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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
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, 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 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, 129 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, 194 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

Guest favourite
A serene pool reflects the vibrant colors of the sunset, with loungers positioned nearby. The modern structure features large windows that frame the picturesque landscape, showcasing the surrounding natural beauty and the distant outline of a mountain.
Home
4.94 out of 5 average rating, 109 reviews

Petra Nìura Winery Lodge & Pool

Petra Nìura - Ad Maiora Experience è un quadro naturalistico tra pietra lavica e vigneti di proprietà, con scorci paradisiaci sul mar Mediterraneo e sul vulcano Etna. Dai ruderi di un antico Palmento siciliano del 700 sorge un Winery Lodge da 4+2 posti letto, con giardino emozionale, piscina ad uso esclusivo e wine experience. Sarete deliziati dall’accoglienza degli host: non una struttura convenzionale, ma un luogo unico ove sentirsi a casa, vivendo una vera experience siciliana.

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!

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
4.93 out of 5 average rating, 181 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
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
A serene pool area is captured with bright blue water reflecting the sky. Surrounding the pool are several sun loungers and an umbrella providing shade. A stone railing offers a view of the landscape, enhancing the peaceful ambiance.
Flat
5 out of 5 average rating, 111 reviews

Sara House Taormina with swimming pool and parking

Kick back and relax in this calm, stylish space. Sara house is the right combination of elegance and comfort for a relaxing and exciting stay in beautiful Taormina. The apartment features a large double bedroom with a king-size bed, with the option to add a crib. A living area with equipped kitchen, double sofa bed and two bathrooms. You can also share the beautiful pool with Sara's family.

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, 123 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 cluster of traditional trulli can be seen, featuring conical stone roofs and charming stonework. Vibrant red flowers grow along the path, adding a touch of color to the natural landscape. The scene is framed by green trees, enhancing the serene outdoor setting.
Dome
4.96 out of 5 average rating, 112 reviews

THE SEVEN CONES - TRULLO LAVENDER

If you don’t find dates available for this trullo check out our properties next door: Rustic Trullo Architecture Cottage ( Trullo ARANCIO) and TRULLO EDERApart of "I SETTE CONI". Together with the other properties all close to this one, we can host and accomodate small-medium groups of people (12-16 persons).

Top 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, 174 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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