
Holiday rentals with outdoor seating in Siena
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Top-rated rentals with outdoor seating in Siena
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Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

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.

Virgi House
Virgi House is a 160 sqm villa, located 3 km far from Siena’s hystorical center. The villa is distributed over three floors. On the first one there is a double bedroom with bathroom and terrace, a large open space living room, a modern kitchen and a bathroom. Downstairs a double bedroom (or 2 single beds), a large bathroom, a study and a bright living room with a loggia from which you can access the private car park and the garden. The property also provides free wifi, air conditioning.

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.

"The Terrace" with a awesome Siena skyline
Experience luxury in the heart of Siena at La Terrazza sul Duomo, a stunning apartment located on the third floor of an ancient building. With its prime location and breathtaking terrace, you’ll enjoy unparalleled views of the Torre del Mangia, the Duomo, and San Domenico. Portions of the original exposed stone walls immerse you in the medieval charm of the city. Features: -Three spacious Double Bedrooms -Two Bathrooms fully equipped - Fully Equipped Kitchen - Splendid Living Room

Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Casa al Gianni - Capanna
Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

"Red Rose" apartment with view of Siena.
Caggiolo is a completely renovated farm consisting of several apartments, each with an independent entrance and private garden, with a panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).

Poggio Bicchieri Holiday Farm - Poesia apartment
Overlooking the Val d 'Orcia, our holiday farm consists of 2 apartments each with a kitchen, bedroom, and bathroom. Large equipped garden. Surrounded by silence, close to Pienza, Montalcino, Bagno Vignoni, and the natural thermal baths of Bagno San Filippo. Getting here is very easy; the last km of the road is unpaved but accessible for all.

A terrace overlooking magic
Beautiful panoramic apartment with terrace located in the heart of the city, a stone’s throw from Piazza del Campo. Very bright and airy, a rarity in Siena, the apartment enjoys dream views over both the city and the famous countryside. Free street parking nearby.

"La Lambarda" tower Suite
In Val d'Orcia there is a small medieval village called Monticchiello, surrounded by walls and protected by four towers; one of these is the "La Lambarda", which stands at the highest point of the country and enjoys a panoramic view across the valley.
Popular amenities for outdoor seating rentals in Siena
House rentals with outdoor seating

Love in Chianti

Casa Al Poggio & Chianti view

Explore Chianti from a Charming Stone House

A green oasis in the historic center.

Raffaella's House in Chianti

Podere Piazza house with panoramic view

Antico Borgo Ripostena – n. 8 Old House

Nice and pretty romantic two-room apartment Siena
Apartment rentals with outdoor seating

holidays with swimming pool in Tuscany

Villa Mocarello "IL LECCIO"

Resort Panoramic view - Free parking

Piazzale Michelangelo among the olive trees

Casa Bonari - a paradise for the eyes

Villa Bonelli - La Magnolia Apartment

Villa'Colombaiolo di Marciano', 28

Laura Chianti Holidays
Apartment rentals with outdoor seating

Renaissance Residence In San Miniato with a view

Amaryllis House

Fattoria Lornano Winery- villa ''Trebbiano''

Apartment in Florence, Italy

Apartment with panoramic view in Chianti

Panoramic attic in old town of Siena

quiet oasis large garden right in the centre Duomo

In the center of "La Fonte" with parking space and garden
Quick stats about holiday rentals with outdoor seating in Siena
Total rentals
270 properties
Nightly prices starting at
£30 before taxes and fees
Total number of reviews
17K reviews
Family-friendly rentals
140 properties are a good fit for families
Pet-friendly rentals
120 properties allow pets
Rentals with a pool
20 properties have a pool
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