Italy may have travel restrictions in place, including self-quarantine, due to COVID-19.

Find out moreOpens in new tab or window

Search Holiday Rentals in Siena

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.

Top Holiday Rentals in Siena

Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

4 out of 5
Corso Rossellino 26, Pienza, SI

Situated in the historical district, this romantic hotel is steps away from Palazzo Piccolomini, Historic Centre of Pienza and Palazzo Comunale. Pienza Cathedral ...

4.3/5Excellent! (415 reviews)

"Our hosts were friendly, helpful and knowledgeable."…"

Reviewed on 2 Nov 2019

Hotel Relais II Chiostro di Pienza
Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort

5 out of 5
Loc. Sant'Ambrogio, 29, Trequanda, SI
The price is Rs5,601 per night from 11 Dec to 12 Dec

Situated on a lake, this luxury agritourism property is 0.1 mi (0.1 km) from Val di Chiana and within 6 miles (10 km) of Pieve di Corsignano and Historic Centre ...

4.8/5Exceptional! (10 reviews)

"Wonderful staff especially in the restaurant. Beautiful grounds fruit trees everywhere available for the picking."…"

Reviewed on 9 Nov 2019

Borgo Sant'Ambrogio Resort
Hotel Ristorante Alcide

Hotel Ristorante Alcide

4 out of 5
Viale Marconi, 67/A, Poggibonsi, SI
The price is Rs3,455 per night from 23 Dec to 24 Dec

Located in the heart of Poggibonsi, this hotel is 1.1 mi (1.8 km) from Poggio Imperiale Fortress, and within 9 mi (15 km) of Castello di Monsanto and Sant'Agostino ...

3.9/5Good! (195 reviews)
smelled of cigarettes

"One night stay with two rooms. I would say that the hotel is nice and friendly and the rooms are a bit outdated but clean. Only issue I had that both rooms smelled of cigarettes and had to keep the windows open .."…"

Reviewed on 18 Aug 2020

Hotel Ristorante Alcide
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.
ADLER Spa Resort Thermae

ADLER Spa Resort Thermae

5 out of 5
Strada di Bagno Vignoni 1, San Quirico d'Orcia, SI

Situated in a regional park, this luxury hotel is 0.3 mi (0.5 km) from Piazza delle Sorgenti, and within 6 mi (10 km) of Horti Leonini and Palazzo Piccolomini. ...

4.7/5Exceptional! (39 reviews)

"Perfect relaxing resort in the heart of Tuscany. Just beautiful."…"

Reviewed on 28 Oct 2019

ADLER Spa Resort Thermae
Belmond Castello di Casole

Belmond Castello di Casole

5 out of 5
Localita Querceto, Casole d'Elsa, SI

Located in a rural location, this family-friendly hotel is within 9 mi (15 km) of Archeological and Collegiate Church Museum, Val di Merse and Museo del Cristallo ...

4.6/5Exceptional! (42 reviews)

"Great hotel but without a car it has no hotel shuttle and a car service is very expensive to local winery’s s or San giamago ,"…"

Reviewed on 17 Oct 2019

Belmond Castello di Casole
Castello di Velona Resort - The Leading Hotels of the World

Castello di Velona Resort - The Leading Hotels of the World

5 out of 5
Località Velona, Castelnuovo dell'Abate, Montalcino, SI
The price is Rs36,224 per night from 24 Dec to 25 Dec

Situated in a national park, this luxury hotel is 1.6 mi (2.5 km) from Abbazia di Sant'Antimo and 6.5 mi (10.5 km) from Fortress of Montalcino. Horti Leonini ...

4.4/5Wonderful! (265 reviews)

"With the travel ban in place, we were not able to enjoy the hotel. We are not going to be able to go within the next year and we tried working with the hotel to get our money back but they would not give us a refund."…"

Reviewed on 28 Jun 2020

Castello di Velona Resort - The Leading Hotels of the World
Relais Cappuccina Ristorante Hotel

Relais Cappuccina Ristorante Hotel

4 out of 5
Loc La Cappuccina 46/a, San Gimignano, SI
The price is Rs5,369 per night from 4 Dec to 5 Dec

This family-friendly San Gimignano hotel is located in a rural location, within 1 mi (2 km) of Sant'Agostino Church and Archaeological Museum - Spezieria Santa ...

4.1/5Very Good! (318 reviews)

"Just outside but walking distance to San Gimignano. Modern hotel with great views , swimming pool and good food"…"

Reviewed on 13 Sep 2020

Relais Cappuccina Ristorante Hotel
Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco

5 out of 5
Localita Castiglion Del Bosco, Montalcino, SI

Located in a provincial park, this family-friendly hotel is within 9 mi (15 km) of Museum of Sacred Art in Val d’Arbia, Val di Merse and Basso Merse Nature Reserve. ...

