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Holiday rentals in Punta Penna

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Top-rated holiday rentals in Punta Penna

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Top guest favourite
A tranquil swimming pool glistens under a clear blue sky, bordered by spacious stone patio areas. Comfortable lounge chairs are positioned around the pool, complemented by shaded umbrellas. A wooden pergola provides outdoor seating, surrounded by olive trees and landscaped greenery.
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)

Top guest favourite
A traditional Trullo is depicted, featuring conical rooftops and smooth white walls. Flanked by leafy trees, a set of steps leads to the entrance, enhancing the structure's unique design. Natural stone and green accents complement the serene outdoor setting.
Holiday home in Carovigno
4.98 out of 5 average rating, 89 reviews

Trullo Mar Del Sur

Live a unique experience, in a charming atmosphere. Surrounded by olive trees, nature and with the sea a few kilometers away, you'll find Trullo Mar del Sur. It's not just a special place to stay, it's a whole philosophy of life... Dare to stay in the heart of Carovigno, but with the privacy of living in the countryside. Be surprised every morning with a breakfast of local foods, harvested and cooked with love. Due to its strategic location, you'll have the best spots just a few minutes away.

Guest favourite
A spacious rooftop terrace features a white pergola providing shade over a dining area with a table and chairs. Potted plants and flowers enhance the space, while a small outdoor kitchen is visible. The panoramic views of the surrounding town and sea create an inviting atmosphere.
Holiday home in Ostuni
4.95 out of 5 average rating, 155 reviews

Casa Palmira - Panoramic terrace with kitchen

Stunning renovated spacious luxury one bedroom 2nd floor apartment 55 m2, with high ceilings, stone floors and panoramic rooftop terrace with exceptional views of the town and sea in quiet and location. The spacious bedroom has a king size bed with a quality 22 cm mattress ( 180 x 200 ) and private balcony. The sitting room has a small winter kitchen with hob and a small fridge. The rooftop kitchen is fully equipped on the upper level accessible with a staircase.Casa Mima in same building

Top guest favourite
Home in Ostuni
4.98 out of 5 average rating, 184 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
A terrace offers panoramic views of the surrounding area, showcasing a distant coastal line and the historic cityscape. Sun loungers are positioned on the tiled floor, with a potted plant adding a touch of greenery. Bright blue skies create a serene atmosphere.
Home in Ostuni
4.89 out of 5 average rating, 131 reviews

La Perla

The apartment is a few minutes from Piazza di Sant'Oronzo (historic center) Renovated in 2020, the apartment is on three floors: First floor with kitchen, living room, bathroom (and balcony). second floor consisting of a bedroom, bathroom and panoramic terrace. There are some high stairs to climb! The first beach area of Ostuni is 6 km away. Free parking at the Sacred Heart Convent of the Friars Minor. You have to pay the tourist tax separately. (€2 per person for a maximum of 5 nights)

Superhost
A white, single-story house is nestled among olive trees, providing a natural setting. Large windows reflect the surroundings, while a covered patio area offers seating and relaxation options. The landscape features native plants and a sandy path that connects the home to its tranquil environment.
Home in Carovigno
4.9 out of 5 average rating, 124 reviews

The sweetness of doing nothing

In the Apulian countryside, a detached house among centuries-old olive trees ideal for a couple, consisting of: living room with kitchenette and fireplace, a double bedroom and bathroom. Porch with barbecue and sink. Outdoor shower and stonework bench in the shade of olive trees in the large Mediterranean garden. The house enjoys total privacy. Ideal place to relax, enjoy contact with nature, visit places of art, explore the wonderful Apulian coasts and taste the famous Apulian cuisine.

Guest favourite
Home in Carovigno
5 out of 5 average rating, 20 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 favourite
A panoramic view showcases a well-lit swimming pool surrounded by lounge chairs, set amidst lush greenery. The landscape features olive trees and a gently rolling terrain, creating a serene atmosphere under a twilight sky.
Trullo in Ostuni
5 out of 5 average rating, 24 reviews

Trullo Esteso, panoramic pool and absolute peace.

Trullo Esteso is a place of peace, a set of environments designed to welcome you and experience days of deep serenity. Just 5 km from the wonderful Ostuni, you will be welcomed by a large private parking lot that will lead you to the property, consisting of a 3-cone trullo combined with a recently renovated lamia. The panoramic swimming pool and outdoor spaces will be the protagonists of your days, inside you will find two bedrooms and three bathrooms, kitchen and living room.

Top guest favourite
A shaded outdoor structure overlooks a serene swimming pool, with lounge chairs positioned for relaxation. Lush greenery and ancient olive trees frame the area, enhancing the natural setting in this tranquil countryside location.
Holiday home in Ostuni
5 out of 5 average rating, 14 reviews

Masseria Paradiso'Trulli in Ostuni Puglia

You’ll love this place for its true simplicity: trulli surrounded by the Apulian countryside, a private heated pool, and the quiet that invites you to slow down. Every piece of furniture was chosen with care from local markets. Here, light shifts gently, the air feels still and clear, and hospitality is discreet, sincere, and thoughtful. Just a few minutes from Masseria Paradiso, it shares the same spirit of harmony and attention. A genuine retreat in the heart of Puglia.

Guest favourite
Trullo in Carovigno
4.96 out of 5 average rating, 139 reviews

Trullo Nonna Pina

Antico Trullo Saraceno del 1400 appena ristrutturato. In un’unico spazio e’ stata creata una zona con letto matrimoniale, una piccola cucina fornita di tutto e con lavastoviglie, un bagno con ampia doccia e una veranda privata con ombrellone, sdraie e tavolino . Il trullo non e’ isolato ma posizionato in un area con altri 2 trulli adibiti ad affitti (un piccolissimo villaggio) . Di fronte al trullo vi e’ una pineta con area relax e tanto spazio per poter camminare .

Top guest favourite
The infinity pool reflects the warm hues of a sunset, creating a serene view over the surrounding landscape. Olive trees and manicured gardens provide a natural setting, while lounge chairs are positioned nearby for relaxation.
Trullo in Ostuni
4.95 out of 5 average rating, 195 reviews

Lacinera apartment in Trullo "La Vite"

This unique space, carved inside traditional trulli, has its own charm and lets you experience the true spirit of the Itria Valley. You enter through an old strawberry‑grape pergola. The kitchen and bathroom are set in the alcoves, while the dining and sleeping areas are located in a saracen trullo and a tall‑cone trullo. The private patio and nearby infinity‑edge pool offer views of the valley and the skyline of Ceglie Messapica.

Top guest favourite
Two characteristic trulli structures are illuminated under a twilight sky, displaying a private hot tub in the foreground. The rustic stone walls and conical roofs reflect traditional architecture. Surrounding greenery and light pathways enhance the serene outdoor space.
Trullo in Locorotondo
4.89 out of 5 average rating, 227 reviews

Trullo Trenino with private Jacuzzi

Spend an unforgettable holiday in the enchanting surroundings of the little town of Locorotondo (60 km from Bari and Brindisi airports). The accommodation consists of 4 ancient "trulli" dating back to the 16th century and recently renovated with all comforts (equipped kitchen, air conditioning, private courtyard and parking). Choose Trullo Trenino to live the unique experience of staying in a trullo.

Popular amenities for Punta Penna holiday rentals

  1. Airbnb
  2. Italy
  3. Apulia
  4. Punta Penna