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Holiday Rentals in Siena

Estimated price for 1 night/2 adults

La Terrazza sul Campo
La Terrazza sul Campo
Via di Città 65, Siena
4.7/5 (154 reviews)

amazing space overlooking the campo... downside is that their is no noise reduction possible in such an apartment and the bell tower rings every hour all night long. Still an incredible experience just don't expect to sleep well - but you can do that at home!

Reviewed on 17 Dec. 2019
Located in Siena Historical Center, this residence is steps away from Palazzo Chigi-Saracini, Piazza del Campo and Siena Cathedral. University of Siena and Santa ...
Il Tosco
Il Tosco
Via del Poliziano 13, Montepulciano, SI
5.0/5 (55 reviews)

Wonderful family run property. Only four rooms in a gorgeous large Tuscan apartment. Elena was a wonderful host (Mom cooks). Great tips on restaurants and touring

Reviewed on 28 Sep. 2019
This family-friendly Montepulciano residence is located in the historical district, just steps away from Val di Chiana and Torre del Pulcinella. Civic Museum ...
Abbadia Sicille
Abbadia Sicille
4.0 out of 5.0 SP 14 Loc. Abbadia Sicille, Trequanda, SI
4.4/5 (97 reviews)

The property is absolutely stunning. It is like you are stepping right into a fairy tale. The staff was super friendly and welcoming. The restaurant at the hotel was one of the best meals I had in Italy. They also have full kitchens if you want to make your own meals, which we did one night. They ...

Reviewed on 2 Sep. 2019
Situated in Trequanda, this residence is Val di Chiana and within 9 miles (15 km) of The Saints Peter and Andrew Church and San Giovanni d'Asso Station. Museo ...
Il Battistero Siena - Residenza d'Epoca
Il Battistero Siena - Residenza d'Epoca
Piazza San Giovanni, 13, Siena, SI
4.6/5 (58 reviews)

The hotel and location were excellent! The staff was amazing especially Rita😊! The cafe food and drinks were excellent including the staff! We will stay here again when we visit Siena.

Reviewed on 2 Jan. 2020
Located in Siena Historical Center, this residence is steps away from Siena Baptistry, Siena Cathedral and Piazza del Campo. University of Siena and Santa Maria ...
Hotel Residence San Gregorio
Hotel Residence San Gregorio
3.0 out of 5.0
4.5/5 (46 reviews)

overall all was great. It deserves to be a four star

Reviewed on 10 Feb. 2020
Located in the heart of Pienza, this residence is within a 5-minute walk of Palazzo Piccolomini, Palazzo Comunale and Pienza Cathedral. Museo Diocesano and Palazzo ...
Camping Boschetto Di Piemma
Camping Boschetto Di Piemma
3.0 out of 5.0 Localita' Santa Lucia 38C, San Gimignano
4.3/5 (21 reviews)

Clean & Quiet with good room facilities. Nice to be surrounded by nature in camping frounda.

Reviewed on 3 Aug. 2019
Situated in San Gimignano, this campsite is within 2 miles (3 km) of Historical Torture Museum, Museum San Gimignano 1300 and Casa e Torre Campatelli. Piazza ...
Residenza d'Epoca Palazzo Borghesi
Residenza d'Epoca Palazzo Borghesi
Via S.Pietro, 3, Siena, Toscana
4.8/5 (44 reviews)

Elegant accommodations close to the Duomo and Campo. Beautiful view from private balcony. Very quiet and walkable to several stores and restaurants

Reviewed on 22 Aug. 2019
Located in Siena Historical Center, this residence is steps away from Siena Cathedral and Santa Maria della Scala. Palazzo Pubblico and Piazza del Campo are ...
Castel Brunello
Castel Brunello
5.0/5 (17 reviews)

Lovely apartment and amenities! They also have a heated pool which can be used in the evenings.

Reviewed on 5 Oct. 2019
Situated in a rural location, this apartment building is within 6 miles (10 km) of Poggio Antico, Abbazia di Sant'Antimo and Fortress of Montalcino. Civic and ...
Casanova di Larniano
Casanova di Larniano
Loc Larniano 21, San Gimignano, SI
4.3/5 (7 reviews)

Over holidays, we wanted to stay at an Agritorismo but couldn't find accommodation. This apartment came up on Expedia at a reasonable price near San Gimignano and we reserved it for a six night stay. The apartment itself was spacious and the kitchen was great for preparing our own meals. It was an ...

Reviewed on 7 Jan. 2018
Located in a provincial park, this family-friendly apartment building is within 6 mi (10 km) of Ornithological Museum, Archaeological Museum - Spezieria Santa ...

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Siena holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Siena. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Siena. Seeing all the best attractions is bound to make you fall in love with Siena. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Siena short-term rentals, that won’t be hard to do.

Other types of properties in Siena you may be interested in

Estimated price for 1 night/2 adults

Hotel Athena

Hotel Athena

P Mascagni 55, Siena, SI
    4.0 out of 5.0

    Hotel AthenaNZ$296

    3 May - 4 May

    Hotel AthenaNZ$296
    Rosewood Castiglion del Bosco

    Rosewood Castiglion del Bosco

    Localita Castiglion Del Bosco, Montalcino, SI
      5.0 out of 5.0