Gaiole in Chianti Apartment Rentals from CA $130

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

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Our top choices for Gaiole in Chianti apartments

'La Casa Di Emma' Apartment with Wi-Fi and Air Conditioning

Gaiole in Chianti

Mariah M.

CA $443 total

includes taxes & fees

Jul 18 - Jul 19

Apartment 'Reggioli- Appartamento Falegname' with Mountain View, Shared Garden and Balcony

Gaiole in chianti

CA $639 total

includes taxes & fees

Jul 15 - Jul 16

Apartment 'Reggioli- Appartamento Erborista' with Mountain View, Shared Garden and Wi-Fi

Gaiole in chianti

CA $866 total

includes taxes & fees

Jul 14 - Jul 15

Borgo di Erboli

Cavriglia

CA $198 total

includes taxes & fees

Jul 16 - Jul 17

Casa Masoni – Your Elegant and Welcoming Home in Tuscany

Colle val d'Elsa

Jorge S.

CA $575 total

includes taxes & fees

Jul 22 - Jul 23

Room 'Castagno' – Agriturismo la Taverna di Celsa with Shared Pool

Sovicille

CA $389 total

includes taxes & fees

Jul 5 - Jul 6

LE BOTTI FIORENTINE

Reggello

CA $257 total

includes taxes & fees

Jul 20 - Jul 21

Apartment for 2/3 guests with panoramic patio, pool and Wi-Fi

Toscana

CA $370 total

includes taxes & fees

Aug 1 - Aug 2

‘Nido Blu Loft’ Apartment with Shared Pool, Private Garden, and Wi-Fi

Siena

CA $387 total

includes taxes & fees

Jul 14 - Jul 15

Family Apartment, 2 Bedrooms, Hill View, Tower | View from room

Casa Vacanze Le Fornaci

Pergine Valdarno

Gregory

CA $249 total

includes taxes & fees

Jul 5 - Jul 6

Elegant room in 15th-century villa with private bathroom and pool

Grassina

CA $334 total

includes taxes & fees

Jul 14 - Jul 15

ONE-ROOM FLAT 3 KM FROM SAN GIMIGNANO

San Gimignano

CA $131 total

includes taxes & fees

Jul 4 - Jul 5

san gimignano apartment in historical center, courtyard and fast free wifi

San Gimignano City Centre

Curt G.

CA $337 total

includes taxes & fees

Jul 7 - Jul 8

2 bedrooms, iron/ironing board, WiFi, bed sheets

Apartment in historic Villa in Siena_"IL CHIANTI"

Siena

Timothy M.

I Girasoli San Gimignano Apartments

San Gimignano

Raquel G.

CA $300 total

includes taxes & fees

Jul 4 - Jul 5

Poggio ai Pianacci - Flo Apartments

Greve in Chianti

CA $853 total

includes taxes & fees

Jul 31 - Aug 1

Chic Tuscan apartment pool spectacular view modern comfort wifi air conditioning

San Rocco A Pilli

Vincent S.

CA $832 total

includes taxes & fees

Jul 15 - Jul 16

Deluxe room Cartazucchero in the heart of Arezzo

Arezzo Centro Storico

"From all the places we stayed during our 13-day trip to Italy, this was by far our favorite. Fabio was incredibly communicative and friendly right from the start, sending us clear instructions on how to get there. He greeted us at the door with such warmth that it truly felt like we were staying with family. The room was spotless, beautifully decorated, and generously stocked with water, cookies, pastries, and other treats. It had the comfort and attention to detail of a hotel, yet the warmth of...

Hector

CA $130 total

includes taxes & fees

Jul 5 - Jul 6

Suite in Tuscan farmhouse between Florence and Arezzo with wifi and pool

Pian di Scò

CA $199 total

includes taxes & fees

Jul 16 - Jul 17

Living suite Verdeconiglio in the heart of Arezzo

Arezzo Centro Storico

"It was a beautiful and quiet part of town and was very close to everything. The property manager spoke pretty good English which made everything much easier. It is a beautiful comforting and clean stay in the heart of Arezzo. Thank you. Era una zona bellissima e tranquilla della città, vicinissima a tutto. Il gestore parlava un ottimo inglese, il che ha reso tutto molto più semplice. È stato un soggiorno splendido, confortevole e pulito nel cuore di Arezzo. Grazie."

Andrew T.

CA $173 total

includes taxes & fees

Jul 17 - Jul 18

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Top Gaiole in Chianti Hotel Reviews

Palazzo Ravizza

10/10 Excellent

"This is a traditional and historic building with high ceilings and a beautiful garden overlooking the surrounding countryside.It is not a modern contemporary hotel, but the rooms are lovely, the garden was beautiful and a good breakfast too. There is a small bar in the evening, but no restaurant for an evening meal, but frankly you will likely want to explore and eat out at one of the many restaurants in the old town. A great find."

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"

Villa Olmi Firenze

10/10 Excellent

"Wonderful property in every way! We accidentally left our passports in the room safe and the housekeeper immediately notified the front desk. The lady at the front desk, whose name was, Laura M., contacted us immediately. We were already in Venice, so she arranged a driver to drive our passports to us. She went over the top to ensure we had a wonderful vacation. The kindness was just amazing and the property was 10/10."

