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Siena Holiday Rentals

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Holiday Rentals in Siena

Camping Siena Colleverde
Camping Siena Colleverde
3 out of 5
via Scacciapensieri 47, Siena, SI
The price is AU$74 per night

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 ...

4/5Very Good! (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

Camping Siena Colleverde
Hotel Residence San Gregorio
Hotel Residence San Gregorio
3 out of 5
The price is AU$170 per night

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 ...

4.5/5Wonderful! (49 reviews)

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

Reviewed on 10 Feb. 2020

Hotel Residence San Gregorio
Abbadia Sicille
Abbadia Sicille
4 out of 5
SP 14 Loc. Abbadia Sicille, Trequanda, SI
The price is AU$179 per night

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 ...

4.4/5Excellent! (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

Abbadia Sicille
La Casa delle Querce
La Casa delle Querce
Via di Setinaiola, 3, Cervognano, Montepulciano, SI
The price is AU$181 per night

Situated in a rural location, this apartment building is 0.1 mi (0.1 km) from Val di Chiana and within 6 miles (10 km) of Church of St. Agnes and Colonna del ...

4.5/5Wonderful! (53 reviews)
Fab location

"Amazing location on vineyard, 4 miles from Montepulciano. Big rooms, big pool and gorgeous views"…"

Reviewed on 16 Aug. 2019

La Casa delle Querce
Villa Il Borghetto
Villa Il Borghetto
Via Tufi no. 64, Siena, SI

Situated in Siena, this apartment building is within 2 miles (3 km) of Porta Tufi, Piazza del Campo and Siena Cathedral. University of Siena is 1.6 mi (2.6 km) ...

4.9/5Exceptional! (36 reviews)
Visitor from NY

"Well appointed, cozy and charming apartment rooms that are absolutely spotless! Beautiful views and just next to the bus into the Siena central. Terrific owners that helped me out when my rental car broke down. The mattresses are a little firm for my taste, but otherwise my stay was perfect."…"

Reviewed on 6 Dec. 2019

Villa Il Borghetto
Camping Boschetto Di Piemma
Camping Boschetto Di Piemma
3 out of 5
Localita' Santa Lucia 38C, San Gimignano
The price is AU$75 per night

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 ...

4.3/5Excellent! (21 reviews)

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

Reviewed on 3 Aug. 2019

Camping Boschetto Di Piemma
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 ...

Apartment on Charming Eco Farm With Pool
Bosco della Spina
Bosco della Spina
via della Tinaia 13, Murlo, SI
The price is AU$204 per night

Situated in a rural location, this residence is 0.1 mi (0.1 km) from Val di Merse and within 9 miles (15 km) of Basso Merse Nature Reserve and Museum of Sacred ...

4.7/5Exceptional! (97 reviews)
Lovely

"Our stay was really good .we stayed 2 nights as we enjoyed the hotel..but the area was great for taking in the wineries ...the location is wonderful..the pool is covered so very hot and humid to use..Oct."…"

Reviewed on 22 Oct. 2019

Bosco della Spina
Castel Brunello
Castel Brunello
The price is AU$354 per night

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 ...

5/5Exceptional! (17 reviews)

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

Reviewed on 5 Oct. 2019

Castel Brunello
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Ready for a taste of Italian cuisine and a good old-fashioned history lesson? Then set your sights on Siena. Declared a UNESCO World Heritage Site, Siena is steeped in history, but it also serves up some of the finest bruschetta you’ll ever sample. This enchanting Tuscan town’s medieval buildings give it a fairytale feel you won’t find in more modern cities. But just because you’re a visitor to this faraway place doesn’t mean you have to act like one. Instead of booking a generic hotel, rent one of our short-term apartment rentals in Siena and vacation like a local.

With your own Italian casa, you’ll instantly fit in. Stock up your fridge with some fresh cheese, salami, and Tuscan wine before venturing outside to explore the local sights. You won’t be able to deny the lure of Piazza del Campo, one of Europe’s most famous medieval squares. After walking around the city center and gazing at the Fonte Gaia, make your way to the Public Palace of Siena and then climb all 400 steps up the Mangia Tower. Visit the Siena Cathedral and the gardens at Villa Cetinale, sampling pasta, truffles, and panforte along the way. While it’s easy to get overwhelmed by the countless attractions tucked between the historical buildings, take a deep breath: You’ve booked one of the best Siena vacation rentals, and time is on your side. When your feet start to tire, simply head back to your rental space and squeeze in a catnap or brew up some coffee to fuel up for round two. 

When you book your own rental house or apartment, you can come and go as you please, just like you would at your own home. Allow us here at Expedia to find vacation rentals in Siena that will have you saying “grazie” over and over again. Simply sort through the selection, connect with the property manager, and get your Italian getaway rolling.


Other types of properties in Siena you may be interested in

Relais Cappuccina Ristorante Hotel
Relais Cappuccina Ristorante Hotel
4 out of 5
Loc La Cappuccina 46/a, San Gimignano, SI
The price is AU$155 per night
Relais Cappuccina Ristorante Hotel
Hotel Corsignano
Hotel Corsignano
4 out of 5
Via Della Madonnina 11, Pienza, SI
Free cancellationReserve now, pay when you stay
The price is AU$152 per night
Hotel Corsignano
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.