Villas and Holiday homes in Siena

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Siena villas
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113 Villa rentals in Siena

Best Siena villas and holiday homes with a pool

Among the 113 accommodations in Siena, here are the 4 best villas and holiday homes with a pool

Farmhouse Colombaiolo Apartment Marta With Swimming Pool - Siena
9.8 157 reviews
Siena
16/10 – 21/10
SG$230/nighttotal: SG$1150 (5 )

Farmhouse Colombaiolo Apartment Marta With Swimming Pool

2 2
farm , Siena
This charming rural cottage is located just outside Siena, a short drive from the city centre and within easy reach of the Santa Maria alle Scotte Polyclinic and the Terra di Seta and Casalvento's Wines. It boasts excellent user, location, and cleanliness ratings, making it a top choice for travellers seeking a relaxing and comfortable stay.
The two-bedroom cottage spans 75 square metres and comfortably accommodates up to four guests. It features a private pool, a spacious garden with barbecue facilities, and a terrace or balcony for enjoying the Tuscan sunshine.
54 M² House ∙ 2 Bedrooms ∙ 4 Guests - Siena
Siena
07/09 – 08/09
SG$432/nightfor 1 night

54 M² House ∙ 2 Bedrooms ∙ 4 Guests

2 2
house , Castellina in Chianti
This Tuscan-style apartment is located in an ancient village between Castellina in Chianti and San Gimignano, within the Sienese hills, offering easy access to the Chianti wine region and historic towns.
This 54 square meter villa accommodates up to four guests in two bedrooms and features a fully equipped kitchen, a private garden with a gazebo, and access to a shared condominium swimming pool and children's pool, with a tennis court also available on-site.
Agriturismo Poggio Bonelli - Siena
8.9 106 reviews
Siena
13/08 – 16/08
SG$934/nighttotal: SG$2802 (3 )

Agriturismo Poggio Bonelli

4 3
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.
Fienile - Siena
Siena
07/09 – 08/09
SG$823/nightfor 1 night

Fienile

2 2
house , Castelnuovo Berardenga
Fienile, a holiday home in Castelnuovo Berardenga, is situated 11.7km from Siena's Piazza del Campo and 45km from Grosseto's Piazza Matteotti, offering easy access to these Tuscan cities.
This 100 square metre property boasts two bedrooms, one bathroom, and sleeps up to ten guests, featuring a private pool, garden, parking, and Wi-Fi; nearby cycling and hiking opportunities in the Tuscan countryside enhance the stay.

Best family friendly Siena villas and holiday home

Among the 113 accommodations in Siena, here are the 4 best family friendly villas and holiday homes

Torre Di Sant'ansano - Siena
10 2 reviews
Siena
13/08 – 16/08
SG$181/nighttotal: SG$543 (3 )

Torre Di Sant'ansano

2 3
farm , Monteroni d'Arbia
This holiday home in Corsano, Torre Di Sant'Ansano, is located 16 kilometres from Siena's Piazza del Campo and 16 kilometres from Palazzo Chigi-Saracini, with easy access to the National Picture Gallery Siena and the National Museum of Etruscan Archaeology, both 16 kilometres away.
This 120 square metre property accommodates up to eight guests with two bedrooms and two bathrooms, offering a fully equipped kitchen, free private parking, complimentary WiFi, barbecue facilities, a garden, and opportunities for cycling and fishing nearby.
Casavacanze Vesta - Siena
9.2 434 reviews
Siena
28/08 – 31/08
SG$222/nighttotal: SG$666 (3 )

Casavacanze Vesta

1 2
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.
Agriturismo San Sano - Siena
9.4 2651 reviews
Siena
28/08 – 31/08
SG$244/nighttotal: SG$732 (3 )

Agriturismo San Sano

1 2
farm , Gaiole in Chianti
Agriturismo San Sano is a charming farm stay located in Gaiole in Chianti, just 24 kilometres from Piazza del Campo and 29 kilometres from Piazza Matteotti, offering a peaceful retreat amidst the rolling hills of the Tuscan countryside. This accommodation consistently receives excellent ratings for its location, cleanliness, and overall experience.
The farm offers a range of comfortable rooms and apartments, each featuring a private bathroom with a bidet and hairdryer. Guests can enjoy a variety of amenities, including an infinity pool, a relaxing garden, a restaurant, a bar, and bike rentals, making it an ideal choice for families and couples seeking a relaxing and enjoyable getaway.
Agriturismo San Pierino - Siena
9.9 171 reviews
Siena
23/06 – 25/06
SG$216/nighttotal: SG$432 (2 )

Agriturismo San Pierino

1 2
farm , Monteroni d'Arbia
Agriturismo San Pierino, in Monteroni d'Arbia, is situated 21km from Palazzo Chigi-Saracini and 23km from Piazza del Campo, offering easy access to Siena's historical attractions.
This family-friendly farmhouse provides air-conditioned accommodation with a swimming pool, tennis court, spa, and free Wi-Fi; guests can also enjoy the on-site barbecue, playground, and fully equipped kitchens in each unit.

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 heart of Siena, and climb the Torre del Mangia for breathtaking views. The Duomo di Siena, with its stunning marble facade and intricate artwork, is a must-see. Don't miss the Museo dell'Opera del Duomo, housing a collection of sculptures and paintings from the cathedral.
  • 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 Archeologico Nazionale Etrusco, where you can explore Etruscan artefacts, or the Museo Civico, showcasing Sienese art and history. The Palazzo Pubblico, home to the famous frescoes by Ambrogio Lorenzetti, also provides an engaging indoor experience.
  • 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 best activities in Sienne?

