Apartment vacation rentals in Pienza

An inviting interior features exposed brick walls and a blend of modern and rustic design elements. A staircase leads to the upper floor, while large doors open to reveal a view of the outdoors. A wooden table and a cozy chair enhance the living space.

4.97 out of 5 average rating, 127 reviews

Under the sunset, Montepulciano

In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting for all the guests of our 4 apartments We can organize barbecue with paired wines after 7 pm. Large free parking area 100 mt away

A spacious bedroom features a double bed adorned with a yellow bedspread. Natural light floods in from wide glass doors leading to a balcony with views of the valley. A cozy seating area includes two armchairs and a small table, complemented by decorative curtains.

4.98 out of 5 average rating, 140 reviews

Stuart White Tea Central Panoramic & Garden

Offering ample space, the apartment features two double bedrooms, two full bathrooms, and a living room with a kitchen. The bedroom balconies offer stunning views of the valley and natural light. Its proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. It has also access to a secluded, terraced backyard garden. It provides a comfortable retreat perfect for long term stays. A public parking is available nearby.

A wooden table is set with two cream-colored cups and a small vase filled with dried wheat and decorative grasses. The white brick wall creates a warm backdrop, enhancing the inviting atmosphere of the dining area.

4.99 out of 5 average rating, 274 reviews

Montepulciano Downtown Storico

Nice 60 sqm apartment located in the main street of the village. It is located on the second and last floor of a historic palace. The entrance is located on the main street of the town while the windows overlook the outside of the walls offering a breathtaking view. Apartment consists of: entrance hall, living room with double sofa bed, bedroom, kitchen, bathroom with roof window. It is equipped with microwave, large oven, dishwasher, washing machine and wi-fi.

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, 167 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.

Apartment in Monticchiello

Two comfortable chairs are positioned on a lush green lawn, complemented by a small wooden table. A basket of vibrant yellow flowers is nearby, set against a backdrop of rolling hills and cypress trees under a clear blue sky.

4.97 out of 5 average rating, 172 reviews

Casa Bonari - a paradise for the eyes

Casa Bonari is a single-level independent apartment inside a villa at the foot of Monticchiello. It consists of 3 bedrooms, 2 bathrooms, an equipped kitchen and a living room. The rooms are bright and furnished in Tuscan style, with old restored family furniture combined with contemporary elements. The kitchen is fully equipped and the apartment is surrounded on all sides by a large garden, so that all rooms boast a beautiful view of the countryside.

A small wooden table set for two is adorned with fine china cups and a delicate flower vase. The balcony offers a panoramic view of the rolling hills, as the sun sets, casting warm hues over the landscape.

4.94 out of 5 average rating, 249 reviews

I Tramonti di Eramo, Montepulciano city center.

Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historic center offers breathtaking views of the surrounding countryside, providing an authentic and unforgettable experience. Step outside and savor the historic atmosphere of Montepulciano. Just a few steps away, you will find the extraordinary Piazza Grande, excellent restaurants, and all kinds of services. Tuscany awaits you for a unique experience.

Apartment in Castiglione d'Orcia

The image showcases a sprawling rural landscape viewed from above, featuring a rustic stone building with a terracotta roof. Surrounding areas include lush green fields, trees, and hills in the distance, under a bright blue sky accented by soft, fluffy clouds.

4.9 out of 5 average rating, 117 reviews

agriturismo il poderuccio "sweet apartment"

The farm IL PODERUCCIO has several apartments, including: - A romantic apartment opened in 2019 consisting of a private bathroom and a single room with double bed, single sofa bed and equipped kitchen. Independent entrance, private loggia for outdoor dining, and a magical window overlooking a breathtaking view.

4.89 out of 5 average rating, 381 reviews

A scenic view of the Tuscan hills is framed by clusters of pink roses in the foreground. The rolling landscape features layers of green and gold fields, softly fading into the horizon under a clear sky.

Apartment in Montalcino

Panoramic Country Suite Montalcino

Fonte Aulente is a Tuscan farmhouse from the 12th century recently restored surrounded by beautiful garden-park, 2 km from Montalcino with amazing views on Tuscan hills. We offer a beautifully furnished apartment with independent entrance and all facilities.

Apartment in Monticchiello

A spacious suite features a comfortable bed with neutral-toned bedding, complemented by wooden beams overhead. A freestanding bathtub is positioned near the entrance. Soft lighting creates a calming ambiance, while the adjoining bathroom is accessible through a glass door, enhancing the airy feel of the space.

