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Montepulciano Rentals

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From $998 per night (USD)
VRBO
Tuscan Villa Place of Peace - Montepulciano
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Close to ecotours, horse riding, and more, this smoke-free villa brings it all within reach. Thanks to the convenient ...
From $998 per night (USD)
VRBO
From $833 per night (USD)
Expedia
Casa Svetoni - Five Bedroom Villa, Sleeps 9
Bedrooms:
5
Bathrooms:
5
Sleeps:
9
Tucked away in an idyllic Tuscan estate renowned for its DOC Vino Nobile di Montepulciano wine production sits Casa Svet ...
From $833 per night (USD)
Expedia
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VRBO
Giotto Apartment at the Tuscan Country Resort
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Apartment 9 - Giotto, Ambrogio Bondone (1267-1337) The tuscan apartment is dedicated to Ambrogio Bondone (1267-1337) It ...
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VRBO
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Expedia
Piero della Francesca Apartment at the Tuscan Country Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
Appartamento 7 - Piero della Francesca (1416 - 1492) The apartment is named to Piero della Francesca (1416 - 1492) Rena ...
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Expedia
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VRBO
An 800 year old accommodation in the Tuscan Country side
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Apartment 1 - Caravaggio Maximum: 4 people - 2 bedrooms - Ground floor entrance Caravaggio self catering apartment is ...
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VRBO
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Expedia
Michelozzo Apartment at the Tuscan Country Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Apartment 2 - Michelozzo, Michelozzo Michelozzi (1396 - 1472) The tuscan apartment is named to Michelozzo Michelozzi (13 ...
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Expedia
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VRBO
Sodoma Apartment at the Tuscan Country Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Apartment 13 - Sodoma, Giovanni Antonio Bazzi (1477 - 1549) The Tuscan apartment is dedicated to Giovanni Antonio Bazzi, ...
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VRBO
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Expedia
Casa Franceschi Apartment at the Tuscan Country Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Apartment 6 - Casa Franceschi Casa Franceschi is named after Ilario Franceschi, Major of Montepulciano in the 1850's, wh ...
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Expedia
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VRBO
Brunelleschi Apartment at the Tuscan Country Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The tuscan apartment is named to Filippo Brunelleschi (Florence, 1377 - Florence, 1446) Italian Renaissance artist. The ...
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VRBO
From $97 per night (USD)
VRBO
The House of Oaks - Rustic
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A short distance from birdwatching, cycling, and more, this pet-friendly apartment lets you experience it all. Val di ...
From $97 per night (USD)
VRBO
From $97 per night (USD)
VRBO
The Casa delle Querce - Tavernetto
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Close to birdwatching, cycling, and more, this pet-friendly apartment brings it all within reach. Thanks to the conve ...
From $97 per night (USD)
VRBO
From $1153 per night (USD)
Expedia
2 Bedroom Apartment in Abbadia
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Nestled in Montepulciano, this 2-bedroom, 2-bathroom apartment brings it all within your reach. Fans of nature and th ...
From $1153 per night (USD)
Expedia
From $1118 per night (USD)
VRBO
Exclusive Modern Apartment at Abbadia di Montepulciano
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Located in Montepulciano, this 2-bedroom, 2-bathroom apartment lets you experience it all. Fans of nature and the out ...
From $1118 per night (USD)
VRBO
From $4875 per night (USD)
VRBO
Montepulciano villa rental
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Summary: Villa Bene is a beautiful Montepulciano villa rental. Recently restored, original 16th century features blend s ...
From $4875 per night (USD)
VRBO
From $511 per night (USD)
VRBO
Stunning private villa for 14 people with WIFI, private pool, TV and patio, close to Montepulciano
Bedrooms:
5
Bathrooms:
7
Sleeps:
14
Villa Acquaviva With Pool In Perugia is located 13 km (8 mi) from Castiglione Del Lago, Italy and only 25 km (15 mi) fro ...
From $511 per night (USD)
VRBO
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Expedia
Apartment with private covered terrace in front of the garden
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Alloro: This beautiful apartment (50 sqm) is on the ground floor and has a wonderful large covered terrace with a view o ...
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Expedia
From $113 per night (USD)
VRBO
Apartment with private terrace and garden view
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Olive: This beautiful apartment (50 sqm) is on the ground floor and has a terrace with a view of the garden and the coun ...
