Vacation rentals in Montepulciano, Italy

Carefully selected & verified rentals in Montepulciano, Italy
Check-in
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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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1-20 out of 132
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Angolo Alla Fortezza - Gigliola Contucci Montepulciano
4 adults
1 bedroom
2 beds
MapCentral pedestrian zone0m
  • Air-conditioned one-bedroom apartment
  • Luggage storage available on-site
  • Pets allowed in the property
  • Air conditioning
  • Luggage storage
  • Private parking
Hotel with well-equipped rooms in historic center
FromUS$ 138 /nightSelect
Dimora Dell'Erbe Apartment Montepulciano
The largest option:
6 adults
2 bedrooms
3 beds
Map400 yd from City Centre100 yd from Palazzo Cervini
FromUS$ 481 /nightSelect
Residenza San Donato
MapNear the city center0.5km
  • Air-conditioned rooms for comfort
  • Concierge service for guests' convenience
  • Relaxing shared lounge area available
  • City views
  • Paid airport shuttle
  • Soundproof rooms
Charming hotel offering well-equipped apartment-style rooms
FromUS$ 156 /nightSelect
La Casina Di Rosa
2 adults
1 bedroom
2 beds
MapProximity to Terme di Montepulciano5.8km
  • Private entrance for enhanced privacy
  • Fully equipped kitchen for convenience
  • Close to major attractions and activities
  • Air conditioning
  • Flat-screen TV
  • Private entrance
Hotel offering fully furnished rooms near attractions
FromUS$ 102 /nightSelect
La Casina Di Aldo
MapQuiet neighborhood setting300m
  • Air conditioning in all rooms
  • Pet-friendly accommodations available
  • Flat-screen TV for guest entertainment
  • Air conditioning
  • Flat-screen TV
  • Pet-friendly
Hotel in a tranquil area with modern amenities
FromUS$ 118 /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$ 160 /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
La Casina In Via Fiorita Centro Storico Montepulciano
MapClose to attractions300m
  • Private entrance for added privacy
  • Air-conditioned rooms with modern amenities
  • Well-equipped kitchen for self-catering
  • Air conditioning
  • Fully equipped kitchen
  • Private entrance
Boutique hotel featuring self-catering rooms and privacy
FromUS$ 190 /nightSelect
Holiday Apartment In Historical Palace
The largest option:
6 adults
2 bedrooms
3 beds
Map900 yd from City Centre500 yd from Palazzo Cervini
FromUS$ 243 /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
Bellarmino Boutique Apartments, Montepulciano
The largest option:
4 adults
1 bedroom
2 beds
MapRight next to the main square50m
  • Spacious classic-style apartments available
  • Modern kitchens for self-catering needs
  • Located near shops and restaurants
  • Electric kettle
  • Satellite TV
  • Pets allowed
Historic hotel offering stylish rooms in Montepulciano
FromUS$ 154 /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
La Casa Di Nonna Danda
Map700 yd from City Centre300 yd from Palazzo Cervini
FromUS$ 110 /nightSelect
Casa La Stadera
4 adults
2 bedrooms
2 beds
MapNearby Terme di Montepulciano6.7km
  • Well-equipped kitchen for family meals
  • Private entrance for added privacy
  • Scenic terrace with garden views
  • Air conditioning
  • Free parking
  • Garden views
Hotel featuring family-friendly rooms with spacious amenities
FromUS$ 157 /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$ 189 /nightSelect
Mery'S House
Map500 yd from City Centre900 yd from Palazzo Cervini
FromUS$ 414 /nightSelect
Appartamento Centro Storico La Pulcianella Con Vista Mozzafiato
Map600 yd from City Centre200 yd from Palazzo Cervini
FromUS$ 144 /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
Gli Alberi Apartment With View
4 adults
1 bedroom
2 beds
MapTerme di Montepulciano700m
  • Hot tub with mountain views
  • Outdoor dining area available
  • Kids' pool for family fun
  • Kids' Pool
  • Hot Tub
  • Outdoor Area
Apartment hotel with a beautiful garden and views
FromUS$ 205 /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$ 1 062
⬇️ The lowest price
US$ 84
đź’¸ Average price for
Apartments
US$ 194

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 - William Stuart Apartment - 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
16Mar2026Select date
Check-out
17Mar2026Select date
Rooms and Guests2 Guests, 1 Room