5/5Exceptional! (23 reviews)
A great visit with friends

"The property is beautiful. Great service, great food. The wine tasing room is quite posh. The gym is well equipped. The rooms are comfortable. The drive up to the property is long but worth it."…"

Reviewed on 9 Nov 2019

Rosewood Castiglion del Bosco
Fonteverde

Fonteverde

5 out of 5
Localita Terme, 1, San Casciano dei Bagni, SI
The price is Rs27,399 per night from 23 Dec to 24 Dec

This family-friendly San Casciano dei Bagni hotel is located in the historical district, 0.1 mi (0.1 km) from Val di Chiana, and within 12 mi (20 km) of Sarteano ...

4.6/5Exceptional! (85 reviews)
FIrst class five star hotel in beautiful Umbria

"Comfortable five star hotel in a spectacular setting and with thermal pools and spa thrown in. All staff were friendly and welcoming and nothing was too much trouble. Great drinks on the terrace watching the sunset. Wide choice of pools so plenty of room even when busy. Will come again."…"

Reviewed on 27 Aug 2020

Fonteverde
Agriturismo Le Stringaie

Agriturismo Le Stringaie

Via Caselle 5, Montepulciano, SI

This family-friendly Montepulciano agritourism property is located in a rural location, 0.1 mi (0.1 km) from Val di Chiana, and within 9 mi (15 km) of Civic ...

5/5Exceptional! (1 review)
Vero agriturismo

"Ambiente confortevole gestori molto ospitali sembra di essere in famiglia. La piscina molto pulita le stanze molto grandi. L'accoglienza è stata ottima. La colazione era completa e con prodotti locali e fatti in casa. Inoltre da consigliare la cena ottima con vini del posto a buon prezzo. La posizione ..."…"

Reviewed on 28 Jul 2020

Agriturismo Le Stringaie
Agriturismo Borghetto Il Montino

Agriturismo Borghetto Il Montino

Località Il Montino, Rapolano Terme, Toscana
The price is Rs11,249 per night from 4 Dec to 5 Dec

Situated in Rapolano Terme, this agritourism property is 0.4 mi (0.6 km) from Museo dell'Antica Grancia e dell'Olio and within 3 miles (5 km) of San Giovanni ...

4.7/5Exceptional! (11 reviews)

"Perfect Tuscan escape. The hosts, restaurant and pool really make this a special place!"…"

Reviewed on 14 Aug 2018

Agriturismo Borghetto Il Montino
Borgo Dolciano

Borgo Dolciano

Localita Dolciano 3, Chiusi, SI

This family-friendly Chiusi aparthotel is located in a rural location, within 3 mi (5 km) of Labyrinth of Porsenna and Chiusi National Etruscan Museum. Piscine ...

4.8/5Exceptional! (12 reviews)

"Beautiful villa in a nice part of Tuscany. Spacious accommodations."…"

Reviewed on 28 Oct 2018

Borgo Dolciano
Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

3 out of 5
Loc. San Donato, San Gimignano, SI
The price is Rs6,829 per night from 16 Dec to 17 Dec

Located in the historical district, this family-friendly hotel is 4.6 mi (7.3 km) from Piazza Duomo and 4.7 mi (7.5 km) from Torre Grossa.

4.5/5Wonderful! (281 reviews)
Remote Location among Vineyards

"Nice place, we didnt stay long but breakfast was good, has a great feel if you want remote location among vineyards"…"

Reviewed on 30 Oct 2019

Hotel Casolare Le Terre Rosse
Relais Borgo Santo Pietro

Relais Borgo Santo Pietro

5 out of 5
Loc. Palazzetto, Chiusdino, SI

This family-friendly Chiusdino hotel is located in a rural location, within 2 mi (3 km) of Val di Merse, Abbazia di San Galgano and Eremo di Montesiepi. I Canaloni ...

4.9/5Exceptional! (19 reviews)
Good, but not great.

"One cannot fault the hotel's overall offer, however, I'm afraid it lacked a certain level of detail in terms of some elements of service and also the condition of the bedroom. SERVICE We dined at the Michelin Star restaurant and would not have expected to find a junior server who obviously didn't ..."…"

Reviewed on 14 Aug 2019

Relais Borgo Santo Pietro
La Cisterna

La Cisterna

3 out of 5
Piazza Della Cisterna 23, San Gimignano, SI
The price is Rs6,280 per night from 23 Dec to 24 Dec

Located in San Gimignano City Centre, this hotel is steps away from Piazza della Cisterna, Collegiate Church of Santa Maria Assunta and Casa e Torre Campatelli. ...

