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Villa holiday rentals in San Michele Salentino

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Top-rated villa rentals in San Michele Salentino

Guests agree: these villas are highly rated for location, cleanliness and more.

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Superhost
A private pool is set against a backdrop of olive trees and a well-kept garden. Light-colored stone surrounds the pool, while a spacious outdoor area is marked by smooth pebbles. A modern villa is visible in the distance, flanked by natural greenery.
Villa in Ostuni
4.87 out of 5 average rating, 52 reviews

Beautiful Villa with pool 10 minutes from the sea

Wonderful Villa with charming private pool and large garden in the heart of the Itria Valley, a few kilometers from the sea. Finely furnished, it has 3 bedrooms, 2 bathrooms, including 1 en-suite, a served kitchen, verandas and a living area. The swimming pool, surrounded by olive, almond and fig trees, is equipped with sun loungers and parasols. Air conditioning, Smart TV, Wi-Fi and two outdoor living areas allow you to enjoy a relaxing holiday surrounded by nature, without sacrificing all the comforts.

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 out of 5 average rating, 28 reviews

_casapetra_ Private Villa with Pool Total Relax

Benvenuti a Casa Petra, il nostro angolo di pace nella Valle d’Itria. La villa è composta da 3 lamie in pietra risalenti ai primi dell’800, finemente ristrutturate nel rispetto della tradizione pugliese. Immersa nella natura, Casa Petra offre privacy assoluta, una piscina privata, un ampio giardino con ulivi secolari e ogni comfort per un soggiorno indimenticabile. Perfetta per famiglie, coppie o amici, è il punto di partenza ideale per esplorare borghi, sapori e paesaggi autentici della Puglia.

Top guest favourite
A spacious outdoor area is surrounded by lush greenery, featuring trees and cultivated gardens. The property includes a small swimming pool, visible among the natural landscape, with a white building in the background that reflects a blend of contemporary and traditional architectural styles.
Villa in Massafra
4.99 out of 5 average rating, 90 reviews

The perfect place to retreat in Puglia!

Born on June 1st 2019, Casina Trovanza was Nominated by Archilovers among the 1000 best Projects in the World. The bright and contemporary design is mixed with the architecture from an ancient time, the one of the original Apulian farms. It can only accommodate one group or family at a time, ensuring a safe and caution holiday and the exclusive use of the house, and outdoor spaces, that will not be shared with strangers. In the case the living room can become another bed room for two people.

Superhost
An aerial view captures the villa surrounded by olive trees and Mediterranean plants. A spacious pool is visible, complemented by outdoor seating. The layout reveals a white stone pathway connecting areas, with a serene landscape enhancing the tranquil atmosphere of the property.
Villa in Ostuni
4.86 out of 5 average rating, 35 reviews

Stylish Villa with private pool & relaxing garden

Stylish villa with private swimming pool, halfway between Ostuni and Cisternino, with 2 bedrooms, each with bathroom and independent entrance, living area with kitchen. The old part has star vaults and exposed stone. Outdoor spaces are the swimming pool of course, the garden with olive trees and Mediterranean plants, 2 outdoor dining areas, near the pool and on the back of the house, the barbecue, the stone shower. The furniture combines design elements with typically Apulian details.

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, 25 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.

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
4.9 out of 5 average rating, 49 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
4.81 out of 5 average rating, 47 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
The villa is set in a serene landscape, with a glowing salt-water pool taking center stage. Surrounding the pool are neatly manicured gardens, olive trees, and stylish outdoor seating areas, illuminated softly against the night sky, emphasizing the villa’s elegant architecture.
Villa in Ostuni
4.96 out of 5 average rating, 94 reviews

Tenuta Traghetto; Villa w saltwater heated pool

OSTUNI - Luxury villa with 4 bedrooms with en-suite bathrooms (1 bathroom has a jacuzzi). OSTUNI: perfectly located to explore the entire Puglia! Bed linens and beach towels provided. Weekly clean-up of the pool. Private onsite parking. Salt water pool is open 365 days/year. Pool heater optional - pay per use - Cost: 60€/day from 3 days before switch on. The pool heating service is not available from 1/11 until 28/02

Superhost
A serene pool area is surrounded by lush greenery, featuring a clear, inviting pool water. Two lounge chairs are positioned nearby, and a shaded area is created by a large fabric canopy. Olive trees gently frame the scene, contributing to a peaceful outdoor setting.
Villa in Ostuni
4.86 out of 5 average rating, 99 reviews

Lamia Cervone

LAMIA CERVONE Completely immersed in nature, the lamia is born on the border with the Carestia forest, an uncontaminated area of 80 hectares in which you can experience tranquility, relaxation and comfort in total privacy. It is a few minutes from the center of Ostuni and 6 km from the sea, a strategic position to discover the wonderful places of our land without giving up the intimacy that the property offers.

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
4.94 out of 5 average rating, 35 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.

Superhost
This image presents a charming Masseria set within a lush countryside, with expansive views of olive trees and the nearby sea. The structure features rustic stonework and blue shutters, complemented by a private pool surrounded by manicured gardens, providing a serene ambiance.
Villa in Ostuni
5 out of 5 average rating, 4 reviews

Masseria Bensistà

Masseria Benistà is a historic fortified farmhouse set in the countryside near Ostuni, just a short distance from the Adriatic coast. Restored with care, it preserves its original stone architecture while offering discreet modern comfort. Designed on an intimate scale, it suits small families or groups of friends seeking privacy, quiet, and an unhurried way of experiencing Puglia.

Guest favourite
The exterior of the ancient Trullo is captured from the poolside, showcasing its traditional stone facade amid lush greenery. Surrounding trees and plants enhance the tranquil setting, while the inviting swimming pool reflects the clear sky above, creating a serene atmosphere.
Villa in Ostuni
4.94 out of 5 average rating, 63 reviews

Trullo Silentio: pool, privacy & family fun-Ostuni

Luxurious 90 sqm Trullo and Lamie with 40 sqm private pool, just 5 km from Ostuni. Relax on the spacious 40 sqm porch with an 8-seat dining table and two stone sofas, perfect for outdoor gatherings. Enjoy the stone barbecue and open-air shower, surrounded by 8,000 sqm of olive and almond trees. Inside, authentic Apulian style meets modern comfort for an unforgettable stay

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