A stone castle with battlements overlooking a lush valley with vineyards.

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Check prices for these dates

Next weekend
24 Jul - 26 Jul
In two weeks
31 Jul - 2 Aug
In one month
14 Aug - 16 Aug
In two months
11 Sept - 13 Sept

Our top choices for Gaiole in Chianti town houses

Exterior

L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (14 reviews)
"Monica is a very gracious host. We very much enjoyed our stay. The village is also very quaint and within walking distance. We appreciate the hospitality and highly recommend staying here if you’re coming to the area."
United States
Angela
The price is €151
includes taxes & fees
21 Jul - 22 Jul
L' Eroico
Lobby

Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (24 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is €189
includes taxes & fees
17 Aug - 18 Aug
Villa Cassia di Baccano
Outdoor dining

B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (83 reviews)
"It was a wonderful stay the bed was comfortable and the view was beautiful. "
United States
Ruben
The price is €132
includes taxes & fees
19 Jul - 20 Jul
B&B La Fonte del Machiavelli
Interior

Villa Fontis Rapolano

Villa Fontis Rapolano
Rapolano Terme
10.0 out of 10, Exceptional, (1 review)
"Bella struttura, nuova, pulita in posizione comoda"
Italy
Barbara
The price is €85
includes taxes & fees
19 Jul - 20 Jul
Villa Fontis Rapolano
Exterior

Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
The price is €119
includes taxes & fees
26 Jul - 27 Jul
Il Pozzo di Sant'Andrea
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (36 reviews)
"Beautiful villa, very spacious, gorgeous property and great restaurant on the property to have a delicious meal. Staff very welcoming. Close to other main cities, like Siena, for day trips. We loved sitting by the pool, although it wasn’t heated, so too cold to use in April. We did love using the indoor heated pool and hot tub each day. We had a fabulous time and hope to go back someday! "
Canada
Jeremy
The price is €165
includes taxes & fees
19 Jul - 20 Jul
Villa di Sotto
Lounge

Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (17 reviews)
"Very nice and quiet neighbourhood. Close to city centre. The host is very kind."
Japan
Chie
The price is €91
includes taxes & fees
21 Jul - 22 Jul
Mariani Bed & Breakfast
Terrace/patio

Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.4 out of 10, Exceptional, (24 reviews)
"A wonderful stay. "
United States
Sally
The price is €129
includes taxes & fees
6 Aug - 7 Aug
Casa di Campagna in Toscana
Property grounds

Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (45 reviews)
"Clean room, amazing staff"
Canada
Talha
The price is €307
includes taxes & fees
29 Jul - 30 Jul
Ca' Bianca Tuscany Relais
Exterior

Villa le Camelie Siena

Villa le Camelie Siena
Petriccio
8.6 out of 10, Excellent, (8 reviews)
"Nice for the price. Would stay there again."
United States
Mark
The price is €76
includes taxes & fees
20 Jul - 21 Jul
Villa le Camelie Siena
Courtyard

I Parigi Corbinelli

I Parigi Corbinelli
Florence
9.6 out of 10, Exceptional, (168 reviews)
"Excelente "
Brazil
Osvaldo
The price is €159
includes taxes & fees
16 Aug - 17 Aug
I Parigi Corbinelli
Exterior

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (27 reviews)
"The beautiful place, very comfortable, the incredible attention, the breakfast felt like in Homewith a lot of love We hope to return one day"
Mexico
Raymundo
The price is €125
includes taxes & fees
29 Jul - 30 Jul
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
Breakfast meal

B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (203 reviews)
"Excellent location, rooms, staff."
United States
Mario Humberto
The price is €115
includes taxes & fees
26 Jul - 27 Jul
B&B Il Corso
Aerial view

Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (71 reviews)
"Beautiful property"
Canada
Mary
The price is €167
includes taxes & fees
20 Jul - 21 Jul
Villa Curina Resort
Reception

Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is €51
includes taxes & fees
19 Jul - 20 Jul
Sportland
Property entrance

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (102 reviews)
"This is an excellent property. Very historic, rustic and with great views across the Tuscan landscapes. Lorenzo and his mother were super duper hosts who took great care of us. The property dates back to 1380 and the rooms are decorated with choicest artifacts that adds greatly to the experience. The location is fantastic too with the local market and restaurants in easy walking reach. The breakfast service is fabulous with many choices and Lorenzo himself is great chef as well! Highly recommend...
United States
Nilesh
The price is €279
includes taxes & fees
24 Jul - 25 Jul
Villa il Fedino
Property grounds

Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (96 reviews)
"Rooms were clean and spacious ! Happy there was a good blow dryer in the room and a heated towel rack. Staff were very friendly and helpful . Would stay again !"
Canada
Alissia
The price is €69
includes taxes & fees
26 Jul - 27 Jul
Domus il Palio B&B
Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | Private spa tub

DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (29 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is €106
includes taxes & fees
17 Aug - 18 Aug
DormiVeglia B&B
Outdoor pool

Villa Rosa Panzano

Villa Rosa Panzano
Greve in Chianti
8.2 out of 10, Very good, (54 reviews)
"The facilities were great, including access to the swimming pool. The staff were very friendly and helpful. Breakfast options were good. Parking on site. Villa is a 10 minute drive to two lovely Tuscan towns (Greve and Panzano). Would stay here again - it was so atmospheric! "
United Kingdom
Rachel
The price is €124
includes taxes & fees
26 Jul - 27 Jul
Villa Rosa Panzano
Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, pool loungers

Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
9.6 out of 10, Exceptional, (15 reviews)
"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "
Canada
Katherine
The price is €147
includes taxes & fees
19 Jul - 20 Jul
Residenzia del Sogno
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 Gaiole in Chianti Hotel Reviews

Hotel Athena

Hotel Athena

8/10 Good
"Really a great location in Siena, and I recommend it. Location is great, staff are helpful, and the included breakfast spread is pretty awesome. Our experience was slightly degraded by the extreme heat wave that was over much of Europe - while Hotel Athena has good A/C, it was struggling to keep up at times."
Brian 2-night trip
Posted 9 hours ago
Hotel Athena

Find out more about Gaiole in Chianti

Gaiole in Chianti Town Houses information

Number of reviews
1,391
Accommodation
115 Town Houses
Lowest Price
€51
Highest Price
€307