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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, 132 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, 283 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)

Top 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.
Flat in Ostuni
4.95 out of 5 average rating, 103 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, 106 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

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, 136 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.

Top guest favourite
Aerial view of the Zen Relaxing Village presents several geodesic domes nestled in lush greenery. Surrounding terraces feature seating areas with stone pathways leading to a shaded pavilion, enhancing the serene environment. Nature envelops the structures, promoting a tranquil escape.
Dome in Gornji Ceklin
4.98 out of 5 average rating, 161 reviews

Zen relaxing village Geodesic dome 2

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
4.91 out of 5 average rating, 235 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, 178 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
Villa in Amalfi
4.99 out of 5 average rating, 140 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.

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
4.94 out of 5 average rating, 185 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, 117 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.

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