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Vacation rentals in San Gimignano

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in San Gimignano

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

Guest favourite
Condo in San Gimignano
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. 21 – 28
$194 CAD per night
4.96 out of 5 average rating, 207 reviews
Guest favourite
Villa in Castellina in Chianti
The Villino Farmhouse
Entire upper floor of the newly renovated Villa Padronale in traditional Tuscan style. High ceilings with exposed beams make it cozy and perfect for families or groups of friends. In the house there are two functional large fireplaces(in the living room and kitchen). Private accommodation, not shared. The house has a large covered terrace,garden with sofas,bbq,firepit, private parking. The pool among the olive trees and vineyards is ideal for relaxing and has a private access to the shared area
Oct. 27 – Nov. 3
$725 CAD per night
4.93 out of 5 average rating, 164 reviews
Guest favourite
Home in San Gimignano
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!
Dec. 10 – 17
$242 CAD per night
4.99 out of 5 average rating, 164 reviews

Popular amenities for San Gimignano vacation rentals

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
Coop167 locals recommend
San Gimignano 130035 locals recommend

Other great vacation rentals in San Gimignano

Guest favourite
Condo in San Gimignano
TWIN TOWER unica al mondo unique in the world
Nov. 26 – Dec. 3
$370 CAD per night
4.96 out of 5 average rating, 50 reviews
Guest favourite
Home in San Gimignano
La Moraiola - Characteristic Tuscan barn
Jun. 19 – 26
$571 CAD per night
5.0 out of 5 average rating, 16 reviews
Superhost
Apartment in San Gimignano
Pamukkale, Unique 2 Bed 2 Bath, Tuscany Apartment
Sep. 24 – Oct. 1
$345 CAD per night
4.81 out of 5 average rating, 21 reviews
Guest favourite
Villa in San Gimignano
Exclusive Villa near San Gimignano with pool
Mar. 29 – Apr. 5
$1,339 CAD per night
4.97 out of 5 average rating, 90 reviews
Guest favourite
Villa in San Gimignano
SAN GIMIGNANO ★★★★★ LUXURY DESIGN FARMHOUSE
Aug. 5 – 12
$1,158 CAD per night
4.92 out of 5 average rating, 53 reviews
Guest favourite
Apartment in San Gimignano
Zafferano Rooftop Terrace Tower House
Jul. 4 – 11
$696 CAD per night
4.91 out of 5 average rating, 11 reviews
Guest favourite
Home in San Gimignano
Casa Margheri
Oct. 23 – 30
$278 CAD per night
5.0 out of 5 average rating, 27 reviews
Guest favourite
Condo in San Gimignano
Residenza Casaglia
Oct. 5 – 12
$270 CAD per night
5.0 out of 5 average rating, 24 reviews
Guest favourite
Vacation home in San Gimignano
Breathe in Tuscany - 180° view of the Hills
May 27 – Jun. 3
$213 CAD per night
4.97 out of 5 average rating, 73 reviews
Guest favourite
Apartment in San Gimignano
Apartment La Roccaia
Sep. 29 – Oct. 6
$265 CAD per night
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Barberino Tavarnelle
Podere Tignano, 4-bedroom villa in the Chianti!
Nov. 10 – 17
$564 CAD per night
5.0 out of 5 average rating, 16 reviews
Guest favourite
Condo in San Gimignano
Beautiful & cozy apt with garden, pool & AC
Mar. 29 – Apr. 5
$251 CAD per night
4.93 out of 5 average rating, 58 reviews

Quick stats about vacation rentals in San Gimignano

Total rentals

900 properties

Rentals with a pool

530 properties have a pool

Pet-friendly rentals

430 properties allow pets

Family-friendly rentals

500 properties are a good fit for families

Total number of reviews

29K reviews

Nightly prices starting at

$14 CAD before taxes and fees

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. San Gimignano