Holiday rentals with a pool in South Italy

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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

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 Sant'Ambrogio

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, a solarium, a garden bar, furnished relaxation areas and a home gym. Free high-speed Wi-Fi, 24-hour in-person check-in to welcome you with the warmth typical of Sicilian hospitality, private parking and 2 SUPs on request. Attention to detail and Sicilian hospitality for a romantic getaway, a family stay or a moment of pure relaxation with friends.

4.98 out of 5 average rating, 139 reviews

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

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)

4.94 out of 5 average rating, 292 reviews

Guest favourite

The exterior of a charming trullo showcases traditional cone-shaped roofs under a twilight sky. A serene pool with light green water is surrounded by wooden decking, while gently lit pathways lead to the entrance. Olive trees and lush plants frame the space.

Trullo in Alberobello

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.

4.92 out of 5 average rating, 217 reviews

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

Trulli Ad Maiora, charming trulli with private 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.

4.95 out of 5 average rating, 148 reviews

Top guest favourite

An aerial view showcases the villa's salt-water pool surrounded by sun loungers and illuminated pathways. Lush greenery and carefully arranged lights outline the outdoor space, while the characteristic trulli structure is visible, enhancing the tranquil setting.

Villa in Ostuni

Villa Fantese BR07401291000010487

Large and fresh villa, recently renovated, ideal for those who want to enjoy their holidays in a green oasis near Cisternino and Ostuni. The Villa has 6 rooms: 3 bedrooms, 2 bathrooms, living room-kitchen. Outside you will find: saltwater pool with whirlpool, gazebo, outdoor showers, barbecue, deck chairs, outdoor seating area, private parking. Strategically located near Ostuni, Cisternino, Martina, Locorotondo, Alberobello, Beaches of Fasano, Ostuni and Monopoli. Bikes available

4.98 out of 5 average rating, 125 reviews

Top guest favourite

An aerial view showcases the surrounding landscape of Casa del Capo, with lush olive groves and beautiful villas nestled among greenery. The sea glistens in the distance, framed by hills and mountains, including the prominent silhouette of Mount Vesuvius.

Guest house in Sorrento

House, terrace, shared garden/pool, view, sleeps 4

Casa del Capo is an independent, small house, with sea view, located in the grounds of this magnificent villa; the unit consists of one room with double bed, sofa bed, dining table, and fully equipped kitchen; one bathroom with shower; and the private terrace with outdoor furniture; the terrace can be used for meals. All spaces have been recently renovated. The house can accommodate up to four people. It might be too small for 4 adults; it is ideal to for a couple with 1 child.

5.0 out of 5 average rating, 105 reviews

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

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. You can enjoy the pool from 15th April to 15th October!

4.95 out of 5 average rating, 121 reviews

Top guest favourite

A trullo featuring traditional conical roofs is situated beside a rectangular swimming pool, surrounded by a manicured lawn. Olive trees create a natural border, while sun loungers are positioned around the pool area, inviting relaxation under a clear blue sky.

Trullo in Alberobello

Trulli Salamida, relax in Alberobello

In a bucolic atmosphere, framed by centuries-old olive trees, are the Trulli Salamida. Experience staying in the typical home of Alberobello, renovated respecting the historic architecture, with exposed stone rooms and equipped with every comfort for a unique and unforgettable vacation. You will be welcomed by the Salamida family, who have always been the guardians of the olive trees and producers of the inimitable Extra Virgin Olive Oil.

4.98 out of 5 average rating, 107 reviews

Superhost

The exterior of the villa is framed by lush greenery and vibrant flower boxes. The stone façade is complemented by a rustic tiled roof. Large windows and wooden shutters accentuate the inviting entrance, enhancing the connection to the surrounding natural park.

Guest suite in Roccamonfina

Dreamy suite for rent in a fairytale Country House

We rent out a special, private suite within our family Country House. The villa is located in a park, within the caldera of an extinct volcano. Located an hour from Naples, Roccamonfina is a typical small mountain village that attracts those looking to unwind with walks in the mountains, enjoy good food and visit nearby places rich in art and history. Spending time in such a special place will be an unforgettable experience!

4.83 out of 5 average rating, 102 reviews

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

VILLA LOU Taormina Private Villa Sea View Pool

VILLA LOU Taormina Private Villa Private Pool Exclusive use The villa has a large furnished terrace facing the sea where you can relax and dine and guests have exclusive use of a private sea view swimming pool ..surrounded by a large garden with palms and exotic plants The villa has 3 double bedrooms, 2 bathrooms (1 with a bath tub) and a hairdryer is included MUST CLIMB STAIRS AS STATED UNDER SAFETY & PROPERTY

4.96 out of 5 average rating, 146 reviews

Top guest favourite

A private infinity pool glimmers in the sunlight, surrounded by lounge chairs. Lush greenery frames the space, offering shade and a natural ambiance. In the distance, the deep blue Adriatic Sea meets a cloudless sky, enhancing the serene outdoor atmosphere.

Villa in Dubrovnik

Villa Soline

Villa Soline is a 440 sqm luxury villa near Dubrovnik with a 50 sqm infinity pool, sea views from every room, sauna, BBQ, two kitchens, and open-plan living. Enjoy spacious terraces, modern amenities, and tailored services. Just 250m from the beach and 10km from Old Town, this exclusive retreat is perfect for a private, unforgettable escape.

4.99 out of 5 average rating, 118 reviews

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 in Badolato

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.

4.98 out of 5 average rating, 144 reviews