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Score Epic Province of Siena Accommodation Deals

Il Chiostro del Carmine

Il Chiostro del Carmine

Via Della Diana 4, Siena, SI
Stay at this B&B in Siena. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Piazza ...
8.6/10 Excellent! (845 reviews)
this hotel was beautiful. i will be back

Reviewed on 22 Oct 2025

Opens in a new windowIl Chiostro del Carmine
La Perla

La Perla

1 out of 5
Via Delle Terme 25, Siena, SI
The price is NZ$146 per night from 3 Nov to 4 Nov
NZ$146
3 Nov - 4 Nov
includes taxes & fees
Stay at this hotel in Siena. Enjoy free WiFi, daily housekeeping, and pillowtop beds. Popular attractions Piazza del Campo and Teatro dei Rozzi are located ...
7.6/10 Good! (282 reviews)
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Reviewed on 30 Sept 2025

Opens in a new windowLa Perla
Sangallo Park Hotel

Sangallo Park Hotel

3 out of 5
Strada Di Vico Alto 2, Siena, SI
The price is NZ$163 per night from 16 Nov to 17 Nov
NZ$163
16 Nov - 17 Nov
includes taxes & fees
Stay at this 3-star business-friendly hotel in Siena. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Piazza del Campo and Leonetto Comparini ...
9/10 Wonderful! (571 reviews)
Spacious accommodation and everything works! Great parking, pool and gardens with views across the valley to nearby Siena. Very nice breakfast and lovely staff. Excellent value too!

Reviewed on 10 Sept 2025

Opens in a new windowSangallo Park Hotel
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Hotel Italia

Hotel Italia

3 out of 5
Viale Camillo Benso Conte di Cavour, 67, Siena, SI
The price is NZ$139 per night from 16 Nov to 17 Nov
NZ$139
16 Nov - 17 Nov
includes taxes & fees
Stay at this 3-star hotel in Siena. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (989 reviews)
No parking inside the hotel

Reviewed on 19 Oct 2025

Opens in a new windowHotel Italia
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.

Hotels With Airport Transportation

ADLER Spa Resort Thermae

ADLER Spa Resort Thermae

5 out of 5
Strada di Bagno Vignoni 1, San Quirico d'Orcia, SI
Stay at this 5-star luxury hotel in San Quirico d'Orcia. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Piazza delle Sorgenti and Tenuta ...
9.4/10 Exceptional! (68 reviews)
ADLER Spa Resort Thermae is exceptional. From the warm welcome to the first-class property, everything exceeded expectations. Meals were outstanding, and as someone gluten free, I appreciated the wide range of safe, clearly marked options. The spa and thermal pool are incredible, and the 50km guided ...

Reviewed on 13 Sept 2025

Opens in a new windowADLER Spa Resort Thermae
Agriturismo Collomici

Agriturismo Collomici

Località Collomici, San Casciano dei Bagni, SI
Book a stay at this business-friendly farm stay in San Casciano dei Bagni. Enjoy free parking, breakfast (surcharge), and a 24-hour front desk. Popular attractions ...
Opens in a new windowAgriturismo Collomici
Agriturismo La Sovana

Agriturismo La Sovana

Via di Chiusi 37, Sarteano, SI
Book a stay at this family-friendly farm stay in Sarteano. Enjoy free WiFi, free parking, and an attached winery. Popular attractions Cantina Olivi Le Buche ...
9.6/10 Exceptional! (82 reviews)
This family owned property was amazing

Reviewed on 20 Sept 2025

Opens in a new windowAgriturismo La Sovana
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Agriturismo Le Anfore

Agriturismo Le Anfore

Via Oriato 2/4, Sarteano, SI
The price is NZ$171 per night from 25 Nov to 26 Nov
NZ$171
25 Nov - 26 Nov
includes taxes & fees
Book a stay at this family-friendly farm stay in Sarteano. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Archaeological Museum of Sarteano ...
9.2/10 Wonderful! (20 reviews)
Very good eating. Beautiful location. Lovely pool. Good furniture and eating conditions on terrace among the olives and wonderful views. Excellent service from very restricted staff - chef Marco and factotum Monia. Nice comfort room. Easy access to Sarteano and Citta della Pieve as well as ...

Reviewed on 20 May 2025

Opens in a new windowAgriturismo Le Anfore
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.

Score Epic Province of Siena Accommodation Deals

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING

Montepulciano
Stay at this vacation home in Montepulciano. Enjoy a garden, laundry facilities, and patios. Popular attractions Medici Fortress and Torre del Pulcinella are ...
9.4/10 Exceptional! (61 reviews)
Location was amazing, wonderful views! Having a place to park our car was great and an easy walk into town. Great instructions for getting around and good suggestions. Hope to back!

Reviewed on 27 Sept 2025

Opens in a new windowINDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.

VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.

San Gimignano
Book a stay at this family-friendly villa in San Gimignano. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Fonti Medievali and Archaeological ...
10/10 Exceptional! (70 reviews)
Amazing Property and Hosts!
This is my first time staying in Italy and San Gimignano. The listing of the property is accurate and everything was very clean and well maintained. The hosts Gabriel,, and rest of the team are exceptional with quick responses and clear communication. Our party had four adults and three children ...

