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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
The exterior of a traditional trulli structure is showcased, featuring conical roofs made of local stone. The surrounding area is landscaped with greenery and gravel pathways, while blue skies with scattered clouds create a serene backdrop.
Trullo
4.98 out of 5 average rating, 59 reviews

Trulli TERRA DI MEZZO Oasis in Valle d'Itria

Trulli Terra di Mezzo is an oasis nestled between centuries-old olive trees and dry stone walls. Inside, all rooms are air-conditioned, with free WiFi and TV with Netflix service. The large master bedroom, the small double bedroom and the alcove bed with French mattress are built in the trulli. In the large garden, there is a swimming pool, for the exclusive use of guests, with an adjoining solarium and numerous relaxation areas. A barbecue area, vegetable garden and bikes are available for guests.

Guest favourite
A tranquil swimming pool is surrounded by a sun-soaked stone patio, featuring comfortable lounge chairs. Olive trees and a shaded pergola enhance the outdoor space, with traditional trulli structures visible in the background against clear blue skies.
Trullo
4.96 out of 5 average rating, 121 reviews

Trullo Ciliegio - "Il Colle del Noce" with pool

Our trulli are close to Martina Franca, Locorotondo and Alberobello (8 km). The whole guest house called "il Colle del noce" is composed of two houses: "Ulivo" and "Ciliegio", which can be rent individually as from this announcement. You can also rent them both from "trulli il Colle del noce+piscina" announcement. The sea is 30 km from our place. The rental is fantastic for families and groups. You'll love my trulli for the beautiful pool and garden, where you'll relax between the olives trees.

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
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
4.98 out of 5 average rating, 114 reviews

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

Top guest favourite
A private terrace features a wooden lounging area, surrounded by potted plants and soft lighting. An infinity pool reflects the evening sky, with rooftops and distant domes visible, creating an inviting space for relaxation and dining.
Apartment
4.95 out of 5 average rating, 107 reviews

Luxury Penthouse private roof pool

Incredibile penthouse apartment in the historic center of Palermo with private terrace with hot tub and views of the city and 12 domes. Just steps from the pedestrian area but wonderfully quiet, you can dine on the terrace in the evening and enjoy the view without hearing a single horn or noise! You’ll find any comfort, 2 level, 2 bedrooms, 4 bathrooms, 2 dressing rooms. Also Cable tv, wifi, AC, fully equiped kitchen and laundry . And if needed help for airport transfer .

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
The pool area features a sparkling blue water surface, framed by vibrant red flowers and green foliage. A sun umbrella and lounge chairs are positioned along the poolside, providing a place for relaxation while enjoying the scenic views in the background.
Place to stay
5 out of 5 average rating, 209 reviews

Holiday house Sicily Romitello

“Tutto in una stanza” is a cozy rustic retreat, surrounded by the greenery of Romitello Hill and offering breathtaking views of Castellammare del Golfo. It is the ideal place for a relaxing holiday, far from city noise, where you can enjoy a serene and rejuvenating atmosphere. Thanks to its strategic location, the main tourist destinations in the provinces of Palermo and Trapani are easily reachable, between sea and culture. 🚗 Car rental is recommended.

Top guest favourite
A serene outdoor space features a mosaic-tiled pool bordered by a stone wall and a gravel pathway. Lush greenery and trees provide natural beauty, while the blue sky with scattered clouds completes the tranquil landscape.
Trullo
4.99 out of 5 average rating, 178 reviews

Zen among the Trulli

CIS: TA07301391000075420 CIN: IT073013C200122905 My accommodation is suitable for families, couples, small groups of friends who are above all lovers of nature, peace, reading, meditation (and yoga): an invitation to do without technology (but wi-fi is there to assist you in case of need) and to find contact with what surrounds us, especially the Art and History of these places immersed in a characteristic landscape such as the Valle d 'Itria.

Guest favourite
An infinity pool is visible, seamlessly blending with the horizon. A person is seen enjoying the tranquil water while overlooking a coastal town and the sea. The sky is filled with soft pastel hues, suggesting a serene sunset.
Villa
4.97 out of 5 average rating, 39 reviews

Villa dei lecci - Private infinity pool villa

The Ville dei Lecci complex is a jewel set in the bay of San Francesco. The villa is completely renovated and furnished down to the smallest detail. Featuring panoramic terraces overlooking the sea and an infinity pool, it always and unfailingly leaves guests breathless! Guests can reach the sea by walking for 5 minutes along a pleasant road that leads to the beautiful beach of San Francesco, equipped with numerous bathing establishments.

Top guest favourite
A charming stone cottage is positioned in a picturesque landscape. The sunset casts warm hues over the scene, highlighting the natural stone pathways and rustic wooden pergola. Lush greenery surrounds the cottage, with a slight view of the mountains in the background.
Tiny home
4.99 out of 5 average rating, 115 reviews

Vineyard Eco Cottage near Dubrovnik

The Cottage is a romantic retreat for 2 in a beautiful rural setting within a vineyard in Croatia. The cottage is Eco-friendly, runs on solar power and it is surrounded by vineyards & meadows and ideal location for couples and honeymooners. During vacation our guests can enjoy swimming in organic pool, hiking, cycling and picking fresh vegetables from our Eco garden. The cottage is located at NATURA 2000, EU nature protection areas.

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
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
The exterior view of the villa showcases a three-story structure with light-colored walls and multiple balconies. A pleasant outdoor seating area is set on the patio, surrounded by greenery. The entrance is framed by a decorative arch, providing a welcoming touch.
Villa
4.99 out of 5 average rating, 107 reviews

My Villa excellent and strategic position

We welcome you in an elegant independent three-storey villa located in the center of Sant'Agnello, just one km from the center of Sorrento. The villa is spacious, approximately 200 square meters, and has four (4) bedrooms all with private bathrooms, and can accommodate up to 8 people. It is equipped with air conditioning, WI-FI heating. Features include private terraces, patio and private garden, inground pool.

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