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 Le Tre Pietre - Podere Nel Chianti - Siena
8.6 108 reviews

Agriturismo Le Tre Pietre - Podere Nel Chianti

farm, Monteriggioni
Agriturismo Le Tre Pietre - Podere nel Chianti is located in Quercegrossa, in the Chianti region, 13km from Siena's Piazza del Campo and 31km from Monteriggioni's Piazza Matteotti, offering a peaceful escape amidst rolling hills and vineyards. This farm stay receives very good user ratings for cleanliness and location, with excellent reviews for its tranquil setting.
The property features a one-bedroom apartment with a private bathroom, accommodating up to two guests. Enjoy a range of amenities including a swimming pool, a terrace, a garden, and a fully equipped kitchen, perfect for a relaxing and self-sufficient stay.
Casa Vacanze L'oliveta - Siena
8.8 67 reviews

Casa Vacanze L'oliveta

house, Siena
Casa Vacanze L'Oliveta is located just outside Siena, a short drive from Piazza del Campo and a 30-minute drive from the city centre. This property has received excellent ratings for cleanliness, location and overall experience.
This one-bedroom house offers a peaceful retreat with a private swimming pool and a garden. Guests can enjoy a range of amenities including a fully equipped kitchen, air conditioning, Wi-Fi and free parking.
L'aia Country Holidays - Siena
8.3 344 reviews

L'aia Country Holidays

house, Monteriggioni
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.
Case Vacanza "La Fornace" - Siena
8.5 38 reviews

Case Vacanza "La Fornace"

house, Castelnuovo Berardenga
This spacious villa in Vagliagli, Castelnuovo Berardenga, is conveniently located 11km from Siena's Piazza del Campo and 32km from Piazza Matteotti.
The 145 square metre property sleeps 15 guests, boasting three bathrooms, a fully equipped kitchen, a fitness centre, and extensive outdoor space including a garden, terrace, and outdoor fireplace, plus on-site bike rentals.

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

Villa Caprera. Siena - Siena
9.8 120 reviews

Villa Caprera. Siena

house, Siena
This Siena holiday home is situated in a tranquil village approximately 3km from Siena's historic centre, offering easy access to the city's major attractions and nestled amongst olive groves and vineyards.
The self-catering property features a fully equipped kitchen with dishwasher, air conditioning, a private garden, parking, and can accommodate families, including providing a cot; additional services such as cooking lessons are available.
Il Palazzetto - Siena
9.3 496 reviews

Il Palazzetto

house, Siena
Il Palazzetto is located in the Tuscan countryside, just 5 kilometres from the historic city centre of Siena, offering a peaceful escape from the bustling city. The property has consistently received excellent ratings from previous guests for its cleanliness, location and overall experience.
The apartments are spacious, featuring either one or two bedrooms, each with a living/dining room and a fully-equipped kitchenette. Guests can enjoy the shared patio, relax by the private pool, or take advantage of the on-site parking, free Wi-Fi and electric vehicle charging station.
Borgo Villa Risi - Siena
9.0 306 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.
Casa Manori - Refined And Cozy Two-room Apartment - Siena
10 102 reviews

Casa Manori - Refined And Cozy Two-room Apartment

apartment, Siena
This Siena apartment, located in the Viale Cavour district, is a seven-minute walk (approximately 0.6km) from Siena's historic city walls and close to the train station and bus routes.
The one-bedroom flat, sleeping two guests, offers a fully equipped kitchen with dishwasher, free Wi-Fi, air conditioning, and free parking on Viale Cavour, within a renovated building with lift access.

