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

Nightly prices starting at
San Gimignano holiday rentals start at $139 NZD per night before taxes and fees

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Popular amenities for guests
Guests love Kitchen, Wi-Fi 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.

Casa del Sole in Chianti
Typical Tuscan country house in stone with fireplace, large garden, with parking. In the garden, there is a barbecue and wood-burning oven for pizza. The house is nestled among the vineyards and olive groves of Chianti Classico in a small country village. It is 4 km from San Casciano Val di Pesa, 20 km from Florence, 22 km from San Gimignano and 40 km from Siena. A1 Impruneta highway exit 8 km, SGC Fi-Siena 3 km. The house has three bedrooms, one of which is in the annex with bathroom and independent access.
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Cappero Cottage - Masseto In Chianti
MASSETO IN CHIANTI is a private village where you can relax in your private garden and in the pool, play sports, or use it as a base to visit Renaissance cities: Florence, Siena, San Gimignano, Arezzo, Volterra. We offer three other cottages with independent access and a private garden: Quinto (2 beds), Vittoria (4 beds), and Leccio (6 beds). The swimming pool is shared by the 4 cottages, each with a private gazebo, with guaranteed distancing and sanitization in accordance with Covid-19 regulations.
ValueFamilyLong stay

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.
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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!
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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.
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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.
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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
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Countryside Cottage With View - Le Papere 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. Warm and cozy atmosphere that makes you feel instantly at home. For those who wish to live the experience of the Tuscan countryside as it is lived by the locals.
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Casa La Misura in the heart of Chianti
La Misura house is part of Borgo Montecastelli, a beautiful rural complex located right on the border between the provinces of Siena and Florence. Due to its strategic position, straddling two valleys, Borgo Montecastelli enjoys a magnificent panorama from its summit towards the villages that surround it: Panzano, Radda in Chianti, Castellina in Chianti, as well as farmhouses, churches, and towers.
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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 min from Florence, 45 from Siena, 50 from Pisa, also convenient to Arezzo, Certaldo, San Gimignano and Vinci. Large panoramic windows, barbecue terrace, small private garden and shared swimming pool. Ideal for those seeking relaxation, nature and a strategic base to explore Tuscany.
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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 without 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.
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Popular amenities for San Gimignano cottage rentals
Cottage rentals with a hot tub

From Simone, podere santi Lucia and Pietro
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Romantic House in Tuscany with jacuzzi
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Cottage in the countryside with private jacuzzi and swimming pool
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Tuscan country house with pool+garden by Vacavilla

Detached Cottage with Private Spa
LocationQuietSleep quality

Hut at S. Carlo in Buonconvento
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Private house with private pool | pet friendly
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Vintage Cottage in Pescia – Cleaning fee Inc
LocationCleanlinessView
Pet-friendly cottage rentals

Countryside, 10 min from Siena
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Lovely apartment with garden and views near Siena
ValueFamilyHiking

Small Cottage in San Gimignano
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The Five Oaks Cottage
ValueLocationOutdoor spaces

Private Country House with swimming pool -Chianti
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Casa Valentino, a few km from San Gimignano
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Villetta Belvedere
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The Cottage Florence
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Private cottage rentals

Chiantihouse with garden
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Peaceful modern eco house in the Tuscan hills
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Casa Roberta: a beautiful view of the Crete!
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LIKE AT HOME! FAMILY COUNTRY HOUSE!
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FARMERShouse/casaBARTHEL 15' from the City Center
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Lovely cottage in the park of a Renaissance Villa
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Cozy villa in Tuscany countryside
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Historic Mill in the Countryside -Chianti Classico
ValueLocationQuiet
Destinations to explore
- House rentals San Gimignano
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- Cottage rentals Siena
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- 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)
- Stazione Santa Maria Novella
- Cala Violina
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Gulf of Baratti
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Things to do San Gimignano
- Tastings San Gimignano
- Cooking San Gimignano
- Outdoors San Gimignano
- Food tours San Gimignano
- Things to do Siena
- Art workshops Siena
- Tastings Siena
- Museums Siena
- Food tours Siena
- Dining Siena
- Cultural tours Siena
- Outdoors Siena
- Landmarks Siena
- Wildlife Siena
- Cooking Siena
- Things to do Tuscany
- Water sports Tuscany
- Flying Tuscany
- Cooking Tuscany
- Wildlife Tuscany
- Landmarks Tuscany
- Workouts Tuscany
- Tastings Tuscany
- Food tours Tuscany
- Outdoors Tuscany
- Galleries Tuscany
- Dining Tuscany
- Museums Tuscany
- Performances Tuscany
- Shopping and fashion Tuscany
- Art workshops Tuscany
- Cultural tours Tuscany
- Things to do Italy
- Workouts Italy
- Shopping and fashion Italy
- Cooking Italy
- Food tours Italy
- Flying Italy
- Cultural tours Italy
- Wellness Italy
- Tastings Italy
- Wildlife Italy
- Landmarks Italy
- Museums Italy
- Performances Italy
- Art workshops Italy
- Dining Italy
- Galleries Italy
- Outdoors Italy
- Architecture Italy
- Water sports Italy







