Bossi Holidays from £292

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Your Bossi Holiday

Say farewell to planning worries and hello to a Bossi holiday package. With your travel details organised before you take off, you can focus on discovering this city, starting with Badia Coltibuono, which is good for families, nature and walking. You'll want to do some exploring during your trip to Bossi. Don't miss big-name attractions such as Siena Circuit, Chianti Sculpture Park and Piazza Marconi. Whoever you're going away with and whatever your budget, your ultimate Bossi holiday is only clicks away with Expedia.

Top Bossi Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was £694, price is now £292 per person
£292
per person
5 Oct - 8 Oct
found 10 hours ago
Return flight included
London (LON) to Florence (FLR)
7.6/10 Good! (1,006 reviews)
It was great. I’ve just liked more variety in the breakfast. The location is good.

Reviewed on 12 Jul 2026

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was £874, price is now £420 per person
£420
per person
28 Aug - 2 Sept
found 15 hours ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
7.4/10 Good! (1,008 reviews)
Good service and the room was clean

Reviewed on 10 Jul 2026

La Villa di STR

La Villa di STR

3 out of 5
Siena Historical Center
Save 100% on your flight
Price was £730, price is now £379 per person
£379
per person
20 Aug - 27 Aug
found 18 hours ago
Return flight included
London (LON) to Florence (FLR)
9.2/10 Wonderful! (435 reviews)
Air conditioning wasn’t that cold otherwise it was great!

Reviewed on 15 Jun 2026

Park Hotel Villa Ariston

Park Hotel Villa Ariston

4 out of 5
Price was £913, price is now £478 per person
£478
per person
25 Sept - 1 Oct
found 1 day ago
Return flight included
London (LHR) to Florence (FLR)
8.8/10 Excellent! (133 reviews)
Recommend - traditional family run hotel

Reviewed on 8 Jul 2026

EXE Toscana

EXE Toscana

4 out of 5
Lucca Historical Center
Save 100% on your flight
Price was £719, price is now £398 per person
£398
per person
25 Sept - 1 Oct
found 1 day ago
Return flight included
London (LHR) to Florence (FLR)
8.4/10 Very good! (837 reviews)
The description says “In the heart of Lucca's historic center.” It is not but about a 15-20 minute walk from the start of the walled city. Not too far from the train. Location is ok but nothing charming about it. The front desk staff were very pleasant. The room could have had stronger air con but it was ok despite the 92 degree weather. The Wi-fi was incredibly slow. The room and bathroom are very small. Could have used more towels. The bed is very hard so not too comfortable. The hotel was ok but nothing special.

Reviewed on 5 Jul 2026

Bossi Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Max Temp Winter
10ºC
Max Temp Summer
29ºC
Top Sights
Castle of Brolio, Monteriggioni Castle and Castello di Albola

Top hotels in Bossi

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5 out of 5
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
The price is £290 per night from 10 Aug to 11 Aug
£290
10 Aug - 11 Aug
includes taxes & fees
Grand Hotel Continental Siena – Starhotels Collezione
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

5 out of 5
Strada Comunale 14 Siena - Vagliagli 18 Castelnuovo Berardenga SI
The price is £409 per night from 2 Aug to 3 Aug
£409
2 Aug - 3 Aug
includes taxes & fees
9.4/10 Exceptional! (211 reviews)
"Absolutely wonderful stay. The onsite restaurant was amazing and the staff was very attentive and helpful. There are nice wineries and restaurants nearby too and the concierge made very helpful recommendations and reservations for us. Use the hotel name (and not just the address) since the Apple ..."

Reviewed on 8 Jul 2026

Borgo Scopeto Wine & Country Relais
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
The price is £141 per night from 2 Aug to 3 Aug
£141
2 Aug - 3 Aug
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"Beautiful rooms, we had one with the terrace and a view. Very quiet. Gorgeous rooftop restaurant, easy parking. 10 min walk to the square."

Reviewed on 9 Jul 2026

Hotel Athena
See all 5,634 properties in Bossi
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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All Inclusive Holidays
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Beach Holidays
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Family Friendly Holidays

What to do in Bossi

Chianti Half Day Wine Tour from Florence

Chianti Half Day Wine Tour from Florence

£21
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

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

£68
per adult
88% of travellers recommend
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine
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
See all activities in Bossi

Frequently asked questions

How much does a Bossi travel package cost?
Get ready to book, because a getaway to Bossi starts from just £292. When you combine your hotels, flights and car rentals into a package, you'll land the best bargains.
If I'm not able to travel, can I cancel my Bossi travel package?
We totally understand that unexpected stuff happens. If you've booked a Bossi travel package and have to cancel or change it, we're here to help. We suggest checking out our Customer Service Portal first for information. But generally speaking, if you've booked your package in the last 24 hours, you may be able to cancel or amend your itinerary at no cost. If it's been longer than 24 hours, your hotel, airline or car rental company may charge a fee.
How do I get a cheap travel package to Bossi?
Think of all the amazing things you could do in Bossi with a wad of extra cash in your wallet. Watch your savings stack up when you bundle your flights and hotel into a Bossi holiday package. You have plenty of choice when you book your trip with Expedia too. In fact, you can choose from over 550 air carriers and 1,000,000 hotels around the globe. Whether you're heading off with the whole family or adventuring alone, exploring Bossi is better with a package.
Does Expedia offer Book Now, Pay Later Bossi holidays?
We sure do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your trip in manageable instalments. Simply pick the payment plan that works for you during checkout and take the stress out of budgeting for your next trip. Remember to bundle your accommodation, car hire and flights with Expedia to get the biggest bang for your holiday buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: Escape on that dream holiday sooner with Klarna's monthly instalment plans. If paying just a small amount each month works for you, pick this option at checkout.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your holiday in multiple transactions.
  • Low deposit holidays: When you want to grab an amazing deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you secure your getaway.

Where should I stay in Bossi?
A getaway to Bossi wouldn't be complete without stopping by San Felice Winery. Why not choose a hotel close to this great attraction?
What are the top hotels in Bossi?
Get your holiday off to a great start by booking a room at Hotel Borgo San Felice. It's one of most sought-after properties in Bossi. Another welcoming option is Dievole Wine Resort.
How far in advance should I book my Bossi holiday?
Savvy travellers book early. Airlines generally advertise flight tickets up to a year ahead of departure, and this is a great opportunity to land some of the cheapest prices. Boss just told you to take your holiday time in a few weeks? Don't fret. Expedia are never short of fantastic bargains to help you have the getaway of your dreams, at an affordable price.
What does an Expedia Bossi travel package include?
Hotels, flights and a cool set of wheels for all your fun road trip adventures. Simply pick and choose your preferred bundle and get access to incredible deals. Once you've made your booking, add on a couple of experiences and tours and watch your savings stack up. When it comes to organising your Bossi getaway, you're the boss!
What should I know before booking a Bossi travel package?
A travel package can be more affordable than individually booking all you need for your getaway. For example, bundle your hotels, flights and rental cars and land a great deal. Whatever kind of holiday you're planning, there's sure to be a package that best suits your budget.
Can I choose my airline with a Bossi Expedia travel package?
With a travel package, the choice is in your hands. Whether you want to fly to Bossi in business or coach, simply pick from the available airline options. Expedia has access to over 550 airline partners across the world.

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.