Vacation rentals in Montaleo

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Top-rated vacation rentals in Montaleo

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Top guest favorite

An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.

Condo in Noce

5 out of 5 average rating, 270 reviews

Podere Vergianoni immerso nelChianti con piscina

Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Top guest favorite

A sitting room features ornate wooden beams on the ceiling and rich golden walls. A shell-shaped sofa is positioned prominently, surrounded by decorative wooden furnishings and a bookshelf. A classic rug covers the floor, adding warmth. Wooden accents infuse the space with historical charm.

Apartment in Centro Storico

5 out of 5 average rating, 526 reviews

Renaissance Apartment Touch the Dome

Inspired by the most fascinating artistic era in human history, the Renaissance, each of my homes is a tribute to the elegance, harmony, and craftsmanship that defined that golden age. Step inside and be transported. You’ll not only see the Renaissance — you’ll feel it in the atmosphere, in the light, and in the soul of each space. Discover also The Renaissance & Baroque apartment: https://www.airbnb.it/rooms/30229178?guests=1&adults=1&s=67&unique_share_id=c0087742-7346-4511-9bcd-198bbe23c1b4

Top guest favorite

The exterior of the elegant open space is showcased, featuring a well-maintained garden and a stone wall. Two lounge chairs are positioned on the terrace, inviting relaxation. Large glass doors provide access to the interior, surrounded by lush greenery and Mediterranean trees.

Cottage in Casale Marittimo

5 out of 5 average rating, 13 reviews

L'Ondiana, centenary olive trees and seaview

Near Casale Marittimo village, framed by typical Tuscan hills, elegant open space on a villa's lower floor immersed in an enchanting terraced olive grove (the upper floor is private but empty during summer). Living room with dining area and kitchenette, sleeping area with double bed and bathroom with shower. Under the shade of centuries-old olive trees or on the swing with a spectacular view of the sea, the timeless and magical environment of L’Ondiana is ideal for silence and nature lovers.

Top guest favorite

A stone house is positioned on a hillside overlooking the deep blue sea. Lush green terrain surrounds the structure, and a large umbrella provides shade near the entrance. The coastline and distant boats can be seen in the background under a clear sky.

Home in Rio Marina

5 out of 5 average rating, 88 reviews

Captain's House | Monte Grosso, Elba

The Casa del Capitano is located on the top of Monte Grosso in the National park of the tuscan archipelago. The location is unique on the island and from here you have a fantastic view of the city of Portoferraio, Piombino, Corsica, Capraia and Gorgona. The house was restored during a project lasting several years, in close collaboration with the National Park and was designed to be self-sufficient and ecological. Here you use purely the energy of the sun, without having to renounce luxury.

Guest favorite

A charming stone cottage is surrounded by lush greenery and tall trees. Two white lounge chairs are positioned on the manicured lawn, accompanied by a small round table. A sun umbrella offers shade, while large windows reflect natural light, showcasing the inviting interior.

Home in Montescudaio

4.96 out of 5 average rating, 117 reviews

Open space surrounded by nature

Casa Namaste is a small stone cottage with well-kept interiors 1 km from the medieval village of Montescudaio. The house is completely surrounded by woods and centuries-old oaks. 150 meters away flows the Cecina river. In the 5000 square meter garden there is a natural spring with a large stone tub to cool off and an outdoor hot shower surrounded by greenery. We have a Vodafone adsl line with download 33 and upload 1.4. Smart TV and air conditioning are also available starting this spring

Superhost

A spacious countryside property is depicted, showcasing a two-story building with distinctive red doors. Lush greenery surrounds the area, complemented by an olive tree and other vegetation. In the background, a charming hilltop village can be seen against a clear blue sky.

Farm stay in Casale Marittimo

4.8 out of 5 average rating, 5 reviews

In the Tuscan countryside, Podere I Luoghi with pool Ap1

In an ancient farmhouse from the 1800s, a lovely apartment surrounded by greenery in the Tuscan countryside, on a hill with beautiful sea views. It has 3 double rooms with private bathroom, equipped kitchen, dining room and outdoor area ideal for outdoor dinners and relaxation. Seasonal pool from June to September. Just 12 km from the sea, perfect for visiting villages such as Bolgheri, Castagneto Carducci, Montescudaio and Volterra, among hills, vineyards and authentic flavors.

Top guest favorite

A modern kitchen and dining area feature sleek cabinetry and a spacious dining table. White chairs surround the table, complemented by a vase of flowers. Large windows enhance the room's brightness, while neutral-colored tiles create a clean and inviting atmosphere.

Apartment in Montescudaio

4.93 out of 5 average rating, 156 reviews

Elegant and bright apartment in Montescudaio

The apartment has been recently renovated, very bright and welcoming, the furnishings are modern and practically new. Located in the residential area of Montescudaio, quiet and peaceful from where you can easily reach the most characteristic places of Tuscany: medieval villages, enchanting hills and all the splendid historic cities (Pisa, Florence, Siena...) that make Tuscany such a popular destination. Just 20 minutes to the sea. Your vacation will be unforgettable!

Guest favorite

A charming agriturismo property is seen surrounded by greenery, featuring a light-colored exterior and green shutters. A covered porch offers shaded outdoor space, while colorful flowerbeds enhance the landscape. Nearby, a gravel path leads through the countryside, creating a tranquil rural setting.

Farm stay in Casale Marittimo

4.77 out of 5 average rating, 13 reviews

Valle Incantata Farm and Lab Agritourism

Room with bathroom, fenced garden with outdoor kitchen, independent access in a family-run farmhouse as it once was. Ideal location for a relaxing stay in the Tuscan hills, a few kilometers from seaside resorts such as Marina di Cecina, Castagneto Carducci, Bibbona, and Isole. The room with an outdoor veranda kitchen overlooking the farm's Natural Biolake. Guests can enjoy the solarium and barbecue on the lake and the precious contact with the farm animals.

Top guest favorite

A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.

Farm stay in Simignano

4.9 out of 5 average rating, 217 reviews

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!

Guest favorite

The living area features a striped sofa paired with a round coffee table and a wooden dining table. Exposed wooden beams line the ceiling, and natural light brightens the space through a window. A warm, terracotta tile floor complements the traditional furnishings.

Condo in Montescudaio

4.95 out of 5 average rating, 62 reviews

Casina del Fabbro with Views of the Hills and Sea

A completely renovated apartment built above the old shop of Nonno Mario, the village blacksmith, in an ancient Tuscan mansion, with original terracotta floors and a fireplace as in the past. Located in the center of the village but from the windows you can admire the entire Rio valley that descends to the sea without any construction to block the view

Top guest favorite

The image features a serene infinity pool reflecting the surrounding trees and villa during sunset. Sun loungers are positioned beside the pool, and the well-maintained outdoor area offers a tranquil ambiance enhanced by the natural landscape.

Farm stay in Pisa

4.99 out of 5 average rating, 304 reviews

Tenuta Chiudendone in Tuscany

Great place in the middle of Tuscan Hills, you will be sorrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.

Guest favorite

The spacious kitchen and living area feature a comfortable sectional sofa, a dining table surrounded by five chairs, and modern appliances. Bright pendant lights hang from the ceiling, and textured tile flooring adds warmth to the space. An open staircase is visible in the background.

Apartment in Montescudaio

5 out of 5 average rating, 25 reviews

Residenza Le Mura

Recently restored apartment of medieval origin in the town's historic village. Large kitchen with 55" TV and elegant sofa, 1 double bedroom, 1 bathroom with shower and washing machine. Balcony overlooking the village square. Air conditioning in all rooms. Free internet access with fiber optics