Family-friendly holiday rentals in Alessano

Loft-Style Converted Chapel Suite

Stylish guest suite in a XVI c. chapel, ideally situated to experience both coasts of Salento, from the adorable historic town of Alessano. The loft-style space has 6-metre high ceilings and mixes antiques with contemporary luxury. Please note this suite has no kitchen facilities. Alessano's historic centre dates back to the merchant town's golden age in the Renaissance. It has an easy vibe, rich with bars, cafés and cultural events, including the international music festival Muse Salentine.

Villa pestanaca private pool

Con Pugliahometrip rilassati in quest'oasi di quiete e eleganza. Una dimora storica finemente ristrutturata nel centro storico a Tiggiano, piccolo Borgo del Salento a pochi passi dal mare e a soli 2 km dalla piscina naturale di Marina Serra. La villa è l'ideale per una vacanza all'insegna del relax con una bellissima piscina privata nel giardino e delle passeggiate tra vicoli antichi gustando un ottimo gelato dopocena. Ideale per visitare le più belle spiagge del Salento in pochi minuti d'auto.

Petrammare by Casa Camilla Journey

Petrammare is an exclusive residence sheer over the sea in Tricase Porto, set on two levels. The ground floor offers a spacious living area with a large sofa, dining table, fully equipped kitchen with fridge, oven, microwave, dishwasher, and a third bathroom with a shower and washing machine. The first floor features two double bedrooms with AC, TV, and private en-suite bathrooms with a bidet. The property is completed by a huge outdoor space with a swimming pool and sea view furniture.

Historic residence with private terrace and sea view

“May all who enter as guests, leave as friends ” Historic seaside villa IN A PRIVATE GROUNDS WITH a private panoramic terrace. The Villa has a double room, a nice room with a second double bed accessible by a small staircase, a bathroom and a living room with a well-equipped kitchen, a large and magnificent sea view terrace with large porch and tastefully furnished. The house has a private parking lot and is located inside a large villa with a park that goes all the way to the sea.

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.

Villa Gargasole - Top comfort with private pool

Villa Gargasole è una splendida villa di nuova costruzione con piscina privata, situata nel cuore del Salento a pochi km dal mare. Elegante e spaziosa (800 mq), offre comfort moderni e un ambiente esclusivo. Dispone di un open space con cucina a isola, 3 camere da letto, 2 bagni, e ampi spazi esterni con solarium, barbecue e campo da gioco. Eco-sostenibile, è dotata di impianto fotovoltaico e riscaldamento a pavimento, per una vacanza rilassante nel rispetto dell’ambiente.

Romantic Historic Hideaway & Terrace -Apulia

Experience Apulia’s magic in this romantic 16th-C. historic home in Alessano. Perfect for couples & Via Francigena walkers, this cozy hideaway blends authentic charm with modern luxury. Enjoy a private rooftop terrace for sunset drinks, a stunning antique canopy bed, high-speed Wi-Fi, A/C, and TV. Perks: free bicycles, NO tourist tax! The ultimate base near Salento's best beaches & art cities. Book your dream Italian escape today! Stay longer and save more!

Family Apartment with Pool and Hot Tub

Escape the routine in this private oasis. Imagine relaxing in your exclusive Jacuzzi under the stars after a productive day of smart working, or seeing your children playing safely in your private pool. Whether you are looking for tranquility or adventure, this bright apartment is your gateway to Salento, just steps from the historic center and the sea. 👉 Do you like this place? Click the heart icon on the top right to save it to your Wishlist, and don't miss out!

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.

A paradise 322 steps from the sea: pure relaxation

2 bedrooms, a living room and 180° terrace overlooking the sea You who love nature, privacy and tranquility close to the sea, have finally found your dream home! Have breakfast on the balcony, listen to the sound of the sea and wind, admire the colors of a sunrise or sunset. I'm in M. Serra, a 3-minute walk from the sea I welcome families, groups or romantic couples who live here unforgettable moments This is the perfect place to amaze and be amazed...

Dimora Sighé: Romantic Private Villa with Pool

Imagine waking up in a dream of warm Mediterranean light in your own private pool villa, designed for couples seeking romance and privacy. Dimora Sighé is set within a truly unique Salento landscape in Puglia, nestled between ancient tufo stone quarries and open countryside. A refined yet intimate retreat where authentic stone, silence and golden sunsets create an unforgettable atmosphere. Enjoy the private pool outside and the hot tub inside, all year round.

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.