Condo vacation rentals in Montalcino

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 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, 230 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.

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, 295 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, 136 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 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.

4.97 out of 5 average rating, 280 reviews

[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.

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, 150 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 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.

4.94 out of 5 average rating, 102 reviews

Casa Gioia

Il mio alloggio è situato nel centro storico di Pienza, al secondo piano senza ascensore. Affaccia sul corso principale di Pienza. I parcheggi più vicini a pagamento distano 150m, quelli liberi 300m, zona carico/scarico 50m. Ti piacerà il mio alloggio per questi motivi: la comodità del letto, l'intimità, i soffitti in travi in legno e cotto tipico nel pavimento. Il mio alloggio è adatto a coppie, chi viaggia per lavoro e famiglie (con bambini)

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.

Popular amenities for Montalcino condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

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, 27 reviews

AnticaVista, Luxury Apartment with Tower Views

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

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 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.

4.72 out of 5 average rating, 67 reviews

Fulvia's home, vacation or smartworking

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.

5 out of 5 average rating, 17 reviews

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, 77 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, 82 reviews

The walnut tree view, Montepulciano

The open-plan kitchen and dining area features white cabinetry and wooden countertops, with a modern stovetop and wall clock. Natural light enters through large windows, illuminating the space. A simple dining table and four chairs are positioned adjacent to the entrance, enhancing the inviting ambiance.

4.92 out of 5 average rating, 48 reviews

Cute house in Tuscan Countryside (& Bike Friendly)

Pet-friendly condo rentals

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

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, 147 reviews

Casa Clara Cortona Cin IT051017c28a6h9glv

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 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

A spacious room features exposed wooden beams above, complementing the light-colored walls and wooden flooring. A dining table and chairs sit to one side, while a bookshelf is filled with colorful books. A large window allows natural light to illuminate the space.

4.81 out of 5 average rating, 327 reviews

Liberty Siena Flat 2

A private terrace features a glass table adorned with a floral centerpiece, complemented by three yellow chairs. Lush greenery and colorful flower pots frame the space, providing a view of the lively Piazza Matteotti, with historic buildings and a picturesque sky in the background.

4.75 out of 5 average rating, 205 reviews

Sunny Apt.in the heart of 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

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

Condo 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 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

An outdoor dining area is positioned under a shaded awning in front of a rustic stone structure. The table is set with a patterned tablecloth and surrounded by wicker chairs. Lush greenery frames the space, while the soft evening light creates a serene ambiance.

5 out of 5 average rating, 8 reviews

Agriturismo La Farneta: The Linden Trees Apartment

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 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

A rustic stone farmhouse is surrounded by lush green grass and olive trees. The building features a large archway and wooden door at the entrance, with expansive glass elements reflecting the surrounding countryside.

4.84 out of 5 average rating, 61 reviews

Agriturismo Casavecchia, l'Olivo

A serene outdoor pool is surrounded by lush greenery, with sun umbrellas positioned around the edges. Rolling hills and a clear sky provide a scenic backdrop, offering a quiet and inviting atmosphere for relaxation.