Some info has been automatically translated. Show original language

Vacation rentals in San Cassiano

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in San Cassiano

Guests agree: these stays are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
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.

FamilyLocationAccuracy

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.

LocationFamilyAccuracy

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.

FamilyLocationView

Guest favorite
A bedroom features a spacious bed covered with a floral-patterned blanket. Two bedside tables with lamps are positioned beside the bed. A wooden wardrobe and a dark chest of drawers are present, while natural light enters through a window dressed with decorative curtains.
Apartment in San Cassiano
5.0 out of 5 average rating, 8 reviews

Apartment in Salento

Located in the hinterland, the apartment provides 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 accommodation is located on the basement floor, with a separate entrance from the garden. It offers a full bedroom, a sofa bed, an equipped kitchen, and a bathroom. Small pets are allowed at the property with prior notice.

LocationWifiAir conditioning

Top guest favorite
An outdoor space features a picnic table surrounded by greenery, with string lights hanging above. The area is framed by tall trees, and a barbecue grill is positioned nearby on a paved surface. The backdrop displays a simple structure with several windows.
Home in San Cassiano
5.0 out of 5 average rating, 12 reviews

At Gianni and Isa's house

Far from the deafening traffic of the seaside resorts, immersed in the peace of the Salento countryside but just a few kilometers (7) from the sea of Castro and Santa Cesarea, in a forest of fruit trees and olive trees. Ideal for couples with children with a veranda of about 30 square meters equipped with a kitchenette, outdoor shower and washing machine, we can comfortably accommodate up to 5 people. It has private parking, an Australian barbecue, and a dining table in the garden.

LocationFamilyAmenities

Top guest favorite
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.

LocationFamilyAccess

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.

FamilyLocationComfort

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.

FamilyValueDecor

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, 406 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.

LocationValueAccess

Guest favorite
A wooden table is set for breakfast, featuring a white cup, a glass carafe, and jars of jam. A red teapot sits beside a woven basket filled with bread. The backdrop showcases a sparkling sea under a clear sky, enhancing the serene ambiance.
Vacation home in Marina di Marittima
4.96 out of 5 average rating, 49 reviews

AcquaViva Home SalentoSeaLovers

Fantastic panoramic house with direct walking access to the sea, to the rocky beach with crystal clear water. Large and bright living room with window and terrace overlooking the sea, super-equipped open-plan kitchen, dining table with sofa bed. Double bedroom with vaulted ceilings and full bathroom with shower. The Acqua Viva house overlooks the Adriatic Sea, a stone's throw from Castro, the equipped Lidi and delicious fish restaurants.

LocationViewAmenities

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.

LocationWifiComfort

Guest favorite
Villa in Diso
4.95 out of 5 average rating, 43 reviews

Wp Relais Locanda Fiore di Zagara

La Locanda Fiori di Zagara è una dimora storica del 1700 situata nel cuore di Diso, un incantevole paese del Salento a soli 3 km dal mare. La residenza WP Relais è stata sottoposta a un attento restauro conservativo, preservando i colori, i materiali e il design originali.Questo intervento ha permesso di riportare in vita il fascino del passato, integrandolo con un alto livello di comfort.

LocationFamilyBathroom

Popular amenities for San Cassiano vacation rentals