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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 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
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)

Top guest favourite
A serene outdoor area features a unique swimming pool design, including curved sections bordered by smooth gray stone. Lush banana plants are arranged among decorative gravel, adding a touch of greenery. The tranquil water reflects the surrounding environment, enhancing the peaceful ambiance.
Villa
4.96 out of 5 average rating, 135 reviews

The small castle of the Moors ,access to the sea

Regional License Code 15065104EXT0209 CIN : IT065104C2NOHBAH4M A lovely terrace with exclusive use,to live in complete relaxation,of 150 square meters, swimming pool ,outdoor shower with hot and cold water, barbecue,free wi-fi ,lift, free parking space in the structure,the descent to private beach (shared with other 4/5 guests) with access permitted from May 15th ,air conditioned rooms, and proximity, 500 meters,the center of the village of Minori,constitute the strengths of this apartment

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.

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
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
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
The outdoor pool area features several lounge chairs shaded by large umbrellas, surrounded by neatly manicured greenery and tall cypress trees, creating a serene atmosphere.
Home
5 out of 5 average rating, 109 reviews

"Il Palmento" of Villa Clelia 1936

Nestled in an ancient olive grove of about four hectares, our Palmento is available to travelers wishing to discover the enchanting Ionian coast of Calabria. The house is rented for exclusive use, completely renovated and equipped with every comfort. Bright, quiet, surrounded by the estate's gardens (where our family home is also located) and with an outdoor patio. 5 minutes from the beaches, the Archaeological Park of Locri Epizefiri and 10 minutes from the village of Gerace.

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
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
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.

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.
Flat
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.

Top guest favourite
Villa
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. A serene retreat for discerning guests, offering daily housekeeping and dedicated assistance to arrange bespoke experiences, selected restaurants, and private tours, all delivered with discreet, timeless Mediterranean hospitality.

Guest favourite
An outdoor seating area features a wooden table surrounded by chairs, with a cozy ambiance created by soft lighting. The historic trulli structures can be seen in the background, while a small green bottle adds a touch of color to the space.
Trullo
4.93 out of 5 average rating, 149 reviews

[Trullo Suite-Modern Style] Jacuzzi Spa & Auto Box

Cones in living stone, a framed kitchen that evokes bygone times, a bright and functional bathroom, and a garden with Apulian lighting. Tradition, style, functionality, and hospitality are the cornerstones of a true Apulian experience without neglecting charm and exclusivity. In a word: MILESTONES

Top guest favourite
A refreshing pool is framed by vibrant red flowers and lush greenery, overlooking a serene sea. The wooden deck features a ladder leading into the clear water, offering a tranquil space for relaxation amidst nature.
Flat
4.83 out of 5 average rating, 209 reviews

Panoramic view Apartment

Casa Portapenta is located in the historic centre of Praiano in a quiet and very panoramic position. In the morning you can enjoy the first light of dawn, sipping a coffee directly from your terrace, surrounded by lemon, orange and apricot trees and a lush vegetation.

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