The 10 best holiday rentals in Montepulciano, Italy | Booking.com
Skip to main content

Holiday Rentals in Montepulciano

Find the holiday rentals that appeal to you the most

Holiday Rentals for every style

Find the right holiday rental for you in Montepulciano

The best holiday rentals in Montepulciano

Check out our pick of great holiday rentals in Montepulciano

Most booked holiday rentals in Montepulciano and surroundings in the past month

See all

These holiday rentals in Montepulciano and nearby have options with free cancellation

  • ManillaHouse

    Montepulciano
    Free cancellation options available
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 409 reviews

    Offering city views, ManillaHouse is an accommodation set in Montepulciano, 47 km from Mount Amiata and 4.9 km from Terme di Montepulciano.

    From US$116.28 per night
  • Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 236 reviews

    Set in a historic 16th-century building in central Montepulciano, Palazzo Bellarmino is 50 metres from the town’s main square. It offers spacious apartments with free Wi-Fi.

    From US$148.75 per night
  • Contucci Residenze d'Epoca

    Montepulciano
    Free cancellation options available
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 87 reviews

    Located in Montepulciano and only 47 km from Mount Amiata, Contucci Residenze d'Epoca provides accommodation with city views, free WiFi and free private parking.

  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 210 reviews

    Offering mountain views, Palazzo Nobile di San Donato - Historic Experience is an accommodation located in Montepulciano, 47 km from Mount Amiata and 5.1 km from Terme di Montepulciano.

    From US$577.85 per night
  • Il Tosco

    Montepulciano
    Free cancellation options available
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 141 reviews

    Located in Montepulciano and only 47 km from Mount Amiata, Il Tosco provides accommodation with lake views, free WiFi and free private parking.

    From US$691.55 per night
  • Palazzo Carletti

    Montepulciano
    Free cancellation options available
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 395 reviews

    Palazzo Carletti is in the heart of Montepulciano's historic centre.

  • La Zia Marisa

    Montepulciano
    Free cancellation options available
    Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 9 reviews

    Offering city views, La Zia Marisa is an accommodation situated in Montepulciano, 5.1 km from Terme di Montepulciano and 21 km from Parco dei Mulini.

    From US$677.32 per night
  • Palazzo del Mercante

    Montepulciano
    Free cancellation options available
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 249 reviews

    Offering city views, Palazzo del Mercante is an accommodation situated in Montepulciano, 4.9 km from Terme di Montepulciano and 20 km from Parco dei Mulini.

    From US$240.77 per night

Highly rated holiday rentals in Montepulciano and nearby

  • NONNA MARI

    Montepulciano
    8.0+ review score
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 41 reviews

    NONNA MARI is set in Montepulciano, 5.2 km from Terme di Montepulciano, 21 km from Parco dei Mulini, and 28 km from Bagni San Filippo.

    From US$761.08 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 217 reviews

    Offering city views, Vicolo dell'Oste is an accommodation set in Montepulciano, 48 km from Mount Amiata and 5.2 km from Terme di Montepulciano.

    From US$168.83 per night
  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 309 reviews

    Located in Montepulciano, 47 km from Mount Amiata, Camere Bellavista features rooms with mountain views and free WiFi.

    From US$129.19 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 160 reviews

    Situated within 47 km of Mount Amiata and 5.1 km of Terme di Montepulciano, La Locanda Di San Francesco features rooms with air conditioning and a private bathroom in Montepulciano.

  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 18 reviews

    Situated in Montepulciano in the Tuscany region, Entro le mura has a balcony and garden views.

    From US$409.28 per night
  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 21 reviews

    48 km from Mount Amiata, Dimora Dell'Erbe Apartment is set in Montepulciano and offers air-conditioned rooms with free WiFi.

  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 556 reviews

    Offering a shared lounge and garden view, Dimora Del Corso Di Montepulciano is situated in Montepulciano, 48 km from Mount Amiata and 6.1 km from Terme di Montepulciano.

  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 348 reviews

    Offering a shared lounge and garden view, B&B L'Agnolo Di Caroti Cinzia is situated in Montepulciano, 48 km from Mount Amiata and 6.1 km from Terme di Montepulciano.

