Photo by Karen Dean

Holiday Rentals in Gaiole in Chianti

April 2025

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May 2025

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Holiday Rentals in Gaiole in Chianti

Hu Firenze Camping In Town

8.8 out of 10, Excellent, (1366)
"Great for families, my kids loved it. Bus to centro in front the property. Market in the property with everything you need, everybody from front desk were speaking English. Swimming pool, playground. We definitely will stay there again."
The price is €94
includes taxes & fees
29 Apr - 30 Apr
Hu Firenze Camping In Town

Hu Norcenni Girasole Village

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

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (154)
"Fabulous property and staff. Rita was so helpful when our car had to be towed, we wouldn't have been able to continue our trip with out her and the other team members help. The people here are amazing."
The price is €154
includes taxes & fees
17 Apr - 18 Apr
Il Battistero Siena - Residenza d'Epoca

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. "
The price is €65
includes taxes & fees
17 Apr - 18 Apr
Camping Village Il Poggetto

Relais Villa Olmo

9.4 out of 10, Exceptional, (204)
"Lovely hotel. Nice rooms - but a bit dark. The restaurant was very good and well priced. All of the staff was extremely helpful and accommodating. However without a car this hotel is quite isolated. The town nearby has very limited options for dining and shops."
The price is €188
includes taxes & fees
18 Apr - 19 Apr
Relais Villa Olmo

Riserva di Fizzano Residence

3.0 star property
10.0 out of 10, Exceptional, (13)
"Amazing stay and experience. The property is well maintained and very peaceful. Everyone on the staff is friendly and very excited to have you as a guest. Food was wonderful. 5 stars all around. Convenient location for day trips or to just relax by the pool. Highly recommend"
Riserva di Fizzano Residence

san gimignano apartment in historical center, courtyard and fast free wifi

9.6 out of 10, Exceptional, (30)
"This place was exactly as advertised and the pictures don’t do it justice—it is so lovely and had all the necessities for a comfortable stay. Perfect central location and helpful details for parking were much appreciated. The history of the home and the graciousness of the hostess were bonuses. "
The price is €142
includes taxes & fees
17 Apr - 18 Apr
san gimignano apartment in historical center, courtyard and fast free wifi

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

Bosco della Spina

9.6 out of 10, Exceptional, (147)
"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/ "
The price is €146
includes taxes & fees
22 Apr - 23 Apr
Bosco della Spina

Camping Boschetto Di Piemma

3.0 star property
8.8 out of 10, Excellent, (74)
"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. "
The price is €58
includes taxes & fees
4 May - 5 May
Camping Boschetto Di Piemma

Regis Condo

9.2 out of 10, Wonderful, (57)
"Great location, very spacious, and great communication with property. Was very convenient to be able to leave our bags across the street before check in."
The price is €212
includes taxes & fees
17 Apr - 18 Apr
Regis Condo

Stunning villa for 6 people with A/C, private pool, 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 "
Stunning villa for 6 people with A/C, private pool, WIFI, TV, patio, pets allowed and parking

Borgo Argiano

10.0 out of 10, Exceptional, (63)
"Very comfortable stay. "
Borgo Argiano

Camping Siena Colleverde

3.0 star property
8.0 out of 10, Very good, (148)
"Beds were comfy, sheets and towels were clean. A tea towel and dishwashing sponge / washing up liquid would have been useful, but the chalet was otherwise well equipped for basic cooking. Nice pizzeria and mini market on site with fresh bread and croissants daily as well as most other essential items. Good sized swimming pool - swimming hats compulsory but sold cheaply at the pool bar. Buses into Sienna stop near the site entrance - night buses back are a bit confusing though! Staff at reception...
Camping Siena Colleverde

Chianti Village Morrocco

3.0 star property
8.6 out of 10, Excellent, (95)
"Staff is lovely and very helpful. "
The price is €134
includes taxes & fees
17 Apr - 18 Apr
Chianti Village Morrocco

The Florence Hills Resort & Wellness

8.8 out of 10, Excellent, (166)
"Our stay at Florence Hills and Resort was great! Service was amazing, all staff was very attentive. Nice pool size and outdoor lounging and seating area to relax after walking around Florence. The suite was comfortable and very clean. We had dinner at the restaurant and enjoyed a great meal. We had the ham and cheese board, the risotto with pears and almonds, and the Fiorentina aka a huge T-bone steak. Can’t forget to mention the astonishing views of the mountains, so calming!"
The Florence Hills Resort & Wellness

Typical Tuscan Residence near the farm la Vialla

9.8 out of 10, Exceptional, (6)
"Es ist das letzte Haus an der Straße in dem kleinen Ort, also kein Verkehr, nur Ruhe😌. Das Haus war sauber und ordentlich👍. Wir sind angekommen und haben uns gleich wohl gefühlt. Die Gastgeber sind sehr freundlich und hilfsbereit. Sie haben uns sehr gute Empfehlungen von sehenswerten in der Nähe geschickt, welche perfekt auf uns gepasst haben. Es war alles in allem eine sehr schöne Woche. Vielen Dank!!!😁"
Typical Tuscan Residence near the farm la Vialla

Castello Del Nero - Podere San Filippo

10.0 out of 10, Exceptional, (35)
"Beautiful property and surrounds. Room was exactly as described, highly recommended "
The price is €477
includes taxes & fees
17 Apr - 18 Apr
Castello Del Nero - Podere San Filippo

Il Poggio dell'Eremita

10.0 out of 10, Exceptional, (49)
"Located in a peaceful location, the house is charming and homey. The hosts are very kind and accommodating, and we had a wonderful stay. The view from the bedroom balcony is spectacular."
The price is €155
includes taxes & fees
17 Apr - 18 Apr
Il Poggio dell'Eremita

Typical Tuscan Country House

10.0 out of 10, Exceptional, (114)
"Nice tidy property with everything we needed for a great stay, great location and lovely and helpful host."
Typical Tuscan Country House
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- Small Luxury Hotels of the World

5.0 star property
9.6 out of 10, Exceptional, (221)
"Staff, spa and food was all perfect "
The price is €400
includes taxes & fees
17 Apr - 18 Apr
Castello di Spaltenna- Small Luxury Hotels of the World

Agriturismo San Sano

3.0 star property
10.0 out of 10, Exceptional, (49)
"Wonderful stay in beautiful Tuscan hills."
The price is €80
includes taxes & fees
17 Apr - 18 Apr
Agriturismo San Sano

Ultimo Mulino Wellness Country Hotel

4.0 star property
8.6 out of 10, Excellent, (116)
"A gorgeous small (only 14 rooms?) boutique hotel, tucked away in a wooded valley, between Gaiole and Radda-in-Chianti, Only a 5-10 minute drive from both towns, but could be on another planet, it is so tranquil. Lovely public areas and rooms, with an outdoor pool (early in the season, so too cold to use when we stayed), jacuzzi and sauna. A nice restaurant on site, so you don't need to worry about drink/driving with all the wonderful local wines on offer. Staff were unfailingly friendly and...
The price is €179
includes taxes & fees
24 Apr - 25 Apr
Ultimo Mulino Wellness Country Hotel
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?

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 51 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.