
Cottage vacation rentals in San Gimignano
Find and book unique cottages on Airbnb
Quick stats about cottage rentals in San Gimignano

Nightly prices starting at
San Gimignano vacation rentals start at G$14,648 GYD per night before taxes and fees

Verified guest reviews
Over 1,140 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across San Gimignano rentals

4.9 Average rating
San Gimignano stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated cottage rentals in San Gimignano
Guests agree: these cottages are highly rated for location, cleanliness, and more.

FAETOLE typical Tuscan country house near FLORENCE
My cottage is hidden in Tuscan countryside among olive groves, vineyards and woodland. Nevertheless, downtown Florence is only 16km away! While away, spend your time by relaxing in the garden, where you will find a barbecue and an outdoor shower to cool down while sunbathing. Discover the beauty of surrounding countryside with a hike and unwind with a view of picture-perfect vineyards! One can also easily go for day trips to many tiny medieval towns scattered on the hills of Tuscany from here!

Villa di Geggiano – Guesthouse
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. 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 idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Cottage Cappero – Masseto In Chianti
MASSETO IN CHIANTI è un villaggio privato dove potrete rilassarvi nel vostro giardino privato e in piscina, fare sport, o utilizzare come base per visitare città rinascimentali: Firenze, Siena, San Gimignano, Arezzo, Volterra. Offriamo altri tre cottage con accesso indipendente e giardinetto privato: Quinto (2 letti), Vittoria (4 letti), Leccio (6 letti). La piscina è condivisa dai 4 cottage, ciascuno dispone di un gazebo privato, con distanze garantite e sanificazione a norma Covid-19.

Monteriggioni Castello, holiday house in Tuscany
Il nostro alloggio è un edificio storico che risale alla costruzione del castello. È stato recentemente restaurato e arredato con cura in tutti i dettagli. È molto accogliente e dispone di tutti i più moderni servizi. I turisti che decideranno di essere nostri ospiti, avranno il vantaggio di vivere nell' ambiente medievale del castello, usufruendo di tutti i confort. Si sentiranno coccolati e avranno l'opportunità di tornare indientro vivendo un' esperienza unica e indimenticabile.

Stone House with Exclusive Pool Codilungo in Chianti
Welcome to your Tuscan dream between Florence & Siena. Perfect for families or romantic getaways. • 360° views of iconic Chianti hills. •Huge Exclusive Infinity Pool (17x9m), lit at night (open from May 1st to October 15th) • Total privacy, yet restaurants/shops are 10-15 mins away. • Comfort for 6: 3 bedrooms (2 double, 1 twin) & 3 full baths. • Modern amenities: Fully equipped kitchen area, Smart TV. • Outdoor bliss: Large dining loggia, professional BBQ, poolside porch & bath.

Il Fienile, Cottage in the country with Jacuzzi
Surrounded by wineyards, close to Florence, a charming accomodation in a cozy cottage with heated jacuzzi at your exclusive use. Perfect starting point to discover Florence and Siena. Kitchen, wide living room, bathroom, two double bedroom (one with an extra single bed). In the living room a sofa bed for other 2 people. Tasteful furniture, Air Conditioning, barbecue, private parking. Partnership for: bike rental, private chef, private driver

Lovely apartment with garden and views near Siena
At just 18km from Siena, the apartment is part of a traditional Tuscan farmhouse, Santa Barbara, tucked away in the scenic rolling hills of Tuscany. The uniquely positioned grounds dominate the valley, allowing for stunning views with the most enchanting sunsets, or sunrises for those early birds! The apartment allows for a relaxing and recharging break, as well as being in the perfect location to go out and explore.

Countryside, 10 min from Siena
Apartment and large fenced garden for exclusive use. It's a must for countryside, peace and relaxation, close to major places of cultural interest, trekking, biking trails. In a hilly area characterized by beautiful oak and holm oak forests, it enjoys a quiet location and a beautiful view of Siena, which is only 7 km away. (2 km are dirt road).

Chianti Independent barn
The agriturismo was obtained from a characteristic 70-square-meter stone barn, completely renovated and furnished with antique furniture. Panoramic view of the Chianti hills with breathtaking sunsets. From March 1 to December 31, guests will be charged a tourist tax of €2 per person per day. Children up to 14 years old do not pay.

