Condo vacation rentals in Montalcino

5 out of 5 average rating, 103 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.

Condo 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

4.98 out of 5 average rating, 187 reviews

A light-filled living space features a comfortable sofa and a dining table set for four. A large TV is mounted on a white cabinet, while a door leads to the bedroom area, which appears partially visible in the background. Wooden beams enhance the ceiling's charm.

Condo in Cortona

Chicca: luminosa e panoramica nel centro storico

Luminoso, delizioso e accogliente appartamento situato proprio nel cuore del centro storico di Cortona con un panorama indimenticabile: il palazzo comunale da una parte ed il lago Trasimeno e la Valdichiana dall'altra. L'appartamento è stato recentemente ristrutturato ed è composto da una sala con divano letto, una piccola cucina, una camera matrimoniale e due bagni. Nell'appartamento è disponibile WiFi, riscaldamento ed aria condizionata, lavatrice, forno, microonde, asciugacapelli e piastra.

4.99 out of 5 average rating, 141 reviews

An aerial view showcases a historic building with a tiled roof, situated against a rocky cliff. A terrace with seating and a small table is visible, surrounded by greenery below, evoking a sense of tranquility and connection to nature.

Condo in Pitigliano

Le Antiche Viste - La Terrazza Zen

Enjoy the tranquillity and the stunning views. Treat yourself to an aperitivo on the terrace, and relax in the zen living room. A stylish 100 sq m gem just for you, with 1.5 bathrooms, TV, kitchen, and fast wi-fi for remote working. Perfect for a couple (or a solo traveller). Bedroom is equipped with air conditioning! If you're passionate about combating climate change, you can opt for the ceiling and floor fans available in every room. They ensure a refreshing stay, even on the warmest days.

5 out of 5 average rating, 284 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 è un antica e autentica casa colonica risalente al 1600 situata nelle splendide colline del Chianti in Toscana . L'appartamento è arredato in perfetto stile tradizionale locale dell'antica Toscana : antiche travi in legno, pavimenti in cotto e arredamenti unici. Nel grande cortile esterno troverete a vostra disposizione una grande piscina con terrazza panoramica che si affaccia su una valle con vista mozzafiato su vigneti e oliveti dove godersi tramonti spettacolari.

5 out of 5 average rating, 129 reviews

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

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?

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, 145 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, 313 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.

Condo 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, 274 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.

Condo 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.

Condo 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.

Superhost

A welcoming living area showcases wooden beams across the ceiling and a charming fireplace, adding warmth to the space. A television is mounted on the wall, while a stylish white cabinet and comfortable armchairs are arranged around the central hearth, inviting relaxation.

Condo in Castelnuovo dell’Abate

4.9 out of 5 average rating, 311 reviews

Il Borghetto: La Casa di Alice, charme e relax

La Casa di Alice si trova in zona centrale per la visita della Valdorcia e Montalcino con sue cantine di Brunello. Tutta ristrutturata e molto luminosa, può ospitare da 2 a 4 persone. Interamente coperta da Wifi, ha due camere da letto matrimoniali, ciascuna con bagno privato, una cucina accessoriata un soggiorno relax con tv led, poltrone, camino a legna per le fredde sere d'inverno. Riscaldato a energia pulita e restaurato con materiali ecologici.

4.94 out of 5 average rating, 126 reviews

A spacious living area features a large window with elegant curtains, allowing natural light to illuminate the room. A comfortable sofa adorned with a cozy blanket is positioned facing a wooden coffee table, while a television and decorative elements add to the ambiance.

Condo in San Gimignano

Luxury Medieval Tower - Penthouse

Step into the past... San Gimignano Luxury Medieval Tower is right in the heart of the UNESCO town. You will be caught by the sight of San Gimignano's beautiful landscapes and at the same time you will be able to enjoy the luxury amenities of in-town living: walk downstairs to the cafes, bread shop, butcher, restaurants and local shops. Hear the church bells directly from your windows. Walking distance to all of San Gimignano main attractions.

4.96 out of 5 average rating, 258 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.

Condo 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.

Popular amenities for Montalcino condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

5 out of 5 average rating, 21 reviews

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.

Condo in San Gimignano

AnticaVista, Luxury Apartment with Tower Views

5 out of 5 average rating, 39 reviews

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.

Condo in Buonconvento

Cottage 48 mq, piscina, relax, immerso nel verde

Condo in San Quirico d'Orcia

A spacious living area is highlighted by a comfortable sofa adorned with decorative pillows. Two circular wall art pieces add visual interest. Natural light filters through a nearby window, illuminating the open space that transitions into a dining area with a table and chairs.