Hotel Italia

10/10 Excellent

"Hotel Italia was an absolute gem. The staff were incredibly friendly and helpful — they understood we were tired from traveling with teens and even nailed a salon recommendation that turned out to be the best hair wash of my life, just minutes from the hotel. Our room was spotless, quiet, and the A/C worked perfectly; we didn’t hear a sound from neighbors or stair traffic. The location is a sweet spot — only 5 to 10 minutes from the tourist sights, yet tucked in a local neighborhood with bakeries and grocery stores, giving us that refreshing, peaceful feeling of being disconnected from the tourist rush. Breakfast was amazing, and the little teen-approved Duomo and gelato challenges made exploring even more fun. Bottom line: we’d come back and stay here again in a heartbeat. For anyone visiting Siena, Hotel Italia at Porta Camollia gives you that perfect “live like a local” buffer before diving into the Duomo and Piazza del Campo — and if you need a salon, just ask reception; their pick is solid."

Find out more about Gaiole in Chianti

Gaiole in Chianti Apartments information

Number of reviews	121
Accommodation	3058 Apartments
Lowest Price	CA $130
Highest Price	CA $866

Frequently asked questions

What's it like to stay at an apartment in Gaiole in Chianti?

You can search through 60 apartments in Gaiole in Chianti for your trip. In this quaint area, you can visit the spas and enjoy the wineries.

How do you know if an apartment is a good option for you?

Often more spacious than a traditional hotel room, an apartment comes with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home, and also for solo travelers who want to stay in a quieter area.

What's the top apartment I should consider for a stay in Gaiole in Chianti?

Below are some of the more popular apartments in the area to choose from: Villa Il Palagio: Located in Rignano sull'Arno, 15.9 mi/25.6 km from the heart of Gaiole in Chianti. Includes free WiFi and premium mattresses. A restaurant and free parking are on site. ApartHotel Anghel: Located 12.4 mi/20 km away in Siena. Free WiFi and separate dining areas are included. Free parking and onsite laundry facilities are on site. Regis Condo: Located in Siena, 11.7 mi/18.9 km away. Includes free WiFi, separate dining areas, and premium mattresses. Access to valet parking is available on site. Casa Ciseri: Located 11.5 mi/18.6 km away in Siena. Free WiFi and Smart TVs are included. Valet parking and onsite laundry facilities are on site. San gimignano apartment in historical center, courtyard and fast free wifi: Located in San Gimignano, 19.7 mi/31.7 km from Gaiole in Chianti. Includes free WiFi, private patios, and separate dining areas. Onsite laundry facilities and concierge services are on site.

How many apartments are there in Gaiole in Chianti?

Expedia has 60 apartments to book in Gaiole in Chianti.

What can I expect from the weather during my trip to Gaiole in Chianti?

Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Gaiole in Chianti. The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Gaiole in Chianti is 37 inches.

What should I see in Gaiole in Chianti?

Gaiole in Chianti is known for its wineries and spas. Explore the area and family-friendly sights such as Borgo di Vescine - Tenute di Castelvecchi, or get out into nature at a spot like Chianti Sculpture Park. Other places in town to visit include Meleto Castle and Badia a Coltibuono.

What's the best way to get to and around Gaiole in Chianti?

Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Florence Airport, Peretola (FLR), which is located 25.9 mi (41.7 km) from the heart of the city. If you'd like to explore around the area, you may want a rental car for your journey.

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Gaiole in Chianti apartments

'La Casa Di Emma' Apartment with Wi-Fi and Air Conditioning

Apartment 'Reggioli- Appartamento Falegname' with Mountain View, Shared Garden and Balcony

Apartment 'Reggioli- Appartamento Erborista' with Mountain View, Shared Garden and Wi-Fi

Borgo di Erboli

Casa Masoni – Your Elegant and Welcoming Home in Tuscany

Room 'Castagno' – Agriturismo la Taverna di Celsa with Shared Pool

LE BOTTI FIORENTINE

Apartment for 2/3 guests with panoramic patio, pool and Wi-Fi

‘Nido Blu Loft’ Apartment with Shared Pool, Private Garden, and Wi-Fi

Casa Vacanze Le Fornaci

Elegant room in 15th-century villa with private bathroom and pool

ONE-ROOM FLAT 3 KM FROM SAN GIMIGNANO

san gimignano apartment in historical center, courtyard and fast free wifi

Apartment in historic Villa in Siena_"IL CHIANTI"

I Girasoli San Gimignano Apartments

Poggio ai Pianacci - Flo Apartments

Chic Tuscan apartment pool spectacular view modern comfort wifi air conditioning

Deluxe room Cartazucchero in the heart of Arezzo

Suite in Tuscan farmhouse between Florence and Arezzo with wifi and pool

Living suite Verdeconiglio in the heart of Arezzo

Find vacation rentals that suit your style

Top Gaiole in Chianti Hotel Reviews

Palazzo Ravizza

Find out more about Gaiole in Chianti

Gaiole in Chianti Apartments information

Frequently asked questions

Explore a world of travel with Expedia