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Holiday houses in San Cassiano

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Top-rated holiday rentals in San Cassiano

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

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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 spacious interior features vaulted stone ceilings and light-colored walls. A wooden dining table is surrounded by white chairs, while a cozy sofa with decorative pillows is present. A vintage clock hangs on the wall, and a bright fridge complements the kitchen area in the background.
Home in Poggiardo
5 out of 5 average rating, 38 reviews

La `Ssuta Salentina

A due passi dal mare incontaminato di Castro e S.Cesarea Terme. Sito a Poggiardo,posizione strategica a 15min da Otranto e a meno di 30min da Lecce,Gallipoli e Leuca. La 'ssuta è il luogo ideale alla scoperta di baie e grotte lungo la costa adriatica del Salento. Lo stile inconfondibile delle volte a stella in una cornice di pietra leccese e pastine del `900 rendono il soggiorno unico. Dotato di ogni comfort e servizi per i nostri clienti che amano la vacanza fai-da-te in completa autonomia.

Top Guest favourite
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
4.99 out of 5 average rating, 96 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.

Guest favourite
An outdoor terrace features a bamboo canopy and offers expansive views of the sea. Wooden furniture, including a dining table, is arranged for relaxation. Lush greenery and Mediterranean shrubs frame the space, enhancing the serene atmosphere.
Trullo in Castro
4.95 out of 5 average rating, 38 reviews

Antica Pajara

"Antica Pajara" è una casa vacanze spettacolare per vivere il Salento. Innanzitutto la posizione: si trova a 500 metri dalla caletta dell'Acquaviva di Marittima, vicino a Castro, una delle spiagge più belle di tutta la Puglia. E poi la struttura, una pajara storica, costruzione tipica del Salento, ristrutturata e rifinita, con muretti a secco, pineta e macchia mediterranea. Un vero gioiello che testimonia sia dentro che fuori la calda accoglienza di questa terra!

Top Guest favourite
A spacious living area features a high vaulted ceiling and a neutral color palette. A wooden table sits in the center, accompanied by a bench. Natural light flows through an open door, illuminating a cozy sofa positioned nearby.
Apartment in Patù
4.94 out of 5 average rating, 113 reviews

A Patù in Corte - il Giardino

Il complesso è parte di una antica masseria ristrutturata dall' Architetto Luca Zanaroli. L'appartamento si trova nel cuore del centro storico di Patù, antistante la storica Piazza Indipendenza a pochi minuti dal mare e dai maggiori centri d’interesse storico e culturali. Informiamo la nostra gentile clientela che nella nostra struttura è presente il rilevatore di gas combustibile ed è igienizzata e sanificata seguendo le linee guida del Ministero della Sanità.

Top 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, 381 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 wooden table is set for breakfast, featuring a white cup, a glass carafe, and jars of jam. A red teapot sits beside a woven basket filled with bread. The backdrop showcases a sparkling sea under a clear sky, enhancing the serene ambiance.
Holiday home in Marina di Marittima
4.95 out of 5 average rating, 40 reviews

AcquaViva Home SalentoSeaLovers

Fantastica casa panoramica con accesso diretto a piedi al mare, alla spiaggia di scogli con acqua cristallina. Ampio e luminoso soggiorno con vetrata e terrazza vista mare, cucina all'americana super attrezzata, tavola da pranzo con divano letto. Camera da letto matrimoniale con soffitti a volta e bagno completo con doccia. La casa Acqua Viva si affaccia sul mare adriatico, a due passi da Castro, dai Lidi attrezzati e dai ristoranti di pesce deliziosi.

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, 107 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.

Guest favourite
A small, crystal-clear pool is surrounded by a stone patio, set against a backdrop of lush greenery and olive trees. Potted plants are placed at the pool's edge, adding touches of nature to the serene outdoor space.
Villa in Uggiano La Chiesa
4.99 out of 5 average rating, 74 reviews

DIMORA SANTI MEDICI

Divertiti e rilassati con tutta la famiglia in questa elegante villa immersa nella campagna salentina. Situata a pochi chilometri dalla rinomata Otranto e dalle sue magnifiche spiagge e dalla cittadina di Castro da Porto Badisco e dalla baia di Porto Miggiano, la villa offre ampi spazi immersi nel verde, una zona relax dotata di Spa, il garden di 8000 mq comprende un barbecue un forno in pietra e un grande patio.

Guest favourite
A dining table is adorned with a green glass vase filled with dried grasses, complemented by four wine glasses filled with red wine. Fresh produce and a round loaf of bread are presented on a wooden board, with a softly lit bedroom visible in the background.
Home in Spongano
5 out of 5 average rating, 16 reviews

Piccola dimora nel Salento

Cosy home recently renovated by the owners, and open for short term stays. It is fully equipped with linen and towels and the basic provisions. The house offers a spacious kitchen, one bedroom (note the bed size is approx 145 cm x 190 cm) and served by a small toilet, a living room with sofa and TV, and the main bathroom with shower. The patio is of exclusive use.

Top Guest favourite
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.
Holiday home in Surano
4.98 out of 5 average rating, 43 reviews

Sole e stelle, terrazza esclusiva, 9 km dal mare

Palazzo Belvedere è una dimora storica del 1700 completamente restaurata, si trova nel cuore del paese di Surano, a sud di Lecce. Il paese dista dal mare di Castro Marina 9 km, 18 km da Otranto e 10 km da Santa Cesarea Terme, 31 km da Santa Maria di Leuca, 36 km da Lecce, 41 km da Gallipoli.

Guest favourite
The exterior of the house is surrounded by an olive grove, with large glass windows reflecting soft evening light. A spacious outdoor dining area is partially shaded by greenery. Wildflowers and lush foliage enhance the natural setting, offering a serene atmosphere.
Villa in Spongano
4.95 out of 5 average rating, 138 reviews

Beautifully designed Villa in olive grove

Il Grillo is an elegant modern home inspired by Puglia's traditional architecture. Perfect to escape from the world and explore Salento's wonderful beaches. It is hidden in an enchanting olive grove. Come and live amongst nature in style.

Popular amenities for San Cassiano holiday rentals

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