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Vacation rentals in Montaleo

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Top-rated vacation rentals in Montaleo

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Guest favorite
Apartment in Casale Marittimo
4.92 out of 5 average rating, 38 reviews

The Casale Hills & Sea Tuscany Barn

In the heart of the medieval village of Casale Marittimo Il Fienile di Casale is a beautifully restored old hayloft that keeps all the authentic Tuscan charm. With its brick vaulted ceilings, wooden beams and stone walls it offers a warm and welcoming atmosphere. From the living room you can enjoy a breathtaking view over the rolling hills, vineyards and olive groves of the Etruscan Coast stretching all the way to the sea. Perfect for those looking for relaxation wine tourism and nearby beaches.

Top guest favorite
A balcony view features potted plants lined along a metal railing. The rustic stone walls of the buildings create a charming backdrop. A narrow cobblestone alley can be seen, leading to a staircase ascending in the distance, enhancing the quaint atmosphere of the medieval village.
Apartment in La Sassa
4.97 out of 5 average rating, 62 reviews

Casa Fedora

Casa Fedora era la casa di mia nonna dalla quale prende il nome. Si trova a Sassa un incantevole borgo medievale immerso nelle colline toscane dove regna la tranquillità e l'amore per le proprie origini. Avrete a disposizione 80 mq completamente ristrutturati che godono di una magnifica vista panoramica sulla vallata sottostante. Se cercate la tranquillità nella bellezza Casa Fedora saprà soddisfare le vostre aspettative. Sassa dista 30 minuti dall'etrusca Volterra e 30 minuti da Cecina mare.

Top guest favorite
The image features a rustic stone house surrounded by lush greenery, with a wooden door and shuttered windows. A set of stairs leads to a raised outdoor area, partially enclosed by a stone wall, providing a serene view of the surrounding nature.
Vacation home in San Gimignano
4.96 out of 5 average rating, 73 reviews

Tuscan House with Private Jacuzzi in Chianti

An oasis of peace in the heart of Tuscany, along the wine route! - Exclusive Jacuzzi in your own private garden - Strategic location between the medieval towns of Certaldo, San Gimignano, Siena, and Florence - A 700 sqm private garden filled with the sweet sound of birds singing - A newly renovated home where history meets modern comfort and unique design - The warmth of a wood-burning fireplace to heat your beautiful winter dreams - The perfect place to regenerate and completely unplug

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, 106 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
The image showcases a historic property set in a well-maintained garden. Statues line a central flower bed filled with red blooms, surrounded by greenery. The elegant architecture of the building is visible in the background, framed by lush foliage and designed in a classic style.
Condo in Lucca
4.91 out of 5 average rating, 174 reviews

Amazing apartment in Palazzo Pfanner

Situated on the first floor of Palazzo Pfanner, a charming baroque Palazzo and building of historical interest in the centre of the town of Lucca, the apartment recreates perfectly the atmosphere of the antique noble residences for visitors who wish to try this unique experience. The apartment, which has frescoes dating back to the 18th and 19th centuries and the original ceiling with beams and ‘seminato alla veneziana’ flooring, offers a splendid panoramic view over the garden.

Top guest favorite
An aerial view of the property reveals a charming red house surrounded by lush greenery. Tall cypress trees and vibrant bushes create a tranquil landscape, while an expansive lawn features relaxing loungers, inviting guests to enjoy the serene atmosphere of the Tuscan countryside.
Home in Gambassi Terme
5 out of 5 average rating, 216 reviews

Il Fienile, Luxury Apartment in the Tuscan Hills

‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

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
4.92 out of 5 average rating, 268 reviews

Casa al Gianni - Hut

Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

Top guest favorite
Castle in Tignano
5 out of 5 average rating, 22 reviews

Luxury Medieval Tower • Exclusive Chianti Stay

Benvenuti in una delle residenze più esclusive del Chianti: una torre medievale trasformata in un raffinato luxury retreat con vista sulle colline toscane. Design contemporaneo, arredi iconici, opere d’arte e comfort di lusso si fondono in un’esperienza unica. Un’oasi di quiete con giardino privato, dependance vetrata, Wi-Fi, area smart working. Servizi extra: chef privato, degustazioni in cantina, trattamenti benessere e tour tra i borghi più belli della Toscana.

Top guest favorite
Home in Barberino Tavarnelle
5 out of 5 average rating, 68 reviews

Authentic Tuscany Experience in Our Country House

An amazing experience between nature, flavor and relax in the heart of Chianti. Situated between Barberino Tavarnelle, San Gimignano, Greve in Chianti, and Florence, Belvedere 27/A overlooks the Santa Maria Novella Castle, amidst olive groves and vineyards with an amazing view. A countryside Tuscan home, surrounded by greenery and olive’s fields, equipped with every comfort. Reconnect in this serene, one-of-a-kind stay, for a relaxing and peaceful holiday.

Guest favorite
Home in Guardistallo
4.96 out of 5 average rating, 26 reviews

house in the village my dream

My accommodation is the result of my passion for the details that make the difference. It's what I would like to find when traveling: the sea always in front of my eyes, the hill and a large lawn under the house and the medieval village behind you, all on foot from breakfast to dinner if you want... what won me over is the large terrace over 50 meters, this winter restyling with new furnishings and an outdoor bathtub for bathing under the stars.

Superhost
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
4.83 out of 5 average rating, 23 reviews

Valle Incantata Farm and Lab Agritourism

Room with private bathroom, outdoor kitchen on an open veranda, and a fenced garden with independent access. Bedding included. Bike-friendly property. Ideal location for a relaxing stay in the Tuscan hills, just a few kilometers from Marina di Cecina, Castagneto Carducci, Bibbona, and the islands. The room overlooks the agriturismo’s natural biolake. Guests can enjoy the sun terrace and the barbecue area on the lake. Bike rental is available.

Top guest favorite
Apartment in Panzano in Chianti
5 out of 5 average rating, 110 reviews

Looking at Chianti

"Guardo al Chianti" is a completely new apartment for 4 people, furnished in Tuscan style. It has a beautiful terrace overlooking the famous "Conca d'Oro in Panzano." Panzano is famous for its wines: Chianti Classico and Super Tuscan. There are 22 farms a few kilometers away that offer visits to the cellars and tastings of their wines and oil. The apartment is a short walk from the Coop Supermarket, Pharmacy and town center.

Popular amenities for Montaleo vacation rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Pisa
  5. Montaleo