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Check prices for these dates

Tonight
15 Dec - 16 Dec
Tomorrow
16 Dec - 17 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

Our top choices for Gaiole in Chianti holiday rentals

Exterior
L' Eroico

Townhouse in Gaiole in Chianti

L' Eroico
10.0 out of 10, Exceptional, (12)
"Monica was the friendliest most enthusiastic host we’ve stayed with. Everything from her greeting to the amazing breakfast was perfect. She does a lot of baking, so the breakfast was really a treat and you could also get eggs cooked in various ways. The room was a little small but very comfortable. Parking was on the street, but it was fairly close and easy."
United States
Perry
L' Eroico
Exterior
Rocca di Castagnoli

Townhouse in Gaiole in Chianti

Rocca di Castagnoli
9.2 out of 10, Wonderful, (28)
"It was wonderful to stay in a castle in Tuscany no less Every person we met was attentive and kind We were staying near friends and didn’t hang around the grounds much or use the pool but everything seemed well kept It’s really a place to retreat to eat at and sleep at which served our purpose well "
Canada
Shingo
The price is Rp3.997.346
Rp4.553.320 total
includes taxes & fees
1 Jan - 2 Jan 2026
Rocca di Castagnoli
Chalet | In-room safe, cots/infant beds, bed sheets
Hu Firenze Camping In Town

Camping in Florence

Hu Firenze Camping In Town
8.8 out of 10, Excellent, (1612)
"It was a grt place to stay"
United States
Sunitha
Hu Firenze Camping In Town
Room amenity
Siena Vip

Townhouse in Siena City Centre

Siena Vip
9.2 out of 10, Wonderful, (422)
"A great location!"
Canada
Cheryl
Siena Vip
Lobby
Villa Cassia di Baccano

Townhouse in Loro Ciuffenna

Villa Cassia di Baccano
9.4 out of 10, Exceptional, (23)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is Rp2.406.704
Rp2.647.375 total
includes taxes & fees
7 Jan - 8 Jan 2026
Villa Cassia di Baccano
Premium bedding, down duvets, pillow-top beds, minibar
Tuscasì Aparthotel

Aparthotel in Sovicille

Tuscasì Aparthotel
9.2 out of 10, Wonderful, (25)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is Rp1.100.896
Rp1.465.033 total
includes taxes & fees
20 Dec - 21 Dec
Tuscasì Aparthotel
Breakfast meal
B&B Il Corso

Townhouse in Siena City Centre

B&B Il Corso
9.8 out of 10, Exceptional, (191)
"Safe, clean, close to all attractions"
Canada
Carlo
B&B Il Corso
View from property
Antica Pieve B&B

Townhouse in Barberino Tavarnelle

Antica Pieve B&B
9.4 out of 10, Exceptional, (14)
"Very nice stay here! Great breakfast and coffee every morning. Great location to tour around to different wineries and towns. Free parking. "
Canada
Jessica
The price is Rp1.510.022
Rp2.130.094 total
includes taxes & fees
10 Jan - 11 Jan 2026
Antica Pieve B&B
Courtyard
I Parigi Corbinelli

Townhouse in Florence

I Parigi Corbinelli
9.4 out of 10, Exceptional, (162)
"I Parigi Corbinelli is a Tuscan treasure - welcoming, clean and luxurious. Grazie mille."
Australia
Tim
The price is Rp1.279.762
Rp1.642.244 total
includes taxes & fees
17 Dec - 18 Dec
I Parigi Corbinelli
Exterior
Villa le Camelie Siena

Townhouse in Petriccio

Villa le Camelie Siena
8.6 out of 10, Excellent, (8)
"Nice for the price. Would stay there again."
United States
Mark
The price is Rp1.518.816
Rp1.748.827 total
includes taxes & fees
16 Dec - 17 Dec
Villa le Camelie Siena
Exterior
Il Pozzo di Sant'Andrea

Townhouse in Siena

Il Pozzo di Sant'Andrea
9.8 out of 10, Exceptional, (16)
"Great host, lovely place near Siena"
United Kingdom
Prem
Il Pozzo di Sant'Andrea
Lobby lounge
ApartHotel Anghel

Apartment in Siena

ApartHotel Anghel
8.4 out of 10, Very good, (335)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is Rp1.109.473
Rp1.298.590 total
includes taxes & fees
22 Dec - 23 Dec
ApartHotel Anghel
Suite | Premium bedding, Select Comfort beds, minibar, in-room safe
La Terrazza Sul Campo Rooming House

Residence in Siena City Centre

La Terrazza Sul Campo Rooming House
9.8 out of 10, Exceptional, (239)
"Huge room! Great location "
Canada
karen
La Terrazza Sul Campo Rooming House
Balcony
Palazzo al Torrione 2

Townhouse in San Gimignano City Centre

Palazzo al Torrione 2
9.2 out of 10, Wonderful, (107)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is Rp1.838.916
Rp2.120.518 total
includes taxes & fees
22 Dec - 23 Dec
Palazzo al Torrione 2
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

Hotel Mulino di Firenze, WorldHotels Crafted

Hotel Mulino di Firenze, WorldHotels Crafted

10/10 Excellent
"This hotel was one of the best we have ever stayed in. Despite our early arrival, the staff was able to accommodate us with a room right away. While we waited, we explored the property and were immediately impressed by the stunning views. Our bags were delivered to our room for us, allowing us to fully enjoy our time on the grounds. The staff was exceptionally helpful, and the housekeeping team did an outstanding job keeping our room spotless and ensuring our refrigerator was always stocked with water. Overall, the property offered breathtaking views, excellent cleanliness, and warm, friendly service. We loved every bit of it 10/10 recommend! "
Lesbia 3-night trip
Posted 6 days ago
Hotel Mulino di Firenze, WorldHotels Crafted

Find out more about Gaiole in Chianti

Search for holiday rentals in Gaiole in Chianti on Expedia.co.id! You can easily find your home rentals, villas, holiday apartments in Gaiole in Chianti using one of the methods below:

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Look no further and take a look at our great range of rental properties in Gaiole in Chianti!

Frequently asked questions

Can I find holiday rentals in Gaiole in Chianti?

Yes, there are holiday rentals close to the most popular sights in Gaiole in Chianti, or you can select a more secluded option if you're looking for a relaxing stay. The spas and wineries are several reasons why visitors like Gaiole in Chianti. Make sure you have time to check out the monuments while you're in the area.

How many holiday rentals are there in Gaiole in Chianti?

With 31 Expedia holiday rentals, you're guaranteed to find just the right place for your Gaiole in Chianti stay.

What’s there to see and do in Gaiole in Chianti?

Explore the area and family-friendly sights such as Borgo di Vescine - Tenute di Castelvecchi, or get out into nature at a spot like Chianti Sculpture Park. Meleto Castle and Badia a Coltibuono are other places to visit while you're in town.

What’s a holiday rental in Gaiole in Chianti like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Gaiole in Chianti. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a small group gathering.