
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$16,729 GYD per night before taxes and fees

Verified guest reviews
Over 1,200 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!
ValueLocationAir conditioning

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.
FamilyLocationAir conditioning

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.
LocationFamilyPets

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.
FamilyValueQuiet

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.
ValueLocationTV

Country cottage C&M surrounded by greenery, love Tuscany
Country stone cottage, independent in the Tuscan countryside in the province of Siena, with large garden, porch and gazebo. Our house is located in the countryside of the municipality of Chiusdino, just 5 minutes from the two main towns of Monticiano and Chiusdino and 10 minutes from the beautiful Abbey of Galgano. 30 minutes from Siena, from Monteriggioni, an hour from Florence and 30/40 minutes from the sea. Just 20 minutes from the beautiful Terme del Petriolo.
LocationFamilyWalkability

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
FamilyValueGrill

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.
ValueLocationComfort

Peaceful modern eco house in the Tuscan hills
A private low-impact ecohouse set in a lush garden surrounded by olive trees, flowers and open Tuscan countryside between Florence and Siena. Designed for peace, light and simplicity, this independent home offers complete privacy within a small family-run olive farm. Enjoy a spacious private patio, open views, spectacular sunsets and access to a panoramic swimming pool in a stunning natural setting.
ValueFamilySleep quality

Chianti Barn with Pool and Vineyard View
🌿 DESCRIZIONE Fienile ristrutturato nel cuore del Chianti, immerso tra vigne e silenzio. A 20 min da Firenze, 45 da Siena, 50 da Pisa, comodo anche per Arezzo, Certaldo, San Gimignano e Vinci. Grandi finestre panoramiche, terrazza per barbecue, piccolo giardino privato e piscina condivisa. Ideale per chi cerca relax, natura e una base strategica per esplorare la Toscana.
LocationValueIndoor spaces

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.
ValueFamilyGetting around

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.....
LocationFamilyBiking
Popular amenities for San Gimignano cottage rentals
Cottage rentals with a hot tub

Romantic House in Tuscany with jacuzzi
FamilyLocationKitchen

From Simone, podere santi Lucia and Pietro
LocationFamilyDecor

Cottage in the countryside with private jacuzzi and swimming pool
FamilyLocationLaundry

Tranquil Cottage, San Quirico

Quiet Cottage, San Quirico

Indipendent country house
FamilyValueCheckout

Cottage in Pescia with Pool and Garden
LocationFamilyWalkability

Private house with private pool | pet friendly
FamilyLocationCheckout
Pet-friendly cottage rentals

Countryside, 10 min from Siena
ValueLocationAmenities

The Five Oaks Cottage
LocationValueAccuracy

la villetta
LocationValueView

Casa degli ulivi, live Chianti with swimming pool
FamilyLocationAccess

House in Sogna
LocationAmenitiesAccuracy

Villetta Belvedere
FamilyLocationGrill

Tuscan Barn Apartment for 6 with panoramic pool
ValueFamilyPets

The Cottage Florence
LocationValueGetting around
Private cottage rentals

Old Chianti chapel-style cottage
ValueFamilyGrill

Lovely cottage in the park of a Renaissance Villa
ValueLocationAmenities

Casa Roberta: a beautiful view of the Crete!
LocationValueWalkability

FARMERShouse/casaBARTHEL 15' from the City Center
ValueFamilyLong stay

Cozy Italian stone cottage central Tuscany
FamilyValueView

Chianti Loft (AC & Pool)
FamilyValueGrill

Chiantihouse with garden
LocationValueQuiet

Historic Mill in the Countryside -Chianti Classico
FamilyValueRiver
Destinations to explore
- House rentals San Gimignano
- Rentals with a hot tub San Gimignano
- Family-friendly rentals San Gimignano
- Vacation home rentals San Gimignano
- Farmstay rentals San Gimignano
- Rentals with pools San Gimignano
- Rentals with breakfast San Gimignano
- Luxury rentals San Gimignano
- Condo rentals San Gimignano
- Hotel rooms San Gimignano
- Pet-friendly rentals San Gimignano
- Apartment rentals 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)
- Cala Violina
- Stazione Santa Maria Novella
- Pisa Centrale Railway Station
- Uffizi Gallery
- Spiagge Bianche
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fortezza da Basso
- Gulf of Baratti
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Pitti Palace
- Palazzo Vecchio
- Piazza della Signoria
- Boboli's Garden
- Mount Amiata
- Medici Chapel
- Things to do San Gimignano
- Tours San Gimignano
- Nature and outdoors San Gimignano
- Food and drink San Gimignano
- Art and culture 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
- 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







