
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 $140 NZD 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, 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.

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.
4.99 out of 5 average rating, 155 reviews
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!
4.91 out of 5 average rating, 161 reviews
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.
4.97 out of 5 average rating, 115 reviews
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.
4.95 out of 5 average rating, 298 reviews
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.
4.98 out of 5 average rating, 218 reviews
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
4.96 out of 5 average rating, 198 reviews
Country cottage C&M immerso nel verde love Tuscany
Country cottage in pietra , indipendente nella campagna Toscana in provincia di Siena ,con ampio giardino, portico e gazebo. La nostra casa e' situata nella campagna del comune di Chiusdino, a soli 5 minuti dai due paesi principali Monticiano e Chiusdino e 10 minuti dalla splendida Abbazia di.Galgano . 30 minuti da Siena , da Monteriggioni , un'ora da Firenze e 30/40min minuti dal mare. Soli 20 minuti dalle belle Terme del Petriolo .
4.94 out of 5 average rating, 204 reviews
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.
4.9 out of 5 average rating, 162 reviews
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.
4.88 out of 5 average rating, 139 reviews
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.
4.79 out of 5 average rating, 290 reviews
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).
4.84 out of 5 average rating, 289 reviews
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.
4.94 out of 5 average rating, 108 reviewsPopular amenities for San Gimignano cottage rentals
Cottage rentals with a hot tub

Da Simone, podere santi Lucia e Pietro
4.94 out of 5 average rating, 242 reviews
Romantic House in Tuscany with jacuzzi
4.96 out of 5 average rating, 85 reviews
Cottage nel verde con jacuzzi privata e piscina
4.88 out of 5 average rating, 81 reviews
Cottage indipendente con Spa Privata
4.94 out of 5 average rating, 16 reviews
Capanna at S. Carlo in Buonconvento
4.95 out of 5 average rating, 39 reviews
Casa a sola con piscina privata | pet friendly
4.76 out of 5 average rating, 34 reviews
Vintage Cottage in Pescia- Cleaning fee Inc
4.67 out of 5 average rating, 3 reviews
Cottage in Pescia with Pool and Garden
4.5 out of 5 average rating, 24 reviewsPet-friendly cottage rentals

Casa del Sole nel Chianti
4.92 out of 5 average rating, 143 reviews
The Five Oaks Cottage
4.83 out of 5 average rating, 175 reviews
Piccolo Cottage San Gimignano
4.95 out of 5 average rating, 174 reviews
Casa Valentino, a few km from San Gimignano
4.92 out of 5 average rating, 37 reviews
Villetta Belvedere
4.91 out of 5 average rating, 88 reviews
Private Country House with swimming pool -Chianti
4.95 out of 5 average rating, 57 reviews
The Cottage Florence
4.92 out of 5 average rating, 76 reviews
House in Sogna
4.71 out of 5 average rating, 34 reviewsPrivate cottage rentals

Peaceful modern eco house in the Tuscan hills
4.88 out of 5 average rating, 161 reviews
Chiantihouse with garden
4.88 out of 5 average rating, 169 reviews
FARMERShouse/casaBARTHEL 15' from the City Center
4.83 out of 5 average rating, 175 reviews
LIKE AT HOME! FAMILY COUNTRY HOUSE!
4.96 out of 5 average rating, 114 reviews
Casa Roberta: una splendida vista sulle Crete!
4.83 out of 5 average rating, 161 reviews
Lovely cottage in the park of a Renaissance Villa
4.81 out of 5 average rating, 243 reviews
Cozy villa in Tuscany countryside
4.83 out of 5 average rating, 112 reviews
Historic Mill in the Countryside -Chianti Classico
4.83 out of 5 average rating, 132 reviewsDestinations to explore
- House rentals San Gimignano
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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
- Stazione Santa Maria Novella
- Cala Violina
- Mercato Centrale
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mugello Circuit
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Uffizi Gallery
- Gulf of Baratti
- Piazza della Repubblica
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Parco delle Cascine
- 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
- Dining Siena
- Food tours Siena
- Cultural tours Siena
- Outdoors Siena
- Landmarks Siena
- Wildlife Siena
- Cooking Siena
- Things to do Tuscany
- Water sports Tuscany
- Flying Tuscany
- Cooking Tuscany
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- Landmarks Tuscany
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- Wildlife Tuscany
- Galleries Tuscany
- Outdoors Tuscany
- Food tours Tuscany
- Dining Tuscany
- Museums Tuscany
- Performances Tuscany
- Art workshops Tuscany
- Shopping and fashion Tuscany
- Cultural tours Tuscany
- Things to do Italy
- Workouts Italy
- Shopping and fashion Italy
- Food tours Italy
- Cooking Italy
- Cultural tours Italy
- Flying Italy
- Wellness Italy
- Tastings Italy
- Wildlife Italy
- Landmarks Italy
- Performances Italy
- Museums Italy
- Art workshops Italy
- Dining Italy
- Galleries Italy
- Outdoors Italy
- Architecture Italy
- Water sports Italy







