Villas and Holiday Homes in Siena

5983 Villas and Holiday Homes in Siena

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • hometogo
  • sykescottages
  • expedia
  • belvilla
  • villanovo
  • interhome
Siena
Search for your holiday home
Price per night
Accommodation type
Rating

Best villa offers in Siena

Farmhouse In The Hills Of Siena, Exclusive Use With Pool, Large Garden, A/c, 8p - Siena
Siena
14/04 – 21/04
£470/nighttotal: Â£3290 (7 )

Farmhouse In The Hills Of Siena, Exclusive Use With Pool, Large Garden, A/c, 8p

4 7
farm, Sovicille
Located in Sovicille, this luxurious farm stay offers exclusive access to the Tuscan countryside, just a short distance from historical sites such as Santa Maria della Scala and its museum complex.
This spacious villa rental, accommodating up to 9 guests across 4 bedrooms and 4 bathrooms, boasts air-conditioned interiors, a private pool, a garden with barbecue facilities, and is conveniently situated near Acquacalda Swimming Pool and Casalvento's Wines for an unforgettable holiday experience.
Holiday Home L'oliviera By Interhome - Siena
8.5 2 reviews
Siena
03/07 – 06/07
£139/nighttotal: Â£417 (3 )

Holiday Home L'oliviera By Interhome

2 3
house, Siena
Located in Certano, Holiday Home L'Oliviera by Interhome offers convenient access to Siena's historic centre, with Palazzo Chigi-Saracini 5.9 kilometres away and Piazza del Campo 9 kilometres distant.
This welcoming holiday home provides 60 square metres of living space, accommodating up to 7 guests across 2 bedrooms, and features a fully equipped kitchen, air conditioning, free WiFi, and a private terrace, with free parking available.
Magione 10 - Siena
9.8 57 reviews
Siena
15/05 – 16/05
£292/nightfor 1 night

Magione 10

2 3
house, Siena
Centrally located in Siena's centre, Magione 10 is a recently renovated holiday home situated a 14-minute walk from Piazza del Campo and approximately 40 kilometers from Piazza Matteotti.
This welcoming villa rental boasts a floor area of 65 square meters, accommodating up to 11 guests across 2 bedrooms, and offers a fully equipped kitchen with a dishwasher, air conditioning, and on-site concierge services for an enjoyable stay.
Casa Berto - Siena
9.8 11 reviews
Siena
24/04 – 26/04
£236/nighttotal: Â£472 (2 )

Casa Berto

2 2
house, Siena
Casa Berto, a welcoming villa rental, is located in Siena, offering a peaceful retreat just over 6.4 kilometres from the National Museum of Etruscan Archaeology and approximately 10.4 kilometres from the National Picture Gallery Siena.
This holiday home boasts 2 bedrooms, a fully equipped kitchen, and a garden with outdoor play equipment, providing ample space and amenities for families, with complimentary private parking and free Wi-Fi enhancing guest convenience.
Luxury Serviced Cottage In A Historical Chianti Borgo - Siena
10 135 reviews
Siena
28/06 – 03/07
£580/nighttotal: Â£2900 (5 )

Luxury Serviced Cottage In A Historical Chianti Borgo

2 2
house, Castellina in Chianti
Secluded in the renowned Chianti region, this villa is located in Castellina in Chianti, 16 kilometres from Piazza del Campo and 29 kilometres from Piazza Matteotti, with Florence Airport 59 kilometres away.
This holiday home offers a private pool, hot tub, tennis court, and barbecue facilities, alongside a fully equipped kitchen and patio, with cycling and hiking opportunities nearby.
Villa Colombaio, Country-house In Wine Estate 5km From Siena - Siena
10 15 reviews
Siena
14/04 – 21/04
£624/nighttotal: Â£4368 (7 )

