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Montepulciano Rentals

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From $128 per night (USD)
VRBO
LA CASINA CANTINI - Panoramic apartment in Montepulciano in the historic center
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The apartment consists of two rooms. The living room features a fully equipped kitchenette and sofa bed for two people a ...
From $128 per night (USD)
VRBO
From $676 per night (USD)
VRBO
Wine Lovers! Luxury House on 250 Acre Vineyard, AC & Private Pool
Bedrooms:
5
Bathrooms:
4
Sleeps:
9
This historic Tuscan villa situated in the famous Montepulciano region features stunning, panoramic views of the country ...
From $676 per night (USD)
VRBO
$Holiday Apartment \La Zia Marisa\ with Shared Terrace & Wi-Fi$
From $1307 per night (USD)
VRBO
Holiday Apartment \"La Zia Marisa\" with Shared Terrace & Wi-Fi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The cosy and bright holiday apartment La Zia Marisa, which offers exceptional panoramic views over the wonderful Tuscan ...
From $1307 per night (USD)
VRBO
From $438 per night (USD)
Expedia
Apartment 'Lo Zio Ezio' with Mountain View & Wi-Fi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The apartment 'Lo Zio Ezio' is located in one of the most beautiful areas of Montepulciano. The combination of art and n ...
From $438 per night (USD)
Expedia
From $286 per night (USD)
VRBO
Villa Mazzi, hospitality and good taste vacation in the Tuscan countryside
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
The structure consists of four apartments, newly renovated with 2/4 beds for a total of 14 beds. With independent entran ...
From $286 per night (USD)
VRBO
From $304 per night (USD)
VRBO
Old town of Montepulciano
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
In a unique position, in the highest point of the village of Montepulciano, which borders the Medici fortress dating bac ...
From $304 per night (USD)
VRBO
From $307 per night (USD)
VRBO
Wonderful private villa for 9 guests with private pool and TV
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
You will find Podere San Bono in a panoramic position overlooking fine vineyards, olive groves and woods, just a few km ...
From $307 per night (USD)
VRBO
From $1580 per night (USD)
Expedia
Il Grillo 10, Emma Villas
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
The Price includes: - Utilities: electricity, water and hot water - weekly linen, initial and final cleaning - Zer0Dep G ...
From $1580 per night (USD)
Expedia
From $163 per night (USD)
VRBO
Two bedrooms shining 140sq.mt. wifi fiber apartment with free public parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This large apartment ( fully renovated, offers a pleasant, shining, fresh and convenient permanence in the core of Tusc ...
From $163 per night (USD)
VRBO
From $287 per night (USD)
VRBO
Vineyards-surrounded House with garden and patio - 10 minutes from Montepulciano
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Are you looking for a peaceful place where to spend your vacay in Tuscany? I guess this house can be perfect! Only 10 mi ...
From $287 per night (USD)
VRBO
From $173 per night (USD)
VRBO
Right in central Montepulciano. Apartment with view and garden
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Very central property located at close walking distance from all town's amenities and important sights and restaurants y ...
From $173 per night (USD)
VRBO
From $198 per night (USD)
Expedia
Beautiful Residence in the Old Town
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This beautifully restored and professionally decorated residence is located within the walled city, the historic center ...
From $198 per night (USD)
Expedia
From $1035 per night (USD)
VRBO
Montepulciano Luxe Escape
Bedrooms:
7
Bathrooms:
7
Sleeps:
15
This luxurious multi-unit villa in Valardegna offers ample space across guest and main houses, perfect for families, fri ...
From $1035 per night (USD)
VRBO
From $406 per night (USD)
Expedia
Apartment dell 'Erbe with panoramic terraces
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Dimora dell'Erbe is an historic residence overlooking the Montepulciano’s delightful main course. The residence has been ...
From $406 per night (USD)
Expedia
From $751 per night (USD)
VRBO
luxury cottage-shared pool-unique landscape view
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Podere Poggioalsole is a family property managed directly by the owner. Modern indoor, essential but very comfortable, t ...
From $751 per night (USD)
VRBO
From $334 per night (USD)
Expedia
Apartment 'Entro le mura' with Balcony & Wi-Fi
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located in Montepulciano, the holiday apartment 'Entro le mura' has everything you need for a relaxing holiday. This 55 ...
From $334 per night (USD)
Expedia
From $394 per night (USD)
VRBO
Villa Corolle - Country House with private swimming pool in Montepulciano, Orcia Valley, Tuscany
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
This beautiful independent villa in Tuscany has a private swimming pool and rests just 2km from the historical centre of ...
