Vacation rentals in San Cassiano

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Top-rated vacation rentals in San Cassiano

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Guest favorite

Villa in San Cassiano

5.0 out of 5 average rating, 13 reviews

{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.

FamilyValueComfort

Guest favorite

A bedroom features a spacious bed covered with a floral-patterned blanket. Two bedside tables with lamps are positioned beside the bed. A wooden wardrobe and a dark chest of drawers are present, while natural light enters through a window dressed with decorative curtains.

Apartment in San Cassiano

5.0 out of 5 average rating, 8 reviews

Appartamento in Salento

Situato nell’entroterra, l’appartamento offre un comodo punto di partenza per visitare il Salento, da Lecce fino alle più rinomate e conosciute località balneari come Castro , Santa Cesarea, Otranto, Gallipoli, Maldive del Salento e Santa Maria di Leuca. L’alloggio è situato al piano interrato con ingresso indipendente dal giardino. Offre una camera da letto completa, un divano letto, una cucina attrezzata ed un bagno. Animali di piccola taglia consentiti in struttura previa comunicazione.

LocationAir conditioningHospitality

Top guest favorite

A staircase leads down to a light-filled living space, featuring large glass doors that open to a sea view. The area is styled with comfortable seating and decorative pillows, while a small table and folding chairs are positioned outside on the terrace.

Home in Santa Cesarea Terme

4.98 out of 5 average rating, 46 reviews

Elegant Seafront House, Direct Access - Salento

Sea-view retreat with direct access in the authentic heart of Salento. Welcome to Cas’almare 9.7, where time slows and the sea becomes part of everyday life. This elegant two-level home is thoughtfully designed and ideal for couples and families. The highlight? Direct access to the sea and its waterfront terrace. Just steps from the natural thermal baths of Santa Cesarea and close to Otranto and Castro, it’s perfect for exploring the coast, with crystal-clear waters and local flavors.

LocationFamilyCheckout

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, 39 reviews

Relais l'Oliveto - App "Il Noce" - 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 Noce", è dotato di area relax ed è ideale per giovani famiglie o coppie, ogni appartamento 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.

LocationFamilyIndoor spaces

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

5.0 out of 5 average rating, 35 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.

FamilyLocationNearby

Guest favorite

A serene outdoor space is highlighted, featuring a rectangular swimming pool bordered by well-maintained grass. Lounge chairs are positioned along the poolside, and the structure's rustic architecture is complemented by greenery. Bright blue skies provide a vibrant backdrop to the scene.

Villa in Specchia Gallone

5.0 out of 5 average rating, 19 reviews

Villa Sofia - Tradition and modernity in Salento

Thanks to the careful renovation work, the ancient Palmento, an authentic place in the agricultural tradition of Salento, has been transformed into a welcoming and relaxing place where the original elements such as the pools, the ancient fireplaces, and the star vaults dialogue perfectly with contemporary design and oriental furnishings. The large rooms overlooking the garden and swimming pool, all independent, guarantee privacy and absolute tranquillity for all guests.

LocationFamilyBathroom

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, 111 reviews

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.

FamilyLocationHiking

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, 405 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.

LocationValueGrill

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

4.92 out of 5 average rating, 146 reviews

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.

FamilyLocationBreakfast

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

5.0 out of 5 average rating, 45 reviews

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

LocationFamilyWalkability

Guest favorite

A serene pool area showcases a modern design with wooden decking and a crystal-clear swimming pool. Lush Mediterranean greenery surrounds the space, with comfortable seating under a parasol and expansive views of the sea, inviting relaxation and enjoyment of the outdoor setting.

Villa in Marina di Marittima

4.93 out of 5 average rating, 56 reviews

Wp Relais Villa Marittima

Villa Marittima, situata in una zona protetta, si affaccia a soli 10 metri dal mare lungo la costa del basso Salento. La villa immersa in una zona protetta, offre una vista mozzafiato che, nei giorni di grande nitidezza, permette di intravedere le montagne dell'Albania. Situata a 2 km da Castro, 7 km da Tricase Porto e a breve distanza dalla suggestiva cala dell'Acqua Viva, la villa offre un'esperienza unica tra natura e comfort.

FamilyLocationBeach

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

4.92 out of 5 average rating, 36 reviews

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!

LocationValueOutdoor spaces