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
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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.
$295 nightly
The price is $299
Oct 6 - Oct 7
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
$393 nightly
The price is $397
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
$398 nightly
The price is $403
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
$561 nightly
The price is $566
Oct 12 - Oct 13
Total with taxes and fees
Apartment 'Reggioli- Appartamento Del Cestaio' with Mountain View, Shared Garden and Balcony
A rural road leading to a stone building with a metal gate, surrounded by lush greenery and hills in the background.

5. 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.
$320 nightly
The price is $324
Oct 6 - Oct 7
Total with taxes and fees
Chianti dreaming in Radda-3 independent bedrooms with private bathroom and TV
A pool area with a water slide and a stage for performances.

6. Villa Norcenni Aparthotel

Villa Norcenni Aparthotel
2.0 star property
Figline e Incisa Valdarno
7.4 out of 10, Good, (24 reviews)
"It was clean and safe."
United Kingdom
Laka
$74 nightly
The price is $84
Oct 3 - Oct 4
Total with taxes and fees
Villa Norcenni Aparthotel
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

7. 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
$130 nightly
The price is $145
Oct 20 - Oct 21
Total with taxes and fees
Casa Vacanze Squarcialupi
A view from a window overlooking a rural landscape with a tall tree and distant hills.

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

A Pochi Passi dal Chianti, Immersi nel Verde con Animali Ammessi
Cavriglia
$117 nightly
The price is $117
Oct 5 - Oct 6
Total with taxes and fees
A Pochi Passi dal Chianti, Immersi nel Verde con Animali Ammessi
A hotel room with a bed, pillows, and towels.

9. Panzano34 A Charming Loft in the Heart of Chianti

Panzano34 A Charming Loft in the Heart of Chianti
Greve in Chianti
$150 nightly
The price is $163
Oct 15 - Oct 16
Total with taxes and fees
Panzano34 A Charming Loft in the Heart of Chianti
A compact kitchen with a wooden countertop, stainless steel appliances, and a modern design.

10. 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.
$110 nightly
The price is $110
Nov 1 - Nov 2
Total with taxes and fees
Cennano Suite - enter apartment
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

11. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (347 reviews)
"Humming noise in the room. Slow internet. Fine bed. Good location."
Netherlands
Lauro
$67 nightly
The price is $78
Oct 23 - Oct 24
Total with taxes and fees
ApartHotel Anghel
A covered outdoor seating area with a wooden deck, glass walls, and white chairs.

12. ALESSANDRO HOLIDAY HOUSE - Merlot house with mini-pool in the center of Greve

ALESSANDRO HOLIDAY HOUSE - Merlot house with mini-pool in the center of Greve
Greve in Chianti
$224 nightly
The price is $229
Oct 6 - Oct 7
Total with taxes and fees
ALESSANDRO HOLIDAY HOUSE - Merlot 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.

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

Tuscany Family Getaway Near Florence | Parking + AC | Sleeps 8
Figline e Incisa Valdarno
$214 nightly
The price is $214
Oct 2 - Oct 3
Total with taxes and fees
Tuscany Family Getaway Near Florence | Parking + AC | Sleeps 8
A large, arched wooden door with a sign above it reading "AXA ASSICURAZIONI AGENZIA GENERALE".

14. THE EATER'S NEST - Unique in the Piazza del Campo

THE EATER'S NEST - Unique in the Piazza del Campo
Siena City Centre
9.6 out of 10, Exceptional, (14 reviews)
"Comfy bed, great location!"
United States
Benjamin C.
$155 nightly
The price is $174
Oct 6 - Oct 7
Total with taxes and fees
THE EATER'S NEST - Unique in the Piazza del Campo
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
$125 nightly
The price is $141
Oct 8 - Oct 9
Total with taxes and fees
Casa Vacanze Le Fornaci
A poolside setting with two drinks, a tray with snacks, and a white umbrella.

16. Appartment with swimming pool 30 min of Florence, private garden, parking, WiFi

Appartment with swimming pool 30 min of Florence, private garden, parking, WiFi
Reggello
9.8 out of 10, Exceptional, (7 reviews)
"Ok"
France
Jean-marc L.
Appartment with swimming pool 30 min of Florence, private garden, parking, WiFi
An aerial view of a large, rectangular building with a central courtyard, surrounded by lush greenery and a winding road.

17. La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !

La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !
Siena
10.0 out of 10, Exceptional, (66 reviews)
"Super helpful host"
Australia
Robyn D.
$210 nightly
The price is $216
Oct 4 - Oct 5
Total with taxes and fees
La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !
A wooden deck with a pool, a bottle of champagne, two wine glasses, a bowl of strawberries, and a red flower.

18. 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.
$400 nightly
The price is $405
Oct 17 - Oct 18
Total with taxes and fees
ALESSANDRO HOUSE - Sangiovese house with mini-pool in the center of Greve
A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

19. 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
$90 nightly
The price is $103
Oct 23 - Oct 24
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.

20. LE BOTTI FIORENTINE

LE BOTTI FIORENTINE
Reggello
$139 nightly
The price is $159
Oct 5 - Oct 6
Total with taxes and fees
LE BOTTI FIORENTINE
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

Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"Booked this as a last minute decision to shorten our time in Milan (and fine a place close to Florence on our way to Montepulciano) We only stayed one night, but wish it had been longer. If you are looking for informal luxury, you will find it at this idyllic Tuscan Estate. They are still expanding their amenities to include a gym, tennis court, and Spa (planned for a 2027 open) what they DO offer is a quiet, thoughtful experience. The room was perfection and the restaurant on the property - delicious. There were a few artists there taking advantage of the atelier, or painting on the property. The estate is located an hour’s drive outside of Florence and is well worth the trip if you are looking for a place to relax. We hope to return with more time to enjoy it."
Elizabeth 1-night trip
Posted 8 hours ago
Fattoria di Vegi

Find out more about Gaiole in Chianti

Gaiole in Chianti Apartments information

Number of reviews
117
Accommodation
2637 Apartments
Lowest Price
$78
Highest Price
$566

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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