Vacation rentals with a pool in South Italy

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.

4.93 out of 5 average rating, 273 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)

An inviting pool area features clear water surrounded by comfortable lounge chairs. The historic building, adorned with lush greenery, showcases an elegant terrace above. Sunlight brightens the scene, enhancing the tranquil ambiance of the outdoor space.

4.95 out of 5 average rating, 22 reviews

Entire Villa, Cilento Paestum 28 people!

Att: On Airbnb is not allowed to write more than 16 guests so the price indicated is per person. Domus Laeta is a historic house that conveys all the charm and glamour of the past. In Giungano (Paestum) ,Cilento National Park (UNESCO) a few miles from the beaches is south-facing and enjoys wonderful views across the valley to the sea with views of Capri and the Amalfi coast. Is an Agritourism, B & B, hotel, Villa or other, but the management is and will be always family-run, from 5 centuries!

5 out of 5 average rating, 164 reviews

A private pool is framed by a stone archway, surrounded by whitewashed walls and a landscaped courtyard. The contemporary design features clear water reflecting sunlight, with seating areas positioned for relaxation. The overall setting combines modern elements with traditional architectural details.

Loft

Your design home with private Pool and patio

L'alloggio è una casa storica con un appartamento nuovissimo e una piscina privata in cui puoi rilassarti e rinfrescarti. Il loft si trovai trova in un punto strategico, tra Palermo e Trapani e puoi raggiungere con facilità l'autostrada. L'appartamento è adatto a coppie, coppie con bambini e avventurieri perché è immerso nell'autentica campagna siciliana. Nell'alloggio inoltre troverai una cucina ben attrezzata e tutto il necessario per una piccola colazione. è necessario avere una macchina

4.98 out of 5 average rating, 51 reviews

Trullo

Trullo Perla Greta - Villa & Private Heated Pool

An authentic experience in Apulians Trulli. At Trullo Perla Greta you will find privacy, style and relax. Its elegant interiors reflect the Apulian tradition, keeping however all modern comforts. With a total of 3 bedrooms and 3 bathrooms, this villa is ideal for a family or a group of friends. From the abode you will admire a unique lookout of Valley d’Itria. A real refuge surrounded by olive trees but which is only a five-minute drive from the centre of Alberobello. #Trulloperlagreta

A spacious outdoor area features a tranquil pool surrounded by sun loungers, set against lush greenery and trees. The traditional trullo structure is visible to the left, showcasing its unique architecture amidst a serene landscape.

4.99 out of 5 average rating, 105 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.

The outdoor pool area features several lounge chairs shaded by large umbrellas, surrounded by neatly manicured greenery and tall cypress trees, creating a serene atmosphere.

5 out of 5 average rating, 103 reviews

"Il Palmento" of Villa Clelia 1936

Nestled in an ancient olive grove of about four hectares, our Palmento is available to travelers wishing to discover the enchanting Ionian coast of Calabria. The house is rented for exclusive use, completely renovated and equipped with every comfort. Bright, quiet, surrounded by the estate's gardens (where our family home is also located) and with an outdoor patio. 5 minutes from the beaches, the Archaeological Park of Locri Epizefiri and 10 minutes from the village of Gerace.

An outdoor area is captured at dusk, featuring a rectangular pool with steps leading down into its illuminated water. Sun loungers are arranged beside the pool, and a shaded seating area is visible, surrounded by neatly trimmed trees lining the pathway.

5 out of 5 average rating, 34 reviews

Masserina D'Aloia - Little treasure in nature

After two years of pain-staking renovation, we are finally ready to present our little gem. Originally used to press grapes, we converted the old stone building into a unique space that has a refreshing balance between authenticity and style. Although you can disconnect here in nature, it’s super close to the sea (5min) and the charming villages of Carovigno (5min) and Ostuni (20min). Brindisi airport is 20min away.

A tranquil swimming pool is surrounded by a stone border and lush greenery. Lemon trees and olive trees are visible in the background, offering a serene and natural setting. Sun loungers are placed on the grassy area beside the pool for relaxation.

5 out of 5 average rating, 20 reviews

Casa Melangolo - Wisteria

Meticulously restored to its original charm, the two bedroom apartment is an independent section of Casa Melangolo, a XIX century villa surrounded by lemon and olive tree groves. With stunning views over mount Vesuvius and the bay of Naples, it's a space to slow down and connect with nature. The property offers two swimming pools, a sauna, outdoor spaces for aperitivo and dinners on request.

4.97 out of 5 average rating, 149 reviews

A clear swimming pool is framed by wooden decking and surrounded by lush greenery. The stunning view overlooks rolling hills and the coastline, with the ocean visible in the distance under a partly cloudy sky.

Vacation home

Panoramic Etna villa with sea view pool

Exclusive villa on Etna, 550 meters above sea level, located in Puntalazzo-Mascali. It is 45 km from Catania airport and 35 km from Taormina. Large green spaces with barbecue area, swimming pool and view of the Ionian coast. The interior includes a large bedroom with kitchen and appliances, bathroom, air conditioning and Wi-Fi connection.

4.98 out of 5 average rating, 129 reviews

Winery house with pool and amazing view

The house is an old southern Italian villa, located in a rural area next to Badolato’s old village. The location is still used as a winery by our family. You will appreciate the wonderful view of the medieval village, the Ionian Sea, the surrounding vineyards, while also experiencing the authentic southern Italian lifestyle.

4.98 out of 5 average rating, 162 reviews

Seaview Villa with Large Pool and Great View

Bianca Lamafico is a beautiful holiday rentals villa with private pool in Puglia, situated in stunning countryside outside of Polignano a Mare. You will find yourself in a peaceful setting with the coast and fine sandy beaches no more than 10 km away. The villa has three bedrooms and can accommodate up to 8 guests.

An inviting infinity pool is set against a serene landscape, surrounded by olive trees and lush greenery. A shaded pergola is positioned nearby, complementing the outdoor space designed for relaxation. The pool reflects the clear blue sky, offering a tranquil atmosphere.