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Siena City Centre, Siena
Ideally located in the centre of Siena, I Merli di Ada offers air-conditioned rooms with free WiFi, private parking and room service. The property is around 44 km from Piazza Matteotti, 4.6 km from Siena Train Station and 700 metres from National Museum of Etruscan Archaeology. The hotel has family rooms. The clear and informative instructions to find and access the suite were the best we have ever received. Clean and comfortable facilities. Friendly welcome and assistance we received.
Colle Val D'Elsa
Set in Colle Val D'Elsa and with Piazza del Campo reachable within 25 km, Palazzo Pacini offers concierge services, allergy-free rooms, a garden, free WiFi throughout the property and a shared lounge. The property is located 40 km from Piazza Matteotti, 50 km from Piazzale Michelangelo and 50 km from Pitti Palace. Certain units at the property have a balcony with a mountain view. We liked everything from the location to the staff and after all the breakfast.
Ponte A Bozzone
Certosa di Pontignano Residenza d'Epoca - Place of Charme is offering accommodation in Ponte A Bozzone. The property has a bar, as well as a restaurant serving Italian cuisine.
The units in the hotel are equipped with a flat-screen TV. All units will provide guests with a desk and a kettle.
Amazing historical building, beautiful garden and inner yard with old trees
Poggibonsi
Offering an outdoor pool and a restaurant, Fattoria di Cinciano is located in Poggibonsi, a 10-minute drive from the centre. Free WiFi access is available in all areas.
Each apartment will provide you with a satellite flat-screen TV, air conditioning and a kitchenette with a microwave. Featuring a shower, the private bathroom also comes with a hairdryer and towels.
incredible views and beautiful property
Siena City Centre, Siena
A historic hotel in the heart of Siena, Palazzo Ravizza offers elegant rooms with characteristic 1920s furnishings. This family-run property is just 700 metres from Piazza del Campo.
Palazzo Ravizza has been welcoming guests to Siena since 1922. It is located between Palazzo Pubblico and Siena University.
One of the best hotels I have ever stayed at. It is beautiful, clean and comfortable. Nice view from the terrace. Great location from the Piazza del Campo (around 9 minutes walking). And peaceful area. Great facilities as well. It also has an elevator
Sovicille
Set 9 km from Siena, this 19th-century country house features a restaurant and outdoor pool. It offers traditional Tuscan rooms with wood-beamed ceilings, surrounded by sunflower fields.
The pool terrace comes with sun loungers and parasols. Barbecue facilities are available, and there is also a children's playground. Your pet dogs can run free in the dedicated area of 1000-m².
Excellent place friendly staff. 
Special thanks for Emmanuelle for help.
San Gimignano City Centre, San Gimignano
Located in the centre of San Gimignano, Hotel Bel Soggiorno offers large rooms and an on-site restaurant serving typical Tuscan dishes. The Chianti wine area is just 20 km away.
Bel Soggiorno Hotel has air-conditioned rooms with satellite TV and a private bathroom. Some rooms have  views over the Tuscan countryside.
Excellent quadruple room, with 4 comfortable beds. Stunning view from the windows. Clean, new. Bathroom spotless.
Montepulciano
Villa Nottola is a former noble residence in the countryside of Montepulciano, besides the namesake winery. It offers a sun terrace with swimming pool.
The elegant rooms of Villa Nottola feature ceilings with original wooden beams and brick vaults. The walls are painted in soft natural colours matching the Tuscan art furnishings.
A Dreamy Tuscan Villa Stay – Highlight of Our Italian Road Trip
This villa was the absolute highlight of our Italian road trip. Nestled among cypress-lined pathways, its entrance alone sets the tone for a serene and picturesque escape. Surrounded by its own vineyard and olive orchards, the property offers breathtaking views and a true taste of Tuscany.
The restaurant overlooks the sunset, making every dinner a memorable experience. The rooms are spacious, and the bathrooms are generously sized, adding to the comfort of the stay.
One of our favourite features was the pool set amidst olive trees—a peaceful spot to relax, read, and watch the kids play.
The pool is open from morning to late evening.
I was able to swim quite a few laps as well.
With fewer rooms than large resorts, the atmosphere is calm, clean, and never overcrowded.
The villa produces its own wine and olive oil, and the staff are incredibly polite and courteous. A special mention goes to Giona, who went above and beyond to make our stay special, especially for my husband’s 40th birthday.
The food was outstanding—freshly prepared and full of flavour. The pasta with tomato and aubergine was hands down the best we’ve ever had. For a potato lover like me, the roast potatoes were amazingly seasoned and soooo good.  We tried every dessert on the menu, and each one was exceptional. Their house-baked biscotti was a lovely treat too.
Breakfast was just right—a mix of sweet items, boiled eggs, cereals, cheese, bread, coffee, and juices. It was perfect for making a quick sandwich and starting the day without needing to venture out early. Our kids especially loved the sweet options!
The villa’s location also makes it easy to explore nearby towns like Montepulciano and Siena, which is just about 1 hour and 15 minutes away.
This stay was everything we hoped for and more—peaceful, scenic, and full of warmth. We would return in a heartbeat.
Siena
Certosa Di Maggiano is a former monastery located in the Tuscan countryside, 2 km from Siena's famous Piazza del Campo. It offers unique rooms, free internet and free parking.
Built in 1314, Hotel Certosa di Maggiano features an outdoor swimming pool and a tennis court, all free of charge. Rooms are former monastic cells with a minibar.
Beautiful property with a lovely garden and rustic/fancy vibes. Big and nice room and bathroom. Nice breakfast.
Pienza
Only 150 metres from the centre of Pienza, a UNESCO World Heritage Site, Piccolo Hotel La Valle offers a rooftop terrace with panoramic views of the Val D'Orcia valley, where you can enjoy breakfast.
The hotel is a rustic building made of bricks and stone. It is complete with a roof garden, breakfast room, and bar. Free parking is provided.
Amazing view, position and top service, all recommended
 
