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

Apartments in Gaiole in Chianti for Rent

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Gaiole in Chianti apartments

A table set with various items including a book, glassware, and decorative objects against a stone wall backdrop.

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

'La Casa Di Emma' Apartment with Wi-Fi and Air Conditioning
Gaiole in Chianti
9.8 out of 10, Exceptional, (7 reviews)
"Georgeous clean home in home in an idyllic town! We had a fantastic stay here. I would very happily return."
Germany
Mariah M.
$292 nightly
The price is $296
Oct 7 - Oct 8
Total with taxes and fees
'La Casa Di Emma' Apartment with Wi-Fi and Air Conditioning
A stone building with a rustic exterior, a gravel driveway, and a dog walking nearby.

2. 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
$389 nightly
The price is $393
Oct 12 - Oct 13
Total with taxes and fees
Apartment 'Reggioli- Appartamento Falegname' with Mountain View, Shared Garden and Balcony
A stone building with a rustic exterior, a gravel driveway, and a dog walking nearby.

3. 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
$394 nightly
The price is $399
Oct 12 - Oct 13
Total with taxes and fees
Apartment 'Reggioli- Appartamento Erborista' with Mountain View, Shared Garden and Wi-Fi
A stone building with a rustic exterior, a gravel driveway, and a dog walking nearby.

4. 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
$556 nightly
The price is $560
Oct 12 - Oct 13
Total with taxes and fees
Apartment 'Reggioli- Appartamento Del Cestaio' with Mountain View, Shared Garden and Balcony
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

5. Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
9.0 out of 10, Wonderful, (4 reviews)
"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
$115 nightly
The price is $129
Nov 4 - Nov 5
Total with taxes and fees
Casa Vacanze Squarcialupi
A rural road leading to a stone building with a metal gate, surrounded by lush greenery and hills in the background.

6. 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, (3 reviews)
"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.
$307 nightly
The price is $311
Oct 7 - Oct 8
Total with taxes and fees
Chianti dreaming in Radda-3 independent bedrooms with private bathroom and TV
A hotel entrance with open green shutters, a tiled floor, a bed with a red blanket, and a white chair.

7. Tuscan Sunrise - Authentic Panoramic View

Tuscan Sunrise - Authentic Panoramic View
Uopini
$174 nightly
The price is $174
Oct 7 - Oct 8
Total with taxes and fees
Tuscan Sunrise - Authentic Panoramic View
A courtyard with a stone statue, a round table, and chairs.

8. Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (81 reviews)
"We loved this place; lovely large space, bed was lovely, shower was great. The access to the back garden was an added bonus."
Norway
Ida Christine
$150 nightly
The price is $170
Oct 18 - Oct 19
Total with taxes and fees
Regis Condo
A view from a window overlooking a rural landscape with a tall tree and distant hills.

9. A Pochi Passi dal Chianti, Immersi nel Verde con Animali Ammessi

A Pochi Passi dal Chianti, Immersi nel Verde con Animali Ammessi
Cavriglia
$116 nightly
The price is $116
Nov 1 - Nov 2
Total with taxes and fees
A Pochi Passi dal Chianti, Immersi nel Verde con Animali Ammessi
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

10. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (349 reviews)
"Humming noise in the room. Slow internet. Fine bed. Good location."
Netherlands
Lauro
$66 nightly
The price is $78
Nov 5 - Nov 6
Total with taxes and fees
ApartHotel Anghel
A bathroom with a white sink, a mirror, a towel, and a toilet.

11. Panzano34 A Charming Loft in the Heart of Chianti

Panzano34 A Charming Loft in the Heart of Chianti
Greve in Chianti
$149 nightly
The price is $162
Oct 15 - Oct 16
Total with taxes and fees
Panzano34 A Charming Loft in the Heart of Chianti
A wooden deck with a seating area and a glass door leading to a building.

12. Canaiolo holiday home with mini-pool in the center of Greve in Chianti

Canaiolo holiday home with mini-pool in the center of Greve in Chianti
Greve in Chianti
10.0 out of 10, Exceptional, (3 reviews)
"Convenient location, well-furnished modern rooms, easy access and check-in process. Would visit again! A tip: for additional reviews outside VRBO, search for Casa Vacanza Malvasia on other popular home sharing sites."
United States
Michael B.
$379 nightly
The price is $384
Oct 17 - Oct 18
Total with taxes and fees
Canaiolo holiday home with mini-pool in the center of Greve in Chianti
A compact kitchen with a wooden countertop, stainless steel appliances, and a modern design.

