Vacation rentals in Montallese

Villa in Chianciano Terme

4.92 out of 5 average rating, 105 reviews

Cottage in Val d'Orcia, Jacuzzi & HotTub with view

Welcome at Luxury Cottage in Tuscan Villa, with private patio for al fresco dining overlooking the garden! We're in Val d'Orcia, Unesco Site, nearby Montepulciano, Pienza, Cortona, Siena! Enjoy natural hot pools and falls! Fully equipped kitchen, magnificent bathroom with double Jacuzzi, and large bedroom with new Memory foam mattress. Thanks to old and thick walls, it's very cool in summer! We arrange Winery tours & tasting ! Free wifi, comfy sitting and sofas and Hot Tub in the garden!

4.96 out of 5 average rating, 164 reviews

Guesthouse in Macciano

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

A panoramic view of a valley unveils rolling hills adorned with clusters of trees and vineyards. Golden autumn foliage frames the foreground, while the distant hills create a tranquil landscape beneath a clear blue sky.

5 out of 5 average rating, 118 reviews

Stuart White Tea Central Panoramic & Garden

Offering ample space, the apartment features two double bedrooms, two full bathrooms, and a living room with a kitchen. The bedroom balconies offer stunning views of the valley and natural light. Its proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. It has also access to a secluded, terraced backyard garden. It provides a comfortable retreat perfect for long term stays. A public parking is available nearby.

4.92 out of 5 average rating, 125 reviews

A private terrace is visible, adorned with vibrant flowers and a small table set for two. A bottle of wine and two glasses are elegantly placed, inviting relaxation with a view of the terracotta rooftops and the distant landscape under a pastel sky.

Condo in Montepulciano

"Dimora Valinda" Montepulciano Piazza Grande +A/C

🏠 Ideal location: within walking distance of stores, restaurants and attractions in the historic center. ❄️ Air conditioning for maximum comfort during hot days. 🛁 Washing machine for extended stays or simply for traveling light. 🌅 Private terrace for relaxing moments outdoors. 🍴 Full kitchen with dishwasher, perfect for those who love to cook even on vacation. 🌐 Ultra-fast 150 Mb/s Wi-Fi, ideal for smart working ☕ Well-stocked coffee station for a perfect start to the day.

Apartment in Castiglione del Lago

A serene pool area is surrounded by lush greenery and colorful flowering bushes. Umbrellas are positioned over lounge chairs, providing shaded spaces for relaxation. The historic building is visible in the background, illuminated softly by evening light.

4.91 out of 5 average rating, 115 reviews

Farmhouse close to Montepulciano

Farmhouse Santa Margherita is a splendidly restored 18th century house that sits on a hilltop on the Tuscan-Umbrian border in sight of Montepulciano.The farmhouse has been recently renovated in order to offer to its guests four vacation apartments. The rooms are very spacious and comfortable. The furnishings are luxurious and include wooden furniture, wrought iron beds and elegant lamps. The kitchens are well equipped so that all your culinary skills can be exercised.

A wooden balcony table is set for tea, featuring delicate china cups accompanied by cookies. A simple vase holds fresh flowers. The stunning countryside view stretches across rolling hills under a clear sky, enhancing the serene atmosphere of the outdoor space.

4.94 out of 5 average rating, 191 reviews

I Tramonti di Eramo, Montepulciano city center.

Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historical center offers a breathtaking view of the surrounding countryside, giving an authentic and unforgettable experience. You can leave the house and taste the historic atmosphere of Montepulciano. Within walking distance you will have the extraordinary Piazza Grande, high quality restaurants and services of all kinds. Tuscany awaits you to experience unique emotions.

A panoramic view is captured from a window, displaying a vibrant landscape of terracotta rooftops transitioning into verdant hills. In the distance, a charming church steeple rises above the picturesque town, set against a bright blue sky with scattered clouds.

