Poggibonsi Holidays from £307

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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.
Palace Hotel

Palace Hotel

Marco Polo
Save 100% on your flight
£307
per person
11 Oct - 14 Oct
found 14 hours ago
Return flight included
Bristol (BRS) to Florence (FLR)
9/10 Wonderful! (138 reviews)
Aurum Uffizi

Aurum Uffizi

Historic Centre of Florence
Save 100% on your flight
£339
per person
22 Oct - 25 Oct
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
excellent location, clean and staff helpful

Reviewed on 23 Aug 2026

Aurum Firenze

Aurum Firenze

Historic Centre of Florence
Save 100% on your flight
£648
per person
24 Oct - 30 Oct
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
7.6/10 Good! (1,006 reviews)
The room was clean, staff reasonably friendly, breakfast breads were stale, air conditioning worked well. Conveniently located for train station

Reviewed on 2 Sept 2026

EXE Toscana

EXE Toscana

Mugnano
Save 100% on your flight
£738
per person
26 Oct - 30 Oct
found 9 hours ago
Return direct flight included
London (LON) to Florence (FLR)
8.4/10 Very good! (852 reviews)
The hotel is located very near the autostrade and outside the walled city. Access is easy and direct. Staff were multi lingual and friendly. English was not a problem. Parking is free. Breakfast is served as a buffet and you do need to notify if you intend to partake. It is 13euros. There is a good variety, but it is the same every day. There is an espresso/coffee machine. Nothing available to order. Amenities. There aren’t any (like fitness room or pool). There are meeting rooms up from the lobby. The restaurant isn’t open beyond breakfast and they only offer the buffet. The bar is only open weekdays in the evening. There is a supermarket next door and a McDonald’s around the corner, both easy walking distance. A bit further are a couple of sit-down restaurants and a very good pizzeria. There are more pizzerias here than Starbucks in Seattle! We would stay there again. The lack of amenities isn’t important to us.

Reviewed on 2 Aug 2026

Hotel Caravaggio

Hotel Caravaggio

Historic Centre of Florence
Save 100% on your flight
£344
per person
9 Nov - 15 Nov
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
9/10 Wonderful! (1,006 reviews)
Very well located, walking distance from the main places to visit and the tram station that goes to the airport. The bathroom is very small and the shower has little water pressure, so if you are tall or big, you will struggle, it also needs some maintenance (signs of age and deterioration), but the room was comfortable, clean and with a good AC unit. The staff was very friendly and helpful. Was there for a total of 3 days with my teenager kids and wife so clearly family oriented.

Reviewed on 4 Sept 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
£62
29 Sept - 30 Sept
includes taxes & fees
8/10 Very good! (362 reviews)
"Room was clean, staff was helpful and easy to park."

Reviewed on 27 Jun 2026

Hotel Toscana Ambassador
Hotel Ristorante Alcide

Hotel Ristorante Alcide

Viale Marconi, 67/A Poggibonsi SI
8/10 Very good! (486 reviews)
"Nice staff! Great breakfast buffet!"

Reviewed on 23 Jul 2026

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Hotel Ristorante Alcide
Villa San Lucchese

Villa San Lucchese

Località San Lucchese, 5 Poggibonsi SI
£115
2 Oct - 3 Oct
includes taxes & fees
9.4/10 Exceptional! (352 reviews)
"Our one-week stay at this villa from the moment we arrived until the day we left, every aspect of our experience was exceptional. The highlight of our stay was the restaurants both breakfast and dinner. Without question, Every meal was outstanding, with incredible flavors, beautifully prepared dishes, ..."

Reviewed on 20 Jul 2026

Villa San Lucchese
See all 750 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

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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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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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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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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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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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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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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What to do in Poggibonsi

Chianti Half Day Wine Tour from Florence

Chianti Half Day Wine Tour from Florence

£19
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
Tuscany in 1 day: Pisa, San Gimignano and Siena with Lunch

Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch

£42
per adult
78% of travellers recommend
Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

£61
per adult
88% of travellers recommend
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine
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.