Holiday houses in San Gimignano

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in San Gimignano

Guests agree: these stays are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

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.

12–19 Aug

$231 NZD 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!

22–29 Nov

$305 NZD per night

Guest favourite

Holiday 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.

24–31 Oct

$203 NZD 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 the slippery position you can easily reach 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

12–19 Nov

$158 NZD per night

Guest favourite

Cottage in Geggiano

4.99 out of 5 average rating, 106 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.

23–30 Jan

$850 NZD 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 was 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 outdoor dinner or enjoy a glass of wine in peace. You can easily find: Restaurants, bars and ice cream parlours. We look forward to seeing you:)

5–12 Dec

$199 NZD per night

Superhost

Apartment in San Gimignano

4.8 out of 5 average rating, 141 reviews

Tognazzi Casa Vacanze-La Collina di San Gimignano

Collina di San Gimignano is a beautiful open space apartment completely renovated, obtained from the cellars of the villa, maintaining the original architectural characteristics. The apartment elegantly mixes different styles: ceilings with brick vaults, resin floor, 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

3–10 Oct

$183 NZD per night

Guest favourite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 301 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.

7–14 Nov

$329 NZD 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 .

22–29 Aug

$278 NZD 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 panoramic views of Siena. Located at the Villas of 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..).

23–30 Nov

$254 NZD per night

Guest favourite

Condo in San Gimignano

4.95 out of 5 average rating, 110 reviews

Adalberto Apartment inside the Manor of Fulignano

In the countryside of San Gimignano, in an ancient fortification dating back to the year 1000 hour country house, located on a hill with panoramic views, for rent a beautiful apartment of approx. 60sqm with views of San Gimignano and the surrounding vineyards

14–21 Oct

$184 NZD 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

16–23 Mar

$118 NZD per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for San Gimignano holiday rentals

Kitchen

Wi-Fi

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 holiday rentals in San Gimignano

Guest favourite

Apartment in San Gimignano

4.9 out of 5 average rating, 189 reviews

APPARTAMENTO MARGHERITA Tuscan home

2–9 Dec

$172 NZD per night

Superhost

Apartment in San Gimignano

4.8 out of 5 average rating, 20 reviews

Pamukkale, Unique 2 Bed 2 Bath, Tuscany Apartment

10–17 Jan

$349 NZD per night

Guest favourite

Home in San Gimignano

5.0 out of 5 average rating, 19 reviews

Casa Maurino

25 Dec – 1 Jan

$137 NZD 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

30 Aug – 6 Sep

$534 NZD per night

Superhost

Apartment in San Gimignano

5.0 out of 5 average rating, 3 reviews

Herons Superior Apartment - Splendid view!

26 Dec – 2 Jan

$312 NZD per night

Guest favourite

Condo in San Gimignano

4.94 out of 5 average rating, 95 reviews

Apartment in the historical center

21–28 Oct

$234 NZD per night

Guest favourite

Home in San Gimignano

5.0 out of 5 average rating, 20 reviews

La Moraiola - Characteristic Tuscan barn

30 Oct – 6 Nov

$571 NZD per night

Guest favourite

Villa in San Gimignano

4.93 out of 5 average rating, 55 reviews

SAN GIMIGNANO ★★★★★ LUXURY DESIGN FARMHOUSE

10–17 Aug

$1,428 NZD per night

Show all

Quick stats about holiday 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	$34 NZD before taxes and fees

Holiday houses in San Gimignano

Top-rated holiday rentals in San Gimignano

Condo in San Gimignano

Home in San Gimignano

Holiday home in Poggibonsi

Apartment in San Gimignano

Cottage in Geggiano

Apartment in San Gimignano

Apartment in San Gimignano

Farm stay in Greve in Chianti

Home in San Gimignano

Apartment in Ville di Corsano

Condo in San Gimignano

Condo in San Gimignano

Holiday rentals for every style

Houses

Villas

Apartments

Popular amenities for San Gimignano holiday rentals

Stay near San Gimignano's top sights

Other great holiday rentals in San Gimignano

Apartment in San Gimignano

Apartment in San Gimignano

Home in San Gimignano

Condo in San Gimignano

Apartment in San Gimignano

Condo in San Gimignano

Home in San Gimignano

Villa in San Gimignano

Quick stats about holiday rentals in San Gimignano

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Destinations to explore