Family-friendly holiday rentals in Casarano

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.

Indoor spaces · Family · Condition

SEA FRONT, Casa Allegria Santa Maria al Bagno Sea

Recently renovated seafront apartment with breathtaking sea views and romantic sunsets. Located between two charming coastal villages linked by a beautiful seaside walk, in one of the most sought-after areas of Salento. Cafés, restaurants, beach, local market are all within short walking distance. A scenic coastal road runs between the house and the sea, offering easy access to the waterfront. Perfect for guests who want to explore Salento while waking up to a sea view. Free private parking.

Family · Kitchen · Hospitality

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.

Kitchen · Indoor spaces · Air conditioning

Leukos, charming villa in Salento.

Independent villa and brand new in the Salento countryside. Surrounded by greenery and enchanting views of centuries-old olive trees, it is just a 10-minute drive to the famous Maldives beach of Salento, also visible from the raised 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 coast. The interiors are furnished with style, combining sophistication and functionality.

Family · Kitchen · Laundry

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.

Indoor spaces · Kitchen · Air conditioning

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.

Indoor spaces · Checkout · Condition

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.

Indoor spaces · Family · Solo travel

VILLA with heated pool Torre San Giovanni

🌿 Trullo TerraNostra is a splendid modern villa immersed in the peace of an olive grove in Ugento/Torre San Giovanni. With a private pool, playground, tree house, and ping pong table, it is pet friendly and can accommodate up to 17 people. Just a few minutes from the white sandy beaches of Salento, it is perfect for those seeking relaxation, nature, and comfort, with ample space for families and friends and unforgettable moments of conviviality and fun.

Kitchen · Indoor spaces · Amenities

Wp Relais Villa Marittima

Villa Marittima, located in a protected area, overlooks the sea just 10 meters away along the coast of lower Salento. The villa, nestled in a protected area, offers a breathtaking view that, on days of great clarity, allows you to glimpse the mountains of Albania. Located 2 km from Castro, 7 km from Tricase Porto and a short distance from the picturesque Acqua Viva cove, the villa offers a unique experience between nature and comfort.

Kitchen · Indoor spaces · Layout

vaults under the stars - 13 km from the sea

Typical Salento construction with star vaults, spacious and bright in an excellent location for visiting the most beautiful beaches and villages of Salento. The property has two large bedrooms with private bathrooms; the first is located on the ground floor, the second on the first floor with access from an external staircase. Guests will have a beautiful living area, equipped kitchen, laundry and terrace at their disposal.

Indoor spaces · Kitchen · Accuracy

Pousada Salentina

Pousada Salentina is an authentic refuge in the heart of Matino, where Salento elegance meets the warmth of Brazilian art. A quiet and refined house, ideal for those seeking relaxation and authenticity. An intimate and relaxing place where time slows down between the quiet of the village and a beautiful plunge pool on the terrace. In just ten minutes you will reach the beautiful beaches of Salento.

Family · Kitchen · Laundry

house in Ca'mascìa courtyard

A place where time passes slowly, where you don't want to do anything! The house is located in the heart of the historic center of Matino, close to Palazzo Marchesale, a short walk from Piazza S. Giorgio and the church. It is ideal for spending your holidays in absolute tranquility, enjoying an atmosphere of yesteryear while being just minutes from Gallipoli and the beautiful beaches of Salento.

Indoor spaces · Kitchen · Bathroom