4.99 out of 5 average rating, 262 reviews

Montepulciano Downtown Storico

Nice 60 sqm apartment located in the main street of the village. It is located on the second and last floor of a historic palace. The entrance is located on the main street of the town while the windows overlook the outside of the walls offering a breathtaking view. Apartment consists of: entrance hall, living room with double sofa bed, bedroom, kitchen, bathroom with roof window. It is equipped with microwave, large oven, dishwasher, washing machine and wi-fi.

A charming terrace offers a spacious dining setup, complete with a table set for breakfast. The table displays various breakfast items, and the surrounding views feature terracotta rooftops under a clear blue sky, adding to the inviting atmosphere of this outdoor space.

4.91 out of 5 average rating, 127 reviews

Tuscany on the terrace, downtown Montepulciano

Welcome to Montepulciano, the hidden gem of Tuscany, where historical charm blends harmoniously with natural beauty. Our Airbnb in the heart of the historic center embodies the elegance and authenticity of this region. Immersed in the charming labyrinth of cobblestone streets, you will be greeted by the reassuring sound of bell towers announcing the passage of time, while the inviting scent of freshly baked bread mixes with the aromatic notes of our vineyards.

Farm stay in Montepulciano

A cozy sleeping area is presented with natural wood accents and a light-hued headboard. Neatly arranged towels are complemented by a bouquet of dried flowers, creating a serene environment. Subtle wall sconces provide gentle illumination, enhancing the restful atmosphere of the space.

4.94 out of 5 average rating, 126 reviews

Apartment in the Vineyard with Pool

Immersed in wonderful scenery with vineyards as far as the eye can see, this two-room apartment is part of a finely restored farmhouse with a swimming pool. From your private patio, you can access a fully equipped kitchen (crockery, toaster, kettles, microwave, espresso machine, refrigerator), with a modern extra-comfort sofa bed. You then pass to a large double bedroom with a bathroom equipped with a large shower, soft towels and a complete courtesy line.

Condo in Castelnuovo dell’Abate

A balcony is adorned with blooming flowers and greenery, offering a scenic view of the rolling hills and vineyards. Small outdoor furniture is positioned for relaxation, while the sky features scattered clouds, enhancing the tranquil atmosphere of the surrounding landscape.

4.91 out of 5 average rating, 288 reviews

La Casetta di Brunello, very panoramic with terrace

STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.

4.97 out of 5 average rating, 176 reviews

An antique sewing machine is displayed on a sturdy table with a wooden top. The machine features decorative elements and is supported by an intricate black metal base. Below, whimsical figurines are positioned on the base, adding a charming touch to the overall setup.

Apartment in Mugnanesi

Podere Mainò Romantic Accommodation

Podere Mainò overlooks the Umbrian shore of Lake Montepulciano. The house, recently renovated, will offer you all the comforts for a vacation in close contact with nature and is the ideal starting point to explore Tuscany and Umbria. The unit is located on the first floor and consists of a large double bedroom, a single bedroom, a bathroom and a living room with kitchenette, fridge, television, sofa and every other comfort.

4.89 out of 5 average rating, 197 reviews

A spacious green garden is visible, dotted with trees offering natural shade. A wooden dining table with chairs is positioned under the trees, providing an inviting setting for outdoor meals. The rustic brick building stands in the background, complementing the serene surroundings.

Farm stay in Simignano

Casa al Gianni - Capanna

Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Montallese vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Montallese

Villa in Località Poggio Olivo

A wooden table is set for breakfast, featuring tea and coffee cups, a teapot, and various condiments. Lush green hills and trees are visible in the background, framed by a wooden veranda. The sky is cloudy, creating a serene atmosphere.

4.98 out of 5 average rating, 62 reviews

Beautiful villa with swimming pool in Tuscany

KimberlyRating, 5 stars2 weeks ago

The villa, grounds and hosts were fabulous! The views were amazing, the villa extremely clean and well appointed, the pool absolutely delightful, and the surrounding towns and wineries fantastic to explore. Supermarket very close.

Farm stay in Montepulciano

The entrance features large wooden doors that reveal a cozy living space. Terracotta tiles cover the floor, while a view into a kitchen area showcases wooden cabinetry and a dining table. Natural light illuminates the interior, enhancing the sense of openness.

