Chianti Region Guest Houses

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Our top choices for Chianti Region guest houses

Villa Montarioso

Montarioso

Michael

includes taxes & fees

15 Jul - 16 Jul

Fondaco del Moro

Civitella in Val di Chiana

Heather

includes taxes & fees

10 Jul - 11 Jul

Villa Gelsomino Garden

Oltrarno

Zaid

includes taxes & fees

12 Jul - 13 Jul

Homelink Poggibonsi

Barberino Tavarnelle

Avinash

includes taxes & fees

10 Jul - 11 Jul

Casa di Palaia

Greve in Chianti

Steven

includes taxes & fees

10 Jul - 11 Jul

Dievole Wine Resort

Castelnuovo Berardenga

Pamela

includes taxes & fees

15 Jul - 16 Jul

27-inch flat-screen TV with digital channels, TV, heated floors

Dimora Casa Eugenia

Loro Ciuffenna

Shannon

includes taxes & fees

4 Aug - 5 Aug

Poggio Paradiso Resort & Spa

Torrita di Siena

Saurabh

includes taxes & fees

5 Aug - 6 Aug

1 bedroom, premium bedding, memory-foam beds, minibar

Villa Sant Andrea

Siena

Sasha

includes taxes & fees

29 Jul - 30 Jul

Residenza d'Epoca Le Aquile

Siena City Centre

Pamela

includes taxes & fees

13 Jul - 14 Jul

Relais La Corte Dei Cavalieri

Siena City Centre

Hyunjin

includes taxes & fees

15 Jul - 16 Jul

Premium bedding, in-room safe, individually decorated, desk

Residenza d'Epoca San Martino 29

Siena City Centre

Rene

includes taxes & fees

13 Jul - 14 Jul

Blossoms of Siena

Siena City Centre

Bobby

includes taxes & fees

12 Jul - 13 Jul

AmiRooms Affittacamere

Siena City Centre

Mary

includes taxes & fees

11 Jul - 12 Jul

B&B Le Aquile

Siena City Centre

kevin

includes taxes & fees

12 Jul - 13 Jul

Palazzo Ninci

Civitella in Val di Chiana

Sara

includes taxes & fees

13 Jul - 14 Jul

Residenza d'Epoca Palazzo Buonaccorsi

San Gimignano City Centre

Cynthia

includes taxes & fees

10 Jul - 11 Jul

I merli di Ada

Siena City Centre

Chantal

includes taxes & fees

17 Jul - 18 Jul

Family Quadruple Room, Non Smoking, City View

Duccio Nacci Rooms - guest house

San Gimignano City Centre

Tessa

includes taxes & fees

10 Jul - 11 Jul

B&B San Francesco

Cortona Old Town

includes taxes & fees

27 Jul - 28 Jul

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Top Chianti Region Hotel Reviews

Castello Vicchiomaggio

10/10 Excellent

"Great trip! Staff was very helpful and few places with free breakfast"

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!"

Find out more about Chianti Region