
Holiday houses in San Michele Salentino
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Top-rated holiday rentals in San Michele Salentino
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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
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
Amuree Luxury Villa near Ostuni | Heated Pool
Amureè is a design villa set among centuries-old olive trees, just minutes from Ostuni, ideal for those seeking privacy and authenticity. A private heated infinity pool, sea glimpses, and independent suites with outdoor spaces make every stay unique. To enrich your experience: - welcome kit with local products and our olive oil - private chef, yoga, and tailored experiences on request - early check-in/late check-out (when possible) - dedicated concierge to live Puglia like a local
4.97 out of 5 average rating, 29 reviews
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, 111 reviews
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
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
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
Casa Sotto L'Arancio • Rustic Townhouse & Pool
Casa Sotto L’Arancio is a serene hideaway in the heart of Carovigno’s historical centre and is located 30 minutes from Brindisi Airport and just 10 minutes to both Ostuni and Puglia’s Adriatic coastline. Once part of a 17th-century monastery, the house has been lovingly restored and features vaulted ceilings, a private courtyard, an outdoor plunge pool and dining space allowing you to live slowly and feel connected to the heart of Puglia.
5.0 out of 5 average rating, 19 reviews
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.
5.0 out of 5 average rating, 3 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.
4.95 out of 5 average rating, 44 reviews
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
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, 100 reviewsPopular amenities for San Michele Salentino holiday rentals
Other great holiday rentals in San Michele Salentino

Trullo Paradiso Experience
5.0 out of 5 average rating, 75 reviews
trullo lantane by Pugliadamre
4.71 out of 5 average rating, 14 reviews
All'Ombra del Gelso, Trullo with Pool and Garden
5.0 out of 5 average rating, 12 reviews
“Dimora MM - Rural luxury villa”
5.0 out of 5 average rating, 8 reviews
Trullo Mest Marcucc
4.94 out of 5 average rating, 17 reviews
Marì Trullo by Pearls of Puglia
4.85 out of 5 average rating, 20 reviews
Stunning property, trullo, swimming pool & orchard
5.0 out of 5 average rating, 12 reviews
Trullo Gritti at the ancient olive grove
5.0 out of 5 average rating, 4 reviewsDestinations to explore
- Salento
- Trulli Valle d'Itria
- Punta della suina
- Zoosafari Fasanolandia
- Punta Prosciutto Beach
- Torre Guaceto Beach
- Cala Porta Vecchia
- Spiaggia Le Dune
- Togo bay la Spiaggia
- Lama Monachile
- Lido Morelli - Ostuni
- MAR.TA Museo Archeologico Nazionale di Taranto
- Trulli Rione Monti
- Porto Selvaggio Beach
- Porta Napoli
- Spiaggia di Montedarena
- Spiaggia Sant'Isidoro
- Gate Of Saint Blaise
- Palaflorio
- Dune Di Campomarino
- Castello Aragonese
- Roman Amphitheatre
- Parco naturale regionale Dune costiere da Torre Canne a Torre S.Leonardo
- Splash Parco Acquatico





