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

Search Town Houses in Gaiole in Chianti

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
10 Jul - 12 Jul
In two weeks
17 Jul - 19 Jul
In one month
31 Jul - 2 Aug
In two months
28 Aug - 30 Aug

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 £127
includes taxes & fees
3 Jul - 4 Jul
L' Eroico
Lobby

Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (23 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is £114
includes taxes & fees
8 Jul - 9 Jul
Villa Cassia di Baccano
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 £91
includes taxes & fees
15 Jul - 16 Jul
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
Property grounds

Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (44 reviews)
"Clean room, amazing staff"
Canada
Talha
The price is £258
includes taxes & fees
3 Jul - 4 Jul
Ca' Bianca Tuscany Relais
Aerial view

Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (69 reviews)
"This was our second stay. The property is beautiful and our room was lovely. The breakfast was one of the best on our trip in Italy."
Canada
Dr Anne
The price is £160
includes taxes & fees
13 Jul - 14 Jul
Villa Curina Resort
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 £94
includes taxes & fees
26 Jul - 27 Jul
Il Pozzo di Sant'Andrea
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 £123
includes taxes & fees
4 Jul - 5 Jul
Casa di Campagna in Toscana
Property entrance

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (100 reviews)
"This is a lovely gem. Includes parking which is hard to find. Family owned and its a truly beautiful place. Breakfast was amazing as well!! Recommend!! "
United States
rose
The price is £190
includes taxes & fees
5 Jul - 6 Jul
Villa il Fedino
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (34 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 £134
includes taxes & fees
5 Jul - 6 Jul
Villa di Sotto
Triple Room, Balcony, City View | Desk, iron/ironing board, free WiFi, bed sheets

Al Mercato B&B

Al Mercato B&B
Siena City Centre
9.0 out of 10, Wonderful, (101 reviews)
"Great location."
Canada
Marie-Christine
The price is £72
includes taxes & fees
14 Jul - 15 Jul
Al Mercato B&B
Free daily buffet breakfast

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (77 reviews)
"We had a wonderful experience! The staff was kind and very helpful. Our room was stunning and very spacious for a family of 5! The breakfast was amazing, and all of the activities on site were very fun - we especially enjoyed the cooking class! I would absolutely love to return here. I recommend looking into and booking on-site activities in advance so you can get the most out of your experience!"
United States
Julia
The price is £237
includes taxes & fees
15 Jul - 16 Jul
Terre di Baccio
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, (28 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is £81
includes taxes & fees
14 Jul - 15 Jul
DormiVeglia B&B
Courtyard

I Parigi Corbinelli

I Parigi Corbinelli
Florence
9.6 out of 10, Exceptional, (168 reviews)
"Charming place, great welcoming"
United Kingdom
Stefano
The price is £85
includes taxes & fees
5 Jul - 6 Jul
I Parigi Corbinelli
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 £79
includes taxes & fees
16 Jul - 17 Jul
Villa Fontis Rapolano
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 £105
includes taxes & fees
10 Jul - 11 Jul
B&B La Fonte del Machiavelli
Double Room | Minibar, desk, blackout curtains, free WiFi

PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (107 reviews)
"Fantastic location, walkable to everything, very clean & Hamza was a great host with lots of tips on what to see & where to eat"
United Kingdom
Diane
The price is £148
includes taxes & fees
13 Jul - 14 Jul
PALAZZO DEL PAPA
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 £82
includes taxes & fees
28 Jul - 29 Jul
Mariani Bed & Breakfast
Courtyard

Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (7 reviews)
"We loved our stay here! The hosts and staff were super warm and friendly. Breakfast had a wide choice and we liked the evening drinks set up too! The hotel doggies were definitely a highlight ☺️ we’d love to come back!"
United Kingdom
Shelby
The price is £288
includes taxes & fees
13 Jul - 14 Jul
Fontelunga Hotel & Villas
Room amenity

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (461 reviews)
"It’s very close to the historical center but feels quiet and like you are separate from it. I loved our stay"
United States
David
The price is £111
includes taxes & fees
27 Jul - 28 Jul
Siena Vip
Balcony

Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (109 reviews)
"Great location and beautiful room. Staff weren't that friendly but I think it would have been better if we spoke Italian."
Canada
Sophie
The price is £114
includes taxes & fees
5 Jul - 6 Jul
Palazzo al Torrione 2
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Gaiole in Chianti Hotel Reviews

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"This hotel is the definition of La Dolce Vita! Starting from the beginning, when first arrived to the hotel, they picked up our bags, showed us around the property and responded any questions that we had. Elisa was amazing! She showed us around the property, he gave us recommendations of where to go in Siena, and was super friendly and welcoming! The hotel has excellent amenities and everything that you need. The pool is wonderful, and the pool bar is amazing. Excellent service. Their breakfast area is beautiful, and they provide a very diverse breakfast. It was really good! In addition, their restaurant La Tinaia is phenomenal and Michelin star. They have a great wine selection and excellent food. They also have valet parking service, which is very convenient. All of the staff were very welcoming and nice! Thank you to the pool Bar bartender whose name I cannot recall, and also thanks to Elisa, Virginia, Davide, Asiz, Stefano, and everyone else! You all made our stay wonderful! The rooms were excellent and very comfortable. Shower was great too. My only comment would be that the A/C was not performing to my expectation for a 5 star hotel. However, I understand that there was a Heat Wave in Europe, and that it is out of their hands. Giancarlo helped us to lower the temp of the A/C, but it still did not work. They provided a fan though, and that helped a lot! Thank you! The location is excellent! You’re about an hour away from The Mall at Firenze, close to wineries, about a 20"
Rebekah 2-night trip
Posted 17 hours ago
Borgo Scopeto Wine & Country Relais

Find out more about Gaiole in Chianti

Gaiole in Chianti Town Houses information

Number of reviews
1,449
Accommodation
115 Town Houses
Lowest Price
£72
Highest Price
£288