Villa holiday rentals in San Michele Salentino

"La Fortezza" villa with sea view

La Fortezza is a villa surrounded by greenery and the absolute quiet of its private park, among centuries-old olive trees, a grove of oaks and an orchard. It is located on a hill, just 6 km from the crystal clear sea of Polignano a Mare (BLUE FLAG SINCE 2008 and 5 LEGAMBIENTE SAILS) with its wonderful sea caves to discover by boat. The villa is made exclusively of stone, wood and glass, on two levels, and is characterized by the presence of one hectare of park, a large panoramic terrace overlooking the sea, and a solarium. Inside the park, to stay in perfect shape during your vacation at La Fortezza, a fully equipped gym is available to guests (free of charge) with an elliptical, bench and dumbbells, punching bag and gloves, and total body workout equipment. The wood-burning oven and barbecue are available for guests to prepare and enjoy pizzas, focaccias and outdoor grills. The panoramic terrace, from which you can enjoy a beautiful view of the expanse of olive trees, white farms, sky and sea, is about 40 square meters and is furnished with a large dining table in the shade of three holm oaks that "emerge" from the garden below: the wooden floor was built respecting the presence of the trees through the creation of the slots in correspondence with the trunks. Inside the park of La Fortezza you will find flowers and scents and many corners of paradise: rock seats where you can sit to read a book or listen to music, wooden sunbeds to sunbathe and enjoy the sunset breeze. You can pick seasonal fruits directly from the trees to enjoy their fantastic flavor. In the orchard, two rows of lavender to perfume your wardrobes in the city! The park is completely fenced with an electric gate, alarm system and private security service.

Family · Value · Hot tub

Villa with swimming pool and trulli, Ostuni Puglia

Terra Quieta is an exclusive retreat in the Apulian countryside, where the timeless charm of a four-cone trullo meets the elegance of a contemporary villa. A perfect balance between authenticity and design, enhanced by a beautiful swimming pool designed for swimming, relaxing, and contemplating the landscape. An experience of silence and nature, ideal for those seeking rare beauty and discreet luxury away from the hustle and bustle, among centuries-old olive trees and the authentic light of the Itria Valley

Location · Value · View

_casapetra_ Private Villa with Pool Total Relax

Welcome to Casa Petra, our peaceful corner in the Itria Valley. The villa is composed of 3 stone lamie dating back to the early 1800s, finely renovated in accordance with Apulian tradition. Surrounded by nature, Casa Petra offers absolute privacy, a private swimming pool, a large garden with centuries-old olive trees and every comfort for an unforgettable stay. Perfect for families, couples, or friends, it is the ideal starting point to explore the authentic villages, flavors, and landscapes of Puglia.

Family · Location · Hospitality

Villa San Giuseppe – Pool, Olive Trees & Sea View

Villa San Giuseppe, completed in 2025, blends contemporary architecture with the noble materials of Puglia: Trani stone, century-old olive trees. Heated pool (Sept–Oct) Main house: with kitchen, living area, 3 king bedrooms and 2 single, all air-conditioned. Independent guest house: 2 air-conditioned king bedrooms, living room, study Gazebo, rooftop terrace with sea view. 3 km from Specchiolla, 6 km from the Torre Guaceto reserve Designed for grand gatherings, while preserving everyone's privacy

Location · Outdoor spaces · Pool

Villa Favorita Luxury Monopoly Trullo

Experience the charm of a noble residence Historic villa with large private heated pool surrounded by a 6,000 sqm park. Built in the 1800s by a Baron and carefully restored, it retains its original elegance with artistic mosaics, Art Nouveau furnishings and unique pieces from the noble collection. Admire the sumptuous bathrooms with rare precious marble and a hand-carved stone tub. An exclusive oasis ideal for families and nature lovers. Pet-friendly, near the sea and the trulli. Free Wi-Fi.

Value · Family · Kitchen

Beautiful Villa and trullo in Ostuni. Villa Isa

Situated only 5 minutes drive from Ostuni la città bianca you will find Villa Isa and Trullo Uno This is a 19th century villa & trullo that have been restored to a modern property. The main house has two bedrooms with private bathrooms designed with great attention to detail. The living room has a beautiful open plan kitchen with a large double door fridge. The third bedroom is located in the trullo and has also a private bathroom and all the magic that a property of this kind offers.

Location · Family · View

Private Family Villa – Heated Pool

Borgo Montetorto is a charming villa nestled among the olive trees of Ostuni, designed for families and groups looking for privacy and comfort. The main villa has 3 double bedrooms with a private bathroom, a living room, a kitchen, and a dining area. Outside, there is a private heated pool and a fully equipped kitchen under a pergola. Inside, exclusive spa with heated pool, steam room and sensory shower. The property is completed by a trullo suite with jacuzzi and children's play area

Location · Value · Nearby

Villa Fantese BR07401291000010487

Large and fresh villa, recently renovated, ideal for those who want to enjoy their holidays in a green oasis near Cisternino and Ostuni. The Villa has 6 rooms: 3 bedrooms, 2 bathrooms, living room-kitchen. Outside you will find: saltwater pool with whirlpool, gazebo, outdoor showers, barbecue, deck chairs, outdoor seating area, private parking. Strategically located near Ostuni, Cisternino, Martina, Locorotondo, Alberobello, Beaches of Fasano, Ostuni and Monopoli. Bikes available

Location · Family · Pool

Villa Gelso Bianco with Pool

The villa Gelso Bianco con Piscina in San Michele Salentino is the perfect accommodation for a stress-free holiday with your loved ones. The 180 m² property consists of a living room, a fully-equipped kitchen, 4 bedrooms and 2 bathrooms and can therefore accommodate 8 people. Additional amenities include Wi-Fi, a TV, air conditioning as well as a washing machine. A baby cot and a high chair are also available.

Family · Location · Getting around

Villa with private pool in untouched nature

The "Villa 4 Elementi" was lovingly renovated in 2022 by 3 friends from Germany and furnished in a modern boho style. The large veranda/terrace with lounge and large dining table is the heart of the house. From here you have beautiful views of the large pool and the magnificent landscape with olive trees. The villa itself has been designed with a lot of love for detail and high-quality materials.

Family · Location · Check-in

Pietra e calce with pool - Villa Sughero

Villa with swimming pool and garden, 2 km from the town of San Michele Salentino, 7 km from the white city of Ostuni and 14 km from the sea. Equipped with two bedrooms, a living room with sofa, kitchen and bathroom. Outside, ample space with dining area, kitchenette and oven. The villa is equipped with free WiFi and on-site parking.

Location · Family · Quiet

Villa Monti | Elegant Villa in Itria Valley

Welcome to Villa Monti, where tradition meets contemporary elegance, nestled amidst the tranquility of the countryside and centuries-old olive trees. This finely restored property combines three authentic trulli, the iconic Apulian stone dwellings, with clean, minimalist architecture and eco-friendly design.

Location · Outdoor spaces · Kitchen