13. Cennano Suite - enter apartment

Cennano Suite - enter apartment
Montevarchi
10.0 out of 10, Exceptional, (3 reviews)
"After and before the tourist rushes of Florence. I enjoyed a few very quiet and relaxing days in a beautiful and spacious place. "
Germany
Judith T.
$109 nightly
The price is $109
Nov 1 - Nov 2
Total with taxes and fees
Cennano Suite - enter apartment
A wooden deck with a pool, a bottle of champagne, two wine glasses, a bowl of strawberries, and a red flower.

14. ALESSANDRO HOUSE - Sangiovese house with mini-pool in the center of Greve

ALESSANDRO HOUSE - Sangiovese house with mini-pool in the center of Greve
Greve in Chianti
10.0 out of 10, Exceptional, (3 reviews)
"Convenient location, well-furnished modern rooms, easy access and check-in process. Would visit again! A tip: for additional reviews outside VRBO, search for Casa Vacanza Malvasia on other popular home sharing sites."
United States
Michael B.
$379 nightly
The price is $384
Oct 17 - Oct 18
Total with taxes and fees
ALESSANDRO HOUSE - Sangiovese house with mini-pool in the center of Greve
An arched stone gateway leading to a pathway lined with potted plants and lights.

15. Castello di Modanella

Castello di Modanella
Rapolano Terme
8.0 out of 10, Very good, (17 reviews)
"To far out"
United States
Dennis
$119 nightly
The price is $135
Oct 18 - Oct 19
Total with taxes and fees
Castello di Modanella
A hotel room with a bed, a bench, a bedside table with a lamp, and a decorative vase.

16. Tuscany Family Getaway Near Florence | Parking + AC | Sleeps 8

Tuscany Family Getaway Near Florence | Parking + AC | Sleeps 8
Figline e Incisa Valdarno
$211 nightly
The price is $211
Oct 7 - Oct 8
Total with taxes and fees
Tuscany Family Getaway Near Florence | Parking + AC | Sleeps 8
A wooden table with two chairs on a balcony, overlooking a lush green landscape with trees and hills.

17. Casa Vacanze Le Fornaci

Casa Vacanze Le Fornaci
Pergine Valdarno
9.8 out of 10, Exceptional, (7 reviews)
"Very nice hotel with friendly stad"
Denmark
Lisette
$124 nightly
The price is $140
Oct 7 - Oct 8
Total with taxes and fees
Casa Vacanze Le Fornaci
A bedroom with a bed, nightstands, a chair, and a door.

18. Apartment 'La Casa Della Gina' with Wi-Fi

Apartment 'La Casa Della Gina' with Wi-Fi
Castellina in Chianti
$541 nightly
The price is $545
Oct 18 - Oct 19
Total with taxes and fees
Apartment 'La Casa Della Gina' with Wi-Fi
A historic building with arched windows and a prominent entrance.

19. Casa Ciseri

Casa Ciseri
Siena City Centre
10.0 out of 10, Exceptional, (13 reviews)
"The property is beautiful and location excellent"
United States
Tania
$159 nightly
The price is $180
Nov 2 - Nov 3
Total with taxes and fees
Casa Ciseri
A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

20. Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
10.0 out of 10, Exceptional, (3 reviews)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
$89 nightly
The price is $102
Oct 23 - Oct 24
Total with taxes and fees
Borgo Antico Residence
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

Radisson Blu Hotel, Florence

Radisson Blu Hotel, Florence

10/10 Excellent
"Amazing hotel, amenities, food, staff & location. This was a gem to find & so enjoyable to stay at. Loved it"
Banafsheh 3-night trip
Posted 15 hours ago
Radisson Blu Hotel, Florence

Find out more about Gaiole in Chianti

Gaiole in Chianti Apartments information

Number of reviews
144
Accommodation
2637 Apartments
Lowest Price
$78
Highest Price
$560

Frequently asked questions

What's it like to stay at an apartment in Gaiole in Chianti?
You can search through 50 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. Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany): It's located in Arezzo, 22.4 mi/36 km from Gaiole in Chianti. Includes free WiFi, private patios, and fireplaces.
How many apartments are there in Gaiole in Chianti?
Expedia has 50 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 Terme Antica Querciolaia. 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.

Explore a world of travel with Expedia