
Vacation rentals with a pool in South Italy
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in South Italy
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Historic Villa and Trullo With a Private Pool
This villa and trullo from 1780, named trullo Fedele Bonotto, have been fully restored but still sit among the centuries-old olive trees of the area. Admire the historic stone walls, lounge in the private pool and solarium, and enjoy the beautiful garden area, all exclusive to guests and their privacy- The staff who takes care of the cleaning of the external and internal spaces of the property strictly follow the sanitary rules foreseen for Covid-19, before the arrival of each guest, full sanitation is carried out, the size of the house and the large garden absolutely guarantee the social security distances and contactless The villa, with centuries-old olive trees, has a dining area and fully equipped kitchen with utensils and crockery, dishwasher, fridge, oven. Thanks to a corridor you get to the two double bedrooms, each with its own bathroom. Detached from the villa, with separate entrance, you access the trullo, about 50 m2 large, where there is a double bed, a sofa / double bed and a private bathroom. In the outdoor area there is a large table with 10 chairs, several seats, a barbeque and the swimming pool for the exclusive use of guests. Also attached to the villa is the boiler room with laundry, complete with washing machine. The entire structure is for the exclusive use of guests who can live in this unforgettable moments of rest and tranquility! Guests have the exclusive use of the whole villa and of the attached trullo, and the entire outdoor area, which includes the living room, the swimming pool and the laundry. Immersed in the breathtaking countryside, the home is located close to the center of Ceglie Messapica. Dine at exceptional family-owned restaurants, browse through the local markets, and go for a hike or bike ride through the valleys. you have a park for your car, in 20 mintes you arrive on the Adriatic sea beaches, in 30 minutes you can arrive on the Ionico sea beaches.

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)

Villa Poesia & Cottage - Cozy Stay Experience
Beautiful Mediterrean villa in the heart of the Amalfi Coast,160sqm with all comforts.140 sqm outdoor terraces portico, pergola views of coast. To reach the villa there are 160 steps not consecutive they are interrupted by narrow lanes. Free porter service to handle your luggage on arrival and departure. Private pool, air conditioner in every room ,close to supermarkets,restaurants, take away, bus stop, beach and Positano. During your stay, we will be always available.Paid parking on request

Trulli Namastè, Alberobello
Trulli Namastè is the perfect place to enjoy the charms of the Puglia countryside, a natural paradise in a quiet, seculed and enchanting place surrounded by olive trees. The ideal place for a couple (with or without children) who want maximum privacy considering that the whole structure, trulli, swimming pool and garden, would be at your complete disposal in an exclusive way. The ideal place for your honeymoon or to organize your wedding proposal or simply to live a special couple's holiday.

Amalfi - Charming Suite with an amazing view
The Villa is in a dominant position on the sea, surrounded by gardens of lemon and orange trees. From the terrace, a breathtaking view that embraces the bay of Amalfi from Capo Vettica to Capo d'Orso, the historic center and the Cathedral of Amalfi and the opposite coastline from Salerno to Capo Licosa. Thanks to the isolation of part of the terrace it is possible to sunbathe in absolute privacy. At 350m, a Club pool/restaurant is accessible only at the conditions listed in Access for guest

Oasi Gorgoni Charming House & Pool
Lussuoso e confortevole appartamento, a ridosso del centro della città, ideale per godersi il relax, la città e il mare. Dotato di ogni comfort (3 camere, 3 bagni, living, piscina privata, giardino, Wi-Fi, aria condizionata, lavatrice, biancheria, stoviglie, parcheggio privato), l’appartamento è situato in uno dei quartieri più tranquilli e sicuri di Lecce. A soli 10 min. dal mare, consente di raggiungere facilmente sia la costa costa adriatica (Otranto), che la costa ionica (Gallipoli).

Trulli Ad Maiora, charming trulli with SPA
Local trullari masters have revived this magical place using local techniques and materials. The result is a private property where you can spend a real experience. From the zero-km fruit and vegetables of our organic garden to the jogging path in the countryside where there are 1950 native plants and 45 olive trees. From the intimate SPA usable in both summer and winter to the majestic gazebo allocated on the farmyard where once the wheat was beaten. Alberobello is only 1.5 km away.

ASPETTANDO L'ALBA - APARTMENT WITH PRIVATE POOL
497 Aspettando l'Alba is an apartment with a sea-view terrace and a private pool. Featuring beautiful blue Vietri majolica tiles, the apartment includes a large double bedroom, spacious bathroom, fully equipped kitchen, bright living room, and a terrace with a sea-view pool. It's ideal for 2 to 4 people and is located in the historic part of Praiano, in a quiet and authentic setting. Between the sea and the mountains, nearby are the wonderful Path of the Gods and Praia beach.

