Apartment holiday rentals in Montalcino

5 out of 5 average rating, 105 reviews

The exterior of a renovated stone house is framed by greenery, featuring large wooden doors that provide a welcoming entrance. An outdoor dining set is visible on the patio, surrounded by carefully maintained gardens and trees, evoking a serene countryside atmosphere.

Apartment in Cinigiano

Appartamento Spinosa a Podere Capraia

App.to di due locali su due piani, recentemente ristrutturato con arredamento di buon gusto: soggiorno con divano letto (1 piazza e mezza), tavolo da pranzo, TV, WiFi. Angolo cottura con forno , frigo e lavastoviglie. Bagno con doccia, Wc, bidet. Piano superiore camera matrimoniale mansardata, aperta. Uscita su patio antistante attrezzata. Riscaldamento (dal 15/10 al 15/04) , zanzariere. Ammessi animali piccola media taglia. Piscina ( aperta dal 01/06 al 30/09) condivisa con appartamento Solengo

5 out of 5 average rating, 172 reviews

An aerial view captures the sprawling vineyards and olive groves surrounding Podere Vergianoni. The property features a salt-water pool positioned on a terrace, offering panoramic views of the lush Chianti landscape and medieval castle in the distance. Rustic buildings line the garden area.

Apartment in Noce

Antico Podere del 1600 nel Chianti in Toscana

Podere Vergianoni è un antica e storica proprietà risalente al 1600 situato nelle splendide colline del Chianti in Toscana. L'appartamento è arredato in perfetto stile tradizionale dell'antica Toscana : travi in legno, pavimenti in cotto e arredamenti curati e prodotti da artigiani locali che vi faranno vivere un piacevole soggiorno . Nel grande cortile esterno troverete una piscina a sale su terrazza panoramica con stupenda vista su castello colline e vigneti con tramonti mozzafiato.

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.

5 out of 5 average rating, 135 reviews

Mascagni Farmhouse in Val d'Orcia Pienza

Risali le iconiche colline toscane fino a Mascagni Organic Farm, un'azienda biologica dove ti aspetta la tua nuova casa: un fienile del 1500 finemente ristrutturato immerso tra olivi e campi di grano. Rilassati prendendo una tazza di tè, raccogli rosmarini e lavande nel giardino con vista mozzafiato sulla Val d'Orcia. Riscopri la tua vera natura tra i campi incontaminati e gli olivi: qui le passeggiate e i giri in bici non hanno confini! Pronto a creare ricordi che dureranno tutta la vita?

4.92 out of 5 average rating, 177 reviews

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.

Apartment in Asciano

Appartamento Loggiato 3 in toscana vicino Siena

L'appartamento Loggiato 3 per 2 persone si trova nell'agriturismo Santa Lucia (AGRITURISMO DIVISO IN 7 APPARTAMENTI) nelle Crete Senesi vicino Siena ed è situato al primo piano con tavolino privato dinanzi alle vetrate del loggiato. Composto da camera matrimoniale (due letti singoli uniti), bagno e soggiorno con cucina funzionale. E’ dotato di stufa a legna. Spazio esterno con tavolo e sedie a disposizione al piano terreno. L'ARIA CONDIZIONATA in camera è A PAGAMENTO secondo il consumo.

Apartment in Montepulciano

A private terrace is visible, adorned with vibrant flowers and a small table set for two. A bottle of wine and two glasses are elegantly placed, inviting relaxation with a view of the terracotta rooftops and the distant landscape under a pastel sky.

4.93 out of 5 average rating, 148 reviews

"Dimora Valinda" Montepulciano Piazza Grande +A/C

🏠 Ideal location: within walking distance of stores, restaurants and attractions in the historic center. ❄️ Air conditioning for maximum comfort during hot days. 🛁 Washing machine for extended stays or simply for traveling light. 🌅 Private terrace for relaxing moments outdoors. 🍴 Full kitchen with dishwasher, perfect for those who love to cook even on vacation. 🌐 Ultra-fast 150 Mb/s Wi-Fi, ideal for smart working ☕ Well-stocked coffee station for a perfect start to the day.