From $113 per night (USD)
VRBO
From $1069 per night (USD)
Expedia
Casale Le Vigne, 8 pax, private pool
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Magnificent Tuscan farmhouse totally restored, very close to the beautiful towns of Cortona and Montepulciano and minute ...
From $1069 per night (USD)
Expedia
From $139 per night (USD)
VRBO
Four Seasons Thermae - Apartment Piazza Italia - Entire Accommodation
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cozy and comfortable apartment of 105 m2 plus balcony, to spend holidays with the family or for couples. Central, near t ...
From $139 per night (USD)
VRBO
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Expedia
Large apartment with a panoramic view
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
quercia This large apartment (70sqm) is on the first floor with a view of the garden and the olive groves. It consists o ...
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Expedia
From $491 per night (USD)
VRBO
Luxury Tuscan Villa in Val d'Orcia, close to Montepulciano, Pienza, and Pools!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
La Vittoria 10 is a traditional Tuscan Country Villa surrounded by greenery, forests and our olives grove. Strategic l ...
From $491 per night (USD)
VRBO
From $262 per night (USD)
Expedia
Villa Banditello, secluded, panoramic view over Montepulciano valley.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Villa BANDITELLO, 130m2, accommodates 6 guests. The original building, dating back to the early 20th century, was restor ...
From $262 per night (USD)
Expedia
From $748 per night (USD)
VRBO
3 bdr Tuscan Villa for Family & Friends in Val d'Orcia, Montepulciano, Pienza
Bedrooms:
2
Bathrooms:
3
Sleeps:
11
La Vittoria is a beautiful house overlooking the Val d'Orcia, consisting of a large apartment on the top floor. The larg ...
From $748 per night (USD)
VRBO
From $105 per night (USD)
Expedia
Apartment in Torrita, balcony with view, pool,family friendly,Wi-Fi,up to 4 pers
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This apartment (45 sqm) is on the first floor with a view of the countryside and the olive grove. It consists of a livin ...
From $105 per night (USD)
Expedia
From $105 per night (USD)
VRBO
Apartment with a beautiful terrace covered with plants
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This apartment (48sqm) is on the ground floor. It consists of a living room with 2 single sofa beds, dining area, kitche ...
From $105 per night (USD)
VRBO
From $108 per night (USD)
Expedia
Amazing Panorama in Monticchiello
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Villa PoliFlora Panorama is an independent apartment on the first floor overlooking the famous cypresses of Monticchiell ...
From $108 per night (USD)
Expedia
From $450 per night (USD)
VRBO
Private Villa with private pool, A/C, WIFI, TV, pets allowed, panoramic view, close to Cortona
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Conveniently located 4 km (2 mi) from Centoia I, Italy and only 15 km (9 mi) from Cortona. Villa Mira is a lovely holida ...
From $450 per night (USD)
VRBO
From $194 per night (USD)
Expedia
Stunning private villa with WIFI, A/C, private pool, patio, panoramic view, close to Montepulciano
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Villa La Fragola is a lovely holiday home (100 sq m) with WiFi internet, air conditioning and private pool. The propert ...
From $194 per night (USD)
Expedia
From $422 per night (USD)
VRBO
Private Villa with A/C, WIFI, private pool, TV, patio, panoramic view, close to Montepulciano
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Conveniently located 5 km (3 mi) from Chianciano Terme, Italy and only 14 km (9 mi) from Montepulciano. Holiday home Cas ...
From $422 per night (USD)
VRBO
From $105 per night (USD)
Expedia
Apartment on the first floor with a view of the village
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This apartment (50 sqm) is on the first floor with a view of the countryside and the swimming pool with Torrita of Siena ...
From $105 per night (USD)
Expedia
From $124 per night (USD)
VRBO
Apartment with a beautiful view of the pool and Torrita village
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This large flat (75sqm) is on the first floor and overlooks the garden and the swimming pool with Torrita di Siena on th ...
From $124 per night (USD)
VRBO
From $106 per night (USD)
Expedia
Apartment in Torrita, ground floor, terrace, swimming pool, Wi Fi, up to 4 pers
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This apartment (37 sqm) is on the ground floor. It consists of a living room with a kitchenette (fridge, toaster, kettle ...
