Poggibonsi Holidays from £180

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Your Poggibonsi Holiday

When you book a holiday package to Poggibonsi, you can relax and enjoy your break knowing your travel plans have been made in advance. Uncover the wonders of this city from your base in a neighbourhood like Mensanello, which is great for history. If your trip to Poggibonsi includes some sightseeing, don't miss well-known attractions like Collegiate Church of Santa Maria Assunta, Tenuta Torciano Winery and Piazza Duomo. Don't delay your visit to this city any longer. Your dream Poggibonsi holiday is only a few clicks away with Expedia.

Top Poggibonsi Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
La Villa di STR

La Villa di STR

Siena Historical Center
£180
per person
2 Dec - 5 Dec
found 7 hours ago
Return flight included
London (LON) to Florence (FLR)
9.2/10 Wonderful! (450 reviews)
We had a great stay at La Villa. We spent 4 days bicycling and our rental company was able to coordinate drop off and pick up without us needing to be involved. They had a storage area for our bikes. Location was away from the crowds but close enough to walk to all of the sites. Breakfast was excellent.

Reviewed on 13 Oct 2026

Aurum Uffizi

Aurum Uffizi

Historic Centre of Florence
Save 100% on your flight
£423
per person
31 Dec - 3 Jan
found 9 hours ago
Return flight included
London (LGW) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
Hotel was good, great location and the staff was friendly.

Reviewed on 18 Oct 2026

The Hoxton, Florence

The Hoxton, Florence

Historic Centre of Florence
Save 100% on your flight
£741
per person
27 Dec - 2 Jan
found 22 hours ago
Return flight included
Bristol (BRS) to Florence (FLR)
9.4/10 Exceptional! (358 reviews)
Book this hotel! It’s incredible!! The staff are so kind and helpful. The rooms are gorgeous and spacious and the outdoor spaces are incredible. The restaurants are also amazing. It’s about a 15-20 min walk from the main attractions but is tucked away on a quiet street away from the hustle and bustle. We cannot wait to come back!!!

Reviewed on 19 Oct 2026

Glance Hotel In Florence

Glance Hotel In Florence

Historic Centre of Florence
Save 100% on your flight
£747
per person
27 Dec - 2 Jan
found 22 hours ago
Return flight included
Bristol (BRS) to Florence (FLR)
9.4/10 Exceptional! (1,001 reviews)
Excelente servicio!! Muy amable el staff

Reviewed on 14 Oct 2026

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

Historic Centre of Florence
£429
per person
24 Nov - 28 Nov
found 1 day ago
Return flight included
London (LGW) to Florence (FLR)
9.6/10 Exceptional! (605 reviews)
Great place!

Reviewed on 19 Oct 2026

Poggibonsi Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Peretola Airport (FLR)
Population
21,700
Max Temp Winter
10ºC
Max Temp Summer
29ºC
Top Sights
Tenuta Torciano Winery, Monteriggioni Castle and Isole e Olena Winery

Top hotels in Poggibonsi

Hotel Toscana Ambassador

Hotel Toscana Ambassador

Via Salceto, 11 Poggibonsi SI
Fully refundableReserve now, pay when you stay
£53
20 Nov - 21 Nov
includes taxes & fees
Hotel Toscana Ambassador
Villa San Lucchese

Villa San Lucchese

Località San Lucchese, 5 Poggibonsi SI
Fully refundableReserve now, pay when you stay
£92
18 Nov - 19 Nov
includes taxes & fees
9.4/10 Exceptional! (359 reviews)
"The place itself is beautiful!!"

Reviewed on 13 Oct 2026

Villa San Lucchese
B&B Poggiobonizio

B&B Poggiobonizio

Via Montenero 37 Poggibonsi SI
£60
21 Oct - 22 Oct
includes taxes & fees
9.2/10 Wonderful! (77 reviews)
"Don't be fooled by outside entrance, it was.very nice inside.was very attentive and helpful. Room had everything and great shower room. Lovely breakfast and kitchen that allowed you to cook should you desire. Great stay Bob"

Reviewed on 17 Aug 2026

B&B Poggiobonizio
See all 746 properties in Poggibonsi
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.

Stay near popular Poggibonsi attractions

Archeodromo di Poggibonsi

7.4/10 (3 reviews)
Step back in time at this full-scale reconstruction of a 9th-century Carolingian village. Watch costumed interpreters demonstrate medieval crafts and daily life in an authentic historical setting.
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Church of San Lorenzo

9.0/10 (9 reviews)
This modest Romanesque church houses a remarkable 15th-century fresco by Pier Francesco Fiorentino. Combine your visit with a walk along the ancient Via Francigena pilgrimage route.
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Poggio Imperiale Fortress

7.6/10 (4 reviews)
This Renaissance military fortress, designed by Giuliano da Sangallo, offers panoramic views across Chianti and Val d'Elsa. Explore the archaeological park with its reconstructed Frankish village.
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Magione Castle

8.0/10 (5 reviews)
This medieval complex once served as a hospital for pilgrims on the Via Francigena route. Explore its Romanesque church and discover the fascinating legacy of the Knights Templar through guided tours.
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San Lucchese Convent

8.6/10 (4 reviews)
This 13th-century Franciscan Gothic convent honours Saint Lucchese with remarkable medieval frescoes and serene architecture. Explore the tranquil cloister while enjoying views of the Tuscan countryside.
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The Rock of Staggia

