
Holiday houses in San Cassiano
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Top-rated holiday rentals in San Cassiano
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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.
4.94 out of 5 average rating, 18 reviews
"Borgogelso", a beautiful oasis in Salento.
A courtyard house in Salento booked out entirely (only July and August) for you and your group of friends. A beautiful oasis where you can experience the perfect combination of culture, the sea, good food and exclusive facilities. Four living spaces designed for you and your friends. Four variations on the same theme: relaxation. Here, the use of restored traditional materials meets modern, minimalist interior design and the comfort of cutting-edge facilities in a fresh and natural environment.
4.86 out of 5 average rating, 22 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.
5.0 out of 5 average rating, 13 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.
4.98 out of 5 average rating, 49 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.
5.0 out of 5 average rating, 36 reviews
Villa Giulia w/hot tub - Artemisia Homes
Imagine a manor house in the heart of Salento, an oasis of elegance and comfort nestled in a charming village just ten kilometers from the sea. This splendid residence, surrounded by a lush Mediterranean garden, offers a unique experience that combines the charm of tradition with contemporary luxury. The house has four large bedrooms, each with its own unique style. The soft-colored walls, granite floors and star vaults create a warm and welcoming atmosphere.
4.97 out of 5 average rating, 29 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.
4.92 out of 5 average rating, 146 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.
4.93 out of 5 average rating, 410 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.
4.93 out of 5 average rating, 56 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!
4.92 out of 5 average rating, 37 reviews
Pajara Marinaia - "Old Salento Liama"
''Pajara Marinaia'' is located on the cliff south of Castro near Cala dell'Acquaviva. The ancient Salento liama, facing the sea, consists of a double bedroom, a kitchen equipped with all amenities, a large bathroom, a large terrace with pergola and private infinity pool, with sea view. The house also has private access to the sea, the descent of which is easy thanks to stone stairs
5.0 out of 5 average rating, 48 reviews
Casa Le Radici – Castro
Welcome to "Le Radici" home! Located on the enchanting coasts of Salento, our home welcomes you with the warmth and authenticity of tradition. Immersed among centuries-old olive trees and with panoramic views of the sea, enjoy a unique experience, surrounded by nature and Salento culture. Take a break from the daily grind.
4.92 out of 5 average rating, 64 reviewsPopular amenities for San Cassiano holiday rentals
Other great holiday rentals in San Cassiano

House in Salento
5.0 out of 5 average rating, 4 reviews
Dimora Paolina | Boutique house & private pool
5.0 out of 5 average rating, 7 reviews
Historic apartment with pool
5.0 out of 5 average rating, 8 reviews
Palazzo San Vito
5.0 out of 5 average rating, 13 reviews
Vintage Home apartment in the heart of Salento
5.0 out of 5 average rating, 3 reviews
At Gianni and Isa's house
5.0 out of 5 average rating, 12 reviews
Villa Saracino by Pearls of Puglia
4.92 out of 5 average rating, 12 reviews
Salento residence with 2 bedrooms, swimming pool and olive grove
5.0 out of 5 average rating, 4 reviewsDestinations to explore
- Salento
- Spiaggia Di Pescoluse
- Baia Dei Turchi
- Punta della suina
- Punta Prosciutto Beach
- Torre San Giovanni Beach
- Spiaggia Le Dune
- Togo bay la Spiaggia
- Porto Selvaggio Beach
- Porta Napoli
- Spiaggia Sant'Isidoro
- Cala dell'Acquaviva
- Gate Of Saint Blaise
- Dune Di Campomarino
- Roman Amphitheatre
- Torre di Porto Miggiano
- Splash Parco Acquatico
- Sant'Andrea and Litorale di Punta Pizzo Regional Nature Park
- Giardini Pubblici Giuseppe Garibaldi
- Parco Naturale Regionale Porto Selvaggio E Palude Del Capitano
- Porto Cesareo
- Museo Faggiano
- Riobo
- Lido Marini





