Vacation rentals in Siena

5 out of 5 average rating, 260 reviews

An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.

Condo in Noce

Podere Vergianoni immerso nelChianti con piscina

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.

A doorway opens to a warm, inviting space featuring a cozy bedroom with a spacious bed dressed in light linens. The room includes wooden ceiling beams and a small table with chairs in the background, complemented by natural light filtering through the window.

4.94 out of 5 average rating, 182 reviews

Casa Fusari - Apartment next to the Duomo

! Please check the house rules before booking ! Completely renovated apartment with fine finishes located in a building of 1746, one minute walk from Piazza del Duomo and two minutes from Piazza del Campo. Strategic position in the heart of the historic center, very convenient raised ground floor from which you can see part of the Duomo, next to the apartment you will find two great restaurants. A few steps away you will also find the escalator to the parking lot Santa Caterina.

Superhost

The living space features high ceilings with decorative beams and elegant pendant lighting. A modern kitchen is visible, complemented by a dining table and white chairs. Two plush white sofas are arranged for comfort, with a decorative plant adding a touch of greenery.

4.92 out of 5 average rating, 239 reviews

Palazzo Casini Piccolomini Apartment

Newly renovated apartment, located on the 2nd floor of the historic Palazzo Casini Piccolomini, in the heart of downtown Siena, 30 meters from the famous Piazza del Campo, equipped with every comfort to offer our guests an unforgettable stay. Renewed apartment, located on the 2nd floor in the historic Casini Piccolomini building, in the heart of downtown Siena, 30 meters from the famous Piazza Del Campo, fully equipped to offer our guests a great stay in our city.

Apartment in Castelnuovo Berardenga

A historic villa is situated amidst lush, rolling hills, surrounded by vineyards. The exterior features a traditional stone facade, large windows, and terracotta roof tiles. Manicured gardens with circular patterns enhance the property's charm, complemented by tall cypress trees framing the serene landscape.

4.93 out of 5 average rating, 163 reviews

Villa di Geggiano - Perellino Suite

The 700 years old Villa di Geggiano, surrounded by our working vineyard and lovingly maintained gardens, is located in Chianti in Tuscany which is one of the most beautiful regions of Italy. Our guesthouse is located in one of the original garden pavilions of the villa. PLEASE NOTE THAT WE ARE IN THE COUNTRYSIDE WITH VERY FEW PUBLIC TRANSPORT OTHER THAN TAXI SO THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A RENTAL CAR.

4.9 out of 5 average rating, 201 reviews

A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.

Farm stay in Simignano

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!

A panoramic view showcases the charming rooftops of the city, with terracotta tiles and historic buildings. The Torre del Mangia stands prominently in the background, alongside lush greenery and the distant valley. The cloudy sky adds depth to this serene urban landscape.

4.95 out of 5 average rating, 358 reviews

The rooftop terrace

Bright and cozy 95 sqm apartment located on the 4th floor without elevator of a notified building in the heart of the city a few steps from Piazza del Campo, the Duomo and the major attractions of the city. A splendid view overlooking the rooftops will frame your apartment from which you can see the Torre del Mangia, the Basilica dei Servi and the wonderful Val d'Orcia.

A terrace table is set with a striped tablecloth and drinks, surrounded by chairs. A large umbrella provides shade, while a scenic view of historical buildings and green trees in the distance is visible against a bright blue sky.

4.92 out of 5 average rating, 154 reviews

Very centrally located La Palazzina 1632 with terrace and A/C

Entire bright and cozy accommodation just 200 meters from Piazza del Campo, 400 meters from the Cathedral, with convenient car parking just 150 meters away. The beauty and quiet of the countryside in the historic center, enjoyable from the terrace. All amenities within walking distance. Only 5 steps to the entrance.

A spacious living area features a large gray sectional sofa positioned in front of a classic marble fireplace. A decorative coffee table sits on a patterned rug, and a stunning wall sculpture provides focal lighting. Large windows allow natural light to fill the room.

