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Our top choices for Gaiole in Chianti apartments

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

Apartment 'Reggioli- Appartamento Erborista' with Mountain View, Shared Garden and Wi-Fi
Gaiole in chianti
The price is AED 997
AED 1,014 total
includes taxes & fees
7 Jan - 8 January 2026
Apartment 'Reggioli- Appartamento Erborista' with Mountain View, Shared Garden and Wi-Fi

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

Apartment 'Reggioli- Appartamento Falegname' with Mountain View, Shared Garden and Balcony
Gaiole in chianti
The price is AED 1,180
AED 1,197 total
includes taxes & fees
11 Jan - 12 January 2026
Apartment 'Reggioli- Appartamento Falegname' with Mountain View, Shared Garden and Balcony

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

Apartment 'Reggioli- Appartamento Del Cestaio' with Mountain View, Shared Garden and Balcony
Gaiole in chianti
The price is AED 1,678
AED 1,696 total
includes taxes & fees
11 Jan - 12 January 2026
Apartment 'Reggioli- Appartamento Del Cestaio' with Mountain View, Shared Garden and Balcony

Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (65)
"This was one of our favorite stays in Italy. It was spacious, clean, and in a great part of the city."
United States
Ben
Regis Condo

ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very Good, (335)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is AED 229
AED 269 total
includes taxes & fees
24 Dec - 25 Dec
ApartHotel Anghel

Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
8.0 out of 10, Very Good, (2)
"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "
United States
Jeffrey
The price is AED 435
AED 504 total
includes taxes & fees
14 Jan - 15 January 2026
Casa Vacanze Squarcialupi

Elegant Tuscan Retreat Near Florence

Elegant Tuscan Retreat Near Florence
Figline e Incisa Valdarno
The price is AED 215
AED 421 total
includes taxes & fees
15 Jan - 16 January 2026
Elegant Tuscan Retreat Near Florence

Chianti dreaming in Radda-3 independent bedrooms with private bathroom and TV

Chianti dreaming in Radda-3 independent bedrooms with private bathroom and TV
Toscana
10.0 out of 10, Exceptional, (1)
"The apartment was perfect for what we needed. It was very clean and very comfortable. The beds were comfortable and the bathrooms were quite roomy and even had a place for your shampoo and soap in the shower. "
United States
Wendy T.
The price is AED 613
AED 1,181 total
includes taxes & fees
22 Dec - 23 Dec
Chianti dreaming in Radda-3 independent bedrooms with private bathroom and TV

Deluxe room Cartazucchero in the heart of Arezzo

Deluxe room Cartazucchero in the heart of Arezzo
Arezzo Centro Storico
10.0 out of 10, Exceptional, (2)
"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...
United States
Hector
The price is AED 279
AED 307 total
includes taxes & fees
7 Jan - 8 January 2026
Deluxe room Cartazucchero in the heart of Arezzo

Casa Vacanze Le Fornaci

Casa Vacanze Le Fornaci
Pergine Valdarno
9.4 out of 10, Exceptional, (3)
"We absolutely loved our stay at this hotel. The suite was perfect and the restaurant had probably the best food I have had in Tuscany. We definitely plan to stay there again."
United States
Gregory
The price is AED 485
AED 546 total
includes taxes & fees
3 Jan - 4 January 2026
Casa Vacanze Le Fornaci

Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
10.0 out of 10, Exceptional, (3)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is AED 326
AED 479 total
includes taxes & fees
2 Jan - 3 January 2026
Borgo Antico Residence

Colle di Val d'Elsa - Siena - Apt Pink - B

Colle di Val d'Elsa - Siena - Apt Pink - B
Colle di Val d'Elsa
10.0 out of 10, Exceptional, (2)
"The host is excellent. Perfect English and Italian. Thoughtful and great communication. Parking instructions were accurate. The apartment was beautiful and the bed was comfortable. The apartment is walkable to dining and shopping. The street is steep and the nearby medievale hill town is steeper. While we loved walking up to the hill town everyday, we liked the variety of dining and shopping near the apartment."
United States
Tamara C.
The price is AED 314
AED 615 total
includes taxes & fees
6 Jan - 7 January 2026
Colle di Val d'Elsa - Siena - Apt Pink - B

Apartment with Terrace in the Heart of SIENA

Apartment with Terrace in the Heart of SIENA
San Prospero
10.0 out of 10, Exceptional, (1)
"We selected Siena as our starting point for our hike on the via francigenia to Roma. This was a great property for us to acclimate to Italy. We had a bit of a walk to get down into the city but it was great to prep us for our long pilgrimage. We got see a Palio race and it was great time to be in Siena. The accommodations were spectacular. The weather was hot but the ceiling fans on high kept us cool at night and we slept well. Thanks for making our via francigenia starting point so wonderful. "
United States
Monica O.
The price is AED 275
AED 361 total
includes taxes & fees
24 Dec - 25 Dec
Apartment with Terrace in the Heart of SIENA

