Beginning of main content

Search over 1 million properties and 550 airlines worldwide

Members save 10% more on select hotels, cars, activities and holiday rentals. Sign up.

Free cancellation on most hotels. Because flexibility matters.

Holiday Rentals in Siena

Estimated price for 1 night/2 adults

Casa Vacanze Il Campo
Casa Vacanze Il Campo
4.5/5 (13 reviews)

We initially planned to stay here just two nights. We ended up extending our stay to four nights! Such a wonderful place. We would certainly come back here. Grazie!

Reviewed on 28 Dec. 2018
Located in Siena Historical Center, this apartment building is within a 5-minute walk of Piazza del Campo, Civic Museum and University of Siena. Siena Cathedral ...
San Gimignano Historical Center
San Gimignano Historical Center
Via San Matteo 10, San Gimignano, Tuscany
4.0/5 (3 reviews)

Staying in this historical village is like staying in a time machine that goes back to the 11th century. It bustles with many tourists in the day but becomes quaint after 6:00pm. The apartment has a great location almost center of town. The biggest drawback was lack or not enough hot water. Maybe ...

Reviewed on 5 Nov. 2018
Located in San Gimignano City Centre, this historic apartment building is steps away from Piazza delle Erbe, Loggia del Comune and Podesta's Palace. Piazza Duomo ...
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 a rural location, this campsite is within 2 miles (3 km) of Historical Torture Museum, Museum San Gimignano 1300 and Casa e Torre Campatelli. Piazza ...
Camping Siena Colleverde
Camping Siena Colleverde
3.0 out of 5.0 via Scacciapensieri 47, Siena, SI
4.0/5 (123 reviews)

This site is very well situated for Siena. Its restaurant is excellent. The staff are friendly. The cabins were fine except the mattresses were old and sagged in the middle !

Reviewed on 9 Oct. 2019
Situated in Siena, this campsite is within a 15-minute walk of Basilica dell'Osservanza and Santa Maria alle Scotte Polyclinic. Piazza del Campo and University ...
Apartment on Charming Eco Farm With Pool
Apartment on Charming Eco Farm With Pool
Strada della Magione, 13, Monteriggioni, Tuscany
Situated in a rural location, this romantic apartment building is within 9 miles (15 km) of Siena Stadium, Santa Maria alle Scotte Polyclinic and University ...
Regis Condo
Regis Condo
Via Stalloreggi 25, Siena, Provincia di Siena
5.0/5 (9 reviews)

Amazing, impeccable great service perfect location.

Reviewed on 20 Nov. 2019
Located in Siena Historical Center, this apartment building is steps away from Pinacoteca Nazionale and Siena Cathedral. Piazza del Campo and University of Siena ...
La Terrazza sul Campo
La Terrazza sul Campo
Via di Città 65, Siena
4.7/5 (157 reviews)

Hotel was great. The restaurant was amazing, great wine and beer! Risotto was the best!

Reviewed on 2 Jan. 2020
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 ...
Hotel Residence San Gregorio
Hotel Residence San Gregorio
3.0 out of 5.0
4.5/5 (49 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, Historic Centre of Pienza and Palazzo Comunale. Pienza Cathedral ...
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 0.1 mi (0.1 km) from Val di Chiana and within 9 miles (15 km) of The Saints Peter and Andrew Church and Historic Centre ...

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$193

    17 Jul. - 18 Jul.

    Hotel AthenaNZ$193
    Castello di Velona Resort - The Leading Hotels of the World

    Castello di Velona Resort - The Leading Hotels of the World

    Località Velona, Castelnuovo dell'Abate, Montalcino, SI
    • Free Cancellation
    • Reserve now, pay when you stay
    5.0 out of 5.0

    Castello di Velona Resort - The Leading Hotels of the WorldNZ$542

    6 Jul. - 7 Jul.

    Castello di Velona Resort - The Leading Hotels of the WorldNZ$542