Podere Grignano, beautiful Tuscany
If the calendar indicates no availability, please check our other advert through the Airbnb map (Podere Grignano, beautiful Tuscany with a dot at the end). The other house can still be free. The houses are semidetached, The 2 houses are practically identical. The reviews are of both houses.

Lovely countryhouse on Chiant hills
Lovely view on the valley, sweet relax in the smelling garden under a very old tree tasting a good wine and then to visit Firenze, Pisa, Siena only 30 km far from here and medieval castles,little churchs ,winery,across the beautiful Chianti road.....

Countryside Cottage With View - Le Rondini apt
The cottage is part of a charming traditional Tuscan farmhouse, built in stone and situated in one of the most beautiful areas of Tuscany.A lovely garden surrounds the house and has magnificent views of the medieval town with its famous towers.
Popular amenities for San Gimignano cottage rentals
Cottage rentals with a hot tub

Romantic House in Tuscany with jacuzzi

From Simone, podere santi Lucia and Pietro

Cottage in the countryside with private jacuzzi and swimming pool

"Rosso Poggiolo" farmhouse with swimming pool.

Farmhouse with Private Saltwater Pool • Montepulciano

"Il Palazzetto" - Country house with jacuzzi

Vintage Cottage in Pescia – Cleaning fee Inc

Hut at S. Carlo in Buonconvento
Pet-friendly cottage rentals

Casa degli ulivi, live Chianti with swimming pool

Villetta Belvedere

Charming cottage on Lucca hills

Tuscan Barn Apartment for 6 with panoramic pool

Your Tuscan oak tree house, enchanting Val d'Orcia

La Casa del Frantoiano - Pari -

Chianti Barn with Pool and Vineyard View

The Blacksmith's Shop
Private cottage rentals

Old Chianti chapel-style cottage

Peaceful modern eco house in the Tuscan hills

Lovely cottage in the park of a Renaissance Villa

Casa Roberta: a beautiful view of the Crete!

Angalia Guesthouse

COFFEEhouse/casaBARTHEL

Chianti Loft (AC & Pool)

Chiantihouse with garden
Destinations to explore
- Rentals with outdoor seating San Gimignano
- House rentals San Gimignano
- Rentals with a fireplace San Gimignano
- Rentals with a hot tub San Gimignano
- Smoking-friendly rentals San Gimignano
- Rentals with an EV charger San Gimignano
- Family-friendly rentals San Gimignano
- Vacation home rentals San Gimignano
- Farmstay rentals San Gimignano
- Fitness-friendly rentals San Gimignano
- Rentals with pools San Gimignano
- Rentals with a patio San Gimignano
- Rentals with breakfast San Gimignano
- Rentals with a fire pit San Gimignano
- Luxury rentals San Gimignano
- Condo rentals San Gimignano
- Hotel rooms San Gimignano
- Pet-friendly rentals San Gimignano
- Apartment rentals San Gimignano
- Rentals with a washer and dryer San Gimignano
- Bed and breakfasts San Gimignano
- Villa rentals San Gimignano
- Cottage rentals Siena
- Cottage rentals Tuscany
- Cottage rentals Italy
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Mugello Circuit
- Cala Violina
- Mercato Centrale
- Pisa Centrale Railway Station
- Uffizi Gallery
- Stazione Santa Maria Novella
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazza della Repubblica
- Spiagge Bianche
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Gulf of Baratti
- Pitti Palace
- Boboli's Garden
- Palazzo Vecchio
- Piazza della Signoria
- Things to do San Gimignano
- Tours San Gimignano
- Nature and outdoors San Gimignano
- Food and drink San Gimignano
- Things to do Siena
- Sightseeing Siena
- Art and culture Siena
- Entertainment Siena
- Nature and outdoors Siena
- Food and drink Siena
- Tours Siena
- Sports activities Siena
- Things to do Tuscany
- Nature and outdoors Tuscany
- Art and culture Tuscany
- Wellness Tuscany
- Sports activities Tuscany
- Tours Tuscany
- Entertainment Tuscany
- Food and drink Tuscany
- Sightseeing Tuscany
- Things to do Italy
- Food and drink Italy
- Wellness Italy
- Art and culture Italy
- Nature and outdoors Italy
- Sports activities Italy
- Sightseeing Italy
- Tours Italy
- Entertainment Italy







