Vacation rentals in Sassetta

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Top-rated vacation rentals in Sassetta

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Top guest favorite

An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.

Home in Simignano

Casa al Gianni - The Simignano Barn

Converted from an old barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large fully equipped kitchen, a spacious living room, a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!

4.97 out of 5 average rating, 194 reviews

Superhost

Villa in Sassetta

House in Tuscany with fenced garden and mini pool

A townhouse in authentic Tuscan style (exposed walls, beams, and harmonious colors), is a fairytale place. This villa, surrounded by a large fenced garden, is the ideal oasis for couples, families, and pet-friendly guests. The true beating heart of the property is the embrace of the Tuscan countryside, the perfect backdrop for a vacation. The setting is further enhanced by a mini pool for enjoying the view of the valley, and a gazebo with barbecue, ideal for unforgettable dinners and aperitif.

4.83 out of 5 average rating, 24 reviews

Superhost

The outdoor patio features a spacious lounge area, adorned with comfortable seating and illuminated by soft lighting. Stone walls and wooden beams create a rustic charm. Sheer curtains gently billow in the evening breeze, enhancing the inviting atmosphere of the space.

Home in Castagneto Carducci

Villa Siloral a jewel in the Etruscan Coast

Our cozy and elegant Villa Siloral Blu is nestled among the vineyards overlooking Bolgheri, a village well known to lovers of wine and literature. The park where the villa is located is bordered by a line of olive trees Under the large outdoor patio there is a lounge area and veranda for unforgettable summer dinners. Given the thick walls and its position, the temperature is always pleasantly cool even during the hot summer months. It comfortably accommodates 8 persons.

4.89 out of 5 average rating, 18 reviews

Top guest favorite

Apartment in Suvereto

Suvereto Suite with private roof top terrace

Suite apartment with private roof top terrace. Charming little Suite fro couples, situated in the heart of Suvereto in a tranquil, natural and highly private setting. Unique panorama with stunning postcard views, overlooking vineyards, olive groves and the ocean in the distance. Secure Bike Storage for Cyclists in Suvereto's Historic Center For a small fee of €10 per day, you can safely store your bike and enjoy your ride without worrying about your vehicle's security.

5.0 out of 5 average rating, 19 reviews

Top guest favorite

A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.

Villa in Barberino Tavarnelle

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

4.98 out of 5 average rating, 105 reviews

Guest favorite

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

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.

4.95 out of 5 average rating, 164 reviews

Top guest favorite

Home in Belvedere

Casa Il Leccio – Relax and nature in Tuscany

Enjoy peace and nature in this beautiful countryside home surrounded by greenery. With a large private garden, it offers complete privacy and quiet. Just minutes from the sea, you can easily reach the beaches of Baratti, Sterpaia, and Rimigliano. Discover the wine villages of Bolgheri and Suvereto and the Etruscan sites of Populonia. Perfect all year round, with efficient heating, a cozy atmosphere, and an ideal location to explore Tuscany.

5.0 out of 5 average rating, 34 reviews

Guest favorite

A living area features exposed wooden beams and terracotta tiled flooring. A stone fireplace is located on one side, while a circular dining table with pastel-colored chairs occupies the center. A compact kitchen area is visible to the right, with modern appliances and wooden cabinetry.

Apartment in Sassetta

Casa Samanda with a beautiful view

Casa Samanda is a Tuscan-style three-room apartment in the middle of the medieval old town of Sassetta. It is a great starting point for a wide variety of vacation activities. The many magical cities of Tuscany, such as San Gimignano, Siena, Volterra and Massa Marittima, are not far away and the sea with its long sandy beaches can be reached in less than half an hour.

4.85 out of 5 average rating, 68 reviews

Top guest favorite

An outdoor terrace is presented with a circular stone table set for dining, featuring plates and drinks. Comfortable chairs are adorned with striped cushions. A light curtain gently drapes, while a scenic view of the sea is visible in the background.

Apartment in San Vincenzo

Antea Blu: beach house in Tuscany-2 bedrooms

A 98-square-meter apartment on the beach and 200 meters from the pedestrian street with shops. Private garage 2 minutes' walk from the house (€12/night) The house has: -a large living room with large sofa and 55-inch SMART TV -a beautiful and bright kitchen/dining area -2 bedrooms -2 baths -1 terrace with outdoor stone table and iron chairs, sea view

4.95 out of 5 average rating, 93 reviews

Guest favorite

The kitchen area features rustic wooden ceiling beams and terracotta floor tiles. A dining table with chairs is set for meals, while modern appliances, including an oven and a refrigerator, are visible in the background. Natural light streams through the window, enhancing the inviting space.

Apartment in Castagneto Carducci

Tuscan Farmhouse with Pool & Panoramic View

Immersed in Tuscany's pristine nature, this elegant apartment in Podere Bagnoli offers a relaxing getaway with breathtaking views and modern comforts. Located 4 km from the medieval village of Castagneto Carducci, it is the perfect retreat for couples, wine lovers, slow travelers, and those seeking peace and authenticity.

5.0 out of 5 average rating, 25 reviews

Guest favorite

A light-filled kitchen is presented, featuring modern wooden cabinetry and a minimalist design. A round table with three wooden chairs is positioned in the center, accompanied by a pitcher and fruit. A window allows natural light to illuminate the warm tones of the space.

Apartment in Sassetta

Get-away apartment in Sassetta

Amazing little town, 20 min from beaches and 10 from best thermal baths of Tuscany (‘La Cerreta Terme’). The perfect 'get-away' apartment in La Bella Italia. The apartment combines beautiful design and modern comfort. And in Sassetta there are great restaurants. Next door you will find a little grocery store.

4.9 out of 5 average rating, 21 reviews

Top guest favorite

A solitary tree stands prominently in the foreground, framed against a vast landscape. Below, the coastline stretches toward the horizon, with the sea shimmering in the distance. The view includes a charming town nestled among the lush greenery of the surrounding hills.

Villa in Castagneto Carducci

sea view villa with private infinity pool

RENTALS ONLY FROM SATURDAY TO SATURDAY. The house is located within our farm, surrounded by forest is distance from the village of Castagneto Carducci only 3.5 km. Its unique location offers a wonderful view of the sea and the country, ensuring a pleasant tranquility, away from the heat and noise of the country.

4.99 out of 5 average rating, 123 reviews