Villas and Holiday Homes in Siena

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Siena

Best villa offers in Siena

67 M² Farmhouse ∙ 1 Bedroom ∙ 4 Guests - Siena
10 3 reviews

67 M² Farmhouse ∙ 1 Bedroom ∙ 4 Guests

farm, Siena
Farm listing for 4 guests with an excellent rating of 100% based on 3 reviews. You will stay in Siena.
Services and facilities: a barbecue, a washing machine and a garden. Take a dip in the pool of this accommodation in Siena!
54 M² Farmhouse ∙ 1 Bedroom ∙ 3 Guests - Siena
9.5 74 reviews

54 M² Farmhouse ∙ 1 Bedroom ∙ 3 Guests

farm, Monteriggioni
Farm rental for up to 3 people with an excellent rating of 95% based on 74 reviews. You will be located in Monteriggioni.
Facilities and services: a kitchen, a barbecue and a swimming pool. This accommodation is ideal for families.
My Exclusive Italy - Villa Essence Of Tuscany With Pool, Garden, Siena View - Siena
No reviews

My Exclusive Italy - Villa Essence Of Tuscany With Pool, Garden, Siena View

house, Siena
Just a few kilometres from Siena, this Tuscan villa offers breathtaking panoramic views of the Tuscan countryside, including the Siena hills, Val d'Orcia, and Mount Amiata, placing you within easy reach of attractions like All'Orto de' Pecci and the Orto Botanico dell'Universita di Siena.
Spanning 2860 square meters across two floors, this family-friendly holiday home comfortably accommodates up to 11 guests with 5 bedrooms and 5 bathrooms, featuring an exclusive swimming pool, a spacious covered terrace for al fresco dining, a billiard room, foosball, and ping pong for entertainment.
Gest Short Rent Siena 1 - Siena
9.1 214 reviews

Gest Short Rent Siena 1

house, Siena
Just 100 meters from Siena's Piazza del Campo and within the ONDA contrada, this welcoming holiday home offers exceptional proximity to the city's historic heart and local traditions.
This well-appointed villa rental, suitable for two guests, features air conditioning, a functional layout with separate living and sleeping areas, and is conveniently located 300 meters from Parking il Campo, providing all necessary amenities for an enjoyable stay.
Holiday Home L'oliviera By Interhome - Siena
8.5 2 reviews

Holiday Home L'oliviera By Interhome

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.
Casa Giardino & Parking Vicino Centro E Stazione - Siena
9.1 9 reviews

Casa Giardino & Parking Vicino Centro E Stazione

house, Siena
Just outside Siena's Porta Camollia, this newly renovated green apartment offers immediate walking access to the historic centre, with shops and restaurants a few minutes away, and is a convenient 10-minute walk from the train station via escalators. This exclusive private villa rental, accommodating up to four guests, boasts a fully equipped kitchen, underfloor heating and cooling, and a private garden with an outdoor dining area, alongside dedicated private parking.
La Grotta Di Montecchino App Mais - Siena
9.2 30 reviews

La Grotta Di Montecchino App Mais

house, Siena
Just 5-6 kilometres from Siena's historic centre, this restored farmhouse offers an authentic Tuscan experience with modern comforts, providing a peaceful countryside retreat ideal for exploring the region's artistic and scenic destinations. This welcoming villa rental, sleeping up to 4 guests across 2 bedrooms, boasts a shared swimming pool, a garden, and is conveniently located 300 metres from tennis facilities and 2 kilometres from horseback riding.
Villa Capannina With Private Pool, Wi-fi And Air Conditioning - Siena
10 1 review

Villa Capannina With Private Pool, Wi-fi And Air Conditioning

house, Siena
Villa Capannina, a family-friendly holiday home, is located in Vico d’Arbia, approximately 10 kilometres south of Siena, offering exclusive access to an outdoor pool with olive tree views from May to October on the historic Montechiaro Estate. This peaceful retreat provides a tranquil escape while remaining conveniently close to Siena's historical landmarks such as Porta Camollia and San Spirito, and is also within easy reach of Florence and the Tuscan coast for day trips.
This spacious villa rental comfortably accommodates up to 8 guests across 4 bedrooms and 3 bathrooms, featuring air conditioning, a fully equipped kitchen with a fridge, microwave oven and dishwasher, and a dedicated workspace. Guests can enjoy the garden, parking, and nearby opportunities for outdoor activities like cycling.