Villa Colombaio, Country-house In Wine Estate 5km From Siena

5 7
house, Siena
Set within a 340-acre family-run wine estate, this villa offers an authentic Tuscan countryside experience, conveniently located just 20 minutes by car from Siena's historic city centre and its iconic Piazza del Campo.
This spacious 330 sqm country house, accommodating up to 8 guests plus 2 children, boasts a large living room with a fireplace, a reading area with a ping-pong table, and access to a shared swimming pool, with on-site activities including wine tastings and truffle hunting.
Gli Ulivi Di Siena - Siena
8.0 27 reviews
Siena
01/08 – 09/08
£127/nighttotal: Â£1016 (8 )

Gli Ulivi Di Siena

2 2
house, Siena
Just 5.1 kilometres from Siena's historic Piazza del Campo and the National Picture Gallery Siena, this welcoming villa offers a tranquil retreat with its own seasonal outdoor pool.
This 65 square metre holiday home accommodates up to five guests across two bedrooms and includes a fully equipped kitchen, a living room with a fireplace, complimentary WiFi, and private parking.
Casa Vacanze Castelvecchio Affittasi ! - Siena
9.0 130 reviews
Siena
08/04 – 09/04
£63/nightfor 1 night

Casa Vacanze Castelvecchio Affittasi !

1 1
apartment, Siena
Situated in Siena's most ancient district, this apartment is just a few minutes' walk from the iconic Duomo and the famous Piazza del Campo, offering prime access to historical sites.
This welcoming apartment sleeps up to 4 guests, featuring a well-equipped kitchen and secure garage facilities, with assistance available for navigating the ZTL for car arrivals, providing a convenient base for exploring this Tuscan gem which is not a typical holiday home.
Villa Porri By Mmega - Siena
Siena
15/08 – 22/08
£1257/nighttotal: Â£8799 (7 )

Villa Porri By Mmega

5 2
house, Siena
Villa Porri is a 5-bedroom villa located in Siena, approximately 7.5 kilometres from Piazza del Campo and 37 kilometres from Piazza Matteotti.
This spacious holiday home boasts a private pool, garden, sauna, Jacuzzi, and spa facilities, with a floor area of 230 square metres accommodating up to 19 guests.
80 M² Farmhouse ∙ 1 Bedroom ∙ 4 Guests - Siena
Siena
07/04 – 10/04
£98/nighttotal: Â£294 (3 )

80 M² Farmhouse ∙ 1 Bedroom ∙ 4 Guests

1 3
farm, Monteriggioni
Located in the open countryside near Monteriggioni, this farm stay is under 10 kilometres from Siena and offers easy access to Tuscan towns such as San Gimignano (35 km), Volterra (50 km), and Florence (65 km).
Spacious, fully-equipped apartments, including the 80 sqm Tramonto villa which accommodates up to 4 guests, boast kitchens, living rooms, private terraces, and child-friendly amenities, with fresh farm produce available for purchase alongside shared gardens and a barbecue area.
Villa In Siena With 6 Bedrooms Sleeps 11 - Siena
Siena
10/09 – 12/09
£2133/nighttotal: Â£4266 (2 )

Villa In Siena With 6 Bedrooms Sleeps 11

6 2
house, Siena
Villa del Mangia, a luxurious villa rental, is located just a few kilometres outside Siena, offering panoramic views of the city and its countryside, with proximity to San Leonardo al Lago and Fortezza Medicea.
This expansive holiday home boasts 400 square meters of floor area, accommodating up to 11 guests across six bedrooms and six bathrooms, featuring a sophisticated 2024 renovation that blends Tuscan tradition with modern comforts, including an infinity pool and a separate guesthouse.
Villa With Unique Views Over Siena - Siena
9.6 34 reviews
Siena
10/05 – 15/05
£785/nighttotal: Â£3925 (5 )

Villa With Unique Views Over Siena

7 6
house, Siena
Set in the Tuscan countryside, this exclusive manor villa offers panoramic views of Siena, located just 3 kilometres from the city centre amidst olive groves.
This spacious holiday home accommodates up to 12 guests, boasting 7 bedrooms and 5 bathrooms, with a private swimming pool, a rose garden, and a former orangerie suitable for events.

