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Siena villas
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257 Villa rentals in Siena

Top-Rated Holiday Homes with a Pool in Siena, Italy

Go for an exclusive swim in total privacy right in your own backyard at houses with a pool in Siena, Italy.

Castel Pietraio Wineresort - Siena
8.5 849 reviews

Castel Pietraio Wineresort

farm, Monteriggioni
Castel Pietraio is a restored medieval castle situated in the Tuscan countryside, just 10km from the walled village of Monteriggioni and less than 30km from Siena. The property has received very good user ratings, with excellent location and cleanliness ratings.
The castle offers a range of modern comforts within its historical setting, including a swimming pool, a jacuzzi, a tennis court, and a restaurant. Guests can enjoy a variety of activities such as horseback riding, walking, and cycling in the surrounding countryside.
Villa Montecastello - Siena
9.3 129 reviews

Villa Montecastello

farm, Monteriggioni
Villa Montecastello is located in Monteriggioni, just 19 kilometres from San Gimignano and a 30-minute drive from Siena, offering a peaceful retreat in the heart of Tuscany. The property consistently receives excellent ratings for its location, cleanliness, and overall experience.
Each apartment features a fully equipped kitchen, allowing guests to enjoy the flexibility of preparing their own meals. The farm also offers a range of amenities and activities, including a swimming pool, a terrace, a garden, and a fitness centre, ensuring a comfortable and enjoyable stay.
Casagatti Villa Di Lusso - Siena
10 1 review

Casagatti Villa Di Lusso

house, Monteriggioni
Casagatti villa, situated in Fungaia, offers a luxurious Tuscan escape, a short 11.7km drive from Siena's Piazza del Campo and 45km from Florence Airport.
This 300 square metre property boasts four bedrooms, five bathrooms, a private infinity pool, garden, terrace, jacuzzi, parking and Wi-Fi, comfortably accommodating eight guests.
60 M² House ∙ 2 Bedrooms ∙ 4 Guests - Siena
9.0 9 reviews

60 M² House ∙ 2 Bedrooms ∙ 4 Guests

house, Siena
Holiday house to rent for up to 4 guests with an excellent rating of 90% based on 9 reviews. You will stay in Siena.
Services and facilities include a kitchen, a garden and free parking. Enjoy a swimming pool in this house in Siena!

Top-Rated Downtown Holiday Homes in Siena, Italy

Stay within easy walking distance of top cultural sights, dining, and theaters from central houses in Siena, Italy.

Casa Maria Grazia Camera Il Venticello - Siena
9.9 194 reviews

Casa Maria Grazia Camera Il Venticello

house, Siena
This Siena apartment, situated in a historic alleyway a short walk from Piazza del Campo, offers convenient access to Siena's major attractions.
The 18-square-metre studio features a private bathroom, exposed beams, and sleeps two; amenities include air conditioning, free Wi-Fi, and luggage storage, with paid and free parking options nearby at Parcheggio Stadio and Parcheggio il Campino respectively.
Oliveta Del Verde Appartamento Con Grande Giardino 500mt Dal Centro - Siena
9.8 143 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.
Casa Leonardo, (Nuovo) Bilocale Vicino Il Centro - Siena
9.8 9 reviews

Casa Leonardo, (Nuovo) Bilocale Vicino Il Centro

house, Siena
This recently renovated 55m² flat is situated a short walk from Porta Camollia, providing easy access to Siena's historic centre and offering panoramic views of the Sienese hills.
Accommodating two guests, this modern one-bedroom, one-bathroom apartment features an open-plan kitchen and living area, a double bedroom, and a panoramic balcony, ideal for couples and business travellers.
House Wow Panoramic Terrace *.* - Siena
10 128 reviews

House Wow Panoramic Terrace *.*

apartment, Siena
This family-friendly holiday home is located in the historic centre of Siena, just a short walk from the Baptistery of San Giovanni, Piazza del Campo, and Siena Cathedral. The property has received excellent ratings for its location, cleanliness, and overall experience.
The 90 square metre house has two bedrooms, one bathroom, and can accommodate up to four guests. It is equipped with a fully equipped kitchen, a spa tub, a terrace, a garden, parking, and free Wi-Fi.

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 main square in Siena, and climb the Torre del Mangia for breathtaking views. The Duomo, with its stunning facade and intricate details, is a must-see. Don't forget to explore the historic centre, wander through the charming streets and discover hidden gems like the Museo dell'Opera del Duomo.
  • 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 Civico, which has a fantastic collection of art and artefacts, perfect for keeping the whole family entertained. The Museo di Palazzo Pubblico offers fascinating insights into the city's history and governance. You can also visit the Santa Maria della Scala, a former hospital that now houses a museum, with a beautiful courtyard and interactive exhibits.
  • 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 advantages of renting a house or a villa in Sienne

    Renting a villa in Siena provides more space and privacy compared to a hotel. You can enjoy a home-cooked meal in your own kitchen and have access to amenities like a private garden or pool. It also allows you to experience the city like a local, exploring the neighbourhood and local markets at your own pace.
  • 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 Castel di Pugna.

  • What exclusive experiences are available when visiting Sienne?

    For a truly unique experience, you can take a private tour of the Duomo, exploring its hidden treasures and learning about its intricate history. You can also arrange a private wine tasting at a local winery, sampling some of the region's finest wines. For a more adventurous experience, consider a hot air balloon ride over the Tuscan countryside.
  • 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.

