House vacation rentals in Montepulciano

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Top-rated house rentals in Montepulciano

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Superhost

Home in Umbertide

5 out of 5 average rating, 9 reviews

Casa Maestra, Umbrian hills, AC, large heated pool

High above the beautiful Niccone Valley, with extensive views over the green hills and valleys of Umbria and Tuscany. In a secluded and quiet position and not over-looked. 10 minutes drive down to the valley where there is a small village with grocery store, good restaurants and a vineyard. The historic and stunning towns of Umbria and Tuscany, including Cortona, Assisi, Siena, Todi, Gubbio, and Perugia are within easy driving distance. Air conditioning in bedrooms and a large scenic heated pool

Guest favorite

Home in Orvieto

4.99 out of 5 average rating, 208 reviews

Vineyards Paradise

Amazing country house immersed in the vineyard of Cantina Lapone, viewing Orvieto. Recently restored, over 100 sm, organised on two floors. Ground floor is a single space with a big living room (with fireplace) and a spacious open kitchen. First floor with two bedrooms and two bathrooms: the main bedroom (looking at Orvieto) with a double bed and internal bathroom and a second one with a double bed and a bed sofa. Private garden and parking. Private pool (shared with another 4 guests house).

Guest favorite

Home in Cortona

4.91 out of 5 average rating, 85 reviews

Cortona historical centre. Great views and WiFi

Charming apartment on the top floor of a Tuscan mansion house with traditional floor and exposed timber beams. The apartment is located in the heart of Cortona and it has triple exposure, so it is flooded with light and it boasts a stunning view over the valley and the Trasimene lake. Self check-in available. PARKING on the street is available. NO AIR CONDITIONING! This is an environmentally friendly choice. I welcome guests of all backgrounds, faiths, genders, ages and sexual orientations

Superhost

Home in Fratta Todina

4.59 out of 5 average rating, 51 reviews

CV - A Cosy Countryhouse with a view in Umbria

A peaceful place with a panoramic terrace in the heart of Umbria between Perugia and Todi. The house is a private stone house recently renovated. From its terrace you can enjoy the beautiful view of the Tiber valley, immersed in the greenery of Umbria. It is located in a strategic position to visit the area or to stay relaxed on your own. At home you have everything you need to cook, stay in front of the fireplace in winter time or dedicate yourself to read or focused on your computer.

Guest favorite

Home in Lecchi in Chianti

4.96 out of 5 average rating, 135 reviews

Casa di Lyndall - Entire house with exclusive pool

Welcome to “Casa di Lyndall” My home is located in the medieval village of Lecchi in Chianti, set in rolling hills, castles, vineyards & olive groves, & provides a view that extends nearly 50 kms. It’s a perfect choice for a family or group of four people. My home is built in typical Tuscan style with exposed chestnut beams, fireplace, and a well appointed kitchen. The 8 metre pool is private & located on the top terrace of the olive grove, has a child proof fence, and 4 sun lounges.

Top guest favorite

Home in Prato

4.98 out of 5 average rating, 130 reviews

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool

Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our turquoise apartment. Turquoise: https://www.airbnb.com/rooms/plus/9430389.

Guest favorite

Home in Terranuova Bracciolini

4.96 out of 5 average rating, 24 reviews

Casa Canto alla Luna Pool WiFi Garden & Yard

In the center of a small historic village, surrounded by nature and hills. From here, right in front of our houses, the peasants once passed by singing the May song, thus welcoming the arrival of spring. Our vegetable garden is located just above the ancient village, here every season works its magic, we grow the plants and vegetables that we use to prepare the dishes for our cooking classes. Welcome, warmth and comfort are the ingredients of our hospitality.

Guest favorite

Home in Castelmuzio

4.97 out of 5 average rating, 37 reviews

Casa Ora d"Oro - Panoramic Views

Our villa is nestled in the rolling hills of Tuscany, located in the Val d’Orcia and Crete Senesi region. Located in the Borgo, “Podere Pascianella,” this quiet villa is perched up on a hilltop overlooking Montisi and within walking distance of the medieval village of Castelmuzio. This villa offers stunning and panoramic views of the Tuscan countryside, including the UNESCO World Heritage site of Val d’Orcia, which provides picturesque sunrises and sunsets.

Guest favorite

Home in Magliano

5 out of 5 average rating, 11 reviews

Sunset in Chianti

Relax with the whole family in this quiet, panoramic accommodation immersed in the beauty of the Tuscan countryside. This apartment offers a view that will leave you breathless. Equipped with a large garden, above ground pool, 2 cozy bedrooms, 2 elegant bathrooms, a fully equipped kitchen, a comfortable living area and a panoramic terrace with a table, perfect for dining under the stars. This place is ideal for living a unique and unforgettable experience.

Guest favorite

Home in Certaldo

4.87 out of 5 average rating, 62 reviews

Paluffo Tower House

This is the antic tower of the villa and it is built on three levels and features a private garden and a marvellous view of the Chianti hills and San Gimignano. • Ground-floor: living room with a fireplace, bathroom and dining room with kitchen. • First floor: double bedroom with private bathroom and studio with sofa bed. • Second floor: 2 double bedrooms with bathroom.

Superhost

Home in Castiglione della Pescaia

4.86 out of 5 average rating, 7 reviews

Vacation home in Castiglione

A corner of heaven and tranquility a stone's throw from the sea. A renovated apartment equipped with every comfort with a large garden available to spend summer evenings and enjoy the view of the Diaccia Botrona and the sea. In the hilly area, 2 km from the center of the village, to experience the sea and the village but with serenity.

