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Vacation rentals in San Cassiano

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Top-rated vacation rentals in San Cassiano

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

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Guest favorite
A covered terrace by the pool features four white loungers and a small side table. Light, flowing curtains gently sway in the breeze, while olive trees are visible in the background, enhancing the serene outdoor space.
Loft in Surano
4.97 out of 5 average rating, 35 reviews

Relais l'Oliveto - "Il Noce" App - Pool and Wi-Fi

L'Oliveto is a young and fresh Apulian farmhouse with swimming pool and wifi, equipped with 6 apartments with kitchenette, private bathroom and air conditioning. The "Il Noce" apartment has a relaxation area and is ideal for young families or couples. Each apartment can accommodate up to 4 people. In the center of the Adriatic coast, and a few kilometers 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.

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
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, 75 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 small pool is nestled within a landscaped garden, surrounded by olive trees and Mediterranean plants. The azure sea can be seen in the background, framed by vibrant greenery under a clear sky. Sunlight creates playful reflections on the water's surface.
Villa in Castro
4.97 out of 5 average rating, 33 reviews

Villa Romanelli NEW, sea view, mini-pool, garden

Villa Romanelli IG: @villa_romanelli Fully Refurbished in 2022 - Sea fronting cliffside villa, pool (549x274x132cm), breathtaking view, modern and elegant. Located in Castro Marina, the so called “Pearl of Salento”, just above Grotta Romanelli and Grotta Zinzulusa (5 minutes walking distance), with an enchanting view of the sea of Porto Miggiano and Santa Cesarea Terme, immersed in a large garden with Mediterranean scrub, olive trees and sea pines. Perfect to enjoy the best of Salento.

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).

Guest favorite
Two lounge chairs with white cushions are positioned on a spacious terrace, overlooking a scenic view of the coastline. A small white table sits between the chairs, offering space for refreshments. Lush greenery surrounds the area, contributing to a peaceful atmosphere.
Home in Marittima
4.92 out of 5 average rating, 13 reviews

Villa with private access to the sea

Relax with the whole family in this elegant villa in unspoiled nature, with direct access to the sea in 5 minutes on foot through the property's pine forest; functionally furnished for travelers from around the world. Located in a private but central location, a few minutes from Marittima di Diso where you can find supermarkets, shops, restaurants, bars and activities. Well connected to Castro, Tricase and Andrano. A strategic location to enjoy your holidays in total relaxation.

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
4.98 out of 5 average rating, 54 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
Home in Lecce
5 out of 5 average rating, 44 reviews

Charming residence, panoramic rooftop, historic center

LA BORBONICA is a meticulously restored 19th-century residence transformed into an exclusive vacation home, where baroque dialogues with contemporary design. We are located in the heart of the historic center, among the most evocative streets of the city. This 110-square-meter apartment offers an immersive Salento experience, combining historical authenticity and modern comfort through handcrafted details and premium amenities. We are on the 1st floor, so it is very bright.

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.

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.

Superhost
A serene pool area features an inviting turquoise pool lined with natural stone tiles. Two wicker lounge chairs are arranged nearby, surrounded by lush greenery and ornamental plants. Steps lead to a charming entrance, enhancing the tranquil outdoor environment.
Apartment in Diso
4.92 out of 5 average rating, 75 reviews

Wp Relais Wind And Water

Explore Salento from the "Wind & Water" apartment by WP Relais, located in a historical villa in the village of Diso. Part of an exclusive complex with five other units, the apartment offers a large private terrace and access to a spacious shared pool.

Popular amenities for San Cassiano vacation rentals

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