Vacation rentals in San Cassiano

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Top-rated vacation rentals in San Cassiano

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Top guest favorite

A spacious bedroom features a large window with views of the outside. Light-colored walls and wooden beams enrich the room's character. A patterned bedspread covers the bed, complemented by a decorative lamp and an ornate dresser that add functional elegance to the space.

Home in Otranto

Historical Home - Historical Home in Otranto

Goditi una vacanza all'insegna dello stile in questo spazio in centro. Il Palazzo era sede del Consolato Veneziano sulla Via della Seta. Venezia, per ordine del Consiglio dei Dogi, mandò a Otranto una loro nobile famiglia che diventò il punto referente, a livello burocratico e amministrativo, per tutto il traffico delle navi che da Venezia andavano in Oriente e viceversa. Il Palazzo è stato recentemente oggetto di un restauro conservativo che lo ha riportato fedelmente al suo stato originario.

5.0 out of 5 average rating, 56 reviews

Guest favorite

Villa in San Cassiano

{Salento - Elegance - Privacy}

Beautiful early 20th-century villa, carefully restored in the heart of Salento. Ideal for groups and families up to 10 guests, it offers 4 independent double bedrooms, each with a private bathroom and air conditioning, ensuring comfort and privacy. The property features a 400 sqm private garden and private parking. Located in peaceful San Cassiano, it is the perfect base to explore Otranto, Castro, Gallipoli, Santa Maria di Leuca and Lecce while enjoying authentic Salento away from the crowds.

5.0 out of 5 average rating, 13 reviews

Guest favorite

A sunlit pool area is surrounded by elegant lounge chairs, offering relaxation under shade sails. Lush greenery is positioned near the pool, complementing the stone walls of the villa. The clear water invites a refreshing swim in a tranquil setting.

Villa in Poggiardo

Historic Palazzo Umberto 1700 -salt pool near sea

VILLA CON PISCINA in PUGLIA. Luxury Palazzo Umberto . historic winery of 17 th secle with pool, big garden in the historic centre of village, near the sea (3km awey) We rent a big Villa with 6 bedrooms and 5 bathrooms, 2 big living room and dining room, terrace outdoor , big garden with BBQ, Free parking for 3 cars. . FREE WI FI. Pool open from Easter to november . Exclusive use. 4 Bike available. Cot available. Parking for 3 cars in the price. Restaurant shop andcafe walking distance

4.96 out of 5 average rating, 27 reviews

Guest favorite

A spacious living area features two light-colored sofas adorned with blue patterned cushions, arranged around a round wooden coffee table. A modern fireplace is positioned against a stone wall, and natural light filters through sheer curtains, enhancing the room's welcoming ambiance.

Vacation home in Botrugno

LA PIGNA BLU-CasaVacanza con Piscina-13km dal mare

La nostra casa vacanza è una struttura pensata per accogliere turisti o persone che desiderano trascorrere un periodo di relax e riposo lontano dalla propria abitazione.Ogni dettaglio è stato curato con attenzione, offrendo un atmosfera accogliente e confortevole. La cucina è completamente attrezzata con utensili ed elettrodomestici. Zona pranzo molto spaziosa Le camere da letto sono ampie con letti comodi. Giardino e piscina condiviso ideale per rilassarsi e per preparare un barbecue

5.0 out of 5 average rating, 13 reviews

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

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.

5.0 out of 5 average rating, 37 reviews

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

Casa il Fico a Relais L'Oliveto con piscina e wifi

L'Oliveto, è una giovane e fresca masseria pugliese con piscina e wifi, dotata di 6 appartamenti con angolo cottura, bagno privato ed aria condizionata. Appartamento "il Fico", è dotato di area relax ed è Ideale per giovani famiglie o coppie, ogni proprietà, può ospitare fino a 4 persone. Al centro della costa adriatica, ed a pochi km da Castro, è posizione ideale per chi vuole visitare l'intera costa. Anche mete come Otranto, Santa Cesarea o Leuca, sono facilmente raggiungibili.

4.94 out of 5 average rating, 18 reviews

Top guest favorite

A relaxing outdoor area features a deluxe hot tub surrounded by lush greenery and a spacious garden. Comfortable seating arrangements can be seen nearby, offering a peaceful environment for guests to unwind under the trees.

Villa in Nociglia

Villa Giulia w/hot tub - Artemisia Homes

Imagine a manor house in the heart of Salento, an oasis of elegance and comfort nestled in a charming village just ten kilometers from the sea. This splendid residence, surrounded by a lush Mediterranean garden, offers a unique experience that combines the charm of tradition with contemporary luxury. The house has four large bedrooms, each with its own unique style. The soft-colored walls, granite floors and star vaults create a warm and welcoming atmosphere.

4.97 out of 5 average rating, 29 reviews

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

Sulla Caletta dell'Acquaviva a 20 metri dal mare.

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.

4.97 out of 5 average rating, 113 reviews

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

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.

4.93 out of 5 average rating, 411 reviews

Guest favorite

The eco-friendly house is situated amidst lush greenery, featuring a unique architectural design with stone elements. Large windows allow ample daylight into the interior. A spacious outdoor area is surrounded by olive trees, providing a serene atmosphere for relaxation.

Home in San Cassiano

La casa dell’ecoturista.

La Casa dell’Ecoturista è un antico riparo agricolo recuperato in bioarchitettura. È una piccola casa-isola offgrid, autosufficiente dal punto di vista energetico, isolata nella campagna salentina. Si trova nell’Uliveto Pubblico del Parco Paduli, luogo simbolo e museo a cielo aperto. È parte di un progetto culturale vivo. Se vuoi rallentare e vivere un luogo carico di senso e diverso dal turismo convenzionale, è il posto giusto per te.

4.92 out of 5 average rating, 146 reviews

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

Pajara Marinaia - "Antica Liama salentina"

‘‘Pajara Marinaia’’ sorge sulla scogliera a sud di Castro in prossimità della Cala dell'Acquaviva. L'antica liama salentina, fronte mare, si compone di una camera da letto matrimoniale, una cucina attrezzata con tutti i comfort, un grande bagno, una ampia terrazza con pergolato e piscina privata, a sfioro, vista mare. La casa dispone inoltre di un accesso privato al mare, la cui discesa risulta agevole grazie a scalette in pietra

5.0 out of 5 average rating, 50 reviews

Guest favorite

The outdoor area features a private pool set against a panoramic view of the sea. Sun loungers are arranged along the poolside, surrounded by olive trees and Mediterranean vegetation, creating a peaceful atmosphere. The sky above displays a mix of clouds and blue, enhancing the scenic backdrop.

Villa in Marina Serra

SalentoSeaLovers Dream Trulli Villa Sea View

Villa Teresina is a dreaming home holidays with a breathtaking view of the sea. we are SalentoSeaLovers - direct owners of holidays homes all by the sea and unforgettable genuine and local experiences. Choose one of our homes for a perfect holidays! Villa has 6 beds, 3 baths, grounds with outdoor kitchen, big BBQ, sun beds, sofa, table and chairs for outdoor dining and also a rocking chair!

4.92 out of 5 average rating, 37 reviews