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Check prices for these dates

Next weekend
28 Saf. - 2 Rab. I
In two weeks
7 Rab. I - 9 Rab. I
In one month
21 Rab. I - 23 Rab. I
In two months
18 Rab. II - 20 Rab. II

Compare 21 Castles in Gaiole in Chianti with updated reviews, rates, and availability.

Loft Castello e colline
Property grounds

Loft Castello e colline

Loft Castello e colline
Castle of Volognano
Pool

Castle of Volognano

10.0 out of 10, Exceptional, (32)
"Property is stunning and hosts and property manager are very kind. "
Castle of Volognano
Medieval Castle 15 km from Florence, in the heart of "Chianti Classico" region
Aerial view

Medieval Castle 15 km from Florence, in the heart of "Chianti Classico" region

10.0 out of 10, Exceptional, (22)
"Giovanni and his crew were everything we could have wanted and more. This place was incredible. We stayed here and had our wedding here and it was one of the best trips. Everything was very clean and organized. We loved everything about this place. We will definitely be back."
Medieval Castle 15 km from Florence, in the heart of "Chianti Classico" region
CASTELLO NELLE CRETE
Golf

CASTELLO NELLE CRETE

10.0 out of 10, Exceptional, (1)
"Picture yourself in a century-old castle high on a hill in the heart of Tuscany. Your surroundings are those of a majestic Monet painting. Birds humming, and the smell of fresh croissants fills the air. A cup of hot cappucino is being brought to you by the most professional but always smiling and always friendly staff .No you're not dreaming, you and your family of 30 are guests at Villa Leonina, Every room has an ensuite bathroom with daily maintenance and fresh towels. The kitchen and...
The price is SAR 50,370
SAR 50,370 total
includes taxes & fees
18 Feb - 19 Feb
CASTELLO NELLE CRETE
Stunning private Castle 9 BR - 8 BA with pool just 7 miles from Florence!
Aerial view

Stunning private Castle 9 BR - 8 BA with pool just 7 miles from Florence!

10.0 out of 10, Exceptional, (6)
"It’s not often that 19 members of an American family have the occasion to be treated like royalty in a magnificent Tuscan castle! The physical venue, including the antique furniture to the billiard table to the large classic dining room table and carved chairs, is matched by the views of cypress trees, olive groves, vineyards and stone towers dating to the 1300s. The views of the hills and villages around us were unparalleled. The comfort level was modern and superb. The people involved in...
Stunning private Castle 9 BR - 8 BA with pool just 7 miles from Florence!
Belvilla by OYO Castel del Gallo
Holiday Home Swimming Pool

Belvilla by OYO Castel del Gallo

10.0 out of 10, Exceptional, (1)
"The villa had an excellent layout for families traveling together with amazing views of the countryside and mountains, and was within walking distance to a lovely family-owned osteria and short drive to local food stores. The large pool was fantastic. Our host Barbara was lovely, answered all our questions promptly and made check-in and check-out very easy. The only negative was that the advertised hot tub was completely non-functional during the week of our stay, but Barbara did her best to...
Belvilla by OYO Castel del Gallo
charming castle apartement with glorious views
Living area

charming castle apartement with glorious views

9.6 out of 10, Exceptional, (47)
"This was our third time staying in this castle apartment. It’s a lovely little piece of heaven. We love everything about it. The views are simply spectacular! We love the kitchen and prepared several meals while there. The location is great and the town is so very cute. There are great restaurants all around and it’s an easy drive to lots of other little towns, restaurants, and shops and wineries. We like going to the market day in the Piazza and to the Coop for little bits of groceries. ...
charming castle apartement with glorious views
Panoramic castle with large pool on the walls. Ideal for weddings and events
Aerial view

