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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 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 favorite
Home in Diso
4.89 out of 5 average rating, 9 reviews

A signature residence among vaults and ancient millstones

Welcome to my charming oil mill in the village of Diso. It is a place where history comes to life and the culture of Salento envelops you. Here you will find a unique experience that will take you back in time. It is meticulously cared for, and the garden with the fruit tree is truly an added value to the house. Experience the perfect contrast between past and future in this ancient oil mill, where modern design blends with the monumental beauty of the star-vaulted ceilings and the historic stone millstones.

Top guest favorite
A spacious terrace is adorned with a wooden seating area and colorful cushions, offering a view of the sea in the distance. Potted plants and vibrant decorations enhance the relaxed outdoor environment, complemented by overhead shades. Soft lighting adds a cozy touch to the serene setting.
Apartment in Castro
4.99 out of 5 average rating, 102 reviews

At Adele's house, fantastic terrace overlooking the sea!

Apartment 6 p.bed with sea view, bright, a few minutes from the sea and the historic center, reachable both by car and on foot. Consisting of: 2 DOUBLE BEDROOMS (+ single bed in addition if required) TV, WIFI, air conditioning, full kitchenette, 2 bathrooms with shower, dining room, large terrace, with sofas, laundry, garden with barbecue, solarium corner, where you can enjoy in tranquility and intimacy the splendid scenery of the bay of Castro. Ideal for couples, families and groups of friends

Top guest favorite
A modern living area features a comfortable sectional sofa and a flat-screen TV mounted on a dark wall. Floor-to-ceiling windows provide natural light and showcase a view of architectural details outside. A potted plant adds a touch of greenery to the space.
Condo in Lecce
5 out of 5 average rating, 93 reviews

Nabolux panoramic view apartment in Lecce

Welcome to our luxurious modern apartment in Lecce! Located in a new eco-friendly building, this stylish space offers comfort and elegance. Enjoy a large living room, a fully-equipped kitchen, two beautifully furnished bedrooms, and two modern bathrooms. The spacious balcony provides a stunning view. Private on-premise parking is available. One minute’s walk from Lecce’s historical city center, and strategic location to reach Adriatic/Ionic coast. All rooms have air conditioning and Wi-Fi.

Top guest favorite
Home in Lecce
4.98 out of 5 average rating, 182 reviews

Oasi Gorgoni Charming House & Pool

Lussuoso e confortevole appartamento, a ridosso del centro della città, ideale per godersi il relax, la città e il mare. Dotato di ogni comfort (3 camere, 3 bagni, living, piscina privata, giardino, Wi-Fi, aria condizionata, lavatrice, biancheria, stoviglie, parcheggio privato), l’appartamento è situato in uno dei quartieri più tranquilli e sicuri di Lecce. A soli 10 min. dal mare, consente di raggiungere facilmente sia la costa costa adriatica (Otranto), che la costa ionica (Gallipoli).

Top guest favorite
Villa in Tricase
5 out of 5 average rating, 65 reviews

Historic residence with private terrace overlooking the sea

“May all who enter as guests, leave as friends ” Historic waterfront villa IN A PRIVATE PARK WITH A private panoramic terrace. The Villa has a double room, a nice room with a second double bed accessible by a small staircase, a bathroom and a living room with a well-equipped kitchen, a large and magnificent sea view terrace with large porch and tastefully furnished. The house has a private parking lot and is located inside a large villa with a park that goes all the way to the sea.

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
4.98 out of 5 average rating, 100 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 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, 392 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 private plunge pool is complemented by two large, cushioned lounge areas, providing a relaxed setting for sunbathing. The minimalist design is enhanced by a trellis featuring climbing plants, with sunlight casting gentle shadows across the water's surface, inviting tranquility.
Home in Depressa
5 out of 5 average rating, 18 reviews

Casa Micocci by Casa Camilla Journey

Welcome to Casa Micocci, a design focused retreat in the heart of Depressa, Tricase. Best for groups of three or four - a family of four with two small children, or three adults travelling together - the house features a king-size bed with linen sheets and a 3.5-meter-long custom sofa. The full kitchen, private plunge pool, and thoughtfully designed interiors make every detail a joy. Every element is locally made, celebrating Salento’s craftsmanship.

Superhost
A private swimming pool is surrounded by a spacious terrace with sun loungers, offering unobstructed views of the sea. Olive trees and shrubbery frame the area, blending with the natural landscape. A covered patio is visible in the background, providing additional outdoor space for relaxation.
Villa in Corsano
4.56 out of 5 average rating, 66 reviews

Villa Aurora a stone's throw from the sea

Pugliahometrip offers this villa, which is a real pearl on the Adriatic. It is immersed in the Otranto-Santa Maria di Leuca Natural Park (precisely in Marina di Funnuvojere), enjoys a breathtaking view of the sea, with a swimming pool for exclusive use, surrounded by Mediterranean scrub and centuries-old olive trees. It is ideal for spending relaxing and fun moments embellished by postcard scenery that will make your vacation unforgettable!

Top guest favorite
An overhead view showcases a small pool illuminated in soft azure light, surrounded by neutral-toned furnishings. The setting highlights a cozy nook with cushions and a coffee table. Additional images reveal a stylish staircase leading to decorative shelves and a tranquil bedroom with an arched window allowing natural light.
Home in Lecce
5 out of 5 average rating, 28 reviews

Poolside Paradise in Puglia - The Sweetness of Lecce

Welcome to your perfect retreat in Lecce, the baroque gem of Salento! This charming apartment, centrally located yet quiet, offers modern comfort, a cozy bedroom, a full kitchen, a small pool, and a rooftop terrace with outdoor shower, kitchen, and lounge. Steps from stunning architecture, shops, and restaurants, it’s ideal for relaxing after exploring town or the nearby beaches. Book now and enjoy the magic of Lecce!

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, 45 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