Reviewed on 10 Aug 2025

Opens in a new windowVILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.
Farmhouse in the heart of the real chiantishire

Farmhouse in the heart of the real chiantishire

Castellina in Chianti
Stay at this vacation home in Castellina in Chianti. Enjoy a garden, laundry facilities, and patios. Popular attractions Montecalvario and Casa Vinicola Luigi ...
9.8/10 Exceptional! (95 reviews)
Very relaxing farmhouse cottage with pleasant and peaceful views .The only drawback is the ruddy gravel access road which makes for an unpleasant excursion to and from the property.

Reviewed on 14 Sept 2025

Opens in a new windowFarmhouse in the heart of the real chiantishire
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Apartment in a historic residence in the center of Siena

Apartment in a historic residence in the center of Siena

Siena
Stay at this apartment in Siena. Enjoy free WiFi, laundry facilities, and cable/satellite TV service. Popular attractions Piazza del Campo and Banca Monte dei ...
9.2/10 Wonderful! (114 reviews)
Wonderful apartment!! Georgio was most helpful!Only suggestion would be to have better lighting in the living area.

Reviewed on 13 Oct 2025

Opens in a new windowApartment in a historic residence in the center of Siena
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.

Family Friendly Hotels in

Piazza Paradiso Accomodation

Piazza Paradiso Accomodation

Via di Stalloreggi, 38, Siena, SI
Book a stay at this business-friendly affittacamere in Siena. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Piazza del Campo ...
9.2/10 Wonderful! (151 reviews)
What my girlfriend loved the most was the bathtub! We have been busy traveling the last week and a half and she was overjoyed with a chance to soak in a bath tub. Room was spacious and clean, the staff was helpful and friendly. The hotel was centrally located and within easy walking distance to Piazza ...

Reviewed on 12 Oct 2025

Opens in a new windowPiazza Paradiso Accomodation
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.

VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.

San Gimignano
Book a stay at this family-friendly villa in San Gimignano. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Fonti Medievali and Archaeological ...
10/10 Exceptional! (70 reviews)
Amazing Property and Hosts!
This is my first time staying in Italy and San Gimignano. The listing of the property is accurate and everything was very clean and well maintained. The hosts Gabriel,, and rest of the team are exceptional with quick responses and clear communication. Our party had four adults and three children ...

Reviewed on 10 Aug 2025

Opens in a new windowVILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.
Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano

2 out of 5
Via Pié al Sasso 16, Montepulciano, SI
The price is NZ$231 per night from 28 Oct to 29 Oct
NZ$231
28 Oct - 29 Oct
includes taxes & fees
Stay at this hotel in Montepulciano. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Civic Museum and Palazzo Ricci are located ...
9.2/10 Wonderful! (188 reviews)
Parking was safe. We did not have breakfast at the hotel.

Reviewed on 15 Oct 2025

Opens in a new windowHotel La Terrazza di Montepulciano
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La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House

Via di Città 65, Siena, SI
Stay at this residence in Siena. Enjoy free WiFi, room service, and daily housekeeping. Popular attractions Piazza del Campo and Museum of Torture are located ...
9.6/10 Exceptional! (238 reviews)
Huge room! Great location

Reviewed on 20 Oct 2025

Opens in a new windowLa Terrazza Sul Campo Rooming House
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.

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How to book cheap flights

What is the lowest price on Wotif for a flight to Province of Siena?

Flights to Province of Siena start as low as . Once you’ve snagged your flight, it’s time to build that itinerary. If your flight touches down in a bustling city, you’ll want a head start, so you can get from jet-way to getaway as quickly as possible. Flying for business? Squeeze in some sightseeing and a snack at a locally loved restaurant between meetings—you’ll have plenty of cash thanks to our cheap business class flights to Province of Siena. You know what they say about all work and no play, after all.

What are the most popular airlines that fly to Province of Siena?

. Pack your favourite magazines or stack your video queue for a mini-marathon of that television show your co-workers have been raving about. And if you get hooked a few episodes in, don’t worry; there’s always the return flight to finish the binge. Ready to book cheap flights to Province of Siena? Check out our selection of airfares and start putting together a holiday that fits your schedule and price range. We offer sweet deals, so you don’t have to move mountains to see the world. In fact, we’ll help you get to those mountains (or ocean, or forest) today!

What are the cheapest days to fly?

Here’s an insider tip: Tuesday is typically the cheapest day to fly! Looking at flight booked on Wotif.co.nz in 2021, we found that flights departing on a Tuesday generally had the lowest average price. Wotif data also shows Wednesdays and Fridays generally have the highest average ticket prices according to our demand data.

What is the best day to buy a plane ticket?

Guess what? Saturday is actually the best day to score the cheapest plane tickets. Looking at flight demand on Wotif.co.nz in 2021, we found that flights purchased on Saturdays had the lowest airfares on average. Thursday, on the other hand, can be the most expensive day of the week to buy your airfare, with generally a higher than average ticket value.

What is the cheapest month to fly?

When comparing 2021 flight demand on Wotif.co.nz, September is one of the cheapest months to fly, when ticket prices are generally at their lowest. May is a close second for the cheapest time to fly. The months December and January are often the most expensive ones to travel, with higher than average ticket prices, so plan ahead and book early for your travel plans.

How far in advance can you book a flight?

Are you a super organised traveller? Even though not all airlines release their fares a year in advance, you can start researching your flights 12 months in advance for many carriers. It’s good to book your international flights to popular destinations early, particularly in peak holiday periods. According to Wotif’s 2021 travel trends, last minute planners can also bag a bargain with some of the cheapest fares appearing 1-2 weeks prior to travel.

*According to flight demand on Wotif.co.nz from January to December 2021. Savings are subject to change and may vary depending on selections made.