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Vacation rentals in Montecchio

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Top-rated vacation rentals in Montecchio

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Top guest favorite
A modern kitchen area is seen, featuring white cabinetry and a stone backsplash. Kitchen appliances, including a microwave and coffee maker, are visible. A dining table with wooden chairs occupies the corner, while a comfortable sofa is positioned nearby. Warm lighting enhances the inviting atmosphere.
Apartment in Montepulciano
5 out of 5 average rating, 53 reviews

Terra Antica Suite & Ville - Montepulciano

Family Bio-Suite with 2 bedrooms, 2 bathrooms and a large living room with a comfortable double sofa bed. This Suite features an independent access and a panoramic view over the hills, a large patio with state-of-the-art outdoor furniture. The Suite Montepulciano has a fully equipped kitchen and direct access to the resort's swimming pool and jacuzzi. Towels and sheets are provided upon arrival along with a small cleaning kit for the kitchen. Recommended for 2 couples of friends, large families and groups. Air conditioning/heating and fast Wi-Fi available in all rooms. Located in Montepulciano, in the heart of the winery from which it bears its name, the newly built Resort Terra Antica offers air-conditioned accommodation and free Wi-Fi throughout the property. All the Suites and Villas that make up the Resort boast a large dining area, a seating area with flat-screen TV, kitchenette with dishwasher, oven, refrigerator and private bathroom with household linen. Furthermore, a free private parking is available to Guests. The Resort overlooks the beautiful Tuscan hills and is equipped with a spectacular infinity pool with outdoor jacuzzi and a very modern SPA overlooking the vineyards. A wonderful outdoor barbecue area is used for rich grilled dinners organized by the staff during the summer. The property is surrounded by 8 hectares of vineyards and a small enchanting cellar for the vinification and the aging of the company's organic wines.

Top guest favorite
An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.
Cottage in Geggiano
4.99 out of 5 average rating, 145 reviews

Villa di Geggiano - Guesthouse

PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Top guest favorite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guesthouse in Macciano
4.97 out of 5 average rating, 207 reviews

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.

Top guest favorite
A charming outdoor dining area features a round table set with delicate dishware and a pink tablecloth. Surrounding the table are intricately designed white chairs. A gazebo provides shade, and lush greenery is visible in the background, creating a serene setting for leisurely meals.
Farm stay in Ruscello
4.99 out of 5 average rating, 472 reviews

Agriturismo Fattoria La Parita

Appartamento in stile provenzale immerso tra il vigneto e gli olivi. Godrete della tranquillità della campagna a 10 km dalla città e 4 dall'autostrada. Il canto di ghiandaie e cucù faranno da colonna sonora al soggiorno mentre i caprioli brucano tra gli olivi. E' inclusa una colazione base all'italiana (caffè, tè, latte, biscotti ecc.), se invece preferite una colazione più ricca e servita al tavolo il costo è 15€ a persona (10€ da 5 a 15 anni, gratis meno di 5 anni). Disponibile wallbox EV.

Guest favorite
A charming two-story building features green shutters and a warm exterior. The surrounding outdoor space includes lounge chairs and a gravel area, sheltered by trees. Large windows provide natural light, contributing to the inviting atmosphere of this tranquil retreat.
Home in Casorbica-Salcotto
5 out of 5 average rating, 17 reviews

Apt. Elena- Tenuta Villa Augusto

La struttura è ubicata in un agglomerato distante 3/4 km dal centro di Cortona. Circondata dal verde, un vero paradiso di tranquillità. Alloggio indipendente e accogliente con ampi spazi arredati con mobili e oggetti d'epoca, cucina attrezzata, 2 camere (matrimoniale e 2 singoli), 2 bagni. Ambienti climatizzati. Spazio esterno attrezzato con tavolo, sedie e lettini. Ampio parco con molti spazi ombreggiati e grande piscina (14x7) immersa nel verde, condivisa con gli altri ospiti della tenuta.

Top guest favorite
A serene landscape features rolling green hills under a vibrant sunset sky, casting soft colors across the horizon. A stone wall is adorned with lush greenery and flowers, providing a tranquil viewpoint for someone contemplating the picturesque view of the valley and distant hills.
Home in Cetona
4.99 out of 5 average rating, 131 reviews

Casa Dolce Toscana~Suite&View

CASA DOLCE TOSCANA 🖼️ Ciao! Sono Jolanta 😊 Benvenuti nel nostro amato alloggio toscano ,con vista panoramica,immerso nelle colline della Toscana.Un’oasi di pace perfetta per chi desidera rilassarsi e vivere un’esperienza autentica. Situato a pochi chilometri da Siena e Firenze,il nostro alloggio combina il fascino rustico con tutti i comfort moderni. si trova nel cuore del centro storico del famoso borgo di Cetona,sottostante al castello ,con vista sulla valle e il profumo della Toscana.

