Condo vacation rentals in Montepulciano

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.

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, 314 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.

4.98 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.

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

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.

Condo 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, 302 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, 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.

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, 102 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, 108 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.

Condo 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 condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

4.9 out of 5 average rating, 214 reviews

A cozy room features an open window with a view of a lush tree outside. A small wooden table and a green chair provide seating. The room is illuminated by natural light, highlighting the tiled floor and wooden ceiling beams.

Condo in Artimino

Bilocale Artimino campagna Toscana

Superhost

A compact sleeping area features a neatly made bed with a patterned blanket and decorative towels. A light wooden dresser stands beside the bed, and a small window allows natural light to enter. A ceiling fan adds to the comfort of the space.

Condo in Florence

4.69 out of 5 average rating, 418 reviews

Studio Apartment in the heart of Florence, Firenze

4.81 out of 5 average rating, 213 reviews

An elegant room features high ceilings with decorative beams and frescoed walls that tell a story. A spacious bed sits against one wall, accompanied by bedside tables with lamps. Natural light filters through large windows, and various seating options are arranged around the space.

Condo in Centro

Elegant Apartment With Frescoes 209

4.99 out of 5 average rating, 253 reviews

The living area features a black leather sofa paired with an elegant armchair. A wooden coffee table centers the space, complemented by a patterned area rug. The walls are adorned with floral wallpaper, while a glass-fronted cabinet showcases a collection of books and decor.

Condo in Santo Spirito

Lovely Apartment on the Arno river ~ Oltrarno

4.86 out of 5 average rating, 347 reviews

A spacious studio includes a large bed with a world map headboard, complemented by two bedside tables with lamps. A cozy blue armchair and a brown leather chair provide seating options. Natural light flows in through the tall windows, enhancing the room's traditional charm.

Condo in Centro

Smell the Rosemary on a Balcony Next to Santa Croce Square

4.99 out of 5 average rating, 279 reviews

A terrace scene offers comfortable seating with plush chairs adorned with green tropical cushions. A coffee table sits at the center, accompanied by a lantern. In the background, a panoramic view of Florence's skyline, featuring historic landmarks and rolling hills, can be seen.

Condo in Florence

The View of Sangiorgio

4.98 out of 5 average rating, 172 reviews

A compact kitchen area features a sink and counters adorned with decorative tiles. Natural light filters through an open window, providing a view of the city rooftops and the dome of the cathedral in the distance.

Condo in Florence

The roof terrace

5 out of 5 average rating, 175 reviews

The exterior of a stone building features warm earthy tones, accented by window boxes with vibrant flowers. A small balcony is visible above the door, and traditional window shutters add character. Lush greenery is seen at the base of the building, enhancing its charm.

Condo in Orvieto

Milva's Nest with free parking

Pet-friendly condo rentals

Superhost

Condo in Santo Spirito

4.85 out of 5 average rating, 165 reviews

Il Presto di San Martino

4.86 out of 5 average rating, 130 reviews

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.

Condo in Monteriggioni

Fattoria Lornano Winery- villa ''Trebbiano''

4.95 out of 5 average rating, 132 reviews

A spacious living area features wooden ceilings and exposed beams, complemented by a dining table surrounded by elegant chairs. A light-colored shelving unit displays books and decorative items, while a smart TV is positioned nearby. Natural light brightens the space through windows with views of the quiet street.

Condo in San Frediano

Bright Apartment in San Frediano-Oltrarno Area

4.94 out of 5 average rating, 102 reviews

A cozy bedroom features a spacious bed with neutral-toned linens and decorative pillows. The warm yellow walls are adorned with framed photographs, while shelves hold books and small decorative items. Soft lighting enhances the inviting atmosphere, creating a comfortable space for relaxation.

Condo in Pienza

Casa Gioia

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, 274 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

4.86 out of 5 average rating, 457 reviews

A bright dining area features a rustic wooden table surrounded by four chairs. Natural light floods through an open door, revealing a terrace adorned with greenery. Two framed artworks hang on the wall, complementing the simple, inviting decor.

Condo in Santo Spirito

Stylish Terrace on Boboli Gardens

4.93 out of 5 average rating, 135 reviews

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.

Condo in Monteriggioni

Il Vecchio Noce

Condo 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.

Condo in Cavriglia

Chianti La Pruneta, Michelangelo apartment

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 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

Condo in La Romola, San casciano in Val di Pesa

An exterior view of a charming stone cottage showcases a wooden porch with glass doors leading inside. A red deck chair sits on the lush green lawn, surrounded by shrubs and trees, inviting relaxation in the tranquil outdoor space.

4.76 out of 5 average rating, 101 reviews

Stone House in Chianti with pool

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

4.95 out of 5 average rating, 116 reviews

A vintage-styled kitchen and dining area feature a small wooden table with colorful chairs, accompanied by a bicycle and a wall-mounted television. Kitchen appliances include a microwave and a minimalist cabinetry design. Natural light filters through a balcony door, opening to a garden view.

Condo in Scandicci

Appartamento Vintage con Piscina nel Chianti