Vacation rentals in San Gimignano

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Top-rated vacation rentals in San Gimignano

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Guest favourite

Condo in San Gimignano

4.96 out of 5 average rating, 217 reviews

Apartment with amazing view of the Duomo

Very central apartment located in the main square of San Gimignano, right in the middle of the historic centre, with views of the Duomo! This is an excellent location as you'll have all services at your doorstep: chemist, cafés, restaurants, groceries, museums, tourist office.. Walking out from Porta San Giovanni you will find the bus stop to/from Poggibonsi railway station (12km away) and the Coop supermarket. The car parks are also located outside the city walls, just a few minutes' walk away.

Jul. 31 – Aug. 7

$188 CAD per night

Guest favourite

Home in San Gimignano

4.99 out of 5 average rating, 167 reviews

garden house

"Garden house" ......a flowering oasis within the medieval walls.. The owners Mario and Donella, would like to offer you a unique holiday in San Gimignano. You can enjoy the wonderful garden, extraordinary oasis of peace and silence, in the city center, for the exclusive use of those who rent the apartment. So, reading a book, relaxing in the sun, sipping a great glass of Chianti or having breakfast surrounded by greenery and among the flowers of this garden will be an incredible experience!

Oct. 21 – 28

$250 CAD per night

Guest favourite

Apartment in San Gimignano

4.97 out of 5 average rating, 169 reviews

Casa Irene

Casa Irene is a delightful Tuscan-style apartment, located on the second and top floor of a building just a 5-minute walk from the centre, 50 metres to Porta San Matteo and another 50 metres to Via Francigena. Due to its uneven position, you can easily reach it by car to park in the immediate free parking lot. The apartment with wifi and air conditioning is divided into open space living room/kitchen, bedroom and bathroom with shower and a living terrace overlooking the walls of San Gimignano

Feb. 3 – 10

$137 CAD per night

Guest favourite

Condo in Noce

5.0 out of 5 average rating, 125 reviews

Vergianoni estate nestled in the Chianti with a pool

Podere Vergianoni is located in the beautiful hills of Chianti. The apartment is furnished in perfect traditional style of ancient Tuscany : wooden beams, terracotta floors and unique, handcrafted furniture. Inside you will find a large living room with kitchen ,sofa bed , a bathroom and a bedroom with double bed. In the large outdoor courtyard you will find at your disposal a swimming pool on a breathtaking terrace where you can enjoy a wonderful view of the view with unique sunsets!

Jan. 10 – 17

$198 CAD per night

Guest favourite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 305 reviews

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence. Hayloft completely independent on two floors connected by an internal staircase. Private garden of 300 mq sorrounded by secolar oaks.

Nov. 7 – 14

$270 CAD per night

Guest favourite

Home in San Gimignano

4.94 out of 5 average rating, 188 reviews

My Family country house air conditioning

Typical Tuscan country house where you can relax enjoying exclusively the magnificent panorama of San Gimignano , "the city of Towers". The ideal place to spend a holiday in close contact with nature , suitable both for a couple that for a larger family, if you want even in the company of your pets .

Jul. 25 – Aug. 1

$235 CAD per night

Guest favourite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 201 reviews

"Red Rose" apartment with a view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, with a panoramic view of Siena. Located in the Villas di Corsano, just 14 km from the city. Ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d 'Orcia, Crete Senesi...).

Mar. 14 – 21

$192 CAD per night

Guest favourite

Condo in San Gimignano

4.81 out of 5 average rating, 182 reviews

Historic centre - cozy apartment

Beautifully renovated apartment located in the heart of the historic center , near the Porta San Matteo. The apartment consists of: fully equipped kitchen, double bedroom with air conditioner, bathroom and small terrace. Free wi fi Many parkings are nearby

Oct. 28 – Nov. 4

$101 CAD per night

Guest favourite

Condo in San Gimignano

4.95 out of 5 average rating, 110 reviews

Adalberto Apartment inside the Manor of Fulignano

Nella campagna di San Gimignano, in antica fortificazione risalente all'anno 1000 ora dimora di campagna, situata su di un colle con veduta panoramica, affittasi bellissimo appartamento di ca. 60mq con vista su San Gimignano e sui vigneti circostanti

Mar. 30 – Apr. 6

$190 CAD per night

Guest favourite

Farm stay in Pari

4.98 out of 5 average rating, 225 reviews

TUSCANY farm house SWIMMING POOL

Our little farm is a beautiful location for a relaxing vacation with a private swimming pool. We are close to the naturally occurring hot springs of Petriolo and 30 km. far from Siena. We are only two km. from Pari, an ancient medieval village.

Apr. 23 – 30

$147 CAD per night

Guest favourite

Cottage in San Gimignano

4.87 out of 5 average rating, 163 reviews

Countryside Cottage With View - Le Rondini apt

The cottage is part of a charming traditional Tuscan farmhouse, built in stone and situated in one of the most beautiful areas of Tuscany.A lovely garden surrounds the house and has magnificent views of the medieval town with its famous towers.

Mar. 23 – 30

$124 CAD per night