Guest favorite
A ceramic pot holds fresh flowers, including daffodils and delicate blossoms, resting on a lace tablecloth. Natural light streams in from a nearby window, illuminating the arrangement. Wooden furniture is visible in the background, adding to the inviting indoor setting.
Home in Cortona
4.85 out of 5 average rating, 125 reviews

Casa vacanze Nonna Nesti

La nostra casa vacanze si trova a Cortona m a pochi km da Arezzo Siena Perugia Assisi Montepulciano e il lago Trasimeno Ideale per tour enogastronomici e culturali Oltre al grande terrazzo panoramico dove rilassarsi e ammirare le stelle ma anche cenare all'aperto vi accoglierà un grande soggiorno, sala da pranzo con camino e cucina nonché due grandi camere da letto . Sarà piacevole rilassarsi anche nel grande giardino dove poter trascorrere momenti di serenità e tranquillità.

Superhost
Aerial view of a countryside estate surrounded by expansive fields and rolling hills. The property includes a farmhouse with a red-tiled roof, ample greenery, and a pool area. Olive trees and neatly arranged gardens create a serene atmosphere, providing a picturesque setting.
Farm stay in Cortona
4.83 out of 5 average rating, 12 reviews

Zaffiro | Ground floor 2-bedroom apartment (4+1 pe

The Tuscan estate Terra di Cortona lies in a strategic position between the beautiful Tuscan town of Cortona and the Trasimeno lake. The farmhouse consists of five spacious apartments and has a history that goes back to the late 17th century, when a noble family built it as a holiday residence. Air conditioning is available, as well as satellite television and Internet access. In the garden of the property there is a pool with solarium, barbecue and volleyball field.

Top guest favorite
Villa in Arezzo
4.99 out of 5 average rating, 107 reviews

Tuscany View - Villa Arianna

This beautiful villa, which can accommodate up to ten (10) people, will provide an unparalleled Tuscan experience.  While positioned perfectly to allow easy access to the most beautiful towns and villages of southern/central Tuscany (such as Arezzo, Florence, Siena, Cortona, Montepulciano) and northern Umbria (such as Perugia, Orvieto, Assisi); you’ll find this villa offers complete privacy as well as a sense of peace and tranquility to all who visit.

Superhost
The outdoor swimming pool features a spacious area for relaxation, surrounded by well-maintained sun loungers. A gentle slope leads down to the pool, with scenic views of rolling hills and olive trees in the distance. Sun umbrellas provide shade on sunny days.
Apartment in Montepulciano
5 out of 5 average rating, 4 reviews

Apt 2: Montepulciano 800 yr old Monastery

Our self catering accommodation is in an 800 year old converted monastery situated 5 minutes drive from the Renaissance town of Montepulciano, renowned for its Vino Nobile wines, close to art and culture, with great views, restaurants, coffee bars and enotecas. Our local area is a paradise for hikers, cyclists, joggers or simply walking through the incredible Tuscan country side that offers memorable sights of farmland, forests and rolling hills.

Top guest favorite
An aerial view captures a sprawling property surrounded by greenery, featuring a refreshing pool bordered by sun loungers. Two rustic buildings are visible, along with shaded outdoor seating areas and a playground, all set against the backdrop of the Tuscan landscape.
Farm stay in Camucia
5 out of 5 average rating, 23 reviews

Il Giardino degli Ulivi | Casa Ippocastano

Il Giardino degli Ulivi is a farmhouse in the heart of Tuscany, surrounded by olive groves and only 3 km away from the charming town of Cortona. The property features 6 restored farmhouse apartments, each offering authentic Tuscan character, modern comforts, and private outdoor spaces. Guests can enjoy peaceful garden, scenic views, and relax by the swimming pool, as well as easy access to Tuscany’s rich history and vibrant cultural offerings.

Guest favorite
A private pool is set against a backdrop of lush gardens and a charming villa. The clear water of the pool reflects the blue sky, and sun loungers are positioned nearby for relaxation. Olive trees dot the landscape, enhancing the tranquil atmosphere.
Home in Cortona
4.91 out of 5 average rating, 23 reviews

Villa Bellora | Tuscan Villa w/ Pool Near Cortona

Villa Bellora: Your Tuscan Summer Escape Book now for summer stays and enjoy golden sunsets, blooming sunflower fields, a private pool, and peaceful countryside charm. This 3-bedroom, 2-bath villa near Cortona and Montepulciano offers lush gardens, cozy living spaces, a fully equipped kitchen, and outdoor dining. Relax by the pool, explore hilltop towns, or unwind under the stars—your perfect Tuscan getaway awaits.

Popular amenities for Montecchio vacation rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Arezzo
  5. Montecchio