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, 214 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.

Aug. 12 – 19

$188 CAD per night

Guest favourite

Home in San Gimignano

4.99 out of 5 average rating, 165 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. 22 – 29

$250 CAD per night

Guest favourite

Apartment in San Gimignano

4.97 out of 5 average rating, 168 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

Nov. 17 – 24

$134 CAD per night

Guest favourite

Vacation home in Poggibonsi

4.94 out of 5 average rating, 107 reviews

Vittoria Chianti Vacations 🍇🍷

Vittoria Chianti Vacations is the ideal solution for those seeking peace and tranquility in the heart of Chianti, close to all comforts. Typical Tuscan farmhouse halfway between Florence and Siena, is located in a strategic position to quickly reach Florence, Siena, San Gimignano, Monteriggioni, Volterra and the Chianti hills. Siena Eye Laser Clinic 2 min. Private parking, two bedrooms, equipped kitchen, private bathroom, Wi-Fi, private garden, barbecue, a wonderful view of the Chianti hills.

Dec. 8 – 15

$165 CAD per night

Guest favourite

Apartment in San Gimignano

4.88 out of 5 average rating, 250 reviews

MIDDLE AGES HOUSE

The entire apartment and the external courtyard is for the exclusive use of the single guest. The apartment has been renovated respecting all the values of the time lived. It is located in the center, surrounded by high towers. You will have a wonderful outdoor courtyard overlooking the towers for your exclusive use for an extraordinary alfresco dinner or enjoy a glass of wine in peace. You will find restaurants, bars and ice cream shops with ease. We look forward to seeing you:)

Dec. 5 – 12

$164 CAD per night

Superhost

Apartment in San Gimignano

4.8 out of 5 average rating, 141 reviews

Tognazzi Casa Vacanze-La Collina di San Gimignano

The Collina di San Gimignano is a beautiful open space apartment completely renovated, obtained from the cellars of the manor house, maintaining the original architectural characteristics. The apartment elegantly blends different styles: ceilings with brick vaults, resin flooring, modern kitchen, oriental bed. The apartment has outdoor whirlpool, washing machine, dishwasher, WI-FI, microwave,air conditioning,heating,kettle,TV, hairdryer,iron and ironing board

Oct. 3 – 10

$151 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

Mar. 10 – 17

$73 CAD per night

Guest favourite

Apartment in San Gimignano

4.94 out of 5 average rating, 132 reviews

The Balcony of Rina on San Gimignano

Apartment built in the early '900, with a romantic balcony projected towards the towers! Completely renovated, furnished with the maximum comfort criteria, to accommodate 2/4 persons. Double bedroom, bathroom with shower, kitchen with dishwasher, induction hob, small electric oven, toaster, coffee maker. Living room with satellite TV, sofa bed. Quiet location, close to the Bagnaia parking, just outside the walls of the center, really comfortable!

Nov. 10 – 17

$124 CAD per night

Guest favourite

Home in San Gimignano

4.94 out of 5 average rating, 185 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 .

Aug. 22 – 29

$229 CAD per night

Guest favourite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 199 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...).

Nov. 23 – 30

$209 CAD per night

Guest favourite

Condo in San Gimignano

4.81 out of 5 average rating, 180 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

Jul. 12 – 19

$128 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. 17 – 24

$152 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

Popular amenities for San Gimignano vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near San Gimignano's top sights

Piazza della Cisterna12 locals recommend

Piazza del Duomo19 locals recommend

Tenuta Torciano3 locals recommend

Duomo di San Gimignano22 locals recommend

San Gimignano 130035 locals recommend

Coop167 locals recommend

Other great vacation rentals in San Gimignano

Guest favourite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 301 reviews

Old hayloft on the Chianti hills

Nov. 7 – 14

$270 CAD per night

Guest favourite

Apartment in San Gimignano

4.9 out of 5 average rating, 189 reviews

APARTMENT MARGHERITA Tuscan home

Dec. 2 – 9

$141 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

Mar. 12 – 19

$99 CAD per night

Superhost

Apartment in San Gimignano

4.8 out of 5 average rating, 20 reviews

Pamukkale, Unique 2 Bed 2 Bath, Tuscany Apartment

Jan. 10 – 17

$287 CAD per night

Guest favourite

Home in San Gimignano

5.0 out of 5 average rating, 19 reviews

Casa Maurino

Jan. 28 – Feb. 4

$112 CAD per night

Guest favourite

Condo in San Gimignano

4.96 out of 5 average rating, 52 reviews

TWIN TOWER unica al mondo unique in the world

Aug. 30 – Sep. 6

$439 CAD per night

Guest favourite

Condo in San Gimignano

4.94 out of 5 average rating, 95 reviews

Apartment in the historical center

Oct. 21 – 28

$192 CAD per night

Guest favourite

Home in San Gimignano

5.0 out of 5 average rating, 20 reviews

La Moraiola - Characteristic Tuscan barn

Oct. 31 – Nov. 7

$470 CAD per night

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Quick stats about vacation rentals in San Gimignano

Total rentals	900 properties
Rentals with a pool	510 properties have a pool
Pet-friendly rentals	420 properties allow pets
Family-friendly rentals	500 properties are a good fit for families
Total number of reviews	29K reviews
Nightly prices starting at	$28 CAD before taxes and fees

Vacation rentals in San Gimignano

Top-rated vacation rentals in San Gimignano

Condo in San Gimignano

Home in San Gimignano

Apartment in San Gimignano

Vacation home in Poggibonsi

Apartment in San Gimignano

Apartment in San Gimignano

Apartment in San Gimignano

Apartment in San Gimignano

Home in San Gimignano

Apartment in Ville di Corsano

Condo in San Gimignano

Condo in San Gimignano

Vacation rentals for every style

Houses

Villas

Apartments

Popular amenities for San Gimignano vacation rentals

Stay near San Gimignano's top sights

Other great vacation rentals in San Gimignano

Farm stay in Greve in Chianti

Apartment in San Gimignano

Apartment in San Gimignano

Apartment in San Gimignano

Home in San Gimignano

Condo in San Gimignano

Condo in San Gimignano

Home in San Gimignano

Quick stats about vacation rentals in San Gimignano

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

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