From $394 per night (USD)
VRBO
From $723 per night (USD)
Expedia
Private Villa with WIFI, A/C, private pool, hot tub, TV, patio, pets allowed, panoramic view
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
Villa Ardene is located 3 km (2 mi) from Montepulciano, Italy and only 34 km (21 mi) from Cortona in the tourist area "O ...
From $723 per night (USD)
Expedia
From $1461 per night (USD)
VRBO
Walk to Town-Luxury Tuscan Estate-5BR+Bonus/6.5BA/Sleeps 16-Infinity Pool & Spa
Bedrooms:
6
Bathrooms:
6
Sleeps:
16
VILLA NOBILE - CIN #: IT052015C2JFT9E48R SUMMER 2026: Montepulciano Insider Packages (limited availability) Two curated ...
From $1461 per night (USD)
VRBO
From $984 per night (USD)
VRBO
Villa Ardene In Montepulciano, Tuscany
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
***FROM APRIL 1ST FOR NEW BOOKINGS 2026, FREE CANCELLATION UP TO 30 DAYS BEFORE ARRIVAL*** Property for exclusive use Vi ...
From $984 per night (USD)
VRBO
$\Borghetto\$
From $124 per night (USD)
VRBO
\"Borghetto\"
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This 35 sq m studio apartment is located on the ground floor and features a fully equipped kitchenette, a bathroom with ...
From $124 per night (USD)
VRBO
From $4311 per night (USD)
VRBO
ELEGANT VILLA WITH FRESCOES AND PRIVATE PARK
Bedrooms:
6
Bathrooms:
7
Sleeps:
15
Between the Valdichiana and Val d'Orcia, Villa Bianca welcomes its guests to an exclusive location where history, art, a ...
From $4311 per night (USD)
VRBO
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VRBO
Villa Sogni D'Oro Toscana Suite: 3 Bedroom Villa
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Villa Sogni D’Oro is an Italian villa located Tuscany,in Siena provincejustoutside the historical center of theancient v ...
Click For Pricing
VRBO
From $499 per night (USD)
VRBO
Period residence in Montepulciano (Siena), Tuscany
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Located in Montepulciano, this welcoming vacation home lets you experience it all. Val di Chiana and Palazzo Avignone ...
From $499 per night (USD)
VRBO
From $213 per night (USD)
VRBO
Special offer !!From 12th of july to 20th of July and Fresh Fruits and vegetables
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
The 80 sqm apartment is located on the first floor of the structure and consists of three bedrooms, a large living room ...
From $213 per night (USD)
VRBO
From $174 per night (USD)
VRBO
Apartment for 4 person in the countryside of Montepulciano Tuscany
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The apartment is about 76 square meters and opens onto the large garden of the structure overlooking Montepulciano and t ...
From $174 per night (USD)
VRBO
From $1064 per night (USD)
VRBO
Villa with pool in countryside in Montepulciano Tuscany
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Breathtaking panorama in the middle of the valleys of Siena and Arezzo! The farmhouse is surrounded by greenery, on a hi ...
From $1064 per night (USD)
VRBO
From $174 per night (USD)
VRBO
Last minute!Special offer from 21th of July to 24th of July!
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
The apartment of about 76 square meters, is located in the center of the building, opens onto the garden that leads to t ...
From $174 per night (USD)
VRBO
From $197 per night (USD)
VRBO
Elegant juniper suite with possibility of third bed
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This suite is spacious and stylish, ideal for a couple and with the option of adding a third bed. The comfortable room ...
From $197 per night (USD)
VRBO
From $1588 per night (USD)
Expedia
Il Casale Di Manuele 12, Emma Villas
Bedrooms:
7
Bathrooms:
6
Sleeps:
12
The Price includes: - Utilities: electricity, water, gas for kitchen use - weekly linen, initial and final cleaning - Ze ...
From $1588 per night (USD)
Expedia
From $267 per night (USD)
VRBO
Agriturismo Il Salarco: two bedroom two bathroom cottage 
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The ample living space on the ground floor contains cooking area, dining area seating up to 10, double sofa bed. It open ...
From $267 per night (USD)
VRBO
From $129 per night (USD)
VRBO
Agriturismo Il Salarco: Studio flat
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Large airy living space with windows facing main building of property. Contains large double bed, folding single bed if ...
From $129 per night (USD)
VRBO
From $209 per night (USD)
VRBO
Agriturismo Il Salarco: Apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The ample living space on the ground floor contains cooking area, dining area seating up to 10, double sofa bed. The bat ...
