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

Apartments in Gaiole in Chianti for Rent

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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.
$395 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 rural road leading to a stone building with a metal gate, surrounded by lush greenery and hills in the background.

2. A Dream in Chianti in Radda - 3 separate bedrooms with private bathrooms and TVs

A Dream in Chianti in Radda - 3 separate bedrooms with private bathrooms and TVs
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.
$326 nightly
The price is $330
Oct 22 - Oct 23
Total with taxes and fees
A Dream in Chianti in Radda - 3 separate bedrooms with private bathrooms and TVs
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

3. 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
$125 nightly
The price is $140
Nov 6 - Nov 7
Total with taxes and fees
Casa Vacanze Squarcialupi
A view from a window overlooking a rural landscape with a tall tree and distant hills.

4. 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 3 - Nov 4
Total with taxes and fees
A Pochi Passi dal Chianti, Immersi nel Verde con Animali Ammessi
A stone-framed window opening to a garden with a pergola, chairs, and tables.

5. 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, (4 reviews)
"Pros: Die Familie hat uns sehr herzlichen empfangen. Der Ort ist sehr besonders durch seine Lage und den Familienbetrieb"
Germany
Anonymous traveler
$339 nightly
The price is $344
Oct 23 - Oct 24
Total with taxes and fees
Apartment 'Vallone Di Cecione Parata' with Private Garden and Wi-Fi
A courtyard with a stone statue, a round table, and chairs.

6. Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (84 reviews)
"Location"
Canada
Sean
$103 nightly
The price is $118
Nov 11 - Nov 12
Total with taxes and fees
Regis Condo
A wooden deck with a pool, a bottle of champagne, two wine glasses, a bowl of strawberries, and a red flower.

7. Malvasia holiday home with mini-pool in the center of Greve in Chianti

Malvasia holiday home with mini-pool in the center of Greve in Chianti
Greve in Chianti
10.0 out of 10, Exceptional, (5 reviews)
"Loved our stay here! Check in and out was easy. I can’t wait to come back and visit again."
United States
Amanda Z.
$215 nightly
The price is $220
Oct 25 - Oct 26
Total with taxes and fees
Malvasia 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.

8. 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 3 - Nov 4
Total with taxes and fees
Cennano Suite - enter apartment
A hotel room with a bed, a bench, a bedside table with a lamp, and a decorative vase.

9. 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 23 - Oct 24
Total with taxes and fees
Tuscany Vacation Home Near Florence | 3 Bedrooms | Parking | Sleeps 8
A garden with a stone bench, a decorative metal archway, and a hedge.

10. Tuscan Sunrise - Authentic Panoramic View

Tuscan Sunrise - Authentic Panoramic View
Uopini
$174 nightly
The price is $174
Oct 23 - Oct 24
Total with taxes and fees
Tuscan Sunrise - Authentic Panoramic View
A bedroom with a double bed, a dresser, a nightstand, and a door leading to another room.

11. 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.
$540 nightly
The price is $545
Oct 25 - Oct 26
Total with taxes and fees
Apartment 'La Casa Della Gina' with Wi-Fi
A wooden deck with a pool, a bottle of champagne, two wine glasses, a bowl of strawberries, and a red flower.

12. 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.
$359 nightly
The price is $364
Oct 22 - Oct 23
Total with taxes and fees
ALESSANDRO HOUSE - Sangiovese house with mini-pool in the center of Greve
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

13. 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
$63 nightly
The price is $74
Nov 5 - Nov 6
Total with taxes and fees
ApartHotel Anghel
A historic building with arched windows and a prominent entrance.

14. 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
$157 nightly
The price is $177
Nov 21 - Nov 22
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.

15. 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
$120 nightly
The price is $136
Oct 23 - Oct 24
Total with taxes and fees
Casa Vacanze Le Fornaci
A restaurant with brick arches, wooden tables, and a bar area with wine bottles.

16. Gallo Nero apartment 2/4 people close to the center of Greve in Chianti

Gallo Nero apartment 2/4 people close to the center of Greve in Chianti
Greve in Chianti
10.0 out of 10, Exceptional, (1 review)
"Clean simple central location. Plenty of parking and a safe neighbourhood."
Canada
Brent F.
$170 nightly
The price is $175
Oct 26 - Oct 27
Total with taxes and fees
Gallo Nero apartment 2/4 people close to the center of Greve in Chianti
An arched stone gateway leading to a pathway lined with potted plants and lights.

17. Castello di Modanella

Castello di Modanella
Rapolano Terme
8.0 out of 10, Very good, (17 reviews)
"To far out"
United States
Dennis
$120 nightly
The price is $137
Oct 26 - Oct 27
Total with taxes and fees
Castello di Modanella
A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

18. Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
10.0 out of 10, Exceptional, (4 reviews)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
$89 nightly
The price is $102
Oct 27 - Oct 28
Total with taxes and fees
Borgo Antico Residence
A wooden structure with a circular door, surrounded by a garden with string lights and a view of distant mountains.

19. LE BOTTI FIORENTINE

LE BOTTI FIORENTINE
Reggello
$142 nightly
The price is $162
Nov 4 - Nov 5
Total with taxes and fees
LE BOTTI FIORENTINE
An aerial view of a historic estate with a central courtyard, surrounding buildings, and vineyards.

20. Wake Up to Chianti Vineyards · Authentic Tuscan Apt · A/C · Sleeps 4

Wake Up to Chianti Vineyards · Authentic Tuscan Apt · A/C · Sleeps 4
Tavarnelle Val di Pesa
10.0 out of 10, Exceptional, (2 reviews)
"Awesome host! He was incredibly responsive and helpful throughout our stay. The location was great, with several excellent dining options nearby. We would definitely stay here again if we’re ever back in town!"
United States
Edwin B.
$141 nightly
The price is $145
Nov 3 - Nov 4
Total with taxes and fees
Wake Up to Chianti Vineyards · Authentic Tuscan Apt · A/C · Sleeps 4
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

Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

8/10 Good
"We were in one of the other wings so it wasn't in the main building. It was a rainy week and we had a wedding and there were no rooms in the main building to accommodate us. There is no overhead so you will get wet and there are a million stairs to get to that wing (you will need help if you have a ton of luggage as well). The hotel is far from city center too, you need to plan your cabs out accordingly."
Marcela 3-night trip
Posted 20 hours ago
Villa Ermellina Siena, a Tribute Portfolio Hotel

Find out more about Gaiole in Chianti

Gaiole in Chianti Apartments information

Number of reviews
430
Accommodation
2638 Apartments
Lowest Price
$74
Highest Price
$545

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.

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