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Holiday houses in Punta Penna

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Top-rated holiday rentals in Punta Penna

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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)

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, 186 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
The exterior features a serene pool illuminated by soft lighting, surrounded by lush greenery and palm trees. A charming gazebo adds a focal point, while the villa's spacious terrace showcases comfortable seating. An inviting outdoor dining area enhances the tranquil ambiance of the surrounding landscape.
Home in Ostuni
4.92 out of 5 average rating, 49 reviews

Luxury Private Pool Villa Ostuni AC WiFi Privacy

OSTUNI - Luxury villa, with private pool with salt water, with 3 bedrooms and 3 en-suite bathrooms. The villa can accomodate 6 adults and 2 children . Concierge service 24/7 Perfectly located to explore the entire Puglia, 5 km from sea, 5 km from Ostuni center. Bed linens and towels provided. Weekly clean-up of the villa, with change of linens/towels, and of the pool. Private onsite parking, barbecue, Sea view. Dishwasher, American coffee machine, espresso coffee, microwave, kettle.

Top Guest favourite
The exterior view showcases the charming architecture of the Trullo with conical roofs, set against a clear blue sky. Lavender plants provide a pop of color in the foreground, while a paved terrace leads to steps ascending to the main entrance.
Trullo in Ceglie Messapica
5 out of 5 average rating, 28 reviews

Trullo San Pietro

Trullo San Pietro is set amongst a beautiful olive grove along with almond and fig trees. The Trullo has an elevated and panoramic view of the protected woodlands of Bosco San Pietro. Designed to be a peaceful and rural retreat, Trullo San Pietro has a salt water infinity pool, an indoor and outdoor dining room, a little kitchen, and 3 independent bedrooms each with ensuite bathrooms. Simple living set within stunning natural surroundings that are typical of this beautiful area of Italy.

Top Guest favourite
A spacious bedroom features a large bed with a white duvet and red striped pillows. An artistic light fixture hangs above, illuminating the eclectic decor. Vintage tile floors are visible, while a staircase leads to a loft area. Large windows allow natural light to enter.
Home in Monopoli
5 out of 5 average rating, 74 reviews

" the Photographer’s house “ Monopoli - OldTown

Palazzo Martinelli is one of the most scenic landmarks in Monopoli, situated in the old harbour of Monopoli right by the sea. It hosts „Monopcasa“ a charming holiday home perfect for 2 guests. Stefan Braun, who is called „Il Fotografo“ by the locals has carefully restructured the place dating back to the 17th century by keeping many of its historic details like the old tile floors, wooden shutters and high ceilings. The interior is an eclectic mix of interiors and the black and white

Guest favourite
A serene bedroom is presented, featuring a spacious bed with crisp white linens and soft brown accents. The light blue throw blanket is draped casually over the bed, and ethereal curtains hang overhead. Decorative wall lights and a small side table complete the inviting space.
Home in Carovigno
4.98 out of 5 average rating, 53 reviews

MUSA AQUA Private House & Pool

The Aqua Muse is part of a collection of ancient homes designed by Olenkainteriors. It features a double living room with vaulted ceilings, a kitchen area with a counter, a bathroom, and a terrace with a plunge pool. The bedroom has an additional en-suite bathroom and overlooks the terrace. The lounge area can become a comfortable bedroom with a sofa/bed and a dedicated bathroom. La Musa is 200 m from the central square and is close to restaurants and bars, within walking distance.

Guest favourite
A tranquil outdoor setting features a clear swimming pool surrounded by lush green lawns. Several traditional white trulli are visible in the background along with a few trees. Lounge chairs are placed beside the pool, providing a relaxing space under the open sky.
Trullo in Castellana Grotte
4.91 out of 5 average rating, 23 reviews

Borgo dei trulli Fanelli

Located in the enchanting Itria Valley, at the junction of the territories of Castellana Grotte, Monopoli and Alberobello, the "Borgo dei Trulli Fanelli" accommodation facility has an enviable organic complex of trulli, divided into two distinct accommodation situations, and composed of six cones and three alcoves. Recently renovated in accordance with the ancient traditions of the trulli masters of the past, the village is located in an area full of history and culture.

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 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
A large pool with clear water is surrounded by multiple sun loungers. A shaded area is provided by a pergola, while a building with arched accents is visible in the background. Lush greenery is present beyond the pool area, enhancing the serene atmosphere.
Villa in Carovigno
4.93 out of 5 average rating, 30 reviews

[Luxurious Villa] Pool + Sea View

Relax in this luxurious and impressive Apulian Villa, you can enjoy a breathtaking view directly from the beautiful and large swimming pool where you can spend entire days of relaxation and fun. It enjoys an excellent location just 10 minutes from the sea and 5 minutes from the city. The villa, made of tuff, a typical Apulian material, will make your vacation unique and unrepeatable. The strategic location and its serenity make this villa a real gem.

Top Guest favourite
An inviting outdoor space features a clear swimming pool surrounded by sun loungers, set amidst lush greenery and trees. The traditional trullo with a conical roof is visible in the background, complementing the tranquil garden atmosphere.
Trullo in Selva di Fasano
4.99 out of 5 average rating, 116 reviews

Charming Trullo Amarcord with Private Pool & Spa

In our local dialect, "Amarcord" means "I remember." It is an invitation to slow down and create memories that will stay with you forever. This authentic 18th-century Trulli complex, masterfully restored, is a sanctuary where history meets high-end wellness in the elite hills of Selva di Fasano, very close to Alberobello (UNESCO World Heritage Site), Monopoli, Polignano a Mare, Ostuni, and the Adriatic coast.

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, 19 reviews

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

Welcome to Torretta Le Feritoie! A traditional villa, in full Apulian style, immersed in the lush nature of the Mediterranean maquis and with breathtaking views of the Itria Valley and its coastline! The structure is divided into 2 independent bodies: The main body: - kitchen and dining area; - full bathroom; - bedroom; Depandance: - bedroom; - full bathroom; - Turkish bath;

Top Guest favourite
A charming trullo features three conical roofs, bathed in warm outdoor lighting. In front, a small table with two chairs is positioned on a stone pathway, framed by olive trees and a colorful sunset sky, enhancing the serene atmosphere of the countryside.
Trullo in Locorotondo
4.96 out of 5 average rating, 196 reviews

LiberaMente - Trulli & Quiete Private suite

Finely restored trullo located in the countryside between Locorotondo and Alberobello, the trullo is composed of a unique environment that includes a bedroom with hob and living room, a bathroom with a large shower created inside one of our wonderful cones. At guests' disposal there is a laundry area with everything needed for laundry. In the living room there is a sofa.

Popular amenities for Punta Penna holiday rentals

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