Villas and Holiday homes in Siena

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Siena holiday homes
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257 Villa rentals in Siena

Browse Holiday Homes near the Historic Centre in Siena

Stay seconds away from superb independent eateries and iconic sights with central holiday homes in Siena.

Casa Chianti Vicino Centro Siena - Siena
9.3 22 reviews

Casa Chianti Vicino Centro Siena

house, Siena
This stylish Siena apartment, a converted stable, is situated in the Sienese countryside, 2km from Piazza del Campo.
The one-bedroom flat offers a fully equipped kitchen including a dishwasher, sleeps two guests, and benefits from private parking and internet access.
Appartamento Del Campo - Siena - Siena
9.9 8 reviews

Appartamento Del Campo - Siena

apartment, Siena
Appartamento del Campo is a holiday flat located just 200 metres from Siena's historic centre and Piazza del Campo, with Siena Train Station 4.2 kilometres away.
This 95 square metre holiday flat offers accommodation for up to 10 guests, featuring 2 bedrooms, 1 bathroom, a kitchen with a microwave and dishwasher, and complimentary WiFi.
Perla Nel Centro Di Siena - Siena
9.1 48 reviews

Perla Nel Centro Di Siena

cabin, Siena
This Siena apartment, located in the historic Bruco contrada, offers direct access to the city's centre, being just metres from Piazza del Campo and the University of Siena.
The recently renovated accommodation features a separate bedroom with a double bed and TV, a kitchen with a sofa bed, a bathroom with shower, toilet and bidet, and accommodates up to three guests with Wi-Fi and a dishwasher.
Oliveta Del Verde Appartamento Con Grande Giardino 500mt Dal Centro - Siena
9.8 141 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.

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

Idyllic Siena Retreat Vineyard View, Private Pool - Siena
9.4 184 reviews

Idyllic Siena Retreat Vineyard View, Private Pool

house, Siena
This converted barn, part of a historic wine estate near Siena, offers a secluded location approximately 60km from Florence and a similar distance to the Tuscan coast.
The property sleeps eight guests in four bedrooms with three bathrooms, boasting a private pool, access to on-site services including wine tasting and chef services, and features a spacious living area with a fireplace.
Agriturismo La Nicchia - Siena
8.8 93 reviews

Agriturismo La Nicchia

farm, Castelnuovo Berardenga
Agriturismo la Nicchia is situated in Castelnuovo Berardenga, just 18 kilometres from both the Piazza del Campo in Siena and Siena railway station.
This pet-friendly farmhouse offers a peaceful setting with a swimming pool, a garden, a terrace, a barbecue, table tennis and a mini-market, along with a fully equipped kitchen and free Wi-Fi and parking.
Il Palazzetto - Siena
9.3 498 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.
Period Residence Located In The Heart Of Siena - Siena
9.8 284 reviews

Period Residence Located In The Heart Of Siena

apartment, Siena
This apartment is situated in the heart of Siena's historic centre, just a short walk from San Cristoforo Church, Palazzo Tolomei, and Banca Monte dei Paschi di Siena, offering easy access to the city's most famous landmarks. The property has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment is a one-bedroom flat with one bathroom, covering 45 square metres and accommodating up to 5 guests. It is fully equipped with a kitchen, washing machine, sofa bed, coffee/tea maker, and TV, and also includes a fitness centre and parking facilities.

Frequently asked questions about villa rentals in Siena

  • What are the must-see attractions in Sienne?

    You absolutely must see the Piazza del Campo, the heart of Siena, and the magnificent Duomo with its stunning facade and intricate details. Don't miss the Torre del Mangia for panoramic views of the city.
  • What are the best holiday homes in Siena?

    Among the holiday homes 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, located in the Palazzo Pubblico, is a great option for a rainy day. You can also visit the Museo dell'Opera del Duomo, which houses a collection of art and artefacts related to the Duomo. For a more interactive experience, the Santa Maria della Scala museum offers a glimpse into the city's history.
  • What are the best holiday homes with a pool in Siena?

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

  • What are the best activities in Sienne?

    Besides visiting the Piazza del Campo and the Duomo, you should definitely take a cooking class to learn how to make traditional Sienese dishes like pici pasta and ribollita. You can also enjoy a guided walking tour to discover hidden gems and learn about the city's rich history.
  • What are the best holiday homes with a jacuzzi in Siena?

    The best holiday homes 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 offers the privacy and space to relax and unwind after a day of exploring the city. You'll also enjoy the convenience of having a fully equipped kitchen, allowing you to prepare meals using fresh local ingredients. Many villas have beautiful gardens or terraces where you can enjoy a meal al fresco.
  • What are the best holiday homes for families and kids in Siena?

    The best holiday homes 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 take a private tour of the Duomo's hidden areas, including the Piccolomini Library, with its stunning frescoes by Pinturicchio. If you're interested in the history of the Palio, you can arrange a visit to the Contrada museums, which showcase the history and traditions of each of the 17 contrade (districts) of Siena.
  • What are the best pet friendly holiday homes in Siena?

