Apartment holiday rentals in Montepulciano

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.

5 out of 5 average rating, 105 reviews

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

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.

4.98 out of 5 average rating, 190 reviews

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.

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.

5 out of 5 average rating, 293 reviews

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.

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?

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.

4.92 out of 5 average rating, 177 reviews

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.

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.

4.97 out of 5 average rating, 319 reviews

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.

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

Welcome to Montepulciano, a historical gem! Our apartment, located in the heart of the historic center, offers the perfect location to experience the authenticity of this unique place: just a few steps from Piazza Grande, excellent restaurants, shops, and all the main attractions. Whether you come to explore the wineries, for a romantic getaway, or to learn about the history and culture of Montepulciano, here you will find the perfect place for an unforgettable experience.

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.

4.98 out of 5 average rating, 130 reviews

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.

A spacious bed is positioned on a wooden frame, featuring a striped duvet and patterned pillows. Soft lighting is provided by wall sconces on either side, enhancing the modern design of the room with exposed brick walls in the background.

4.9 out of 5 average rating, 140 reviews

La Civetta - Stylish Retreat in Historic Center

La Civetta is a completely renovated flat located in the heart of Montepulciano, Tuscany. It offers a modern and elegant design with a large, fully equipped kitchen that is sure to delight any cook, La Civetta has two bright bedrooms equipped with air purifiers. Comfort is guaranteed in all rooms, and the location is ideal for exploring the city and its surroundings. This is the ideal place for an unforgettable holiday in Tuscany.

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.

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 Montepulciano apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

A modern kitchen area features a sleek counter with three wooden stools. Hanging light fixtures provide subtle illumination, highlighting the black cabinetry and open shelving displaying dishware. A stainless steel sink is positioned next to an electric kettle, contributing to the functional and inviting design.

4.95 out of 5 average rating, 43 reviews

Milipano Studio Apt

A living area is highlighted by a high, intricately detailed ceiling and natural light filtering through a window. A dining table with chairs sits beside a well-equipped kitchen featuring modern appliances. A small seating area includes a TV and a table, complemented by a soft area rug.

4.95 out of 5 average rating, 56 reviews

Sobrio e spazioso appartamento in palazzo Bucelli

The living area features a light-colored sofa and an armchair accented with stripes, alongside a wooden coffee table. A cozy dining table is set against the wall, illuminated by a warm hanging lamp. Large windows provide natural light and views of the outside.

4.95 out of 5 average rating, 63 reviews

Appartamenti al Poggiolo - Borgo - Montepulciano

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, 71 reviews

La Foresteria | Casa Granaio

A charming corner of a historic building is visible, featuring a textured brick façade and green shutters. Lush vegetation climbs along the side, while terracotta pots add warmth. The narrow, cobblestone street invites exploration, with clear sky overhead and hints of the surrounding landscape in the distance.

4.96 out of 5 average rating, 50 reviews

Ciliano 16

An outdoor seating area is showcased under a leafy tree, featuring a wooden table surrounded by folding chairs. Stone walls, partially adorned with flowering plants, frame the entrance to the home, which includes large wooden doors that open onto a picturesque courtyard.

4.95 out of 5 average rating, 73 reviews

La Toscana com'era una volta

A spacious living area features a light green accent wall, a wooden dining table surrounded by chairs, and a cozy seating arrangement. Natural light filters through the window, illuminating the space, while a small television is positioned on a stand nearby.

5 out of 5 average rating, 42 reviews

Casa di Lara - Nel cuore della città

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

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.

4.94 out of 5 average rating, 132 reviews

Appartamento con vista a Panzano in Chianti

A bright bedroom features a spacious bed with white pillows and a light pink quilt. Natural light fills the room through open windows, revealing lush greenery outside. Sheer curtains add softness, while a small bedside lamp rests on a white nightstand.

4.87 out of 5 average rating, 84 reviews

Nonna Lella - Appartamento con posto auto gratuito

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

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.

4.97 out of 5 average rating, 146 reviews

Casa Clara Cortona Cin IT051017c28a6h9glv

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.

5 out of 5 average rating, 6 reviews

Tuscany accommodation with panoramic view terrace

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.

4.96 out of 5 average rating, 179 reviews

Elegant vintage decorated home in the old Siena

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.

4.88 out of 5 average rating, 173 reviews

Panoramic attic in old town of Siena

A bright kitchen area features vibrant red cabinetry and a round dining table set for two. A variety of fresh produce is displayed alongside a bottle of wine. Natural light pours in through a window adorned with white curtains, highlighting the rustic wooden ceiling beams.

4.87 out of 5 average rating, 60 reviews

Girolamo - super central, parking & outdoor area

Apartment rentals with a pool

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.

4.88 out of 5 average rating, 164 reviews

Chianti La Pruneta, Michelangelo apartment

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

A shared swimming pool is surrounded by olive trees and lounge chairs, set against a clear blue sky. An umbrella provides shade over one of the seating areas, with distant hills visible in the background.

4.93 out of 5 average rating, 40 reviews

Charming Castle

Superhost

An outdoor terrace is highlighted by a dining table surrounded by metal chairs, set against a backdrop of stone architecture. Lush greenery cascades along the walls, and a scenic view of the countryside is visible through an archway, creating an inviting space for relaxation.

5 out of 5 average rating, 15 reviews

Agriturismo Poggio Bonelli, 2 people apartment

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

An outdoor swimming pool is featured, surrounded by lush greenery and trees. Poolside lounge chairs and an umbrella provide relaxation options. Soft lighting creates a serene atmosphere as dusk falls over the charming countryside, with a rustic building visible in the background.

4.88 out of 5 average rating, 49 reviews

Appartamento Girasole

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.