From $209 per night (USD)
VRBO
From $137 per night (USD)
VRBO
Your holiday in Tuscany with Charme, between nature and vineyards thermal
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
La Casa di Assunta is one step away from all the main destinations in the region and the hospitality of this house will ...
From $137 per night (USD)
VRBO
From $474 per night (USD)
VRBO
Classic Stunning 3 Bedroom Apartment in Montepulciano with Air Conditioning,
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our Apartment is Located in an old Palace inside the Historical Center of Montepulciano and has Air Conditioning, severa ...
From $474 per night (USD)
VRBO
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Expedia
Beautiful two bedroom Studio in Montepulciano
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Discover Montepulciano from our lovely apartment. This stylish apartment is perfect for a holiday away whilst enjoying a ...
Click For Pricing
Expedia
From $1934 per night (USD)
VRBO
Family-Friendly country villa with swimming pool near Montepulciano. A/C & Wi-Fi
Bedrooms:
7
Bathrooms:
6
Sleeps:
17
Podere Sant'Albino is a 16th century farmhouse built on Roman foundations, nestled between woods and olive groves. It ha ...
From $1934 per night (USD)
VRBO
From $628 per night (USD)
VRBO
Charming ancient watching tower near Montepulciano and Val d'Orcia - Siena
Bedrooms:
4
Bathrooms:
4
Sleeps:
13
The farmhouse has been completely restored in 2009, according to the principles of bio-architecture; employing building ...
From $628 per night (USD)
VRBO
From $150 per night (USD)
VRBO
Charming House in the heart of Montepulciano
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Beautiful charming flat, very romantic, ancient residence of the owner's great-grandfather, Notary of Montepulciano. Re ...
From $150 per night (USD)
VRBO
From $1516 per night (USD)
Expedia
Bossoncina 8+1, Emma Villas
Bedrooms:
5
Bathrooms:
4
Sleeps:
9
The Price includes: -Utilities: electricity, water, gas for cooking use - weekly linen, initial and final cleaning - Zer ...
From $1516 per night (USD)
Expedia
From $1131 per night (USD)
VRBO
Le Terre Di Nunzio 12, Emma Villas
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
The Price includes: - Utilities: electricity - water - gas for cooking use - weekly linen, initial and final cleaning - ...
From $1131 per night (USD)
VRBO
From $1480 per night (USD)
Expedia
Il Molinaccio 14+2, Emma Villas
Bedrooms:
7
Bathrooms:
7
Sleeps:
16
The Price includes: - Utilities: eletricity, water, gas for kitchen use - weekly linen, initial and final cleaning - Zer ...
From $1480 per night (USD)
Expedia
From $139 per night (USD)
VRBO
Il Saragio open space in the Tuscan countryside
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Il Saragio is an open space of about 70 square meters obtained from the renovation of a farmhouse in the countryside of ...
From $139 per night (USD)
VRBO
From $1491 per night (USD)
VRBO
Villa Ardita: A characteristic and welcoming two-story villa surrounded by the greenery, with Free WI-FI.
Bedrooms:
7
Bathrooms:
6
Sleeps:
12
Villa Ardita is a characteristic and welcoming two-story villa surrounded by the greenery. It sleeps 12 people. From Vil ...
From $1491 per night (USD)
VRBO
From $317 per night (USD)
VRBO
Typical villa with private pool in a panoramic position in southern Tuscany, a few kilometres from t
Bedrooms:
5
Bathrooms:
7
Sleeps:
14
Old farmhouse with the typical Tuscan architectural features. Il Poggiarone is a splendid farmhouse with typical Tuscan ...
From $317 per night (USD)
VRBO
From $268 per night (USD)
Expedia
Cottage with private swimming pool, outdoor Jacuzzi and air conditioning. Extremely panoramic positi
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The holiday house Casa Cervognano, is plunged into a splendid landscape of silver olive groves and rows of vineyards, si ...
From $268 per night (USD)
Expedia
From $287 per night (USD)
VRBO
MONTEPULCIANO TUSCANY HOUSE 5 PLACES - 2 BATHROOMS - PARKING SPACE
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Tuscan-style villa, very close to the historic center of Montepulciano within walking distance. Arranged on the mezzanin ...
From $287 per night (USD)
VRBO
From $395 per night (USD)
VRBO
Farmhouse Le Stringaie
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
The Le Stringaie farmhouse is an oasis of quiet and serenity in the green heart of Tuscany. We are in Val di Chiana, in ...
