
Condo vacation rentals in Siena
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Top-rated condo rentals in Siena
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La Casetta
“La Casetta”, is a new restored enchanting apartment immersed in the splendid Tuscan countryside, only 2 kms from the medieval village of Casole d'Elsa in Siena province. Situated in a old farm complex with private entrance, large private garden, and access to the communal swimming pool. Furnished with utmost care down to the finest detail. Ideal for a relaxing, regenerative week with family or friends, emerged in an uncontaminated natural landscape. Possibility of excursions on foot and by bicycle in an evocative natural setting of lush forests and gentle hills of rare beauty. One can enjoy local dishes of the wonderful Tuscan tradition in many of the nearby restaurants or organize splendid home-cooked meals with the barbecue in the garden. Ideally situated for visits the many nearby towns and cities rich in art and beauty: 30 mins to Siena, 1 hour to Florence ,30 mins to San Gimignano and Volterra, 45 mins to the Chianti area. La Casetta is the ideal place to regenerate your body and mind. (We are the same owners of “La Senesina" apartment near Siena check out our rating on the web! Our 5 stars ratings are your warranty for a great stunning vacation)
4.93 out of 5 average rating, 197 reviews
Vintage apartment 400m PalioPiazza del Campo Siena
Apartment with independent heating and entrance, renovated , furnished with great care, located in the old part of the city. It features 2 computer friendly zones and allows you to stay with every kind of comfort, including a fitness area. Immersed in the enchantment of the traditional but silent atmosphere of a district of the historic center, it is 50 meters from the Main Street, and from all kinds of shops: restaurants, supermarkets, laundries, newspapers and tobacconists, pastry shops, etc.
4.96 out of 5 average rating, 189 reviews
[NEW] Modern Central Studio with parking space
Welcome to Siena House, my new modern studio apartment located within walking distance of the center of Siena. The central location of the apartment and the private parking for your car is the perfect solution that will allow you to discover and visit all the Senesi wonders on foot and in a few minutes. Super comfortable and ideal to live and visit the beating heart of the city of Siena and its surroundings, being also a few kilometers from the highway. Looking forward to welcoming you!
4.94 out of 5 average rating, 256 reviews
Celeste – The color of the summer sky in Tuscany
The apartment is located on the 2nd floor and consists of 2 bedrooms (possibility of making single or double beds on request), a bathroom, a living room, and a kitchen equipped for cooking. (Washing machine available from 9 a.m. to 8 p.m. in the laundry room) Free parking and wifi. Convenient location for visiting Tuscany's tourist centers. We are in the countryside, in the heart of the Crete Senesi, a car is recommended to be independent and visit the magnificent Tuscan countryside
4.98 out of 5 average rating, 327 reviews
Panoramic attic in old town of Siena
We are pleased to propose a top floor apartment in a historic building located in front of the Cathedral of San Domenico, in the heart of the historic center of Siena, a few steps from Piazza del Campo and the Duomo. The area is equipped with every service: shops, cafes, bars, restaurants. Composed of a large living room, kitchen, two double bedrooms, bathroom and terrace with panoramic views of the city. Very bright, it is equipped with every service to make your holiday enjoyable
4.89 out of 5 average rating, 199 reviews
Charming apartment in the heart of Siena
The apartment is located in historic centre of Siena, in one of the fascinating streets which leads directly to the main square Piazza del Campo. Strategic location of the apartment makes it an ideal starting point for exploring Siena and it's surroundings, perfect as for single travellers and couples, as for families with kids. In the day of Palio from the windows of the apartment you can enjoy watching historical parade when passing by before entering in Piazza del Campo
4.93 out of 5 average rating, 195 reviews
•Il Chiostro• A gem in the heart of Siena
Il Chiostro is a characteristic apartment located in the heart of the center of Siena, part of a historic Sienese building dating back to the 1200s! Most appreciated features: ★ Super central location ★ ★ Unique historic architecture ★ ★ Peaceful and quiet environment ★ ★ Very large spaces ★ An excellent solution for those who want to fully experience the city, immerse themselves in its incredible historical atmosphere and enjoy the Tuscan flavor of a unique holiday!
4.89 out of 5 average rating, 123 reviews
Elegant and Bright Central Loft
Very central loft just renovated , very bright, with air conditioned , located on the third floor without elevator. It enjoys a privileged location near parking and bus station. The area is full of restaurants and clubs. The apartment located in a historic building can accommodate up to 6 people. It has a living room with separate well equipped, kitchen, two bedrooms and two bathrooms both with shower. Perfect for short and long stays.
4.96 out of 5 average rating, 187 reviews
The Door Next Door 2.0
Charming apartment in rustic style. It is located in the historic center of Siena in a perfect location for visiting all the historical sites, attractions and shopping area of Siena on foot. In five minutes, you can reach Piazza del Duomo with its museum and the "Santa Maria Assunta" Cathedral. 600 meters away you can reach the enchanting Piazza del Campo where the "Palio", the traditional horse race, takes place on July 2 and August 16.
4.97 out of 5 average rating, 230 reviews
Lady Camollia Apartment - historic center of Siena
Stay in the heart of Siena's historic center, within the ancient medieval walls, in an elegant 100 m² tourist apartment with external private parking. Just a few steps from Piazza del Campo and the main attractions, it is the ideal solution for families and groups of friends. Typical restaurants, local shops. Comfort, space, and a strategic location for enjoying a true vacation in Siena, surrounded by art, culture, and food and wine.
5.0 out of 5 average rating, 118 reviews
Palazzo del Taja - in the center with whirlpool
Brand new apartment just renovated, located inside the historic Palazzo del Taja in the heart of Siena's historic center, a few meters from Piazza del Campo and the city's main attractions. Subjected to a renovation attentive to details, the apartment is elegant, bright, welcoming and quiet. Complete with every comfort, including a beautiful bathroom with a whirlpool tub, to offer an unforgettable stay to our customers.
4.99 out of 5 average rating, 255 reviews
NEW in Siena, Porta Ovile + free private parking
Enjoy a stylish experience at this place just a stone's throw from Downtown Siena. Newly renovated apartment, furnished with care and elegance. Equipped with all the comforts, it is the ideal place for those who stay for work or for those who want to visit one of the most beautiful cities in Tuscany.
5.0 out of 5 average rating, 125 reviewsPopular amenities for Siena condo rentals
Weekly condo rentals