4.94 out of 5 average rating, 186 reviews

Piazza del Campo's home base

Elegant apartment on the top floor of Palazzo Petroni, restored and with access from Piazza del Campo. Furnished with fine furniture and feature windows with breathtaking views will be the ideal setting for your stay in Siena! wi fi, air conditioning, equipped kitchen, large living room with large sofa

A terrace view reveals the vibrant Piazza del Campo, framed by historic buildings. The distant Torre del Mangia stands tall against a backdrop of clouds. A rustic wooden table is placed on the terrace, inviting relaxation while overlooking the lively square.

4.9 out of 5 average rating, 471 reviews

Apartment in Piazza del Campo-Balcone delle Aquile

A cozy apartment with a terrace with unparalleled views of the Torre del Mangia tower and Piazza del Campo. The apartment has three comfortable bedrooms, a living room, a large bathroom and a fully equipped kitchen. A perfect terrace from which to see the Palio, as indicated in the reviews.

Superhost

A balcony provides a scenic view of Piazza del Campo, showcasing the surrounding historic buildings. A small table and chair invite relaxation, while the colorful sunset casts a warm glow over the area, highlighting the lively atmosphere with people enjoying the space below.

4.86 out of 5 average rating, 240 reviews

A BALCONY ON THE PIAZZA OF THE PALIO

Three windows with balcony overlooking Piazza del Campo that allows access to an exclusive terrace with breathtaking views of the Piazza del Palio and the Palazzo Pubblico. One bedroom, large super-equipped kitchen. Sofa bed available to comfortably accommodate up to 4 people

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Popular amenities for Siena vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Siena

5 out of 5 average rating, 12 reviews

An open-plan living area features wooden beams on the ceiling, with natural light filtering through two windows. A stylish dark countertop complements a wooden dining table surrounded by transparent chairs. A vintage dresser is positioned against the wall, adding a touch of historical charm.

Condo in Siena

Stylish and Tuscany home 360° view Piazza Il Campo

A spacious terrace features a large dining table with ample seating, complemented by an umbrella for shade. A scenic view of the distant church and surrounding architecture is visible, framed by lush greenery and a picturesque sky.

4.98 out of 5 average rating, 94 reviews

CASA WOW panoramic terrace * . *

4.97 out of 5 average rating, 69 reviews

A spacious sleeping area is featured, with a plush bed covered in crisp white linens and multiple decorative pillows. Natural light streams through a large window, framed by soft curtains. A stylish round table stands beside the bed, offering a modern touch to the room.

Home in Siena

Domus Nannini - Crossed Loggia Spa

4.95 out of 5 average rating, 66 reviews

A bright bedroom features a spacious bed with crisp white linens, surrounded by warm wooden beams. Two windows open to scenic views, allowing natural light to fill the room. Decorative vases are positioned on the bedside table, adding character to the serene space.

Condo in Siena

Rossella’s House

A spacious bedroom featuring a king-size bed with a padded headboard. A rug with a decorative design is positioned on the wooden floor. Natural light enters through a window with light curtains, and a modern armchair and floor lamp are present in the corner.

5 out of 5 average rating, 17 reviews

Charm and Comfort

Vacation home in Vitignano

A dining area is presented with a spacious table set for four, featuring elegant dishes and glasses. Surrounding elements include a wooden sideboard and a spiral staircase leading to the upper level. Natural light gently illuminates the room through a circular window.

4.97 out of 5 average rating, 37 reviews

Podere Vittoria Apartment: Heart of Chianti

4.97 out of 5 average rating, 279 reviews

A shaded garden area features a hammock suspended from a tree and a round table with chairs, set against a backdrop of lush greenery and rolling hills. The panoramic view extends under a partly cloudy sky.

Home in Poggio San Marco

Charming converted Hayloft overlooking the Chianti Hills