The widest selection of unusual accommodations in Siena

A cabin, a lighthouse, a glamping, your extraordinary stay awaits you

7 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Siena unique stays
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

23 Unique places to stay in Siena

Best family friendly Siena unique stays

Among the 23 accommodations in Siena, here are the 4 best family friendly unique accommodations

Agriturismo Amina, Winery & Hiking - Siena
9.3 510 reviews
Siena
15/08 – 18/08
SG$223/nighttotal: SG$669 (3 )

Agriturismo Amina, Winery & Hiking

1 2
farm , Castelnuovo Berardenga
Agriturismo Amina, Winery & Hiking is situated near Vagliagli, just 30 kilometres from Castelnuovo Berardenga and a short drive from Siena.
This family-friendly farmhouse offers a range of amenities including a swimming pool, a garden with BBQ facilities, a children's playground, and a daily breakfast buffet, as well as the opportunity to sample the farm's own wine production.
Apartment 'Osea' With Balcony And Wi-fi - Siena
Siena
04/07 – 10/07
SG$281/nighttotal: SG$1686 (6 )

Apartment 'Osea' With Balcony And Wi-fi

2 5
farm , Monteriggioni
This farmhouse offers a tranquil rural setting near Monteriggioni, situated less than 10 kilometres from Siena and its cultural sites such as Santa Maria della Scala and Museo dell'Opera del Duomo.
Accommodating up to five guests in two bedrooms, this property features a kitchen with a fridge, microwave, and dishwasher, air conditioning, free Wi-Fi, private terraces with countryside views, shared gardens with a children's play area, and opportunities to purchase fresh farm produce.
Borgo Livernano - Siena
9.2 566 reviews
Siena
22/07 – 27/07
SG$509/nighttotal: SG$2545 (5 )

Borgo Livernano

1 2
farm , Radda in Chianti
Borgo Livernano is a farmhouse located in the Chianti Hills, just 30km from Siena and 60km from Florence, surrounded by forests, vineyards, and olive groves, offering a peaceful escape in the Tuscan countryside. It has received very good ratings for its location, cleanliness, and overall experience.
The farmhouse has been carefully restored, preserving its original charm and character, and offers two guest houses furnished with local antiques. Guests can enjoy a swimming pool, a jacuzzi, a terrace, a garden, a spa, a restaurant, a bar, and parking, as well as the farm's own wine, olive oil, honey, vegetables, and fruits.
Tuscan Farmhouse - Stunning Views, Ac & Fast Wi-fi, 10 Min Siena - Siena
9.7 184 reviews
Siena
26/08 – 30/08
SG$879/nighttotal: SG$3516 (4 )

Tuscan Farmhouse - Stunning Views, Ac & Fast Wi-fi, 10 Min Siena

6 10
farm , Siena
This family-friendly gîte, situated in a peaceful rural setting 2.4 kilometres from the Val di Merse and 4.8 kilometres from San Leonardo al Lago, provides the perfect base for exploring Siena and its surrounding countryside.
The property features a fully equipped kitchen, a terrace, a garden, a fitness centre, and parking, as well as internet access, ensuring a comfortable and enjoyable stay for guests.

Best Siena unique stays with a pool

Historisches Anwesen Mit Pool Und Tennisplatz - Siena
9.3 3 reviews
Siena
15/08 – 15/08
SG$54/nighttotal: SG$19710 (365 )

Historisches Anwesen Mit Pool Und Tennisplatz

2 1
castle , Sovicille
This historic castle is located near Linari, a small village in the Sovicille district, just 10km from Siena and 20km from the Chianti Classico region, offering a peaceful escape in the beautiful Tuscan countryside. The castle consistently receives excellent ratings for its location, cleanliness, and overall guest experience.
The castle offers various apartment sizes, comfortably accommodating groups of up to 6 guests, perfect for families or friends travelling together. Guests can enjoy a large swimming pool, a tennis court, a charming courtyard, and stunning views of the Tuscan countryside, making it an ideal choice for a relaxing and memorable holiday.
Rietine24 - Siena
9.7 166 reviews
Siena
15/08 – 18/08
SG$225/nighttotal: SG$675 (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.
54 M² Farmhouse ∙ 1 Bedroom ∙ 3 Guests - Siena
9.5 74 reviews
Siena
01/07 – 02/07
SG$111/nightfor 1 night

54 M² Farmhouse ∙ 1 Bedroom ∙ 3 Guests

1 2
farm , Monteriggioni
Farm for up to 3 guests with an excellent rating of 95% based on 74 reviews. You will be located in Monteriggioni.
Facilities and services: a barbecue, a tennis court and a swimming pool.
Fattoria Di Corsignano - Siena
8.5 394 reviews
Siena
01/07 – 03/07
SG$362/nighttotal: SG$724 (2 )

Fattoria Di Corsignano

1 2
farm , Castelnuovo Berardenga
Fattoria di Corsignano is located in the Chianti wine area, just 10km from Siena and a short drive from Castelnuovo Berardenga, offering a peaceful escape in the Tuscan countryside. The farm consistently receives very good ratings for location, cleanliness, and overall experience.
The property comprises three separate country houses, each with its own entrance and parking, offering a variety of rooms and apartments. Guests can enjoy a range of amenities, including a swimming pool, a restaurant serving traditional Tuscan cuisine, and activities like wine tasting, cooking classes, and bike rentals.

