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Holiday rentals 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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Guest favourite
A room with warm-toned walls features a large wooden table surrounded by vibrant, patterned rugs. An intricately designed cabinet stands against the wall, showcasing decorative glassware. Soft lighting is provided by wall sconces, and historical wooden doors create an inviting atmosphere.
Villa
4.98 out of 5 average rating, 47 reviews

Relais Porta D'Oriente

You will love the Casa del Tabacco because it is a charming and full of comfort Historical Residence placed in a strategic area of the Salento. One of the most beatiful Italian coasts is less than 5 km away, in 22 minutes you can join Otranto, in 36 minutes Lecce. Your stay will be beatiful and special because, as experienced travellers, the owners will propose you authentic restaurants, wine and food tasting, cultural and naturalistic tours, scuba diving, massages, experiences for the youth.

Top guest favourite
A sunlit terrace overlooks the sea, featuring a wooden lounge chair positioned for relaxation. Small potted plants line the railing, and a barbecue area is visible, complemented by the expansive blue sky and water in the background.
Home
4.98 out of 5 average rating, 52 reviews

Tricase Porto, stupendo con accesso al mare

Appartamento in stile vintage Salentino, ristrutturato di recente con grande gusto e tutti i comfort. Spazio esterno fruibile ed impagabile discesa al mare privata che rende esclusivo e solitario il bagno in calette e vasche naturali scavate negli scogli anche nei giorni di maggior fermento dell’estate! L’appartamento è parte di un complesso a picco sul mare che ha un grande giardino condominiale, uno spazio riservato dove poter mangiare sotto le stelle e a picco sul mare ed usare il barbecue

Top guest favourite
Villa
5 out of 5 average rating, 64 reviews

La Dimora storica terrazza privata vista mare

«May all who enter as guests, leave as friends » Storica villa sul mare IN UN PARCO PRIVATO CON TERRAZZA privata panoramica. La Villa ha una stanza matrimoniale, una graziosa stanza con un secondo letto matrimoniale raggiungibile da una piccola scala, un bagno e un salotto con cucina ben equipaggiata, un grande e magnifico terrazzo vista mare con ampio porticato ed arredato con gusto. La casa ha un parcheggio privato e si trova all interno di una grande villa con parco che arriva fino al mare.

Guest favourite
A spacious swimming pool reflects the sky, surrounded by well-maintained olive trees. Comfortable lounge chairs are arranged near the pool, while a shaded pergola offers a seating area for relaxation. The clean, inviting water emphasizes the tranquil outdoor setting.
Loft
4.95 out of 5 average rating, 22 reviews

Relais l'Oliveto -"Il Nespolo" con piscina e wifi

L'oliveto, è una giovane e fresca masseria pugliese con piscina e wifi, dotata di 5 appartamenti con Angolo Cottura, bagno privato ed aria condizionata. L'appartamento "Il Nespolo" è bello, fresco e ben arredato; dispone di 4 posti letto nella camera su soppalco, ed un quinto letto in soggiorno. Dotato di area relax, è ideale per famiglie o gruppi di amici ed ospita fino a 4 persone. Al centro della costa adriatica, ed a pochi km da Castro, è posizione ideale per chi vuole visitare la costa.

Top guest favourite
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
5 out of 5 average rating, 43 reviews

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.

Top guest favourite
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.
Flat
5 out of 5 average rating, 73 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 favourite
Home

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 favourite
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
4.96 out of 5 average rating, 24 reviews

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.

Top guest favourite
Home
4.99 out of 5 average rating, 98 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 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
4.93 out of 5 average rating, 389 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
4.95 out of 5 average rating, 44 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.

Guest favourite
A spacious pool area is highlighted by a large pink flamingo float. The property features a white-walled house under a clear blue sky, with shaded outdoor seating nearby. Lush greenery surrounds the pool, enhancing the tranquil outdoor setting.
Villa
4.94 out of 5 average rating, 53 reviews

Casa La Porticina

In the heart Salento, Casa La Porticina is located short drives from the rocky Adriatic coast, sandy Ionian beaches, and near so many discoveries in between. 1.5 miles from the historic center of Specchia, with choices of restaurants, bars and evening festivals throughout the year. Specchia continues to land on travel sites’ must see villages of Salento. https://magazine.dooid.it/en/uncategorized/visit-specchia-salento/ INSTAGRAM: @casalaporticina

Popular amenities for San Cassiano holiday rentals

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