Siena Vacations from ￥194,502
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥45,448 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Siena Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The St. Regis Florence
Historic Centre of Florence
Price was ￥427,064, price is now ￥348,332 per person
￥348,332
per person
Mar 8 - Mar 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Florence (FLR)
9.6/10 Exceptional! (261 reviews)
Nice property in a great location.
Reviewed on Jun 29, 2025
Bernini Palace
Historic Centre of Florence
Price was ￥284,410, price is now ￥234,526 per person
￥234,526
per person
Mar 8 - Mar 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Florence (FLR)
9.6/10 Exceptional! (1,007 reviews)
Was first class all the way, staff was great and hotel is beautiful
Reviewed on Dec 29, 2025
Art Hotel Villa Agape
Oltrarno
Price was ￥231,330, price is now ￥206,211 per person
￥206,211
per person
Mar 8 - Mar 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Florence (FLR)
9.8/10 Exceptional! (1,003 reviews)
Staff was excellent! Especially at the hotel’s restaurant.
I’d say that the decor of the rooms could be much nicer and that the size of the bathroom for a junior suite was a bit too tight.
Reviewed on Dec 28, 2025
Hotel Calimala Florence
Historic Centre of Florence
Price was ￥248,137, price is now ￥222,132 per person
￥222,132
per person
Mar 8 - Mar 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Florence (FLR)
9.6/10 Exceptional! (943 reviews)
Excellent hotel. Very boutique and chic. Location doesn’t get any better than this. Well done
Reviewed on Dec 23, 2025
Where to stay in Siena
Find the best Siena areas and neighborhoods for the activities you enjoy most. Learn more about Siena
Siena City Centre
8 out of top 10 points of interest in this area
Siena City Centre is noteworthy for its historic sites, and you can make a stop at top attractions like Siena State Archives and Piazza del Campo.
Find the Best Siena Vacation Packages
Siena Hotel Deals
Hotel Athena
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
The price is ￥12,902 per night from Jan 27 to Jan 28
￥12,902
￥14,745 total
Jan 27 - Jan 28, 2026
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
Great location, very friendly staff
Reviewed on Dec 13, 2025
Borgo Grondaie
Strada delle Grondaie, 15 Siena SI
Fully refundableReserve now, pay when you stay
9.6/10 Exceptional! (439 reviews)
The sta
Reviewed on Nov 17, 2025
Palazzo Ravizza
Pian dei Mantellini 34 Siena SI
Fully refundableReserve now, pay when you stay
The price is ￥16,437 per night from Jan 6 to Jan 7
￥16,437
￥18,634 total
Jan 6 - Jan 7, 2026
includes taxes & fees
9.2/10 Wonderful! (750 reviews)
Having booked with another local hotel - The Athena - who were completely obnoxious and unhelpful regarding the parking. I stumbled across this gem. The staff were so helpful and accomplished ~ first class customer service.
Reviewed on Dec 17, 2025
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.
Discover the most popular places to visit in Siena
Palazzo Pubblico
5/5(133 reviews)
Palazzo Pubblico is just one of the places to see in Siena, so why not enjoy the other things to explore during your travels? Discover the area's beautiful countryside, or seek out its local tours.
Fortezza Medicea
4.5/5(28 reviews)
Looming over the city, this fortress is a symbol of when Siena’s independence ended in the 16th century. Today, it’s a public space for exercise and entertainment.
What to do in Siena
Siena, San Gimignano, Monteriggioni & Chianti from Florence
￥9,512
per adult
88% of travellers recommend
Rome Fiumicino Airport: Shared Transfer to/from Siena by Bus
￥1,827
per adult
Siena: Siena Cathedral and Piccolomini Library Entry Ticket
￥1,537
per adult
100% of travellers recommend
Explore a world of travel with Expedia
- Vacation Homes in Siena
- Luxury Hotels in Radda in Chianti
- Lodges in Radda in Chianti
- Inns in San Sano
- Resorts in Villa
- Hostels in Siena
- Town Houses in Castelnuovo Berardenga
- Castles in Colle di Val d'Elsa
- Ranches in Gaiole in Chianti
- Farmstay in Province of Siena
- Luxury Hotels in Castellina in Chianti
- Hotels with smoking rooms in Siena City Centre
- Luxury Hotels in Siena
- Business Hotels in Radda in Chianti
- Winery Hotels in Siena
- Villas in Siena
- Guest Houses in Asciano
- Farmstay in Asciano
- Hotels near Crete Senesi
- Historic Hotels in Ponte A Bozzone
- Resorts in Fonterutoli
- Guest Houses in Radda in Chianti
- Aparthotels in Nusenna
- Inns in Stigliano
- Inns in Cavallari
- Boutique Hotels in Siena
- Murlo Hotels
- Resorts & Hotels with Spas in Radda in Chianti
- Cheap Hotels in San Sano
- Siena Hotels
- Radda in Chianti Hotels
- Castles in Province of Siena
- Hotel Wedding Venues Hotels in Radda in Chianti
- Town Houses in Pianella
- Shopping Hotels in Radda in Chianti
- Palaces in San Rocco a Pilli
- Inns in Nusenna
- Winery Hotels in Villa A Sesta
- Hotels with a Pool in Radda in Chianti
- Rv Parks in Siena Station
- B&B in Siena
- Hotels with Free Parking in Siena Historical Center
- Holiday Park Resorts in Radda in Chianti
- Country Houses in La Cetina
- Resorts in Radda in Chianti
- Castles in Castellina in Chianti
- Resorts in Nusenna
- Farmstay in Radda in Chianti
- Condo Rentals in Rosia
- Green Hotels in Radda in Chianti
- All-Inclusive Hotel Hotels in Siena
- Resorts in Villa A Sesta
- Rv Parks in Province of Siena
- Condo Resorts in Radda in Chianti
- Apartments in Siena
- Cottages in Radda in Chianti
- Boutique Hotels in Casetta
- Romantic Hotels in Siena
- Inns in Radda in Chianti
- Apartments in Nusenna
- Adventure Hotels in Radda in Chianti
- Luxury Hotels in Villa
- Luxury Hotels in Murlo
- Hotels near San Giovanni Terme Rapolano
- Boutique Hotels in Radda in Chianti
- Aparthotels in Radda in Chianti
- Luxury Hotels in San Felice
- Guest Houses in La Cetina
- Cheap Hotels in Siena City Centre
- Apartments in Province of Siena
- Inns in Val d'Elsa
- Historic Hotels in Siena
- Vacation Homes in Stigliano
- Resorts in Castellina in Chianti
- Resorts in San Sano
- Romantic Hotels in Radda in Chianti
- Vacation Homes in Sovicille
- Castles in Montegrossi
- Cheap Hotels in Radda in Chianti
- Residences in Siena
- Palaces in Cavallari
- Luxury Hotels in Castelnuovo Berardenga
- San Sano Hotels
- Castles in Radda in Chianti
- Villas in Radda in Chianti
- Hotels near Piazza del Campo
- Beach Hotels in Radda in Chianti
- Resorts in Monteriggioni
- Winery Hotels in Radda in Chianti
- Palaces in Radda in Chianti
- Vacation Homes in Radda in Chianti
- Resorts in Castelnuovo Berardenga
- Country Houses in Vertine
- Inns in Province of Siena
- Aparthotels in Casciano di Murlo
- Hotel with a Concierge Hotels in San Sano
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
