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Vacation rentals in San Cassiano

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Top-rated vacation rentals in San Cassiano

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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
Two stylish pink armchairs are positioned across from a large window, framed by sheer beige curtains. Decorative wall sconces enhance the space. A glossy green table reflects the natural light streaming in, showcasing a calm interior atmosphere.
Apartment in Lecce
5 out of 5 average rating, 66 reviews

Luxurious 2 bedroom apartment - Damarosa

Casa Rosa is a boutique hotel located in the baroque city of Lecce. A mid-century palazzo, lovingly restored with considered modern design, attention to every detail and absolute comfort in mind. Featuring 3 independent and self-contained apartments, meticulously curated with carefully preserved details to complement the elegant and often whimsical ‘Salento Moderno’ aesthetic. Just a 10 minute walk from the historic centre, Casa Rosa is the perfect haven for short escapes or longer stays.

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
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 out of 5 average rating, 28 reviews

M&G Suite Home

A pochi km dalle più famose località adriatiche Otranto e Castro Marina. M&G suite è una tipica casa salentina arredata con stile. Le tre camere da letto e relativi bagni danno la possibilità di ospitare famiglie numerose o gruppi di amici che vogliono condividere un indimenticabile vacanza nel Salento senza rinunciare alla loro privacy. Un ampio spazio esterno esclusivo con piscina e docce esterne, porticato con tavolo e sedute esterne. Parcheggio privato interno alla proprietà.

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, 37 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

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
4.99 out of 5 average rating, 96 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.

Top guest favorite
An outdoor terrace features comfortable seating under a large umbrella. A breakfast table is set with pastries and fruit, framed by greenery in planters. In the background, the campanile of the Duomo rises above the rooftops against a clear blue sky.
Loft in Lecce
4.96 out of 5 average rating, 142 reviews

Campanile Apartment - Arcadia Luxury Suites

The Campanile apartment consists of a double bedroom, a large living room, and a bathroom. Upon entering, there is a comfortable sofa and a table, KITCHEN and fridge. In the living room area, a built-in closet and two luggage closets have been created. The master bedroom is equipped with a working wood-burning fireplace. The bathroom, equipped with every service, has a large shower with dedicated light points. The living room leads to the outdoor terrace.

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
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
The suite features a stone archway leading to a spacious area with vaulted ceilings. A large bed is complemented by a dark leather armchair and a yellow dresser. Soft lighting highlights the stone walls, creating a serene atmosphere. A cozy blanket is draped over the armchair.
Guest suite in Lecce
4.95 out of 5 average rating, 249 reviews

Romantic and charming suite in the heart of the city

Discover the authentic charm of Lecce by staying in a newly renovated suite, built entirely of Lecce stone, which preserves the character and elegance of Salento architecture. The striking star-shaped and barrel-vaulted ceilings create an intimate and romantic atmosphere, perfect for those who want to enjoy a unique experience in the heart of the city. Public parking is available a few meters away. 24-hour check-in

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
4.95 out of 5 average rating, 101 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.

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, 29 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