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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 charming exterior features a stone house surrounded by lush greenery. Colorful flowering plants frame the entrance, leading to a spacious veranda. The sky is bright, complemented by a few fluffy clouds, enhancing the inviting ambiance of the property.
Home in Castro
4.94 out of 5 average rating, 32 reviews

Oasi Sul Mare in Castro

House by the sea in Castro, the house is divided from the sea by two flights of stairs, not far from the center but far from the summer hustle and bustle, offering a breathtaking view of the sea. Located just a 20-minute drive from major tourist destinations such as Otranto and Santa Maria di Leuca, it is the perfect retreat to enjoy the relaxation and adventure of the Salento coast. Surrounded by greenery and very close to the sea, it is the perfect place to create fantastic memories in this unique and family-friendly place.

Top guest favorite
A small pool is nestled within a landscaped garden, surrounded by olive trees and Mediterranean plants. The azure sea can be seen in the background, framed by vibrant greenery under a clear sky. Sunlight creates playful reflections on the water's surface.
Villa in Castro
4.97 out of 5 average rating, 36 reviews

Villa Romanelli NEW, sea view, mini-pool, garden

Villa Romanelli IG: @villa_romanelli Fully Refurbished in 2022 - Sea fronting cliffside villa, pool (549x274x132cm), breathtaking view, modern and elegant. Located in Castro Marina, the so called “Pearl of Salento”, just above Grotta Romanelli and Grotta Zinzulusa (5 minutes walking distance), with an enchanting view of the sea of Porto Miggiano and Santa Cesarea Terme, immersed in a large garden with Mediterranean scrub, olive trees and sea pines. Perfect to enjoy the best of Salento.

Guest favorite
Home in Tricase Porto
5.0 out of 5 average rating, 5 reviews

Petrammare of Casa Camilla Journey

Petrammare is an exclusive residence sheer over the sea in Tricase Porto, set on two levels. The ground floor offers a spacious living area with a large sofa, dining table, fully equipped kitchen with fridge, oven, microwave, dishwasher, and a third bathroom with a shower and washing machine. The first floor features two double bedrooms with AC, TV, and private en-suite bathrooms with a bidet. The property is completed by a huge outdoor space with a swimming pool and sea view furniture.

Top guest favorite
Home in Lecce
5.0 out of 5 average rating, 15 reviews

Hélène Luxury Home Suite

Very central Luxury Home Suite! 100-square-meter Lecce stone residence in the historic center of LECCE. Suite HÉLÈNE is beautiful under starry vaults, minimal elements and modern touches. Lights and shadows in a dreamlike dimension! Services for a high-level stay: Relax in the small patio, comfort in its spaces and fabrics, regenerating bath in the majestic stone tub, heated floor, fully immersed in the sound diffused by a "full-sound" system: Style, Art, Love, Relaxation, Luxury...

Top guest favorite
Villa in Tricase
5.0 out of 5 average rating, 66 reviews

Historic residence with private terrace overlooking the sea

“May all who enter as guests, leave as friends ” Historic waterfront villa IN A PRIVATE PARK WITH A private panoramic terrace. The Villa has a double room, a nice room with a second double bed accessible by a small staircase, a bathroom and a living room with a well-equipped kitchen, a large and magnificent sea view terrace with large porch and tastefully furnished. The house has a private parking lot and is located inside a large villa with a park that goes all the way to the sea.

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, 33 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 favorite
A crystal-clear swimming pool reflects the surrounding garden, which is filled with colorful flowers and greenery. The house features stone walls and a covered patio area adorned with curtains, offering shaded outdoor seating amidst a tranquil landscape.
Villa in Salve
4.97 out of 5 average rating, 63 reviews

Leukos, charming villa in Salento.

Independent villa and brand new in the Salento countryside. Surrounded by greenery in an enchanting view of centuries-old olive trees, it is just a 10-minute drive from the famous Maldives beach of Salento, also visible from the elevated terrace. Its strategic location allows you to visit the most famous Salento resorts such as Gallipoli, Otranto, Leuca and choose a beach on the Ionian or Adriatic. The interiors are stylishly furnished, combining refinement and functionality.

Top guest favorite
Home in Lecce
5.0 out of 5 average rating, 51 reviews

Historic residence in the center of Lecce, panoramic terrace

LA BORBONICA is a meticulously restored 19th-century residence transformed into an exclusive vacation home, where baroque dialogues with contemporary design. We are located in the heart of the historic center, among the most evocative streets of the city. This 110-square-meter apartment offers an immersive Salento experience, combining historical authenticity and modern comfort through handcrafted details and premium amenities. We are on the 1st floor, so it is very bright.

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, 106 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
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, 399 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.

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, 47 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.

Top guest favorite
An outdoor space is depicted, featuring whitewashed walls and terracotta accents. A wooden door, framed by potted plants, leads to a passageway. A tall palm tree and rooftops of nearby buildings create a quaint backdrop, characteristic of the local architectural style.
Home in Matino
4.96 out of 5 average rating, 112 reviews

house in Ca'mascìa courtyard

A place where time passes slowly, where you don't want to do anything! The house is located in the heart of the historic center of Matino, close to Palazzo Marchesale, a short walk from Piazza S. Giorgio and the church. It is ideal for spending your holidays in absolute tranquility, enjoying an atmosphere of yesteryear while being just minutes from Gallipoli and the beautiful beaches of Salento.

Popular amenities for San Cassiano vacation rentals

  1. Airbnb
  2. Italy
  3. Apulia
  4. Lecce
  5. San Cassiano