Frequently asked questions about unique stays in Siena

  • What are some hidden gems to explore in Sienne?

    Siena has so many hidden gems! One of my favourites is the Oratorio di San Bernardino, with its beautiful frescoes. Another is the Fontebranda, a fountain that's been around for centuries and is often overlooked. And if you're looking for a peaceful escape, the Giardini della Lizza is a lovely park tucked away in the city centre.
  • What attractions is Sienne famous for?

    Siena is most famous for the Piazza del Campo, the main square in the city centre. It's a stunning space, surrounded by historic buildings and a great place to soak up the atmosphere. Of course, the Palio, the horse race that takes place twice a year, is also a major draw. And don't forget the Duomo, a beautiful cathedral with a stunning facade.
  • What clothing or gear is recommended for the climate in Sienne?

    Siena has a Mediterranean climate, with hot summers and mild winters. You'll need light clothing, especially in summer, and a good pair of walking shoes for exploring the city. Don't forget a hat and sunscreen, too! And if you're visiting in the shoulder season, pack a light jacket or cardigan for the evenings.
  • What are the best ways to travel to Sienne eco-consciously?

    The best way to get to Siena is by train. It's a scenic journey and much more environmentally friendly than flying. Once you're in the city, walking is the best way to get around. You can also use the local bus service, which is very efficient and affordable.
  • Which neigbourhood offers the best unique stays in Sienne?

    The best neighbourhood for unique stays in Siena is probably the historic centre, around the Piazza del Campo. There are some beautiful old buildings here, converted into charming guesthouses and apartments. You'll be right in the heart of the action, but still have a sense of peace and quiet in your accommodation.
  • What should you know about unique stays in Sienne before booking?

    When booking unique stays in Siena, it's important to check the location carefully. Some accommodations are in the city centre, while others are in the surrounding countryside. You'll also want to consider the amenities offered, as some places are more basic than others. And if you're travelling with children, make sure the accommodation is suitable for families.

Destinations nearby

Best Siena unique stays with a jacuzzi

Among the 23 accommodations in Siena, here are the 3 best unique accommodations with a jacuzzi

Pensieri Di Cavatina - Siena
9.2 616 reviews
Siena
22/07 – 27/07
SG$526/nighttotal: SG$2630 (5 )

Pensieri Di Cavatina

1 2
farm , Castelnuovo Berardenga
Agriturismo Pensieri di Cavatina is situated in Castelnuovo Berardenga, just 12 kilometres from Siena's iconic Piazza del Campo.
The farm stay, built in 2021, offers a modern take on traditional Tuscan architecture, featuring a swimming pool, a restaurant, and a garden with panoramic views of the surrounding countryside.
Agriturismo Poggio Salvi - Siena
9.5 66 reviews
Siena
22/07 – 27/07
SG$218/nighttotal: SG$1090 (5 )

Agriturismo Poggio Salvi

2 2
farm , Sovicille
Agriturismo Poggio Salvi is located in the Tuscan countryside, a 12-kilometre drive from Sovicille and 12 kilometres from the centre of Siena. It has received excellent ratings for location, cleanliness and user experience.
The farm offers comfortable self-catering apartments with modern conveniences. Guests can enjoy a range of amenities, including a swimming pool, hot tub, free Wi-Fi, rental bikes, and a private garden.
Castel Pietraio Wineresort - Siena
8.5 894 reviews
Siena
01/07 – 03/07
SG$347/nighttotal: SG$694 (2 )

Castel Pietraio Wineresort

1 2
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.

Best pet friendly Siena unique stays

Among the 23 accommodations in Siena, here are the 4 best pet friendly unique accommodations

60 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests - Siena
9.5 74 reviews
Siena
24/09 – 25/09
SG$163/nightfor 1 night

60 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests

2 2
farm , Monteriggioni
Farm listing for 4 people with an excellent rating of 95% based on 74 reviews. You will stay in Monteriggioni.
Services and facilities include a spa, a tennis court and event friendly rooms.
Villa Montecastello - Siena
9.2 129 reviews
Siena
27/07 – 03/08
SG$1318/nighttotal: SG$9226 (7 )

Villa Montecastello

1 6
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.
[Piscine Et Forêt Privée] Ancienne Ferme La Locaia - Siena
9.9 20 reviews
Siena
15/08 – 15/08
SG$28/nighttotal: SG$10220 (365 )

[Piscine Et Forêt Privée] Ancienne Ferme La Locaia

1 1
farm , Siena
This renovated farmhouse, situated in Siena's peaceful Locaia district, is a 15-minute (approx. 10 km) drive from Siena's historic centre.
The property boasts two bedrooms, two bathrooms, sleeps four guests, includes a private 10-hectare garden with a saltwater swimming pool, and offers Wi-Fi access.
85 M² Farmhouse ∙ 2 Bedrooms ∙ 5 Guests - Siena
Siena
15/08 – 18/08
SG$190/nighttotal: SG$570 (3 )

85 M² Farmhouse ∙ 2 Bedrooms ∙ 5 Guests

2 2
farm , Sovicille
Podere Campalfi is a farm stay located in Sovicille, a five-minute walk from the River Merse.
This 85 square meter apartment sleeps up to five guests across two bedrooms and features a kitchen with fridge and freezer, two bathrooms, and a private entrance opening onto the farm's courtyard, with on-site football and badminton facilities and proximity to the River Merse for swimming and fishing.
©2026 cozycozy.com