Search Guest Houses in Castellina in Chianti

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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Castellina in Chianti guest houses

Garden
Villa Montarioso

Villa Montarioso

Villa Montarioso
Montarioso
8.6 out of 10, Excellent, (134)
"Quiet location not far from Siena. Has free parking and free light breakfast. "
United States
Aileen
The price is AED 330
AED 380 total
includes taxes & fees
17 Dec - 18 Dec
Villa Montarioso
Reception
Villa Sant Andrea

Villa Sant Andrea

Villa Sant Andrea
Siena
9.2 out of 10, Wonderful, (33)
"Nice Tuscan Villa, only 10 minutes from city centre, easy parking and moving in and out of the city. The host are great, Cecilia and husband always available to help."
United States
Adrian
Villa Sant Andrea
Superior Double or Twin Room | Individually decorated, individually furnished, iron/ironing board
alla scala 1746

alla scala 1746

alla scala 1746
Siena City Centre
7.6 out of 10, Good, (5)
"With access to the beauty of the best of Siena, we absolutely luxuriated and felt the warm vibe of the people, the buildings, the sunshine and the food. It felt magical!"
United States
Christie
alla scala 1746
Luxury Double or Twin Room | Premium bedding, memory foam beds, individually decorated
Residenza d'Epoca Le Aquile

Residenza d'Epoca Le Aquile

Residenza d'Epoca Le Aquile
Siena City Centre
10.0 out of 10, Exceptional, (83)
"Beautiful area, very walkable! "
United States
Anita
Residenza d'Epoca Le Aquile
Courtyard
L'Antico Borgo di Torri

L'Antico Borgo di Torri

L'Antico Borgo di Torri
Sovicille
8.0 out of 10, Very Good, (1)
"Appartamento confortevole, Lorenzo oste disponibile e molto simpatico. Faceva molto caldo e l'aria condizionata sarebbe gradita. Borgo piccolo ma interessante, ottimo ristorante vicinissimo. Ci torneremo!"
Italy
Anonymous traveler
L'Antico Borgo di Torri
Exterior
B&B Le Aquile

B&B Le Aquile

B&B Le Aquile
Siena City Centre
9.8 out of 10, Exceptional, (111)
"Staff was exceptionally helpful prior to arriving at property and offering suggestions for transportation to surrounding activities. Location was well situated to highlights and attractions. "
Canada
Lydia
B&B Le Aquile
Double Room (Il Nido) | Pillowtop beds, blackout drapes, free WiFi, bed sheets
Il Sogno di Annalisa

Il Sogno di Annalisa

Il Sogno di Annalisa
Volterra
8.0 out of 10, Very Good, (15)
"Lovely property inside the city walls but away from the high traffic tourist areas. Well equipped with everything you need. Easy check in. We had a lovely visit in Volterra."
United States
Sylvia
Il Sogno di Annalisa
Exterior
AmiRooms Affittacamere

AmiRooms Affittacamere

AmiRooms Affittacamere
Siena City Centre
10.0 out of 10, Exceptional, (9)
"Thanks to Amina, very welcoming. "
Canada
daniel
AmiRooms Affittacamere
Minibar, desk, iron/ironing board, free WiFi
Relais La Corte Dei Cavalieri

Relais La Corte Dei Cavalieri

Relais La Corte Dei Cavalieri
Siena City Centre
8.0 out of 10, Very Good, (88)
"Nice and easy checking friendly staff "
United States
Jose
Relais La Corte Dei Cavalieri
Deluxe Room | Premium bedding, in-room safe, individually decorated, desk
Residenza d'Epoca San Martino 29

Residenza d'Epoca San Martino 29

Residenza d'Epoca San Martino 29
Siena City Centre
9.8 out of 10, Exceptional, (30)
"The host was very friendly and helpful. We had a great stay."
United States
Anonymous traveler
The price is AED 393
AED 450 total
includes taxes & fees
16 Dec - 17 Dec
Residenza d'Epoca San Martino 29
Courtyard
Residenza d'Epoca Palazzo Buonaccorsi