4.98 out of 5 average rating, 128 reviews

Stabbiano-Two-room apartment with a splendid view

RebeccaRating, 5 stars5 days ago

Simply wonderful!!! The view was magnificent, the AirB&B very clean and equipped with everything you need and Laura and Roberto are really two people of the heart :)! The hospitality is charming, yet you have space for yourself and feel by no means disturbed and every now and then the house cat strolls by to pick up a 10-minute petting session. It is super quiet and blooms and smells around the house. Really a heartfelt recommendation!!!

Home in Città della Pieve

A set of open doors allows a view of lush green hills and the distant Lake Trasimeno. The landscape is framed by wooden railings, highlighting the serenity of the surroundings. Bright blue skies with a few clouds enhance the natural beauty visible from the entrance.

4.97 out of 5 average rating, 76 reviews

The Terrace of Victory

MagnusRating, 5 stars2 days ago

Alessandro is a very nice and thoughtful host. The place and the view is great. It has everything you need for your trip (probably best for couples or on your own). Having a car is almost non negotiable but that also makes it very calm and quiet. Groceries and some great ice cream are close by. Can only recommend!

5 out of 5 average rating, 78 reviews

Home in Cetona

Il nido del Rondone

EveRating, 5 stars3 weeks ago

You will not regret your stay! From the moment we were greeted by Elisa’s father on arrival we felt welcomed. The accomodation exceeded our expectations with absolutely everything that you would need with the bonus of being able to access to the amazing pool. It is only a short walk down to the city centre. To top this all off, the hosts are extremely generous and friendly. Thank you for sharing your little piece of paradise with us. We will look at returning one day!

Farm stay in San Quirico d'Orcia

4.98 out of 5 average rating, 44 reviews

Wine Loft in the vineyards

HilaryRating, 5 stars1 week ago

The Wine Loft is incredibly peaceful and beautiful. The modern architecture is gorgeous and the views are magical. We traveled by trains and it was easy to take a taxi (arranged by the Wine Loft) from the station. Additionally, we enjoyed walking the country path through the woods and meadow to Bagno Vignoni. We highly recommend this beautiful property. The wines were a phenomenal addition to the stay.

Home in Tuoro sul Trasimeno

5 out of 5 average rating, 53 reviews

the oasis of the foxes

AbbyRating, 5 stars1 week ago

Beautiful home in a more secluded area overlooking Lake Trasimeno. The trains and a highway are below but not invasive. The views are beautiful. The home was clean and tastefully updated but still clearly old and had a lot of character. We did not have a car and the train station is an hour walk away. There are a couple buses that pass through but not enough to be a reliable means of getting to and from the house. Even the taxi was busy and we had to be flexible on when we went to the train station but it worked out fine. We walked to and from Tuoro for groceries and visited La Puntabella for a great dinner with a view. It was an adventure and we enjoyed it despite our plan not being very good for this location. Sonia was patient and helpful in working out our means of travel and figuring out the bus schedule. Natolino reminded us of home and he is fun to watch and listen to.

4.98 out of 5 average rating, 45 reviews

An outdoor dining area is shaded by a wooden pergola, featuring a round table set for four with dishes and drinks. Lush greenery surrounds the space, complemented by blooming trees and a swimming pool in the background, creating a serene environment for relaxation.

Villa in Paciano

Villa Fortuna with Hot-Tub and pool near Tuscany

JenniRating, 5 stars3 weeks ago

A Perfect Holiday – Like Heaven on Earth! This place exceeded all our expectations. A stunning and peaceful location with breathtaking views over the valley, lake, and mountains. The house and garden were beautifully maintained, and the accommodation was very clean and comfortable. A special thank you to Mrs. Lesley, who was an invaluable help throughout our stay. She provided us with plenty of useful tips and advice on various matters, such as train tickets and local attractions. Thanks to her, we were also able to arrange a wonderful dinner at the villa – truly an unforgettable experience. We wholeheartedly recommend this place – if we could give it 150%, we absolutely would!