Apartment holiday rentals in Asciano

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.

4.98 out of 5 average rating, 165 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 or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away

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An aerial view captures the agriturismo surrounded by lush green fields and a neatly arranged row of tall cypress trees. The inviting pool reflects the serene landscape, and the winding dirt road leads towards the property, nestled amid the picturesque Crete Senesi.

4.97 out of 5 average rating, 187 reviews

Loggiato 1 in agriturismo con piscina condivisa

Appartamento per 2 persone nell'agriturismo Santa Lucia (agriturismo DIVISO IN 7 APPARTAMENTI) nelle Crete Senesi a 10 km da Siena. Situato al primo piano con tavolino privato dinanzi alle vetrate del loggiato d'ingresso. Composto da camera matrimoniale (due letti singoli uniti per formare un letto matrimoniale), bagno con doccia e soggiorno con cucina funzionale. Spazio esterno con tavolo e sedie a disposizione al piano terreno. ARIA CONDIZIONATA in camera A PAGAMENTO secondo il consumo.

ValueFamilyQuiet

5.0 out of 5 average rating, 155 reviews

A spacious piazza is surrounded by elegant medieval architecture, featuring a central hexagonal area with open-air seating. Stone pathways lead to various shaded spots, while umbrellas provide shelter for patrons. Beautiful clouds drift overhead, enhancing the vibrant scene of daily life in the historical center.

Apartment in Arezzo

Piazza Grande Boutique Apartment

Affacciato sulla più bella piazza del centro storico di Arezzo, dove si svolge la rievocazione della Giostra del Saracino, il Piazza Grande Boutique Apartment è situato al secondo piano di un palazzo medievale, con vista sui bellissimi palazzi e le Logge Vasariane ed è una location unica nel suo genere. L'arredamento, opera della contessa Cesaroni Venanzi è stato realizzato con bellissimi mobili antichi reinterpretrati in chiave moderna ed arricchiti da contaminazioni contemporanee.

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The lounge features elegant walls adorned with intricate frescoes and moldings. A large mirror reflects the refined decor. Two white armchairs and a colorful sofa provide seating, while a coffee table rests on a patterned rug before a decorative fireplace.

4.97 out of 5 average rating, 116 reviews

Luxury frescoed apartment in the historical center

The Palazzo Pannilini Superior apartment is composed of a bright entrance enriched by an elegant coffered ceiling, a large fully frescoed lounge, a large foyer, a kitchen equipped with a terrace, a dining room topped with a frescoed vault, four bedrooms, three bathrooms, a wardrobe room, and a panoramic terrace where you can sunbathe and relax. The apartment is located at the second floor with no elevator. The apartment has air conditioning.

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4.87 out of 5 average rating, 151 reviews

The exterior of the building showcases a three-story structure surrounded by greenery. Mature trees and flowering plants create a serene atmosphere, while a winding stone path leads through the garden. A charming fountain adds to the inviting outdoor space.

Apartment in Torrenieri

Appartamento Lavanda

L'appartamento Lavanda è situato a Torrenieri (SI) piccola frazione del comune di Montalcino, dotato di ogni confort per trascorrere una rilassante vacanza o per impegni di lavoro. Ottima posizione per visitare gli splendidi borghi della Val d'Orcia, come San Quirico d'Orcia, Pienza, Montepulciano,.. E per chi volesse avventurarsi può percorrere la via Francigena distante da noi 5 minuti a piedi godendo dei meravigliosi paesaggi Toscani.

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Apartment in Buonconvento

An aerial view captures the extensive grounds of the agriturismo, showcasing a swimming pool surrounded by tall cypress trees and lush green fields. The rustic buildings are nestled among the natural landscape, with rolling hills visible in the background.

4.86 out of 5 average rating, 124 reviews

Appaloosa - Apartment for couples and families

Appaloosa apartment accommodates 4–5 guests and offers air conditioning, Wi-Fi and direct access to the panoramic swimming pool. Ideal for couples or families looking for a relaxing stay in the Tuscan countryside. On the ground floor there is a kitchen, living area, a twin bedroom and a bathroom with shower. Upstairs, reached by a spiral staircase, is the double bedroom with an additional single chair bed.

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An open living space features a cozy double sofa bed in the background, complemented by a small dining area with a white table and red chairs. Decorative shelves display kitchenware against a neutral wall. A door leads to an outdoor area with greenery visible beyond.

