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

Apartments in Gaiole in Chianti for Rent

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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.
$394 nightly
The price is $399
Oct 31 - Nov 1
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
$407 nightly
The price is $411
Oct 16 - Oct 17
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
$393 nightly
The price is $398
Oct 19 - Oct 20
Total with taxes and fees
Apartment 'Reggioli- Appartamento Erborista' with Mountain View, Shared Garden and Wi-Fi
A bathroom with a wooden vanity, a sink, a mirror, and a window.

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
Apartment 'Reggioli- Appartamento Del Cestaio' with Mountain View, Shared Garden and Balcony
A courtyard with a table and chairs, a stone pathway, and a hedge.

5. Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
9.2 out of 10, Wonderful, (5 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
$114 nightly
The price is $127
Nov 11 - Nov 12
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.
$332 nightly
The price is $336
Oct 19 - Oct 20
Total with taxes and fees
Chianti dreaming in Radda-3 independent bedrooms with private bathroom and TV
A view from a window overlooking a rural landscape with a tall tree and distant hills.

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

A Pochi Passi dal Chianti, Immersi nel Verde con Animali Ammessi
Cavriglia
$115 nightly
The price is $115
Nov 15 - Nov 16
Total with taxes and fees
A Pochi Passi dal Chianti, Immersi nel Verde con Animali Ammessi
A compact kitchen with white cabinets, a wooden countertop, and a wicker chair with a polka dot cushion.

8. Panzano34 A Charming Loft in the Heart of Chianti

Panzano34 A Charming Loft in the Heart of Chianti
Greve in Chianti
Panzano34 A Charming Loft in the Heart of Chianti
A stone-framed window opening to a garden with a pergola, chairs, and tables.

9. Apartment 'Vallone Di Cecione Parata' with Private Garden and Wi-Fi

Apartment 'Vallone Di Cecione Parata' with Private Garden and Wi-Fi
Greve in Chianti
10.0 out of 10, Exceptional, (3 reviews)
"Pros: Ottima location e grande ospitalità dei proprietari."
Italy
Anonymous traveler
$338 nightly
The price is $342
Oct 19 - Oct 20
Total with taxes and fees
Apartment 'Vallone Di Cecione Parata' with Private Garden and Wi-Fi
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, (355 reviews)
"Humming noise in the room. Slow internet. Fine bed. Good location."
Netherlands
Lauro
$62 nightly
The price is $73
Nov 15 - Nov 16
Total with taxes and fees
ApartHotel Anghel
A courtyard with a stone statue, a round table, and chairs.

11. Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (84 reviews)
"Location"
Canada
Sean
$112 nightly
The price is $127
Oct 20 - Oct 21
Total with taxes and fees
Regis Condo
A compact kitchen with a wooden countertop, stainless steel appliances, and a modern design.

12. 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.
$108 nightly
The price is $108
Nov 15 - Nov 16
Total with taxes and fees
Cennano Suite - enter apartment
A wooden deck with a seating area and a glass door leading to a building.

13. 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.
$365 nightly
The price is $370
Oct 17 - Oct 18
Total with taxes and fees
Canaiolo holiday home with mini-pool in the center of Greve in Chianti
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.
$366 nightly
The price is $371
Oct 17 - Oct 18
Total with taxes and fees
ALESSANDRO HOUSE - Sangiovese house with mini-pool in the center of Greve
A hotel room with a bed, a bench, a bedside table with a lamp, and a decorative vase.

15. Tuscany Vacation Home Near Florence | 3 Bedrooms | Parking | Sleeps 8

Tuscany Vacation Home Near Florence | 3 Bedrooms | Parking | Sleeps 8
Figline e Incisa Valdarno
$264 nightly
The price is $264
Oct 17 - Oct 18
Total with taxes and fees
Tuscany Vacation Home Near Florence | 3 Bedrooms | Parking | Sleeps 8
A historic building with arched windows and a prominent entrance.

16. 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
$147 nightly
The price is $167
Nov 12 - Nov 13
Total with taxes and fees
Casa Ciseri
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
$117 nightly
The price is $132
Oct 19 - Oct 20
Total with taxes and fees
Casa Vacanze Le Fornaci
Room

18. Bibi Boutique

Bibi Boutique
Arezzo Centro Storico
$82 nightly
The price is $96
Oct 20 - Oct 21
Total with taxes and fees
Bibi Boutique
A narrow stone alley with arched doorways, potted plants, and hanging flower baskets.

19. Old medieval apartment

Old medieval apartment
Tavarnelle Val di Pesa
9.8 out of 10, Exceptional, (8 reviews)
"Very welcoming host, lovely stone wall in the apartment and the beautiful bathroom."
United States
Kathleen F.
$136 nightly
The price is $140
Oct 28 - Oct 29
Total with taxes and fees
Old medieval apartment
A bedroom with a double bed, a dresser, a nightstand, and a door leading to another room.

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

Apartment 'La Casa Della Gina' with Wi-Fi
Castellina in Chianti
10.0 out of 10, Exceptional, (1 review)
"We loved our 13 night stay in Castellina in Chianti! The apartment was clean, spacious and well appointed! From the apartment you step out right onto the pedestrian street with shops, bars and restaurants. The grocery is a couple of minutes walking and everyone in town is so friendly! The host is very friendly and helpful and things could not have been better! I highly recommend the apartment for your stay in Tuscany and we were sad to leave!"
United States
Diane W.
$539 nightly
The price is $543
Oct 18 - Oct 19
Total with taxes and fees
Apartment 'La Casa Della Gina' with Wi-Fi
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

Castello di Tornano Wine Resort

Castello di Tornano Wine Resort

10/10 Excellent
"We liked it all! Very well maintained castle with it's unique character. Beautiful mideval style rooms. Good breakfast and decent restaurant. Would definitely stay there again."
Edward 5-night trip
Posted 6 hours ago
Castello di Tornano Wine Resort

Find out more about Gaiole in Chianti

Gaiole in Chianti Apartments information

Number of reviews
411
Accommodation
2638 Apartments
Lowest Price
$73
Highest Price
$543

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