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Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 1055 Vacation Homes in Montegonzi with updated reviews, rates, and availability.

Borgo Argiano
Terrace/patio

Borgo Argiano

10.0 out of 10, Exceptional, (65)
"Very comfortable stay. "
Borgo Argiano
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, (74)
"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
Romantic house in the middle of the Chianti vineyards in the heart of Tuscany.
Interior

Romantic house in the middle of the Chianti vineyards in the heart of Tuscany.

8.8 out of 10, Excellent, (19)
"The legendary beauty of Tuscany is on full display. Rolling hills full of grapevines and olive trees as far as the eye can see. Very remote but also very beautiful. The villa has plenty of charm and space. Small issues due to the age of the place: unstable hot water and heating, awkward kitchen. But these are minor. We were lucky to be there at harvest time and local wineries were a real treat. "
Romantic house in the middle of the Chianti vineyards in the heart of Tuscany.
Typical Tuscan Country House
Pool

Typical Tuscan Country House

10.0 out of 10, Exceptional, (119)
"Nice tidy property with everything we needed for a great stay, great location and lovely and helpful host."
Typical Tuscan Country House
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
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
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
House in a typical village in the heart of Chianti
Pool

House in a typical village in the heart of Chianti

9.6 out of 10, Exceptional, (69)
"great stay in the heart of Tuscany surrounded by vineyards and olive trees"
House in a typical village in the heart of Chianti
Villa Le Tortore Tuscany private luxury pool relax
Pool

Villa Le Tortore Tuscany private luxury pool relax

10.0 out of 10, Exceptional, (88)
"Loved our 10 days staying here couldn’t fault anything! Amazing location, would love to return."
Villa Le Tortore Tuscany private luxury pool relax
GIULIA -1 Bedroom Country House in Monteriggioni - Siena
Outdoor dining

GIULIA -1 Bedroom Country House in Monteriggioni - Siena

10.0 out of 10, Exceptional, (2)
"Ha sido una estancia maravillosa. El lugar estupendo. =)"
GIULIA -1 Bedroom Country House in Monteriggioni - Siena
Charming apartment in the Historic Center of Siena
TV, books

Charming apartment in the Historic Center of Siena

10.0 out of 10, Exceptional, (16)
"Excellent!"
Charming apartment in the Historic Center of Siena
Farmhouse in the heart of the real chiantishire
Exterior

Farmhouse in the heart of the real chiantishire

10.0 out of 10, Exceptional, (137)
"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
Typical Tuscan Residence near the farm la Vialla
Outdoor spa tub

Typical Tuscan Residence near the farm la Vialla

9.0 out of 10, Wonderful, (8)
"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
Family-friendly Cottage in authentic stone style Swimmingpool Wine Relax Wif
Outdoor pool

Family-friendly Cottage in authentic stone style Swimmingpool Wine Relax Wif

9.2 out of 10, Wonderful, (22)
"Its a nice place but it is on top of a hill with a really small road to it...almost no place to pass another car. When we arrived the host thought we would arrive the day after, so we had to wait for another hour for the key. The house was fine, big enough, nice bedrooms and living room and kitchen is fine. The pool is great! The winery is super and really tastefull! We had a nice vacation."
Family-friendly Cottage in authentic stone style Swimmingpool Wine Relax Wif
Independent house in the hills of the Sienese countryside
Exterior

Independent house in the hills of the Sienese countryside

10.0 out of 10, Exceptional, (75)
"Lovely place to stay with Lovely hosts. Stunning views, beautiful house, lots of things to do within an easy drive."
Independent house in the hills of the Sienese countryside
Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany
Outdoor dining

Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany

10.0 out of 10, Exceptional, (11)
"Had a great time visiting the area. The home is beautiful. "
Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany
Apartment House with garden Tuscany Chianti , Florence 15km.
Pool

Apartment House with garden Tuscany Chianti , Florence 15km.

9.8 out of 10, Exceptional, (72)
"Great property, well equipped, nice views, well maintained, very friendly and helpful host. We did really enjoy our stay :-)"
Apartment House with garden Tuscany Chianti , Florence 15km.
CASA SOLEALTO - Cozy apartment in the countryside near Florence Arezzo and Siena
Property grounds

CASA SOLEALTO - Cozy apartment in the countryside near Florence Arezzo and Siena

9.8 out of 10, Exceptional, (48)
"Elegant and high standard place, with a very friendly welcoming owner."
CASA SOLEALTO - Cozy apartment in the countryside near Florence Arezzo and Siena
12km North of Siena with a stunning view pool & tenniscourt 3 bedrooms ensuite
Outdoor pool, a heated pool

12km North of Siena with a stunning view pool & tenniscourt 3 bedrooms ensuite

10.0 out of 10, Exceptional, (22)
"Lovely place"
12km North of Siena with a stunning view pool & tenniscourt 3 bedrooms ensuite
Villa with large garden in the Chianti hills
Outdoor dining

Villa with large garden in the Chianti hills

9.4 out of 10, Exceptional, (70)
"Our group enjoyed staying in this location. It was comfortable and a perfect central location for exploring Tuscany."
Villa with large garden in the Chianti 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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