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Holiday houses in San Cassiano

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Top-rated holiday rentals in San Cassiano

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Guest favourite
A shaded seating area is situated beside a serene pool, featuring four white lounge chairs and a small table. Elegant sheer curtains flow gently in the breeze, offering a relaxing space among the surrounding olive trees.
Loft in Surano
4.94 out of 5 average rating, 18 reviews

Casa il Fico in Relais L'Oliveto with pool and wifi

L'Oliveto is a young and fresh Apulian farmhouse with swimming pool and Wi-Fi, equipped with 6 apartments with kitchenette, private bathroom and air conditioning. The "il Fico" apartment is equipped with a relaxation area and is ideal for young families or couples. Each property can accommodate up to 4 people. At the center of the Adriatic coast, and a few km from Castro, it is an ideal location for those who want to visit the entire coast. Destinations such as Otranto, Santa Cesarea or Leuca are also easily accessible.

Superhost
A villa sits gracefully on a hillside, overlooking the expansive sea. The structure features a circular design, surrounded by greenery and shaded areas. A pool is visible in the backyard, enhancing the outdoor space. The landscape showcases a mix of natural terrain and manicured gardens.
Villa in Andrano
4.81 out of 5 average rating, 72 reviews

"Li Saccuddi - Belvedere Villa"

This villa offers a breathtaking panorama. The house is located in an exceptionally picturesque location on a small plateau about a kilometre from the sea in Marina di Andrano. The accommodation was decorated with careful attention to detail and is very neat and tidy. Stone tubs, the restored antique bed, woven straw baskets, evoke the rural, rustic life and craftsmanship of the Salento region. The old wrought-iron bell for calling the family to the table is also a particularly charming feature.

Guest favourite
Villa in San Cassiano
5.0 out of 5 average rating, 13 reviews

{Salento - Elegance - Privacy}

Beautiful early 20th-century villa, carefully restored in the heart of Salento. Ideal for groups and families up to 10 guests, it offers 4 independent double bedrooms, each with a private bathroom and air conditioning, ensuring comfort and privacy. The property features a 400 sqm private garden and private parking. Located in peaceful San Cassiano, it is the perfect base to explore Otranto, Castro, Gallipoli, Santa Maria di Leuca and Lecce while enjoying authentic Salento away from the crowds.

Top Guest favourite
A staircase leads down to a light-filled living space, featuring large glass doors that open to a sea view. The area is styled with comfortable seating and decorative pillows, while a small table and folding chairs are positioned outside on the terrace.
Home in Santa Cesarea Terme
4.98 out of 5 average rating, 47 reviews

Elegant Seafront House, Direct Access - Salento

Sea-view retreat with direct access in the authentic heart of Salento. Welcome to Cas’almare 9.7, where time slows and the sea becomes part of everyday life. This elegant two-level home is thoughtfully designed and ideal for couples and families. The highlight? Direct access to the sea and its waterfront terrace. Just steps from the natural thermal baths of Santa Cesarea and close to Otranto and Castro, it’s perfect for exploring the coast, with crystal-clear waters and local flavors.

Top Guest favourite
An outdoor area features a swimming pool surrounded by lounge chairs and umbrellas for shade. A stone wall provides privacy, and a pergola with outdoor seating can be seen in the background under clear blue skies.
Home in Poggiardo
5.0 out of 5 average rating, 35 reviews

M&G Suite Home

A few km from the most famous Adriatic resorts of Otranto and Castro Marina. M&G suite is a typical Salento house furnished with style. The three bedrooms and their bathrooms offer the possibility of hosting large families or groups of friends who want to share an unforgettable vacation in Salento without sacrificing their privacy. A large exclusive outdoor space with swimming pool and outdoor showers, porch with outdoor table and seating. Private parking inside the property.

Top Guest favourite
A charming outdoor space is framed by tall trees, featuring a stone pathway and seating area with dark wicker chairs. Colorful flower pots accent the scene, while the tranquil blue of the sea is glimpsed in the background, enhancing the serene environment.
Home in Marina di Marittima
4.98 out of 5 average rating, 111 reviews

On Caletta dell'Acquaviva, 20 meters from the sea.

The house "Perla dell 'Acquaviva" , in the middle of the Otranto-Leuca natural park , offers an enviable private access to the sea and the privilege of entering the waters of the cove through a comfortable rocky staircase different from the other bathers. The property consists of bathroom, bedroom, kitchen-living room, porch overlooking the sea. You will be welcomed by large outdoor spaces with a relaxation area among tall trees and the relaxing roar of the waves.