    The best pet friendly holiday homes 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 hills surrounding Siena, particularly the areas of Castellina in Chianti, Gaiole in Chianti, and Radda in Chianti, are perfect for a villa rental. They offer stunning views of the Tuscan countryside, are close to vineyards and wineries, and offer a peaceful escape from the city.
  • What are the best holiday homes with parking in Siena?

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

Popular destinations

Best Siena villas and holiday homes with a garden

Casavacanze Vesta - Siena
9.2 416 reviews

Casavacanze Vesta

house, Asciano
Casavacanze Vesta, a self-catering property in the Crete Senesi region, lies between the Val d'Orcia and Chianti, 24km from Siena and 64km from Asciano, offering easy access to Tuscany's major attractions.
This rural retreat comprises four buildings with air-conditioned apartments, each featuring a kitchen with dishwasher, a private bathroom, and access to a large pool, tennis court, and other amenities, perfect for families seeking a relaxing Tuscan getaway.
Villa Delizia - Arceno Rentals Club - Siena
9.8 10 reviews

Villa Delizia - Arceno Rentals Club

house, Castelnuovo Berardenga
Villa Delizia, in San Gusmè near Castelnuovo Berardenga, enjoys a convenient location, approximately 23 kilometres from Siena's Piazza del Campo and 40 kilometres from Grosseto's Piazza Matteotti.
This 120-square-metre property offers two bedrooms, two bathrooms, and sleeps six, featuring a fully equipped kitchen, private balcony, garden, free Wi-Fi, and on-site parking, with bicycle rental available for exploring the Tuscan countryside.
Borgo Villa Risi - Siena
9.0 307 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.
Romantic Cottage In Tuscan Style - Siena
9.8 176 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 Siena villas and holiday homes with parking

Lo Scosso Siena - Siena
10 3 reviews

Lo Scosso Siena

house, Siena
Lo Scosso Siena, a self-catering holiday home, is peacefully located 6.6 km from Piazza del Campo in Siena and 40 km from Piazza Matteotti.
This 150 square metre property boasts two bedrooms, two bathrooms, and can comfortably accommodate up to 11 guests, offering free parking, Wi-Fi, air conditioning, and a garden with outdoor dining.
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.
Perla Moderna Nella Natura. - Siena
9.3 123 reviews

Perla Moderna Nella Natura.

chalet, Siena
This Siena hillside chalet, located a few hundred metres from Siena's commercial area and 0.05km from a bus stop for easy city access, offers stunning panoramic views.
Sleeping four, this newly built self-catering cottage boasts a modern kitchen with dishwasher, air conditioning, a private garden, and a comfortable double sofa bed; guests can enjoy the spacious American-style kitchen table.
L'angolo Di Costalpino - Siena
9.4 96 reviews

L'angolo Di Costalpino

house, Siena
L'angolo di Costalpino is a charming holiday home located just outside the city walls of Siena, a 4.5km drive from Piazza del Campo and 4.5km from Palazzo Chigi-Saracini. It enjoys a peaceful location, offering a tranquil retreat from the bustling city centre. The property has excellent user, location and cleanliness ratings.
This 25 square metre one-bedroom house can accommodate up to two guests. The property features modern amenities such as air conditioning, free Wi-Fi and private parking, as well as a comfortable bedroom and bathroom with bathrobes and a hairdryer.

Handpicked Holiday Houses with a Swimming Pool in Siena

Having pool access at your city holiday home makes a proper swim in the heart of Siena a delightful daily highlight.

Fattoria Di Cavaglioni - Siena
9.5 2183 reviews

Fattoria Di Cavaglioni

farm, Sovicille
La Fonte Di Santa Regina 8, Emma Villas - Siena
9.4 2 reviews

La Fonte Di Santa Regina 8, Emma Villas

house, Siena
Villa Porri By Mmega - Siena
No reviews

Villa Porri By Mmega

house, Siena
B&b Il Pettirosso Di Siena - Siena
8.2 288 reviews

B&b Il Pettirosso Di Siena

house, Siena

Compare Luxury Holiday Homes in Siena

For those seeking excellence, a high-end holiday home in Siena provides a superior standard of luxury and comfort throughout your visit.

Casa Fontebranda - Siena
10 14 reviews

Casa Fontebranda

house, Siena

Check Out Holiday Houses with a Jacuzzi in Siena

Whether you prefer a jacuzzi or a hot tub, these holiday homes in Siena feature private facilities for a soak after a busy day.

Villa Porri  By Mmega - Siena
No reviews

Villa Porri By Mmega

house, Siena
Villa Le Tortore Privata Lusso Piscina Relax Siena - Siena
9.9 152 reviews

Villa Le Tortore Privata Lusso Piscina Relax Siena

house, Siena
Il Rifugio Del Falconiere - Siena
8.8 108 reviews

Il Rifugio Del Falconiere

house, Sovicille
La Dogana . - Siena
9.2 92 reviews

La Dogana .

house, Siena
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