7.6/10 (5 reviews)
This medieval stronghold once guarded the strategic Via Francigena trade route between Florence and Siena. Explore its cylindrical towers and double walls on a guided tour through Tuscan history.
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Fountain of Fate

7.0/10 (8 reviews)
This 13th-century travertine fountain showcases medieval engineering with six double arches and pilasters. Explore its serene archaeological park setting, enhanced by Mimmo Paladino's contemporary art installations.
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Collegiata di Santa Maria Assunta Museum

You can spend an afternoon studying the exhibits at Collegiata di Santa Maria Assunta Museum in Poggibonsi. Discover the countryside while you're in the area.
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What to do in Poggibonsi

Siena: Cathedral Complex Pass with Audio Guide

Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)

£16
per adult
Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)
Siena, San Gimignano, Monteriggioni & Chianti from Florence

Siena, San Gimignano, Monteriggioni & Chianti from Florence

£56
per adult
88% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
Chianti Wine and Food Safari

SMALL-GROUP Wine Safari: Tuscany Wine Tasting Tour from Florence

£111
per adult
100% of travellers recommend
SMALL-GROUP Wine Safari: Tuscany Wine Tasting Tour from Florence
See all activities in Poggibonsi

Frequently asked questions

Why should I book my Poggibonsi holiday with Expedia?
Choose Expedia to organise your next big break simply and all in the same place. Our top tip for bagging a fabulous deal on a Poggibonsi getaway? Bundle your flights, hotel and/or car hire into a package holiday. Then add a couple of exciting tours and activities. Many bookings also include flexible cancellation policies, so there's no need to panic if you have to switch up your itinerary. Round-the-clock help with amending and cancelling your trip is on-hand via our Customer Service Portal link.
When is the best time of year to holiday in Poggibonsi?
If you want to experience the vibe of Poggibonsi during peak season, organise your escape for June, August and September. February, November and December are generally the quietest months of the year. With average daytime temperatures of 4ºC, January is the coolest month in Poggibonsi. The warmest time of year is July, when you can expect averages of 24ºC throughout the day. Whatever the temperature, you'll discover loads to keep you busy here.
What is the top hotel for my holiday in Poggibonsi?
Offering many of the conveniences and comforts of home, Hotel Athena will make an ideal base for your Poggibonsi trip.
How do I get a cheap holiday to Poggibonsi?
Our Poggibonsi holidays offer plenty of savings for the savvy explorer. For the best deal, simply combine your hotel, flights and extras (including tours). But bargain prices are only the start of your next amazing adventure. Book with Expedia and and you'll have over 400 airlines and 321,000 properties across the globe to pick from. No matter your style, there's a holiday here that's perfect for you. Learn more about how you can save money on your holiday when you bundle your flight and hotel bookings with Expedia.
What should I do on my Poggibonsi holiday?
Offering must-visit attractions like Collegiate Church of Santa Maria Assunta and Tenuta Torciano Winery, a holiday in Poggibonsi is full of exciting things to do and see. Monteriggioni Castle and Piazza Duomo are a couple of other sights worth discovering.
What is the best area to stay in when on holiday in Poggibonsi?
A holiday in Poggibonsi wouldn't be complete without checking out Church of San Lorenzo. Why not book a stay close to this great tourist attraction?
Do I need a visa for my Poggibonsi holiday?
Check the latest rules on official government websites. Your nationality and whether you're travelling for business, study or leisure will determine if you require a visa for Poggibonsi. Make yourself familiar with the application process, including any required documentation, turnaround times and fees. Submit your application well in advance to allow enough time for processing. Some visas may take weeks or even months to go through, depending on the country.
What should I wear on my Poggibonsi holiday?
Do some research into the sorts of clothing people in Poggibonsi wear, and maybe even browse fashion pages on social media for inspiration. Whatever your look, try to create a versatile travel wardrobe with pieces that suit your destination and show off your unique sense of style. Check the weather forecast so you can pack your bags accordingly. The warmest month in Poggibonsi is July, with average daily temperatures of 24ºC. If you're visiting in the coolest month of January, the mercury hovers around 4ºC during the day.
What does an Expedia Poggibonsi holiday include?
Expedia has everything you need to arrange your Poggibonsi trip, but what goes into your package is totally up to you. Choose from a combination of flights, hire cars and hotels. Searching for some experiences or tours to keep you on the move? Once you've made your booking, you can add them on too. Whatever your style or budget, there's a package to suit your needs. Expedia features many properties, with the most sought after in Poggibonsi including apartments and villas. With Expedia, you can expect the freedom and flexibility to personalise your holiday your way.
Does Expedia offer Book Now, Pay Later Poggibonsi holidays?
Expedia has joined forces with online lender Klarna to make booking your next trip easier on your hip pocket. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more money to play with while you're travelling. Klarna has several payment plans to choose from, so you're sure to find one that fits your budget. Consider these flexible payment options:
  • Pay monthly holidays: Klarna offers the ability to pay in multiple transactions that fit all budgets, so you can take that well-deserved holiday sooner.
  • No-deposit holidays: If not paying upfront for your trip makes pressing that "book now" button more stress-free, choose a no-deposit holiday plan from Klarna so you can Book Now, Pay Later!
Can I choose my airline with a Poggibonsi Expedia holiday?
Yes, definitely. Expedia has more than 400 airline partners to pick from globally. With all that choice, finding the right carrier to bring you to Poggibonsi shouldn't be hard.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.