Guest favourite
The eco-friendly house is situated amidst lush greenery, featuring a unique architectural design with stone elements. Large windows allow ample daylight into the interior. A spacious outdoor area is surrounded by olive trees, providing a serene atmosphere for relaxation.
Home in San Cassiano
4.92 out of 5 average rating, 146 reviews

The ecotourist's home.

The Ecotourist House is an ancient agricultural shelter recovered in bio-architecture. It is a small, off-grid, energy self-sufficient island house, isolated in the Salento countryside. It is located in the Public Olive Grove of the Paduli Park, a symbolic place and open-air museum. It is part of a living cultural project. If you want to slow down and experience a place full of meaning and different from conventional tourism, this is the right place for you.

Home in San Cassiano
5.0 out of 5 average rating, 4 reviews

House in Salento

Located inland, our house offers a convenient starting point for visiting Salento, from Lecce to the most renowned and well-known seaside resorts such as Castro, Santa Cesarea, Otranto, Gallipoli, Maldive del Salento, and Santa Maria di Leuca. The home is located on the ground floor with a separate entrance from the garden. It offers a full bedroom, an extra bed, an equipped kitchen, and a bathroom. Small pets are allowed at the property with prior notice.

Top Guest favourite
An outdoor area features a hot tub with bubbling water and soft lighting. A wooden deck showcases an elegant seating area with white furniture and blue cushions. Steps lead up to the main house, where dining space is visible under a pergola, surrounded by greenery and tall trees.
Holiday home in Tricase
4.93 out of 5 average rating, 408 reviews

La Salentina, sea, nature & relaxation

Nestled in Mediterranean nature and overlooking a spectacular crystal-clear sea, La Salentina is a welcoming home in the deep south of Puglia, along the scenic Otranto–Santa Maria di Leuca coastal road. With two sea-view terraces, thoughtfully designed interiors and a hydromassage tub with chromotherapy, it’s the perfect retreat for those seeking relaxation, authenticity and beauty a place where each day begins with the magic of the sunrise over the sea.

Guest favourite
A serene pool area showcases a modern design with wooden decking and a crystal-clear swimming pool. Lush Mediterranean greenery surrounds the space, with comfortable seating under a parasol and expansive views of the sea, inviting relaxation and enjoyment of the outdoor setting.
Villa in Marina di Marittima
4.93 out of 5 average rating, 56 reviews

Wp Relais Villa Marittima

Villa Marittima, located in a protected area, overlooks the sea just 10 meters away along the coast of lower Salento. The villa, nestled in a protected area, offers a breathtaking view that, on days of great clarity, allows you to glimpse the mountains of Albania. Located 2 km from Castro, 7 km from Tricase Porto and a short distance from the picturesque Acqua Viva cove, the villa offers a unique experience between nature and comfort.

Guest favourite
A spacious living area features two light-colored sofas adorned with blue patterned cushions, arranged around a round wooden coffee table. A modern fireplace is positioned against a stone wall, and natural light filters through sheer curtains, enhancing the room's welcoming ambiance.
Holiday home in Botrugno
5.0 out of 5 average rating, 12 reviews

LA PIGNA BLU - Vacation Home with Pool - 13km from the sea

Our vacation home is a structure designed to accommodate tourists or people who want to spend a period of relaxation and rest away from their home. Every detail has been taken care of, offering a cozy and comfortable atmosphere. The kitchen is fully equipped with utensils and appliances. Very spacious dining area The bedrooms are spacious with comfortable beds. Shared garden and pool, ideal for relaxing and preparing a barbecue

Guest favourite
The outdoor area features a private pool set against a panoramic view of the sea. Sun loungers are arranged along the poolside, surrounded by olive trees and Mediterranean vegetation, creating a peaceful atmosphere. The sky above displays a mix of clouds and blue, enhancing the scenic backdrop.
Villa in Marina Serra
4.92 out of 5 average rating, 37 reviews

SalentoSeaLovers Dream Trulli Villa Sea View

Villa Teresina is a dreaming home holidays with a breathtaking view of the sea. we are SalentoSeaLovers - direct owners of holidays homes all by the sea and unforgettable genuine and local experiences. Choose one of our homes for a perfect holidays! Villa has 6 beds, 3 baths, grounds with outdoor kitchen, big BBQ, sun beds, sofa, table and chairs for outdoor dining and also a rocking chair!

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