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Holiday houses in San Michele Salentino

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Top-rated holiday rentals in San Michele Salentino

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Top Guest favourite
Casa particular in Ostuni

New Ostuni Luxury Pool Amazing Relax Romantic WiFi

Surrounded by the silence of the Apulian countryside, L'Agrumeto is a refuge where time slows down and the days maintain a more harmonious rhythm. Here, two comfortable "separate detached" bedrooms ensure peace of mind and comfort: 🏝️ A fantastic swimming pool surrounded by nature for total relaxation, not for swimming. 🍳 A fully equipped kitchen 🔥 Air conditioning and heating 🌿 A large furnished outdoor space The perfect place for those who want to experience the most authentic Apulia.

5.0 out of 5 average rating, 14 reviews
Top Guest favourite
The exterior features a traditional stone trullo surrounded by greenery and cacti. A shaded seating area with comfortable chairs is visible under a pergola, offering a space for relaxation. A serene pool reflects the clear sky, enhancing the tranquil setting.
Trullo in San Michele Salentino

Beautiful Trullo

Trullo Bello (CIN IT074014C200035414) Surrounded by greenery, "Il Trullo" is a recently restored independent property equipped with every comfort. A wonderful swimming pool also makes it the ideal stay for those who love to spend their vacations in absolute relaxation, in a perfect balance between the atmosphere of the Apulian countryside and the charm of the historical origins of a unique architecture in the world. The Trullo is located in a quiet location just 2 kilometers from the town center.

4.94 out of 5 average rating, 95 reviews
Guest favourite
Trullo in Ceglie Messapica

Artemio-Trullo of Light and Silence with pool

Escape to a charming trullo surrounded by olive and fig trees in the heart of the Valle d'Itria. This beautifully renovated trullo offers exposed stone, astonishing light, silence, and plenty of space. It’s the perfect retreat for unwinding or exploring nearby picturesque towns: Ceglie Messapica (just 5 minutes away), Ostuni (15 minutes), Cisternino (20 minutes), and Martina Franca (25 minutes). Enjoy your mornings with a delightful outdoor breakfast, savouring fresh figs right from the garden!

5.0 out of 5 average rating, 14 reviews
Guest favourite
Trullo in Ostuni

Trullo dei Pini

Extensively renovated and finished to a beautifully high standard, peaceful and airy Trullo dei Pini is a tranquil four bedroom villa nestled within an area of the Pugliese countryside known as Sessana Grande, sitting about halfway between the picturesque towns of Ostuni and Ceglie Messapica. Trullo dei Pini is spread over two separate buildings: the original trullo and the main house. It sleeps up to 8 people, with four bedrooms and three bathrooms as well as a large kitchen / diner.

5.0 out of 5 average rating, 18 reviews
Top Guest favourite
An aerial view showcases a charming white trullo nestled among lush olive trees. The property features a neatly paved exterior and a private pool, inviting relaxation in a serene natural setting.
Trullo in San Michele Salentino

Trullo with a porch

Trullo del porticato can accommodate 7 guests, has 3 bedrooms including 2 double and 1 with 3 single beds, all with private bathroom. Immersed in olive groves to give you a relaxing holiday in harmony with nature. With its 40-meter private pool and a large porch to enjoy your Apulian aperitifs and dinners. We are 15 minutes from Ostuni and 1.5 kilometers from the town center full of bars and restaurants. See more on the Trulliese website Saturday to Saturday reservations

5.0 out of 5 average rating, 112 reviews
Top Guest favourite
A serene outdoor space features a private pool with clear turquoise water and steps leading in. Stone trulli structures can be seen in the background, shaded by large trees under a bright blue sky with scattered clouds.
Trullo in San Michele Salentino

Il Pioppo Gigante Trullo – Jacuzzi

Take a step back in time and experience sleeping in this traditional trullo with a hot tub in the Alto Salento countryside. The sandy beaches are those of Torre Guaceto, a natural oasis among the sixteen most beautiful protected marine areas in the world. Enjoy five beds, a fully equipped kitchen, and a private fenced garden. And when you want to try local cuisine, it's a three-minute drive from San Michele Salentino, a village renowned for its excellent gastronomy.