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

    The areas around the city walls, like the districts of San Niccolò or San Martino, are perfect for villa rentals. They offer a peaceful atmosphere with easy access to the city centre and the surrounding countryside. You can also find charming villas in the hills surrounding Siena, offering stunning views of the city and the Tuscan landscape.
  • 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.

  • 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

Renowned Family Holiday Homes in Siena, Italy

Book a spacious home base equipped with a full kitchen, multiple bedrooms, and lounge space at family houses in Siena, Italy.

2860 M² Villa ∙ 5 Bedrooms ∙ 11 Guests - Siena
No reviews

2860 M² Villa ∙ 5 Bedrooms ∙ 11 Guests

house, Siena
This Tuscan villa is located in the countryside near Siena, offering expansive views towards the Val d'Orcia and Mount Amiata, just a few kilometres from the city.
This spacious villa, covering 2860 square metres, accommodates up to 11 guests with 5 bedrooms and 5 bathrooms, featuring a pool, covered terrace for 12, and a billiard room with foosball and ping pong.
500 M² Villa ∙ 7 Bedrooms ∙ 14 Guests - Siena
No reviews

500 M² Villa ∙ 7 Bedrooms ∙ 14 Guests

house, Castelnuovo Berardenga
House for up to 14 people. You will stay in Castelnuovo Berardenga.
Services and facilities include a washing machine, free parking and a freeze. This house in Castelnuovo Berardenga also has air conditioning!
Agriturismo Poggio Bonelli - Siena
8.9 114 reviews

Agriturismo Poggio Bonelli

farm, Castelnuovo Berardenga
Agriturismo Poggio Bonelli is situated in the heart of the Chianti wine region, just 32 kilometres from Siena and 19 kilometres from Gaiole in Chianti.
The self-catering property features a swimming pool, garden, and terrace, offering a peaceful retreat for guests.
Agriturismo La Corte Del Sole - Siena
9.6 158 reviews

Agriturismo La Corte Del Sole

farm, Siena
Agriturismo La Corte del Sole is a farm stay located just outside Siena, a short drive from the historic Piazza del Campo and a 30-minute drive from the city centre. This property has received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers.
Each unit offers a private entrance and a fully equipped kitchen. Guests can enjoy the garden, barbecue facilities, and bike rental service to explore the surrounding countryside.

Best Siena villas and holiday homes with parking

Villa Piccolomini - Siena
8.6 22 reviews

Villa Piccolomini

house, Siena
Villa Piccolomini, near Siena, offers a spacious 130 square metre (approximately 1400 square feet) property, 3.7 kilometres from Palazzo Chigi-Saracini and 4.7 kilometres from Piazza del Campo.
This three-bedroom, two-bathroom house sleeps up to 14 guests and boasts a fully equipped kitchen, terrace, garden, private parking, and free Wi-Fi; recent renovations ensure it is allergy-free.
Charming Villa In The Chianti Vineyards - Siena
9.8 32 reviews

Charming Villa In The Chianti Vineyards

house, Castelnuovo Berardenga
This five-bedroom villa, near Santa Margherita in the Chianti Classico region, offers breathtaking views and is a short drive (distance to be specified by the user) from Castelnuovo Berardenga.
Sleeping up to nine guests, the property boasts three bathrooms, a private pool, parking, air conditioning, Wi-Fi, and a fully equipped kitchen, perfect for exploring the Chianti Classico wine region.
Borgo Argenina - Siena
9.7 664 reviews

Borgo Argenina

house, Gaiole in Chianti
Pieve Marsina & Borgo Argenina is a charming house located in a medieval village just 5km from Gaiole in Chianti, surrounded by vineyards and offering stunning views of the Tuscan countryside. It has consistently received excellent ratings for location, cleanliness, and overall experience.
The house features a traditional Tuscan design and includes a private swimming pool, hot tub, and a spacious garden, perfect for relaxing and enjoying the peaceful surroundings. Guests can also make use of the fully equipped kitchen, air conditioning, and a range of other amenities, including a spa and fitness centre.
Villa Colombaio, Country-house In Wine Estate 5km From Siena - Siena
10 15 reviews

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

house, Siena
This spacious villa, sleeping eight adults and two children, is located 5km from Siena's city centre in the Tuscan countryside, a short drive from local supermarkets and thermal baths.
The 330 square metre property boasts five bedrooms, three bathrooms, a fully equipped kitchen with dishwasher and Nespresso machine, a swimming pool (open May 1st to September 30th), a jacuzzi, tennis court, and garden, plus on-site activities including wine tasting and bike tours.

Best Siena villas and holiday homes with a garden

Antico Borgo Poggiarello - Siena
9.2 550 reviews

Antico Borgo Poggiarello

house, Monteriggioni
75 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests - Siena
No reviews

75 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests

farm, Monteroni d'Arbia
Villa Delizia - Arceno Rentals Club - Siena
9.7 9 reviews

Villa Delizia - Arceno Rentals Club

house, Castelnuovo Berardenga
B&b Il Castelletto Siena - Siena
9.2 18 reviews

B&b Il Castelletto Siena

house, Castelnuovo Berardenga

Discover Top-Rated Luxury Holiday Homes in Siena, Italy

Check into a grand, high-end private residence featuring spacious living areas and elite finishes at luxury houses in Siena, Italy.

Casa Ermini - Siena
9.8 142 reviews

Casa Ermini

house, Siena
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