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Holiday rentals in San Cassiano

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Top-rated holiday rentals in San Cassiano

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Guest favourite
A villa sits gracefully on a hillside, overlooking the expansive sea. The structure features a circular design, surrounded by greenery and shaded areas. A pool is visible in the backyard, enhancing the outdoor space. The landscape showcases a mix of natural terrain and manicured gardens.
Villa in Andrano
4.81 out of 5 average rating, 67 reviews

"Li Saccuddi - Belvedere Villa"

This villa offers a breathtaking panorama. The house is located in an exceptionally picturesque location on a small plateau about a kilometre from the sea in Marina di Andrano. The accommodation was decorated with careful attention to detail and is very neat and tidy. Stone tubs, the restored antique bed, woven straw baskets, evoke the rural, rustic life and craftsmanship of the Salento region. The old wrought-iron bell for calling the family to the table is also a particularly charming feature.

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

Top guest favourite
An expansive terrace is featured, furnished with a large dining table surrounded by chairs and lounge seating. Decorative potted plants and a railing provide a view of the sea and the nearby city. Soft lighting enhances the ambiance for outdoor gatherings.
Apartment in Otranto
4.96 out of 5 average rating, 75 reviews

seaside apartment

The "Sunrise" apartment - Terrace overlooking the blue Otranto, is located in an exclusive position, 10 meters from the sea and the descent to the beach is under the house! It is equipped with every comfort, including Wi-Fi and air conditioning in every room. From the large terrace and balcony, you can admire the sea and the city of Otranto in all their beauty, and your vacation will be like living a dream with your eyes open! NB: on my profile, the other adjacent apartment is also available

Top guest favourite
A private terrace showcases a handwoven canopy overhead, providing shade for a long stone table surrounded by chairs. Flower pots and plants line the edges, while views of historic architecture in Spongano are visible in the distance, creating a serene outdoor setting.
Home in Spongano
4.96 out of 5 average rating, 47 reviews

Zio Pippi under the Stars - Artemisia Homes

Zio Pippi sotto le Stelle is a lovely studio apartment in the historic centre of Spongano, 5km from Castro Marina. It is located on the upper floor of a structure built on several levels, so it is necessary to climb stairs to access it. It shares the main entrance with two other flats, both located on the lower floor. It is embellished by the Lecce stone flooring and the typical ‘star vault’ ceiling, a typical construction of the Salento region, which makes the room more spacious and airy.

Superhost
An outdoor terrace is surrounded by natural stone walls, featuring a spacious stone patio with seating areas amidst greenery. Clear views of the sea are visible beyond the trees, creating a serene outdoor space for relaxation.
Flat in Santa Maria di Leuca
4.85 out of 5 average rating, 96 reviews

On the sea of S. M. di Leuca 5/6 pax

Immersed in tranquility, a short walk from the sea. Ideal both for relaxing and for taking advantage of the many services just a few meters away. Fully furnished, outdoor lighting and renovated dry stone walls, private road, lido, restaurants, pizzeria, trattoria and braceria just a few steps away, all from 20 to 150 meters. Wi-Fi and espresso machine with pods. All-inclusive price, water, electricity, gas, villa services and taxes... Contacts with the facilities in the area for excursions.

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

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.

Guest favourite
A glimpse of the inviting plunge pool is framed by a light-toned patio. The large glass doors lead into a cozy dining area featuring a wooden table and chairs. Lush greenery decorates the outdoor space, enhancing the serene atmosphere.
Home in Depressa
5 out of 5 average rating, 13 reviews

Casa Micocci by Casa Camilla Journey

Welcome to Casa Micocci, a design focused retreat in the heart of Depressa, Tricase. Best for groups of three or four - a family of four with two small children, or three adults travelling together - the house features a king-size bed with linen sheets and a 3.5-meter-long custom sofa. The full kitchen, private plunge pool, and thoughtfully designed interiors make every detail a joy. Every element is locally made, celebrating Salento’s craftsmanship.

Guest favourite
Villa in Marina di Pescoluse
5 out of 5 average rating, 5 reviews

Casina Le Muse

Casina Le Muse is a villa with a swimming pool set in a beautiful natural setting, the evocative landscape of Pescoluse. The villa offers enchanting sea views from every single room. Casina Le Muse is located just 500 meters from the beaches of Pescoluse and the promenade of Torre Vado. The villa features local architectural elements combined with local material elements, designer furniture with modern technology and comforts. Pets are not allowed

Guest favourite
A spacious and well-lit bedroom is presented, featuring a metal bed frame adorned with white linens and decorative pillows. Nightstands with stylish lamps are positioned on either side of the bed, contributing to a serene and inviting environment.
Flat in Otranto
4.92 out of 5 average rating, 74 reviews

Janela Blue • Historic House • Civico 27

Tipica abitazione storica risalente al 1600, una delle più fotografate per le caratteristiche finestre blu che la vecchia proprietaria portoghese aveva voluto in ricordo del suo paese di origine. L’appartamento, recentemente ristrutturato, si trova in una piccola corte tranquilla e discreta nel centro storico, a pochi passi dalle più rinomate attrazioni artistiche e culturali. Mare e spiagge attrezzate a soli 3 minuti a piedi.

Guest favourite
The bedroom features a spacious bed with a headboard and simple white linens. Natural light enters through a green-framed window and an arched doorway leading to an outdoor area. The room has a patterned tiled floor and a minimalist decor with a small chair and hanging space.
Home in Matino
4.95 out of 5 average rating, 101 reviews

house in Ca'mascìa courtyard

Un posto dove il tempo scorre lento, dove hai voglia di non fare niente! La casa è situata nel cuore del centro storico di Matino, a ridosso del Palazzo Marchesale, a pochi passi da Piazza S. Giorgio e dalla chiesa. E' ideale per trascorrere le vostre vacanze in assoluta tranquillità, godendo di un'atmosfera di altri tempi pur stando a pochi minuti da Gallipoli e dalle bellissime spiagge del Salento.

Superhost
A terrace offers a view of the sunset over the sea, with a cactus in the foreground. An arrangement of snacks and drinks is placed on a box, showcasing colorful patterns. The warm hues of the sunset reflect on the surrounding rooftops.
Flat in Gallipoli
4.89 out of 5 average rating, 149 reviews

Mare, mare, mare - Le Case di Valentina

Exclusive accommodation and spectacular views can be found at this beautiful penthouse in Gallipoli's historic centre. Recently renovated, it maintains many traditional Salento design features but offers all modern amenities. If you're looking for a tranquil, family-friendly place that combines stunning scenery and well-preserved historical buildings, Gallipoli has it all.

Top guest favourite
An outdoor terrace is illuminated by soft ambient lighting, featuring a table at the center surrounded by lounge chairs and a hammock. The ocean is visible in the background, reflecting the moonlight, while lush greenery frames the area, enhancing its tranquil atmosphere.
Home in Corsano
4.96 out of 5 average rating, 69 reviews

Casa Teresa

This apartment consists of two bedrooms, a bathroom and a dining room. It is located in a marina characterized by tranquility and beauty. This unit is flanked by another apartment, from which, however, it is completely independent. The apartment next door that can be viewed on this same site is called "La Varchiceddra".

Popular amenities for San Cassiano holiday rentals

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