    From US$152.68 per night

Enjoy breakfast in Montepulciano and nearby

  • Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 406 reviews

    Set in Montepulciano, 48 km from Mount Amiata and 5.9 km from Terme di Montepulciano, Palazzo Mosela Alla Porta offers accommodation with free WiFi in a historic building.

    From US$191.68 per night
  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 184 reviews

    Villa Poggiano is a 6-hectare estate in the heart of the peaceful Tuscan countryside. It offers an outdoor pool and luxurious guest rooms with free internet access and panoramic views.

  • Lupaia

    Montepulciano
    Breakfast options
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 117 reviews

    On a hilltop in the heart of Tuscany, Lupaia, a converted stone farmhouse overlooking Montepulciano, will offer you a warm welcome.

  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 388 reviews

    Offering pool views, Terra Antica - Resort, Winery & SPA is set in Montepulciano and offers a wellness area with a sauna and a hot tub. With garden views, this accommodation features a terrace.

    From US$502.69 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 46 reviews

    Boasting a garden and views of mountain, B&B Il Glicine is a bed and breakfast set in a historic building in Montefollonico, 15 km from Terme di Montepulciano.

    From US$129.19 per night
  • Tenuta Santo Pietro

    Pienza
    Breakfast options
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 234 reviews

    Tenuta Santo Pietro is a working farm located in Tuscan countryside, and features an outdoor swimming pool with views of Pienza, 5 km away.

    From US$263.32 per night
  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 29 reviews

    Boasting air-conditioned accommodation with a private pool, lake view and a balcony, L'Aquila e L'Ulivo is situated in Montepulciano.

    From US$337.14 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 292 reviews

    Overlooking Val d'Orcia and 8 km from the town of Pienza in southern Tuscany, Azienda Agricola Barbi offers 2 stone farmhouses that still maintain its original features.

FAQ about holiday rentals in Montepulciano

Holiday rentals that guests love in Montepulciano

See all
  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 265 reviews
    Great host, very friendly and excellent service. Beautiful villa, amazing view from breakfast area (breakfast was great as well). Perfect location (close to Montepulciano, Pienza and other cities). Room was spacious, large bathroom/bedroom. highly recommended ! I would definitely return.
    Guest review by
    Wim
    Young couple
  • Avg. price/night: US$115.22
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 2,109 reviews
    A jewel among the wine yards. Spacious room, great breakfast and friendly staff. The restaurant at the hotel was fantastic. We stayed for 2 nights at the villa and both times dined there. Local wine and home made pasta were to die for.
    Guest review by
    Nadezhda
    Young couple
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 418 reviews
    Overall it was an incredible stay. It feels like you are in your own private villa. The staff were incredibly attentive and they went above and beyond to make our stay perfect. Fully deserved 10/10.
    Guest review by
    Patrick
    Family with young children
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 240 reviews
    The location of the accommodation is perfect. At the entrance to the historic center of the village. The room is a bit small, but adequate. It is beautiful, cozy and has everything you need for your stay. Would definitely recommend to friends!
    Guest review by
    Panagiotis
    Young couple
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 418 reviews
    This villa was absolutely stunning. Breathtaking views across Tuscany. Our room was lovely, traditional and very comfortable. Our hosts were amazing and went above and beyond to cater for us. The food was delicious and prepared with love and pride. We will return to Villa Cicolina on our next visit to Italy! 🥰
    Guest review by
    Linda
    Young couple
  • Avg. price/night: US$232.55
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 359 reviews
    Absolutely stunning scenery with views of Montepulciano and the surrounding hills. Beautiful villa. Clean pool. Lovely breakfast. Powerful shower with nice smelling shower gel. Helpful staff. Wine tour and lunch was great. Two adorable kitties live there too.
    Guest review by
    Ruth Alexandra
    Young couple
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 2 reviews
    Villa very comfortable and perfect for our family of 8. Beautiful views and all we needed was provided.
    Guest review by
    Maria
    Group
  • Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 442 reviews
    A lovely holiday home, beautifully located. Warm and cozy. Child-friendly, spacious, clean and accommodating. Traditionally styled but meeting high modern standards. Quiet neighbourhood. Free parking space on site with an easy access to SP146 road. Summer pool being a nice additional feature. Noticeable owner's relentless efforts to further improve the existing conditions.
    Guest review by
    Valgwath
    Family with young children