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Villa holiday rentals in San Michele Salentino

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Top-rated villa rentals in San Michele Salentino

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Superhost
Villa in Ostuni
4.91 out of 5 average rating, 22 reviews

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

Top Guest favourite
A tranquil outdoor area displays a private swimming pool with clear turquoise water. Two wooden lounge chairs are positioned near the pool's edge, surrounded by lush greenery and stone walls in the background, contributing to a peaceful setting.
Villa in Ceglie Messapica
5.0 out of 5 average rating, 36 reviews

_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.

Superhost
Villa in Carovigno
5.0 out of 5 average rating, 6 reviews

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

Guest favourite
Villa in Monopoli
5.0 out of 5 average rating, 26 reviews

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.

Guest favourite
A private pool reflects the clear blue sky, surrounded by a spacious terrace featuring several lounge chairs and large umbrellas for shade. The villa's exterior is visible in the background, along with a stone trullo, enhancing the peaceful outdoor setting.
Villa in Ostuni
4.96 out of 5 average rating, 27 reviews

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.

Guest favourite
A scenic view of the private outdoor pool is framed by olive trees. Comfortable lounge chairs are positioned around the pool, with umbrellas offering shade. The area features natural stone flooring and includes a glimpse of cacti and other greenery, enhancing the tranquil atmosphere.
Villa in Ostuni
4.92 out of 5 average rating, 26 reviews

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

Guest favourite
Villa in Ostuni
5.0 out of 5 average rating, 5 reviews

Ostuni BLOOM - Panoramic Saltwater Pool & Trullo

Ostuni Bloom by Pietra & Luce is a contemporary villa for exclusive use: the villa, pool, garden and trullo are entirely reserved for guests who book. Nestled among the olive trees of the Itria Valley, it is ideal for those seeking privacy, relaxation, and comfort. The bright and well-kept rooms offer a welcoming atmosphere in every season. The panoramic saltwater pool overlooks the Apulian countryside, while the authentic trullo (relaxation space) makes the stay even more special.

Top Guest favourite
An aerial view showcases the villa's salt-water pool surrounded by sun loungers and illuminated pathways. Lush greenery and carefully arranged lights outline the outdoor space, while the characteristic trulli structure is visible, enhancing the tranquil setting.
Villa in Ostuni
4.98 out of 5 average rating, 124 reviews

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

Superhost
An aerial view of a spacious property nestled among olive trees showcases a long, sleek pool beside a modern house. The pool area features two large, golden umbrellas and a stone patio with lounge chairs, creating an inviting outdoor retreat.
Villa in Ostuni
4.91 out of 5 average rating, 53 reviews

The Villa Ostuni - Puglia

This uniquely restored house hidden away in the heart of Puglia is the perfect combination of the traditional Italian design with a modern twist. The house - featured in various international design publications - is luxurious and exceptionally comfortable, decorated with love for design and an eye for detail. Relax by the pool, dine on the outdoor patio, enjoy the open concept kitchen or cozy up in the comfy bedrooms - how you enjoy your time at Villa Ostuni is up to you!

Superhost
Villa in Ceglie Messapica
4.82 out of 5 average rating, 49 reviews

Trulli, cicadas and olives - Valentina's houses

Trulli, cicale e olive is an exceptional villa, where you will feel fully at peace with the surroundings, the epitome of an authentic Puglia holiday and the perfect sanctuary to completely disconnect from the hubbub of everyday life. Every part of the Trulli, cicale e olive has been authentically restored, from inside out. Ensconced in a hectare of olive and fruit trees, some at least a century old. The grounds surrounding the trulli are an oasis of tranquillity.

Guest favourite
A large pool reflects the sunlit terrace featuring a spacious dining table and unique pendant light fixtures. Surrounding plants, including agave, enhance the natural landscape, while the white exterior of the house contrasts beautifully with the earthy tones of the outdoor space.
Villa in San Vito dei Normanni
4.95 out of 5 average rating, 43 reviews

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.

Top Guest favourite
A serene outdoor space is showcased, featuring a rectangular swimming pool with clear blue water. White lounge chairs are arranged around the pool, complemented by lush greenery. In the background, a covered outdoor dining area and lush trees provide shade, enhancing the tranquil ambiance.
Villa in San Vito dei Normanni
4.94 out of 5 average rating, 17 reviews

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.

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