4.98 out of 5 average rating, 395 reviews

Romantic Tower's dating 1200

The residence "Il Torrino" is a panoramic apartment obtained from the restauration of an ancient tower belonging to the boundaries of the medieval suburb Monticchiello. The apartment has an incredible view on the Val d'Orcia. You can't imagine ...

A scenic rural landscape captures rolling hills and expansive fields bathed in warm sunset hues. The silhouette of a rustic villa, surrounded by trees and olive groves, is positioned in the foreground, while distant mountain outlines are visible on the horizon.

4.99 out of 5 average rating, 101 reviews

Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves

Pick figs and rosemary in secluded, extensive gardens and soak up the peace and quiet of this beautiful rural setting with spectacular panoramic views. Whitewashed walls, terracotta-tiled floors, and ceiling beams reflect the space's rich history.

A rustic dining area features a spacious table set with plates and glassware, surrounded by wooden chairs. Exposed beams highlight the ceiling, while a soft lamp provides gentle illumination. A glimpse of the outside view can be seen through the window, enhancing the inviting atmosphere.

4.9 out of 5 average rating, 182 reviews

Tuscany on the terrace, downtown Montepulciano

Welcome to Montepulciano, the hidden jewel of Tuscany, where the historical charm blends harmoniously with natural beauty. Our Airbnb in the heart of the historic center embodies the elegance and authenticity of this region.

Apartment in Castiglioncello del Trinoro

The image captures a charming stone exterior framed by blooming flowers and greenery. A doorway with a blue grille leads into a historic building, while the gravel pathway invites exploration. Soft evening light enhances the warm tones of the stone walls.

5 out of 5 average rating, 342 reviews

Stunning Tuscan apartment in 14 Century Palazzo

L'appartamento si trova al terzo piano di un edificio risalente al 1400,il borgo di Castiglioncello del Trinoro risale al1100,si affaccia sulla val d'orcia con vista a 360 gradi.

Popular amenities for Pienza apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

Apartment in San Giovanni d'Asso

A bright living area features a wooden table with a wine bottle and glass in the foreground. Large glass doors open to a patio, revealing countryside views and two outdoor chairs facing the tranquil landscape.

5 out of 5 average rating, 23 reviews

Podere Ferranino #Cimabue Townhouse

Apartment in Monticchiello

A cozy room features a spacious bed against a white wall, complemented by rustic wooden beams and an inviting reading chair. A dining table is set with floral arrangements and tableware. Natural light is seen streaming through the open door leading to the garden.

5 out of 5 average rating, 74 reviews

Casa Tórta - comfort room

Superhost

A view from an open window reveals a panoramic landscape of rolling green hills and trees, framed by rustic stone architecture. Distant mountains rise under a clear blue sky, completing a serene and expansive scene.

4.66 out of 5 average rating, 225 reviews

Artistica Pienza | Breathtaking View of Val d'Orcia

Apartment in Castiglione d'Orcia

A rustic stone farmhouse is surrounded by colorful flower pots, adding charm to the entryway. The structure features a mix of wooden shutters and terracotta accents. A gravel driveway leads to the entrance, framed by lush greenery and vibrant blooms.

4.99 out of 5 average rating, 84 reviews

Mimosa Apartment - Poggio al Vento

A spacious bedroom features a large bed dressed in a vibrant red and orange patterned coverlet. A wooden bedside table sits nearby, and a painting adorns the wall. Natural light filters in through a window with wooden shutters, highlighting the exposed wooden beams above.

4.94 out of 5 average rating, 90 reviews

Via del Bacio Uno (literally Kiss Street One)

An aerial view captures a charming property surrounded by lush greenery and rolling hills. A rectangular swimming pool is situated in the garden, framed by tall cypress trees. The rustic buildings reflect traditional Tuscan architecture, enhancing the serene landscape that stretches into the distance.

4.86 out of 5 average rating, 28 reviews

Poggio ai Gelsi, Ginestra Lodge

A round dining table is set on a terrace, surrounded by woven chairs. A colorful yellow vase filled with pink flowers is at the center. The view reveals rolling hills and a clear sky, providing a serene backdrop to outdoor dining.

4.92 out of 5 average rating, 96 reviews

Casa Evelina - Incredible View, Central Location

5 out of 5 average rating, 28 reviews

An outdoor lounge area is shaded by a lush pergola, offering expansive views of the surrounding countryside. Comfortable seating surrounds a modern round table, while a potted plant adds a touch of greenery, creating a serene spot for relaxation.

