Chianti Region Vacation Homes

A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

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Our top choices for Chianti Region holiday homes

Villa La Stella - Casa per Ferie

Le Cure

Andrew

HK$1,153 total

includes taxes & fees

2 Aug - 3 Aug

Casa Vacanze Le Case

San Gimignano

Jackie

HK$1,110 total

includes taxes & fees

1 Aug - 2 Aug

Verena

Montecatini Terme

Claudio

HK$506 total

includes taxes & fees

8 Jul - 9 Jul

Desk, laptop workspace, rollaway beds, free WiFi

Bed and Dreams

Florence

Malfred

HK$906 total

includes taxes & fees

10 Jul - 11 Jul

Luce -exclusive Design Loft IN THE Heart OF Florence

Historic Centre of Florence

HK$1,811 total

includes taxes & fees

17 Jul - 18 Jul

Zampugna

Trequanda

August

HK$4,820 total

includes taxes & fees

3 Aug - 4 Aug

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Top Chianti Region Hotel Reviews

Salvadonica - Borgo del Chianti

10/10 Excellent

"This stay was everything we asked for and more. Incredible staff. Beautiful site. Exceptionally curated experience. The highlight for us was wonderful cooking class we took. A close second was the poolside views of the olive orchards and vineyards. Just exceptional."

Villa Sabolini

10/10 Excellent

"We came to this hotel unexpectedly and were so happy we found it. The staff are truly exceptional, friendly, attentive, accommodating, effective, welcoming. We arrived due to my wife having emergency surgery in Siena, we were supposed to be in Venice, and this hotel staff went to work making sure we were taken care of. The grounds are stunning as well, an amazing place to recover after surgery. The pool is beautiful and the restaurant is fantastic. I truly have enjoyed each meal I have had. The lunch I ordered of sliced beef with rocket, pecorino and tomato was perfectly cooked and so tasty. The bartender Bruno makes a fantastic Negroni and I have had the chance to taste it with 3 different small gins all from this region. The front office staff from Silvia, Valentina and each person we interacted with have been amazing. We were looking forward to the basset hounds as well, we have seen them lounging about but hope to get to meet them before our stay ends. A wonderful place to stay in the Tuscan countryside, and only a 20 minute drive to Siena."

Hotel Villa Campomaggio

10/10 Excellent

"I was fortunate enough to stay in this beautiful hotel whilst photographing a wedding in Tuscany and I was so pleased that I am hoping to stay again as soon as I can. The staff were lovely, the hotel was beautiful and the surrounding areas were stunning. The spa was clean and calming, with three different rooms to try and a jacuzzi. I was offered a free yoga class one morning and my room was cleaned before 10am every day. On my last day, I checked out at 11am after breakfast and was offered a place to keep my bags so that I could stay out by the pooI until I needed to leave. I would highly recommend this beautiful hotel to anyone travelling through Tuscany!"

Relais Vignale & Spa

10/10 Excellent

"We had a wonderful stay at Relais Vignale! Our room was wonderful and we had a beautiful terrace. The breakfast was lovely and included and the pool was relaxing. We also used the spa for a morning which we loved before the winery tour we booked through the resort. It made the trip so easy and relaxing and it was nice to cross the street to Dante’s for food and wine and walk around the beautiful little town of Radda. Highly recommend!!"

Find out more about Chianti Region