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Holiday houses in Sassetta

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Top-rated holiday rentals in Sassetta

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Top Guest favourite
The spacious room features a high wooden ceiling with exposed beams. A large double bed is adorned with a decorative quilt. Two red armchairs sit beside a wooden table, while a small nightstand with a lamp is positioned near the bed, creating a cozy ambiance.
Apartment in Casole d'Elsa
5 out of 5 average rating, 36 reviews

"Anna" holiday home - the POET for 2-3 people

"the POET" is located inside a house from 1400, in the medieval village of Casole d 'Elsa (Siena). It is close to Siena, Florence, San Gimignano, Volterra, and the Chianti area. Suitable for those who love the countryside, but want to enjoy the benefits offered by a country with all services: Shops, Restaurants, Bar, Inbox, Bank, Pharmacy, Church, Museum and Uff. Tourist. Live the summer experience of a country that comes alive with parties, markets, music and the tradition of the Palio (2nd Sunday of July)

Top Guest favourite
A charming pathway leads to the entrance of the house, surrounded by lush greenery. Flower pots are positioned along the stone walkway, with a seating area visible to the side, inviting guests to enjoy the serene landscape of rolling hills in the background.
Home in Greve in Chianti
4.98 out of 5 average rating, 199 reviews

Love in Chianti

Welcome to the delightful cottage of Riccardo and Pauline, a small corner of love where colors and details are designed to give peace and quiet. You will find yourself immersed in the green Tuscan hills, in a breathtaking landscape where the renowned Chianti Classico wine is born. The area is ideal for walking and cycling. You will be close to the cities of art, such as Florence, Siena and Arezzo. Upon request and according to availability, we offer a paid shuttle service. We look forward to seeing you ❤️

Top Guest favourite
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, 98 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 favourite
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, 124 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

Top Guest favourite
A small garden area is visible, featuring two wooden lounge chairs positioned on lush green grass. The serene outdoor space is complemented by smooth, white spherical lights and a transparent veranda that offers a view of the surrounding greenery.
Home in Rosignano Marittimo
4.95 out of 5 average rating, 61 reviews

Elegant House in Rosignano: 2.5 km from the Sea

I love this unique home for its brightness and Zen atmosphere; I have furnished it with a touch of simplicity and bright colors that reflect my personality. The transparent veranda is my favorite corner, to immerse myself in a feeling of sea and meadow. The elegance and attention to detail, including shells and crystals, make this place precious: a haven of peace and serenity. That's what I look for when I travel, and I want to offer the same relaxing accommodation to my guests!

Guest favourite
A spacious living area is highlighted by an inviting sofa and a unique decorative coffee table. Large glass doors open to a terrace, allowing natural light to flow in. Indoor plants add a touch of greenery, enhancing the relaxed atmosphere.
Apartment in San Vincenzo
5 out of 5 average rating, 17 reviews

Luxury penthouse - 100 sqm 2 bedrooms 2 bathrooms

Situato nel cuore di San Vincenzo, un piccolo paese turistico sulla costa Toscana, a 5 minuti a piedi dal mare ed a pochi minuti di auto da una delle più famose aree di vino (Bolgheri, Castagneto Carducci..) L'appartamento è NUOVO (Completato a inizio Luglio 2024), ed ha una dimensione di 100 mq E' composto da: 2 Camere matrimoniali con letto king size 1 Soggiorno con tv, tavolo e divano 1 Cucina completa di tutto 2 Bagni 2 terrazzi con tavolo, lettini prendi / sole

Top Guest favourite
Two individuals are seated in comfortable chairs on a wooden deck, enjoying a serene moment as the sun sets. A bottle of wine and two glasses are placed on a small table nearby, surrounded by lush greenery and vibrant flowers.
Home in Greve in Chianti
4.99 out of 5 average rating, 70 reviews

Relaxation and comfort in the hills of Florence

Apartment in a typical Tuscan stone farmhouse: measuring 160 square meters, it is finished with typical Tuscan materials, pietra serena and terracotta. It consists of a large living room at the entrance, dining room, kitchen, 2 bathrooms, storage room, 3 bedrooms, and a study area. Arranged in an east-west position thanks to a large terrace, a patio and a large private garden, it allows you to enjoy the sunrise for your breakfast and the sunset for a pleasant aperitif.

