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Condo vacation rentals in Montepulciano

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Vacation rentals for every style

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Popular amenities for Montepulciano condo rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Weekly condo rentals

Guest favorite
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.
Condo in Montepulciano
4.95 out of 5 average rating, 37 reviews

Milipano Studio Apt

Guest favorite
A well-furnished living area is visible, featuring a light-colored sofa with patterned cushions. A wooden side table and a small lamp create a cozy setting. Framed artwork hangs on the walls, and two wooden doors add character to the space. Natural light illuminates the room.
Condo in Montepulciano
4.94 out of 5 average rating, 51 reviews

Sobrio e spazioso appartamento in palazzo Bucelli

Top guest favorite
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.
Condo in Monte San Savino
4.97 out of 5 average rating, 59 reviews

La Foresteria | Casa Granaio

Top guest favorite
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.
Condo in Montepulciano
4.96 out of 5 average rating, 50 reviews

Ciliano 16

Top guest favorite
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.
Condo in Montepulciano
5 out of 5 average rating, 36 reviews

Casa di Lara - Nel cuore della città

Guest favorite
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.
Condo in Castelnuovo Berardenga
4.96 out of 5 average rating, 76 reviews

Castello di Orgiale Charme Residenz

Superhost
A large window framed by vibrant orange and yellow curtains provides a picturesque view of the surrounding countryside. Wooden beams are visible on the ceiling, complementing the warm hues of the room's decor. A soft, pink sofa rests nearby, inviting relaxation.
Condo in Montepulciano
4.88 out of 5 average rating, 64 reviews

Loggia sui Laghi

Guest favorite
A wide view of the valley is captured, showcasing rolling hills and green fields under a blue sky dotted with clouds. The image includes a foreground of rustic tiles, adding a textural element to the landscape.
Condo in Montepulciano
4.94 out of 5 average rating, 86 reviews

Montepulciano Centro Monolocale

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Pet-friendly condo rentals

Guest favorite
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
4.93 out of 5 average rating, 119 reviews

Appartamento con vista a Panzano in Chianti

Guest favorite
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.
Condo in Pienza
4.87 out of 5 average rating, 78 reviews

Guidoccio-Agriturismo Cosona

Top guest favorite
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
4.97 out of 5 average rating, 178 reviews

La porta Accanto 2.0

Top guest favorite
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
4.97 out of 5 average rating, 139 reviews

Casa Clara Cortona Cin IT051017c28a6h9glv

Guest favorite
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.
Condo in Tuoro sul Trasimeno
4.95 out of 5 average rating, 22 reviews

La Mangiatoia, appartamento in agriturismo

Top guest favorite
The exterior of a rustic stone house is displayed, featuring a welcoming entryway with a set of steps leading to a covered porch. Brown wooden shutters frame the windows, complemented by a small flower arrangement near the entrance.
Condo in Ficulle
4.98 out of 5 average rating, 111 reviews

Casa Prato

Guest favorite
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.
Condo in Siena
4.86 out of 5 average rating, 111 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.
Condo in Siena
4.85 out of 5 average rating, 144 reviews

Il gioiello nel cuore di Siena

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Condo rentals with a pool

Guest favorite
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
4.88 out of 5 average rating, 161 reviews

Chianti La Pruneta, Michelangelo apartment

Top guest favorite
A cozy bedroom features a spacious bed with neutral bedding and decorative pillows. Soft, natural light filters through the window with light curtains. Exposed wooden beams line the ceiling, while a television is positioned on a shelf. Fresh towels are neatly arranged at the foot of the bed.
Condo in Castiglione del Lago
5 out of 5 average rating, 25 reviews

Tranquillità e Benessere [Lago Trasimeno]

Top guest favorite
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
5 out of 5 average rating, 33 reviews

Cottage 48 mq, piscina, relax, immerso nel verde

Guest favorite
A serene swimming pool is surrounded by lush greenery and olive trees, offering an expansive view of the rolling hills and vineyards in the countryside. The clear blue water reflects the bright sky, creating a tranquil atmosphere for relaxation.
Condo in Castellina in Chianti
4.96 out of 5 average rating, 46 reviews

Il Giaggiolo - Chianti with a view

Guest favorite
A swimming pool is foregrounded with vibrant red roses, offering a striking contrast against the clear blue water. The panoramic view features rolling hills and the medieval towers of San Gimignano in the distance, with sun loungers arranged around the pool area.
Condo in San Gimignano
4.96 out of 5 average rating, 135 reviews

Adalberto Apartment inside the Manor of Fulignano

Guest favorite
A refreshing swimming pool is surrounded by lush greenery, featuring a stone patio and several lounge chairs for relaxation. The vibrant blue water reflects the clear sky, while distant hills provide a serene backdrop.
Condo in Lucignano
5 out of 5 average rating, 6 reviews

Tuscany accommodation with panoramic view terrace

Guest favorite
A tranquil infinity pool is framed by olive trees and gentle hills. Loungers with umbrellas are positioned along the pool’s edge, inviting relaxation. The rustic stone farmhouse features multiple windows, reflecting its historical charm against the bright blue sky.
Condo in Figline Valdarno
4.88 out of 5 average rating, 58 reviews

Agriturismo Casavecchia, l'Olivo

Top guest favorite
A fenced swimming pool is set within a grassy area, surrounded by greenery. Umbrellas and lounge chairs are positioned nearby, offering shaded seating. The pool's clear blue water reflects the sky, creating a serene outdoor space for relaxation.
Condo in Casole D'Elsa
4.97 out of 5 average rating, 101 reviews

Manuela appartamento con piscina in agriturismo

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Quick stats about condo rentals in Montepulciano

  • Total rentals

    30 properties

  • Nightly prices starting at

    R710 ZAR before taxes and fees

  • Total number of reviews

    2.4K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Siena
  5. Montepulciano
  6. Condo rentals