Province of Siena Vacation Rentals

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.

Featured Province of Siena Vacation Rentals

Camping Boschetto Di Piemma

Camping Boschetto Di Piemma

3 out of 5
Localita' Santa Lucia 38C, San Gimignano
The price is RM178 per night from 23 Sep to 23 Sep
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 ...
4.4/5Excellent! (23 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
Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites

3 out of 5
Strada Provinciale 146 di Chianciano, Località Casanova 6/c, San Quirico d'Orcia
The price is RM703 per night from 23 Sep to 23 Sep
Situated in San Quirico d'Orcia, this spa residence is 1.5 mi (2.4 km) from Chapel of our Lady of Vitaleta and 6.3 mi (10.1 km) from Val di Chiana. Cantina del ...
4/5Very Good! (4 reviews)
"Hotellet ligger väldigt bra geografiskt mellan Montalcino och Montepulciano. Väldigt trevlig utsikt och fint poolområde. Fräscha rum, dock har de några år på nacken, men helt ok. Bra frukost och trevlig personal"

Reviewed on 15 Aug 2021

Casanova - Panoramic Rooms and Suites
Hotel San Gregorio

Hotel San Gregorio

3 out of 5
The price is RM444 per night from 12 Oct to 12 Oct
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! (56 reviews)
Clean hotel, good for short stay on city doorstep
"Right outside the old city centre which means it's only a very short stroll to all the sights and restaurants while easy to reach by car. Big room albeit a bit tired round the edges, but clean, and the bed was comfy."

Reviewed on 15 Jun 2021

Hotel San Gregorio
You could be seeing lower prices

You could be seeing lower prices

With member prices, you could save 10% or more right now on thousands of properties.
Casanova - Family Apartments Residence

Casanova - Family Apartments Residence

3 out of 5
Strada Provinciale 146 di Chianciano, Località Casanova 6/c, San Quirico d'Orcia
Situated in a rural location, this spa residence is 1.5 mi (2.4 km) from Chapel of our Lady of Vitaleta and 6.3 mi (10.1 km) from Val di Chiana. Cantina del ...
4/5Very Good! (3 reviews)
"Facilities were fine. Nice pool Area which se really enjoyed. Minus: Air-con did not work Well. Service and communication was bad. Staff did not Seem to care about guests needs."

Reviewed on 26 Jul 2020

Casanova - Family Apartments Residence
Castel Brunello

Castel Brunello

The price is RM956 per night from 26 Sep to 26 Sep
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! (20 reviews)
ecc
"GreAt place to stay. Very friendly staff"

Reviewed on 1 Sep 2020

Castel Brunello
La Casa delle Querce

La Casa delle Querce

Via di Setinaiola, 3, Cervognano, Montepulciano, SI
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! (54 reviews)
"Beautiful place clean , and big! The views are amazing and the owner was very nice and give us lots of information to go to places. The town is very beautiful, lots of cultural and things to see"

Reviewed on 15 Sep 2021

La Casa delle Querce
Abbadia Sicille

Abbadia Sicille

4 out of 5
SP 14 Loc. Abbadia Sicille, Trequanda, SI
The price is RM358 per night from 3 Oct to 3 Oct
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! (100 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
Antico Borgo Poggiarello

Antico Borgo Poggiarello

2 out of 5
Strada Di San Monti 12, Monteriggioni, SI
The price is RM489 per night from 1 Oct to 1 Oct
Located in a provincial park, this family-friendly residence is within 9 mi (15 km) of Val di Merse, Museo del Cristallo di Colle di Val d'Elsa and Art in Color. ...
4.6/5Wonderful! (15 reviews)
Beautiful property - wonderful hosts
"Fantastic location and the owners are wonderful hosts. They went out of their way to help us during our stay when our travel plans went awry, and dinner on the terrace in an evening is excellent should you wish to partake!"

Reviewed on 13 Jul 2017

Antico Borgo Poggiarello
Gaiole Suites

Gaiole Suites

Via Alcide dé Gasperi, Gaiole in Chianti
Situated in a rural location, this apartment building is within a 10-minute walk of Church of San Sigismondo and Gaiole in Chianti Stadium. Medieval Tower of ...
4/5Very Good! (4 reviews)
Overall
"We had to check in late due to a late flight time. The keys for our room were left for us in a post box, which was fine, but we were not told which apartment we had, or where it was. We had to call the key holder to disturb them to find out which apartment we had been allocated and then had to search ..."

Reviewed on 17 May 2017

Gaiole Suites
Cignella

Cignella

The price is RM850 per night from 22 Sep to 22 Sep
Situated in a rural location, this apartment building is 0.1 mi (0.1 km) from Val di Chiana and within 9 miles (15 km) of The Saints Peter and Andrew Church ...
5/5Exceptional! (5 reviews)
"Great experience of Tuscany area. Thanks for the great host luca!"

Reviewed on 16 Jun 2018

Cignella
Il Tosco

Il Tosco

Via del Poliziano 13, Montepulciano, SI
The price is RM1,120 per night from 24 Sep to 24 Sep
This family-friendly Montepulciano residence is located in the historical district, just steps away from Val di Chiana and Torre del Pulcinella. Civic Museum ...
5/5Exceptional! (56 reviews)
Our Tuscan Home away from home
"This is our second visit to IL Tosco and I look forward to our next visit and the one after that and the one .......... The accommodations the food the staff ( all family members) are the best. Beautiful decorations a mix of antiques and modern comfort items. Worth a visit anytime of the year."

