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Holiday houses in Castiglione

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Top-rated holiday rentals in Castiglione

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

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Superhost
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

"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.

4.8 out of 5 average rating, 71 reviews
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

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

4.95 out of 5 average rating, 158 reviews
Top Guest favourite
A serene sunset is captured over the tranquil sea, with warm hues reflecting on the water's surface. The scene includes lush greenery in the foreground and a glimpse of a nearby building featuring a sunshade with an umbrella. Soft silhouettes of trees frame the view.
Home in Marina di Marittima

The house by the sea

Charming house in the green of olive trees with large terraces overlooking the sea. It has private parking and access to the sea. Ideal for a vacation in Salento, where you can enjoy the sea and sun. Less than 1 km from the Acquaviva cove, jewel of the Marittima marina and the most interesting places in Salento such as Castro, Otranto and S.M.di Leuca. Access it via a private staircase and enjoy a separate entrance and reserved spaces. Outdoor shower with hot water, linen. Pets not allowed.

4.99 out of 5 average rating, 67 reviews
Guest favourite
Villa in Specchia

Super last-minute large villa with swimming pool

Serra Fanny is a beautiful 500 sqm two-story villa with swimming pool in Specchia, suitable for a family or a group of friends. The garden measures 7,000 sqm; it is located on a hill in a very quiet and reserved area just 10 minutes from the sea. The villa extends over two floors. 5 double bedrooms and a study with a double sofa bed €350.00 cleaning fee for check-out to be paid in cash upon arrival. During Fall and Winter, heating costs will be extra. Check-in/Check-out Saturday.

5.0 out of 5 average rating, 32 reviews
Top Guest favourite
A crystal-clear swimming pool reflects the surrounding garden, which is filled with colorful flowers and greenery. The house features stone walls and a covered patio area adorned with curtains, offering shaded outdoor seating amidst a tranquil landscape.
Villa in Salve

Leukos, charming villa in Salento.

Independent villa and brand new in the Salento countryside. Surrounded by greenery in an enchanting view of centuries-old olive trees, it is just a 10-minute drive from the famous Maldives beach of Salento, also visible from the elevated terrace. Its strategic location allows you to visit the most famous Salento towns such as Gallipoli, Otranto, Leuca and choose a beach on the Ionian or Adriatic. The interiors are stylishly furnished, combining refinement and functionality.

4.97 out of 5 average rating, 63 reviews
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

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.

4.98 out of 5 average rating, 111 reviews
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

La Salentina, sea, nature & relaxation

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, 407 reviews
Guest favourite
A spacious terrace overlooks a serene beach and distant hills, framed by lush greenery. Potted plants add a touch of color, while the soft evening light casts a gentle glow over the scene, inviting relaxation and a connection with nature.
Cottage in Marina Serra

Paradise / 180° Sea View

3 minutes on foot from the sea at Marina Serra. 180° panoramic terrace with sunrises, sunsets, and views of the mountains of Albania. Breakfast on the patio listening to the waves of the sea, the chirping of birds, and the sound of cicadas. Gazebo, barbecue, air conditioning, Wi-Fi. Nature, privacy, and tranquility. I welcome families, groups, and couples for unforgettable moments. 💡 The longer you stay, the more you save:

4.96 out of 5 average rating, 53 reviews
Superhost
A private swimming pool is framed by a lush green tree and a sunlit terrace. Wooden lounge chairs surround the pool, providing a relaxing space. The surrounding white walls create a serene environment, enhancing the sense of tranquility in the courtyard.
Home in Castiglione

Manara House (swimming pool in the heart of Salento)

Typical Salento house with private pool. In the heart of an authentic village, 8 minutes from the coves of the Adriatic Sea. Peaceful haven ideal for discovering Salento. Pizzeria, restaurants, cafés, grocery store, pharmacy, children's park within walking distance. More than a rental: we share an exclusive guide, the result of 6 years of local discoveries (beaches, restaurants, bars, walks...). Airports: Brindisi or Bari.

4.95 out of 5 average rating, 39 reviews
Guest favourite
Villa in Diso

Wp Relais Locanda Fiore di Zagara (Flower of Zagara)

Locanda Fiori di Zagara is a historic 18th-century residence located in the heart of Diso, a charming village in Salento just 3 km from the sea. The WP Relais residence has undergone a careful conservative restoration, preserving the original colors, materials and design. This intervention has made it possible to bring back the charm of the past, integrating it with a high level of comfort.

4.95 out of 5 average rating, 43 reviews
Guest favourite
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
Guest favourite
Villa in Diso

villa[2 suites] 5 minute from sea| A/C |garden

🏡 2 Apartments in a villa with garden 🌞🏖️🌊 Strategic location: Just a few minutes from Castro, Santa Cesarea Terme, Otranto, and the stunning coves of the Salento Adriatic coast. ❄️ Total comfort: Air conditioning in both apartments. 👫 Ideal for: Families, couples, or small groups of friends looking to experience an authentic Salento vacation while enjoying both peace and comfort.

4.83 out of 5 average rating, 6 reviews

Popular amenities for Castiglione holiday rentals