Vacation rentals in Montepulciano, Italy

Carefully selected & verified rentals in Montepulciano, Italy
Check-in
06Dec2025Select date
Check-out
07Dec2025Select date
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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1-20 out of 126
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Mezzanino L Palazzo Gagnoni Grugni Apartment Montepulciano
4 adults
1 bedroom
3 beds
MapIn the historic center300m
  • Mountain views from private rooms
  • Living space includes a full kitchen
  • Central location in the historic center
  • 24-hour reception
  • Private entrance
  • Kitchen facilities
Charming hotel with private rooms and mountain views
FromUS$ 135 /nightSelect
Luxury Apartment Piazza Grande Montepulciano
4 adults
2 bedrooms
2 beds
MapPicturesque Tuscan countryside300m
  • Spacious apartment with terrace views
  • Equipped kitchen with modern amenities
  • Bicycle rental service available onsite
  • Flat-screen TV
  • Equipped kitchen
  • Private entrance
Luxury apartment designed for family-friendly vacations
FromUS$ 285 /nightSelect
Opio Nel Corso 47
Map800 m from City Centre400 m from Palazzo Cervini
FromUS$ 178 /nightSelect
Holiday Apartment In Historical Palace
The largest option:
6 adults
2 bedrooms
3 beds
Map800 m from City Centre500 m from Palazzo Cervini
FromUS$ 243 /nightSelect
Appartamento Athena-Montepulciano House
Map700 m from City Centre300 m from Palazzo Cervini
FromUS$ 114 /nightSelect
Contucci Residenze D'Epoca
2 adults
1 bedroom
1 bed
MapRight at the main square100m
  • Centrally located with parking options
  • Rooms feature a kitchenette and flat-screen TV
  • Adjacent to Cantine Contucci winery tastings
  • Free parking
  • Kitchenette
  • Flat-screen TV
Charming hotel with historic character and local wine tastings
FromUS$ 194 /nightSelect
Guest-House Del Corso
MapClose to Terme di Montepulciano5.7km
  • Family rooms available for relaxation
  • Elevator access for convenience
  • Private bathrooms with bathrobes
  • Free parking
  • Air conditioning
  • Flat-screen TV
Hotel featuring comfortable rooms with private bathrooms
FromUS$ 107 /nightSelect
Belvedere In Montepulciano
MapNear Terme di Montepulciano5.2km
  • Three bedrooms with a fully equipped kitchen
  • Flat-screen TV available in every room
  • Non-smoking rooms throughout the property
  • Flat-screen TV
  • Fully equipped kitchen
  • Non-smoking rooms
Hotel offering spacious family-friendly rooms in Tuscany
FromUS$ 126 /nightSelect
Apartment With Little Arch
The largest option:
2 adults
1 bedroom
1 bed
MapNext to city center300m
  • Family rooms available for group stays
  • Mountain and lake views from the rooms
  • Proximity to the city center attractions
  • Family rooms
  • Kitchenware
  • Private bathroom
Hotel providing familial and scenic residential experiences
FromUS$ 83 /nightSelect
Il Corso
The largest option:
4 adults
2 bedrooms
3 beds
MapNearby Terme di Montepulciano5.3km
  • Family-friendly rooms available
  • Equipped kitchen and dining area
  • Mountain and lake views from rooms
  • Air conditioning
  • Flat-screen TV
  • Outdoor dining
Hotel with picturesque views and family amenities
FromUS$ 331 /nightSelect
Casa Di Lara - Nel Cuore Della Citta
Map500 m from City Centre100 m from Palazzo Cervini
FromUS$ 156 /nightSelect
Il Magnifico
MapThermal baths nearby4.8km
  • Two-bedroom family-friendly rooms
  • Fully equipped kitchen facilities
  • Pet-friendly environment available
  • Air conditioning
  • Flat-screen TV
  • Pet friendly
Hotel with family suites near thermal spas
FromUS$ 231 /nightSelect
Appartamento Centro Storico
4 adults
1 bedroom
2 beds
MapIn the center of the old town0m
  • Private entrance for added privacy
  • Fully equipped kitchen for convenience
  • Located in the historic town center
  • Flat-screen TV
  • Fully equipped kitchen
  • Electric kettle
Charming apartment in the heart of Montepulciano
FromUS$ 115 /nightSelect
Dimora Del Corso Di Montepulciano
The largest option:
10 adults
2 bedrooms
1 bed
MapIn the centre of Montepulciano0m
  • Family-friendly rooms available
  • Bicycle rental service onsite
  • Located in town center
  • Bicycle rental
  • Family rooms
  • Air conditioning
Charming hotel with modern comforts in Tuscany
FromUS$ 144 /nightSelect
Palazzo Tombesi Trecci
The largest option:
5 adults
2 bedrooms
3 beds
MapSteps from Val di Chiana300m
  • On-site spa services available
  • Italian cuisine restaurant on-site
  • Cozy dining and seating areas
  • Dining Area
  • On-site Spa
  • Italian Restaurant
Hotel featuring rooms with unique dining areas and spa
FromUS$ 155 /nightSelect
La Rughetta Guest House
The largest option:
5 adults
1 bedroom
2 beds
MapCenter of the old city200m
  • Family rooms available for convenience
  • City views from most rooms
  • Quiet area in the old city
  • Air Conditioning
  • Flat-Screen TV
  • Coffee Machine
Hotel with city views and family-friendly rooms
FromUS$ 129 /nightSelect
Mery'S House
Map400 m from City Centre800 m from Palazzo Cervini
FromUS$ 354 /nightSelect
-Casina Vitty-
MapQuiet area in city center0m
  • Private entrance for enhanced privacy
  • Fully equipped kitchen with modern appliances
  • Close proximity to city center attractions
  • Free parking
  • Flat-screen TV
  • Private terrace
Boutique hotel offering comfortable, well-equipped rooms
FromUS$ 128 /nightSelect
Il Terrazzino, Piccolo Loft In Montepulciano
MapProximity to Terme di Montepulciano4.9km
  • Private entrance for added privacy
  • Equipped kitchen for self-catering options
  • Flat-screen TV with satellite channels
  • Private terrace
  • Flat-screen TV
  • No smoking
Hotel featuring modern amenities and a secluded loft
FromUS$ 107 /nightSelect
9.0
Perfect
Casa Iole
MapNear Terme di Montepulciano2.4km
  • Spacious rooms with a private entrance
  • Equipped kitchenette for convenience
  • Free private parking available
  • Private balcony
  • Flat-screen TV
  • Kitchenette
Hotel with modern amenities in scenic Montepulciano
FromUS$ 121 /nightSelect

