Family-friendly vacation rentals in San Gimignano

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Top-rated family-friendly 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!

Nov. 7 – 14

$250 CAD per night

Guest favourite

Cottage in Geggiano

4.99 out of 5 average rating, 108 reviews

Villa di Geggiano - Guesthouse

The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.

Mar. 6 – 13

$697 CAD per night

Guest favourite

Apartment in San Gimignano

4.95 out of 5 average rating, 422 reviews

Apartment in the heart of San Gimignano

Spacious and bright, in this apartment you can savor the uniqueness of this place through the original furniture of the 1800s. Very comfortable, it consists of a King Size Double Bed, Private Bathroom with Shower and Equipped Kitchen. The room has an LCD TV, free Wi-Fi, linen and towels, daily cleaning, linen change every 3 days and courtesy set (soap, shower-shampoo, etc.) Possibility of: Baby Cot (0-3 years): FREE Additional single bed, € 10.00 per night

Feb. 4 – 11

$73 CAD per night

Guest favourite

Cottage in Lucardo

4.99 out of 5 average rating, 216 reviews

Best view ever & private pool

Antique Tuscan barn made into a comfortable home with private swimming pool. Best views ever. Close to Florence, Siena and Pisa. Very quiet, yet easy to reach. Sunsets you can only dream of. Ideal Tuscan getaway for family or two couples. The house has two bedrooms and two bathrooms plus a guest bathroom on the ground floor. The pool has a panoramic edge and whirlpool section. There are two restaurants on walking distance (a few hundred meters).

Mar. 14 – 21

$371 CAD per night

Guest favourite

Apartment in San Gimignano

4.87 out of 5 average rating, 206 reviews

D!Mora - New, Modern, Central and WiFi 100mbs free

Apartment WITHOUT KITCHEN (it is possible to request it extra at a cost of € 10 per day) recently renovated in a modern style in the heart of the town. Rooms equipped with all comforts, very large, bright and quiet to enjoy a relaxing holiday in the most beautiful town in Tuscany! There is no parking. For details see the section "Location" - "Getting around" It is not possible to bring bicycles inside the apartment.

May 16 – 23

$99 CAD per night

Guest favourite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 307 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

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

Jan. 12 – 19

$97 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

Oct. 26 – Nov. 2

$162 CAD per night

Guest favourite

Apartment in Monticchiello

4.99 out of 5 average rating, 299 reviews

Romantic Tower's dating 1200

The residence "Il Torrino" is a panoramic apartment obtained from the restauration of an ancient tower belonging to the boundaries of the medieval suburb Monticchiello. The apartment has an incredible view on the Val d'Orcia. You can't imagine ...

Apr. 17 – 24

$350 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