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Gaiole in Chianti Holiday Rentals

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Holiday Rentals in Gaiole in Chianti

Chianti Holiday House, private jacuzzi up to 6 pax

9.4 out of 10, Exceptional, (19)
"• Pros: Beautiful grounds, garden and hot tub; dishwasher was greatly appreciated, lovely views, excellent Instructions to reach the village. Cons: • Internet/cell connectivity in village is poor and upon arrival, couldn’t connect with cell phone OR my portable wifi. I couldn’t reach the owners, and had no photos to identify the house was ours, and instructions were incomplete. Had to knock on doors which was awkward. • Password for the wifi is wrong. Passwords are case-sensitive! This wasted a...
Chianti Holiday House, private jacuzzi up to 6 pax

Hu Firenze Camping In Town

8.8 out of 10, Excellent, (1314)
"Nice experience overall!"
The price is NZ$127
includes taxes & fees
11 Feb - 12 Feb
Hu Firenze Camping In Town

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

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (149)
"Wonderful location!!! Everything within walking distance. Friendly staff, clean modern room. Shower needs repairing. Will definitely return to stay here. If you are driving to the hotel, It’s a ZTL zone so contact the hotel to make arrangements for your car to be garaged. Don’t need a car here. It is in the best location!!!"
The price is NZ$335
includes taxes & fees
3 Feb - 4 Feb
Il Battistero Siena - Residenza d'Epoca

Hu Norcenni Girasole Village

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

Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)

10.0 out of 10, Exceptional, (112)
"We were in awe! So beautiful, comfortable and peaceful. Best sleep ever on vacation. Stefano is an amazing host, very responsive and helpful. Great recommendations and knowledge of area made our visit even more special. Location is walking distance to the Grande Piazza, restaurants, groceries and a lovely bakery right across the street. His dog, Spritz will steal your heart. I could go on and on…..see other reviews, you will not be disappointed. We did not want to leave! I highly...
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)

Wonderful Tuscan farmhouse with large spaces and panoramic views

10.0 out of 10, Exceptional, (11)
"We had a great time. The vila was everything we expected and our host was very accessible. I would highly recommend."
Wonderful Tuscan farmhouse with large spaces and panoramic views

Beautiful stone house with garden and private pool.

9.6 out of 10, Exceptional, (58)
"Cottage is larger than described and outfitted nicely for a couple. We used the kitchen everyday for meals and while the bed was firm, it wasn’t bad. Directions to there were confusing. Basically, head to To"
Beautiful stone house with garden and private pool.

Your panoramic house in Tuscany between vineyards and olive groves.

9.8 out of 10, Exceptional, (34)
"We had such a nice stay and only wish it had been longer! Enrico & Simona were excellent hosts and we loved the cooking class they did for us and our 3 college students who learned to make pasta for the first time. The views are spectacular and it’s a perfect location for trips to the many surrounding towns and wineries. We’d love to come back in the summer and stay longer!"
Your panoramic house in Tuscany between vineyards and olive groves.

Villa with private pool on 25 acres in the heart of Chianti, close to Siena

9.8 out of 10, Exceptional, (67)
"The house is well equipped and perfect if you are looking for a quiet and out of the way house. Still a quick drive to Siena where everything can be found. would definitely recommend."
Villa with private pool on 25 acres in the heart of Chianti, close to Siena

House in a typical village in the heart of Chianti

9.4 out of 10, Exceptional, (34)
"It's a great home base to start exploring the region. Two wineries are very close by, and Florence is an easy drive away. The traditional way the house is built keeps it nice and cold during the day. We loved it!"
House in a typical village in the heart of Chianti

Beautiful Private & Luxurious Tuscan Villa Near Siena/Scenic Views/Crete/Pool

10.0 out of 10, Exceptional, (85)
"Nice cozy feel to property and lots of privacy! Great remodeled baths! Well stocked kitchen to cook meals! Great location for day trips to all the major sites and villages!"
Beautiful Private & Luxurious Tuscan Villa Near Siena/Scenic Views/Crete/Pool