Reviewed on 22 May 2021

Il Tosco
Osteria del Borgo

Osteria del Borgo

Via Ricci 7, Montepulciano, SI
The price is RM489 per night from 19 Sep to 19 Sep
Situated in Montepulciano, this residence is steps away from Val di Chiana, Palazzo Ricci and Civic Museum. Piazza Grande and Consorzio del Vino Nobile di Montepulciano ...
4.5/5Wonderful! (118 reviews)
"Very spacious accommodation with friendly staff. Only downside is the dated bed mattresses. They were not comfortable. Host tried his best to make our stay comfortable by providing fans since there is no AC in the rooms."

Reviewed on 9 Aug 2021

Osteria del Borgo
Antico Borgo Montefienali

Antico Borgo Montefienali

Localita' Montefienali, Gaiole in Chianti, SI
Situated in Gaiole in Chianti, this apartment building is within 9 miles (15 km) of Cantalici Winery, Area Naturale Protetta di Interesse Locale Arboreto Monumentale ...
Antico Borgo Montefienali
Sant'Antonio Country Resort

Sant'Antonio Country Resort

Via della Montagna, 6, Montepulciano
Situated in Montepulciano, this apartment building is within 2 miles (3 km) of Val di Chiana, San Biagio and Terme di Montepulciano Spa. Torre del Pulcinella ...
5/5Exceptional! (7 reviews)
"It was simply beautiful both inside and out. That this is also a working farm made it even more special. Montepulciano, the old city, is also extraordinary. Our hosts at Sant'Antonio were kind and generous."

Reviewed on 30 Sep 2019

Sant'Antonio Country Resort
Il Rosolaccio

Il Rosolaccio

Capezzano Basso, San Gimignano, SI
The price is RM645 per night from 1 Oct to 1 Oct
Situated in a rural location, this apartment building is within 6 miles (10 km) of Palazzo Pretorio, Casa del Boccaccio and Museum of Sacred Art. Sant'Agostino ...
4.7/5Exceptional! (22 reviews)
I shouldn’t say this....
"Some gems are best well hidden...but what a waste it would be if only we knew about Il Rosolaccio. In an absolutely beautiful setting nestled in between vines and olive trees lies carefully renovated houses filled with all the Italian charme you could wish for. Each and everyone is working hard to ..."

Reviewed on 3 Jul 2019

Il Rosolaccio
Antico Brunello

Antico Brunello

Argiano Sant'Angelo in Colle 53024 Monta, lcino (Si), Montalcino, Tuscany
The price is RM13,988 per night from 1 Oct to 1 Oct
Situated in Montalcino, this villa is within 9 miles (15 km) of Fortress of Montalcino, Civic and Diocesan Museum of Sacred Art of Montalcino and Poggio Antico. ...
Antico Brunello
Villa Montarioso

Villa Montarioso

Located in Montarioso, this holiday home is within 3 mi (5 km) of University of Siena, Piazza del Campo and Siena Cathedral. Pinacoteca Nazionale and Monteriggioni ...
4.2/5Very Good! (98 reviews)
Ótima opção na Toscana
"Descobrimos esse hotel por indicação de amigos. Para quem quer desvendar os roteiros da Toscana de carro é uma excelente opção. Staff super prestativo, especialmente a Frederica, que fica na recepção, e a Sra. Assunta. Ambas super simpáticas, pessoas fofas, digamos assim. Quanto ao hotel, fica dentro ..."

Reviewed on 14 Aug 2019

Villa Montarioso
Residenza Fabroni

Residenza Fabroni

Via di Gracciano nel Corso, 12, Montepulciano, SI
The price is RM662 per night from 4 Oct to 4 Oct
Located in the heart of Montepulciano, this historic residence is steps away from Val di Chiana, Torre di Pulcinella and Church of St. Augustine. Palazzo di ...
4.8/5Exceptional! (22 reviews)
"Breathtaking views of the countryside from my very large windows. Beautifully appointed room Large private bath. Secluded private sitting room"

Reviewed on 17 Jun 2021

Residenza Fabroni
Casali di Casole

Casali di Casole

Ponte di Pievescola, 2, Casole d'Elsa, SI
Situated in the historical district, this spa villa is 2.4 mi (3.9 km) from Val di Merse and within 12 miles (20 km) of Archeological and Collegiate Church Museum ...
5/5Exceptional! (1 review)
"Our stay in the Villa Scuolo #1 was perfect. Even before our trip started Roberta and her staff were extremely helpful. They took care of our every wish and made sure our stay there was perfect. I highly recommend having one of thelr "local mama's" cook you a meal in your Villa or House. The best ..."

Reviewed on 12 Jan 2020

Casali di Casole
Borgo Poggiardelli

Borgo Poggiardelli

Via Dei Cappuccini 4/a, Montepulciano
Situated in the suburbs, this apartment building is within 6 mi (10 km) of Piazza Grande, Cantina Contucci and Civic Museum. Pienza Cathedral and Horti Leonini ...
4.9/5Exceptional! (8 reviews)
Very nice place
"Good location, new facility..."

Reviewed on 3 Oct 2019

Borgo Poggiardelli
Don't see what you're looking for?
See all available properties in Province of Siena
View all properties
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.

Holiday Apartments in Province of Siena

Search for holiday rentals in Province of Siena on Expedia.com.my! You can easily find your home rentals, villas, holiday apartments in Province of Siena using one of the methods below:

  • View our selection of featured holiday rentals in Province of Siena
  • Use the map to find apartments and other holiday homes in the Province of Siena neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Province of Siena while they last

Look no further and take a look at our great range of rental properties in Province of Siena!

Top Cities in Province of Siena