Charming relais in Siena at the gates of Chianti

Charming relais in Siena at the gates of Chianti
Siena
10.0 out of 10, Exceptional, (3)
"We loved everything about this property! The location was perfect: close to the city center. The house is beautiful and we had a fantastic vacation."
United States
Susan H.
The price is AED 452
AED 637 total
includes taxes & fees
22 Dec - 23 Dec
Charming relais in Siena at the gates of Chianti

Le Torri San Gimignano Apartments

Le Torri San Gimignano Apartments
San Gimignano City Centre
8.4 out of 10, Very Good, (5)
"Loved this apartment. Felt like we were locals. Walked to everything. Outstanding communication with property manager. She was very helpful and accommodating. She was able to help us navigate how to return to our train station as transportation from here can be tricky if not planned in advance."
United States
Antonio M.
The price is AED 430
AED 774 total
includes taxes & fees
22 Dec - 23 Dec
Le Torri San Gimignano Apartments

Colle di Val d'Elsa - Siena - Apt Blue - C

Colle di Val d'Elsa - Siena - Apt Blue - C
Colle di Val d'Elsa
10.0 out of 10, Exceptional, (2)
"Super clean and a comfortable bed. Everything essential for making meals at home was provided. The host was very attentive and available by text. Housekeeping did an excellent job!"
United States
ALLAN
The price is AED 344
AED 645 total
includes taxes & fees
6 Jan - 7 January 2026
Colle di Val d'Elsa - Siena - Apt Blue - C

BANDINI 35-central with elevator and air conditioning

BANDINI 35-central with elevator and air conditioning
Siena City Centre
9.2 out of 10, Wonderful, (9)
"We loved our stay here. Located on a quiet street but close to Piazza del Campo."
United States
Nancy H.
The price is AED 334
AED 686 total
includes taxes & fees
22 Dec - 23 Dec
BANDINI 35-central with elevator and air conditioning

Stunning Loft nestled in the Tuscan countryside 15 minutes walk from the center.

Stunning Loft nestled in the Tuscan countryside 15 minutes walk from the center.
Toscana
The price is AED 348
AED 443 total
includes taxes & fees
20 Jan - 21 January 2026
Stunning Loft nestled in the Tuscan countryside 15 minutes walk from the center.

"Lovely Home" Cozy Bike Friendly Holiday Home with Wi Fi

"Lovely Home" Cozy Bike Friendly Holiday Home with Wi Fi
Buonconvento
The price is AED 413
AED 499 total
includes taxes & fees
28 Dec - 29 Dec
"Lovely Home" Cozy Bike Friendly Holiday Home with Wi Fi

Colle di Val D'elsa - Siena - Apt Green - E

Colle di Val D'elsa - Siena - Apt Green - E
Colle di Val d'Elsa
10.0 out of 10, Exceptional, (1)
"Tutto bellissimo. Dal check in on line semplice e funzionale, l'apertura con il codice permette di arrivare quando si vuole. Alloggio esattamente come nelle foto, pulitissimo e dotato di tutto quello che serve anche per la preparazione dei cibi. Bagno particolare trasparente, pulitissimo e con doccia doppi. Vasca idromassaggio davanti al letto ... la chicca"
Italy
Stefano S.
The price is AED 327
AED 628 total
includes taxes & fees
8 Jan - 9 January 2026
Colle di Val D'elsa - Siena - Apt Green - E
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

Frequently asked questions

What's it like to stay at an apartment in Gaiole in Chianti?
You can search through 34 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: ApartHotel Anghel: Located in Siena, 12.4 mi/20 km from the heart of Gaiole in Chianti. Includes free WiFi and separate dining areas. Free parking and onsite laundry facilities are on site. Regis Condo: Located 11.7 mi/18.9 km away in Siena. Free WiFi, separate dining areas, and premium mattresses are included. Access to valet parking is available on site. Gite Montemirello, with garden and swimming pool: Located in Murlo, 21.9 mi/35.3 km away. Includes a private pool, free WiFi, and private patios. Onsite laundry facilities and an outdoor pool are on site. Villa Il Palagio: Located 15.9 mi/25.6 km away in Rignano sull'Arno. Free WiFi and premium mattresses are included. A restaurant and free parking 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 34 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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