House holiday rentals in Casarano

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Masseria Gemini, a XVIII century luxury retreat

Elegant Masseria with Pool, Private Cinema, Panoramic Terrace & Wellness beside the Maldives of Salento Summer stays are precious, July and August weeks are often reserved long in advance. Set between the historic town of Ugento and Salento’s breathtaking beaches, Masseria Gemini is an 18th-century estate exquisitely restored to blend contemporary luxury with timeless Apulian charm. Every space invites serenity, privacy, and indulgence, offering an unforgettable escape of wellbeing and elegance.

Family · Location · Amenities

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Fabulous historic Palazzetto breathtaking seaview

"Palazzetto Indigo" is a wonderful 18th-century boutique house with 3 large terraces and a stunning 360-degree-seaview-rooftop, in the heart of the historical center of Gallipoli. Our family summer home is exclusively dedicated to caring guests for restful stays. Enjoy its good vibes and the authentic Apulian architecture, mixed with contemporary furniture and masterpieces. We've made no compromise on quality, comfort and beauty... For a unique holiday experience ! CIN: IT075031C200086967

Family · Location · Layout

Casa Palamita close to Gallipoli

This small typical apulian house, newly renovated, is located in the heart of the old town of Matino, close to the Palazzo Marchesale, just a short walk from Piazza S. Giorgio and the church. Matino is a really authentic and characteristic village and is just a few kms from Gallipoli and some of the most beautiful beaches in Salento (Punta della Suina, Punta Pizzo, Baia Verde….). There are several shops, supermarkets, restaurants, bar and free parking spots within close walking distance.

Location · Layout · Nearby

House in the village

House also suitable for long stays, equipped with every comfort for remote work: Wi-Fi, workstation, fireplace, independent heating. With ancient charm and modern comfort, furnished with family furniture, in a secluded corner of the historic center. The rooms are spacious and have unique ceilings, called "starry," typical of ancient architecture. The internal stairs are steep. Not suitable for those with mobility difficulties and, due to its peculiarities, for groups of children.

Location · Value · Decor

Villa Arja #715

Once an old warehouse, Villa Arja is now an elegant villa with an exclusive swimming pool surrounded by greenery. It consists of a large living area with a kitchenette and four air-conditioned bedrooms, with a private bathroom. Large relaxation areas and a beautiful garden with the typical plants of the Mediterranean maquis. The tranquility of the place, the proximity to the towns and the sea (less than 1 km!), make it ideal for a stay in Salento, at any time of the year.

Location · Family · Accuracy

Authenticity, charm and typicality!

In the heart of the historic center of Matino, a delightful house with a panoramic terrace from which to enjoy the most beautiful sunsets in Salento. The flagship of the property is undoubtedly the panoramic terrace: a corner of paradise suspended on the roofs of the town, from which you can admire one of the most spectacular sunsets in Salento. When the sun descends behind the hills, the sky is tinged with red, orange and gold, giving a different show every evening.

Location · Value · Sleep quality

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Gallipoli Charming House, old town, sea view.

Forget your rhythm and stress in this peaceful space. It will let you taste the fishing village life and the Italian summer nights with little fish restaurants, bars and craft boutiques. You can relax yourself by reading a book at the fist floor and hearing local voices and dialects or admire the sunrise, sunset and the Faro di Sant’Andrea from the second top floor terrace. Purità beach at 200 mts walking. Oubliez le stress de tous les jours dans cet espace paisible.

Location · Family · Heating

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Guest favourite

Historic Palazzo with courtyard and plunge pool

Contemporary spaces within a historic residence with a courtyard, just a few minutes from Ionian beaches such as Punta della Suina or Lido Pizzo. 🍹The property features a private Plunge Pool located on the rooftop terrace (a 6 sqm, 80 cm deep relaxation pool) for your exclusive use. 🔊 Please note: One of the three bedrooms faces the street. Since the apartment is on the first floor, some traffic noise can be expected at times. The other two bedrooms are quieter.

Location · Cleanliness · Amenities

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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.

Value · Location · Wi-Fi

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.

Location · Family · Check-in

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Historical Home - Historical Home in Otranto

Enjoy a stylish vacation in this downtown space. The Palace was the seat of the Venetian Consulate on the Silk Road. By order of the Council of Doges, Venice sent a noble family to Otranto, who became the bureaucratic and administrative point of reference for all the ship traffic that went from Venice to the East and vice versa. The Palace has recently undergone a conservative restoration that has faithfully restored it to its original state.

Location · Family · Comfort

U Palazzu de Tuie - Valentina's Houses

U Palazzu di Tuie is an elegant historic residence located in the heart of Tuglie, a charming village just a few minutes from Gallipoli, where traditional architecture meets contemporary comfort. The result of a careful and recent restoration, the palace has been brought back to its former splendor with great respect for the original structure. Its authenticity has been preserved while seamlessly incorporating every modern convenience.

Location · Indoor spaces · Comfort