Apartment in Lucignano

Palazzo Trapani Luxury Residence

Private apartment rentals

4.95 out of 5 average rating, 95 reviews

A spacious bedroom features a large bed adorned with soft linens. Natural light enters through a window, complemented by warm lamplight. Stone walls and wooden beams add rustic charm. A dresser and side table provide functional decor, and framed images line the walls, enhancing the elegant atmosphere.

Apartment in Pogi

Borgo Iesolana Suite Superior

Apartment in San Quirico d'Orcia

A charming balcony features a small dining table with four chairs and colorful flower pots. Stone archways provide views of the surroundings, while plants hang gracefully from the ceiling, creating a peaceful outdoor space for relaxation.

5 out of 5 average rating, 95 reviews

Antica Loggia - Apartment with view

4.91 out of 5 average rating, 86 reviews

A view from the window showcases mist-covered rolling hills and lush greenery. Trees and a rustic building can be seen in the distance, framed by the natural surroundings. The sky displays a soft blue hue, adding to the serene landscape.

Apartment in Asciano

Farmhouse apartment with pool

Apartment in San Casciano dei Bagni

5 out of 5 average rating, 31 reviews

Open space studio apartment FL

Apartment in Monteroni d'Arbia

A warm evening scene captures a heated whirlpool with soft purple lighting. Olive trees frame the area, and a rustic villa is visible in the background, surrounded by tall cypress trees against a gently fading sky.

4.96 out of 5 average rating, 70 reviews

San Giovanni in Poggio, Twilight app. 60 sqm

An outdoor swimming pool is set against a backdrop of rolling green hills. Sun loungers with umbrellas surround the pool, providing shaded areas. A jacuzzi is positioned nearby, with manicured lawns and pathways leading towards the pool area.

5 out of 5 average rating, 19 reviews

Terra Antica Suites & Villas – Cervognano

A well-lit kitchen area features light-colored cabinetry and a decorative ceiling with wooden beams. Counters are complemented by a central dining table adorned with a floral arrangement. Multiple shelves display jars and bottles, enhancing the space's functionality.

4.95 out of 5 average rating, 78 reviews

Apartment in Pienza's historic center

5 out of 5 average rating, 80 reviews

A spacious room features a double bed with an orange bedspread, complemented by two wooden nightstands. Natural light floods in through a large window with orange curtains, while a wooden beam ceiling adds character. Vintage decor elements are showcased on the walls.

Apartment in Chiusi

Breeder's Room - Triple room breakfast included

Apartment rentals with a hot tub

4.96 out of 5 average rating, 77 reviews

An indoor pool is surrounded by rustic stone walls and a vaulted brick ceiling. Soft lighting enhances the tranquil ambiance. A shallow section of the pool is visible, along with steps leading to another area. Cozy cushions are placed nearby, inviting relaxation.

Apartment in Monteleone

Elegant historic Palazzo, views of Tuscan valley

4.88 out of 5 average rating, 73 reviews

A stone pathway leads to a rustic building adorned with vibrant yellow flowers, framed by wooden shutters. Surrounding greenery adds a lush atmosphere, while a small stone feature is visible to the side, enhancing the tranquil garden setting.

Apartment in Seggiano

Romantic farmhouse, garden apartment with panorama

Superhost

A sunlit outdoor area features comfortable lounge chairs in vibrant colors beside a hot tub. Olive trees and shrubs surround the space, providing a serene backdrop. A gentle slope of green grass continues toward distant hills, enhancing the tranquil atmosphere.

Apartment in Montevarchi

4.88 out of 5 average rating, 105 reviews

Apartment with garden in the heart of Tuscany

5 out of 5 average rating, 32 reviews

A rustic stone building with a warm terracotta roof is set amidst lush olive trees in a serene landscape. The façade features multiple windows and is framed by a spacious outdoor area that invites relaxation.

Apartment in Castelmuzio

Beautiful Sunset Apartment

4.94 out of 5 average rating, 125 reviews

Apartment in Siena

Domus Nannini - L'Angolo di Paradiso Spa (Spa)

An ancient stone well is positioned in the foreground, showcasing intricate carvings and a circular top. In the background, an impressive stone building features a tower and windows, accented by flags. The scene captures the historical charm of Montepulciano's central square under a clear blue sky.

4.92 out of 5 average rating, 152 reviews

Charming House in Montepulciano

4.91 out of 5 average rating, 138 reviews

The spacious living area features a dining table set for four, surrounded by wooden chairs. A cozy seating arrangement of two light-colored couches is visible, with decorative pillows. The elegant archway above connects the living space to the mezzanine, enhancing the open layout.

Apartment in Siena

Penthouse in Siena near Piazza del Campo and Palio