Vacation rentals in Montepulciano, Italy - page 5

Carefully selected & verified rentals in Montepulciano, Italy
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Rooms and Guests2 Guests, 1 Room
Montepulciano is home to attractions like the Piazza Grande, historic vineyards of Avignonesi, and stunning views from the Fortezza Medicea. The area offers a mix of accommodations, from quaint vacation rentals near Cantina del Redi to charming agriturismos with local culinary experiences. Each stay is handpicked based on guest reviews and great amenities, bringing exclusive options that enhance your Italian experience. Booking during the spring or fall can save you money, and consider renting a bike to explore the hills and vineyards.
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81-100 out of 126
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Tuscan Palace - Buratti Montepulciano
Map300 m from City Centre200 m from Palazzo Cervini
FromUS$ 644 /nightSelect
La Zia Marisa Apartment Montepulciano
MapNear Terme di Montepulciano5.1km
  • Spacious rooms with garden views
  • Fully equipped kitchen available
  • Private entrance for added privacy
  • Private entrance
  • Fully equipped kitchen
  • Spacious apartment
Apartment-style hotel in the heart of Tuscany
FromUS$ 592 /nightSelect
Il Nido Dell'Upupa
Map600 m from City Centre200 m from Palazzo Cervini
FromUS$ 264 /nightSelect
Appartamento In Palazzo Bucelli
2 adults
1 bedroom
1 bed
MapIn the center of Montepulciano0m
  • Historic building with private entrance
  • Spacious terrace with courtyard views
  • Facilities for disabled guests available
  • Flat-screen TV
  • Equipped kitchen
  • Private balcony
Charming hotel with modern amenities in historic setting
FromUS$ 217 /nightSelect
Milipano Studio Apt
2 adults
1 bedroom
1 bed
MapNearby Terme di Montepulciano6.2km
  • Air-conditioned rooms with city views
  • Fully equipped kitchen includes dishwasher
  • Private entrance for added privacy
  • Air conditioning
  • Flat-screen TV
  • Private entrance
Studio apartment offering modern amenities in Tuscany
FromUS$ 193 /nightSelect
Residenza Stuart - La Casa Nido Nest House - Dimora Storica
2 adults
1 bedroom
2 beds
MapNear Montepulciano city center300m
  • Relaxing solarium available for guests
  • Outdoor dining area with garden views
  • Coffee shop on-site for convenience
  • Solarium
  • Outdoor dining
  • Coffee shop
Historic hotel featuring gardens and a solarium
FromUS$ 94 /nightSelect
Alle Mura Casa Torre 2 Notti Min
Map300 m from City Centre300 m from Palazzo Cervini
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Debby Appartamenti
Map100 m from City Centre500 m from Palazzo Cervini
FromUS$ 197 /nightSelect
Podere Casanova & Wine Experience - Montepulciano
The largest option:
6 adults
1 bedroom
2 beds
MapBeautiful garden views1.5km
  • Seasonal outdoor swimming pool
  • Private entrance for guests
  • On-site bike rental available
  • Outdoor pool
  • Garden area
  • Bike rental
Rustic resort with wine experiences and outdoor activities
FromUS$ 246 /nightSelect
La Torretta Di Angela
MapNear Terme di Montepulciano5km
  • Spacious rooms with fully equipped kitchens
  • On-site hiking and horseback riding activities
  • Paid airport shuttle service available
  • Airport shuttle
  • Car rental
  • Non-smoking rooms
Ideal hotel for exploring Tuscany's natural beauty
FromUS$ 175 /nightSelect
A Casa Dila-Montepulciano House
Map4.2 km from City Centre1.1 km from Montepulciano Terme
FromUS$ 117 /nightSelect
Residenza Stuart - Green - Dimora Storica
4 adults
2 bedrooms
2 beds
MapClose to Terme di Montepulciano5.2km
  • Spacious rooms with garden views
  • Bicycle parking available for guests
  • Equipped kitchen for in-room dining
  • Garden views
  • Bicycle parking
  • Outdoor dining
Historic hotel with elegant living spaces and amenities
FromUS$ 107 /nightSelect
Borgo 7 Tigliappartamento A Montepulciano N7
MapScenic Tuscan countryside views300m
  • Outdoor swimming pool available for guests
  • Children's play area for family fun
  • Pets allowed for furry companions
  • Outdoor pool
  • Children's area
  • Air conditioning
Resort featuring family-friendly amenities and outdoor relaxation
FromUS$ 191 /nightSelect
Appartamento - La Vinaccia
Map3.2 km from City Centre1.7 km from Montepulciano Terme
FromUS$ 246 /nightSelect
La Casa Degli Artisti, Appartamento In Centro Storico
Map800 m from City Centre400 m from Palazzo Cervini
FromUS$ 158 /nightSelect
La Dimora Poliziana Di Anna
Map300 m from City Centre200 m from Palazzo Cervini
FromUS$ 291 /nightSelect
Myhome Wi-Fi Fiber Montepulciano
MapNearby Terme di Montepulciano6.2km
  • Garden views from private balcony
  • Fully equipped kitchen available
  • Free private parking on site
  • Private parking
  • Fully equipped kitchen
  • Garden terrace
Modern hotel with private terrace and garden views
FromUS$ 101 /nightSelect
Girolamo Apartment - Super Central, Private Parking & Outdoor Area
4 adults
2 bedrooms
2 beds
MapClose to Terme di Montepulciano5.9km
  • Private parking available for guests
  • Spacious rooms with outdoor area
  • Shared kitchen and lounge facilities
  • Private Parking
  • Shared Kitchen
  • Outdoor Area
Hotel with outdoor space and convenient parking options
FromUS$ 193 /nightSelect
Appartamento - La Meridiana
Map3.2 km from City Centre1.7 km from Montepulciano Terme
FromUS$ 192 /nightSelect
Virtual House
Map300 m from City Centre600 m from Palazzo Cervini
FromUS$ 118 /nightSelect

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Check-in
06Dec2025Select date
Check-out
07Dec2025Select date
Rooms and Guests2 Guests, 1 Room