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Vacation rentals in San Cassiano

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Top-rated vacation rentals in San Cassiano

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Guest favorite
A covered terrace by the pool features four white loungers and a small side table. Light, flowing curtains gently sway in the breeze, while olive trees are visible in the background, enhancing the serene outdoor space.
Loft in Surano
4.97 out of 5 average rating, 39 reviews

Relais l'Oliveto - "Il Noce" App - Pool and Wi-Fi

L'Oliveto is a young and fresh Apulian farmhouse with swimming pool and wifi, equipped with 6 apartments with kitchenette, private bathroom and air conditioning. The "Il Noce" apartment has a relaxation area and is ideal for young families or couples. Each apartment can accommodate up to 4 people. In the center of the Adriatic coast, and a few kilometers 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.

Guest favorite
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 favorite
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, 46 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.

Superhost
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.

Guest favorite
A serene outdoor space is highlighted, featuring a rectangular swimming pool bordered by well-maintained grass. Lounge chairs are positioned along the poolside, and the structure's rustic architecture is complemented by greenery. Bright blue skies provide a vibrant backdrop to the scene.
Villa in Specchia Gallone
5.0 out of 5 average rating, 19 reviews

Villa Sofia - Tradition and modernity in Salento

Thanks to the careful renovation work, the ancient Palmento, an authentic place in the agricultural tradition of Salento, has been transformed into a welcoming and relaxing place where the original elements such as the pools, the ancient fireplaces, and the star vaults dialogue perfectly with contemporary design and oriental furnishings. The large rooms overlooking the garden and swimming pool, all independent, guarantee privacy and absolute tranquillity for all guests.

Top guest favorite
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 favorite
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's 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.

Guest favorite
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.
Vacation home in Tricase
4.93 out of 5 average rating, 405 reviews

La Salentina, sea, nature & relax

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.

Top guest favorite
Home in Nociglia
5.0 out of 5 average rating, 12 reviews

3537 Salento Velvet Habitat

Nestled in the beautiful Salento lands, 3537 Habitat Salentino Velluto is the ideal solution for a vacation full of luxury and style. The fully independent accommodation is strategically located to easily reach the most beautiful beaches of Salento and the most fascinating historical centers. Velluto welcomes its guests in a refined and prestigious environment thanks to the Moroccan Ibizan style, mixed with Apulian design and accents.

Guest favorite
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, 55 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 favorite
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, 36 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!

Guest favorite
Villa in Diso
4.83 out of 5 average rating, 6 reviews

villa[2 suites] 5 minute from sea| A/C |garden

🏡 2 Apartments in a villa with garden 🌞🏖️🌊 Strategic location: Just a few minutes from Castro, Santa Cesarea Terme, Otranto, and the stunning coves of the Salento Adriatic coast. ❄️ Total comfort: Air conditioning in both apartments. 👫 Ideal for: Families, couples, or small groups of friends looking to experience an authentic Salento vacation while enjoying both peace and comfort.

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