Vacation rentals in Montepulciano, Italy

Carefully selected & verified rentals in Montepulciano, Italy
Check-in
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Check-out
27Aug2025Select date
Rooms and Guests2 Guests, 1 Room
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1-20 out of 121
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10.0
Perfect
Il Buonumore Montepulciano
The largest option:
6 adults
3 bedrooms
4 beds
MapDirectly in the old town500m
  • Historic building with modern amenities
  • Private entrance for convenience
  • Bicycle rental available on-site
  • Bicycle rental
  • Private entrance
  • Back massage
Charming hotel featuring rustic elegance and modern comforts
FromUS$ 141 /nightSelect
Dimora Del Corso Di Montepulciano Apartment
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$ 122 /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
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$ 179 /nightSelect
Sant'Antonio Country Resort
The largest option:
4 adults
2 bedrooms
3 beds
MapBeautiful Montepulciano hills300m
  • Outdoor pools with stunning views
  • Historic building with unique rooms
  • On-site bike tours and hiking activities
  • Outdoor pool
  • Private garden
  • Barbecue facilities
Historic resort featuring unique Tuscan accommodations
FromUS$ 213 /nightSelect
Montepulcianolettings
Map300 yd from City Centre300 yd from Palazzo Cervini
FromUS$ 156 /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
Appartamento Talosa
4 adults
1 bedroom
2 beds
MapIn the center of the village300m
  • Historic building with private entrance
  • Garden and city views offered
  • Pets allowed for a leisurely stay
  • Flat-screen TV
  • Pets allowed
  • Fully equipped kitchen
Charming hotel with scenic views and local atmosphere
FromUS$ 131 /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
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
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
The Roof House
MapMain square view0m
  • City views from the balcony
  • Fully equipped kitchen available
  • Located on the main square
  • Barbecue facilities
  • Flat-screen TV
  • Outdoor dining
Hotel with stunning views in the heart of Montepulciano
FromUS$ 234 /nightSelect
Ciliano 16
MapShops in the town centre200m
  • Historic building with modern amenities
  • Soundproofed rooms with private entrance
  • Equipped kitchen for self-catering options
  • Flat-screen TV
  • Dishwasher
  • Fireplace
Hotel featuring historic charm and contemporary comfort
FromUS$ 125 /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$ 346 /nightSelect
La Casina Di Iole
MapIn the centre of Montepulciano0m
  • Air-conditioned rooms available
  • Pet-friendly property
  • Flat-screen TV provided
  • Air Conditioning
  • Flat-screen TV
  • Non-smoking property
Hotel with essential amenities in Montepulciano center
FromUS$ 108 /nightSelect
Opio 60
The largest option:
3 adults
1 bedroom
2 beds
MapCycling routes nearby100m
  • Air-conditioned family rooms available
  • Equipped kitchenettes in select rooms
  • On-site cycling and walking tours offered
  • Family rooms
  • Air conditioning
  • Flat-screen TV
Hotel with family-friendly amenities and local attractions
FromUS$ 143 /nightSelect
Appartamento Centro Storico La Pulcianella Con Vista Mozzafiato
Map600 yd from City Centre200 yd from Palazzo Cervini
FromUS$ 142 /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
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
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

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$ 922
⬇️ The lowest price
US$ 83
đź’¸ Average price for
3-star hotels
US$ 188
Apartments
US$ 196

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:
Villa San Bartolomeo
Cozy Retreats for Romantic Getaways:
Fuga Romantica A Montepulciano
Charming Boutique Apartments:
Family Friendly Accommodations:
La Casina Di Aldo
Countryside Bliss and Wine Experience:
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.

Check-in
26Aug2025Select date
Check-out
27Aug2025Select date
Rooms and Guests2 Guests, 1 Room