Villas and holiday homes with private pool in Siena

Rolling Tuscan hills surround our villas with pool in Siena. Holiday homes with pool are found both in town and scattered across the surrounding countryside.

Casa Di Luca Eroica, Pool - Siena
9.0 2 reviews

Casa Di Luca Eroica, Pool

house, Castelnuovo Berardenga
Located in Castelnuovo Berardenga, Casa Di Luca Eroica, Pool is 17.7 kilometres from Piazza del Campo and 37 kilometres from Piazza Matteotti, offering proximity to the famed Eroica cycling route ideal for cycle tourism.
This spacious villa rental boasts 160 square meters of floor area, accommodating up to 19 guests across 4 bedrooms and 3 bathrooms, and features a swimming pool, garden, indoor play area, pool table, and barbecue facilities for a complete holiday home experience.
La Grotta Di Montecchino App Uva - Siena
9.2 30 reviews

La Grotta Di Montecchino App Uva

house, Siena
Agriturismo La Grotta di Montecchino is located in the Tuscan countryside, 5-6 km from Siena and 2-3 km from the nearest town, offering a peaceful retreat with easy access to regional attractions and tennis courts just 300 meters away. This 60 square meter house, accommodating up to 4 guests in 2 bedrooms and 1 bathroom, features a shared swimming pool, garden with furniture and BBQ facilities, and a kitchen with a freezer, providing an authentic Tuscan experience.
Villa Siena - Siena
9.6 16 reviews

Villa Siena

house, Siena
Villa Siena, a spacious 270 sqm holiday home with 5 bedrooms, is located on the outskirts of Siena, approximately 8 kilometres from Piazza del Campo and 32 kilometres from Piazza Matteotti.
This luxury villa offers a private swimming pool with panoramic views, a spa and wellness centre including a sauna and hot tub, and is equipped with air conditioning, WiFi, and private parking.
Villa Le Tortore Privata Lusso Piscina Relax Siena - Siena
9.9 155 reviews

Villa Le Tortore Privata Lusso Piscina Relax Siena

house, Siena
Perfectly situated in Siena, this luxury villa is just a 17-minute walk from Piazza del Campo and a short distance from San Cristoforo Church and Palazzo Chigi-Saracini, with Siena Train Station 4 kilometres away.
This exclusive holiday home boasts 100 square meters of floor area, featuring 3 bedrooms, a private swimming pool, a hot tub, complimentary WiFi, and a car rental service for exploring the Tuscan countryside.

Luxury villas and holiday homes in Siena

Our platform brings together the finest luxury villas in Siena, from intimate retreats to grand estates. Find your luxury holiday home.

Villa Le Tortore Privata Lusso Piscina Relax Siena - Siena
No reviews

Villa Le Tortore Privata Lusso Piscina Relax Siena

house, Siena
House listing. Your accommodation will be located in Siena.
Facilities and services: a dish washer, a barbecue and a jacuzzi.
Villa La Strega - Siena
No reviews

Villa La Strega

house, Siena
House. Your accommodation will be based in Siena.
Services and facilities: a barbecue, a fridge and a kitchen. Take advantage of the terrace in this house!
La Capanna Di Elfo Luxury Villa View - Siena
No reviews

La Capanna Di Elfo Luxury Villa View

house, Siena
Holiday house rental. You will be located in Siena.
Facilities and services include an iron, a dish washer and a wheelchair friendly access. This house is ideal for families.
Tuscany Villa Cardella Siena - Siena
8.9 13 reviews

Tuscany Villa Cardella Siena

house, Siena
Just 3 kilometres from Siena's historic centre, this villa offers an authentic Tuscan experience surrounded by 2,000 sqm of olive groves in a tranquil countryside setting.
This spacious holiday home accommodates up to 11 guests across two independent apartments, featuring 6 bedrooms, 4 bathrooms, a private swimming pool with an outdoor bathroom and shower, and an equipped pergola with barbecue facilities for al fresco dining.

