pool is situated in Sant'Andrea a Montecchio, placing it 8.7 kilometres from Piazza del Campo and 5.9 kilometres from the National Museum of Etruscan Archaeology, offering a peaceful rural setting close to Siena's historical centre. This property provides 60 square metres of living space with 2 bedrooms and 1 bathroom to accommodate up to 7 guests, featuring a fully equipped kitchen, a garden with barbecue, a swimming pool, and complimentary WiFi.
Ricasoli, Brolio Agriroom - Siena
8.9 258 reviews

Ricasoli, Brolio Agriroom

farm, Gaiole in Chianti
Brolio Agriroom, a self-catering property in Ricasoli, Gaiole in Chianti, is located 22.5km from Piazza del Campo in Siena and 33.8km from Piazza Matteotti.
This one-bedroom, one-bathroom farmhouse offers air-conditioned rooms with Wi-Fi, parking, daily room service, a restaurant serving traditional Italian cuisine, and bike rentals for exploring the Chianti region's cycling routes, plus a picnic area.
Podere Il Boschetto  Antica Dimora In Siena - Siena
9.9 131 reviews

Podere Il Boschetto Antica Dimora 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.
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