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Holiday 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.

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Top guest favourite
A shimmering private pool reflects the clear sky, surrounded by a spacious garden with mature olive trees. The rustic stone building features a white wall and chimney, set against a backdrop of scattered clouds, enhancing the serene outdoor environment.
Trullo in Ceglie Messapica
4.95 out of 5 average rating, 132 reviews

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.

Top guest favourite
An outdoor space is revealed, featuring a pool surrounded by wooden decking. Sun loungers are positioned on a grassy terrace, shaded by large umbrellas. Stone steps lead to a relaxation area, while lush greenery adds to the natural ambiance of the setting.
Villa in Cefalù
4.98 out of 5 average rating, 129 reviews

Villa Del Borgo Cefalù - a Sicilian dream

Private villa with swimming pool & Sicilian charm In the heart of an authentic Sicilian village, this villa offers a swimming pool with a whirlpool, solarium, garden bar, furnished relaxation areas, home gym and telescope. Free high-speed WiFi, 24/7 in-person check-in to welcome you with the typical warmth of Sicilian hospitality, private parking and 2 SUPs upon request. Attention to detail and Sicilian hospitality for a romantic getaway, a family stay or a moment of pure relaxation with friends.

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)

Guest favourite
Villa in Amalfi
4.99 out of 5 average rating, 137 reviews

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

Top guest favourite
A transparent dome space offers a cozy sleeping area featuring a spacious bed with soft bedding. Light filters through the clear canopy, enhancing the natural interior. A ladder provides access to an elevated area, with draped fabric and a fan visible in the background.
Dome in Gornji Ceklin
4.99 out of 5 average rating, 195 reviews

Zen Relaxing Village Sky Dome

Welcome to Zen Relaxing Village – a peaceful retreat surrounded by nature, offering unique geodesic domes with private jacuzzis, saunas, outdoor pool and stunning views. Delicious homemade breakfast and dinner are available upon request, made fresh with local ingredients. We also invite you to taste our natural wines. https://airbnb.com/h/zengeodesic1 https://airbnb.com/h/zengeodesic2 https://airbnb.com/h/zenskydome https://airbnb.com/h/zengalaxydome https://airbnb.com/h/zenstardome

Guest favourite
A private terrace features a clear view of the ocean, complemented by a sparkling pool with blue mosaics. Comfortable lounge chairs and an umbrella are positioned around the pool area, inviting relaxation. The bright blue sky extends over tranquil waters in the background.
Flat in Praiano
4.9 out of 5 average rating, 230 reviews

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.

Top guest favourite
Loft in Balestrate
5 out of 5 average rating, 176 reviews

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.

Guest favourite
An aerial view of a charming Trulli complex is presented, featuring a private swimming pool surrounded by illuminated gardens. The pool area is bordered by loungers under soft lighting, with olive trees and plant life enhancing the serene outdoor setting.
Trullo in Polignano a Mare
4.95 out of 5 average rating, 111 reviews

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!

Guest favourite
A view from above showcases the smooth, white domed roof of the villa. The calm sea stretches out in the background, reflecting the clear blue sky. The distant silhouette of a landmass can be seen on the horizon.
Home in Conca dei Marini
4.93 out of 5 average rating, 182 reviews

Moorish Villa

Conca dei Marini is a charming fishing village very peaceful, Moorish Villa is perched above the gulf with an amazing view over the sea in a terraced garden surrounded by bougainvillea flower. It is perfectly situated to enjoy all the amentites and pleasures of the coast without compromising your peace and serenity. The floor of the house is covered with hand made ceramic tiles and the interior is white dome-shaped ceiling.

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.

Guest favourite
A serene infinity pool is positioned against a backdrop of the sea, with clear blue water reflecting the sky. Nearby, a terraced patio offers dining spaces shaded by canopy, surrounded by lush greenery and scenic coastal views.
Villa in Cefalù
4.89 out of 5 average rating, 116 reviews

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.

Top guest favourite
Lounge chairs with soft cushions are positioned on a grassy area, offering views of the sea and surrounding cliffs. An umbrella shades one of the loungers, creating a comfortable space for relaxation amidst the natural scenery.
Home in Praiano
4.95 out of 5 average rating, 135 reviews

At Francesca's: a relaxing oasis with a pool

A casa di Francesca enjoys a privileged location in the center of Praiano, the heart of the Amalfi Coast, overlooking Positano and Capri, within walking distance of bars, restaurants and shops. The house consists of: two bedrooms, two bathrooms, kitchen, living room and large outdoor areas, two terraces and a garden. Each room is air-conditioned and free Wi-Fi is available throughout the property.

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