Villas and Holiday Homes with Pool in Siena

Among the 5983 villas in Siena here are the 8 best villas with pool

Libertas Tuscan Hideaway - Siena
9.0 2 reviews
Siena
14/04 – 21/04
£627/nighttotal: Â£4389 (7 )

Libertas Tuscan Hideaway

4 7
house, Castelnuovo Berardenga
Located in San Sano, this villa is 14 kilometres from Piazza del Campo and 37 kilometres from Piazza Matteotti, offering a serene Tuscan countryside escape.
This spacious 200 square metre holiday home accommodates up to 15 guests across 4 bedrooms, boasting a private swimming pool, sauna, fitness centre, and extensive gardens for a truly luxurious stay.
Podere San Carlo - Siena
10 2 reviews
Siena
15/05 – 22/05
£446/nighttotal: Â£3122 (7 )

Podere San Carlo

4 5
house, Siena
Set in the picturesque Tuscan countryside, this villa is located approximately 8.4 kilometres from Siena's iconic Piazza del Campo.
This spacious holiday home offers accommodation for up to 11 guests across 4 bedrooms and 3 bathrooms, featuring a private swimming pool, a terrace, a garden, and air conditioning for a comfortable stay.
Casale Molin Bianco Nelle Colline Del Chianti - Siena
9.2 4 reviews
Siena
15/05 – 22/05
£137/nighttotal: Â£959 (7 )

Casale Molin Bianco Nelle Colline Del Chianti

1 5
house, Monteriggioni
Located in Castellina Scalo, this villa is 16 kilometres from Siena's historic Piazza del Campo and 32 kilometres from Piazza Matteotti, offering a serene Tuscan countryside experience with easy access to local towns.
This family-friendly holiday home, accommodating up to 9 guests across 90 square meters, features a private swimming pool, a garden with outdoor dining, a fully equipped kitchen, and complimentary WiFi, with an outdoor play area for children.
Chiara Luxury Country Home - Siena
9.8 50 reviews
Siena
26/08 – 01/09
£1187/nighttotal: Â£7122 (6 )

Chiara Luxury Country Home

6 2
house, Monteriggioni
Chiara Luxury Country Home is located in Monteriggioni, 5 kilometres from Piazza del Campo and 35 kilometres from Piazza Matteotti.
This spacious 6-bedroom villa offers a private outdoor swimming pool, jacuzzi, spa, fitness centre, and a garden, alongside a fully equipped kitchen and air conditioning, ensuring a luxurious stay for families and groups.
Villa Con Piscina A Siena - Siena
9.8 69 reviews
Siena
14/04 – 21/04
£276/nighttotal: Â£1932 (7 )

Villa Con Piscina A Siena

3 7
house, Siena
Secluded in the Tuscan countryside, this exclusive villa offers a peaceful retreat just 5 kilometres from the historic medieval city of Siena, providing easy access to its attractions while maintaining rural tranquility.
This welcoming holiday home, accommodating up to 7 guests across two independent floors, boasts a private swimming pool, a large fenced garden with a gazebo and barbecue area, and internet access.
70 M² House ∙ 1 Bedroom ∙ 2 Guests - Siena
10 1 review
Siena
11/04 – 12/04
£287/nightfor 1 night

70 M² House ∙ 1 Bedroom ∙ 2 Guests

1 2
house, Castelnuovo Berardenga
Set in a tranquil Tuscan location, the holiday home "Limonaia" is situated in Castelnuovo Berardenga, a mere 10-minute drive from the historic city of Siena.
This 70 square meter villa rental offers accommodation for 2 guests with 1 bedroom and 1 bathroom, featuring a private fenced swimming pool and garden, high-speed Wi-Fi, and a well-equipped kitchen, with options for local activities such as truffle hunting and horse riding lessons available.
Holiday Home Montechioccioli-1 By Interhome - Siena
9.0 26 reviews
Siena
15/05 – 22/05
£127/nighttotal: Â£889 (7 )