Pet-Friendly Hotel in Siena
Popular with guests booking pet-friendly hotels in Siena Area
 
Pet-Friendly Hotel in Quercegrossa
Popular with guests booking pet-friendly hotels in Siena Area
 
Pet-Friendly Hotel in Siena
Popular with guests booking pet-friendly hotels in Siena Area
 
Pet-Friendly Hotel in Siena
Popular with guests booking pet-friendly hotels in Siena Area
 
Pet-Friendly Hotel in Colle Val D'Elsa
Popular with guests booking pet-friendly hotels in Siena Area
 
Pet-Friendly Hotel in Siena
Popular with guests booking pet-friendly hotels in Siena Area
Palazzo Pacini, Hotel Certosa Di Maggiano and Casa Di Campagna In Toscana are some popular pet-friendly hotels in Siena Area.
In addition to these pet-friendly hotels, Agriturismo San Sano, Hotel Palazzo di Valli and Fattoria di Cinciano are also popular in Siena Area.
Couples travelling in Siena Area loved staying at Villa Sant'Alberto, Poggio Olivo and La Moiana 1756.
Similarly, these pet-friendly hotels in Siena Area are highly rated by couples: La Bellavita B&B, Tenuta La Santissima and L'Olmo.
Most pet-friendly hotels on Booking.com offer free cancellation.
Lupaia, Appartamento centro storico La Pulcianella con vista mozzafiato and Agriturismo Capannacce have received great reviews from guests in Siena Area regarding the views from these pet-friendly hotels
Guests staying in Siena Area also spoke highly of the views from these pet-friendly hotels: RELAIS VAL D'ORCIA, RESORT Panoramico Canale Suite - private parking - Natural Park and B&B La Castellina.
We make it quick and easy to book a pet-friendly hotel in Siena Area. Here’s what we offer:
• Free cancellation on most stays
• We Price Match
• 24/7 customer support in 40+ languages
There are 2,472 Pet-friendly hotels in Siena Area you can book on Booking.com.
Many families visiting Siena Area loved staying at DAGO Farmhouse, B&B La Castellina and La Bellavita B&B.
Similarly, La Saracina, Lupaia and RELAIS VAL D'ORCIA are also popular among family travellers.
The average price per night for a pet-friendly hotel in Siena Area for this weekend is US$361, based on current Booking.com prices.
Perfect location — 5’ from Montepulciano Lovely view from the terrace and a huge apartment all for ourselves Super cool that they’re also pet friendly which is a must for us Also the host was super friendly in the communication and very helpful, the def check in just made everything even easier — highly recommend
Location close to important attractions Staff is exceptionally good; friendly and caring Beds are comfortable and the room had nice view of the city Delicious breakfast; eggs, prosciutto, pastry, etc Dog friendly 💕
Perfect place for relax. The bed is very comfy, so quite, the nature around. The place is Pet friendly. We were staying with our labrador and the staff gave us the additional bed sheets to cover the sofa so our dog can sleep on it and feel like home🥰🥰🥰🥰🥰
Great location, beautiful grounds. Kind hotel staff. Pet Friendly.
Quiet peaceful location with beautiful view. Authentic apartment. Gianni is a very friendly and helpful host that's eager to give you recommendations in the neighbourhood . Very dog friendly (fully enclosed garden).
Good location and friendly staff to meet us to let us in - pet friendly too!
The hotel is very clean and modern with good facilities. Rooms have a fridge and are very comfortable The location is very peaceful. The pool and gardens are excellent and well maintained. The place is very pet friendly.