
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 Siena's historic centre. 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. There is a common farmyard outside. The price is for the entire apartment. Tourist tax €1.50/person

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

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).

Barn in Chianti
Recently renovated barn, about 50 square meters with large panoramic windows overlooking vineyards and garden. Living room with fireplace, kitchen, bathroom, double bedroom, single bedroom and double sofa bed, terrace, garden with beautiful swimming pool with relaxation area and parking space

Historic Mill in the Countryside -Chianti Classico
Our house is a four centuries-old mill in the Tuscan country-side, completely restored, preserving its original image with a warm and cosy atmosphere where the old and the new perfectly meet. It is the ideal place to spend both a relaxing and cultural holiday.
Popular amenities for Siena cottage rentals
Cottage rentals with a hot tub

Romantic House in Tuscany with jacuzzi

Independent cottage with private spa

Luxury Cottage Spaccasole - Pool W/Cortona

Cottage in the greenery with private jacuzzi and pool

Panoramic view & outdoor jacuzzi - Pienza

"Rosso Poggiolo" farmhouse with swimming pool.

Tuscany Villa Girasole
Pet-friendly cottage rentals

Rustic retreat in the Tuscan hills

FAETOLE typical Tuscan country house near FLORENCE

Cottage in the south of Tuscany

Villetta Belvedere

Lovely apartment, pool, garden view near Siena

QuarterApartment for 6P Agriturismo Quarantallina

Chianti Independent barn

La Casa del Frantoiano - Pari -
Private cottage rentals

Holiday Casa Vacanze Tuscan countryside with swimming pool

Casa Gialla, Cortona-sunsets in the olive grove

Cottage Michelangelo, green in the city

The Five Oaks Cottage

Typical Tuscan house

Loft & patio under the vineyard

Casale Poggiolo Basso - The place of silence

Glicine romantic cottage in country
Quick stats about cottage rentals in Siena

Nightly prices starting at
Siena holiday rentals start at $237 AUD per night before taxes and fees

Verified guest reviews
Over 90 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Piazza della Signoria
- Mercato Centrale
- Ponte Vecchio
- Santa Maria Novella
- Great Synagogue of Florence
- Basilica Di San Miniato A Monte
- Salvatore Ferragamo Museum
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