Casa Manori - refined and cozy two-room apartment
4.99 out of 5 average rating, 104 reviews
My home in the centre of the city 2
4.87 out of 5 average rating, 500 reviews
The walnut tree view, Montepulciano
5.0 out of 5 average rating, 137 reviews
"The Terrace" with a awesome Siena skyline
4.91 out of 5 average rating, 152 reviews
Lovely apartment in Siena
4.99 out of 5 average rating, 112 reviews
Old medieval apartment
4.99 out of 5 average rating, 313 reviews
La Casetta di Brunello,very panoramic with terrace
4.9 out of 5 average rating, 324 reviews
ROMANTIC APARTMENT IN THE HISTORIC CENTER OF SIENA
4.97 out of 5 average rating, 166 reviewsPet-friendly condo rentals

Amazing Apartment near Piazza Grande w/ Terrace
4.92 out of 5 average rating, 190 reviews
Lovely Flat in the center of Siena
4.82 out of 5 average rating, 173 reviews
Tuscan rural home in Mascagni Farmhouse Pienza
5.0 out of 5 average rating, 166 reviews
Amazing view of Val d'Orcia Pienza
4.92 out of 5 average rating, 127 reviews
Casa Gioia
4.92 out of 5 average rating, 150 reviews
Relax among the vineyards of Chianti-IlVillinoFarmhouse
4.81 out of 5 average rating, 366 reviews
HOLIDAY APARTMENT IN HISTORICAL PALACE- MARINA
4.94 out of 5 average rating, 220 reviews
Historic centre - cozy apartment
4.84 out of 5 average rating, 296 reviewsCondo rentals with a pool

Adalberto Apartment inside the Manor of Fulignano
4.95 out of 5 average rating, 152 reviews
Manuela apartment with pool in farmhouse
4.97 out of 5 average rating, 119 reviews
[Ninfea] Ancient House in Tuscany
4.92 out of 5 average rating, 121 reviews
Chianti, elegant barn among vineyards and pool
4.95 out of 5 average rating, 181 reviews
Scenic Stilish Country
4.88 out of 5 average rating, 138 reviews
Charming Residence Castello di Orgiale near Siena
4.97 out of 5 average rating, 88 reviews
Casa Granaio | Ground floor 1-bedroom apartment (2
4.96 out of 5 average rating, 82 reviews
Large Apartment in a Villa, swimming pool, Siena
4.78 out of 5 average rating, 32 reviewsDestinations to explore
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- Lake Trasimeno
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- Cala Violina
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