COZY HILLTOP APARTMENT WITH PRIVATE GARDEN BETWEEN SIENA AND VOLTERRA

9.8 out of 10, Exceptional, (41)
"Cozy hilltop private apartment in the hills 1/2 Hr from Siena. Best suited for an individual or a couple who prefers the solitude of the countryside. Suitable for preparing your own meals You will need your own car to get around. Interior is basic and small but adequate. The shower could use an upgrade and adding a microwave oven would be a nice feature. Gabriele and Patrizza are wonderful hosts. Gabriele’s suggestions for such aspects as local restaurants and best parking in Siena, etc go a...
COZY HILLTOP APARTMENT WITH PRIVATE GARDEN BETWEEN SIENA AND VOLTERRA

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

10.0 out of 10, Exceptional, (96)
"We had a fantastic stay at this lovely villa. We were a group of two families with four adults and four kids ages 5 to 13. Cate, the hostess, was extremely attentive and helped us arrange various activities during our stay. She helped us arrange a cooking class at the villa, a bike tour through Chianti region with a private wine tasting, and a chef cooking a Thanksgiving meal for us (we opted for Tuscan - not American food). We also got to tour a working olive mill. In addition, upon hearing...
The price is NZ$2,003
includes taxes & fees
6 Feb - 7 Feb
Tailored to you・Villa w/heated pool and Concierge only 8 mile to Florence center

House in a typical village in the heart of Chianti

9.6 out of 10, Exceptional, (68)
"Our 2 bedroom apartment was beautiful in every way. Perfect location, accommodations, and atmosphere for a 5 day holiday away from crowds. We loved it. The owners were friendly and helpful."
House in a typical village in the heart of Chianti

Farmhouse in the heart of the real chiantishire

10.0 out of 10, Exceptional, (131)
"What can we say!!! We loved the little house….so much charm! The hosts were very easy to communicate with….the quietness and beauty of the property were just what we needed!! "
Farmhouse in the heart of the real chiantishire

Relais Villa Olmo

9.4 out of 10, Exceptional, (200)
"My family and I stayed there for 2 nights, at the family suite. It was very clean and well decorated & furnished, with private pool and garden. The environment and view were good, staff were helpful, buffet breakfast got lot of choices. Highly recommended this lovely place "
The price is NZ$193
includes taxes & fees
17 Feb - 18 Feb
Relais Villa Olmo

Mansion - Arezzo

9.0 out of 10, Wonderful, (22)
"Stayed here for 14 days. Generous space with lots of room for multiple guests. We didn't realize the villa was two separate units. This was unexpected as we thought there would be a central indoor staircase. We made it work but we did feel separate from each other. Eduardo brought us lovely treats from a local bakery a couple of times which was very kind. You definitely need a vehicle to stay here. While it says there are a few things in walking distance we felt the car was necessary....
Mansion - Arezzo

Tuscan villa with infinity salt private pool and jacuzzi on breathtaking view

9.8 out of 10, Exceptional, (92)
"Anna was just a delightful host - because we came in late, we asked if she could provide us a simple meat/cheese tray (at our cost of course) and she provided a 4 course home made meal!!!! It was fantastic and we ate leftovers for our entire stay. The villa is just beautiful and had everything we needed and more - be sure to come in warm weather to use the pool. It's a perfect home base to explore the area - but be prepared to drive the curvy roads - which is half the fun! "
Tuscan villa with infinity salt private pool and jacuzzi on breathtaking view

Luxury Villa in the Florentine hills

9.8 out of 10, Exceptional, (133)
"Fantastic location near Florence. In driving distance to Florence yet it feels secluded and private. The view from the bedrooms and backyard is stunning. The house was in immaculate condition with all amenities for a wonderful stay. The host David was extremely responsive and professional. We highly recommend this property for anyone looking for a house with character in the countryside yet accessible to the main city centres."
The price is NZ$716
includes taxes & fees
17 Feb - 18 Feb
Luxury Villa in the Florentine hills
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, (1314)
"Nice experience overall!"
The price is NZ$127
includes taxes & fees
11 Feb - 12 Feb
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?

Chianti Holiday House, private jacuzzi up to 6 pax: This highly rated holiday home rental in Gaiole in Chianti is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a garden, 1 hot tub and a selection of books so that you can immerse yourself in your holiday.

How many holiday rentals are there in Gaiole in Chianti?

With 47 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. Medieval Tower of Barbischio and Meleto Castle 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.