Chianti Region Cheap Holidays
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Top flight + Cheap hotel deals in Chianti Region
Price found within the past 48 hours. Click for updated prices.
Hu Norcenni Girasole Village
Price was £278, price is now £241 per person
£241
per person
15 Sept - 22 Sept
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
8.6/10 Excellent! (321 reviews)
We all loved this place. It is conveniently close to Florence or Sienna so you can take a day trips if you get bored but there are plenty of activities on site. We wished we have reserved more days to stay but we will do that next year.
Reviewed on 12 Jun 2026
Villa Scacciapensieri Boutique Hotel
Scacciapensieri
Price was £431, price is now £399 per person
£399
per person
4 Sept - 7 Sept
found 1 day ago
Return flight included
London (LGW) to Florence (FLR)
9.2/10 Wonderful! (442 reviews)
It is a tuscan palace over the hills! Great toom, great food, and excellent service.
Reviewed on 23 Jun 2026
Villa San Lucchese
Price was £481, price is now £447 per person
£447
per person
27 Aug - 31 Aug
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
9.4/10 Exceptional! (346 reviews)
Beautiful views from the terrace and excellent evening meal looking over Val D’Esse.
Reviewed on 22 Jun 2026
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View all trips5* Cheap holidays in Chianti Region
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View all trips3 Night Cheap holidays in Chianti Region
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Villa Scacciapensieri Boutique Hotel
Scacciapensieri
Price was £431, price is now £399 per person
£399
per person
4 Sept - 7 Sept
found 1 day ago
Return flight included
London (LGW) to Florence (FLR)
9.2/10 Wonderful! (442 reviews)
It is a tuscan palace over the hills! Great toom, great food, and excellent service.
Reviewed on 23 Jun 2026
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View all trips4 Night Cheap holidays in Chianti Region
Price found within the past 48 hours. Click for updated prices.
Hotel Italia
Camollia
Price was £275, price is now £249 per person
£249
per person
3 Aug - 7 Aug
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
9.2/10 Wonderful! (1,000 reviews)
Hotel Italia was an absolute gem. The staff were incredibly friendly and helpful — they understood we were tired from traveling with teens and even nailed a salon recommendation that turned out to be the best hair wash of my life, just minutes from the hotel. Our room was spotless, quiet, and the A/C worked perfectly; we didn’t hear a sound from neighbors or stair traffic. The location is a sweet spot — only 5 to 10 minutes from the tourist sights, yet tucked in a local neighborhood with bakeries and grocery stores, giving us that refreshing, peaceful feeling of being disconnected from the tourist rush. Breakfast was amazing, and the little teen-approved Duomo and gelato challenges made exploring even more fun. Bottom line: we’d come back and stay here again in a heartbeat. For anyone visiting Siena, Hotel Italia at Porta Camollia gives you that perfect “live like a local” buffer before diving into the Duomo and Piazza del Campo — and if you need a salon, just ask reception; their pick is solid.
Reviewed on 27 Jun 2026
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View all tripsTop Cheap Chianti Region Hotels
Sangallo Park Hotel
Strada Di Vico Alto 2 Siena SI
Stay at this business-friendly hotel in Siena. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Piazza del Campo and Palasport Mens Sana ...
9/10 Wonderful! (615 reviews)
"Great hotel extremely helpful staff"
Reviewed on 13 Jun 2026
La Perla
Via Delle Terme 25 Siena SI
Stay at this hotel in Siena. Enjoy free Wi-Fi, daily housekeeping and pillowtop beds. Popular attractions Piazza del Campo and Teatro dei Rozzi are located ...
7.8/10 Good! (311 reviews)
"Very old establishment, with poor room access (no elevator and quite small room). AC was off on arrival which resulted in air being stuffy and smelly, once AC was turned on it was ok. Very small bathroom and shower. Check in closes at 8pm, but the staff might wait if called in advance. Parking is ..."
Reviewed on 22 Jun 2026
LHP Certaldo Resort
via del Molino, 74 Certaldo FI
Stay at this luxury hotel in Certaldo. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular attractions ...
9.2/10 Wonderful! (533 reviews)
"nice property"
Reviewed on 30 Jun 2026
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.
Things to do
City Sightseeing Florence Hop-on Hop-off Bus Tour
£25
per adult
76% of travellers recommend
Small-Group Wine Tasting Experience in the Tuscan Countryside
£77
per adult
98% of travellers recommend
Skip the Line: Florence's Accademia Gallery Priority Entrance Ticket
£30
per adult
88% of travellers recommend
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* 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.