4.97 out of 5 average rating, 319 reviews

An aerial view captures the property nestled in a scenic landscape, surrounded by rolling hills and cultivated fields. Olive groves line the winding road, with cypress trees dotting the surroundings, showcasing the natural beauty of the Tuscan countryside.

Apartment in Asciano

Verde - I prati in Toscana

Appartamento composto da 1 camera matrimoniale , cucina attrezzata, ampio soggiorno e bagno Tv, BBq, ( mettiamo a disposizione la lavatrice dalle 9 alle 20 che è nella nostra lavanderia a chi ne fa richiesta ) . Consigliamo l'auto in quanto abitiamo in campagna, sia per essere indipendenti , sia per visitare la magnifica toscana Ti piacerá l'ambiente esterno perché é magico di giorno e di notte Parcheggio e wifi gratis Posizione strategica per visitare la Toscana e l'Umbria.

4.97 out of 5 average rating, 279 reviews

A spacious bedroom features warm brick walls and a wooden beamed ceiling. A large bed with a striped blanket is positioned next to a cozy seating area. A desk and chair setup is visible, along with a Smart TV mounted above, completing the functional space.

Apartment in Torrenieri

[9 minutes from Montalcino] Elegant House Mafalda

Comfortable apartment located in the heart of Orcia valley (val d’Orcia); strategic location for visiting the sought-after medieval villages of Montalcino, Castiglione d’Orcia, Pienza, Montepulciano and San Quirico d’Orcia. In addition, Torrenieri (Montalcino) has always been considered an excellent starting point for various trekking itineraries. The balcony in one of the suites overlooks the splendid surrounding Sienese hills!! Finally, there is free parking near the house.

4.98 out of 5 average rating, 130 reviews

A spacious terrace is showcased with two comfortable armchairs positioned around a glass table. Potted red flowers adorn the railing, overlooking a panoramic view of the rolling hills of the Tuscan countryside under a partly cloudy sky.

Apartment in Montalcino

Suite "Note di Paesaggio"

The 80 sqm Suite "Note di paesaggio" is located on the second floor of a historic building where it meets the landscape of the Val d'Orcia. It is divided into several rooms including a furnished double bedroom with air conditioning overlooking the terrace, a living room with a panoramic view, a study with a desk, a marble bathroom with shower, and another double bedroom without air conditioning . You can enjoy a 30sqm terrace and its suggestive view of the countryside.

Apartment in Castelnuovo dell’Abate

A spacious bedroom features a double bed dressed in white linens, with a cozy armchair in the corner. Natural light enters through a window, illuminating the stone wall beside wooden beams above. A wooden table displays snacks and additional seating is available.

4.91 out of 5 average rating, 306 reviews

La Casetta di Brunello,very panoramic with terrace

STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.

4.96 out of 5 average rating, 262 reviews

A set of large wooden wine barrels features a prominent yellow sign with the name 'Panzanello.' The barrels are positioned on a stone surface, surrounded by a serene landscape under a partially cloudy sky.

Apartment in Panzano

Apt.Panzanello-Panzano in Chianti

L'appartamento offre tutte le comodità e la tranquillità della campagna Toscana. Godetevi il meraviglioso panorama che potrete ammirare dalla vostra terrazza privata, luogo perfetto dove trascorrere attimi di pace e serenità e accompagnati da un buon bicchiere di vino Panzanello. L'accesso all'appartamento è privato ed è disponibile il parcheggio gratuito. La cucina è attrezzata con l'occorrente per preparare deliziosi pasti.

Apartment in Montepulciano

A terracotta-tiled terrace overlooks rolling hills, adorned with potted plants and a decorative wall. Wooden loungers provide seating, while a small table is positioned under a large tree, offering a shaded spot to enjoy the scenic views of the surrounding landscape.

4.88 out of 5 average rating, 103 reviews

Vicolo delle Mura, ancient home with a view

Our old family home is in a quiet and secluded location in the historic center of Montepulciano. It has a beautiful and large habitable terrace overlooking the Valdichiana. Its central location allows you to walk to Piazza Grande, the Pulcinella Tower, the Medici Fortress and the San Biagio Rectory. Nearby you will find a wide selection of businesses and restaurants where you can enjoy delicious Tuscan cuisine.