4.87 out of 5 average rating, 141 reviews

IL CANTUCCIO

Luminoso monolocale provvisto di comodissimo divano letto matrimoniale, cucina completamente attrezzata,bagno con doccia, piccola veranda e giardino. Entrata indipendente e parcheggio privato. Situato a 500 mt dal centro storico di Asciano, vicinissimo a stazione ferroviaria e supermercato. Ammessi animali domestici. Parcheggio privato all'interno del giardino per biciclette.

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4.99 out of 5 average rating, 118 reviews

The outdoor pool area features a light blue water surface complemented by three tiered fountains. A small white table with a glass is placed on the wooden deck, surrounded by two white chairs. The rustic stone buildings create a charming backdrop, adorned with greenery.

Apartment in Montalcino

Castel Brunello - 2 doublebed rooms + terrace

Located in amidst the Tuscan countryside, Castel Brunello is offers an outdoor swimming pool and a garden. This self-catering accommodation features rustic-style furnishings, air condioning and free Wi-Fi. They also offer a satellite TV, and a fully equipped kitchenette with a refrigerator and a dining table. Each apartment has a terrace with an outdoor seating area.

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An outdoor dining area is surrounded by lush greenery and flowering plants, featuring a circular table with four elegant wrought iron chairs. A cozy blanket is draped over one chair, and a scenic view of rolling hills extends in the background under a muted sky.

4.94 out of 5 average rating, 288 reviews

Appartamento "Red Rose" con vista su Siena.

Caggiolo è un podere completamente ristrutturato composto da più appartamenti, ognuno con ingresso indipendente e giardino privato, con vista panoramica su Siena. Situato alle Ville di Corsano, a soli 14 km dalla città. Luogo ideale per trascorrere giorni in totale relax e godere delle meraviglie che questa zona offre (Chianti, Val d'Orcia, Crete Senesi..).

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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.

4.9 out of 5 average rating, 104 reviews

Farmhouse apartment with pool

The apartment has been carefully restored, in keeping with its original character and to create harmony between the exterior and interior. It has a large kitchen/living/dining area with open fireplace. Views of the countryside from every window.

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Superhost

The expansive view of rolling hills is captured under a dynamic sky filled with scattered clouds. The lush greenery contrasts with the golden fields, creating a serene landscape. In the foreground, the garden area is surrounded by rustic pathways and trees, enhancing the natural setting.

4.89 out of 5 average rating, 366 reviews

Podere Le Splandole - Crete Senesi

Facing the beautiful XIX Century Farm of Splandole, farm of historic importance and symbol of the Crete Senesi area, we have comfortable and graciously appointed apartment with a view of the valley below.

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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.

5.0 out of 5 average rating, 368 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.

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Popular amenities for Asciano apartment rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

Apartment in Castelnuovo Berardenga

A cozy bedroom features a spacious bed with a mix of light and darker bedding. Natural light enters through a window dressed in sheer green curtains. An accent chair with a polka dot pattern and a small side table complements the rustic decor, highlighted by wooden beams.

4.85 out of 5 average rating, 196 reviews

Appartamento Crete Senesi

LocationValueLong stay

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, 187 reviews

Casa Bonari - un paradiso per gli occhi

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A spacious terrace is shown, featuring comfortable seating arrangements, including lounge chairs and a small dining table. The area is partially shaded by awnings, with a view of the surrounding landscape. A table is set with fresh strawberries and beverages, inviting relaxation.

5.0 out of 5 average rating, 109 reviews

Terrazza sulle mura di Siena- Casa Laura

ValueFamilyAir conditioning

An outdoor terrace is presented with a modern seating arrangement featuring two white cushioned chairs and a matching sofa surrounding a dark coffee table. The view captures the rooftops of Montepulciano, complemented by a clear blue sky and distant hills.

5.0 out of 5 average rating, 124 reviews

Dimora dell'Erbe - Rooftop Apartment

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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, 112 reviews

Appartamento Mimosa - Poggio al Vento

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4.98 out of 5 average rating, 129 reviews

A welcoming entryway features a mural depicting a serene landscape framed by arches. Built-in shelves display decorative items and books. Natural light illuminates the wood flooring, while a small globe and a vase with dried plants add subtle warmth to the space.

Apartment in San Gusmè

Casa Guardiavigna | Chianti Hills Vineyard Retreat

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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.

