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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 spacious swimming pool reflects the sky, surrounded by well-maintained olive trees. Comfortable lounge chairs are arranged near the pool, while a shaded pergola offers a seating area for relaxation. The clean, inviting water emphasizes the tranquil outdoor setting.
Loft in Surano
4.95 out of 5 average rating, 22 reviews

Relais l'Oliveto - "Il Nespolo" with pool and wifi

L'oliveto is a young and fresh Apulian farmhouse with a swimming pool and Wi-Fi, equipped with 5 apartments with kitchenette, private bathroom and air conditioning. The apartment "Il Nespolo" is beautiful, fresh and well furnished; it has 4 beds in the bedroom on the mezzanine, and a fifth bed in the living room. Equipped with a relaxation area, it is ideal for families or groups of friends and accommodates 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 coast.

Guest favorite
A spacious interior features vaulted stone ceilings and light-colored walls. A wooden dining table is surrounded by white chairs, while a cozy sofa with decorative pillows is present. A vintage clock hangs on the wall, and a bright fridge complements the kitchen area in the background.
Home in Poggiardo
5 out of 5 average rating, 38 reviews

La 'Ssuta Salentina

A stone's throw from the pristine sea of Castro and S. Cesarea Terme. Located in Poggiardo, a strategic position 15 minutes from Otranto and less than 30 minutes from Lecce, Gallipoli and Leuca. La 'ssuta is the ideal place to discover bays and caves along the Adriatic coast of Salento. The unmistakable style of the star vaults in a Lecce stone frame and 1900s pasta make the stay unique. Equipped with every comfort and service for our customers who love a do-it-yourself vacation in complete autonomy.

Top guest favorite
A serene pool area is shown, featuring a private heated pool with clear water. Sun loungers are arranged nearby, and a shaded cabana offers a comfortable retreat. Lush greenery surrounds the space, enhancing the tranquil outdoor setting.
Villa in Spongano
4.95 out of 5 average rating, 147 reviews

Villa Ada Independent villa - heated private pool

Rural house, pajara, just renovated in the countryside, inside a 10thousand mq olive tree grove with abreath-taking panorama. Nicely furnished,full equipped with air condition, a big outside private pool with hydromassage ( 3.5x11 m) and kitchen area with accessories. The pool is independent, heated all day and night ( 24-28 degrees) and just for the house, the only structure situated in the villa. The wifi is very good also for working inside the house. Only 5km far from famous turist sea-side

Top guest favorite
A balcony is presented with two blue chairs and a glass-topped table, overlooking an expansive view of the sea. The clear blue sky meets the calm ocean horizon, framed by greenery in the foreground, creating a serene outdoor setting.
Apartment in Castro
4.98 out of 5 average rating, 49 reviews

Living Castro Apartments - Appartamento Vista Mare

Appartamenti completamente ristrutturati dotati di tutti i comfort necessari per trascorre una vacanza in estrema tranquillità e relax, è incluso un posto auto e spazi esterni. Gli appartamenti sono situati all'interno del Parco Naturale Regionale, lontano dalla strada principale, sono il posto ideale per chi voglia trascorrere le proprie vacanze in serenità e senza stress, con solo i suoni tipici salentini del canto delle cicale e delle onde che si infrangono sulla costiera poco distante.

Top guest favorite
A sunlit terrace features two wooden lounge chairs, positioned to overlook the expansive ocean. The stone railing is adorned with several potted plants, complementing the serene coastal view under a clear blue sky.
Home in Tricase Porto
5 out of 5 average rating, 35 reviews

Tricase Porto, beautiful with access to the sea

Vintage Salento-style apartment, recently renovated with great taste and all comforts. An outdoor space that can be used and a priceless private descent to the sea that makes bathing in coves and natural pools dug into the rocks exclusive and solitary, even on the busiest days of the summer! The apartment is part of a complex overlooking the sea that has a large condominium garden, a reserved space where you can eat under the stars and overlooking the sea and use the barbecue

Guest favorite
A long pathway, lined with palm trees, leads towards a villa hidden among lush greenery. Sunlight shines brightly against the clear blue sky, illuminating the well-maintained garden that surrounds the entrance to the home.
Apartment in Maglie
4.9 out of 5 average rating, 107 reviews

Entire apartment surrounded by greenery

In a villa surrounded by the colors of the Salento countryside and in the heart of Salento, the entire floor is offered slightly underground with large windows of 100 square meters, cared for in every detail combined with a warm and cordial welcome, typical of the area. Ideal especially for families with children for the large fenced garden, a grove with hammocks made available where children can play without any danger as well as visit the hens, cats and play with a dog.