The spacious kitchen and living area features a central island counter with a wine bottle and glasses. Natural light floods the space through multiple windows, illuminating the dining table and a cozy seating area with a sofa. A rustic ceiling enhances the homey ambiance.

4.92 out of 5 average rating, 110 reviews

Amazing view of Val d'Orcia Pienza

Beautiful 75-square-meter apartment located on the ground floor of the “Podere Colombaio,” a historic farmhouse named after its 15th-century tower. The property features a lovely pergola and a garden overlooking the Val d’Orcia Park, just a 10-minute walk from Pienza.

Popular amenities for Montalcino apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

Apartment in San Gimignano

A spacious living area features exposed brick walls, wooden beams, and warm lighting. A comfortable sofa and a mid-century modern coffee table sit invitingly, while a dining table and chairs are positioned nearby. Large windows enhance the natural light, which complements the earthy tones of the room.

5 out of 5 average rating, 25 reviews

AnticaVista, Luxury Apartment with Tower Views

Apartment in San Giovanni d'Asso

A relaxing corner of a bedroom features a white window allowing natural light to illuminate the space. A rocking chair and a comfortable chair surround a small round table on a patterned rug. Organized storage is provided by a white dresser against the wall.

4.83 out of 5 average rating, 59 reviews

La rondine

Apartment in Buonconvento

An aerial view captures a green landscape featuring a private pool surrounded by lounge chairs. Stone paths meander through manicured gardens, leading to a rustic cottage nestled among tall cypress trees. The serene setting emphasizes privacy and relaxation.

5 out of 5 average rating, 39 reviews

Cottage 48 mq, piscina, relax, immerso nel verde

Apartment in Monte San Savino

An aerial view captures the rural estate, showcasing a well-maintained lawn surrounded by lush vineyards. A private pool is visible, complemented by red umbrellas and lounge chairs. The rustic buildings reflect traditional architecture, while trees provide natural shade across the property.

4.96 out of 5 average rating, 70 reviews

La Foresteria | Casa Granaio

A spacious living area features a wooden dining table surrounded by woven chairs, complemented by a cozy atmosphere provided by wooden beams overhead. Large doors open to the outdoor space, with natural light illuminating the terracotta flooring and decorative elements in the background.

4.87 out of 5 average rating, 78 reviews

Guidoccio-Agriturismo Cosona

4.72 out of 5 average rating, 67 reviews

A well-lit living area displays a comfortable sofa and a stylish armchair, complemented by a wooden coffee table. A smart TV is mounted on the wall, with artful decorations and plants enhancing the space. Three windows provide ample natural light, illuminating the warm wooden ceiling.

Apartment in Montalcino

Fulvia's home, vacation or smartworking

Apartment in Montepulciano

The sleeping area features an elegant bed with light linens, complemented by a rich wooden floor. Exposed brick arches and beams create a warm ambiance. A small desk and lamp are present, along with soft lighting that enhances the historical character of the space.

4.99 out of 5 average rating, 76 reviews

a.d. 1237

Apartment in Monteriggioni

An arched hallway features textured stone walls and terracotta flooring, creating a rustic ambiance. Light streams through large, partially frosted windows. The space includes a cozy seating area and wooden furniture, inviting a sense of warmth and comfort.

5 out of 5 average rating, 15 reviews

Poggiolo

Pet-friendly apartment rentals

Apartment in Monteriggioni

A serene garden setting features a well-maintained lawn with loungers under shaded umbrellas. In the background, a rustic building is partially visible among tall trees, contributing to a tranquil atmosphere. A sign indicates the availability of complimentary wine tasting experiences.

4.86 out of 5 average rating, 135 reviews

Fattoria Lornano Winery- villa ''Trebbiano''

4.97 out of 5 average rating, 194 reviews

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.

Apartment in Siena

La porta Accanto 2.0

4.96 out of 5 average rating, 179 reviews

An open dining area features a wooden table surrounded by white upholstered chairs. A large window allows natural light to fill the space, highlighting plants in decorative pots. The room is adorned with artwork and has a comfortable seating area in the background.

