Holiday Rentals Gaiole in Chianti from ฿2,661: Find Short-Term Rentals & Holiday Accommodations

Q: 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.

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Top Holiday Rentals in Gaiole in Chianti

Fattoria Gaiole In Chianti

Gaiole in Chianti

L' Eroico

Gaiole in Chianti

sylvain

Rocca di Castagnoli

Gaiole in Chianti

"My friends and I planned a 2 week long trip to Italy with our stay in Tuscany being our middle stop. While we were very excited to arrive, we were quickly let down once we realized what we expected to get with our stay was not possible. We booked Via Hotels.com and were told we would have a room with Air Conditioning as well as laundry services on site. When given our rooms, we were met with the lack of AC and 2 fans to “help”. There was also no laundry available on site and we resorted to hand...

Anonymous traveller

Chalet | 1 bedroom, in-room safe, cots/infant beds, bed sheets

Hu Firenze Camping In Town

Florence

Sunitha

Villa Cassia di Baccano

Loro Ciuffenna

Ralphvincent

฿5,106 total

includes taxes & fees

18 Nov - 19 Nov

Siena Vip

Siena City Centre

Cheryl

฿3,860 total

includes taxes & fees

19 Nov - 20 Nov

Il Battistero Siena - Residenza d'Epoca

Siena City Centre

Steven

Relais Villa Olmo

Impruneta

Cameron

฿5,503 total

includes taxes & fees

19 Nov - 20 Nov

32-inch Smart TV with digital channels, TV, streaming services

B&B Il Corso

Siena City Centre

Carlo

Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

Villa La Ginestra

Subbiano

Philippe

A Casa Mastacchi

Siena City Centre

Kevin

฿4,444 total

includes taxes & fees

18 Nov - 19 Nov

Fullino Nero

Siena

Sunil

฿3,848 total

includes taxes & fees

19 Nov - 20 Nov

Palazzo al Torrione 2

San Gimignano City Centre

Leasly

฿4,261 total

includes taxes & fees

20 Nov - 21 Nov

Villa le Camelie Siena

Petriccio

Mark

฿3,543 total

includes taxes & fees

25 Nov - 26 Nov

Suite | Premium bedding, Select Comfort beds, minibar, in-room safe

La Terrazza Sul Campo Rooming House

Siena City Centre

Mary

Villa il Fedino

San Casciano in Val di Pesa

James

฿5,738 total

includes taxes & fees

16 Dec - 17 Dec

Antica Pieve B&B

Barberino Tavarnelle

Jessica

฿4,109 total

includes taxes & fees

8 Dec - 9 Dec

Il Pozzo di Sant'Andrea

Siena

Prem

Quadruple Room, City View | 1 bedroom, desk, iron/ironing board, free WiFi

Al Mercato B&B

Siena City Centre

Guillermo

฿2,804 total

includes taxes & fees

18 Nov - 19 Nov

PALAZZO DEL PAPA

Siena City Centre

Elise

฿4,862 total

includes taxes & fees

18 Nov - 19 Nov

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Top Gaiole in Chianti Hotel Reviews

Hotel Chiusarelli

10/10 Excellent

"Lovely staff and great location with a quiet, comfortable room."

Hu Firenze Camping In Town

10/10 Excellent

"This was honestly one of the best hotels I’ve ever stayed in. Even though it’s located outside the city, it’s very easy to reach. The property is huge and well-organized, suitable for different types of travelers — whether you arrive by car, camper van, or just as regular guests like us. Each accommodation is a separate little house on its own street, which makes the place feel private and peaceful. Inside, everything is spotless and smartly arranged, with plenty of space. The shower is fully made of stone, spacious and comfortable to use, and both the shower and the toilet have small windows for ventilation. The toilet is separate from the shower, which is very convenient. Between them, there’s a large sink with a big mirror and a built-in hairdryer — a bit weak, but perfectly fine. The main room has a comfortable large bed, and all windows and doors have curtains, so the light doesn’t disturb sleep. It was a bit chilly during our stay, but the air conditioner worked great for heating the room. We had a minor issue with it halfway through our trip, but the maintenance team came very quickly and fixed everything. The room also had a fridge, which was very useful. The entire property includes swimming pools, a shop, and a separate bar — everything you might need was right there. The place is spacious, bright, clean, and incredibly comfortable. We were truly impressed and absolutely loved our stay."

Hotel Certosa Di Maggiano

10/10 Excellent

"This is a very special place. A highlight of our trip. The service was top notch and the staff worked hard to make sure that our time there was a great experience. We had two dinners there and both were delicious. The room was very comfortable. They even gifted us with their branded olive oil when we checked out. We were sad to leave!"

Borgo Grondaie

10/10 Excellent

"The absolute perfect option if you’re looking for an agriturismo but aren’t going to have access to a car. We had a large family group of six that took up two rooms and one of the apartments. The train station is about a ten to fifteen minute walk, with a bit of an incline, but it’s manageable with luggage. There is a Coop at the bottom of the hill about a four minute walk. We went grocery shopping multiple times and cooked most of our meals in the apartment kitchen. Siena city center is about a 40 minute walk, but the 24-hour set of escalators at the mall across the street from the station make it very simple. Despite being so close to everything, the property is set back enough that the noise doesn’t really make its way up. The pool and the apartment terraces boast wonderful views of Siena’s walls and major buildings. I made a mistake booking, and the staff were incredibly helpful in fixing my mistake and keeping the trip together. Cannot recommend this place enough, it’s an absolute hidden gem."

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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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 45 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.

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Check prices for these dates

Top Holiday Rentals in Gaiole in Chianti

Fattoria Gaiole In Chianti

L' Eroico

Rocca di Castagnoli

Hu Firenze Camping In Town

Villa Cassia di Baccano

Siena Vip

Il Battistero Siena - Residenza d'Epoca

Relais Villa Olmo

B&B Il Corso

Villa La Ginestra

A Casa Mastacchi

Fullino Nero

Palazzo al Torrione 2

Villa le Camelie Siena

La Terrazza Sul Campo Rooming House

Villa il Fedino

Antica Pieve B&B

Il Pozzo di Sant'Andrea

Al Mercato B&B

PALAZZO DEL PAPA

Top Gaiole in Chianti Hotel Reviews

Hotel Chiusarelli

Hu Firenze Camping In Town

La Certosa di Pontignano

Hotel Certosa Di Maggiano

Hotel Athena

Hotel Italia

Grand Hotel Continental Siena – Starhotels Collezione

Villa Olmi Firenze

Borgo Grondaie

Find out more about Gaiole in Chianti

Frequently asked questions

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