Photo by Karen Dean

Holiday Rentals in Gaiole in Chianti

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Holiday Rentals in Gaiole in Chianti

La Luna, Montefiorile, Gaiole in Chianti, Siena and Chianti

8.8 out of 10, Excellent, (3)
"Property is off the beaten track so very peaceful. La Luna was a little small in the kitchen lounge area for 4 people (needs another sofa). Unfortunately we had a few issues that we told the manager about at the end of our stay in the hope that they will be sorted for future visitors. We couldn’t get the tv to work (only wanted to watch Euro football finals!), dishwasher wouldn’t work and the plug sockets were a nightmare with a need for a lot more adapters or extension leads that would fit the...
La Luna, Montefiorile, Gaiole in Chianti, Siena and Chianti

Hu Firenze Camping In Town

8.8 out of 10, Excellent, (1280)
"Overall our stay in Hu Firenze was great. The restaurant on location was really cool and tasted pretty great too. The staff was friendly and helpful. Our little house was a big tent basically. Interesting but annoying when people would come check it out or tap on our house (happened a couple times). It was kinda funny but always awkward. We had a bed, closet, mini fridge, and bathroom. They had a shuttle to take you partially into town or you could walk to Firenze Rovezzano (train station)....
The price is €63
includes taxes & fees
27 Nov - 28 Nov
Hu Firenze Camping In Town

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (142)
"The service at this hotel was impeccable. We were running late for our wine tasting but they were still SO accommodating! The rooms were beautiful and the view from the hotel are amazing. It was super accessible to everything. Also, the parking options were great - highly recommend. They're so responsive through texting and it was great to have this level of service. Highly rec! "
The price is €124
includes taxes & fees
29 Nov - 30 Nov
Il Battistero Siena - Residenza d'Epoca

Relais Villa Olmo

9.4 out of 10, Exceptional, (196)
"The property, staff, room and everything about this property is spectacular "
The price is €100
includes taxes & fees
26 Nov - 27 Nov
Relais Villa Olmo

Bosco della Spina

9.4 out of 10, Exceptional, (141)
"We were met by the property owner who was pleasant and informative. The room was exactly as depicted in the photos and property was in excellent condition. We would recommend to anyone staying the area at any time of year/ "
Bosco della Spina

ApartHotel Anghel

8.2 out of 10, Very good, (305)
"Nice place, quiet and clean!"
The price is €87
includes taxes & fees
15 Dec - 16 Dec
ApartHotel Anghel

Hu Norcenni Girasole Village

4.0 star property
8.6 out of 10, Excellent, (279)
"Everything ok 🙂"
Hu Norcenni Girasole Village

Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista

9.6 out of 10, Exceptional, (45)
"This property is several kilometers up a gravel road from Murlo, Italy. The road is okay but we got a little concerned after it had been raining for a while. The property is remote and near several hiking paths. It is great for people who want to get out and hike around the hills of Italy. The gardens are really nice. We would have spent more time outside if the weather had cooperated more. We went in the fall so it was getting a little cooler up in the hills. There was a nice fireplace that...
Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista

Camping Boschetto Di Piemma

3.0 star property
8.8 out of 10, Excellent, (71)
"Nice quiet spot in the woods but very close to San Gimignano. Very clean. Comfortable beds. They don’t provide towels or soaps, but that is clear up front. You can rent towels if you want and they sell soap/ shampoo in the office. "
Camping Boschetto Di Piemma

Family apartment with magical view on the old city, balcony, wifi & parking

10.0 out of 10, Exceptional, (48)
"We had a lovely stay in you very nice apartment. It was very nice to do a little laundry, read about the area and be close enough to walk into Siena. "
Family apartment with magical view on the old city, balcony, wifi & parking

ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

10.0 out of 10, Exceptional, (55)
"A+"
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

