Apartment holiday rentals in Montepulciano

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

4.98 out of 5 average rating, 190 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.

Apartment 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.

A modern living space features a bright red sectional sofa positioned against a textured stone wall. A stylish kitchen island with seating is visible, along with minimalistic lighting fixtures and decorative plants, creating a blend of comfort and contemporary design.

4.99 out of 5 average rating, 229 reviews

Palazzo del Taja-in pieno centro con idromassaggio

Appartamento nuovissimo appena ristrutturato, situato all'interno dello storico Palazzo del Taja nel cuore del centro storico di Siena, a pochissimi metri da Piazza del Campo e dalle principali attrazioni della città. Sottoposto ad una ristrutturazione attenta ai dettagli, l'appartamento risulta essere elegante, luminoso, accogliente e silenzioso. Completo di ogni comfort, tra cui una stupenda sala da bagno con vasca idromassaggio, per offrire un soggiorno indimenticabile ai nostri clienti.

5 out of 5 average rating, 292 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.

Apartment 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, 134 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.

Apartment 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, 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.

4.98 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.

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, 138 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.

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.

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.

4.92 out of 5 average rating, 109 reviews

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.

Apartment in Pienza

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

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, 24 reviews

AnticaVista, Luxury Apartment with Tower Views

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

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

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, 81 reviews

The walnut tree view, Montepulciano

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

Pet-friendly apartment rentals

4.94 out of 5 average rating, 131 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.

Apartment in Panzano

Appartamento con vista a Panzano in Chianti

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.

4.97 out of 5 average rating, 194 reviews

La porta Accanto 2.0

4.97 out of 5 average rating, 146 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.

Apartment in Cortona

Casa Clara Cortona Cin IT051017c28a6h9glv

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 Monteriggioni

A rustic rural complex is depicted, featuring a stone building with a terracotta roof. Surrounding greenery enhances the setting, and a gravel path leads to the entrance. The scene is accentuated by a large tree and the clear sky above.

4.93 out of 5 average rating, 136 reviews

Il Vecchio Noce

4.95 out of 5 average rating, 106 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.

Apartment in Magione

Il piccolo rifugio

Superhost

A charming balcony view is presented, featuring potted flowers in vibrant red and white hues. A small wooden table with two chairs invites outdoor dining, while the surrounding scenery includes rooftops and buildings typical of the historic setting.

4.82 out of 5 average rating, 122 reviews

Cozy 1 BR w/ balcony near Piazza Del Campo

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.

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 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 La Romola, San casciano in Val di Pesa

A comfortable seating area is displayed, featuring a soft blue and white striped sofa. Artworks with black frames adorn the walls, showcasing a mix of cityscapes and abstract pieces. A wooden side table is present, accompanied by an antique telephone and a collection of media items.

4.76 out of 5 average rating, 101 reviews

Stone House in Chianti with pool

4.87 out of 5 average rating, 78 reviews

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.

Apartment in Pienza

Guidoccio-Agriturismo Cosona

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

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 Tuoro sul Trasimeno

The open living area features a comfortable sofa with decorative pillows, a round dining table surrounded by wooden chairs, and a spacious kitchen with essential appliances. Natural light filters in through windows framed with wooden shutters, highlighting the terracotta floor and wooden beams above.

4.93 out of 5 average rating, 30 reviews

La Mangiatoia, appartamento in agriturismo