San Gimignano long stay rentals
Stay a week, a month or longer in a comfortable place all your own
Relax—Stayz takes the hassle out of booking monthly rentals in San Gimignano. The wide selection available and useful search filters make finding your home away from home a breeze. Whether you’re looking for fast Wi-Fi for remote working, a fully equipped kitchen for home cooking or a pool where you can relax with a good book, you’re sure to find it on Stayz. Many long-term rentals in San Gimignano are great for kids and welcome four-legged friends, too. What's more, some offer monthly discounts on extended-stay homes and weekly discounts on shorter-term rentals.
Featured long stay living spaces - San Gimignano
Properties highly-rated for stays of 28 nights or longer, with space to feel right at home
Showing deals for:8 Feb - 8 Mar
Image gallery for Locanda del podestà: 17th century mansion in Chianti
9.89.8 out of 10, Exceptional, (64 reviews)
Exceptional
(64 reviews)
Locanda del podestà: 17th century mansion in Chianti
Montespertoli
18% off
Price is AU$8,920
AU$8,920
for 28 nights, 1 villa
AU$319 per night
includes taxes & fees
Image gallery for Historic mill with private pool, a retreat in the heart of Tuscany
1010 out of 10, Exceptional, (4 reviews)
Exceptional
(4 reviews)
Historic mill with private pool, a retreat in the heart of Tuscany
Volterra
14% off
Price is AU$10,602
AU$10,602
for 28 nights, 1 villa
AU$379 per night
includes taxes & fees
Image gallery for Apartment with a pool and tennis court
1010 out of 10, Exceptional, (1 review)
Exceptional
(1 review)
Apartment with a pool and tennis court
Montespertoli
8% off
Price is AU$6,225
AU$6,225
for 28 nights, 1 apartment
AU$222 per night
includes taxes & fees
Image gallery for Private Home on the Farm
1010 out of 10, Exceptional, (57 reviews)
Exceptional
(57 reviews)
Private Home on the Farm
Monteriggioni
9% off
Price is AU$5,775
AU$5,775
for 28 nights, 1 home
AU$206 per night
includes taxes & fees
Image gallery for Vacations in Chianti, Il Poggetto da Alfina
1010 out of 10, Exceptional, (1 review)
Exceptional
(1 review)
Vacations in Chianti, Il Poggetto da Alfina
Barberino Tavarnelle
13% off
Price is AU$10,478
AU$10,478
for 28 nights, 1 villa
AU$374 per night
includes taxes & fees
Image gallery for The country house in the middle of a small valley verde'La home of the elms'
9.69.6 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)
The country house in the middle of a small valley verde'La home of the elms'
Empoli
7% off
Price is AU$5,485
AU$5,485
for 28 nights, 1 home
AU$196 per night
includes taxes & fees
Image gallery for Authentic Stone House with Pool & Scenic Views – Perfect for Nature Lovers
1010 out of 10, Exceptional, (1 review)
Exceptional
(1 review)
Authentic Stone House with Pool & Scenic Views – Perfect for Nature Lovers
Castellina in Chianti
5% off
Price is AU$13,186
AU$13,186
for 28 nights, 1 home
AU$471 per night
includes taxes & fees
Image gallery for Panoramic apartment with terrace, pool and garden, just 5 km from the old town.
1010 out of 10, Exceptional, (2 reviews)
Exceptional
(2 reviews)
Panoramic apartment with terrace, pool and garden, just 5 km from the old town.
Radicondoli
12% off
Price is AU$6,182
AU$6,182
for 28 nights, 1 apartment
AU$221 per night
includes taxes & fees
Image gallery for Poggio Giselda, Vacation Home for Groups and Families, 10 minutes from San Gimignano
1010 out of 10, Exceptional, (3 reviews)
Exceptional
(3 reviews)
Poggio Giselda, Vacation Home for Groups and Families, 10 minutes from San Gimignano
San Gimignano
14% off
Price is AU$9,232
AU$9,232
for 28 nights, 1 apartment
AU$330 per night
includes taxes & fees
Image gallery for Tuscan Villa with private swimming pool
9.89.8 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)
Tuscan Villa with private swimming pool
Castellina in Chianti
5% off
Price is AU$19,456
AU$19,456
for 28 nights, 1 villa
AU$695 per night
includes taxes & fees
Image gallery for La Casetta del Borgo San Gimignano, relax nature swimming pool, STARLINK powered
9.69.6 out of 10, Exceptional, (57 reviews)
Exceptional
(57 reviews)
La Casetta del Borgo San Gimignano, relax nature swimming pool, STARLINK powered
Gambassi Terme
10% off
Price is AU$4,629
AU$4,629
for 28 nights, 1 apartment
AU$165 per night
includes taxes & fees
Image gallery for Charming Tuscan Living Room - 2-room apartment Apartment in the center of Colle Val d'Elsa
8.08.0 out of 10, Very good, (1 review)
Very good
(1 review)
Charming Tuscan Living Room - 2-room apartment Apartment in the center of Colle Val d'Elsa
Colle di Val d'Elsa
48% off
Price is AU$3,073
AU$3,073
for 28 nights, 1 apartment
AU$110 per night
includes taxes & fees
Image gallery for PENTHOUSE DUPLEX BEAUTIFUL VIEWS SPECTACULAR SETTING
1010 out of 10, Exceptional, (4 reviews)
