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

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Our top choices for Gaiole in Chianti apartments

1. 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
Apartment 'Reggioli- Appartamento Falegname' with Mountain View, Shared Garden and Balcony

2. 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
Apartment 'Reggioli- Appartamento Erborista' with Mountain View, Shared Garden and Wi-Fi

3. 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

4. Old medieval apartment

Old medieval apartment
Tavarnelle Val di Pesa
9.8 out of 10, Exceptional, (9 reviews)
"Very welcoming host, lovely stone wall in the apartment and the beautiful bathroom."
United States
Kathleen F.
The price is AED 426
AED 487 total
includes taxes & fees
4 Nov - 5 Nov
Old medieval apartment

5. 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.
The price is AED 617
AED 1,147 total
includes taxes & fees
4 Nov - 5 Nov
A Dream in Chianti in Radda - 3 separate bedrooms with private bathrooms and TVs

6. 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
The price is AED 421
AED 487 total
includes taxes & fees
11 Nov - 12 Nov
Casa Vacanze Squarcialupi

7. 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
Apartment 'Vallone Di Cecione Parata' with Private Garden and Wi-Fi

8. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (356 reviews)
"The staff were very friendly and helpful. I would recommend this hotel to any traveler"
United States
clifford
The price is AED 206
AED 243 total
includes taxes & fees
1 Dec - 2 Dec
ApartHotel Anghel

9. 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.
Apartment 'La Casa Della Gina' with Wi-Fi

10. Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (85 reviews)
"Excellent place to stay!"
United States
Jessica
The price is AED 278
AED 322 total
includes taxes & fees
10 Nov - 11 Nov
Regis Condo

11. Casa Ciseri

Casa Ciseri
Siena City Centre
10.0 out of 10, Exceptional, (14 reviews)
"The property is beautiful and location excellent"
United States
Tania
The price is AED 583
AED 658 total
includes taxes & fees
4 Nov - 5 Nov
Casa Ciseri

12. 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
The price is AED 398
AED 451 total
includes taxes & fees
10 Nov - 11 Nov
Casa Vacanze Le Fornaci

13. LE BOTTI FIORENTINE

LE BOTTI FIORENTINE
Reggello
The price is AED 585
AED 664 total
includes taxes & fees
9 Nov - 10 Nov
LE BOTTI FIORENTINE

14. Teranga in Chianti - Parking & Garden 3 BR

Teranga in Chianti - Parking & Garden 3 BR
Tavarnelle Val di Pesa
Teranga in Chianti - Parking & Garden 3 BR

15. 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.
Wake Up to Chianti Vineyards · Authentic Tuscan Apt · A/C · Sleeps 4

16. Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
9.6 out of 10, Exceptional, (5 reviews)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is AED 233
AED 372 total
includes taxes & fees
15 Nov - 16 Nov
Borgo Antico Residence

17. SAN DOMENICO LUXURY APARTMENT

SAN DOMENICO LUXURY APARTMENT
Siena City Centre
10.0 out of 10, Exceptional, (51 reviews)
"we had a great experience! the host met us and helped with parking and provided impeccable service! when we come back to Siena we will rent here again!"
United States
Kyriakos P.
SAN DOMENICO LUXURY APARTMENT

18. KAMI—A beautiful, centrally located apartment above the rooftops

KAMI—A beautiful, centrally located apartment above the rooftops
Siena City Centre
9.0 out of 10, Wonderful, (2 reviews)
"A lot of steps, but loved the apartment!"
United States
Catherine A.
KAMI—A beautiful, centrally located apartment above the rooftops

19. Casa Castagna - appartamento nella Val d'Elsa

Casa Castagna - appartamento nella Val d'Elsa
Colle val d'Elsa
Casa Castagna - appartamento nella Val d'Elsa
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 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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