From $395 per night (USD)
VRBO
From $183 per night (USD)
VRBO
Apartment in Farmhouse
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Surrounded by vineyards growing grapes for the famous local wines, Vino Nobile di Montepulciano and Rosso di Montepulcia ...
From $183 per night (USD)
VRBO
From $382 per night (USD)
Expedia
Magnificent 2 Bedroom Apartment with Terrace and Air Conditioning
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our apartment with Air Conditioning is located at the beginning and lower part of the Historical Center of Montepulciano ...
From $382 per night (USD)
Expedia
From $137 per night (USD)
VRBO
Lovely apartment in Montepulciano countryside, wine tours, bike tours, relax
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This is the ideal place for people to relax around the swimming pool. the apartment is equipped with a private bathroom ...
From $137 per night (USD)
VRBO
From $155 per night (USD)
Expedia
Montepulciano Lovely apartment in tuscany farmhouse with swimming pool, Wifi.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Ideal place for unforgettable holidays among friends and family in Tuscany, between vineyards and olive groves and field ...
From $155 per night (USD)
Expedia
From $474 per night (USD)
VRBO
Stunning and Enormous 3 Bedroom Apt. in Historical Center of Montepulciano
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Apartment is located at beginning of the Historical Center of the town, and inside a Former Palace. It has been lovingly ...
From $474 per night (USD)
VRBO
From $484 per night (USD)
Expedia
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Casina Pellegrino - Tuscan Villa. A charming three tier house nestled in the sun kissed hills of Montepulciano, Italy. E ...
From $484 per night (USD)
Expedia
From $215 per night (USD)
VRBO
LA VINOVA Ancient House Walking Distance - A/C, Private Patio & Panorama
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
La Vinova it's a little ancient farmhouse at your exclusive disposal, with Wi-Fi and private patio with wide view on the ...
From $215 per night (USD)
VRBO
From $255 per night (USD)
VRBO
La casa delle Querce - Policiano suite
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
A short distance from birdwatching, cycling, and more, this pet-friendly apartment lets you experience it all. Thanks ...
From $255 per night (USD)
VRBO
From $164 per night (USD)
VRBO
The house of the oaks - Poggino
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A short distance from birdwatching, cycling, and more, this pet-friendly apartment lets you experience it all. Val di ...
From $164 per night (USD)
VRBO
From $189 per night (USD)
VRBO
The house of the oaks - The Hague
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
A short distance from birdwatching, cycling, and more, this pet-friendly apartment lets you experience it all. Thanks ...
From $189 per night (USD)
VRBO
From $149 per night (USD)
VRBO
The House of Oaks - Belvedere
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Close to birdwatching, cycling, and more, this pet-friendly apartment brings it all within reach. Thanks to the conve ...
From $149 per night (USD)
VRBO
From $173 per night (USD)
Expedia
Apartment With View - Right in City Center
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A short distance from mountain biking, winery tours, and more, this smoke-free apartment lets you experience it all. ...
From $173 per night (USD)
Expedia
From $186 per night (USD)
VRBO
Casa Girolamo - Super Central with Private Parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Situated in a village, this welcoming apartment brings all of Montepulciano within your reach. Val di Chiana and Pala ...
From $186 per night (USD)
VRBO
From $150 per night (USD)
VRBO
The House of Oaks - Pratino
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Close to birdwatching, cycling, and more, this pet-friendly apartment brings it all within reach. Thanks to the conve ...
From $150 per night (USD)
VRBO
From $1588 per night (USD)
VRBO
Historical Guest House in the heart of Montepulciano. Family run.
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Nestled in Montepulciano, this 4-bedroom, 4-bathroom apartment brings it all within your reach. Fans of nature and th ...
From $1588 per night (USD)
VRBO
From $123 per night (USD)
VRBO
The House of Oaks - Rustic
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Close to birdwatching, cycling, and more, this pet-friendly apartment brings it all within reach. Val di Chiana is ju ...
From $123 per night (USD)
VRBO
From $1445 per night (USD)
VRBO
Villa con Piscina Privata Immersa Nella Campagna Toscana
Bedrooms:
9
Bathrooms:
6
Sleeps:
15
Close to cycling, winery tours, and more, this pet-friendly vacation home brings it all within reach. Thanks to the c ...
From $1445 per night (USD)
VRBO
From $136 per night (USD)
Expedia
William Stuart apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located on the piano nobile of the palace, this apartment is an oasis of light and tranquillity. The large windows of th ...
