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Check prices for these dates

In two weeks
23 Jan - 25 Jan
In two months
6 Mar - 8 Mar
In three months
3 Apr - 5 Apr
In four months
1 May - 3 May

Our top choices for Gaiole in Chianti holiday rentals

Exterior
L' Eroico

L' Eroico

L' Eroico
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (12 reviews)
"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
Chalet | In-room safe, cots/infant beds, bed sheets
Hu Firenze Camping In Town

Hu Firenze Camping In Town

Hu Firenze Camping In Town
2.0 star property
Florence
8.8 out of 10, Excellent, (1,616 reviews)
"It was a grt place to stay"
United States
Sunitha
Hu Firenze Camping In Town
Room amenity
Siena Vip

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (423 reviews)
"The staff was great and the location was ideal to explore the Tuscany area"
United States
Juan
Siena Vip
Lobby
Villa Cassia di Baccano

Villa Cassia di Baccano

Villa Cassia di Baccano
5.0 star property
Loro Ciuffenna
9.4 out of 10, Exceptional, (23 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is ฿3,752
฿4,127 total
includes taxes & fees
13 Jan - 14 Jan
Villa Cassia di Baccano
Property entrance
Villa il Fedino

Villa il Fedino

Villa il Fedino
4.0 star property
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (97 reviews)
"Great people, great location great service"
Canada
James
The price is ฿5,061
฿5,714 total
includes taxes & fees
13 Jan - 14 Jan
Villa il Fedino
Exterior
PALAZZO DEL PAPA

PALAZZO DEL PAPA

PALAZZO DEL PAPA
3.5 star property
Siena City Centre
9.6 out of 10, Exceptional, (97 reviews)
"Hamza was so wonderful and accommodating, would definitely stay here again!"
United States
Elise
The price is ฿4,481
฿5,075 total
includes taxes & fees
30 Jan - 31 Jan
PALAZZO DEL PAPA
Tasting room
Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
4.0 star property
Siena City Centre
9.6 out of 10, Exceptional, (195 reviews)
"Great location and friendly staff. "
United States
Parissa
Il Battistero Siena - Residenza d'Epoca
Property grounds
Domus il Palio B&B

Domus il Palio B&B

Domus il Palio B&B
3.0 star property
Ravacciano
9.2 out of 10, Wonderful, (82 reviews)
"Great service Thanks "
Canada
Nelson
Domus il Palio B&B
Seasonal outdoor pool, pool umbrellas, pool loungers
Rocca Palazzaccio

Rocca Palazzaccio

Rocca Palazzaccio
3.0 star property
Impruneta
9.0 out of 10, Wonderful, (14 reviews)
"A lovely stay at this property with our 2 year old.The apartment had everything we needed and communication with the host was very good There are steep hills to access the property by car or foot so bear that in mind but we managed fine with a pram and a car its just worth noting Handy to have laundry facilities on site aswell. There is a coop just a few minutes down the road Lovely views and a clean pool which was perfect for our little one to use and toys there that he could play in the...
United Kingdom
Lauren
The price is ฿2,808
฿7,718 total
includes taxes & fees
18 Jan - 19 Jan
Rocca Palazzaccio
Breakfast meal
B&B Il Corso

B&B Il Corso

B&B Il Corso
3.0 star property
Siena City Centre
9.8 out of 10, Exceptional, (192 reviews)
"Safe, clean, close to all attractions"
Canada
Carlo
B&B Il Corso
View from room
Chianti Village Morrocco

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (111 reviews)
"Spacious room in large resort style complex, set up as fully self contained with kitchen and dining furniture. Peaceful location with lovely views. Very pleasant staff and exceptional breakfast. "
France
Richard
The price is ฿2,656
฿2,995 total
includes taxes & fees
21 Jan - 22 Jan
Chianti Village Morrocco
Daily continental breakfast (EUR 20 per person)
Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
4.5 star property
Siena City Centre
9.6 out of 10, Exceptional, (116 reviews)
"We enjoyed our stay here. Convenient, clean, central to city center, shops, and restaurants. We would stay here again."
United States
Linda
The price is ฿5,310
฿5,987 total
includes taxes & fees
11 Jan - 12 Jan
Residenza d'Epoca Palazzo Borghesi
Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | Private spa tub
DormiVeglia B&B

DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (27 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
DormiVeglia B&B
Balcony
Palazzo al Torrione 2

Palazzo al Torrione 2

Palazzo al Torrione 2
3.0 star property
San Gimignano City Centre
9.2 out of 10, Wonderful, (107 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is ฿2,756
฿4,127 total
includes taxes & fees
19 Jan - 20 Jan
Palazzo al Torrione 2
Romantic Double Room, 1 Bedroom, Non Smoking | View from room
B&B Palazzo Tortoli

B&B Palazzo Tortoli

B&B Palazzo Tortoli
3.0 star property
San Gimignano City Centre
9.2 out of 10, Wonderful, (58 reviews)
"This is a great B&B its right in the heart of the town. The rooms are very clean and have historical character. The staff are so friendly and helpful. "
United States
April
The price is ฿3,941
฿4,518 total
includes taxes & fees
12 Jan - 13 Jan
B&B Palazzo Tortoli
Reception
Sportland

Sportland

Sportland
3.0 star property
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
Sportland
Exterior
Palazzo Masi

Palazzo Masi

Palazzo Masi
Siena City Centre
8.8 out of 10, Excellent, (84 reviews)
"Very friendly and attentive, a very clean place and its location is excellent. "
United States
Gloria
The price is ฿2,987
฿3,432 total
includes taxes & fees
13 Jan - 14 Jan
Palazzo Masi
Exterior
THE MONNA LISA RESORT

THE MONNA LISA RESORT

THE MONNA LISA RESORT
Arezzo
9.2 out of 10, Wonderful, (9 reviews)
"Massimiliano was a great host, but we were the only guests and the restaurant was closed. The hotel was basically unmanaged. It should not have been listed as a hotel. "
United States
Bart
THE MONNA LISA RESORT
Lobby lounge
ApartHotel Anghel

ApartHotel Anghel

ApartHotel Anghel
3.5 star property
Siena
8.4 out of 10, Very good, (335 reviews)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is ฿1,613
฿1,920 total
includes taxes & fees
14 Jan - 15 Jan
ApartHotel Anghel
Triple Room, Balcony, City View | Desk, iron/ironing board, free WiFi, bed sheets
Al Mercato B&B

Al Mercato B&B

Al Mercato B&B
Siena City Centre
9.0 out of 10, Wonderful, (96 reviews)
"Hotel is a one block from main square of the city also have a good restaurant around the corner "
United States
Guillermo
The price is ฿2,044
฿2,715 total
includes taxes & fees
15 Jan - 16 Jan
Al Mercato B&B
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

Radisson Blu Hotel, Florence

Radisson Blu Hotel, Florence

10/10 Excellent
"Very friendly staff. "
Teri 2-night trip
Posted 2 days ago
Radisson Blu Hotel, Florence

Find out more about Gaiole in Chianti

Search for holiday rentals in Gaiole in Chianti on Expedia! 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.

What are some of the best holiday rentals that Gaiole in Chianti has to offer?

Borgo Argiano: This holiday home rental outside of Gaiole in Chianti is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a coffee maker. You can relax into your holiday with a garden and a library.

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.