Residenza d'Epoca Palazzo Buonaccorsi

Residenza d'Epoca Palazzo Buonaccorsi
San Gimignano City Centre
8.6 out of 10, Excellent, (171)
"Exceptional building and excellent staff "
Canada
Mariana
The price is AED 346
AED 402 total
includes taxes & fees
13 Dec - 14 Dec
Residenza d'Epoca Palazzo Buonaccorsi
Hallway
Blossoms of Siena

Blossoms of Siena

Blossoms of Siena
Siena City Centre
9.4 out of 10, Exceptional, (31)
"We really enjoyed our stay!! Everyone was accomodating and we loved Siena."
United States
Linda
The price is AED 561
AED 634 total
includes taxes & fees
7 Jan - 8 January 2026
Blossoms of Siena
Outdoor pool, open 8:00 AM to 7:30 PM, sun loungers
Borgo Nuovo San Martino

Borgo Nuovo San Martino

Borgo Nuovo San Martino
Bucine
6.8 out of 10, (10)
"Definitely going back in the summer"
United States
Josimar
Borgo Nuovo San Martino
Exterior
Duccio Nacci Rooms - guest house

Duccio Nacci Rooms - guest house

Duccio Nacci Rooms - guest house
San Gimignano City Centre
9.8 out of 10, Exceptional, (6)
The price is AED 423
AED 486 total
includes taxes & fees
11 Dec - 12 Dec
Duccio Nacci Rooms - guest house
Interior entrance
Homelink Poggibonsi

Homelink Poggibonsi

Homelink Poggibonsi
Barberino Tavarnelle
6.0 out of 10, (11)
"We didn't get the e-mail with the codes to the doors. The wifi doesn't connect to the internet. Our room wasn't cleaned during our stay. The place lokks abandoned from the inside. The room wasclean when we arrived. The inside of the place looks nice. "
Denmark
Kaya
Homelink Poggibonsi
Comfort Double Room | Terrace/patio
Villa Gelsomino Garden

Villa Gelsomino Garden

Villa Gelsomino Garden
Oltrarno
9.0 out of 10, Wonderful, (128)
"Great clean hotel not far from central Florence. "
United States
David
Villa Gelsomino Garden
Exterior
Casa di Palaia

Casa di Palaia

Casa di Palaia
Greve in Chianti
10.0 out of 10, Exceptional, (22)
"Very well located in the heart if the Tuscany region."
United States
Eli
The price is AED 314
AED 363 total
includes taxes & fees
11 Dec - 12 Dec
Casa di Palaia
Desk, soundproofing, free cribs/infant beds, rollaway beds
Soprarno Suites

Soprarno Suites

Soprarno Suites
Historic Centre of Florence
9.8 out of 10, Exceptional, (391)
"The location is awesome. Very close to the main attractions in Florence. Lovely staff and a very traditional building and feel to the hotel."
Australia
Joanna
The price is AED 640
AED 763 total
includes taxes & fees
15 Dec - 16 Dec
Soprarno Suites
Interior
Foresteria Valdese di Firenze - Casa per Ferie

Foresteria Valdese di Firenze - Casa per Ferie

Foresteria Valdese di Firenze - Casa per Ferie
Historic Centre of Florence
8.8 out of 10, Excellent, (192)
"The staff was very helpful and room was clean "
United States
Cinda
Foresteria Valdese di Firenze - Casa per Ferie
Front of property
Villa Royal B&B

Villa Royal B&B

Villa Royal B&B
Historic Centre of Florence
8.2 out of 10, Very Good, (64)
"Thank you for a wonderful stay! "
United States
Rachel
The price is AED 248
AED 324 total
includes taxes & fees
14 Dec - 15 Dec
Villa Royal B&B
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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Top Castellina in Chianti Hotel Reviews

25hours Hotel Florence Piazza San Paolino

25hours Hotel Florence Piazza San Paolino

10/10 Excellent
"so in love with this hotel, after walking all day long, to come home to such a genuinely cute environment felt great. "
Alexia 2-night trip
Posted 2 days ago
25hours Hotel Florence Piazza San Paolino

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