4.4/5Excellent! (438 reviews)

"We loved the balcony terrace overlooking the towers and the hills!"…"

Reviewed on 26 Sep 2020

La Cisterna
Hotel Borgo San Luigi

Hotel Borgo San Luigi

4 out of 5
STRADA DELLA CERRETA,7, Monteriggioni, Tuscany
The price is Rs7,159 per night from 10 Dec to 11 Dec

Situated in a rural location, this hotel is 4.1 mi (6.7 km) from Monteriggioni Castle, and within 16 mi (25 km) of Palazzo Pubblico and Piazza del Campo. Civic ...

4.4/5Wonderful! (304 reviews)
A good experience

"Helpful and service minded staff on a beautiful property. Breakfast is good and the restaurant created some surprisingly Interesting dishes of high quality. The style of the buildings are old Italian stone houses, which has its advantages against the heat and looks very romantic - do however watch ..."…"

Reviewed on 8 Aug 2020

Hotel Borgo San Luigi
Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa

4 out of 5
Via Roma 33, Radda in Chianti, Siena
The price is Rs8,810 per night from 24 Dec to 25 Dec

This family-friendly Radda in Chianti hotel is located in the historical district, 3.7 mi (6 km) from Castello d'Albola, and within 12 mi (20 km) of Archaeological ...

4.6/5Exceptional! (187 reviews)

"It is a very beautiful hotel with a spacious room and a very nice balcony with a view. Very cute grotto pool. Close to many wineries. Staff was very welcoming."…"

Reviewed on 4 Jul 2020

Palazzo Leopoldo Dimora Storica & Spa
Hotel Palazzo del Capitano Wellness & Relais - Historic Luxury Capitano Collection

Hotel Palazzo del Capitano Wellness & Relais - Historic Luxury Capitano Collection

4 out of 5
Via Poliziano 18, Bagno Vignoni, San Quirico d'Orcia, SI
The price is Rs6,952 per night from 14 Dec to 15 Dec

This family-friendly San Quirico d'Orcia hotel is located in the historical district, 0.1 mi (0.2 km) from Horti Leonini, and within 9 mi (15 km) of Palazzo ...

4.5/5Wonderful! (165 reviews)
Yes. Yes. YES! This hotel was amazing!!

"This was such a beautiful hotel, located in a beautiful area. The staff were friendly and helpful. My husband and I stayed here for our honeymoon and would DEFINITELY stay here again in the future! The hot tub/jacuzzi was a HUGE plus with our legs being sore from walking and exploring all the nearby ..."…"

Reviewed on 28 Feb 2020

Hotel Palazzo del Capitano Wellness & Relais - Historic Luxury Capitano Collection
Albergo Le Terme

Albergo Le Terme

3 out of 5
Piazza Delle Sorgenti 13, Bagno Vignoni, San Quirico d'Orcia, SI
The price is Rs14,937 per night from 3 Dec to 4 Dec

Situated in San Quirico d'Orcia, this spa hotel is 0.1 mi (0.1 km) from Piazza delle Sorgenti and 3 mi (4.8 km) from Horti Leonini. Chapel of our Lady of Vitaleta ...

4.4/5Excellent! (28 reviews)
Good Hotel in Bagno Vignoni

"A lovely hotel well located in this spa town. We were only here for one night but enjoyed the breakfast by the square thermal pond and the beautiful village.Everything worked well. I would stay here again."…"

Reviewed on 27 Aug 2020

Albergo Le Terme
Hotel Villa del Capitano Art & Relais - Historic Luxury Capitano Collection

Hotel Villa del Capitano Art & Relais - Historic Luxury Capitano Collection

Via Dante Alighieri 119, San Quirico d'Orcia
The price is Rs5,496 per night from 3 Dec to 4 Dec

Situated in a regional park, this inn is within a 10-minute walk of Horti Leonini, Palazzo Chigi and Collegiate Church of San Quirico. Chapel of our Lady of ...

4.6/5Wonderful! (83 reviews)
Relax con buon cibo e vino

"Paese bellissimo e rilassante. A 2 passi dal centro"…"

Reviewed on 27 Aug 2020

Hotel Villa del Capitano Art & Relais - Historic Luxury Capitano Collection
Don't see what you're looking for?
See all available properties in 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 Siena

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

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

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

Top Cities in Siena