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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 tranquil swimming pool measuring 10x5m is surrounded by a spacious patio area. Colorful chairs and loungers are positioned around the pool, providing seating options. Lush greenery borders the space, and the coastline view is visible in the background, adding to the serene atmosphere.
Flat
4.96 out of 5 average rating, 203 reviews

Mediterranean Apartment with Breathtaking Views

The property has a 10x5m swimming pool with solarium and garden area. From the pool you have a breathtaking view onto the coastline. The apartment has a huge terrace facing the seaside where you can dine and enjoy crickets chirping in the sicilian summer nights. For the BBQ lover the apartment offers a BBQ. The living space is luminous, open and spacious. Guests are free to use garden, swimming pool and terrace. The ground floor is inhabited by my lovely parents who take care of everything surrounding the property. They speak german and english, so if you need help they are happy to help you out. The apartment is part of a hilltop villa surrounded by beautiful gardens. Located in a quiet area, it offers a fantastic respite to relax in peace. For everything else, the charming town of Cefalu is just a short drive away. The property is on a hilltop and is 6km from Cefalu town. In town you can find everything you need. The property is immersed in nature and has no supermarket at walking distance. A car is necessary to get around!!

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
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
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
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
4.95 out of 5 average rating, 131 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
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

Top guest favourite
Loft
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
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!

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
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.

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
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.

Top guest favourite
A tranquil swimming pool is framed by lush palm trees and vibrant greenery. A large terracotta pot rests on a stone ledge, contrasting with the clear blue water. The expansive view of the Mediterranean Sea is visible in the background, showcasing a bright sky and distant coastline.
Villa in Taormina
4.95 out of 5 average rating, 125 reviews

VILLA LOU Taormina Private Villa Sea View Pool

VILLA LOU TAORMINA Private Villa Panoramic Sea View Pool Exclusive use The villa has a furnished terrace facing the sea where you can relax and dine and guests have exclusive use of a sea view private swimming pool ..surrounded by a large garden with palms and exotic plants MUST CLIMB STAIRS AS STATED UNDER SAFETY & PROPERTY

Top guest favourite
A two-story southern Italian villa is set amidst a lush garden, featuring green trees and shrubs. The facade showcases wooden shuttered windows and a pathway leading to the entrance. A sense of tranquility emanates from the rustic surroundings.
Villa
4.98 out of 5 average rating, 133 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.

Guest favourite
An ancient grotto features a heated jacuzzi, illuminated by the soft glow of candle lanterns. The smooth stone surrounding the jacuzzi creates a serene atmosphere, while the clear water reflects the warm light, inviting relaxation.
Home
4.91 out of 5 average rating, 175 reviews

Alesia Luxury Cave

Casa del fine ‘800 finemente ristrutturata recentemente , con antica grotta adibita attualmente a piscina idromassaggio , con acqua riscaldata ad uso esclusivo ! King suite a 50 metri dalla piazza centrale di ostuni dove vivere momenti indimenticabili di relax .

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