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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
A shimmering private pool reflects the clear sky, surrounded by a spacious garden with mature olive trees. The rustic stone building features a white wall and chimney, set against a backdrop of scattered clouds, enhancing the serene outdoor environment.
Trullo in Ceglie Messapica
4.95 out of 5 average rating, 132 reviews

Historic Villa and Trullo With a Private Pool

This villa and trullo from 1780, named trullo Fedele Bonotto, have been fully restored but still sit among the centuries-old olive trees of the area. Admire the historic stone walls, lounge in the private pool and solarium, and enjoy the beautiful garden area, all exclusive to guests and their privacy- The staff who takes care of the cleaning of the external and internal spaces of the property strictly follow the sanitary rules foreseen for Covid-19, before the arrival of each guest, full sanitation is carried out, the size of the house and the large garden absolutely guarantee the social security distances and contactless The villa, with centuries-old olive trees, has a dining area and fully equipped kitchen with utensils and crockery, dishwasher, fridge, oven. Thanks to a corridor you get to the two double bedrooms, each with its own bathroom. Detached from the villa, with separate entrance, you access the trullo, about 50 m2 large, where there is a double bed, a sofa / double bed and a private bathroom. In the outdoor area there is a large table with 10 chairs, several seats, a barbeque and the swimming pool for the exclusive use of guests. Also attached to the villa is the boiler room with laundry, complete with washing machine. The entire structure is for the exclusive use of guests who can live in this unforgettable moments of rest and tranquility! Guests have the exclusive use of the whole villa and of the attached trullo, and the entire outdoor area, which includes the living room, the swimming pool and the laundry. Immersed in the breathtaking countryside, the home is located close to the center of Ceglie Messapica. Dine at exceptional family-owned restaurants, browse through the local markets, and go for a hike or bike ride through the valleys. you have a park for your car, in 20 mintes you arrive on the Adriatic sea beaches, in 30 minutes you can arrive on the Ionico sea beaches.

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
4.93 out of 5 average rating, 89 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.

Top Guest favourite
The exterior of a traditional trullo displays its distinctive conical roofs and natural stone walls. Potted plants adorn the entrance, and sunlight highlights the rustic architecture, creating a warm ambiance. A sunshade extends to provide shade to the outdoor area.
Home in Ostuni
4.94 out of 5 average rating, 282 reviews

THE SEVEN CONES - TRULLO EDERA

A renovated trullo in a peaceful location in the countryside with authentic style, most of the interiors are recycled or old furniture reinvented in a modern-functional way. Has 1 double bedroom and 1sofabed in the living room.A newly renovated bathroom with shower,fully equipped kitchen,washing machine and lots of space outdoor (one terrace accessible from the bedroom and one on the other side with bbq Access to the swimming pool is shared with the guests of the other 2 properties (no external)

Superhost
Trullo in Ceglie Messapica
5 out of 5 average rating, 4 reviews

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!

Guest favourite
An outdoor patio is featured, shaded by a wooden pergola. A large dining table with several chairs is positioned beneath the structure, surrounded by lush greenery. A view of the sea is visible in the background, enhancing the tranquil setting.
Home in Ostuni
4.96 out of 5 average rating, 56 reviews

La CABANE OSTUNI Sea View Holiday Home

La Cabane é un'antica dimora di campagna dal sapore rustico. É circondata da ampio terreno privato con vigna e uliveto. Presenta 2 camere da letto, angolo cucina, soggiorno , un bagno design con vasca in muratura, un grande patio esterno ed una meravigliosa terrazza vista mare. La Cabane si trova tra il centro di Ostuni ( 3 km) ed il mare ( 4 km) Tutta la proprietà é ad uso esclusivo dei nostri ospiti durante il loro soggiorno. Una location da sogno nella più assoluta privacy & tranquillità !

Top Guest favourite
The living area features high vaulted ceilings with stone archways. A neutral-toned sofa is arranged beside a patterned rug, complemented by wooden chairs. Natural light streams through a large window, illuminating a small dining area with modern decor and a sleek flat-screen television.
Home in Ostuni
4.98 out of 5 average rating, 188 reviews

That’s Amore- Design Home&Private Terrace

CIS: BR07401291000000188 CIN: IT074012B400033730 Vivi la magica sensazione di trovarti tra passato e presente: è una dimora storica! I pavimenti d'epoca e le pareti in pietra fanno da sfondo a un ambiente arredato con oggetti di design, vecchie ceramiche e mobili locali. L'ampio terrazzo privato, con solarium e doccia calda, saprà entusiasmarti: potrai rilassarti con un bicchiere di vino al tramonto, godere del sole su comodi lettini o preparare una cena in una magica atmosfera pugliese.

Guest favourite
An inviting infinity pool reflects the clear blue sky, surrounded by a spacious lawn and mature olive trees. The traditional trullo structure is visible in the background, showcasing its characteristic conical roof and the natural stone façade, blending harmoniously with the surrounding landscape.
Villa in Ostuni
4.94 out of 5 average rating, 31 reviews

Trullo La Sacchina - Le Case di Valentina

Have you ever dreamed of having an exclusive villa with a garden and an incredible infinity pool just for the two of you? Trullo La Sacchina, ideal for two people, offers exactly that. Located in the Ostuni countryside, Trullo la Sacchina has been expertly renovated and made comfortable and modern, while maintaining its original charm. Ideal for a couple or a family with 2 children, Trullo La Sacchina is surrounded by a large and well-kept English lawn, completely available to guests.

Guest favourite
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
4.95 out of 5 average rating, 132 reviews

Trulli Ad Maiora, charming trulli with 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.

Top Guest favourite
An aerial view of a traditional white villa surrounded by lush Mediterranean greenery. The property features two distinct buildings, a large terrace, and shaded outdoor seating areas. A swimming pool is visible amidst the trees, contributing to the peaceful atmosphere.
Home in Fasano
5 out of 5 average rating, 20 reviews

[sea 10 mins far] Villa pool and terrace sea view

Torretta Le Feritoie ti da il benvenuto in Puglia! Sospesa tra le campagne rigogliose della Valle d'Itria e gli scorci mozzafiato sulla Costa Adriatica, Torretta Le Feritoie è una dimora storica vista mare, dove architettura tradizionale e design contemporaneo si incontrano. Progettata per integrarsi al meglio con il territorio, la Torretta è il giusto punto di partenza per un'esperienza made in Puglia, tra ritmi lenti della vita mediterranea, tradizioni locali e comfort moderni.

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
5 out of 5 average rating, 100 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 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
4.96 out of 5 average rating, 101 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 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
4.92 out of 5 average rating, 13 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.

Popular amenities for San Michele Salentino holiday rentals

  1. Airbnb
  2. Italy
  3. Apulia
  4. Brindisi
  5. San Michele Salentino