Vacation rentals in Montepulciano, Italy - page 2

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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21-40 out of 126
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Il Giardino Della Fortezza Montepulciano
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$ 275 /nightSelect
L'Aquila E L'Ulivo Apartment Montepulciano
MapNear Terme di Montepulciano6.6km
  • Private pool with lake views
  • Air-conditioned rooms with balconies
  • 24-hour front desk service
  • Private pool
  • Air conditioning
  • Close to attractions
Hotel with private pool and balconies overlooking nature
FromUS$ 333 /nightSelect
Casa Lulu
Map500 m from City Centre900 m from Palazzo Cervini
FromUS$ 135 /nightSelect
Truffle House Tuscany Magnatum Pico
MapTerme di Montepulciano4.7km
  • Recently renovated historic building
  • Self-catering rooms with kitchen facilities
  • Shared lounge and kitchen for guests
  • Shared kitchen
  • Air conditioning
  • Flat-screen TV
Charming hotel featuring well-equipped modern rooms
FromUS$ 311 /nightSelect
Amazing Apartment With Swimming Pool, Montepulciano Toscana
Map3.2 km from City Centre1.7 km from Montepulciano Terme
FromUS$ 227 /nightSelect
Jasmine Apartment - Panoramic View, Super Central, Close To Finest Restaurants
2 adults
1 bedroom
1 bed
MapClose to finest restaurants500m
  • Balcony with panoramic views
  • Fully equipped kitchen amenities
  • Spacious one-bedroom layout
  • Balcony view
  • Flat-screen TV
  • On-site parking
Modern apartment offering unique Tuscan experiences
FromUS$ 109 /nightSelect
10.0
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Il Buonumore
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$ 111 /nightSelect
Montepulcianolettings
Map300 m from City Centre300 m from Palazzo Cervini
FromUS$ 185 /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
La Casina Di Nello
MapHistoric city center200m
  • Pet-friendly rooms available
  • Private entrance for added privacy
  • Fully equipped kitchen provided
  • Flat-screen TV
  • Free parking
  • Electric kettle
Hotel offering comfortable and fully equipped apartment accommodations
FromUS$ 99 /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
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$ 99 /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
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
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$ 218 /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
La Casa Di Nonna Danda
Map700 m from City Centre300 m from Palazzo Cervini
FromUS$ 110 /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
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$ 84 /nightSelect
Antico Borgo 7
Map500 m from City Centre900 m from Palazzo Cervini
FromUS$ 184 /nightSelect

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