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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 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
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.

Top guest favourite
A serene living area is presented, featuring a light-colored sofa adorned with pillows, complemented by a woven rug. A wooden coffee table rests in the center, while a sleek lamp and a potted plant add subtle decorative elements. A small window allows natural light to enter.
Home
4.98 out of 5 average rating, 89 reviews

CASA LUCE • Charming residence with garden

Casa Luce è una location ideale perché si trova a pochi passi dall'affascinante centro storico e pochi passi dal centro nuovo con negozi di ogni genere. Parcheggi gratuiti nelle immediate vicinanze. Ogni ospite troverà al suo arrivo una bella bottiglia di buon vino locale e snack tipici oltre tutto l'occorrente per un buon gin tonic da gustarsi nel delizioso giardino privato attrezzato. La colazione è inclusa. Amiamo far sentire i nostri ospiti a casa, ci siamo per consigli o necessità varie.

Guest favourite
The exterior of the villa is portrayed, featuring a clean, modern design with white walls and a spacious terrace. A dining area is visible near the swimming pool, surrounded by lush greenery. Large glass doors allow for natural light to enter, emphasizing a connection with the landscape.
Villa
4.88 out of 5 average rating, 8 reviews

Exclusive villa in Puglia

Nestled among the ancient olive trees of the Apulian countryside, in a place where time seems to stand still, this contemporary villa offers a luxurious retreat just steps away from the Torre Guaceto nature reserve, a protected area of rare beauty where wild nature meets crystal-clear sea. An oasis of peace that blends architecture and design with the unspoiled beauty of Puglia, allowing guests to escape the hectic pace of modern life and reconnect authentically with nature and themselves.

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
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.

Top guest favourite
A spacious villa features a white exterior with decorative balustrades and stone steps leading to the entrance. A tiered fountain is visible in the foreground, surrounded by greenery. The sky shows hints of sunset, adding a warm glow to the scene.
Villa
4.92 out of 5 average rating, 137 reviews

VILLA LEO

The villa located in Ostuni sea area is ideal for those who want to relax. Immersed in the Mediterranean scrub, it is just a 5-minute walk from the sea in a very quiet area. Nearby, 3 km away, there are all the amenities: cafes, supermarket, pharmacies, etc. It offers a beautiful veranda overlooking the sea, a fully fenced garden. It is 30 km from Brindisi airport, 9 km from Ostuni. Its location allows you to quickly reach all the main tourist resorts such as Polignano a mare, Monopoli...

Superhost
A shaded outdoor terrace features a metal table surrounded by three folding chairs. A small potted plant rests on the table, with views of olive trees and lush greenery in the background.
Home
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
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
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
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 charming outdoor seating area is framed by vibrant pink bougainvillea. Natural wood furniture, including a sofa and two green-accented side tables, creates a warm space. A built-in bench and various cushions provide comfort, while the white trullo structure adds to the serene environment.
Holiday home
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.

Top guest favourite
A serene exterior view reveals a white structure nestled among olive trees and lush greenery. The building is framed by natural rock formations, contributing to the authentic rural charm of the surroundings.
Trullo
4.95 out of 5 average rating, 193 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.

Guest favourite
Villa
4.95 out of 5 average rating, 22 reviews

Luxury villa with heated pool | Villa Amureè

Villa Amuree is a private oasis among ancient olive trees in Puglia, just 5 minutes from Ostuni and 7 from the sea. A refined luxury villa with a private heated infinity pool, open sea views, Mediterranean garden and outdoor kitchen with BBQ for sunset dinners. Three independent suites with en-suite bathrooms, 4 bathrooms in total and premium comfort for up to 6 guests. Privacy, tranquility and authentic Apulian charm.

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
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