Villas in Siena

257 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • makemytrip
  • oyo
  • yatra
  • goibibo
  • travelguru
  • cleartrip
  • vrbo
  • expedia
  • hotelscom
  • tripcom
  • agoda
Siena villas
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

257 Villas in Siena

Best villas and farmhouses in Siena with a pool

Among the 257 villas in Siena, here are the 4 best villas with a pool

La Grotta Di Montecchino App Mais - Siena
9.2 30 reviews

La Grotta Di Montecchino App Mais

house, Siena
This Agriturismo La Grotta di Montecchino rental is located in Tuscany, 5-6 kilometres from Siena's city centre and 2-3 kilometres from the nearest town, offering a prime Tuscan location for exploring regional sites.
This 60 square metre apartment sleeps four guests and features two bedrooms, one bathroom, a living/dining room with kitchenette, a garden area with seating, and shared access to a swimming pool and BBQ facilities, with tennis courts 300 metres away and horseback riding 2 kilometres distant.
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.
Lapparita Del Peruzzi, Avec Piscine - Siena
10 21 reviews

Lapparita Del Peruzzi, Avec Piscine

house, Siena
L'Apparita, a 16th-century villa designed by Baldassarre Peruzzi and a designated national treasure, is situated 5.7km from Piazza del Campo in Siena's Tuscan countryside.
This six-bedroom, six-bathroom property sleeps eleven guests and boasts stunning Pietro Porcinai gardens, a hillside theatre with Siena views, an extensive library, a swimming pool (June-September), and parking, offering a blend of historical charm and modern comfort.
Chianti Escape Poolvines Tenuta Bibbiano-i Sodi - Siena
10 3 reviews

Chianti Escape Poolvines Tenuta Bibbiano-i Sodi

house, Castellina in Chianti
Tenuta di Bibbiano - I Sodi, situated in Castellina in Chianti, is conveniently located 29km from Piazza Matteotti and 26km from Piazza del Campo, offering easy access to major Tuscan landmarks.
This nine-bedroom villa boasts 139 square metres of living space, accommodating up to 24 guests with six bathrooms, a private swimming pool, and a fully equipped kitchen including a dishwasher; free Wi-Fi is available throughout the property.

Best family friendly villas in Siena

Among the 257 villas in Siena, here are the 4 best family friendly villas

Agriturismo Sant'alfredo - Siena
9.6 35 reviews

Agriturismo Sant'alfredo

house, Monteroni d'Arbia
Agriturismo Sant'Alfredo, a self-catering property in Monteroni d'Arbia, enjoys a peaceful countryside setting approximately 18 kilometres from Siena's Piazza del Campo and the Palazzo Chigi-Saracini, offering easy access to the National Museum of Etruscan Archaeology.
This family-friendly villa boasts a private pool (open 15 May – 15 September), free parking, Wi-Fi, a garden with barbecue and outdoor play equipment, plus a sun terrace and table tennis facilities.
300 M² Villa ∙ 4 Bedrooms ∙ 8 Guests - Siena
No reviews

300 M² Villa ∙ 4 Bedrooms ∙ 8 Guests

house, Siena
Villa Capannina is a renovated former stable located in Vico d'Arbia, approximately 10 kilometres from Siena, offering a rural retreat with convenient access to the city and surrounding Tuscan attractions.
This family-friendly villa spans 300 square metres, featuring 4 bedrooms and 3 bathrooms to accommodate up to 8 guests, and includes a private outdoor swimming pool operational from May to October, air conditioning in bedrooms, and Wi-Fi.
Castello Di Bossi - Siena
8.9 1173 reviews

Castello Di Bossi

farm, Castelnuovo Berardenga
Castello di Bossi is a farmhouse situated in Castelnuovo Berardenga, 16 kilometres from Siena's Piazza del Campo and 40 kilometres from the Piazza Matteotti in the town centre.
This family-friendly property offers guests a swimming pool, tennis court, and a restaurant, as well as the opportunity to enjoy scenic views of the surrounding countryside.
Agriturismo Montioni - Siena
9.3 177 reviews

Agriturismo Montioni

apartment, Sovicille
Agriturismo MONTIONI, a self-catering apartment in Sovicille, is situated 19 kilometres from Palazzo Chigi-Saracini and 23 kilometres from Piazza del Campo, offering convenient access to these Siena landmarks.
This family-friendly property features a swimming pool, tennis court, garden with barbecue facilities, free Wi-Fi, and private parking, plus packed lunches are provided for guest excursions.

Frequently asked questions about villa rentals in Siena

  • What are the must-see attractions in Sienne?

    You absolutely must visit the Piazza del Campo, Siena's main square, and the magnificent Duomo, a masterpiece of Sienese Gothic architecture. And don't miss the Palazzo Pubblico, the town hall, with its stunning frescoes by Simone Martini and Ambrogio Lorenzetti.
  • What are the best villas in Siena?

    Among the villas 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?

    The Museo Civico, housed in the Palazzo Pubblico, offers a fascinating insight into Siena's history and art, with interactive displays that are perfect for kids. The Museo di Palazzo Chigi-Saracini, with its collection of furniture, paintings and sculptures, is also a great option for a rainy day.
  • What are the best villas with a pool in Siena?

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

  • What are the best activities in Sienne?

