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Villa holiday rentals in Ceglie Messapica

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Top-rated villa rentals in Ceglie Messapica

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Top guest favourite
A serene outdoor area features a rectangular pool surrounded by stone paving and lush greenery. Olive trees provide shade, enhancing the tranquil ambiance. A rustic stone wall frames the setting, creating a harmonious blend with the natural landscape.
Villa
5 out of 5 average rating, 31 reviews

TRULLO DEL MORO - Vacation home in Valle d'Itria

Il trullo del Moro, in the heart of the Valle d'Itria, welcomes visitors with unparalleled expanses of olive trees, trees born on fragrant red earth, and surrounded by a succession of wonderful chromatic effects. A Saracen trullo from the 1700s and a lamia from the late 1800s are the protagonists of a skillful conservative restoration work. The new rooms, masterfully inserted into the historical-landscape context, are respectful of the ultra-centenary history of the ancient trullo house and the lamia.

Top guest favourite
A tranquil outdoor area displays a private swimming pool with clear turquoise water. Two wooden lounge chairs are positioned near the pool's edge, surrounded by lush greenery and stone walls in the background, contributing to a peaceful setting.
Villa
5 out of 5 average rating, 23 reviews

_casapetra_ private villa pool Privacy and Comfort

Benvenuti a Casa Petra, il nostro angolo di pace nella Valle d’Itria. La villa è composta da 3 lamie in pietra risalenti ai primi dell’800, finemente ristrutturate nel rispetto della tradizione pugliese. Immersa nella natura, Casa Petra offre privacy assoluta, una piscina privata, un ampio giardino con ulivi secolari e ogni comfort per un soggiorno indimenticabile. Perfetta per famiglie, coppie o amici, è il punto di partenza ideale per esplorare borghi, sapori e paesaggi autentici della Puglia.

Guest favourite
An inviting view of the house features a stone terrace adorned with comfortable chairs and a large cactus, framed by flowering plants. The entrance is marked by an arched door, and large windows allow natural light to illuminate the space.
Villa
4.88 out of 5 average rating, 25 reviews

Beautiful home set amongst olive groves of Puglia

Set amongst the olive groves of Puglia yet minutes away from Ceglie Messapica & Ostuni ‘Casa Sessana’ is the ideal place to enjoy the wonders of Puglia. Casa Sessana is a newly renovated farmhouse that sits on two acres of private land, providing both tranquillity & privacy whilst you enjoy your holiday. When you are not lazing by the pool, eating in the shade of the pergola, playing table tennis or snoozing in the hammock why not visit some of the local beaches or famous historical towns.

Guest favourite
A spacious outdoor pool area features an oversized pool surrounded by comfortable lounge chairs. A gazebo provides shade, and lush greenery adds a touch of nature. The clear blue sky and soft clouds create a serene backdrop for relaxation.
Villa
4.86 out of 5 average rating, 70 reviews

Trullo Sessana, Large pool with auto safety cover

The property is comprised of the main house which has two double suites and one family room and a stable block which has a double suite and a single and double that share a bathroom The extra large 11m by 5.5m pool The layout allows for family groups to enjoy their own private room spaces. When its time, everyone can come together under the gazebo by the pool with amazing cooking facilities using live fire. The pool area is perfect for entertaining, relaxing, eating, drinking and dancing!

Guest favourite
An aerial view captures the property’s layout, featuring a rectangular pool surrounded by lounge chairs. A spacious outdoor dining area and shaded seating beneath a pergola are visible. The white structure blends with the natural surroundings of olive trees and manicured grounds.
Villa
5 out of 5 average rating, 10 reviews

Nido Maremonte

RENDERING - FOTO WIP A few kilometers from the center of Ostuni and after a careful renovation, Ulivo d’Argento will inaugurate NIDO MAREMONTE in the heart of a secular olive grove of 7 hectares. It is surrounded by centuries-old and millenary olive trees, releasing the magic of lost, abandoned time between silence and absolute peace. The renovation, carried out respecting the ancient know-how of the Apulian artisans, enchants with its tuff vaults, lime plasters and dry-stone walls.

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.
Villa
4.99 out of 5 average rating, 115 reviews

Charming Trullo with private pool and SPA pool

Trullo Amarcord is a unique holiday home - style, luxury and charm in picturesque surroundings. In a small and quiet village with tens holiday homes, Trullo Amarcord is at just 15 minutes drive to some of the most beautiful beaches of Puglia. Inside the designer décor and sophisticated fittings complement the distinctive features of a traditional trullo even includes a SPA heatead UV disinfektion pool. So much love and attention has been lavished on the creation of this vacation home.