Holiday Home Montechioccioli-1 By Interhome

2 5
house, Gaiole in Chianti
Located in Gaiole in Chianti, this villa rental offers a serene Tuscan setting, with Piazza Matteotti and Piazza del Campo situated 31 kilometres away.
This holiday home provides a seasonal outdoor swimming pool, a relaxing garden, complimentary Wi-Fi, and a fully equipped kitchenette, alongside a cozy fireplace for a welcoming ambiance.
82 M² Villa ∙ 2 Bedrooms ∙ 4 Guests - Siena
8.0 1 review
Siena
12/08 – 16/08
£162/nighttotal: Â£648 (4 )

82 M² Villa ∙ 2 Bedrooms ∙ 4 Guests

2 3
house, Poggibonsi
Nestled in the "San Gimignano And Surroundings" district, this villa rental is conveniently located 2 km from Castellina Scalo and 23 km from Siena, offering easy access to the renowned tourist area of San Gimignano.
This holiday home, featuring 2 bedrooms and a capacity for 4 guests, boasts air conditioning in the kitchen/living area and bedrooms, a shared outdoor swimming pool, and a shared garden with barbecue facilities, all within an 82 square meter floor area.

Frequently Asked Questions about Siena

  • What are the must-see attractions to visit in Siena, Italy?

    When visiting Siena, the Piazza del Campo is a definite highlight. This shell-shaped medieval square is famous for the Palio horse race. The Siena Cathedral, also known as the Duomo di Siena, is another essential stop with its stunning facade and interior. Don't miss climbing the Torre del Mangia for panoramic views of the city and surrounding Tuscan landscape.
  • What are the advantages of staying in a villa in Siena, Italy?

    Staying in a villa in Siena, Italy offers more space and privacy compared to a hotel. It provides a home-like atmosphere with amenities like a full kitchen, living areas, and often private gardens or pools. This setup is particularly beneficial for families or groups, allowing for a more relaxed and self-catered experience while still being close to Siena's attractions.
  • How much does it cost to rent a villa in Siena, Italy on average?

    The average cost to rent a villa in Siena, Italy varies significantly based on size, amenities, location, and the time of year. Prices can range from around 800 euros per week for a smaller property in the off-season to several thousand euros per week for larger, more luxurious villas during peak summer months.
  • Are there villas near the city center in Siena, Italy?

    Yes, there are villas located near the city center of Siena, Italy. These properties often offer a blend of tranquility and convenient access to the historic sights. They might be situated on the outskirts of the immediate centro storico or in quieter residential pockets just a short walk or drive from the main squares and attractions.
  • How far in advance should one book a villa in Siena, Italy?

    It is advisable to book a villa in Siena, Italy at least six months in advance, especially if planning a trip during the popular spring and summer months, or around the time of the Palio horse races in July and August. Booking earlier ensures a wider selection of available properties.
  • Are there wineries or food tours near villas in Siena, Italy?

    Many villas in and around Siena, Italy are situated in the Tuscan countryside, which is renowned for its wineries. It's common for villas to be close to vineyards offering wine tastings, and numerous operators provide guided food and wine tours that explore local specialties and the Chianti region, often including visits to producers.
  • Is a car necessary to stay in a villa in Siena, Italy?

    Whether a car is necessary to stay in a villa in Siena, Italy depends on its location. If the villa is within walking distance of the city center or has good public transport links, a car might not be essential. However, for villas located in more rural areas or for exploring the wider Tuscan countryside, a car offers the most flexibility and convenience.

Villas in Popular Destinations

copyright © 2026 villapicker.com