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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
Villa in Cefalù
4.98 out of 5 average rating, 127 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
A bright living area is showcased, featuring a comfortable sofa and a dining table set for four. Large windows frame scenic views of the sea and surrounding hills, allowing natural light to fill the space. Decorative elements include fresh flowers and wall art, enhancing the inviting atmosphere.
Apartment in Dubrovnik
5 out of 5 average rating, 148 reviews

Apt Royal-Villa Boban w sea view, balcony & pool

The 50 sqm Apartment Royal is situated in a beautiful villa on the Lapad peninsula, only 5 mins walk from the nearest beaches and 4km from the Old Town of Dubrovnik, main ferry port and bus terminal. The nearest bus stop is 50m away. It is completely new, with fully equipped kitchen, flat screen TV with Netflix, air-conditioning, Wi-Fi, romantic canopy bed and hydromassage bathtub. Enjoy the spectacular views, take a swim in the infinity swimming pool and sunbathe on the terrace with a sea view!

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
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
4.93 out of 5 average rating, 195 reviews

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.

Top Guest favourite
The charming trulli structure is illuminated at night, highlighting the unique conical roofs. A serene atmosphere is created by the soft lighting against the white stone walls. Inset is a view of the shared pool and surrounding garden, set in a tranquil landscape.
Trullo in Ostuni
4.96 out of 5 average rating, 183 reviews

Trulli The Nest BR07401291000010486

Trulli immersed in the heart of the Valle d'Itria. They are equipped with a swimming pool (shared) and whirlpool. The property has a double bedroom, a very large living room with adjoining double sofa bed, a full bathroom and an equipped kitchen. Outside there is a veranda with gazebo, garden, barbecue and parking. A few km away you will find very popular destinations (Ostuni, Cisternino, Alberobello, Locorotondo, Martina Franca, Ostuni beaches, Torre Canne and Monopoli)

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!

Top Guest favourite
A tranquil outdoor space features a gravel path lined with colorful flowers and greenery. Traditional stone and trulli structures are visible, complemented by a large tree and cacti in decorative pots, creating a serene and inviting atmosphere.
Home in Cisternino
4.96 out of 5 average rating, 150 reviews

Trulli di Mezza

I Trulli di Mezza is an ancient rural complex that can comfortably accommodate up to six guests in a simple and hospitable setting. Minimalist furnishings leave the space to the stone arches and niches that take center stage. Located in the heart of the Valle d'Itria, they offer a shared swimming pool with another apartment located within the same property. I Trulli are located a few minutes' drive from the sea and the beautiful beaches of the Apulian east coast.

Top Guest favourite
A serene exterior view reveals a white structure nestled among olive trees and lush greenery. The building is framed by natural rock formations, contributing to the authentic rural charm of the surroundings.
Trullo in Ostuni
4.95 out of 5 average rating, 195 reviews

Lacinera apartment in Trullo "La Vite"

This unique space, carved inside traditional trulli, has its own charm and lets you experience the true spirit of the Itria Valley. You enter through an old strawberry‑grape pergola. The kitchen and bathroom are set in the alcoves, while the dining and sleeping areas are located in a saracen trullo and a tall‑cone trullo. The private patio and nearby infinity‑edge pool offer views of the valley and the skyline of Ceglie Messapica.

Top Guest favourite
A rooftop terrace offers a serene evening view of the sea, framed by planters with cacti. A rustic barrel and a round table with soft lighting create a peaceful setting. The space features comfortable seating, inviting relaxation while enjoying the coastal landscape.
Cottage in Provincia di Lecce
5 out of 5 average rating, 107 reviews

Suite Casa De Vita - (amazing view on the coast)

Splendida casa vacanza immersa nel verde del Salento, a soli 50 mt. dal mare e con accesso diretto per trascorrere la tua vacanza nel pieno relax nella natura salentina. La struttura è ubicata in una zona riservata, utile per chi amano fuggire dal caos cittadino e dallo stress quotidiano. La casa vacanza, arredata con lo stile salentino, si affaccia sulla bellissima scogliera di Torre Nasparo, sul versante Adriatico della Puglia.

Top Guest favourite
Villa in Praiano
4.99 out of 5 average rating, 164 reviews

Incredible Sea View design Villa in Amalfi Coast

A historic boutique villa on the Amalfi Coast, where elegance, privacy, and contemporary comfort exist in perfect harmony The villa offers rare, access directly from the main road - a true privilege on the Amalfi Coast - Daily housekeeping and a dedicated concierge service provide seamless assistance, from private boat excursions to curated dining and bespoke experiences, all delivered with discreet Mediterranean hospitality

Top Guest favourite
A spacious outdoor dining area features a white table surrounded by elegant chairs, with a vibrant fruit centerpiece. The background reveals a stunning view of the coastline and Capri's island against a clear blue sky.
Home in Massa Lubrense
4.91 out of 5 average rating, 171 reviews

Domus Capri with private pool 15063044ext0609

Domus Capri: a real relaxing holiday between pool and sea view on Capri Island 3 bedroom apartment Large fully equipped kitchen 2 bathrooms with shower Living room 2 large terraces overlooking Capri island Private panoramic pool and solarium Private parking Set high on the cliff and immersed amongst the rugged Mediterranean flora lies Domus Capri , a uniquely modern and cozy styleapartment that accommodates MAX 5 PEOPLE.

Guest favourite
A charming outdoor terrace features a heart-shaped Jacuzzi surrounded by a wooden deck and lush greenery. The panoramic view of the blue sea stretches beyond, providing a serene atmosphere for relaxation. Sun loungers are arranged nearby, inviting guests to enjoy the stunning landscape.
Apartment in Conca dei Marini
4.95 out of 5 average rating, 133 reviews

Smeraldo Holiday House, peace and blissful views

Smeraldo Holiday House is suspended between the blue sky of the Conca dei Marini’s cape and the green of the Mediterranean lush that surrounds this place. It’s the ideal solution for a family or a group of friends traveling together. It features two double bedrooms (one of these can be a twin room), two bathrooms with a shower, a spacious living room with a panoramic kitchen and a terrace with views to die for.

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