5 out of 5 average rating, 27 reviews

Clorofilla

Condo in San Quirico d'Orcia

The kitchen features a wooden dining table surrounded by light-colored chairs, illuminated by a modern pendant light overhead. A well-equipped kitchenette, including a refrigerator and various kitchen items, occupies one side, while a wall clock and decorative items add a functional touch.

5 out of 5 average rating, 14 reviews

Il Cammino

4.71 out of 5 average rating, 63 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.

Condo in Montalcino

Fulvia's home, vacation or smartworking

5 out of 5 average rating, 16 reviews

A cozy studio space features a spacious bed against a neutral wall, accented by modern light fixtures. A dining area with two bright chairs stands near a kitchen equipped with essential appliances. Natural light enters through a window, illuminating the elegant stone flooring.

Condo in Castelmuzio

La casina room, Suite di Charme for 2 people

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

A charming terrace features a small round table and two white chairs, offering expansive views of the surrounding hills and distant landscape. A walnut tree stands nearby, enhancing the tranquil outdoor space bathed in natural light from the setting sun.

5 out of 5 average rating, 75 reviews

The walnut tree view, Montepulciano

Pet-friendly condo rentals

4.94 out of 5 average rating, 127 reviews

A panoramic view showcases rolling hills covered with vineyards under a clear blue sky. Lush greenery is visible in the foreground, with vibrant plants framing the landscape, creating a serene backdrop of the Tuscan countryside.

Condo in Panzano

Appartamento con vista a Panzano in Chianti

The living area features a mix of modern and rustic design elements, including a comfortable black tufted sofa, two armchairs in warm hues, and a stylish TV unit. Exposed stone walls add character, while a staircase leads to a lofted sleeping area.

4.9 out of 5 average rating, 135 reviews

La Civetta - Stylish Retreat in Historic Center

4.97 out of 5 average rating, 145 reviews

A quaint kitchen and living area is captured, showcasing exposed wooden beams and terracotta flooring. A cozy sofa with floral upholstery complements a wooden dining table set with various dishes and fresh flowers. Natural light floods in through the windows, creating a warm atmosphere.

Condo in Cortona

Casa Clara Cortona Cin IT051017c28a6h9glv

4.97 out of 5 average rating, 191 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.

Condo in Siena

La porta Accanto 2.0

Condo 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, 273 reviews

House between Firenze, Arezzo, chianti e Siena

4.88 out of 5 average rating, 173 reviews

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

Condo in Tuoro sul Trasimeno

A spacious living area is adorned with a vintage-style sofa and a decorative wooden armchair. Natural light floods the space through large windows covered with light curtains. A brick fireplace adds warmth, and a patterned rug enhances the room's character.

4.97 out of 5 average rating, 102 reviews

L'Appartamento di Foscolo

4.95 out of 5 average rating, 104 reviews

A cozy seating area features a wooden tray on a round log, holding two decorative cups and snacks. A softly glowing lantern with twinkling lights adds warmth, complemented by plush gray throw blankets. The background highlights a modern bed dressed in subtle colors.

Condo in Magione

Il piccolo rifugio

Condo rentals with a pool

Superhost

An aerial view captures the property, featuring two rustic buildings surrounded by lush greenery and trees. The inviting infinity pool is clearly visible, reflecting the sky. Rolling hills and vineyards extend in the background, creating a serene and scenic landscape.

Condo in Pienza

4.79 out of 5 average rating, 34 reviews

Poggio ai Gelsi, Lodge Ulivo

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.

Condo in Cavriglia

Chianti La Pruneta, Michelangelo apartment

Condo in Tuoro sul Trasimeno

A rustic kitchen is showcased with a stone countertop and a gas stove. Natural light streams through the open window, illuminating items on the shelves, including potted herbs and kitchenware. A microwave sits on the counter, complemented by a bowl of fresh produce.

5 out of 5 average rating, 14 reviews

La Loggia, appartamento in agriturismo

4.94 out of 5 average rating, 17 reviews

A well-appointed bedroom features a double bed with a blue patterned blanket and wooden furnishings. A bedside table holds a lamp, while decorative hats adorn the wall. The space leads to a dining area, visible through an arched doorway, with natural light streaming in from a window.

Condo in Murlo

Appartamento Studio

Condo 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, 50 reviews

Traditional Apartment with Patio and Garden View

Condo 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

Condo 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.

4.95 out of 5 average rating, 65 reviews

La Foresteria | Casa Granaio