
Cottage holiday rentals in Siena
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Top-rated cottage rentals in Siena
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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.

Stone House with Exclusive Pool Codilungo in Chianti
Spend a holiday in the heart of the Tuscan countryside in this cozy stone house with terracotta floors and beamed ceilings in solid oak, furnished with paintings of author , equipped with all comforts. Enjoy yourself by swimming in the large infinity pool (18m X 9m, open from May 1st to October 15th for guests of Stone house use only) or relax in an armchair under the loggia, tasting a glass of Chianti wine in front of the rolling hills of vineyards, olive groves, woods and medieval villages.

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.

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. Rooms sanitized by health protocols. 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

Your Tuscan oak tree house, enchanting Val d'Orcia
The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.

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.

From Simone, podere santi Lucia and Pietro
Recently inaugurated, the property is a portion of a Tuscan farmhouse with an independent entrance immersed in the Sienese countryside just 10 minutes from the historic centre of Siena. The apartment consists of two double bedrooms, a bathroom with shower and bathtub, a living room, a kitchen. A 60*120 cm cot with safety bars is available on request. Outside there is a common farmyard. The price is for the entire apartment. Tourist tax €1.50/person

Casa Roberta: a beautiful view of the Crete!
Beautifully renovated stone house, located on the hill of Vescovado di Murlo. It is on the edge of the historic center in a quiet area where you can only hear the sound of nature. Two floors with a small garden with a beautiful view. It can accommodate four guests. The house is not suitable for disabled people (presence of stairs, unsuitable doorways). Cars must be parked outside, in the many parking lots of the Borgo.

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.

Countryside, 10 min from Siena
Apartment and large 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).

Small Cottage in San Gimignano
Surrounded by idyllic countryside, this pretty holiday home contains flat-screen TV, free Wi-Fi and a barbeque. Parking is available onsite as is gas central heating. The airy home contains one tastefully-decorated double bedroom.
Popular amenities for cottage rentals in Siena
Cottage rentals with a hot tub

Hut at S. Carlo in Buonconvento

Romantic House in Tuscany with jacuzzi

Detached Cottage with Private Spa

Luxury Cottage Spaccasole - Pool W/Cortona

Cottage in the countryside with private jacuzzi and swimming pool

Panoramic view & outdoor jacuzzi - Pienza

"Rosso Poggiolo" farmhouse with swimming pool.

Tuscany Villa Girasole
Pet-friendly cottage rentals

FAETOLE typical Tuscan country house near FLORENCE

Restored Barn in Chianti property, pool, terrace

Cottage in the south of Tuscany

Villetta Belvedere

Castellin di Bocco Tuscan countryhouse with pool

Tuscan Barn Apartment for 6 with panoramic pool

Chianti Independent barn

La Casa del Frantoiano - Pari -
Private cottage rentals

A Romantic House Terrace with a Straordinary View

Stunning cottage on the Tuscan hills

Tuscan countryside vacation home with pool

The Five Oaks Cottage

HOUSE IN TUSCANY, WITH POOL

Typical Tuscan cottage

Loft & patio under the vineyard

Chianti Loft (AC & Pool)
Quick stats about cottage rentals in Siena

Nightly prices starting at
Siena holiday rentals start at £119 per night before taxes and fees

Verified guest reviews
Over 90 verified reviews to help you choose

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

4.9 Average rating
Siena stays are highly rated by guests – averaging 4.9 out of 5!
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- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Strozzi Palace
- Mercato Centrale
- Santa Maria Novella
- Ponte Vecchio
- Great Synagogue of Florence
- Basilica Di San Miniato A Monte
- Lake Trasimeno
- Marina di Cecina
- Del Chianti
- Basilica of Santa Maria Novella
- Spiagge Bianche
- Eremo Di Camaldoli
- Cala Violina
- Piazza della Signoria
- Uffizi Gallery
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazzale Michelangelo
- Piazza della Repubblica
- Cascate del Mulino
- Parco delle Cascine
- Pitti Palace
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