Panoramic castle with large pool on the walls. Ideal for weddings and events

9.4 out of 10, Exceptional, (3)
"Nicola was a welcoming and efficient host responding quickly to enquiries and needs. The castle is a great Tuscan experience in a beautiful location throwing you back in time. We rented the entire property that offered needed air conditioning needed during a very hot spell and a perfectly refreshing pool. Nicola arranged beautiful dinners on the terrace overlooking the Tuscan hills as we sampled wine made from Sangiovese grapes from the property. The location is less than 30-60 minutes from...
Panoramic castle with large pool on the walls. Ideal for weddings and events
Castello di Mugnana
Front of property

Castello di Mugnana

9.6 out of 10, Exceptional, (22)
"Stayed in third floor tower panorama room and views were STUNNING"
Castello di Mugnana
Rustic Castle in Nature for Large Groups/Weddings/Events
Interior

Rustic Castle in Nature for Large Groups/Weddings/Events

Rustic Castle in Nature for Large Groups/Weddings/Events
Dimora Torricella - Twenty Bedroom Castle, Sleeps 37
Exterior

Dimora Torricella - Twenty Bedroom Castle, Sleeps 37

Dimora Torricella - Twenty Bedroom Castle, Sleeps 37
Castello Lorenzo, Heart of Tuscany, Renaissance Villa with Pool
Renaissance Castle in Tuscany is Perfect Holiday

Castello Lorenzo, Heart of Tuscany, Renaissance Villa with Pool

10.0 out of 10, Exceptional, (1)
Castello Lorenzo, Heart of Tuscany, Renaissance Villa with Pool
Castello di Sovicille Villa Lechner Residenza D'epoca
Point of interest

Castello di Sovicille Villa Lechner Residenza D'epoca

Castello di Sovicille Villa Lechner Residenza D'epoca
Castello di Montalto - San Martino

Castello di Montalto - San Martino

Castello di Montalto - San Martino
An aristocratic castle in the beautiful Montalcino area.
Room

An aristocratic castle in the beautiful Montalcino area.

An aristocratic castle in the beautiful Montalcino area.
Montelifré Castle
Aerial view

Montelifré Castle

Montelifré Castle
CASTELLO DI SOVICILLE- RESIDENZA D'EPOCA
Terrace/patio

CASTELLO DI SOVICILLE- RESIDENZA D'EPOCA

CASTELLO DI SOVICILLE- RESIDENZA D'EPOCA
Medieval Tower unusual and atypical accomodation for your holiday
Point of interest

Medieval Tower unusual and atypical accomodation for your holiday

10.0 out of 10, Exceptional, (1)
"We enjoyed so much from the charm and authentic place built by the owners hand. The view is incredible and the swimming pool is really nice. Gloria and her husband are very kind. No way you will find better than this is toscana"
Medieval Tower unusual and atypical accomodation for your holiday
Luxury meets History
Aerial view

Luxury meets History

Luxury meets History
Castello di Montalto - Torre del Vescovo

Castello di Montalto - Torre del Vescovo

9.4 out of 10, Exceptional, (6)
"We loved our very private three bedroom + three bath, two story apartment in this historic castle. It is spacious, beautifully furnished. And it has its own tower. The patio with arbor and view was a great place to dine. Staying here was a highlight of our trip. A good base from which to make day trips (Siena, Florence, Montepulciano). We were made to feel welcome."
Castello di Montalto - Torre del Vescovo
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 property types in Gaiole in Chianti

Chianti Holiday House, private jacuzzi up to 6 pax
Jacuzzi in the garden

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
Restaurant

Hu Firenze Camping In Town

8.8 out of 10, Excellent, (1320)
"We stayed in a 2 bedroom, 2 bath unit with a small kitchenette. There was a laundramat on site which was great. It us conveniently located if you have a car. The kitchenette had a small refrigerator, a mucrowave, and a cooktop. No oven. "
Hu Firenze Camping In Town
Relais Villa Olmo
Aerial view

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 SAR 369
SAR 418 total
includes taxes & fees
24 Feb - 25 Feb
Relais Villa Olmo
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.