Vacation rentals in Montepulciano, Italy

Carefully selected & verified rentals in Montepulciano, Italy
Check-in
26Aug2025Select date
Check-out
27Aug2025Select date
Rooms and Guests2 Guests, 1 Room
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21-40 out of 121
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
S. Bartolomeo Ii° - "La Loggetta" Apartment Montepulciano
2 adults
1 bedroom
1 bed
MapNear Terme di Montepulciano4.6 km
  • Spacious apartment with mountain views
  • Private patio and picnic area available
  • Free private parking on site
  • Outdoor seating
  • picnic area
  • Flat-screen TV
Hotel featuring garden views and private outdoor space
FromUS$Ā 124 /nightSelect
8.6
Great
Torre Alle Antiche Mura Montepulciano
The largest option:
4 adults
1 bedroom
2 beds
MapOn the main square0m
  • Historic building with private entrance
  • Luggage storage and outdoor fireplace
  • Air-conditioned rooms with flat-screen TV
  • Outdoor fireplace
  • Air conditioning
  • Luggage storage
Hotel featuring unique historical architecture in Montepulciano
FromUS$Ā 128 /nightSelect
Angolo Alla Fortezza - Gigliola Contucci
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$Ā 138 /nightSelect
Mezzanino L Palazzo Gagnoni Grugni
4 adults
1 bedroom
3 beds
MapIn the historic center300m
  • Mountain views from private rooms
  • Living space includes a full kitchen
  • Central location in the historic center
  • 24-hour reception
  • Private entrance
  • Kitchen facilities
Charming hotel with private rooms and mountain views
FromUS$Ā 124 /nightSelect
Palazzo Danesi
The largest option:
4 adults
1 bedroom
2 beds
Map800 yd from City Centre300 yd from Palazzo Cervini
FromUS$Ā 108 /nightSelect
La Civetta, Montepulciano Apartment In Historical Center, Free Wifi
MapHistorical center access200m
  • Pet-friendly environment for guests
  • Two living rooms for relaxed gatherings
  • Equipped kitchen for self-catering options
  • Luggage Storage
  • Bicycle Rental
  • Terrace View
Charming hotel apartment with local heritage features
FromUS$Ā 286 /nightSelect
Antico Borgo 7
Map500 yd from City Centre900 yd from Palazzo Cervini
FromUS$Ā 184 /nightSelect
Palazzo Colombi
4 adults
2 bedrooms
2 beds
MapQuiet area inside the historic quarter250m
  • Historic building with modern amenities
  • Spacious rooms with a fully equipped kitchen
  • On-site coffee shop and family-friendly features
  • On-site coffee shop
  • Family-friendly features
  • 24-hour reception
Hotel featuring unique heritage charm and family-friendly services
FromUS$Ā 177 /nightSelect
Casa Matilde
MapMain walking street access200m
  • Spacious rooms with private entrance
  • Popular for cycling enthusiasts
  • Air conditioning available in rooms
  • Bike rentals
  • Air conditioning
  • Private entrance
Hotel providing comfortable rooms near local attractions
FromUS$Ā 391 /nightSelect
Apartment With Beautiful Sun
The largest option:
6 adults
2 bedrooms
3 beds
MapNear Montepulciano bus station150m
  • Rooms with mountain views available
  • Fully equipped kitchen provided
  • Family rooms suitable for groups
  • Air conditioning
  • Flat-screen TV
  • Private balcony
Well-appointed hotel offering scenic views and comfort
FromUS$Ā 160 /nightSelect
Il Giardino Della Fortezza
6 adults
2 bedrooms
3 beds
MapHeart of old town200m
  • Private check-in and check-out available
  • Bicycle rental for cycling enthusiasts
  • Outdoor dining area in the garden
  • Outdoor dining
  • Bicycle rental
  • Children's play area
Hotel offering family-friendly amenities and cycling activities
FromUS$Ā 385 /nightSelect
Il Magnifico
MapThermal baths nearby4.8km
  • Two-bedroom family-friendly rooms
  • Fully equipped kitchen facilities
  • Pet-friendly environment available
  • Air conditioning
  • Flat-screen TV
  • Pet friendly
Hotel with family suites near thermal spas
FromUS$Ā 231 /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$Ā 202 /nightSelect
Mery'S House
Map500 yd from City Centre900 yd from Palazzo Cervini
FromUS$Ā 364 /nightSelect
Uscio E Bottega
MapNear Terme di Montepulciano5.1km
  • Fully equipped kitchenette available
  • Private balcony with city views
  • Pets are allowed on-site
  • Flat-screen TV
  • Electric kettle
  • Pet-friendly
Hotel featuring private rooms with kitchenette amenities
FromUS$Ā 94 /nightSelect
Casa Di Lara - Nel Cuore Della Citta
Map500 yd from City Centre100 yd from Palazzo Cervini
FromUS$Ā 156 /nightSelect
La Casa Dello Sdrucciolo
Map600 yd from City Centre100 yd from Palazzo Cervini
FromUS$Ā 198 /nightSelect
Casa La Stadera
4 adults
2 bedrooms
2 beds
MapNearby Terme di Montepulciano6.7km
  • Well-equipped kitchen for family meals
  • Private entrance for added privacy
  • Scenic terrace with garden views
  • Air conditioning
  • Free parking
  • Garden views
Hotel featuring family-friendly rooms with spacious amenities
FromUS$Ā 157 /nightSelect
La Casina Di Mira
2 adults
1 bedroom
1 bed
MapInner courtyard views0m
  • Private entrance for added privacy
  • Soundproofed rooms for quiet stays
  • Fully equipped kitchen for convenience
  • Flat-screen TV
  • Fully equipped kitchen
  • Air conditioning
Cozy hotel with unique features for leisure travelers
FromUS$Ā 84 /nightSelect
9.0
Perfect
Casa Iole
MapNear Terme di Montepulciano2.4km
  • Spacious rooms with a private entrance
  • Equipped kitchenette for convenience
  • Free private parking available
  • Private balcony
  • Flat-screen TV
  • Kitchenette
Hotel with modern amenities in scenic Montepulciano
FromUS$Ā 121 /nightSelect

Flexible Price Range for Vacation Homes in Montepulciano

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

ā¬†ļø The highest price
US$Ā 922
ā¬‡ļø The lowest price
US$Ā 83
šŸ’ø Average price for
3-star hotels
US$Ā 188
Apartments
US$Ā 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