4.91 out of 5 average rating, 309 reviews

I Tramonti di Eramo, Montepulciano centro.

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4.92 out of 5 average rating, 389 reviews

An aerial view reveals the rustic stone farmhouse surrounded by lush greenery and vineyards. The inviting pool is set within a well-maintained garden, complemented by outdoor seating and barbecue areas, offering a peaceful retreat in the heart of the Tuscan countryside.

Apartment in Gavignano

Poggio Massiccioli

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Private apartment rentals

4.96 out of 5 average rating, 25 reviews

Casa di nonna nel piazzalino, Crete Senesi (siena)

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An aerial view captures a rustic stone villa surrounded by greenery and mature trees. A swimming pool is visible in the foreground, complemented by lounge chairs. The hillside offers a serene atmosphere, enhancing the idyllic setting of the property.

4.89 out of 5 average rating, 38 reviews

Relax, swimming pool and...Crete Senesi!

ValueFamilyComfort

5.0 out of 5 average rating, 24 reviews

In_Bangaia

LocationDecorAmenities

5.0 out of 5 average rating, 20 reviews

Pool Escape Just Outside Siena

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Apartment in Quercegrossa

A panoramic view reveals rolling hills adorned with vineyards and olive groves, stretching under a dramatic sky. The tan-coloured buildings of the property are nestled among lush greenery, while a serene pool reflects the surrounding landscape.

4.98 out of 5 average rating, 87 reviews

Tuscany jem: La Casa del Fattore del Chianti

LocationFamilyAir conditioning

Superhost

A gravel pathway lined with tall, green cypress trees leads towards a rustic Tuscan home in the distance, framed by a clear blue sky. The well-maintained surroundings suggest a serene and inviting atmosphere for guests.

4.81 out of 5 average rating, 16 reviews

Comfy country home in Asciano with tennis and pool

FamilyValueAccess

An aerial view captures the expansive Tuscan landscape, featuring gently rolling hills and a charming countryside estate. The property includes lush green gardens, a swimming pool, and neatly arranged trees, all set against a moody sky, enhancing the serene atmosphere of the surroundings.

4.97 out of 5 average rating, 61 reviews

Siena, Monteroni d'Arbia, Appartamento La Capanna

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A private swimming pool is framed by lush, green grass and shaded by tall trees. Three lounge chairs are arranged under white umbrellas alongside the pool, inviting relaxation in a serene outdoor setting.

4.95 out of 5 average rating, 77 reviews

Agriturismo con piscina (Peperoncino)

LocationValueBarbecue

Apartment rentals with a hot tub

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.

4.94 out of 5 average rating, 184 reviews

Villa di Geggiano - Perellino Suite

FamilyValueHot tub

A rectangular swimming pool with a shallow and deep end is surrounded by a stone patio and lush greenery. A villa sits on a hillside in the background, featuring a terrace with windows and shutters. Poolside lights are placed around the pool for evening ambiance.

4.9 out of 5 average rating, 147 reviews

Villa’Colombaiolo di Marciano',28

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4.83 out of 5 average rating, 165 reviews

An expansive terrace features a large table surrounded by black chairs, offering a panoramic view of the city. Bright green lounge chairs provide a spot for relaxation. Decorative tiles enhance the visual appeal against a backdrop of historic architecture and blue skies.

Apartment in Florence

At the top faboulous terrace Florence

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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.

4.93 out of 5 average rating, 153 reviews

Charming House in Montepulciano

ValueLocationHeating

4.99 out of 5 average rating, 102 reviews

A living area is presented with a light-colored sofa and a glass coffee table on a patterned rug. Walls are adorned with framed artwork, and a large television is positioned in a wooden cabinet. Double doors lead to an outdoor space, enhancing natural light.

Apartment in Florence

Fully renovated exclusive apartment in Villa

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The living area features a stylish design with a dark gray sofa and two deep red armchairs. A round glass table sits on a marble floor, enhanced by natural light from the two windows with light curtains. A decorative mirror and elegant light fixtures adorn the walls.

4.98 out of 5 average rating, 107 reviews

Domus Nannini - L' Arco di Matteotti Spa

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A heated whirlpool is framed by trees and overlooks a spacious countryside property. Soft purple lighting reflects off the water's surface as evening descends, enhancing the serene surroundings of rolling hills and tall cypress trees.

4.93 out of 5 average rating, 89 reviews

San Giovanni in Poggio, appartamento Alba, 80mq

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