    Siena is a city to be explored on foot. Wander through the charming cobblestone streets, visit the Piazza del Campo for the Palio horse race, and enjoy a traditional Tuscan meal at one of the many restaurants in the historic centre. Take a cooking class to learn the secrets of Sienese cuisine or visit a local winery for a wine tasting.
  • 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 Antica Fonte Residenza Di Siena.

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

    Renting a villa or house in Siena gives you the freedom to cook your own meals, relax in your own space, and enjoy the privacy of your own home away from home. You'll also have access to amenities like a garden or pool, perfect for enjoying the beautiful Tuscan weather.
  • 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.

  • What exclusive experiences are available when visiting Sienne?

    You can arrange a private tour of the Duomo, including access to the Piccolomini Library, or a private cooking class with a local chef. A guided tour of the city walls, offering stunning panoramic views, is another unique experience.
  • 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.

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

    The area around the city walls, known as 'Le Mura', offers stunning views and a peaceful setting. The countryside just outside Siena, particularly in the Chianti region, is also a popular choice for villa rentals, offering a more rural experience.
  • 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.

Destinations nearby

Best Siena villas and holiday homes with parking

Rietine24 - Siena
9.7 165 reviews
Siena
20/06 – 23/06
SG$214/nighttotal: SG$642 (3 )

Rietine24

1 2
farm , Gaiole in Chianti
Rietine24, a family-friendly farmhouse in Gaiole in Chianti, is situated 27 kilometres from Piazza del Campo in Siena and 31 kilometres from Piazza Matteotti in San Gimignano.
This one-bedroom, one-bathroom property offers a swimming pool, fitness centre, free Wi-Fi, and packed lunches for day trips, alongside stunning garden views and an outdoor fireplace.
Villa Agostoli - Siena
9.1 40 reviews
Siena
06/09 – 13/09
SG$393/nighttotal: SG$2751 (7 )

Villa Agostoli

3 2
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.
L'arco Tra Le Colline Di Castellina - Siena
Siena
07/09 – 08/09
SG$438/nightfor 1 night

L'arco Tra Le Colline Di Castellina

2 2
house , Castellina in Chianti
L'Arco tra le colline di Castellina is a countryside villa located in Gropina, 13.7 kilometres from Piazza del Campo and 29 kilometres from Piazza Matteotti.
This 54 square metre villa accommodates up to 7 guests in 2 bedrooms and features a dishwasher, WiFi, private parking, a garden, a swimming pool, and a tennis court, with cycling opportunities in the Gropina area.
Az Agr Castello Di Grotti - Siena
Siena
30/06 – 03/07
SG$1239/nighttotal: SG$3717 (3 )

Az Agr Castello Di Grotti

6 12
farm , Monteroni d'Arbia
Az Agr Castello di Grotti, a Corsano farmhouse stay approximately 97 kilometres from Florence Airport, offers a peaceful retreat near Monteroni d'Arbia.
This self-catering property features private entrances, fully equipped kitchens with dishwashers and microwaves, gardens, parking, and accommodates couples or families, with nearby opportunities for golfing, cycling, and hiking.

Best Siena villas and holiday homes with a garden

Agriturismo La Torretta - Siena
8.0 61 reviews
Siena
13/08 – 17/08
SG$244/nighttotal: SG$976 (4 )

Agriturismo La Torretta

1 2
farm , Siena
"Agriturismo La Torretta" is located just 3 kilometres outside of Siena, offering a peaceful escape from the city centre while still being close enough to easily visit attractions like Piazzale Michelangelo, Pitti Palace, and Ponte Vecchio. This farm stay has consistently received very good ratings for its location, cleanliness, and overall experience.
The accommodation features a garden, a swimming pool, and a fitness centre, providing plenty of space for relaxation and recreation. Guests can also enjoy a ping pong table, free parking, and a kitchen with a fridge and microwave, as well as free Wi-Fi and the option to bring their pets.
Il Palazzetto - Siena
9.3 492 reviews
Siena
16/10 – 21/10
SG$208/nighttotal: SG$1040 (5 )

Il Palazzetto

1 2
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.
82 M² Villa ∙ 2 Bedrooms ∙ 4 Guests - Siena
8.0 1 review
Siena
13/08 – 16/08
SG$276/nighttotal: SG$828 (3 )

82 M² Villa ∙ 2 Bedrooms ∙ 4 Guests

2 3
house , Poggibonsi
Crisalide apartment, part of La Fiumara near Castellina Scalo, is situated 1.6km from Castellina Scalo and a 22.5km drive from Siena, offering easy access to Tuscany's San Gimignano area.
This 82 square metre property boasts two bedrooms, sleeping four guests, and features a fully equipped kitchen, air conditioning, a private garden, swimming pool, parking, and a shared barbecue area.
50 M² Villa ∙ 1 Bedroom ∙ 2 Guests - Siena
10 2 reviews
Siena
16/10 – 21/10
SG$292/nighttotal: SG$1460 (5 )

50 M² Villa ∙ 1 Bedroom ∙ 2 Guests

1 2
house , Siena
This Siena house, sleeps two and is conveniently located within the city, although its precise address is not specified, preventing a more precise location description relative to specific landmarks.
The 50 square metre property features a compact yet efficient layout with a double bedroom, living area with a double sofa bed, fully equipped kitchen including a dishwasher and microwave, and a bathroom with shower; a terrace and garden complete this self-catering apartment.
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