Apartment in Siena

Elegant vintage decorated home in the old Siena

Superhost

A panoramic view showcases rolling hills bathed in soft morning light. The landscape is characterized by gentle slopes and varied textures, with patches of greenery and earth tones creating a harmonious scene. Distant mountains are faintly visible against the clear blue sky.

Apartment in Asciano

4.71 out of 5 average rating, 147 reviews

La Casina

Apartment in Castellina in Chianti

A shaded outdoor terrace features a rustic wooden table set with wine glasses and a bottle of Chianti, accompanied by a plate of snacks. Lush greenery and tall trees are visible in the background, contributing to a serene countryside view.

4.8 out of 5 average rating, 352 reviews

relax tra le vigne del chianti1-IlVillinoFarmhouse

4.99 out of 5 average rating, 70 reviews

An open-plan living space features a modern kitchen with a wooden countertop and an array of kitchen utensils. A wooden dining table with white chairs is visible, along with a comfortable seating area. Exposed wooden beams add character to the ceiling, and a large clock hangs on the wall.

Apartment in Montemassi

Casa di Babe e Madde, ambiente climatizzato

Apartment in Colle di Val d'Elsa

A dining area is visible, featuring a round table with a fruit bowl containing pears, an orange, and a decorative plant with pink flowers. A vintage lamp stands on a side table, while patterned tiles adorn the walls, creating an inviting atmosphere.

4.92 out of 5 average rating, 232 reviews

Sotto la torre di Arnolfo

Superhost

A balcony table is set with a bottle of wine, two glasses, and a small plate of nuts, overlooking the scenic valley and distant buildings. The exposed brick wall adds warmth to the space, enhancing the outdoor seating area.

Apartment in Siena

4.85 out of 5 average rating, 153 reviews

Il gioiello nel cuore di Siena

Apartment rentals with a pool

4.88 out of 5 average rating, 164 reviews

A small outdoor table is set for two on a private terrace, featuring a mosaic surface. Two glasses of red wine and a plate of snacks sit on the table. The view includes rolling hills, olive trees, and distant homes, creating a serene countryside backdrop.

Apartment in Cavriglia

Chianti La Pruneta, Michelangelo apartment

Apartment in San Rocco a Pilli

A bright living area features a pink sofa and a round dining table surrounded by yellow chairs. Wooden beams enhance the rustic charm of the space, while large windows offer views of the outdoors. A floor lamp and decorative side table add functional elegance.

5 out of 5 average rating, 51 reviews

Traditional Apartment with Patio and Garden View

Apartment in Castellina in Chianti

A wooden dining table is set in a grassy area, surrounded by tall trees and stone walls. Six folding chairs are positioned around the table, which holds a bottle of wine and several plates. The scene is framed by lush greenery, suggesting a serene outdoor dining experience.

4.96 out of 5 average rating, 52 reviews

Il Giaggiolo - Chianti with a view

5 out of 5 average rating, 6 reviews

A spacious terrace is showcased, featuring a wooden dining table set with plates and glasses. A bottle of wine is visible alongside a loaf of bread. The area is framed by brick arches, offering expansive views of the lush green hills and cypress trees in the distance.

Apartment in Lucignano

Tuscany accommodation with panoramic view terrace

Apartment in Castelfranco di Sopra

A serene outdoor area features a swimming pool with clear blue water, bordered by wooden decking. Four lounge chairs face a vibrant garden of yellow flowers, offering expansive views of the surrounding hills and sky filled with fluffy clouds.

4.84 out of 5 average rating, 276 reviews

House between Firenze, Arezzo, chianti e Siena

Apartment in Castelnuovo Berardenga

An aerial view captures a rustic stone building surrounded by lush greenery and tall cypress trees. A sparkling swimming pool is visible in the yard, complemented by sun loungers. Rolling vineyards stretch into the background, enhancing the serene landscape.

4.96 out of 5 average rating, 79 reviews

Castello di Orgiale Charme Residenz

An aerial view showcases the property set amidst rolling hills and lush landscapes. The two guest houses surround a spacious infinity pool, while tall cypress trees line the perimeter, enhancing the natural beauty of the serene garden area.