Apartment holiday rentals in Rapolano Terme

An aerial view captures the agriturismo surrounded by lush green fields and a neatly arranged row of tall cypress trees. The inviting pool reflects the serene landscape, and the winding dirt road leads towards the property, nestled amid the picturesque Crete Senesi.

4.97 out of 5 average rating, 185 reviews

Loggia 1 in farmhouse with shared pool

Apartment for 2 people in the Santa Lucia farmhouse (farmhouse DIVIDED IN 7 APARTMENTS) in the Crete Senesi, 10 km from Siena. Located on the second floor with a private table in front of the windows of the entrance loggia. It consists of a double bedroom (two single beds joined to form a double bed), a bathroom with shower and a living room with functional kitchen. Outdoor space with table and chairs available on the ground floor. AIR CONDITIONING in the room FOR A FEE according to consumption.

ValueFamilyAir conditioning

Apartment in Montepulciano

An inviting interior features exposed brick walls and a blend of modern and rustic design elements. A staircase leads to the upper floor, while large doors open to reveal a view of the outdoors. A wooden table and a cozy chair enhance the living space.

4.98 out of 5 average rating, 163 reviews

Under the sunset, Montepulciano

In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away

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4.98 out of 5 average rating, 408 reviews

Apartment in Sinalunga

Resort Panoramic view - Free parking

New apartment, powerful Wi-Fi, SMART TV, private bathroom, air conditioning, private kitchen, laundry room , free private parking. Complimentary dessert buffet. Breathtaking panoramic view . Between the Crete Senesi and the Val D'Orcia, 800 meters from the center of the village, with restaurants, bars and supermarkets. Strategic place for visiting the main towns in Tuscany : Montalcino , Pienza , Siena , Arezzo , Rapolano Terme , Montepulciano .

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Apartment in Montepulciano

A small wooden table set for two is adorned with fine china cups and a delicate flower vase. The balcony offers a panoramic view of the rolling hills, as the sun sets, casting warm hues over the landscape.

4.91 out of 5 average rating, 304 reviews

I Tramonti di Eramo, downtown Montepulciano.

Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historic center offers breathtaking views of the surrounding countryside, providing an authentic and unforgettable experience. Step outside and savor the historic atmosphere of Montepulciano. Just a few steps away, you will find the extraordinary Piazza Grande, excellent restaurants, and all kinds of services. Tuscany awaits you for a unique experience.

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4.98 out of 5 average rating, 113 reviews

The lounge features elegant walls adorned with intricate frescoes and moldings. A large mirror reflects the refined decor. Two white armchairs and a colorful sofa provide seating, while a coffee table rests on a patterned rug before a decorative fireplace.

Apartment in Siena

Luxury frescoed apartment in the historical center

The Palazzo Pannilini Superior apartment is composed of a bright entrance enriched by an elegant coffered ceiling, a large fully frescoed lounge, a large foyer, a kitchen equipped with a terrace, a dining room topped with a frescoed vault, four bedrooms, three bathrooms, a wardrobe room, and a panoramic terrace where you can sunbathe and relax. The apartment is located at the second floor with no elevator. The apartment has air conditioning.

ValueLocationLong stay

4.99 out of 5 average rating, 117 reviews

The outdoor pool area features a light blue water surface complemented by three tiered fountains. A small white table with a glass is placed on the wooden deck, surrounded by two white chairs. The rustic stone buildings create a charming backdrop, adorned with greenery.

Apartment in Montalcino

Castel Brunello - 2 doublebed rooms + terrace

Located in amidst the Tuscan countryside, Castel Brunello is offers an outdoor swimming pool and a garden. This self-catering accommodation features rustic-style furnishings, air condioning and free Wi-Fi. They also offer a satellite TV, and a fully equipped kitchenette with a refrigerator and a dining table. Each apartment has a terrace with an outdoor seating area.

LocationFamilySleep quality

Apartment in Torrita di Siena

4.91 out of 5 average rating, 142 reviews

New 1BR Stay Near the Center in Tuscany

Welcome to Belvedere, our brand new apartment located in the picturesque village of Torrita di Siena, a corner of paradise in the heart of Tuscany. Perfect for a romantic getaway or a family vacation, our accommodation offers the ideal mix of modern comfort and rustic charm. We are located in Torrita di Siena, a 15-minute drive from Montepulciano and Pienza.

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Superhost

An open living space features a cozy double sofa bed in the background, complemented by a small dining area with a white table and red chairs. Decorative shelves display kitchenware against a neutral wall. A door leads to an outdoor area with greenery visible beyond.

4.86 out of 5 average rating, 139 reviews

IL CANTUCCIO

Bright studio apartment with a very comfortable double sofa bed, a fully equipped kitchen, a bathroom with a shower, a small veranda, and a garden. Independent entrance and private parking. Located 500 meters from the historic center of Asciano, very close to the train station and supermarket. Pets allowed. Private parking inside the garden for bicycles.

ValueLocationOutdoor spaces

4.98 out of 5 average rating, 128 reviews

A welcoming entryway features a mural depicting a serene landscape framed by arches. Built-in shelves display decorative items and books. Natural light illuminates the wood flooring, while a small globe and a vase with dried plants add subtle warmth to the space.

Apartment in San Gusmè

Casa Guardiavigna | Chianti Hills Vineyard Retreat

The Casa Guardiavigna apartment offers the opportunity to enjoy a unique and extraordinary experience, full of emotions and happiness. Located a stone's throw from the small medieval village of San Gusme' and surrounded by beautiful vineyards, woods and flowery meadows. Free indoor parking with an automatic gate.

LocationFamilyAccess

Apartment in Castelnuovo Berardenga

A shaded seating area features a large umbrella overhead, providing respite from the sun. A white outdoor sofa is positioned in front of a scenic view of rolling green hills, framed by trees and shrubs. Decorative planters with vibrant flowers add a touch of color.

4.88 out of 5 average rating, 179 reviews

Independent "Chianti" double bedroom

Immersed in the renowned Sienese hills in a portion of a farmhouse dating back to 1921 and finely restored respecting the architecture and environment of the territory. Large double bedroom, bathroom with full shower, independent heating and independent entrance. 5 min drive from Castelnuovo Berardenga.

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A view from the window showcases mist-covered rolling hills and lush greenery. Trees and a rustic building can be seen in the distance, framed by the natural surroundings. The sky displays a soft blue hue, adding to the serene landscape.

4.9 out of 5 average rating, 103 reviews

Farmhouse apartment with pool

The apartment has been carefully restored, in keeping with its original character and to create harmony between the exterior and interior. It has a large kitchen/living/dining area with open fireplace. Views of the countryside from every window.

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Superhost

The expansive view of rolling hills is captured under a dynamic sky filled with scattered clouds. The lush greenery contrasts with the golden fields, creating a serene landscape. In the foreground, the garden area is surrounded by rustic pathways and trees, enhancing the natural setting.