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Holiday rentals in San Cassiano

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Top-rated holiday rentals in San Cassiano

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

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Guest favourite
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 favourite
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, 33 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 favourite
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 favourite
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.
Flat 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 favourite
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, gorgeous with access to the sea

Vintage Salento apartment, recently renovated with great taste and all the comforts. Usable outdoor space and priceless descent to the private sea that makes the bathroom in coves and natural baths carved into the rocks exclusive and solitary, even on the hottest days of 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

Top guest favourite
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.
Holiday home in Tricase
4.93 out of 5 average rating, 379 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 favourite
The exterior of a newly renovated house is showcased, featuring smooth white walls, a second-floor balcony, and large glass doors. Surrounding greenery frames the scene, with a pebbled area providing a spacious outdoor feel under a bright blue sky.
Flat in Neviano
5 out of 5 average rating, 15 reviews

Stylish & Romantic country house, ground floor

Nestled in picturesque Salento countryside, this newly renovated house offers the perfect solution for anyone who is looking for relaxing atmosphere. This home welcomes you with stylish & romantic interiour, delicate lightening abundant outdoor space. It is only 1 min drive from village Neviano in the safe area and strategic location to explore Salento towns or beautiful beaches. The apartment 'Le Stelle' is groundfloor apartment.

Top guest favourite
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 favourite
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

Guest favourite
A small, crystal-clear pool is surrounded by a stone patio, set against a backdrop of lush greenery and olive trees. Potted plants are placed at the pool's edge, adding touches of nature to the serene outdoor space.
Villa in Uggiano La Chiesa
4.99 out of 5 average rating, 74 reviews

RESIDENCE OF MEDICAL SAINTS

Have fun and relax with the whole family in this elegant villa immersed in the Salento countryside. Located a few kilometers from the renowned Otranto and its magnificent beaches and the town of Castro da Porto Badisco and the bay of Porto Miggiano, the villa offers ample space surrounded by greenery, a relaxation area with a spa, the 8000 square meter garden includes a barbecue, a stone oven and a large patio.

Top guest favourite
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

Top guest favourite
A stone wall encloses a lush garden, featuring cacti and vibrant potted plants. The archway reveals a tastefully designed outdoor seating area, surrounded by greenery, leading to the main building. Soft natural light highlights the tranquil surroundings of the property.
Guest suite in Carpignano Salentino
4.88 out of 5 average rating, 139 reviews

independent accommodation in a farmhouse

The accommodation is in a Masseria in the Salento countryside a few km from the sea of Otranto, ideally located to reach both the Adriatic and Ionian seas. It is located in the heart of the "Grecìa Salentina", a land of ancient traditions. The property has a large garden and a swimming pool available for guests.

Popular amenities for San Cassiano holiday rentals

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