
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.

Casa Irene
Casa Irene è un delizioso appartamento in stile Toscano, situato al secondo ed ultimo piano di una palazzina a soli 5 minuti a piedi dal centro,50 mt per porta San Matteo ed altri 50 mt per la via Francigena. Data la posizione defilata si raggiunge facilmente in auto per parcheggiare nell'immediato parcheggio libero. L'appartamento dotato di wifi ed aria condizionata si suddivide in sala/cucina openspace,camera e bagno con doccia ed un terrazzo abitabile con affacci sulle mura di San Gimignano

Apartment at ground floor with garden
A refined and very central setting, between Piazza della Cisterna and Piazza del Duomo. The house has the rare value of combining a comfortable ground floor, with independent entrance, to a stunning view of the famous Devil's tower.The exclusive garden, equipped to dine outdoors, read or stay between flowers and towers, is an extraordinary oasis of peace and silence, just around the corner of the two lively main squares.Possibility of parking in a private box for a fee at a cost of €8.00 x day.
Medieval tower experience with panoramic rooftop
If you are looking for a memorable experience this is the right place for you. With its 42 mt high, the Salvucci Tower is one of the famous towers of San Gimignano and today the only one turned into a vertically-spread apartment divided into 11 floors, for a total of 143 steps. A unique and timeless place, ideal to experience something never tried before. The tower can hosts couples or small groups up to 3 people. Its panoramic rooftop boasts an incredibly breathtaking view all over the town.

Podere Vergianoni immerso nelChianti con piscina
Podere Vergianoni è un antica e autentica casa colonica risalente al 1600 situata nelle splendide colline del Chianti in Toscana . L'appartamento è arredato in perfetto stile tradizionale locale dell'antica Toscana : antiche travi in legno, pavimenti in cotto e arredamenti unici. Nel grande cortile esterno troverete a vostra disposizione una grande piscina con terrazza panoramica che si affaccia su una valle con vista mozzafiato su vigneti e oliveti dove godersi tramonti spettacolari.

Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Cercis - La Palmierina
E' un appartamento facente parte di una tenuta completamente recintata di 60 ettari di natura incontaminata: più di 1000 ulivi, innumerevoli cipressi e foreste profumate creano un ambiente idilliaco per coloro che ricercano tranquillità e silenzi. La tenuta Palmierina è in prossimità di Castelfalfi (un vero gioiello di architettura medievale) e nelle vicinanze di Firenze (50 Km), Siena (50 Km), Pisa (50 Km). Nelle vicinanze ci sono due campi da golf.

Il Balcone di Rina su 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!

Luxury Medieval Tower - Penthouse
Step into the past... San Gimignano Luxury Medieval Tower is right in the heart of the UNESCO town. You will be caught by the sight of San Gimignano's beautiful landscapes and at the same time you will be able to enjoy the luxury amenities of in-town living: walk downstairs to the cafes, bread shop, butcher, restaurants and local shops. Hear the church bells directly from your windows. Walking distance to all of San Gimignano main attractions.

Casa al Gianni - Capanna
Ciao, siamo Cristina & Carmelo! Vi invitiamo a vivere un’esperienza autentica nel nostro agriturismo “Casa al Gianni” situato 20 min da Siena. Il nostro marchio è la vita semplice a stretto contatto con la natura e gli animali della nostra fattoria. Immerso tra i boschi e la splendida campagna toscana trascorrerai una vacanza indimenticabile. Questo angolo di paradiso ti rimarrà nel cuore!

Podere Guidi
Appartamento in Villa panoramica tra Firenze e Siena, nel cuore del Chianti, in un borgo incantevole. Piscina aperta da maggio a fine settembre. Dal 2026 la piscina sarà aperta dalle ore 9 alle 13 con utilizzo esclusivo per gli ospiti in questo orario.

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
Popular amenities for San Gimignano vacation rentals
Other great vacation rentals in San Gimignano

CoZy House San Gimignano in the heart of Tuscany

Villetta ai Colli - San Martino *Chianti*

L'Attico dei Sogni

To be happy in Tuscany with comfort & view!

Dimora”La Porta Verde”

La Cipressina Relax in Tuscany

Fabulous 3Br Villa with 360° Views!

Montagnana Country House, relax and stunning views
Quick stats about vacation rentals in San Gimignano
Total rentals
950 properties
Nightly prices starting at
$14 CAD before taxes and fees
Total number of reviews
36K reviews
Family-friendly rentals
530 properties are a good fit for families
Pet-friendly rentals
410 properties allow pets
Rentals with a pool
550 properties have a pool
Destinations to explore
- House rentals San Gimignano
- Apartment rentals San Gimignano
- Rentals with a washer and dryer San Gimignano
- Rentals with an EV charger San Gimignano
- Farmstay rentals San Gimignano
- Fitness-friendly rentals San Gimignano
- Vacation home rentals San Gimignano
- Rentals with a fireplace San Gimignano
- Luxury rentals San Gimignano
- Rentals with a hot tub San Gimignano
- Rentals with pools San Gimignano
- Condo rentals San Gimignano
- Hotel rentals San Gimignano
- Family-friendly rentals San Gimignano
- Cottage rentals San Gimignano
- Pet-friendly rentals San Gimignano
- Smoking-friendly rentals San Gimignano
- Rentals with outdoor seating San Gimignano
- Villa rentals San Gimignano
- Rentals with a patio San Gimignano
- Rentals with breakfast San Gimignano
- Rentals with a firepit San Gimignano
- Bed and breakfasts San Gimignano
- Santa Maria Novella
- Duomo di Firenze
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Ponte Vecchio
- Cala Violina
- Gulf of Baratti
- Uffizi Gallery
- Mugello Circuit
- Mercato Centrale
- Piazzale Michelangelo
- Fortezza da Basso
- Parco delle Cascine
- Spiagge bianche
- Pitti Palace
- Piazza della Repubblica
- Careggi University Hospital
- Spiaggia Libera
- The Boboli Gardens
- Avignonesi Winery Fattoria Le Capezzine
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Spiaggia Marina di Cecina
- Stadio Artemio Franchi
- Things to do San Gimignano
- Nature and outdoors San Gimignano
- Food and drink San Gimignano
- Things to do Siena
- Sightseeing Siena
- Nature and outdoors Siena
- Art and culture Siena
- Food and drink Siena
- Tours Siena
- Things to do Tuscany
- Tours Tuscany
- Food and drink Tuscany
- Nature and outdoors Tuscany
- Art and culture Tuscany
- Entertainment Tuscany
- Sightseeing Tuscany
- Wellness Tuscany
- Sports activities Tuscany
- Things to do Italy
- Sports activities Italy
- Nature and outdoors Italy
- Art and culture Italy
- Sightseeing Italy
- Entertainment Italy
- Wellness Italy
- Tours Italy
- Food and drink Italy