From $136 per night (USD)
Expedia
From $153 per night (USD)
VRBO
Ann Kemp apartment
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
I have decided to dedicate this flat to my great-great-grandmother Ann Kemp. is a spacious apartment featuring tradit ...
From $153 per night (USD)
VRBO
From $124 per night (USD)
VRBO
The Casa delle Querce - Tavernetto
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A short distance from birdwatching, cycling, and more, this pet-friendly apartment lets you experience it all. Thanks ...
From $124 per night (USD)
VRBO
From $413 per night (USD)
VRBO
CHARMING HOUSE IN HISTORIC TOWN CENTRE - ART-STUDIO In Cerca D'Autore
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
CIN: IT052015C2IK4NB643 Set at the first floor of a storic building of the XV century In cerca d’Autore shows confortab ...
From $413 per night (USD)
VRBO
From $421 per night (USD)
VRBO
Elegantly renovated farmhouse with pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A short distance from cycling, horse riding, and more, this pet-friendly villa lets you experience it all. Thanks to ...
From $421 per night (USD)
VRBO
From $1615 per night (USD)
VRBO
Casale Dei 12, Emma Villas
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
The Price includes: - Utilities: electricity - water - gas for cooking use - weekly linen, initial and final cleaning - ...
From $1615 per night (USD)
VRBO
From $839 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 $839 per night (USD)
Expedia
From $187 per night (USD)
VRBO
White Tea Stuart Apartment
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The White Tea apartment is a large apartment with two double bedrooms,two full bathrooms and a living room with kitchen. ...
From $187 per night (USD)
VRBO
From $263 per night (USD)
VRBO
Flat with private terrace,A/C, in a wine estate with pool,Spa,children friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful independent apartment, 80 sq m, on the ground floor, with air conditioning and private terrace. This bright an ...
From $263 per night (USD)
VRBO
From $238 per night (USD)
VRBO
Flat with view,A/C,private terrace,wine estate with pool,Spa, children friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Lovely apartment, 70 sq m, on the first floor with air conditioning, and a private outdoor space in the patio. The flat ...
From $238 per night (USD)
VRBO
From $174 per night (USD)
VRBO
Flat with private terrace,A/C,in a wine estate with pool,Spa,children friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Comfortable apartment with air conditioning, 40 sq m, on split levels, ground and first floor with private terrace. Furn ...
From $174 per night (USD)
VRBO
From $171 per night (USD)
VRBO
Flat,one floor,private terrace,A/C,wine estate with pool,Spa,children friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Comfortable apartment, 35 sq m, on the ground floor with air conditioning, and private veranda. Furnished in the typical ...
From $171 per night (USD)
VRBO
From $173 per night (USD)
VRBO
Flat with view,terrace, A/C, in a wine estate with pool,Spa,children friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Gorgeous apartment, 35 sq m, on the first floor, with air conditioning, and private outdoor space in the patio. The flat ...
From $173 per night (USD)
VRBO
From $171 per night (USD)
VRBO
Flat with private terrace,A/C, Wi-Fi,wine estate with pool,Spa,children friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Lovely apartment, 40 sq m, on the ground floor, with private veranda and air conditioning. This charming flat can accomm ...
From $171 per night (USD)
VRBO
From $241 per night (USD)
VRBO
Flat with covered terrace, A/C, in a wine estate with pool,Spa,children friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Spacious apartment, 70 sq m, on the ground floor, with air conditioning and private veranda. Finely furnished, it can ac ...
From $241 per night (USD)
VRBO
From $239 per night (USD)
VRBO
Flat with terrace,A/C, wine estate with pool,Spa,restaurant,children friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Spacious apartment, 70 sq m, on split levels, ground and first floor, with private gazebo. Air conditioning. Finely fur ...
From $239 per night (USD)
VRBO
From $174 per night (USD)
VRBO
Flat,one floor,private terrace,A/C,wine estate with pool,Spa,children friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Lovely apartment, 30 sq m, on the ground floor, with air conditioning and private veranda. A cosy flat maintaining the o ...
From $174 per night (USD)
VRBO
From $677 per night (USD)
VRBO
Winery Villa in the heart of Nobile Vineyards.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Villa Talosa is a unique Tuscan residence recently renovated. The Villa offers spacious, finely furnished accommodation ...
From $677 per night (USD)
VRBO
From $1281 per night (USD)
VRBO
Villa - Podere Monti
Bedrooms:
3
Bathrooms:
6
Sleeps:
17
Podere Monti is located on a hilltop 3 kilometres from the historical centre of Montepulciano and enjoys a magnificent v ...
