
Cottage vacation rentals in San Gimignano
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Quick stats about cottage rentals in San Gimignano

Nightly prices starting at
San Gimignano vacation rentals start at G$16,739 GYD per night before taxes and fees

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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.

Monteriggioni Castello, holiday house in Tuscany
Our accommodation is a historic building that dates back to the construction of the castle. It has been recently restored and furnished with attention to every detail. It is very welcoming and has all the most modern amenities. Tourists who decide to be our guests will have the advantage of living in the medieval environment of the castle, taking advantage of all the conveniences. They will feel pampered and have the opportunity to return home having lived a unique and unforgettable experience.
FamilyLocationIndoor spaces

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.
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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!
FamilyLocationIndoor spaces

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.
ValueLocationCleanliness

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.
ValueFamilyAccess

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.
LocationValuePets

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
ValueFamilyWalkability

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.
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Chianti Barn with Pool and Vineyard View
🌿 DESCRIPTION Renovated barn in the heart of Chianti, surrounded by vineyards and silence. 20 minutes from Florence, 45 from Siena, 50 from Pisa, also convenient for Arezzo, Certaldo, San Gimignano and Vinci. Large panoramic windows, a terrace for barbecuing, a small private garden and a shared swimming pool. Ideal for those seeking relaxation, nature, and a strategic base for exploring Tuscany.
ValueLocationAmenities

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).
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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.
ValueFamilyPool

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

From Simone, podere santi Lucia and Pietro
FamilyValueAccuracy

Romantic House in Tuscany with jacuzzi
LocationFamilyCleanliness

Cottage in the countryside with private jacuzzi and swimming pool
FamilyLocationKitchen

Detached Cottage with Private Spa
LocationAccuracyView

Capanna at S. Carlo in Buonconvento
LocationFamilyPool

Vintage Cottage in Pescia- Cleaning fee Inc
LocationPoolAmenities

Private house with private pool | pet friendly
LocationFamilyAccuracy

[Pool + Jacuzzi / Cecina-MARE5 minutes]
LocationQuietOutdoor spaces
Pet-friendly cottage rentals

The Five Oaks Cottage
LocationFamilyBackyard

Casa La Misura nel cuore del Chianti
FamilyValueHeating

Piccolo Cottage San Gimignano
LocationValueBiking

Casa del Sole in Chianti
LocationValueDecor

Tuscan Barn Apartment for 6 with panoramic pool
ValueLocationPets

Villetta Belvedere
FamilyLocationKitchen

The Cottage Florence
ValueFamilyBackyard

Casa Valentino, a few km from San Gimignano
LocationFamilyNearby
Private cottage rentals

Peaceful modern eco house in the Tuscan hills
FamilyLocationLaundry

LIKE AT HOME! FAMILY COUNTRY HOUSE!
FamilyValueParking

Chiantihouse with garden
ValueLocationDecor

Lovely cottage in the park of a Renaissance Villa
ValueLocationCleanliness

Cozy villa in Tuscany countryside
ValueLocationLong stay

FARMERShouse/casaBARTHEL 15' from the City Center
FamilyValueGetting around

Casa Roberta: a beautiful view of the Crete!
ValueLocationBathroom

Historic Mill in the Countryside -Chianti Classico
FamilyLocationIndoor spaces
Destinations to explore
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- Cottage rentals Siena
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- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Mugello Circuit
- Cala Violina
- Stazione Santa Maria Novella
- Pisa Centrale Railway Station
- Mercato Centrale
- Spiagge Bianche
- Uffizi Gallery
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Gulf of Baratti
- Fortezza da Basso
- Parco delle Cascine
- Piazza della Repubblica
- Del Chianti
- Piazzale Michelangelo
- Piazza della Signoria
- Palazzo Vecchio
- Pitti Palace
- Boboli's Garden
- 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