From $106 per night (USD)
Expedia
From $125 per night (USD)
VRBO
Apartment on the first floor with a beautiful panoramic view
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
his large flat (75sqm) is on the first floor and overlooks the garden and the olive groves. It consists of a living room ...
From $125 per night (USD)
VRBO
From $443 per night (USD)
Expedia
Villa with private pool, air conditioning near wineries at 3km from village
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
The property is ancient “podere” that has been refurbished from 2010 to 2012 using the original materials, it lies at 3 ...
From $443 per night (USD)
Expedia
From $1984 per night (USD)
VRBO
Iperbole country house, between Pienza and Montepulciano
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
The house sleeps comfortably 9 people in 4 double bedrooms and 1 single ( full bed) , each with its own bathroom. .The ...
From $1984 per night (USD)
VRBO
From $833 per night (USD)
Expedia
Charming Villa with private pool between Pienza and Montepulciano
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Villa Il Gelso is one of the three Villas of Casali Cellini . Careful restoration finished in May 2015 , using original ...
From $833 per night (USD)
Expedia
From $111 per night (USD)
VRBO
Apartment with terrace and enchanting view
Bedrooms:
2
Bathrooms:
1
Sleeps:
5
This large flat (80sqm) is on the ground floor and consists of a living room with 3 single divan beds, dining area and k ...
From $111 per night (USD)
VRBO
From $105 per night (USD)
Expedia
Apartment in Torrita, ground floor, terrace with view, swimming pool, 4 people
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This apartment (42sqm) is on the ground floor and consists of a living room with 2 single sofa beds, dining area, kitche ...
From $105 per night (USD)
Expedia
From $129 per night (USD)
VRBO
Apartment with a beautiful covered terrace in front of the pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This large (65sqm) apartment is on the ground floor. It consists of a living room with 2 single divan beds, dining area, ...
From $129 per night (USD)
VRBO
From $122 per night (USD)
VRBO
Holiday apartment Torrita di Siena for 1 - 4 persons with 1 bedroom - Farmhouse
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
ED Refnr. 2899854 Hilltop farmhouse with view, swimming pool,barbecue, quiet location This lovely villa with pool in T ...
From $122 per night (USD)
VRBO
From $122 per night (USD)
VRBO
Holiday apartment Torrita di Siena for 1 - 4 persons with 1 bedroom - Farmhouse
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
ED Refnr. 2899665 Hilltop farmhouse with view, swimming pool,barbecue, quiet location This lovely villa with pool in T ...
From $122 per night (USD)
VRBO
From $151 per night (USD)
VRBO
Holiday apartment Torrita di Siena for 1 - 6 persons with 2 bedrooms - Farmhouse
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
ED Refnr. 2899728 Hilltop farmhouse with view, swimming pool,barbecue, quiet location This lovely villa with pool in T ...
From $151 per night (USD)
VRBO
From $135 per night (USD)
VRBO
Holiday apartment Torrita di Siena for 1 - 4 persons with 1 bedroom - Farmhouse
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
ED Refnr. 2899715 Hilltop farmhouse with view, swimming pool,barbecue, quiet location This lovely villa with pool in T ...
From $135 per night (USD)
VRBO
From $122 per night (USD)
VRBO
Holiday apartment Torrita di Siena for 1 - 4 persons with 1 bedroom - Farmhouse
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
ED Refnr. 2899664 Hilltop farmhouse with view, swimming pool,barbecue, quiet location This lovely villa with pool in T ...
From $122 per night (USD)
VRBO
From $422 per night (USD)
VRBO
Casale Etruria In Chianciano Terme, Tuscany
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Property for exclusive use This residence was in the past one of the beautiful farmhouses scattered throughout the Tusca ...
From $422 per night (USD)
VRBO
From $122 per night (USD)
VRBO
Holiday apartment Torrita di Siena for 1 - 4 persons with 1 bedroom - Farmhouse
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
ED Refnr. 2899855 Hilltop farmhouse with view, swimming pool,barbecue, quiet location This lovely villa with pool in T ...
From $122 per night (USD)
VRBO
From $145 per night (USD)
VRBO
Holiday apartment Torrita di Siena for 1 - 6 persons with 2 bedrooms - Farmhouse
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
ED Refnr. 2899730 Hilltop farmhouse with view, swimming pool,barbecue, quiet location This lovely villa with pool in T ...
