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Vacation rentals in San Michele Salentino

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Top-rated vacation rentals in San Michele Salentino

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Guest favorite
The outdoor area features a charming stone structure with a traditional conical roof, surrounded by majestic olive trees. A spacious patio provides seating areas with lounge chairs and colorful cushions, inviting relaxation among the natural landscape.
Trullo in San Michele Salentino
4.98 out of 5 average rating, 53 reviews

Il trullo della Quercia - outdoor kitchen

The Trullo della Quercia is in a park of olive trees and majestic oaks in San Vito dei Normanni. A 17th-century stone structure with ancient cones and surrounded by rare and precious objects. It can accommodate a family of three and is located within twenty minutes of the Torre Guaceto Reserve, just 2000 meters from the ancient village. An outdoor kitchen equipped with an oven on the veranda in front of the house. A ten-minute drive from Ostuni, the "White City". Shops and trattorias are 2.5 km away.

Top guest favorite
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
4.94 out of 5 average rating, 94 reviews

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.

Guest favorite
Casa particular in Ostuni
5 out of 5 average rating, 6 reviews

New Ostuni Luxury Pool Amazing Relax Romantic WiFi

Circondato dal silenzio della campagna pugliese, L'Agrumeto è un rifugio dove il tempo rallenta e le giornate mantengono un ritmo più armonioso. Qui due comode camere da letto “separate distaccate” assicurano serenità e comfort: 🏝️ Una Fantastica piscina immersa nella natura per rilassarsi a pieno e non nuotare. 🍳 Una cucina pienamente attrezzata 🔥 Aria Condizionata e riscaldamento 🌿 Un grande spazio esterno arredato Il luogo perfetto per chi desidera vivere la Puglia più autentica.

Top guest favorite
Trullo in Ostuni
4.95 out of 5 average rating, 19 reviews

Saracen trullo with a view of the olive trees

A wonderful, expertly renovated Saracen trullo, immersed in a large plot of red earth, olive trees, almond trees and fig trees, between dry stone walls and cicadas, offers a break of serenity and well-being from the hustle and bustle of everyday life or a very central base among the beauty of Puglia to discover. Two independent bedrooms with private bathrooms, a living room with a living area, kitchen, sofa bed and half bathroom, and an outdoor patio for outdoor dinners and lunches, await you!

Superhost
Trullo in San Michele Salentino
5 out of 5 average rating, 4 reviews

Trullo Nomad Glass Cube

Enjoy a unique experience in this luxury trullo in the heart of 2 hectares of olive groves. Contemporary design combined with the authenticity of Puglia, with two elegant suites, high-end furniture, noble materials and a glass cube housing a century-old olive tree. Enjoy a large swimming pool with panoramic views, shaded terraces, corner and quick access to Ostuni, Alberobello and beaches Perfect for 4 adults + 2 children. An exclusive place to recharge your batteries in complete serenity

Top guest favorite
The trullo features a stone exterior with a whitewashed finish, surrounded by gravel and landscaped areas. A private veranda is visible, showcasing a small table, chairs, and a large umbrella for shade, offering a peaceful outdoor seating arrangement.
Trullo in Carovigno
4.96 out of 5 average rating, 162 reviews

Trullo Nonna Pina

Ancient Saracen Trullo from the 1400s, recently renovated. In a single space, an area has been created with a double bed, a small kitchen equipped with everything and with a dishwasher, a bathroom with a large shower, and a private veranda with an umbrella, deckchairs, and a table. The trullo is not isolated but located in an area with 2 other trulli used for rentals (a very small village). In front of the trullo there is a pine forest with a relaxation area and plenty of space to walk .

Top guest favorite
A serene outdoor area features a salt-water pool surrounded by lounge seating. The landscape is complemented by traditional trullo structures in the background, set against a clear blue sky. Natural elements, such as olive trees and greenery, enhance the tranquil atmosphere.
Trullo in Alberobello
4.96 out of 5 average rating, 141 reviews

Trulli Ad Maiora, charming trulli with private SPA

Local trullari masters have revived this magical place using local techniques and materials. The result is a private property where you can spend a real experience. From the zero-km fruit and vegetables of our organic garden to the jogging path in the countryside where there are 1950 native plants and 45 olive trees. From the intimate SPA usable in both summer and winter to the majestic gazebo allocated on the farmyard where once the wheat was beaten. Alberobello is only 1.5 km away.

Guest favorite
A canopy bed is placed centrally in a room adorned with textured stone walls. Soft bedding and decorative pillows create a soothing aesthetic. Two vintage trunks in a pale blue color sit at the foot of the bed, complemented by intricate patterned tiles on the floor.
Home in Carovigno
4.97 out of 5 average rating, 31 reviews

MUSA DIVA Private Penthouse & Pool

Musa Diva da parte di una collezione di antiche dimore disegnate da Olenkainteriors. Gode di 2 camere da letto, una con bagno ensuite. Il grande living e la cucina attrezzata affacciano su una grande terrazza dotata di zona solarium, zona pranzo , zona lounge e bellissima plunge pool. La casa si trova in una zona tranquilla circondata da giardini che danno l’impressione di trovarsi in campagna anche se il centro storico si trova a pochi passi. Una vera oasi di pace per intenditori .

Top guest favorite
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
5 out of 5 average rating, 109 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

Guest favorite
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
4.96 out of 5 average rating, 107 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.

Guest favorite
Home in Ostuni
4.91 out of 5 average rating, 80 reviews

Farmhouse Citrignano with Private Pool

Masseria Citrignano: Exclusive Luxury Masseria for Rent with Private Pool near Ostuni Experience the timeless elegance of Puglia at Masseria Citrignano, a stunning luxury masseria for rent situated in the heart of the Upper Salento. Perfectly positioned between the "White City" of Ostuni and the gourmet village of San Michele Salentino, this ancient estate has been masterfully restored to preserve its original soul while offering world-class modern comforts.

Guest favorite
Trullo in Alberobello
4.97 out of 5 average rating, 30 reviews

The Cloister of the Medici - 104

Dominated by its old stone walls finely restored with ancient crafts and its "cummerse" vaults, stands Junior Suite 104. A King Size bed that will pamper you, from which, through a historic vaulted arch, you can access a bathroom area where the tub, once a watering hole for the animals that populated it, is the star. Francesco wanted to enhance it without disrupting it too much so as not to affect its beauty and give you a one-of-a-kind experience.

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