    Siena is a city to be explored on foot, so wander through the narrow streets and discover hidden gems like the Oratorio di San Bernardino and the Fonte Gaia, a beautiful fountain in the Piazza del Campo. If you're there during the summer, don't miss the Palio, a thrilling horse race that takes place twice a year in the Piazza del Campo.
  • What are the best villas with a jacuzzi in Siena?

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

    Renting a villa in Siena offers more space and privacy than a hotel, allowing you to enjoy a more authentic experience. You'll have a kitchen to prepare meals and a garden or terrace to relax in, making it ideal for families or groups of friends.
  • What are the best villas for families and kids in Siena?

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

  • What food festivals or culinary events take place in and around Sienne?

    Siena is known for its delicious food, and there are many festivals celebrating local delicacies. The Palio di Siena, a horse race that takes place twice a year, is also a great opportunity to sample traditional Sienese cuisine. The Siena Food & Wine Festival, held in September, showcases the best of Tuscan food and wine.
  • What are the best pet friendly villas in Siena?

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

  • What exclusive experiences are available when visiting Sienne?

    You can take a private cooking class with a local chef and learn to prepare traditional Sienese dishes. Or, for a truly unique experience, book a private tour of the Duomo and its hidden treasures with a local guide.
  • What are the best villas with parking in Siena?

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

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

    The areas of Fontebranda and San Prospero are both located outside the city walls, offering peace and quiet while still being within easy reach of the city centre. The hills around Siena, in areas like Monteriggioni and Castellina in Chianti, are also popular for villa rentals, offering stunning views and a more rural setting.

Popular destinations

Best Siena villas and holiday homes with parking

San Giovanni In Poggio - Siena
9.9 445 reviews

San Giovanni In Poggio

house, Monteroni d'Arbia
This San Giovanni In Poggio property, situated in Monteroni d'Arbia, enjoys a peaceful Tuscan countryside setting, approximately 11km from Siena and 43km from Arezzo, offering easy access to major Tuscan attractions.
The self-catering villa boasts a seasonal outdoor pool, jacuzzi, sauna, and spa, alongside fully equipped kitchens, private terraces, and free Wi-Fi and parking; bicycle rental is available for exploring the surrounding area's cycling and hiking trails.
Casa Di Luca Eroica, Pool - Siena
8.0 1 review

Casa Di Luca Eroica, Pool

house, Castelnuovo Berardenga
Casa Di Luca, in Castelnuovo Berardenga, Tuscany, is situated 18km from Siena’s Piazza del Campo and 43km from Grosseto’s Piazza Matteotti, offering easy access to these Tuscan landmarks.
This 160 square metre villa provides accommodation for up to 17 guests, boasting 4 bedrooms, 3 bathrooms, 2 living rooms, a private pool, garden, and amenities including Wi-Fi, parking, and a barbecue; ideal for families or groups exploring the Eroica cycling route nearby.
Villa Agostoli - Siena
8.7 44 reviews

Villa Agostoli

farm, Siena
Villa Agostoli is a farm stay located just outside Siena, a short drive from the city centre and train station, offering a peaceful escape from the bustling city. It has received very good user ratings, with excellent scores for location and cleanliness.
The apartments are spacious and comfortable, each with a living/dining area, bathroom and fully equipped kitchen. Guests can enjoy the garden, swimming pool, free Wi-Fi and parking, making it a great choice for families and those seeking a relaxing getaway.
Casalgallo - Siena
9.2 738 reviews

Casalgallo

farm, Castelnuovo Berardenga
Casalgallo, a farmhouse located in the Chianti Hills, is a 10-kilometre drive from Siena and a 32-kilometre drive from Monteriggioni.
This family-friendly property offers self-catering apartments with well-equipped kitchens, a garden with BBQ facilities, and a terrace, all set within a peaceful location.

Best Siena villas and holiday homes with a garden

(Chianti Classico)villa With Private Pool - Siena
9.6 24 reviews

(Chianti Classico)villa With Private Pool

house, Castelnuovo Berardenga
Villa Il Cerretaccio, a 13th-century watchtower-incorporated villa in the Chianti Classico region, is situated 12 km from Siena and within 15 km of Gaiole, Castellina, and Brolio Castle.
This seven-bedroom, six-bathroom property sleeps fourteen guests and boasts a private swimming pool (open May 1st to October 1st), a 27-hectare estate with olive groves and vineyards, an on-site Tuscan restaurant, and offers yoga and cooking classes.
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.
Il Nido Dell'oca - Loft Giardino - Siena
8.6 23 reviews

Il Nido Dell'oca - Loft Giardino

house, Siena
Il Nido dell'Oca - Loft Giardino is a self-catering apartment in Siena, conveniently located less than 0.3km from the National Museum of Etruscan Archaeology and Piazza del Campo.
This 60 square metre property features one bedroom, one bathroom, and can comfortably accommodate four guests, offering a private garden, terrace, and free Wi-Fi.
Villa Montelisi, With The Most Unique View On Siena (6km) - Siena
10 68 reviews

Villa Montelisi, With The Most Unique View On Siena (6km)

house, Siena
This luxurious Tuscan villa, situated 6km from Siena's city centre, offers a secluded yet convenient base for exploring the region, a short drive from supermarkets and within easy reach of San Gimignano, Florence, and Montepulciano.
The 400 square metre property boasts four bedrooms each with en-suite bathrooms, sleeping up to 10 guests, and features a private pool, jacuzzi, tennis court, and on-site wine and olive oil tasting, alongside organised activities such as Palio experiences and truffle hunting.
©2026 cozycozy.com