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

La Capanna Di Moma - Siena
9.7 75 reviews

La Capanna Di Moma

cabin, Siena
This charming cottage is located just half a kilometre outside Siena’s city walls, offering a peaceful escape from the bustling city centre whilst still being within easy reach of its many attractions. The accommodation has received excellent reviews from previous guests for its cleanliness, location and overall experience.
The cottage has one bedroom and one bathroom, comfortably accommodating two guests. Enjoy the traditional Tuscan style with terracotta floors and wooden beamed ceilings, and take advantage of the garden, parking and air conditioning.
Villa Siena - Siena
9.6 15 reviews

Villa Siena

house, Siena
Villa Siena is located just outside the city walls of Siena, 3.4 miles from Piazza del Campo and 24 miles from Piazza Matteotti. It’s rated excellent for location, cleanliness and user experience.
The villa has five bedrooms and a floor area of 270 square metres. It offers a range of amenities including a private swimming pool, a spa, a tennis court and a fitness centre.
Exclusive Villa Mami - Siena
10 21 reviews

Exclusive Villa Mami

house, Siena
This luxurious villa, situated 3km outside Siena with breathtaking panoramic views of the city and the Torre del Mangia, offers easy access to Siena's historic centre.
Sleeping up to 14 guests, the recently restored property boasts six bedrooms, six bathrooms, a private 15m x 4m swimming pool, a fully equipped kitchen, and ample outdoor space including a courtyard and garden; parking is also available.
Villa Curiano 7 - Siena
10 10 reviews

Villa Curiano 7

house, Monteroni d'Arbia
Villa Curiano, situated in the Crete Senesi, overlooks the 400-hectare organic Curiano estate, lying 18km south of Siena and 20km north of Montalcino, offering easy access to the UNESCO World Heritage site.
This 635 square metre property sleeps up to 7 guests in 4 bedrooms with 5 bathrooms, boasting a large swimming pool, extensive outdoor spaces, and a fully equipped kitchen including two refrigerators, plus Wi-Fi and air conditioning throughout.

Best Siena villas and holiday homes with a garden

Agriturismo Siena With Pool - Siena
No reviews

Agriturismo Siena With Pool

house, Siena
This agriturismo in Sant'Andrea a Montecchio, a serene district near Siena, is situated 5.97 kilometres from the National Museum of Etruscan Archaeology and 8.99 kilometres from Piazza del Campo.
This property offers 60 square metres of living space with three bedrooms and one bathroom, accommodating up to 11 guests, and features a garden, swimming pool, barbecue area, and complimentary WiFi.
Historic Tuscan Villa With Frescoed Halls - Siena
No reviews

Historic Tuscan Villa With Frescoed Halls

house, Siena
This villa is located in a rural district of Siena, offering car access to Val di Merse (8 kilometres), Fortezza Medicea (17.7 kilometres), and Stadio Artemio Franchi (22.5 kilometres).
This property accommodates up to five guests across three bedrooms and three bathrooms, featuring WiFi, heating, and is ideally situated for exploring local attractions such as the Chianti Sculpture Park (45 kilometres) and the Museo dell'Acqua.
Casa Ortensia - Siena
10 9 reviews

Casa Ortensia

house, Monteriggioni
This holiday let is located just 5 kilometres from Siena, a historic city celebrated for its art and culture, offering a peaceful setting amidst blooming flowers.
This apartment can accommodate up to four guests and features a fully equipped kitchen, air conditioning, Wi-Fi, a private outdoor dining area, and complimentary on-site parking.
Oliveta Del Verde Appartamento Con Grande Giardino 500mt Dal Centro - Siena
9.8 140 reviews

Oliveta Del Verde Appartamento Con Grande Giardino 500mt Dal Centro

house, Siena
The Oliveta del Verde Appartamento con Grande Giardino 500mt dal Centro is a charming house just a short walk from Siena's main attractions, including Piazza del Campo and Palazzo Chigi-Saracini, offering a peaceful retreat from the bustling city centre. This property enjoys excellent ratings for location, cleanliness and user experience.
The house has one bedroom and one bathroom, comfortably accommodating up to four guests. Enjoy a relaxing outdoor space with a private garden and terrace, a fully equipped kitchenette, free private parking, and a concierge service to assist with any needs during your stay.
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