Top 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, 381 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 favorite
An outdoor terrace features a bamboo canopy and offers expansive views of the sea. Wooden furniture, including a dining table, is arranged for relaxation. Lush greenery and Mediterranean shrubs frame the space, enhancing the serene atmosphere.
Trullo in Castro
4.95 out of 5 average rating, 38 reviews

Antica Pajara

"Antica Pajara" is a spectacular vacation home to experience Salento. First of all, the location: it is 500 meters from the cove of Acquaviva di Marittima, near Castro, one of the most beautiful beaches in all of Puglia. And then the structure, a historic pajara, a typical building of Salento, renovated and finished, with dry stone walls, pine forest and Mediterranean scrub. A real gem that testifies both inside and outside the warm welcome of this land!

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
4.95 out of 5 average rating, 40 reviews

AcquaViva Home SalentoSeaLovers

Fantastica casa panoramica con accesso diretto a piedi al mare, alla spiaggia di scogli con acqua cristallina. Ampio e luminoso soggiorno con vetrata e terrazza vista mare, cucina all'americana super attrezzata, tavola da pranzo con divano letto. Camera da letto matrimoniale con soffitti a volta e bagno completo con doccia. La casa Acqua Viva si affaccia sul mare adriatico, a due passi da Castro, dai Lidi attrezzati e dai ristoranti di pesce deliziosi.

Top guest favorite
A rooftop terrace offers a serene evening view of the sea, framed by planters with cacti. A rustic barrel and a round table with soft lighting create a peaceful setting. The space features comfortable seating, inviting relaxation while enjoying the coastal landscape.
Cottage in Provincia di Lecce
5 out of 5 average rating, 107 reviews

Suite Casa De Vita - (amazing view on the coast)

Splendida casa vacanza immersa nel verde del Salento, a soli 50 mt. dal mare e con accesso diretto per trascorrere la tua vacanza nel pieno relax nella natura salentina. La struttura è ubicata in una zona riservata, utile per chi amano fuggire dal caos cittadino e dallo stress quotidiano. La casa vacanza, arredata con lo stile salentino, si affaccia sulla bellissima scogliera di Torre Nasparo, sul versante Adriatico della Puglia.

Guest favorite
A dining table is adorned with a green glass vase filled with dried grasses, complemented by four wine glasses filled with red wine. Fresh produce and a round loaf of bread are presented on a wooden board, with a softly lit bedroom visible in the background.
Home in Spongano
5 out of 5 average rating, 16 reviews

Small residence in Salento

Cosy home recently renovated by the owners, and open for short term stays. It is fully equipped with linen and towels and the basic provisions. The house offers a spacious kitchen, one bedroom (note the bed size is approx 145 cm x 190 cm) and served by a small toilet, a living room with sofa and TV, and the main bathroom with shower. The patio is of exclusive use.

Top guest favorite
A spacious terrace is showcased with white walls and beige stone flooring. Comfortable seating areas feature natural wicker furniture, including a large sofa and chairs. Potted plants add greenery, while a view of the clear blue sky enhances the outdoor ambiance.
Vacation home in Surano
4.98 out of 5 average rating, 43 reviews

Sun and stars, exclusive terrace, 9 km from the sea

Palazzo Belvedere is a fully restored historic residence from the 1700s, located in the heart of the town of Surano, south of Lecce. The town is 9 km from the sea of Castro Marina, 18 km from Otranto and 10 km from Santa Cesarea Terme, 31 km from Santa Maria di Leuca, 36 km from Lecce, and 41 km from Gallipoli.

Popular amenities for San Cassiano vacation rentals

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