Countryside Excape - Luxury Sicilian Loft & Pool
Indulge in a refined Sicilian escape in a luxury loft with a private pool, set within the historic Baglio Cappello, a traditional Sicilian courtyard farmhouse surrounded by unspoiled countryside. A place where time slows down, offering absolute privacy, quiet elegance and authentic charm. Perfectly located between Palermo and Trapani, it is an intimate retreat for couples and families seeking comfort, exclusivity and a truly authentic luxury experience. Car required.

Trulli PugliaTales - Private Pool!
Piera and Luciano are happy to welcome you in 'Trulli Puglia Tales'! They have just been renovated and offer the possibility of enjoying an unforgettable experience: living in contact with nature in a typical and ancient Apulian construction (three hundred years old!) without renouncing modern comforts. We have just built a swimming pool with hydromassage in the garden for our guests' EXCLUSIVE USE. For 2025 you can enjoy the pool from 15th April to 15th October!

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.

Nest on the sea
The house is located a few kilometers from Cefalù, near the small village of San Ambrogio. Surrounded by nature, surrounded by olive trees, near the Parque delle Madonie, the view of the rock of Cefalù and the islands of the Aeolian archipelago will enchant you at all times of the day with a change of colors, from the light blue of the morning to the red fire of the sunset to the starry blue of the night.
Popular amenities for South Italy rentals with a pool
House rentals with a pool

Casal Romito-Historic Villa with Pool and Gardens

Itaca Home to explorers in Polignano a Mare

Moorish Villa

In Villam temporary house

Private pool in Lecce, steps from old town

Torretta Martina

Apartment NEBO with infinity swimming pool

Cottage Ciara with pool and amazing river/sea view
Condo rentals with a pool

Cozy Sorrento Apartment

Villa Rosita Apartment

Queen's House - Panoramic Flat in Taormina

Penthouse Sorrento

At the Terrace of Tomasi of Lampedusa

Mediterranean Apartment

Amazing view Penthouse - pool and free parking

Luxury Penthouse private roof pool
Home rentals with a private pool

River House

Charme Villa beautiful view sea pool
Wp Relais Locanda Fiore di Zagara (Flower of Zagara)

Luxory over the Sea Apartment in Villa Palamara

Luxurious Villa with Panoramic Terrace and Private Pool
Mediterranean Apartment with Breathtaking Views

Contemporary Beach Villa with Pool and Gardens

Sicily Authentic Vibration Eighteenth-Century Farm with Panoramic Sea Views
Destinations to explore
- Rentals with a hot tub South Italy
- Trullo rentals South Italy
- Rentals with a patio South Italy
- Resort rentals South Italy
- Chalet rentals South Italy
- Boutique hotels South Italy
- Shepherds hut rentals South Italy
- Dome rentals South Italy
- Rentals with a sauna South Italy
- Smoking-friendly rentals South Italy
- Beachfront rentals South Italy
- Rentals with beach access South Italy
- Rentals with a home theater South Italy
- Tower rentals South Italy
- Hotel rooms South Italy
- Rentals with an EV charger South Italy
- Loft rentals South Italy
- Ski-in/ski-out rentals South Italy
- Apartment rentals South Italy
- Cave rentals South Italy
- Castle rentals South Italy
- Farmstay rentals South Italy
- Rentals with a kayak South Italy
- Rentals with a balcony South Italy
- Rentals with a washer and dryer South Italy
- Rentals with breakfast South Italy
- House rentals South Italy
- Private suite rentals South Italy
- Rentals with lake access South Italy
- Tent rentals South Italy
- RV rentals South Italy
- Cabin rentals South Italy
- Dammuso rentals South Italy
- Villa rentals South Italy
- Fitness-friendly rentals South Italy
- Houseboat rentals South Italy
- Townhouse rentals South Italy
- Aparthotel rentals South Italy
- Serviced apartment rentals South Italy
- Pet-friendly rentals South Italy
- Earth house rentals South Italy
- Bungalow rentals South Italy
- Vacation home rentals South Italy
- Luxury rentals South Italy
- Rentals with a fire pit South Italy
- Rentals with outdoor seating South Italy
- Rentals with an accessible height toilet South Italy
- Boat rentals South Italy
- Guesthouse rentals South Italy
- Rentals with a fireplace South Italy
- Cottage rentals South Italy
- Campsite rentals South Italy
- Hostel rentals South Italy
- Condo rentals South Italy
- Waterfront rentals South Italy
- Family-friendly rentals South Italy
- Nature eco lodge rentals South Italy
- Rentals with an accessible height bed South Italy
- Bed and breakfasts South Italy
- Tiny house rentals South Italy
- Rentals with pools Italy
- Things to do South Italy
- Nature and outdoors South Italy
- Sports activities South Italy
- Entertainment South Italy
- Food and drink South Italy
- Art and culture South Italy
- Tours South Italy
- Sightseeing South Italy
- Things to do Italy
- Art and culture Italy
- Entertainment Italy
- Sightseeing Italy
- Wellness Italy
- Nature and outdoors Italy
- Tours Italy
- Sports activities Italy
- Food and drink Italy