Exceptional
(4 reviews)
PENTHOUSE DUPLEX BEAUTIFUL VIEWS SPECTACULAR SETTING
Barberino Tavarnelle
18% off
Price is AU$8,508
AU$8,508
for 28 nights, 1 apartment
AU$304 per night
includes taxes & fees
Image gallery for Babaia, Cozy Apartment in the Historic Center of Volterra
1010 out of 10, Exceptional, (1 review)
Exceptional
(1 review)
Babaia, Cozy Apartment in the Historic Center of Volterra
Volterra
9% off
Price is AU$6,220
AU$6,220
for 28 nights, 1 apartment
AU$222 per night
includes taxes & fees
Image gallery for Casa Giulia on Via Francigena
9.69.6 out of 10, Exceptional, (4 reviews)
Exceptional
(4 reviews)
Casa Giulia on Via Francigena
Gambassi Terme
32% off
Price is AU$1,932
AU$1,932
for 28 nights, 1 apartment
AU$69 per night
includes taxes & fees
Image gallery for "CasaJona Holiday" Tuscan Country House close San Gimignano, Siena, Florence
9.69.6 out of 10, Exceptional, (17 reviews)
Exceptional
(17 reviews)
"CasaJona Holiday" Tuscan Country House close San Gimignano, Siena, Florence
Poggibonsi
18% off
Price is AU$3,618
AU$3,618
for 28 nights, 1 home
AU$129 per night
includes taxes & fees
Image gallery for Chianti family villa, 5 bedrooms, infinity pool, A/C, BBQ, 360° view
9.89.8 out of 10, Exceptional, (41 reviews)
Exceptional
(41 reviews)
Chianti family villa, 5 bedrooms, infinity pool, A/C, BBQ, 360° view
San Casciano in Val di Pesa
5% off
Price is AU$28,008
AU$28,008
for 28 nights, 1 villa
AU$1,000 per night
includes taxes & fees
Image gallery for Setriolo by Arceno Rentals Club, exclusive Villa and Annex, Pool A/C Concierge
1010 out of 10, Exceptional, (1 review)
Exceptional
(1 review)
Setriolo by Arceno Rentals Club, exclusive Villa and Annex, Pool A/C Concierge
Castellina in Chianti
14% off
Price is AU$33,244
AU$33,244
for 28 nights, 1 villa
AU$1,187 per night
includes taxes & fees
Image gallery for Lovely country house in the Chianti region, for 4 persons, near Siena
9.29.2 out of 10, Wonderful, (11 reviews)
Wonderful
(11 reviews)
Lovely country house in the Chianti region, for 4 persons, near Siena
Castellina in Chianti
19% off
Price is AU$7,053
AU$7,053
for 28 nights, 1 home
AU$252 per night
includes taxes & fees
Image gallery for VILLA BELSOLE - in Chianti, Tuscany, with heated pool and car charger.
1010 out of 10, Exceptional, (44 reviews)
Exceptional
(44 reviews)
VILLA BELSOLE - in Chianti, Tuscany, with heated pool and car charger.
Certaldo
9% off
Price is AU$37,461
AU$37,461
for 28 nights, 1 villa
AU$1,338 per night
includes taxes & fees
Image gallery for Exlusive luxury villa with private pool in the heart of Tuscany
1010 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
Exlusive luxury villa with private pool in the heart of Tuscany
Barberino Tavarnelle
10% off
Price is AU$42,125
AU$42,125
for 28 nights, 1 villa
AU$1,504 per night
includes taxes & fees
Image gallery for Entire Tuscan farmhouse with a private pool between Siena and Florence
9.69.6 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
Entire Tuscan farmhouse with a private pool between Siena and Florence
San Gimignano
10% off
Price is AU$41,943
AU$41,943
for 28 nights, 1 villa
AU$1,498 per night
includes taxes & fees
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Great discounts on monthly rentals in San Gimignano
You’ll often find discounted rates for long stays of over 28 days on Stayz, making stays of a month or more excellent value.
Entire homes, maximum privacy
Looking for your own place to retreat to? On Stayz, you'll enjoy secluded stays with entire monthly rental homes just for you.
Pet-friendly monthly rentals
Many homes welcome guests with animal companions, so you don’t have to leave your pet at home.
San Gimignano Furnished monthly rentals for remote workers
Find your perfect home office set up. There are plenty of stays on Stayz with dedicated workspaces and fast Wi-Fi so that you can take your work with you.
Monthly stays with practical kitchens
Most furnished extended-stay rentals in San Gimignano come with well-equipped kitchens ideal for home cooking, so you can enjoy healthy meals in or even host your own dinner parties.
Long-term rentals with parking in San Gimignano
Take advantage of the ‘amenities’ filter to find monthly stays with their very own parking spot for the ultimate in convenience.
Wheelchair-accessible holiday rentals
Stayz offers a range of monthly rental homes designed to accommodate everyone for a comfortable and inclusive extended stay.
Holiday rentals in San Gimignano with pool
Stayz's handy search filters will help you find monthly holiday homes with swimming pools so that you can relax in your very own pool.
Rentals with free cancellation in San Gimignano
Plans change. We get that. With Stayz, you can search, select 'free cancellation,' and see all rentals in San Gimignano with flexible cancellation policies.