Flexible Price Range for Vacation Homes in Montepulciano

From cozy retreats to luxury villas – Find the ideal stay for every budget

⬆️ The highest price
US$ 1 002
⬇️ The lowest price
US$ 83
đź’¸ Average price for
Apartments
US$ 206

Top vacation homes in Montepulciano

Based on guest reviews from the past 12 months

Historic Charm in the Heart of Montepulciano:
Dimora Del Corso Di Montepulciano
Luxury Villas with Panoramic Views:
Cozy Retreats for Romantic Getaways:
Fuga Romantica A Montepulciano
Charming Boutique Apartments:
Bellarmino Boutique Apartments, Montepulciano
Family Friendly Accommodations:
La Casina Di Aldo
Countryside Bliss and Wine Experience:
Podere Casanova & Wine Experience - Montepulciano
Unique and Artistic Stays:
Appartamento Con Vista - Montepulciano
Modern Comforts with Historical Touch:
Residenza Stuart - Red - Dimora Storica
Scenic Getaways with Outdoor Activities:
Sant'Antonio Country Resort

FAQs about Montepulciano rentals

Get answers to common questions and plan your adventure smoothly

Which vacation rentals offer the best views in Montepulciano?
For excellent views, consider staying at Gli Alberi Apartment With View or Appartamento La Casa Delle Calle, both offering scenic vistas of the surrounding countryside.
What are some family-friendly vacation rentals in Montepulciano?
Family-friendly options include Sant'Antonio Country Resort, which offers spacious accommodations and outdoor activities, and La Casina Di Iole, with amenities suitable for all ages.
Which vacation rentals are near popular landmarks in Montepulciano?
Accommodations like Residenza San Donato and La Civetta are centrally located, within 500 meters of famed sites like Piazza Grande and the historic center.

Vacation Rentals Overview in Montepulciano

This guide evaluates around 100 vacation rentals in Montepulciano, Italy, offering essential details to help travelers make informed decisions about their stay.

Typical nightly prices range from $100 to $250.

Approximately 100 vacation rental properties are available.

Peak travel seasons are April to October.

Local occupancy tax is around 2% per night.

Most attractions, including Piazza Grande, are within 0.5 miles.

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