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

Villas and family holiday home rentals in Siena

Our listings of holiday homes for families in Siena feature properties with multiple bedrooms and gated pools. Browse our family-friendly villas.

[Duomo & Piazza Del Campo: 8-min Walk]  Sleeps 8 - Siena
9.7 364 reviews

[Duomo & Piazza Del Campo: 8-min Walk] Sleeps 8

house, Siena
Centrally located in Siena, this apartment is just an 8-minute walk from Siena Cathedral and Piazza del Campo.
This recently renovated, family-friendly apartment offers 91 square meters of living space with 3 bedrooms, 2 bathrooms, and a capacity for 8 guests, featuring a fully equipped kitchen and a dedicated Smart Working corner with super-fast WiFi, making it a superb villa rental for exploring the historic city.
Villa Montelisi, With The Most Unique View On Siena (6km) - Siena
10 69 reviews

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

house, Siena
Set within a 340-acre wine estate in the Sienese countryside, this villa is located just 6 kilometres from Siena's historic city centre, offering an authentic Tuscan experience with stunning views of the Sienese hills and iconic towers.
This spacious 400 square meter holiday home, accommodating up to 10 guests, features 4 bedrooms and 4 bathrooms, with exclusive use of a shared swimming pool from May to September and opportunities for wine tastings, horse riding, and truffle hunting on the estate.
Magione 10 - Siena
9.9 59 reviews

Magione 10

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 Attilio - Siena
No reviews

Casa Attilio

house, Siena
Holiday house to rent. Your accommodation will be based in Siena.
Facilities and services: a fridge, a dish washer and a fitness center. Enjoy free parking with this accommodation in Siena!

Rental villas and holiday homes with jacuzzi in Siena

Our villas with hot tub in Siena are the perfect choice for a romantic stay: a private jacuzzi for two in an exceptional setting. Find your holiday home with hot tub.

La Villa Col Fienile Della Brigata Spendereccia! - Siena
No reviews

La Villa Col Fienile Della Brigata Spendereccia!

farm, Siena
This farm offers an exclusive rural retreat in Siena's most scenic area, bordering the renowned 'Strade Bianche' cycling route and just a five-minute drive from the historic centre.
Featuring four bedrooms and five bathrooms for up to eight guests, this luxurious villa rental boasts a heated indoor swimming pool with hydromassage, an expansive park with ancient oak trees, and a private olive grove, providing an authentic Tuscan agricultural experience.
La Capanna Di Elfo Luxury Villa View - Siena
10 139 reviews

La Capanna Di Elfo Luxury Villa View

house, Siena
Located 8.5 kilometers from Siena's historic centre, this spacious villa offers a tranquil retreat with Piazza del Campo 5.7 miles away and key attractions like Palazzo Chigi-Saracini and the National Museum of Etruscan Archaeology within 3.8 miles.
This welcoming holiday home boasts a generous 180 square meters of living space, featuring 4 bedrooms, a living room, a fully equipped kitchen, air conditioning, a jacuzzi, a terrace, and a garden, alongside complimentary WiFi and private parking, with accessibility features for disabled guests and a children's playground.
Villa Porri  By Mmega - Siena
No reviews

Villa Porri By Mmega

house, Siena
Villa Porri offers an exclusive holiday home experience nestled in the Sienese countryside, boasting breathtaking panoramic views of the Chianti area and Val d'Orcia. This luxurious villa rental provides expansive accommodation for 10 guests, featuring 5 bedrooms and 6 bathrooms spread across 230 square meters, with a private spa area including a sauna and hot tub.
Villa Porri By Mmega - Siena
No reviews

Villa Porri By Mmega

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.
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