Villa Il Palagio

8.8 out of 10, Excellent, (48)
"Thank you all is perfect"
Villa Il Palagio

Tailored to you・Villa w/heated pool and Concierge only 8 mile to Florence center

10.0 out of 10, Exceptional, (95)
"Have you ever felt that you were at home when you knew you weren't ? That's the feeling we had when we stayed with Cate at her family home for two weeks. The property is absolutely exquisite. Every view is a painted picture. The house has lots of nooks and crannies for people to just relax. And her family was there at a moments notice if we needed anything. Cecilia, Cate sister is a spectacular chef, We ordered breakfast every morning and it was set up beautifully and certainly had more food...
The price is €1,085
includes taxes & fees
13 Dec - 14 Dec
Tailored to you・Villa w/heated pool and Concierge only 8 mile to Florence center

"Villa le Ginestre": the better geographic position to visit the Tuscany.

9.8 out of 10, Exceptional, (71)
"Very panoramic place and very clean"
"Villa le Ginestre": the better geographic position to visit the Tuscany.

Camping Village Il Poggetto

3.0 star property
8.0 out of 10, Very good, (41)
"Nice safe village with restaurant, bar and pool. Staff were excellent. "
Camping Village Il Poggetto

Wonderful villa for 6 guests with private pool, A/C, WIFI, TV, patio, pets allowed and parking

9.8 out of 10, Exceptional, (8)
"Très bien installés afin de faire de super ballades Merci nous avons passé un très bon séjour "
Wonderful villa for 6 guests with private pool, A/C, WIFI, TV, patio, pets allowed and parking

La Terrazza Sul Campo Rooming House

9.6 out of 10, Exceptional, (221)
"Excellent location. Excellent service. Great view from the balcony. "
The price is €121
includes taxes & fees
8 Dec - 9 Dec
La Terrazza Sul Campo Rooming House

Relais Villa Belvedere

9.2 out of 10, Wonderful, (64)
"Beautiful apartments and grounds with lovely views, Every one was very helpful and friendly. breakfast was very good, wish we could have stayed longer."
The price is €97
includes taxes & fees
14 Dec - 15 Dec
Relais Villa Belvedere

House with character in typical medieval borgo on the Chianti Classico hills

9.6 out of 10, Exceptional, (47)
"Our three year old granddaughter thought it was her castle and that she was a princess. Michele and Elisabetta remain exquisite hosts and the neighbors are very welcoming. Rental cars and train system allowed us to visit neighboring cites. Overall, a wonderful vacation!!!!"
House with character in typical medieval borgo on the Chianti Classico hills

Villa Scopetello with Pool and Tennis court near Montepulciano and Siena

10.0 out of 10, Exceptional, (100)
"A wonderful setting, terrific location and ideal large house for our 3 generation group of extended family members. The 8 children under 11ys had a fantastic time playing with their cousins enjoying the grounds, pool area, tennis court and football goalposts. Sonja was a great host - relaxed but responsive and a thoughtful cook for the two prepared meals she made for us"
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
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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Other types of properties in Gaiole in Chianti you may be interested in

Castello di Spaltenna

5.0 star property
9.6 out of 10, Exceptional, (219)
"Staff, spa and food was all perfect "
Castello di Spaltenna

Ultimo Mulino Wellness Country Hotel

4.0 star property
8.6 out of 10, Excellent, (114)
"Beautiful location and building. We had a great stay!"
Ultimo Mulino Wellness Country Hotel

Hu Firenze Camping In Town

8.8 out of 10, Excellent, (1280)
"Overall our stay in Hu Firenze was great. The restaurant on location was really cool and tasted pretty great too. The staff was friendly and helpful. Our little house was a big tent basically. Interesting but annoying when people would come check it out or tap on our house (happened a couple times). It was kinda funny but always awkward. We had a bed, closet, mini fridge, and bathroom. They had a shuttle to take you partially into town or you could walk to Firenze Rovezzano (train station)....
The price is €63
includes taxes & fees
27 Nov - 28 Nov
Hu Firenze Camping In Town
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.

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?

Luxury vacation home with fantastic views, pool, 4 bedrooms, 2 bathrooms : This holiday home rental outside of Gaiole in Chianti is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind.

How many holiday rentals are there in Gaiole in Chianti?

With 48 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 Terme Antica Querciolaia. 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.