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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, 133 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
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, 287 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
Apartment in Sant'Agata sui Due Golfi
5 out of 5 average rating, 9 reviews

Sea View Retreat | Authentic Charm near Positano

Wake up to breathtaking sea views and experience the charm of the Amalfi Coast. Sea View Retreat is a refined apartment set in a historic farmhouse between Sorrento and Positano. Surrounded by greenery, it offers tranquility and unforgettable sunsets. Here you can feel the soul of the place, where the old olive mill and wine cellar tell stories of Mediterranean life. Enjoy sunny breakfasts, reading and pure relaxation. An intimate retreat for those seeking beauty and a truly authentic experience

Guest favourite
A heated pool is elegantly set within a rustic stone alcove. Soft lighting enhances the tranquil atmosphere, while glimpses of muted stone walls provide a natural backdrop. The pool's clear blue water invites relaxation, creating a serene space for guests to unwind.
Apartment in Ostuni
4.95 out of 5 average rating, 110 reviews

White Dream- Luxury apartment

Benvenuti nel White Dream di Ostuni. Romantico appartamento con piscina interna riscaldata e terrazza panoramica. Scoprire un’oasi di pace e lusso, dove il fascino autentico pugliese incontra il comfort moderno. White Dream è pensato per viaggiatori che cercano stile, relax e viste indimenticabili in una delle città più iconiche del sud Italia. Questa casa unica si trova tra i vicoli bianchi di Ostuni, e offre un’esperienza davvero speciale, e sarete a pochi passi dai migliori ristoranti e bar

Top Guest favourite
Villa in Praiano
5 out of 5 average rating, 108 reviews

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

Top Guest favourite
A serene outdoor area features a salt-water pool surrounded by lounge seating. The landscape is complemented by traditional trullo structures in the background, set against a clear blue sky. Natural elements, such as olive trees and greenery, enhance the tranquil atmosphere.
Trullo in Alberobello
4.96 out of 5 average rating, 137 reviews

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.

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.
Apartment in Praiano
4.91 out of 5 average rating, 238 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.

Guest favourite
An infinity pool is visible, seamlessly blending with the horizon. A person is seen enjoying the tranquil water while overlooking a coastal town and the sea. The sky is filled with soft pastel hues, suggesting a serene sunset.
Villa in Forio
4.98 out of 5 average rating, 44 reviews

Villa dei lecci - Private infinity pool villa

The Ville dei Lecci complex is a jewel set in the bay of San Francesco. The villa is completely renovated and furnished down to the smallest detail. Featuring panoramic terraces overlooking the sea and an infinity pool, it always and unfailingly leaves guests breathless! Guests can reach the sea by walking for 5 minutes along a pleasant road that leads to the beautiful beach of San Francesco, equipped with numerous bathing establishments.

Guest favourite
Villa in Amalfi
4.99 out of 5 average rating, 145 reviews

Amalfi - Charming Suite with an amazing view

FREE PARKING on the property, Heated Jacuzzi, 24/7 Personal Concierge and grocery delivery service. Just 10 minutes by bus from the center of Amalfi or a scenic 25-minute walk via the stairs. The villa is a charming seaside retreat, perfect for resting and relaxing while still being close to the town center. From the terrace you can enjoy breathtaking views, and thanks to the partially secluded area, you can sunbathe in complete privacy.

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, 120 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 private pool with a stone edge offers scenic views of the sea. Palm trees and lush greenery surround the area, adding to the natural beauty. The backdrop features a terrace overlooking the water, creating a serene setting for relaxation.
Villa in Massa Lubrense
4.94 out of 5 average rating, 176 reviews

Dream Life - (San Montano)

Sun, sea and relax are the words that describe this lovely villa located in Massa Lubrense on the renowned Riviera of San Montano, a corner of paradise away from traffic but a strategic point to reach all the most important tourist destinations in the area. The free beach below is easily accessible with a stairway adjacent to the entrance to the house. The villa has a private and exclusive parking space.

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, 119 reviews

Nest on the sea

The house is a few kilometers away from Cefalù, near the small village of S. Ambrogio. Surrounded by nature, among olive trees, close to the Madonie Park, the view of the fortress of Cefalù and the islands of the Aeolian archipelago, will enchant you at every hour of the day with the change of colors, passing from the light blue in the morning to the red fire of sunset to the starry blue of the night.

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