Top guest favourite
An aerial view showcases the villa's salt-water pool surrounded by sun loungers and illuminated pathways. Lush greenery and carefully arranged lights outline the outdoor space, while the characteristic trulli structure is visible, enhancing the tranquil setting.
Villa
4.98 out of 5 average rating, 114 reviews

Villa Fantese BR07401291000010487

Large and fresh villa, recently renovated, ideal for those who want to enjoy their holidays in a green oasis near Cisternino and Ostuni. The Villa has 6 rooms: 3 bedrooms, 2 bathrooms, living room-kitchen. Outside you will find: saltwater pool with whirlpool, gazebo, outdoor showers, barbecue, deck chairs, outdoor seating area, private parking. Strategically located near Ostuni, Cisternino, Martina, Locorotondo, Alberobello, Beaches of Fasano, Ostuni and Monopoli. Bikes available

Guest favourite
A spacious outdoor area features a well-maintained lawn and a refreshing pool surrounded by lounge chairs. Umbrellas provide shade, while soft lighting enhances the tranquil ambiance of the stone-clad villa in the background, set among olive trees.
Villa
4.91 out of 5 average rating, 22 reviews

Borgo Montetorto, heated pool and private spa

Welcome to Borgo Montetorto, your corner of paradise in Puglia, where luxury and authenticity meet. Exclusive villa in masseria style for 8 guests, with heated pool and private spa with hydromassage, steam room and emotional shower. We have a private trullo suite with a hot tub. Outside you will find a fully equipped kitchen and dining area with a meat/fish barbecue and stone pizza oven. Relaxation and elegance for an unforgettable stay among centuries-old olive trees.

Superhost
This image presents a charming Masseria set within a lush countryside, with expansive views of olive trees and the nearby sea. The structure features rustic stonework and blue shutters, complemented by a private pool surrounded by manicured gardens, providing a serene ambiance.
Villa
5 out of 5 average rating, 4 reviews

Masseria Bensistà

Welcome to Masseria Bensistà, a secluded gem nestled in the enchanting landscape of Ostuni at just 3 km away from the sparkling Adriatic Sea. This exclusive Masseria, an old fortified countryhouse, offers an intimate getaway for just six guests, ensuring a uniquely personal and luxury experience. The Masseria has been lovingly restored to showcase its authentic charm, retaining the essence of its historical architecture while incorporating modern comforts.

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

Luxury villa with heated pool | Villa Amureè

Villa Amuree is surrounded by ancient olive trees in the heart of Puglia, just 5 minutes from Ostuni and 7 minutes from the sea. A luxury villa featuring a private and heated infinity pool, a large garden with sea view, an outdoor kitchen with BBQ, and three ensuite bedrooms. With 4 bathrooms in total and space for up to 6 guests, it’s the perfect retreat for those seeking privacy, comfort, and an authentic Apulian atmosphere between countryside and sea.

Guest favourite
A serene outdoor space features a rectangular pool surrounded by sun loungers under shaded canopies. The modern villa, constructed with local stone, complements the natural landscape. Olive trees and native plants are scattered throughout, contributing to the tranquil environment.
Villa
4.9 out of 5 average rating, 10 reviews

Villa with pool and trulli, Ostuni Puglia

Terra Quieta is an exclusive refuge immersed in the quiet of the Apulian countryside, where the timeless charm of a four-cone trullo blends with the essential elegance of a contemporary villa. A perfect balance between authenticity and design, enriched by a pool designed to swim and contemplate the landscape. An experience of silence and nature, ideal for those looking for beauty, space and discreet luxury, away from the daily hustle and bustle.

Luxe
A traditional Puglia estate is depicted, showcasing a saltwater pool reflecting the crisp white walls of the adjoining structures. Sun loungers are arranged near the pool, with olive trees providing shade in the background. Floor-to-ceiling windows allow ample natural light.
Villa
4.88 out of 5 average rating, 32 reviews

Che Bello Trullo: piscina - jacuzzi - pallavolo

Olives and fruit hang heavy on the branches of trees shading this traditional Puglia estate. Crisp white walls reflect in the saltwater pool, and outdoor areas are strung with hammocks and dotted with a ping-pong table. Modern additions flow seamlessly into restored trulli; floor-to-ceiling windows flood the complex with light. It’s a short drive to dining in the town of Ceglie Messapica. Copyright © Luxury Retreats. All rights reserved.

Popular amenities for villa rentals in Ceglie Messapica

Quick stats about villa rentals in Ceglie Messapica

  • Total holiday rentals

    Explore 10 holiday rentals in Ceglie Messapica

  • Nightly prices starting at

    Ceglie Messapica holiday rentals start at € 61 per night before taxes and fees

  • Verified guest reviews

    Over 210 verified reviews to help you choose

  • Wifi availability

    10 of Ceglie Messapica holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Ceglie Messapica rentals

  • 4.8 Average rating

    Ceglie Messapica stays are highly rated by guests – averaging 4.8 out of 5!

Destinations to explore

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