Guest favourite
An inviting patio area features an outdoor dining set with a round table surrounded by four chairs. Wooden beams provide structure overhead, while potted plants add a touch of greenery. The surrounding landscape includes tall trees and a well-kept gravel path.
Farm stay in San Giusto
5 out of 5 average rating, 7 reviews

Agriturismo Bolgheri24 – Monti Apartment

Welcome to Bolgheri24, an agriturismo nestled in the stunning countryside of Bolgheri, just 20min from the seaside. Enjoy our finely renovated apartment with a private garden and a charming patio. The house: - 70 sqm of living space - 1 Double Bedroom - 1 Twin Bedroom - 2 Bathrooms - Fully Equipped Kitchen - Air conditioning, Smart TV - Private parking Outdoor: - Private patio with elegant outdoor furniture, ideal for relaxing and soaking in the charm of Tuscany.

Top Guest favourite
The image showcases a refreshing pool surrounded by lounge chairs and umbrellas, enhancing the outdoor relaxation area. The pool is framed by lush greenery and a stone wall, with the charming rustic house visible in the background under a clear blue sky.
Home in Barberino Tavarnelle
5 out of 5 average rating, 122 reviews

Infinity pool in Chianti area

On the Chianti hills, portion of an old stone farmhouse from the 1800s, located in S. Filippo, a small hamlet of Barberino Tavarnelle, halfway between Florence and Siena, a 30-minute drive from Florence airport, 1 hour from Pisa airport. Three bedrooms, two bathrooms, large living room with fireplace, eat-in kitchen and dining room. Magnificent view of the hills from every window! Beautiful infinity pool with whirlpool area, unheated and open from April to October.

Top Guest favourite
A stone farmhouse in Tuscan style is depicted, featuring a two-story structure with terracotta roofing. Lush greenery surrounds the building, with potted plants and shrubs enhancing the landscape. Balconies adorn the upper level, and the entrance is accentuated by a stone staircase leading to the garden.
Holiday home in Sassetta
5 out of 5 average rating, 74 reviews

PODERE "LO STOLLO" (Stollo 2) Sassetta - Tuscany

Vacation Home - Sassetta. "Lo Stollo" is a Tuscan-style stone farm, located in a hilly area just 15 km from the sea. The property consists of three independent apartments, each with a separate entrance: Stollo 1 – Ground floor, sleeps up to 6, ideal for families or groups of friends. Stollo 2 – First floor, sleeps 2/4, perfect for couples or small families. Stollo 3 – Independent house, sleeps 2, surrounded by greenery and perfect for a quiet holiday.

Guest favourite
A serene garden area features two lounge chairs positioned on lush green grass, overlooking the sea in the distance. White lilies bloom in the foreground, complemented by a rustic shade structure nearby, providing a tranquil setting for relaxation.
Farm stay in Castagneto Carducci
4.95 out of 5 average rating, 151 reviews

Casa del Poggio, with a beautiful sea view

The Casa del Poggio (house at the hill) is located in the hills of Castagneto Carducci and is part of our organic farm. It is immersed in a peaceful countryside surrounded by olive groves, vineyards and woodland and enjoys a beautiful view of the sea and the castle of Castagneto Carducci. At the same time its position allows you to reach the village in just 10 minutes by foot and the beaches of Marina di Castagneto in 10 minutes by car or bus.

Top Guest favourite
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
4.91 out of 5 average rating, 243 reviews

Casa al Gianni - Hut

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!

Popular amenities for Sassetta holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Sassetta