
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 Vittoria - 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), Cappero (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.

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.

Da Simone, podere santi Lucia e Pietro
Di recente inaugurazione, la struttura è una porzione di casolare toscano con ingresso indipendente immerso nella campagna senese a soli 10 minuti dal centro storico di Siena. L'appartamento è composto da due camere matrimoniali, un bagno con doccia e vasca, un soggiorno, una cucina. A richiesta un lettino per bambini 60*120 con protezioni. All'esterno è disponibile un'aia comune. Il prezzo è da intendersi per l'intero appartamento. Tax di sogg. 1,5€/persona

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

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 .

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.

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.

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.....

Countryside Cottage With View - Le Rondini 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.
Popular amenities for cottage rentals in Siena
Cottage rentals with a hot tub

Podere Coreno / autentica pace toscana & relax

Romantic House in Tuscany with jacuzzi

Cottage nel verde con jacuzzi privata e piscina

"Rosso Poggiolo" casale con piscina.

Tuscany Villa Girasole

Capanna at S. Carlo in Buonconvento

Cottage indipendente con Spa Privata

Luxury Cottage Spaccasole - Pool W/Cortona
Pet-friendly cottage rentals

Stunning cottage on the Tuscan hills

Casa Vacanze campagna toscana con piscina

Casa Gialla, Cortona-sunsets in the olive grove

Cottage in the south of Tuscany

Villetta Belvedere

Private pool nature Hideway

Affittacamere La Casa del Frantoiano -Pari-

The Cottage Florence
Private cottage rentals

Old Chianti chapel-style cottage

Il Fienile, characteristic stone cottage for 2

Una Casa Toscana con Vista Unica e Relax Garantito

Restored Barn in Chianti property, pool, terrace

Angalia Guesthouse

Casetta tipica toscana

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 £134 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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- Cathedral of Santa Maria del Fiore
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- Stazione Santa Maria Novella
- Lake Trasimeno
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