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What guests are saying

Tuscany House "La Querce Sola"

4.85 out of 5 average rating, 177 reviews1 week ago

Rosanna and her country house are as great as all the reviews say. The house is spacious, comfortable, clean, quiet, charming with beautiful views of the surrounding hills. Great place to relax with family. If you intend to use the oven ask for instructions, it works fine but the operation wasn’t intuitive for us. Also bring plenty of bottled water, the house supply is fine for washing but not for drinking/cooking. Rosanna gave us great recommendations for dining and sightseeing in the Radda/ Castellina area, great place at a reasonable rate!

Home in Radda in Chianti

What guests are saying

Beautiful villa in Todi

4.88 out of 5 average rating, 25 reviews3 months ago

Beautiful location! The house is spacious, furnished in a rustic style with attention to detail, creating a welcoming atmosphere. We spent four days in total tranquility, surrounded by nature and breathtaking scenery, perfect for relaxing and enjoying sunsets while walking in the surroundings. The kitchen is well-equipped, and the common areas are comfortable and well-organized. The host was extremely helpful and proactive from check-in, promptly responding to any needs. A place I highly recommend to anyone seeking a break immersed in nature.

Home in Todi

What guests are saying

House on the Meadow

4.97 out of 5 average rating, 31 reviews6 months ago

The house exceeded our expectations by far! It is not only beautiful but also extremely clean and equipped with everything you need for a comfortable stay. We were especially impressed by the dreamy garden, which offers a breathtaking view of the lake – a true oasis of peace. The communication with Andreas was excellent, as were the clear and helpful instructions that made check-in and our stay very easy. We felt completely at home here and would love to come back again!

Home in La Cima

What guests are saying

Cuore Di Mela House

4.97 out of 5 average rating, 33 reviews5 days ago

The views are just as good as the pictures! The house was spacious and nicely decorated, clean and tidy. The little town has a couple of small grocery type shops, cafes and restaurants. (Doriane gave recommendations and offered to book restaurants which was great when my phone didn’t work.) It is a great location, in a particularly picturesque part of Tuscany and close to lots of the sites of Tuscany. Would recommend. (If you are a particularly light sleeper and like going to bed very early, I would suggest bringing ear plugs, as the old lady next door has her tv loud, but not late.)

Home in Gambassi Terme

What guests are saying

Casa dei Vasi

5 out of 5 average rating, 21 reviews1 week ago

We were greeted super warmly by Lorenzo's Mama Alba. The apartment even exceeded their pictures. Really very very nice and so comfortable. Has everything you need. Wonderful location and sensational atmosphere. Lorenzo's numerous tips were all gold value and we were able to enjoy Tuscan cuisine every day. The small town of Anghiari is fantastic, a really beautiful place in the middle of Tuscany. Everything worked out great, from the communication with Lorenzo to the " daily care" by Alba. We will miss their loving way. Thanks again all the goodies. This place and accommodation is absolutely recommended and always worth a trip, even for families (rather infants). glg Fam.Fehrmann

Home in San Lorenzo

What guests are saying

Beach House, on the shores of Lake Trasimeno

5 out of 5 average rating, 14 reviews2 weeks ago

5 stars does not do this place justice! This is a true slice of paradise. We were pleasantly surprised when we arrived and felt right at home from the very beginning. The views are exquisite. The peace is palpable. The host is so thoughtful and attentive to every small detail. It was like our very own resort from the moment the gate opened! There are so many amazing touches, I truly can’t say enough good things! The surroundings are so beautiful and easy to get to. We miss it already!

Home in Magione

What guests are saying

House of Roses

4.94 out of 5 average rating, 16 reviews3 weeks ago

Lovely home within the city walls, with thought and attention given to the renovation of a historic home. While the weather didn’t cooperate as much as we hoped, the limited time we spent on the amazing terrace was noteworthy. Also rare in Italian rentals was the provision of a dryer, which was appreciated. The only drawback was the antique living room furniture, which was limited in space and comfort. Had we been able to use the terrace, this would have been less of a problem. I would recommend this rental!

Home in Cortona

What guests are saying

Beautifully restored villa with private pool

4.92 out of 5 average rating, 26 reviews7 months ago

Thank you for allowing us to stay at your wonderful accommodation. This was the best place to celebrate my 50th birthday. What wonderful accommodation, facilities and the surrounds of Tuscany. Thank you for your lovely hospitality and making us feel so welcome. Roxy

Home in Cortona

What guests are saying

Casa Merli - Le case di Quota

5 out of 5 average rating, 18 reviews3 days ago

A dream come true, one of the most beautiful villages in Italy where peace, tranquility and simplicity reign. Borgo di Quota is 10 minutes from the town of Poppi along a well-maintained road of hairpin bends accessible to all, among other things in the town of Poppi you can find all possible services. A special mention to the Host Claudia, a wonderful person as well as the apartment. But I think words are not enough for a place like this, you have to experience it, and I'll add that the food in the area is really good. At Dimenticato a Quota, you'll also find a well-stocked shop run by special people.

Home in Quota

What guests are saying

Villanuova Power 2

4.9 out of 5 average rating, 21 reviews8 months ago

Great location - close if you are flying into/from the Florence airport - extremely close to to Villa Antinori - Dario Ceccini in Panzano - San Gimignano - Siena, etc. Pictures are representative of the apartment - grounds exceed the pictures. Grounds are very well maintained. The pool is exceptional. Great cats and dogs to welcome you throughout the day. Kitchen is very workable, knives are sharp, gas stove and kitchen utensils are stocked and ready for your carbonara or amatriciana. Plenty of staff is located on premises but are not at all intrusive. 11 out of 10. Will return.

Home in Cerbaia

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