Photo by Karen Dean

Search Holiday Rentals in Gaiole in Chianti

    price find illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Save instantly and earn perks with One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Top Holiday Rentals in Gaiole in Chianti

Hu Firenze Camping In Town

8.8 out of 10, Excellent, (1491)
"The whole family is very happy. Bus stop close by. Easy to get in to Florence city center. Nice pool area. Good restaurant. "
The price is £58
includes taxes & fees
22 Aug - 23 Aug
Hu Firenze Camping In Town

Hu Norcenni Girasole Village

4.0 star property
8.6 out of 10, Excellent, (302)
"Great friendly fun camp site"
Hu Norcenni Girasole Village

Camping Boschetto Di Piemma

3.0 star property
8.8 out of 10, Excellent, (82)
"The mobile homes were a great alternative when Via Francigena hostels were full. Friendly people, swimming pool was wonderful , and an easy walk back and forth to San Gimignano."
The price is £65
includes taxes & fees
19 Aug - 20 Aug
Camping Boschetto Di Piemma

Relais Villa Olmo

9.4 out of 10, Exceptional, (214)
"Beautiful place!! For sure I will come back!! "
The price is £143
includes taxes & fees
6 Aug - 7 Aug
Relais Villa Olmo

Bosco della Spina

9.6 out of 10, Exceptional, (161)
"We enjoyed the scenery and service! Clean and comfortable. "
Bosco della Spina

ApartHotel Anghel

8.2 out of 10, Very good, (319)
"Hotel is close to Siena and the check-in person (Gabriela) was very friendly and helpful. Room is spacious, functional with easy parking in front of the building and just a 3 minute drive to garage in Siena old-town so very convenient to visit this beautiful city. Excellent value for the money."
ApartHotel Anghel

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

9.8 out of 10, Exceptional, (103)
"Awesome stay, everything needed was there and very friendly easy going host. "
Tuscan villa with infinity salt private pool and jacuzzi on breathtaking view

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (173)
"Excellent staffing, nice facility and great location"
The price is £131
includes taxes & fees
5 Aug - 6 Aug
Il Battistero Siena - Residenza d'Epoca

Camping Village Il Poggetto

3.0 star property
8.0 out of 10, Very good, (53)
"Second stay at this property but got a 3 bed 2 bath cabin this time. Happy with most things could have had more housekeeping for a ten day stay. Great base to explore Tuscany excellent bar especially the staff as well as a nice restaurant "
The price is £57
includes taxes & fees
25 Aug - 26 Aug
Camping Village Il Poggetto

Camping Siena Colleverde

3.0 star property
8.0 out of 10, Very good, (152)
"Safe, great proximity to Siena without being too close, nice pool."
Camping Siena Colleverde

Regis Condo

9.4 out of 10, Exceptional, (63)
"This was one of our favorite stays in Italy. It was spacious, clean, and in a great part of the city."
Regis Condo

Villa San Filippo

4.0 star property
8.4 out of 10, Very good, (39)
"Conveniently situated between Florence and Siena in the heart of the Chianti region with stunning views. Friendly relaxed hosts who provide a substantial breakfast. Beautiful large swimming pool to cool off at the end of the day."
Villa San Filippo

Villa in Montalcino, exclusive for you, stunning view!!!

10.0 out of 10, Exceptional, (82)
"Luigi was very helpful. We had a chef 3 nights that he helped facilitate. Beautiful location. "
Villa in Montalcino, exclusive for you, stunning view!!!

Villa Il Palagio

8.6 out of 10, Excellent, (56)
"We stayed 2 nights and loved it! We have a 2 bedroom , 2 bath apartment and it was so spacious. We enjoyed the kind staff and the breakfast had a lot of choices. It was great"
Villa Il Palagio

La Casa di Ines

10.0 out of 10, Exceptional, (1)
The price is £89
includes taxes & fees
4 Aug - 5 Aug
La Casa di Ines

17th century farmhouse with private pool and Wi-Fi and air conditioning

9.4 out of 10, Exceptional, (36)
"Our host Maurizio, added quite a few extra layers of enjoyment to our stay. A brilliant host who went above and beyond to make our holiday truely memorable! We have invited him to come stay with us when he visits Australia. As for the farm house it’s self, an amazing experience to live like a true Italian. If you want to experience country life, I recommend La Rustica! Thank you Maurizio and Simonetta. ❤️"
17th century farmhouse with private pool and Wi-Fi and air conditioning

PICTURESQUE VIEWS OLIVE VINEYARDS EAT DRINK PURE RECREATION

9.8 out of 10, Exceptional, (49)
"Quaint, authentic and comfy. "
PICTURESQUE VIEWS OLIVE VINEYARDS EAT DRINK PURE RECREATION

Tuscasì Aparthotel

9.4 out of 10, Exceptional, (18)
"Very clean and comfortable accommodations. Beautiful view of the countryside!"
The price is £69
includes taxes & fees
10 Aug - 11 Aug
Tuscasì Aparthotel

Chianti Village Morrocco

3.0 star property
8.6 out of 10, Excellent, (101)
"Nothing wrong here! Fantastic, professional staff that took care of all our needs and always went the extra mile. Fantastic chef with great food and lovely “can help” attitude. Prestine pool! Would book again"
Chianti Village Morrocco

Typical Tuscan Country House

10.0 out of 10, Exceptional, (122)
"Lovely villa in Tuscany the kids really enjoyed it thankyou! "
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Gaiole in Chianti Hotel Reviews

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 an electric kettle. You can relax into your holiday with a garden and a library.

How many holiday rentals are there in Gaiole in Chianti?

With 49 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.