From $1281 per night (USD)
VRBO
From $188 per night (USD)
VRBO
Guest House Corso
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Located in Montepulciano, this 1-bedroom, 1-bathroom apartment lets you experience it all. Fans of nature and the out ...
From $188 per night (USD)
VRBO
From $396 per night (USD)
Expedia
Appartamento Il Buonumore. Balcone con Vista
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located in Montepulciano, this welcoming apartment brings it all within your reach. Val di Chiana and Consorzio del V ...
From $396 per night (USD)
Expedia
From $4900 per night (USD)
VRBO
Villa Il Nido - Private Tuscany villa with pool
Bedrooms:
7
Bathrooms:
6
Sleeps:
12
VILLA IL NIDO - MONTEPULCIANO AREA Located in the heart of the Chianti region of Tuscany, close to Montepulciano, Villa ...
From $4900 per night (USD)
VRBO
From $113 per night (USD)
Expedia
Il Buonumore apartment, Il Bravio studio apartment with kitchenette
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A short distance from ecotours, cycling, and more, this smoke-free apartment lets you experience it all. Val di Chian ...
From $113 per night (USD)
Expedia
From $311 per night (USD)
VRBO
Panoramic villa surrounded by vineyards and olive groves, 5 km from Montepulciano and Torrita di Sie
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
Torrita di Siena and Montepulciano, destinations not to be missed. Podere San Bono is located in a panoramic position ov ...
From $311 per night (USD)
VRBO
From $157 per night (USD)
VRBO
SANGUINETO - DOLCE DORMIRE
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
You will find Agriturismo Sanguineto nestled on the gentle slopes of the Tuscan hills, between the Sienese Val di Chiana ...
From $157 per night (USD)
VRBO
From $198 per night (USD)
VRBO
Typical Valdichiana farmhouse in red bricks, near the border between Tuscany and Umbria and a few km
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
You will find the farmhouse I Cerretini in the heart of the Valdichiana Senese, near the border between Tuscany and Umbr ...
From $198 per night (USD)
VRBO
From $2556 per night (USD)
VRBO
Agrturismo in Montepulciano with private panoramic swimming pool
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
For an exclusive holiday in Tuscany, an entire farmhouse with space for up to 14 people. Description: 06 rooms all with ...
From $2556 per night (USD)
VRBO
From $190 per night (USD)
VRBO
Cedar Apartment with a view
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in Montepulciano, this welcoming apartment brings it all within your reach. Val di Chiana is just steps away ...
From $190 per night (USD)
VRBO
From $4829 per night (USD)
Expedia
VILLA ALTERA - Six Bedroom Villa, Sleeps 12
Bedrooms:
6
Bathrooms:
7
Sleeps:
12
This beautiful 6 bedrooms villa, which dates back to the early 800s, has been completely renovated and develops on an in ...
From $4829 per night (USD)
Expedia
From $365 per night (USD)
VRBO
Magnificent and Bright 2 BR Apt. with Terrace
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Our apartment is located inside the historical center of the beautiful and Medieval town of Montepulciano. It is a short ...
From $365 per night (USD)
VRBO
From $170 per night (USD)
Expedia
Ciliano 16
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A short distance from ecotours, hiking trails, and more, this smoke-free apartment lets you experience it all. There' ...
From $170 per night (USD)
Expedia
Click For Pricing
VRBO
Villa Sogni D'Oro Etruscan Suite: 3 Bedroom Villa
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Villa Sogni D’Oro isan Italian villa located Tuscany,in Siena provincejustoutside the historical center of theancient vi ...
Click For Pricing
VRBO
Click For Pricing
VRBO
Luxury Villa in Montepulciano - Private Heated Pool, Free WiFi, Magnificent view
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
LA VALIANA is glad to welcome you in the heart of Tuscany. An elegant villa with Heated Pool Included (APRIL - NOV), wi ...
Click For Pricing
VRBO
From $170 per night (USD)
VRBO
Tranquil Stay in Montepulciano
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in scenic Acquaviva Montepulciano, this pet-friendly ground-floor holiday home offers a relaxing retreat for up ...
From $170 per night (USD)
VRBO
From $230 per night (USD)
Expedia
A lovely Tuscan Country Villa only for you with a large garden for families
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Podere San Pietro is a beautiful stone farmhouse that mirrors the structure in its centuries-long history; it is possibl ...
From $230 per night (USD)
Expedia

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Results: 207 Rentals