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Holiday rentals in San Cassiano

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Top-rated holiday rentals in San Cassiano

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Guest favourite
A shaded seating area is situated beside a serene pool, featuring four white lounge chairs and a small table. Elegant sheer curtains flow gently in the breeze, offering a relaxing space among the surrounding olive trees.
Loft in Surano
4.94 out of 5 average rating, 16 reviews

Casa il Fico in Relais L'Oliveto with pool and wifi

L'Oliveto is a young and fresh Apulian farmhouse with swimming pool and Wi-Fi, equipped with 6 apartments with kitchenette, private bathroom and air conditioning. The "il Fico" apartment is equipped with a relaxation area and is ideal for young families or couples. Each property can accommodate 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 entire coast. Destinations such as Otranto, Santa Cesarea or Leuca are also easily accessible.

Guest favourite
A room with warm-toned walls features a large wooden table surrounded by vibrant, patterned rugs. An intricately designed cabinet stands against the wall, showcasing decorative glassware. Soft lighting is provided by wall sconces, and historical wooden doors create an inviting atmosphere.
Villa in Vitigliano
4.98 out of 5 average rating, 46 reviews

Relais Porta D'Oriente

You will love the Casa del Tabacco because it is a charming and full of comfort Historical Residence placed in a strategic area of the Salento. One of the most beatiful Italian coasts is less than 5 km away, in 22 minutes you can join Otranto, in 36 minutes Lecce. Your stay will be beatiful and special because, as experienced travellers, the owners will propose you authentic restaurants, wine and food tasting, cultural and naturalistic tours, scuba diving, massages, experiences for the youth.

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

Guest favourite
A serene outdoor swimming pool is illuminated in soft blue light, reflecting the evening sky. Surrounding the pool, lounge chairs provide a comfortable spot to relax. The tranquil scene is set against a backdrop of the coastline and the fading colors of sunset.
Villa in Corsano
4.92 out of 5 average rating, 50 reviews

Villa Ada, swimming pool and breathtaking view, Salento

Stone villa, with a breathtaking view of the sea, characterized by large terraces and a swimming pool facing the sea where you can admire the Salento coast; surrounded by a large and well-kept garden, it is connected with the ancient salt roads (paths used to transport salt from the sea to the hinterland), excellent for lovers of trekking and to discover the Mediterranean scrub. The interior decor is new, comfortable and all windows have sea views and are equipped with mosquito nets, WiFi

Top guest favourite
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, 31 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.

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
4.98 out of 5 average rating, 48 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 favourite
Home in Marina di Marittima
4.99 out of 5 average rating, 97 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 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, 388 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 favourite
A spacious pool area is highlighted by a large pink flamingo float. The property features a white-walled house under a clear blue sky, with shaded outdoor seating nearby. Lush greenery surrounds the pool, enhancing the tranquil outdoor setting.
Villa in Specchia
4.94 out of 5 average rating, 53 reviews

Casa La Porticina

In the heart Salento, Casa La Porticina is located short drives from the rocky Adriatic coast, sandy Ionian beaches, and near so many discoveries in between. 1.5 miles from the historic center of Specchia, with choices of restaurants, bars and evening festivals throughout the year. Specchia continues to land on travel sites’ must see villages of Salento. https://magazine.dooid.it/en/uncategorized/visit-specchia-salento/ INSTAGRAM: @casalaporticina

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, 111 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.

Top guest favourite
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, 250 reviews

Romantic and charming suite in the heart of the city

Scopri il fascino autentico di Lecce soggiornando in una suite appena ristrutturata, realizzata interamente in pietra leccese, che conserva il carattere e l’eleganza dell’architettura salentina. Le suggestive volte a stella e a botte creano un’atmosfera intima e romantica, perfetta per chi desidera vivere un’esperienza unica nel cuore della città. Parcheggio pubblico disponibile a pochi metri. Check-in 24 ore su 24

Guest favourite
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, 102 reviews

house in Ca'mascìa courtyard

A place where time passes slowly, where you feel like doing nothing! The house is located in the heart of Matino's historic center, close to Palazzo Marchesale and just a short walk from Piazza S. Giorgio and the church. It is the perfect place to spend your vacation in complete tranquility, enjoying an old-world atmosphere while still being just a few minutes from Gallipoli and the beautiful beaches of Salento.

Popular amenities for San Cassiano holiday rentals

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