From $145 per night (USD)
VRBO
From $145 per night (USD)
VRBO
Holiday apartment Torrita di Siena for 1 - 6 persons with 2 bedrooms - Farmhouse
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
ED Refnr. 2899719 Hilltop farmhouse with view, swimming pool,barbecue, quiet location This lovely villa with pool in T ...
From $145 per night (USD)
VRBO
From $127 per night (USD)
VRBO
Holiday apartment Torrita di Siena for 1 - 5 persons with 1 bedroom - Farmhouse
Bedrooms:
2
Bathrooms:
1
Sleeps:
5
ED Refnr. 2899690 Hilltop farmhouse with view, swimming pool,barbecue, quiet location This lovely villa with pool in T ...
From $127 per night (USD)
VRBO
From $271 per night (USD)
Expedia
Villa Viola and Minù in the heart of ChiancianoTerme
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
My house is located in the heart of the historic center of Chianciano Terme. The main feature is the position followed b ...
From $271 per night (USD)
Expedia
From $372 per night (USD)
VRBO
Wonderful private villa for 7 guests with private pool, WIFI, A/C, patio and panoramic view
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Conveniently located 15 km (9 mi) from Cortona, Italy and only 19 km (12 mi) from Montepulciano. Villa Elena is a lovely ...
From $372 per night (USD)
VRBO
From $118 per night (USD)
Expedia
Sweet Dreams: Free WiFi & Netflix Premium
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Cozy Apartment in Chianciano Terme: Perfect for Families and Groups Discover the comfort and tranquility of this apartm ...
From $118 per night (USD)
Expedia
From $126 per night (USD)
VRBO
Apartment 'Le Terme' with Private Terrace, Balcony and Wi-Fi
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in Chianciano Terme, the holiday apartment Le Terme has everything you need for a comfortable holiday. The 80 m² ...
From $126 per night (USD)
VRBO
From $154 per night (USD)
Expedia
Maria Gabriella Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
In the heart of the enchanting village of Monticchiello, this property offers two independent accommodations: a house an ...
From $154 per night (USD)
Expedia
From $1040 per night (USD)
VRBO
Podere Gellino 14, Emma Villas
Bedrooms:
7
Bathrooms:
8
Sleeps:
14
The rate includes: - Utilities: electricity/heating, water, gas for kitchen use - weekly linen, initial and final cleani ...
From $1040 per night (USD)
VRBO
From $338 per night (USD)
Expedia
Apartment 'Comfort Alle Terme' with Balcony and Wi-Fi
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in Chianciano Terme, this 110 m² apartment can accommodate up to 5 people and features 2 bedrooms, a living room ...
From $338 per night (USD)
Expedia
From $115 per night (USD)
VRBO
The House of Amber Nature and Relaxation
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Located in Chianciano Terme, this 2-bedroom, 1-bathroom vacation home lets you experience it all. Fans of nature and ...
From $115 per night (USD)
VRBO
From $153 per night (USD)
Expedia
Apartment Minù
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Located in Chianciano Terme, this welcoming apartment brings it all within your reach. Val di Chiana and Archaeologic ...
From $153 per night (USD)
Expedia
From $4227 per night (USD)
VRBO
Agriturismo La Chiusa Tuscany
Bedrooms:
18
Bathrooms:
18
Sleeps:
40
Originally an olive oil mill, Agriturismo La Chiusa Tuscany stands among the Tuscan Hills just minutes from Montepulcian ...
From $4227 per night (USD)
VRBO
From $100 per night (USD)
VRBO
Vacation Home Torrita di Siena
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located in a rural area, this welcoming apartment lets you experience it all in Torrita di Siena. Val di Chiana is ju ...
From $100 per night (USD)
VRBO
From $572 per night (USD)
VRBO
Il Gruccione. Private pool. Stunning Views.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Il Gruccione is set in an amazing location. Straddling the Tuscan and Umbrian border there is the little known nature re ...
From $572 per night (USD)
VRBO
From $531 per night (USD)
VRBO
Charming Ancient Watch Tower with Swimming Pool in Val d'Orcia
Bedrooms:
4
Bathrooms:
4
Sleeps:
13
The farmhouse has a composite structure. Its oldest part is the watching tower with a scarp wall. It was built in the an ...
From $531 per night (USD)
VRBO

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Results: 162 Rentals