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Vacation 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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Guest favorite
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 favorite
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
4.95 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.

Guest favorite
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.
Apartment in Praiano
4.9 out of 5 average rating, 230 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 favorite
Loft in Balestrate
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 favorite
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!

Guest favorite
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
4.93 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 favorite
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, 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 favorite
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 in Praiano
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.

Guest favorite
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, 124 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 favorite
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 in Ostuni
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 favorite
An outdoor terrace overlooks the sparkling sea, featuring a small pool and an umbrella for shade. A dining table with chairs is set nearby, complemented by potted plants. The view captures distant coastal formations, enhancing the serene outdoor ambiance.
Home in Praiano
4.99 out of 5 average rating, 218 reviews

Casa Maria Giovanna, facing the sea

Casa Maria Giovanna, located in the heart of Praiano, between Positano and Amalfi, is a charming family home built in the early 1800's and recently restored with its vaulted ceilings and typical local architecture. Its large patio offers an above-ground pool and breathtaking views over the sea.

Top guest favorite
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 in Ostuni
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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