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Check prices for these dates

Next weekend
23 May - 25 May
In two weeks
30 May - 1 Jun
In one month
13 Jun - 15 Jun
In two months
11 Jul - 13 Jul

Compare 1812 Vacation Homes in Castellina in Chianti with updated reviews, rates, and availability.

QK Costa58 Home Tower
Deluxe Suite on two levels | 1 bedroom, premium bedding, in-room safe, blackout drapes

QK Costa58 Home Tower

9.6 out of 10, Exceptional, (131)
"We come back year after year. No better place to stay ❤️"
QK Costa58 Home Tower
Borgo Argiano
Terrace/patio

Borgo Argiano

10.0 out of 10, Exceptional, (63)
"Very comfortable stay. "
Borgo Argiano
The One and Only: NEW ROYAL SUITE with PRIVATE TERRACE OVERLOOKING FLORENCE
Terrace/patio

The One and Only: NEW ROYAL SUITE with PRIVATE TERRACE OVERLOOKING FLORENCE

9.8 out of 10, Exceptional, (38)
"Spent a few days exploring central Florence by foot and the view and location of the apartment can’t be beat. "
The price is AED 2,066
AED 2,880 total
includes taxes & fees
24 May - 25 May
The One and Only: NEW ROYAL SUITE with PRIVATE TERRACE OVERLOOKING FLORENCE
Casa Vacanze Le Case
Outdoor pool

Casa Vacanze Le Case

9.0 out of 10, Wonderful, (7)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
The price is AED 371
AED 428 total
includes taxes & fees
13 May - 14 May
Casa Vacanze Le Case
Nobleman holiday house in Tuscany with private swimming pool, A/C and Wi-Fi
Outdoor dining

Nobleman holiday house in Tuscany with private swimming pool, A/C and Wi-Fi

9.2 out of 10, Wonderful, (31)
"Wonderful location. Interesting villa. Beautiful views. Generous owner/manager."
Nobleman holiday house in Tuscany with private swimming pool, A/C and Wi-Fi
Farmhouse in the greenery of the Tuscany countryside with private pool and view
Outdoor pool

Farmhouse in the greenery of the Tuscany countryside with private pool and view

9.6 out of 10, Exceptional, (45)
"Wonderful garden, swimming pool and house, nice welcome by Marina."
Farmhouse in the greenery of the Tuscany countryside with private pool and view
Wonderful Tuscan farmhouse with large spaces and panoramic views
2 bedrooms, internet, bed sheets

Wonderful Tuscan farmhouse with large spaces and panoramic views

10.0 out of 10, Exceptional, (16)
"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
Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany
Outdoor pool

Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany

10.0 out of 10, Exceptional, (21)
"Lovely place, lovely people, lovely environment "
Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany
Charming two bedrooms Apartment in the very heart of Florence
Interior

Charming two bedrooms Apartment in the very heart of Florence

9.8 out of 10, Exceptional, (10)
"Everything was fabulous from the location within walking distance to the museums as well as responsiveness and attention to detail from the owner. When we visit again, we must stay at this place once more. Truly amazing!"
Charming two bedrooms Apartment in the very heart of Florence
The Porchereccia delle Bartaline
Exterior

The Porchereccia delle Bartaline

9.4 out of 10, Exceptional, (14)
"Great place and being in person is better than the on-line pictures. Beautiful views over looking the valley and vineyards below. Centrally located for plenty of great roadtrips. Enjoy!"
The Porchereccia delle Bartaline
Casina Valentina, Firenze, Italy
Pool

Casina Valentina, Firenze, Italy

10.0 out of 10, Exceptional, (1)
"Perfect area, easy access to central, local shops, far less packed with tourists. Wonderful host, kind, considerate and obliging."
Casina Valentina, Firenze, Italy
Historic Palazzo, Central Location, 1 bedrooms
Fridge, microwave, oven, stovetop

Historic Palazzo, Central Location, 1 bedrooms

Historic Palazzo, Central Location, 1 bedrooms
Farmhouse in the heart of the real chiantishire
Exterior

Farmhouse in the heart of the real chiantishire

10.0 out of 10, Exceptional, (135)
"The house was beautiful and the location was wonderfully quiet and set back from the main road. It’s quaint and cozy. There’s a short gravel road up to the cottage but it’s an easy drive. I would definitely book again."
Farmhouse in the heart of the real chiantishire
Lovely Barn with Private Poolnear San Gimignano, between Florence and Siena.
Pool

Lovely Barn with Private Poolnear San Gimignano, between Florence and Siena.

9.8 out of 10, Exceptional, (60)
"Perfect spot! The location was ideal, close to everything we wanted to explore. Marilia was welcoming and attentive, making our stay even more enjoyable. Would definitely stay here again!"
Lovely Barn with Private Poolnear San Gimignano, between Florence and Siena.
|| NEW Incredible View || Piazza della Signoria apt!
Interior

|| NEW Incredible View || Piazza della Signoria apt!

9.8 out of 10, Exceptional, (36)
"Second time staying in thisapartment"
|| NEW Incredible View || Piazza della Signoria apt!
Luxury vacation home with fantastic views, pool, 4 bedrooms, 2 bathrooms
Outdoor pool

Luxury vacation home with fantastic views, pool, 4 bedrooms, 2 bathrooms

9.8 out of 10, Exceptional, (73)
"Perfect location for a family reunion with our adult children and their partners. We had a wonderful time."
Luxury vacation home with fantastic views, pool, 4 bedrooms, 2 bathrooms
Spacious Villa with Pool in the heart of Chianti, ideal for exploring Tuscany
Property grounds

Spacious Villa with Pool in the heart of Chianti, ideal for exploring Tuscany

9.6 out of 10, Exceptional, (47)
"A fantastic place to visit Tuscany from. The pool is great and the owners are very friendly."
Spacious Villa with Pool in the heart of Chianti, ideal for exploring Tuscany
Historical and luxury house in one of the most famous square of the centre!
Interior

Historical and luxury house in one of the most famous square of the centre!

9.2 out of 10, Wonderful, (27)
"Great location near our son in Florence. Emma was very respnsive when we could not get hot water and told us to fix it. I would recommend and stay here again."
Historical and luxury house in one of the most famous square of the centre!
Santa Croce Studio
Smart TV, DVD player

Santa Croce Studio

10.0 out of 10, Exceptional, (16)
"Plus Martina is great - trust her local food recommendations! "
Santa Croce Studio
Chianti Craft House Badia a Passignano
Interior

Chianti Craft House Badia a Passignano

9.8 out of 10, Exceptional, (7)
"This place was absolutely amazing. The family loved it."
The price is AED 620
AED 876 total
includes taxes & fees
9 Jun - 10 Jun
Chianti Craft House Badia a Passignano
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 Castellina in Chianti

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

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

10.0 out of 10, Exceptional, (55)
"We had a company retreat at this amazing location. Everyone was in love with the place and the facilities!"
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Farmhouse in the heart of the real chiantishire
Exterior

Farmhouse in the heart of the real chiantishire

10.0 out of 10, Exceptional, (135)
"The house was beautiful and the location was wonderfully quiet and set back from the main road. It’s quaint and cozy. There’s a short gravel road up to the cottage but it’s an easy drive. I would definitely book again."
Farmhouse in the heart of the real chiantishire
Hu Firenze Camping In Town
Chalet | In-room safe, cribs/infant beds, bed sheets

Hu Firenze Camping In Town

8.8 out of 10, Excellent, (1393)
"Great campsite"
The price is AED 376
AED 442 total
includes taxes & fees
21 May - 22 May
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.