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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 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, 37 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 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
4.97 out of 5 average rating, 32 reviews

Cas'almare 9.7 - Elegant house with sea access

Welcome to your oasis of tranquility in Santa Cesarea Terme! This two-story house is the ideal retreat for families or groups of friends. It features two bathrooms and two bedrooms, along with a wonderful outdoor space with lounge chairs and exclusive access to the sea, reserved only for the condominium residents. The house is just steps away from the famous natural thermal baths of Santa Cesarea and only a few minutes' drive from nearby Otranto and Castro, renowned for their Salentine cuisine.

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, 146 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.

Guest favorite
A sunlit pool area is surrounded by elegant lounge chairs, offering relaxation under shade sails. Lush greenery is positioned near the pool, complementing the stone walls of the villa. The clear water invites a refreshing swim in a tranquil setting.
Villa in Poggiardo
4.96 out of 5 average rating, 24 reviews

Historic Palazzo Umberto 1700 -salt pool near sea

VILLA CON PISCINA in PUGLIA. Luxury Palazzo Umberto . historic winery of 17 th secle with pool, big garden in the historic centre of village, near the sea (3km awey) We rent a big Villa with 6 bedrooms and 5 bathrooms, 2 big living room and dining room, terrace outdoor , big garden with BBQ, Free parking for 3 cars. . FREE WI FI. Pool open from Easter to november . Exclusive use. 4 Bike available. Cot available. Parking for 3 cars in the price. Restaurant shop andcafe walking distance

Guest favorite
A charming terraced area is presented, featuring a slatted roof and green railings. Potted plants and flowers are arranged along the railing, adding vibrancy. Two doors lead into the interior, complemented by wooden shutters and a tiled floor.
Home in Otranto
4.91 out of 5 average rating, 174 reviews

House in the village

House also suitable for long stays, equipped with every comfort for remote work: Wi-Fi, workstation, fireplace, independent heating. With ancient charm and modern comfort, furnished with family furniture, in a secluded corner of the historic center. The rooms are spacious and have unique ceilings, called "starry," typical of ancient architecture. The internal stairs are steep. Not suitable for those with mobility difficulties and, due to its peculiarities, for groups of children.

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.

Guest favorite
A clear turquoise bay is framed by rocky shores and dotted with small boats. The coastline showcases a mix of natural greenery and human-made structures, with sunlit hills in the background leading to a charming coastal village.
Apartment in Castro
4.89 out of 5 average rating, 133 reviews

Casa vacanze Gecobed CIN IT075096C200039719

The house is located on Via Litoramea per Santa Cesarea, 7/9 on the first floor. Next door is a Fersini workshop and the Selenia hotel. It consists of a large living room with a kitchenette, a balcony, and a sofa bed, a large bathroom with a washing machine, a double bedroom with an en-suite bathroom, and a small bedroom with access to the double bedroom with a bunk bed. The house has 1 double bed, 1 sofa bed, and 1 bunk bed. My place is good for couples with kids

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, 375 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
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, 105 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, 15 reviews

Small residence in Salento

Old house just renovated to open up to lovers of local Salento architecture, independent travelers and people who want to discover the area. The detached house is a stone's throw from Spongano square, with all the main amenities at your fingertips. We're new to Airbnb, but ready to welcome you. The alley where we are located is charming and we look forward to hosting you. We’ll see you shortly! Alessandro

Top guest favorite
A private infinity pool is featured, with clear blue water seamlessly blending into the horizon. The surrounding stone terrace offers unobstructed sea views, while a railing provides safety and access from the pool to the adjoining areas.
Trullo in Marina di Marittima
5 out of 5 average rating, 28 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

Popular amenities for San Cassiano vacation rentals

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