4.95 out of 5 average rating, 57 reviews
Top Guest favourite
A serene outdoor space showcases a private pool reflecting the colorful sky at sunset. Surrounding greenery and olive trees enhance the tranquil atmosphere, with a gazebo and seating area visible in the background.
Trullo in San Michele Salentino

Trullo "L'Alcova di Mael" with pool Alto Salento

Wonderful typical Apulian dwelling, the trullo is a building with thick stone walls designed by the peasant genius to create a warm environment in the winter months and cool in the blue summers. “L'Alcova di Mael” is a trullo with a swimming pool recently restored with passion and respect for its ancient but modernly minimalist soul. Each room has been restored to its former glory, with light-colored furnishings that create an intimate and comfortable atmosphere.

4.96 out of 5 average rating, 113 reviews
Guest favourite
An aerial view captures the property illuminated at night, featuring the characteristic trulli roofs. The sparkling pool reflects lights from the surrounding gardens, which include olive trees. The outdoor dining area and kitchen are visible, enhancing the tranquil ambiance of the setting.
Home in Ostuni

TD Trullo Titiro Vineyard, Wine Cellar & Pool

Trullo Titiro is an elegant complex of trulli and lamia surrounded by olive and almond trees and a private vineyard, just 6 km from Ostuni. This property represents the perfect balance between luxury, comfort and style, offering privacy and absolute tranquility. It can comfortably accommodate up to 6 people. The house has been lovingly restored, preserving all the authentic characteristics of the trulli: stone vaults, decorative niches and bright interior spaces.

5.0 out of 5 average rating, 8 reviews
Guest favourite
A spacious bed is neatly prepared with soft pillows and freshly laundered linens. Towels are arranged in a folded stack and adorned with a decorative ribbon and greenery. A bedside lamp provides gentle illumination.
Home in San Michele Salentino

Ladorea Suite

The Ladorea Suite apartment offers excellent accommodation for a relaxing vacation, with all the necessary comforts. The property includes a living room, a fully equipped kitchen, two bedrooms and two bathrooms, with a capacity to accommodate up to 4 people. Amenities include free Wi-Fi, TV, and air conditioning. The highlight is the private outdoor area, which includes a terrace and a balcony. In addition, free street parking is available.

4.92 out of 5 average rating, 26 reviews
Top Guest favourite
An aerial view captures the expansive property surrounded by mature olive trees. A spacious pool is located centrally, flanked by lounging areas and a gazebo. Distinct structures, including a trullo and modern building, are visible, emphasizing the idyllic, secluded setting.
Trullo in San Michele Salentino

Trullo Salento. Villa with a pool

Relax with the whole family in this quiet accommodation surrounded by centuries-old olive trees. Recently renovated property, completely fenced. Outdoor seating and sofas for your relaxation, private pool away from prying eyes, reserved for guests only, equipped gazebo in the pool area. Swimming pool open from April 1 until closing. Outdoor and indoor Wi-Fi with Star link satellite connection.

4.98 out of 5 average rating, 42 reviews
Guest favourite
The exterior of a traditional trullo is illuminated at night, highlighting its distinctive conical roofs. Soft lighting accentuates the stone walls, while a nearby tree adds a touch of greenery. A staircase leading to the entrance enhances the welcoming appearance of the home.
Trullo in Brindisi

Trullo Amenil with private pool

Newly built, the Trullo Amenil with private pool is the result of a careful philological restoration study of the original casile with the addition of a new lamia in local tuff and vaulted ceiling, with an eye to ecology, use of materials, craftsmanship, and traditional local techniques without sacrificing the latest sustainable plant technologies, powered by solar panels hidden from view.

4.93 out of 5 average rating, 101 reviews
Top Guest favourite
An aerial view of a spacious property surrounded by olive trees, featuring a rectangular swimming pool and a jacuzzi nearby. Several sun loungers are arranged around the pool, with umbrellas for shade. Lush greenery and landscaped gardens provide a serene outdoor atmosphere.
Trullo in San Michele Salentino

Trullo: La Dolce Vita Deluxe

Trullo La Dolce Vita Deluxe is an enchanting dwelling house with private pool and solarium with jakuzzi in the typical country side of Salento but closed to the city centre (San Michele Salentino), where you will find supermarkets, shops and pharmacies. Thanks to its wide private pool and solarium with jakuzzi, the Guests can live unforgettable relaxing holidays.

5.0 out of 5 average rating, 33 reviews

Popular amenities for San Michele Salentino holiday rentals