Condo holiday rentals in Siena

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Top-rated condo rentals in Siena

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Top Guest favourite

Aerial view of the agriturismo surrounded by lush green hills and fields. The property includes a swimming pool, framed by rows of tall cypress trees that create a natural boundary. The rural landscape extends into the distance, illustrating the serene environment.

Condo in Asciano

Loggiato 3 apartment in Tuscany near Siena

The Loggiato 3 apartment for 2 people is located in the Santa Lucia farmhouse (FARMHOUSE DIVIDED INTO 7 APARTMENTS) in the Crete Senesi near Siena and is located on the first floor with a private table in front of the windows of the loggia. Composed of a double bedroom (two single beds joined together), a bathroom and a living room with a functional kitchen. It is equipped with a wood stove. Outdoor space with table and chairs available on the ground floor. AIR CONDITIONING in the room is PAID according to consumption.

LocationFamilyHeating

4.93 out of 5 average rating, 201 reviews

Top Guest favourite

An aerial view reveals a charming country house nestled among rolling hills. Olive trees and vineyards extend across the landscape, while a winding road leads to the property, which is framed by tall cypress trees and lush greenery.

Condo in Asciano

Pink like the sunset sky

The apartment is located on the 2nd floor, consisting of 2 bedrooms (possibility of making double or single beds depending on the needs of the customer), a bathroom, large living room and kitchen equipped for cooking. TV, (for those who request it, a washing machine is available from 9 a.m. to 8 p.m. in our laundry room). To come to us, a car is recommended, to be independent, and to visit the Tuscan countryside. Convenient location for visiting Tuscany I look forward to showing you the real Tuscany!

ValueFamilyBiking

4.99 out of 5 average rating, 233 reviews

Guest favourite

An open living space showcases a white sofa adorned with orange and patterned cushions. Green accent chairs complement the decor. A wooden coffee table sits in the center, while a staircase ascends to a brighter upper level, highlighted by warm lighting and framed artworks.

Condo in Siena

Vintage apartment 400m from 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.

ValueLocationAir conditioning

4.96 out of 5 average rating, 188 reviews

Top Guest favourite

A spacious balcony is lined with arches, providing a panoramic view of the rooftops and distant cathedral of Siena. Terracotta tiles cover the floor, while potted plants add a touch of greenery. Sunlight floods the area, enhancing the architectural features and scenic outlook.

Condo in Siena

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

ValueFamilyOutdoor spaces

4.89 out of 5 average rating, 194 reviews

Guest favourite

The open-plan living area is illuminated by natural light from the large windows, featuring a dining table surrounded by four chairs. Elegant wooden beams adorn the ceiling. A modern kitchen with sleek cabinetry and a comfortable seating area is presented, creating a functional and inviting space.

Condo in Siena

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

LocationFamilyCheck-in

4.94 out of 5 average rating, 191 reviews

Superhost

The living area features exposed brick walls and a wooden beam ceiling. A white leather couch and a dark leather armchair are positioned around a glass coffee table. A decorative folding screen with floral patterns stands in the corner, while a large mirror reflects the bright space.

Condo in Siena

•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!

ValueLocationGetting around

4.86 out of 5 average rating, 124 reviews

Top Guest favourite

A charming outdoor seating area is set against a backdrop of rolling green hills. Two green metal chairs and a matching table are surrounded by flowering plants, with cypress trees rising in the distance under a partly cloudy sky.

Condo in Pienza

Tuscan rural house in Mascagni Farmhouse Pienza

Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?

FamilyLocationLaundry

5.0 out of 5 average rating, 159 reviews

Top Guest favourite

A view captures a historic building in Siena, displaying its rustic architecture and multiple arched windows. In the foreground, trees bloom with pink flowers, while green vegetation adds a touch of nature. The iconic tower of Siena is visible in the background under a clear blue sky.

Condo in Siena

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.

FamilyValueAmenities

4.97 out of 5 average rating, 224 reviews

Top Guest favourite

Condo in Siena

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.

LocationFamilyCondition

5.0 out of 5 average rating, 114 reviews

Top Guest favourite

A modern living space features a bright red sectional sofa positioned against a textured stone wall. A stylish kitchen island with seating is visible, along with minimalistic lighting fixtures and decorative plants, creating a blend of comfort and contemporary design.

Condo in Siena

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.

LocationValueCheck-in

4.99 out of 5 average rating, 250 reviews

Top Guest favourite

A modern bedroom features a spacious bed with soft linens against a stylish mural of an arched window adorned with greenery. A vintage-style mirror complements the elegant decor, while soft lighting highlights the architectural details of the brick archway.

Condo in Siena

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.

LocationValueLayout

5.0 out of 5 average rating, 121 reviews

Top Guest favourite

A gravel path meanders through a lush garden, surrounded by vibrant greenery and clusters of flowering plants. Towering trees provide dappled sunlight, enhancing the natural beauty of the serene environment.

Condo in Siena

rare large private garden right in Siena centre

truly central, in the heart of walled city, very easy walking distance to all sites as well as restaurants and shops, but facing away from traffic and onto gardens. great for groups/families/children/longer stays/workation - 3 bedrooms + large living/fourth bedroom

ValueFamilyLong stay

4.85 out of 5 average rating, 131 reviews